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22nd Century Group

xxii · NYSE Consumer Defensive
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FY2012 Annual Report · 22nd Century Group
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22nd Century Group, Inc. 

9530 Main Street
Clarence, New York 14031
Telephone: (716) 270-1523
Fax: (716) 877-3064

xxiicentury.com

© 22nd Century Group, Inc.

2012 
ANNUAL REPORT

Stock Ticker:  XXII

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22nd Century Group, Inc. 

Dear Fellow Shareholders:

It is hard to believe that 22nd Century Group has been public 
now for just over two and a half years.  The company went public 
on January 25, 2011 with fewer than 60 shareholders and now 
we have nearly 800.  22nd Century Group has achieved many 
milestones since then, but I believe we have only just begun in 
terms of building shareholder value. 

Stemming from 111 issued patents and 38 pending patent 
applications, our technology allows us to produce our proprietary 
tobacco to fulfill 22nd Century’s mission of developing and 
commercializing:  (i) consumer-acceptable reduced risk tobacco 
products for those who do not desire to quit smoking and (ii) a 
prescription-based smoking cessation aid consisting of a kit of 
very low nicotine (VLN) cigarettes for those who desire to quit.  
These two distinct business lines are segregated in our wholly 
owned subsidiaries, Goodrich Tobacco Company and Hercules 
Pharmaceuticals.

You, of course, have thousands of public company choices in 
which to invest.  Allow me to articulate why our company is an 
especially compelling proposition for investors. 

Licensing and Partnering – The Company has been in 
negotiations with various parties in the tobacco and 
pharmaceutical industries for licensing its technology and 
products since early 2012. Management expects to finalize one or 
more licensing agreements in the third quarter of 2013, including 
a worldwide agreement allowing 22nd Century and its technology 
to participate in the approximate $700 billion global annual 
tobacco market.

Separately, 22nd Century and a U.S. tobacco product 
manufacturer that is a participating member of the Tobacco 
Master Settlement Agreement, known as the MSA, recently 
signed a confidential non-binding letter of intent. The parties 
are evaluating collaborative business ventures which, if 
consummated, are expected to greatly facilitate Goodrich 
Tobacco establishing recurring and sustainable revenue and 
profits.

The Center for Tobacco Products of the U.S. Food and Drug 
Administration (FDA) requested a meeting with 22nd Century to 
discuss the company’s proprietary products.  Our management 
met with the FDA on June 17, 2013 and explained to the Agency 
how the company’s technology works and how it can be 
employed into various commercial tobacco varieties.

Modified Risk Cigarettes – Goodrich Tobacco has developed 
two proprietary modified risk cigarettes, referred to as BRAND 
A and BRAND B, which the company believes are less harmful 
than conventional cigarettes. The company is in the process of 
preparing two modified risk applications to be filed with the FDA 
in accordance with FDA guidelines to seek FDA authorization 
to market BRAND A and BRAND B as modified risk cigarettes. 
BRAND A is a very low nicotine (VLN) cigarette containing 
approximately 95 percent less nicotine than leading brands. 
BRAND B is a low-tar cigarette with a relatively high nicotine 
content. The company expects to file one application at the end 
of 2013 and another in 2014. 

SPECTRUM Research Cigarettes – The SPECTRUM® project 
is considered quite prestigious by many in the industry since 
no other tobacco company anywhere in the world is capable of 
producing cigarettes with such a wide range of nicotine levels.  

Indeed, both The New York Times 
and The Washington Post have 
published feature stories on 
SPECTRUM and the company 
in October 2011 and July 2013, 
respectively.   

To date, 22nd Century has delivered approximately 12 million 
SPECTRUM cigarettes which are used solely for research 
purposes and distributed under the direction of the U.S. National 
Institutes of Health.  22nd Century expects to ship an additional 
5,500,000 SPECTRUM cigarettes (275,000 packs) in 2013 and 
additional orders thereafter.  Tens of millions of dollars of research, 
a portion of which has already commenced, will be conducted 
with SPECTRUM, which will greatly benefit 22nd Century.

X-22 Smoking Cessation Aid – We continue to believe that 
our VLN cigarettes are effective as a smoking cessation aid.  
Results of two independent smoking-cessation trials that used 
our proprietary VLN cigarettes were reported at the Society for 
Research on Nicotine and Tobacco held in Boston in March, and 
in the June 2013 issue of Cancer Epidemiology Biomarkers and 
Prevention.  In a study by Queen Mary University of London, use 
of VLN cigarettes in combination with Chantix® or in combination 
with nicotine replacement therapy (NRT) increased abstinence 
rates over the use of Chantix or the use of NRT.  A study led by 
the University of Minnesota compared use of VLN cigarettes 
alone, nicotine patches, or both together.  Overall, abstinence 
rates for the group using only the VLN cigarette were equivalent 
to abstinence rates for the FDA-approved nicotine patch, and 
among women, those using our VLN cigarette had the highest 
continuous abstinence rate.  Upon identifying a suitable joint 
venture partner to fund further clinical trials, we expect to 
resume our own sponsored X-22 clinical trials under our active 
Investigational New Drug Application.

Global Distribution of the Company’s Brands – The Company will 
greatly expand the distribution of its highly differentiated, super-
premium cigarettes, RED SUN® and MAGIC® brands towards 
year end 2013.  Goodrich Tobacco granted a Dutch company 
exclusive distribution rights to its DUTCH MAGIC™ brand in The 
Netherlands, Belgium and Luxemburg, known as Benelux.  The 
brand’s packaging and product specifications are being finalized.  
We expect to have similar international distribution agreements for 
our brands in some of the top tobacco markets in 2014.

On behalf of the 22nd Century Group management team, thank 
you for joining our family of shareholders.  Although we have 
made significant progress in recent years, much work remains 
and many more milestones lie ahead.  I look forward to the 
company achieving these milestones and further increasing 
shareholder value.  

I ask for your continued support as we move into the exciting 
international licensing and commercialization phase of the 
company.  Please do not hesitate to contact me or other  
members of my management team with any questions or 
concerns. We look forward to keeping you apprised of our 
continued progress and success.

Sincerely, 

Joseph Pandolfino
Chief Executive Officer

CORPORATE HEADQUARTERS

EXECUTIVE OFFICERS

Annual Meeting Notice

22nd Century Group, Inc.
9530 Main Street

Joseph Pandolfino
Chief Executive Officer

Henry Sicignano III
President & Secretary

John T. Brodfuehrer
Chief Financial Officer 

Michael Moynihan, Ph.D.
Vice President of R&D

DIRECTORS

Joseph Pandolfino
Chief Executive Officer 

Henry Sicignano III
President & Secretary

The Annual Meeting  

of Shareholders:
2:00 p.m.

Saturday, September 28, 2013

The Spaulding Lake Club House

Clarence, NY 14031

Stockholder Information

Requests for interim reports 

(Form 10-Q) and annual reports 

(Form 10-K) and requests for 

more information about the 

Company should be directed  

in writing to: 

22nd Century Group, Inc.

Attn: Chief Financial Officer

9530 Main Street

Clarence, NY 14031

Joseph Alexander Dunn, Ph.D.
Associate Dean for Research 

Press releases and Securities and 

and Professor of Pharmaceutical 

Exchange Commission filings are 

Sciences, D’Youville College  

available by visiting our website at  

of Pharmacy 

www.xxiicentury.com

James W. Cornell
President and CEO  

Praxiis, LLC

Clarence, NY 14031

(716) 270-1523

xxiicentury.com

Investor Relations
Redington, Inc.
49 Richmondville Ave.

Westport, CT 06880

Phone: 203-222-7399

Fax: 203-222-1819

Legal Counsel
Foley & Lardner LLP
3000 K Street, NW

6th Floor

Washington, DC 20007

Phone: 202-672-5300

Fax: 202-672-5399

Auditors
Freed Maxick CPA’s, PC
Liberty Building, Suite 800

424 Main Street

Buffalo, NY 14202-3508

Phone: 716-847-2651

Fax: 716-847-0069

Transfer Agent
Continental Stock and  

Transfer Company
17 Battery Place

New York, NY 10004

Phone: 212-509-4000

Fax: 212-509-5150

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UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

FORM 10-K

(cid:95) Annual Report under Section 13 or 15(d) of the Securities
Exchange Act of 1934
For the fiscal year ended December 31, 2012

or

(cid:133) Transitional Report under Section 13 or 15(d) of the
Securities Exchange Act of 1934
Commission File Number: 000-54111

22nd Century Group, Inc.
(Exact name of registrant as specified in its charter)

Nevada
(State or other jurisdiction
of incorporation)

98-0468420
(IRS Employer
Identification No.)

 9530 Main Street, Clarence, New York 14031 
(Address of principal executive offices)

(716) 270-1523
Registrant’s telephone number, including area code

Securities registered under Section 12(b) of the Act: None

Securities registered under Section 12(g) of the Act:

Common Stock (Par Value - $0.00001 per share)

Indicate by check mark if the registrant is a well-known seasoned issuer as defined in Rule 405 of the Securities Act
Yes (cid:133)(cid:3)No (cid:95)

Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or 15(d) of the Exchange Act.
Yes (cid:133)(cid:3)No (cid:95)

Indicate by check mark whether the registrant:  (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during 
the preceding 12 months (or for such shorter period that the registrant was required to file such reports) and (2) has been subject to such filing requirements for 
the past 90 days.
Yes (cid:95)(cid:3)No (cid:133)

Indicate by check mark whether the registrant has submitted electronically and posted on its corporate Web site, if any, every Interactive Date File required to be 
submitted and posted pursuant to Rule 405 of Regulation S-T during the preceding 12 months (or for such shorter period that the registrant was required to submit 
and post such files)
Yes (cid:95)(cid:3)No (cid:133)

Indicate by check mark if disclosure of delinquent filers pursuant to Item 405 of Regulation S-K (§229.405 of this chapter) is not contained herein, and will not be 
contained, to the best of registrant’s knowledge, in definitive proxy or information statements incorporated by reference in Part III of this Form 10-K or any 
amendment to this Form 10-K. (cid:133)

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, or a non-accelerated filer.

Large Accelerated Filer (cid:133)(cid:3)Accelerated Filer (cid:133)(cid:3)Non-Accelerated Filer (cid:133)(cid:3)Smaller Reporting Company (cid:95)

Indicate by check mark whether the registrant is a shell company (as defined by Rule 12b-2 of the Act).Yes (cid:133) No (cid:95)

As of June 29, 2012, the last business day of the registrant’s most recently completed second fiscal quarter, the aggregate value of the registrant’s common stock 
(excluding the 18,206,550 shares held by affiliates), based upon the $0.35 price at which such common stock was last sold on June 29, 2012, was approximately 
$4.7 million.

As of March 7, 2013, there were 38,259,362 shares of Common Stock outstanding.

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22nd Century Group, Inc.
Table of Contents 

PART I

BUSINESS
RISK FACTORS
UNRESOLVED STAFF COMMENTS
PROPERTIES
LEGAL PROCEEDINGS
MINE SAFETY DISCLOSURES

PART II

MARKET FOR REGISTRANT’S COMMON EQUITY, RELATED STOCKHOLDER MATTERS AND ISSUER PURCHASES OF EQUITY SECURITIES
SELECTED FINANCIAL DATA
MANAGEMENT’S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND RESULTS OF OPERATIONS
QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISK
FINANCIAL STATEMENTS AND SUPPLEMENTARY DATA
CHANGES IN AND DISAGREEMENTS WITH ACCOUNTANTS ON ACCOUNTING AND FINANCIAL DISCLOSURE
CONTROLS AND PROCEDURES
OTHER INFORMATION

PART III

DIRECTORS, EXECUTIVE OFFICERS AND CORPORATE GOVERNANCE
EXECUTIVE COMPENSATION
SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT AND RELATED STOCKHOLDER MATTERS
CERTAIN RELATIONSHIPS AND RELATED TRANSACTIONS, AND DIRECTOR INDEPENDENCE
PRINCIPAL ACCOUNTING FEES AND SERVICES

ITEM 1.
ITEM 1A.
ITEM 1B.
ITEM 2.
ITEM 3.
ITEM 4.

ITEM 5.
ITEM 6.
ITEM 7.
ITEM 7A.
ITEM 8.
ITEM 9.
ITEM 9A.
ITEM 9B.

ITEM 10.
ITEM 11.
ITEM 12.
ITEM 13.
ITEM 14.

ITEM 15.

EXHIBITS AND FINANCIAL STATEMENT SCHEDULES

PART IV

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Cautionary Note Regarding Forward-Looking Statements

This Annual Report on Form 10-K contains forward-looking statements concerning our business, operations and financial performance and condition as 
well as our plans, objectives and expectations for our business operations and financial performance and condition that are subject to risks and uncertainties. All 
statements other than statements of historical fact included in this Annual Report on Form 10-K are forward-looking statements. You can identify these 
statements by words such as “aim,” “anticipate,” “assume,” “believe,” “could,” “due,” “estimate,” “expect,” “goal,” “intend,” “may,” “objective,” “plan,”
“potential,” “positioned,” “predict,” “should,” “target,” “will,” “would” and other similar expressions that are predictions of or indicate future events and future 
trends. These forward-looking statements are based on current expectations, estimates, forecasts and projections about our business and the industry in which we 
operate and our management's beliefs and assumptions. These statements are not guarantees of future performance or development and involve known and 
unknown risks, uncertainties and other factors that are in some cases beyond our control. All forward-looking statements are subject to risks and uncertainties that 
may cause actual results to differ materially from those that we expected, including:

(cid:120) Our ability to raise capital or enter into a licensing transaction in order to continue as a going concern;
(cid:120) Our ability to achieve profitability;
(cid:120) Our ability to manage our growth effectively;
(cid:120) Our ability to obtain U.S. Food and Drug Administration (“FDA”) and foreign regulatory approval for our X-22 smoking cessation product and our Modified 

Risk Cigarettes;

The potential for our competitors to develop products that are less expensive, safer or more effective than ours;

(cid:120) Our ability to gain market acceptance for our products;
(cid:120) Our ability to compete with competitors that may have greater resources than us;
(cid:120)
(cid:120) Our ability to comply with existing and new government regulations;
(cid:120) Our ability to retain key personnel;
(cid:120)
(cid:120)
(cid:120) Our ability to adequately protect our intellectual property and to avoid infringement on rights of third parties; and
(cid:120) Our ability to maintain our rights to our intellectual property licenses.

The potential exposure to product liability claims, product recalls and other claims;
The potential for our clinical trials to produce negative or inconclusive results;

For the discussion of these risks and uncertainties that could cause actual results to differ materially from those contained in our forward-looking 
statements, please refer to “Risk Factors” in this Annual Report on Form 10-K. The forward-looking statements included in this Annual Report on Form 10-K are 
made only as of the date hereof. We undertake no obligation to publicly update or revise any forward-looking statement as a result of new information, future 
events or otherwise, except as otherwise required by law.

Unless the context otherwise requires, references to the “Company,” “we,” “us,” and “our” refer to 22nd Century Group, Inc., a Nevada corporation, and 

22nd Century Limited, LLC, a Delaware limited liability company, as its wholly-owned subsidiary, taken as a whole, and also refer to the operations of 22nd 
Century Limited, LLC prior to the closing of the merger on January 25, 2011, as described below.

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Item 1.

Business.

Background

PART I

22nd Century Group, Inc. was incorporated under the laws of the State of Nevada on September 12, 2005 under the name Touchstone Mining Limited. 

On January 25, 2011, we entered into a reverse merger transaction with 22nd Century Limited, LLC, which we refer to herein as the Merger. Upon the closing of 
the Merger, 22nd Century Limited, LLC became our wholly-owned subsidiary. We changed our name to 22nd Century Group, Inc. on November 23, 2010 in 
anticipation of the Merger with 22nd Century Limited, LLC. After the Merger, we succeeded to the business of 22nd Century Limited, LLC as our sole line of 
business.

22nd Century Limited, LLC was originally formed as a New York limited liability company on February 20, 1998 as 21st Century Limited, LLC and 

subsequently merged with a newly-formed Delaware limited liability company, 22nd Century Limited, LLC, on November 29, 1999. Since inception, 22nd 
Century Limited, LLC has used biotechnology to regulate the nicotine content in tobacco plants.

Overview

22nd Century Limited, LLC (“22nd Century Ltd”), our wholly-owned subsidiary, is a plant biotechnology company focused on tobacco harm reduction 
and smoking cessation products produced from modifying the nicotine content in tobacco plants through genetic engineering and plant breeding. The Company 
exclusively controls 107 issued patents and exclusively controls an additional 39 patent applications; of these, we own 12 issued patents plus 22 patent 
applications and we license on an exclusive basis, 95 issued patents and 17 patent applications. Hercules Pharmaceuticals LLC (“Hercules Pharmaceuticals”) and 
Goodrich Tobacco Company, LLC (“Goodrich Tobacco”) are wholly-owned subsidiaries of 22nd Century Ltd. Hercules Pharmaceuticals is focused on X-22, a 
prescription smoking cessation aid currently in development. Goodrich Tobacco is focused on commercial tobacco products and potential modified risk 
cigarettes. 

The Company is primarily involved in the following activities:

(cid:120)
(cid:120)
(cid:120)
(cid:120)

(cid:120)
(cid:120)

The international licensing of 22nd Century Ltd’s technology, proprietary tobaccos, trademarks and brands;
The development of its X-22 prescription smoking cessation aid in development;
The development of its modified risk tobacco products;
The pursuit of necessary regulatory approvals and clearances at the U.S. Food and Drug Administration (the “FDA”) to market X-22 as a 
prescription smoking cessation aid and BRAND A and BRAND B as Modified Risk Cigarettes in the U.S.;
The manufacture, marketing and distribution of RED SUN and MAGIC proprietary cigarettes; and
The production of SPECTRUM research cigarettes for the National Institute on Drug Abuse (“NIDA”).

Licensing

The Company has been in discussions with various parties in the tobacco and pharmaceutical industries for licensing its technology and products since 
the first quarter of 2012. Management is exploring licensing arrangements on a country-by-country basis in the U.S., Europe and Asia. The Company expects to 
close at least one licensing agreement for its technology and products before the end of the third quarter of 2013.

X-22

The X-22 therapy protocol utilized in the Company’s sponsored Phase II-B clinical trial calls for the patient to smoke our very low nicotine (“VLN”) 

cigarettes over a six-week treatment period to facilitate the goal of the patient quitting smoking by the end of the treatment period. We believe this therapy 
protocol has been successful in independent clinical trials because VLN cigarettes made from our proprietary tobacco satisfy smokers’ cravings for cigarettes 
while (i) greatly reducing nicotine exposure and nicotine dependence and (ii) extinguishing the association between the act of smoking and the rapid delivery of 
nicotine. X-22 involves the same smoking behavior as conventional cigarettes and because patients are simply switching to VLN cigarettes for 6 weeks, X-22 does 
not expose the smoker to any new drugs or new side effects. Our Investigational New Drug Application for X-22, a kit of VLN cigarettes, was cleared by the FDA 
in July 2011. Our X-22 Phase II-B clinical trial was completed in the first quarter of 2012 and did not demonstrate a statistically significant difference in quitting 
between X-22 and the active control, a cigarette containing conventional nicotine levels. However, the median number of X-22 cigarettes smoked during the trial 
was significantly reduced compared to patients’ baseline of usual brand of cigarettes. In evaluating the results of this trial, we believe we may have reduced the 
nicotine content of X-22 by too great a percentage, to a level less than half the nicotine content of VLN cigarettes used in various independent smoking-cessation 
clinical trials that have demonstrated that use of VLN cigarettes increases quit rates. 

In contrast to the results of the Company’s Phase II-B trial results, independent studies have demonstrated that VLN cigarettes, whether used alone or 

in conjunction with nicotine replacement therapy (NRT), increase quitting rates. Due to the limited effectiveness and/or serious side effects of existing FDA-
approved smoking cessation products, we believe that if additional clinical trials demonstrate increased smoking cessation rates, X-22 can capture a share of 
this market by replacing sales and market share from existing smoking cessation aids and expanding the smoking cessation market  by encouraging more 
smokers to attempt to quit smoking. We are currently in the process of identifying potential joint venture partners to fund the remaining X-22 clinical trials. 
There is no guarantee that we will (i) obtain the funds necessary to complete additional clinical trials, (ii) identify potential joint venture partners to fund the 
remaining X-22 clinical trials, (iii) obtain FDA approval, or (iv) capture significant share of the smoking cessation market upon FDA approval.

We continue to believe that our VLN cigarettes are effective as a smoking cessation aid. However, we have suspended sponsoring further X-22 clinical 

trials pending a complete analysis of results of two independent smoking-cessation trials that were completed in 2012 (ClinicalTrials.gov Identifiers 
NCT01050569 and NCT01250301), which utilized a different version of our VLN cigarette with a nicotine content similar to those used in previous successful 
smoking-cessation trials and higher than that used in our own sponsored Phase II-B trial. A portion of the results of these two trials has been disclosed at the
annual meeting of the Society for Research on Nicotine and Tobacco (“SRNT”) held in Boston on March 13 to 16, 2013.

Regarding the NCT01050569 clinical trial, results only in terms of gender differences in abstinence rates were disclosed at the SRNT annual meeting. 
Dorothy Hatsukami, PhD, was principal investigator of the study. Within the female population at the end of treatment (week 12), the group assigned our VLN 

cigarette had the highest continuous abstinence rate; the group assigned concurrent use of our VLN cigarette with a 21mg nicotine patch had the next 

highest continuous abstinence rate followed by the group assigned a 21mg nicotine patch. Within the male population at the end of treatment (week 12), the group 
assigned a 21mg nicotine patch had the highest continuous abstinence rate; the group assigned concurrent use of our VLN cigarette with a 21mg nicotine patch 
had the next highest continuous abstinence rate followed by the group assigned our VLN cigarette. 

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Regarding the NCT01250301 clinical trial, certain results were disclosed in a presentation at the SRNT annual meeting given by Hayden McRobbie, 

Ph.D. of Queen Mary University of London, Wolfson Institute of Preventative Medicine, who was the principal investigator of the study. Pfizer Inc. was also a 
collaborator of the study. This clinical trial evaluated whether the use of our VLN cigarette in combination with Chantix® or in combination with nicotine 
replacement therapy (“NRT”) increases abstinence rates over the use of Chantix® or the use of NRT. The study included one hundred smokers who were 
prescribed varenicline (trademarked Chantix, or Champix outside the U.S.) and one hundred smokers who were prescribed NRT. Half the smokers of each of 
these groups were randomly selected to also use our VLN cigarettes for the first 2 weeks of treatment. All smokers received 9 weekly behavioral support sessions 
throughout the 12-week study period. The group that used our VLN cigarettes had a 70% quit rate one week after stopping VLN cigarette use compared to a 53% 
quit rate of the group not using VLN cigarettes after week 1 (p=0.02). The group that used our VLN cigarettes had a 64% four-week continuous abstinence rate 
during weeks 3 to 6 compared to a 50% four-week continuous abstinence rate during weeks 1 to 4 (p=0.06). Quit rates at 12 weeks post treatment were not 
reported in the presentation.

The full set of results of these 2 independent clinical trials are expected to be published in peer reviewed journals and will be compared to results of other 

independent clinical trials of our VLN cigarettes and results of our Phase II-B trial to determine which variables optimize cessation. One preliminary hypothesis, 
in conjunction with results of various other studies of our VLN cigarettes, is that having two types of prescription VLN cigarettes available may be advantageous 
for increased smoking cessation in the general population; one having a higher nicotine content than the other. Upon identifying a suitable joint venture partner to 
fund further X-22 clinical trials, we will then request a meeting with the U.S. Food and Drug Administration (“FDA”), and thereafter we may resume our own 
sponsored X-22 clinical trials.

Potential Modified Risk Cigarettes and the Tobacco Control Act

The 2009 Family Smoking Prevention and Tobacco Control Act (“Tobacco Control Act”) granted the FDA authority over the regulation of all tobacco 
products. While it prohibits the FDA from banning cigarettes outright, it allows the FDA to require the reduction of nicotine or any other compound in tobacco 
and cigarette smoke. The Tobacco Control Act also banned all sales in the U.S. of cigarettes with characterizing flavors (other than menthol). As of June 2010, all 
cigarette companies were required to cease the use of the terms “low tar,” “light” and “ultra light” in describing cigarettes sold in the U.S. Besides numerous other 
regulations, including certain marketing restrictions, for the first time in history, a U.S. regulatory agency will scientifically evaluate cigarettes that may pose 
lower health risks as compared to conventional cigarettes. 

The Tobacco Control Act establishes procedures for the FDA to regulate the labeling and marketing of modified risk tobacco products, which includes 

cigarettes that (i) reduce exposure to tobacco toxins and (ii) are reasonably likely to pose lower health risks as compared to conventional cigarettes (“Modified 
Risk Cigarettes”). The Tobacco Control Act requires the FDA to issue specific regulations or guidance regarding applications that must be submitted to the FDA 
for the authorization to label and market Modified Risk Cigarettes. On March 30, 2012, the FDA issued Modified Risk Tobacco Product Applications Draft 
Guidance.

We believe that two types of our cigarettes in development which we refer to as BRAND A and BRAND B, may qualify as Modified Risk Cigarettes. 

Compared to commercial cigarettes, the tobacco in BRAND A has approximately 95% less nicotine than tobacco in cigarettes previously marketed as “light”
cigarettes, and BRAND B’s smoke contains an extraordinary low amount of “tar” per milligram of nicotine.

Within our two product categories, the Tobacco Control Act offers us the following specific advantages:

Smoking Cessation Aids

FDA approval must be obtained, as has been the case for decades, before a product can be marketed for quitting smoking. The Tobacco Control Act 

provides that products for quitting smoking or smoking cessation, such as X-22, be considered for “Fast Track” designation by the FDA. The “Fast Track”
programs of the FDA are intended to facilitate development and expedite review of drugs to treat serious and life-threatening conditions so that an approved 
product can reach the market expeditiously. We believe that upon completion of a company-sponsored clinical trial demonstrating efficacy, X-22 will qualify for 
“Fast Track” designation by the FDA. However, there is no guarantee that the FDA will grant “Fast Track” designation to X-22. Please see page 17 for a further 
discussion on the FDA’s “Fast Track” program.

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Modified Risk Cigarettes

We intend to seek FDA authorization to market BRAND A and BRAND B as Modified Risk Cigarettes. We believe that BRAND A and BRAND B will 
achieve significant market share in the global cigarette market among smokers who will not quit but are interested in reducing the harmful effects of smoking. 
There is no guarantee that we will obtain FDA authorization to market BRAND A and BRAND B as Modified Risk Cigarettes or that we will achieve a significant 
market share of this specified subgroup of smokers. We believe this new regulatory environment represents a paradigm shift for the tobacco industry. The 
Tobacco Control Act allows the FDA to mandate the use of reduced-risk technologies across all conventional tobacco products or cigarettes. We believe the 
Tobacco Control Act may create opportunities for us to license our proprietary technology and/or tobaccos to larger competitors. We will need significant 
additional capital to complete the FDA authorization process for our Modified Risk Cigarettes. The amount of capital is currently unknown since it is uncertain 
how many exposure studies the FDA will require for BRAND A and BRAND B.

Tar, Nicotine, and Smoking Behavior

The dependence of many smokers on tobacco is largely due to the properties of nicotine, but the adverse effects of smoking on health are mainly due to 

other components present in tobacco smoke, including “tar” and carbon monoxide. “Tar” is the common name for the (resinous) total particulate matter minus 
nicotine and water produced by the burning of tobacco (or other plant material) during the act of smoking. “Tar” and nicotine are commonly measured in 
milligrams per cigarette trapped on a Cambridge filter pad under standardized conditions using smoking machines. These results are referred to as “yields” or, 
more specifically, “tar” yield and nicotine yield.

Individual smokers generally seek a certain amount of nicotine per cigarette and can easily adjust how intensely each cigarette is smoked to obtain a 

satisfactory amount of nicotine. Smoking of low yield (“light” or “ultra light”) cigarettes compared to high yield (“full flavor”) cigarettes often results in taking 
more puffs per cigarette, larger puffs and/or smoking more cigarettes per day to obtain a satisfactory amount of nicotine, a phenomenon known as 
“compensation” or “compensatory smoking.” A report by the National Cancer Institute in 2001 stated that due to compensatory smoking, low yield cigarettes are 
not safer than full flavor cigarettes, which is the reason that the Tobacco Control Act has banned the use of the terms “low tar,” “light” and “ultra light” in the 
U.S. market. Studies have shown, however, that smokers generally do not compensate when smoking cigarettes made with our VLN tobacco, and that smoking 
VLN cigarettes, such as BRAND A, actually assist smokers to smoke fewer cigarettes per day and reduce their exposure to “tar” and nicotine. Other studies have 
demonstrated that compensatory smoking (e.g., more and/or larger puffs per cigarette) of low-tar research cigarettes, similar to BRAND B (though BRAND B was 
not used in such studies), is greatly curtailed resulting in smokers inhaling less “tar” and carbon monoxide. Additional studies will be necessary to establish 
whether BRAND B cigarettes achieve similar results.

RED SUN and MAGIC Cigarettes

Our subsidiary, Goodrich Tobacco, introduced two super-premium priced cigarette brands, RED SUN and MAGIC, into the U.S. market in the first 

quarter 2011. Both brands are available in regular and menthol and all brand styles are king size and packaged in hinge-lid hard packs. Goodrich Tobacco has 
thus far had its cigarette brands contract manufactured by a non-participating manufacturer to the MSA. On January 23, 2013, Goodrich Tobacco applied to the 
Alcohol and Tobacco Tax Trade Bureau (“TTB”) for a federal permit to manufacture its own tobacco products. Being a federally licensed tobacco product 
manufacturer is a primary requirement of becoming a participating manufacturer of the “Master Settlement Agreement” or “MSA,” a settlement among 46 states 
and the tobacco industry administered by the National Association of Attorneys General (“NAAG”). On February 26, 2013, Goodrich Tobacco applied to the 
NAAG to become a participating manufacturer to the MSA. Both of these measures, if approved by the TTB and NAAG, will greatly facilitate the sales and 
distribution potential of RED SUN and MAGIC.

SPECTRUM Government Research Cigarettes

As a subcontractor to RTI International (“RTI”) in RTI’s contract with The National Institute on Drug Abuse for the Research Cigarette Option, we 

supply modified nicotine (from very low to high) cigarettes to NIDA. These research cigarettes are distributed under the mark SPECTRUM.

Market

Cigarettes and Smoking Cessation Aids

Our products address unmet needs of smokers; for those who want to quit, an innovative smoking cessation aid, and for those who do not quit, cigarettes 

that can reduce the level of exposure to tobacco toxins.

According to the U.S. Center for Disease Control (CDC), the U.S. cigarette market consists of approximately 45 million adult smokers who spent 

approximately $80 billion in 2011 on approximately 300 billion cigarettes. Worldwide manufacturer sales in 2011 were over 5.0 trillion cigarettes, resulting in 
annual retail sales of approximately $610 billion. In 2010, annual manufacturer sales of smoking cessation aids in the U.S., all of which must be approved by the 
FDA, were approximately $1.0 billion. Outside the United States, the smoking cessation market is in its infancy and is approximately $3.0 billion.

Approximately 50% of U.S. smokers attempt to quit smoking each year, but only 2% to 5% actually quit smoking in a given year. It takes smokers an 

average of 8 to 11 “quit attempts” before achieving long-term success. Approximately 95% of “self-quitters” (i.e., those who attempt to quit smoking without any 
treatment) relapse and resume smoking. The Institute of Medicine, the health arm of the National Academy of Sciences, in a 2007 report concludes: “There is an 
enormous opportunity to increase population prevalence of smoking cessation by reaching and motivating the 57 percent of smokers who currently make no quit 
attempt per year.” We believe that our X-22 smoking cessation aid will be attractive to smokers who have been frustrated in their previous attempts to quit 
smoking using other therapies.

Use of existing smoking cessation aids results in relapse rates that can be as high as 90% in the first year after a smoker initially “quits.” Smokers 

currently have the following limited choices of FDA-approved products to help them quit smoking:

•
•
•

varenicline (Chantix®/Champix® outside the U.S.), manufactured by Pfizer,
bupropion (Zyban®), manufactured by GlaxoSmithKline, and
nicotine replacement therapy, or “NRT,” which is available in the U.S. in several forms: gums, patches, nasal sprays, inhalers and lozenges.

Chantix® and Zyban® are pills and are nicotine free. Chantix®, Zyban®, the nicotine nasal spray and the nicotine inhaler are available by prescription 
only. Nicotine gums, nicotine patches, and lozenges are available over-the-counter.

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Chantix® was introduced in the U.S. market in the fourth quarter 2006. Since 2007, Chantix® has been the best-selling smoking cessation aid in the 

United States, with sales, according to Pfizer Inc., of $701 million in 2007, $489 million in 2008, $386 million in 2009, $330 million in 2010 and $326 million in 
2011. In July 2009, the FDA required a “Boxed Warning,” the most serious type of warning in prescription drug labeling, for both Chantix® and Zyban® based on 
the potential side effects of these drugs. Despite this Boxed Warning, worldwide sales of Chantix® in 2009 to 2011 were approximately $700 million, $755 
million, and $720 million, respectively.

Other than Chantix® and Zyban®, the only FDA-approved smoking cessation therapy in the United States is NRT. These products consist of gums, 
patches, nasal sprays, inhalers and lozenges. Nicotine gums and nicotine patches have been sold in the U.S. for approximately 28 years and 20 years, respectively, 
and millions of smokers have already tried NRT products and failed to stop smoking due to the limited effectiveness of these products. According to Perrigo 
Company, a pharmaceutical company that sells NRT products, retail sales of NRT products in the United States were $800 million in the fiscal year ended June 
30, 2012.

Modified Risk Tobacco Products

A substantial number of adult smokers are unable or unwilling to quit smoking. For example, each year one-half of the adult smokers in the United 

States do not attempt to quit. Nevertheless, we believe the majority of these smokers are interested in reducing the harmful effects of smoking.

In a 2005 analyst report, The Third Innovation, Potentially Reduced Exposure Cigarettes, JP Morgan examined the effects of FDA regulation of tobacco, 

including the market for safer cigarettes. JP Morgan’s proprietary survey of over 600 smokers found that 90% of smokers are willing to try a safer cigarette. 
Among JP Morgan’s other conclusions, it stated: “FDA oversight would imbue PREPS [‘potential reduced exposure products’ which essentially equate to 
potential modified risk tobacco products] with a regulatory ‘stamp of approval’ and allow for more explicit comparative health claims with conventional 
cigarettes. Consumers should trust the FDA more than industry health claims.” Prior to the Tobacco Control Act becoming law in 2009, no regulatory agency or 
body had the authority to assess potential modified risk tobacco products.

Some major cigarette manufacturers have developed and marketed alternative cigarette products. For example, Philip Morris USA developed an 

alternative cigarette, called Accord®, in which the tobacco is heated rather than burned. R.J. Reynolds Tobacco Company has developed and is marketing an 
alternative cigarette, called Eclipse®, in which the tobacco is primarily heated, with only a small amount of tobacco burned. Philip Morris and RJ Reynolds have 
indicated that their products may deliver fewer smoke components compared to conventional cigarettes. Vector Tobacco Inc. (“Vector Tobacco”), which is our 
former licensee, has marketed a cigarette offered in three brand styles with reduced levels of nicotine, called Quest®. Both Accord® and Eclipse®, which are not 
conventional cigarettes (e.g., referred to as “heat not burn” products since they do not burn down) and have only achieved limited sales. With the exception of 
Eclipse®, the above products are no longer being manufactured.

Complete cessation from all tobacco and medicinal nicotine products is the ultimate goal of the public health community. However, some public health 

officials desire to migrate cigarette smokers en masse to medicinal nicotine (also known as NRT) or smokeless tobacco products to replace cigarettes. We believe 
this is unattainable in the foreseeable future for many reasons, including because the smoking experience is much more complex than simply seeking nicotine. In 
a 2009 WHO report, statistics demonstrate that approximately 90% of global tobacco users smoke cigarettes. Worldwide cigarette sales (in U.S. dollars) are 
approximately 12 times greater than sales of smokeless tobacco products and approximately 200 times greater than sales of NRT products. Although a small 
segment of the smoking population is willing to use smokeless tobacco products in conjunction with cigarettes (known as dual users), a large percentage of 
smokers is not interested in using smokeless tobacco products exclusively.

There are newer forms of smokeless tobacco products that have been introduced in the market that are less messy to use than chewing tobacco or dry 

snuff (since spitting is not involved). These products include Swedish-style snus and dissolvable tobacco products such as Ariv a® and Stonewall® tablets made by 
Star Scientific Inc., and Camel® Orbs, Camel® Strips and Camel® Sticks recently introduced by R.J. Reynolds Tobacco Company. Although use of such products 
may be more discreet and convenient than traditional forms of smokeless tobacco, they have the same route of delivery of nicotine as nicotine gum and nicotine 
lozenges, which have been available over-the-counter in the United States for approximately 28 years and 10 years, respectively, and have not significantly 
replaced cigarettes.

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Products

X-22 Smoking Cessation Aid

X-22 is a tobacco-based botanical medical product for use as a smoking cessation therapy. Upon U.S. Food and Drug Administration (“FDA”) approval, 

X-22 will be a prescription-only kit containing VLN cigarettes made from our proprietary tobacco, which has approximately 95% less nicotine compared to 
tobacco in existing “light” cigarettes. The X-22 therapy protocol calls for the patient to smoke our VLN cigarettes over a six-week treatment period to facilitate 
the goal of the patient quitting smoking by the end of the treatment period. We believe this therapy protocol has been successful in independent clinical trials 
because VLN cigarettes made from our proprietary tobacco satisfy smokers’ cravings for cigarettes while (i) greatly reducing nicotine exposure and nicotine 
dependence and (ii) extinguishing the association between the act of smoking and the rapid delivery of nicotine.

Our Investigational New Drug Application for X-22, a kit of very low nicotine (“VLN”) cigarettes, was cleared by the FDA in July 2011. Our X-22 

Phase II-B clinical trial was completed in the first quarter of 2012 and did not demonstrate a statistically significant difference in quitting between X-22 and the 
active control, a cigarette containing conventional nicotine levels. In evaluating the results of this trial, we believe we may have reduced the nicotine content of X-
22 by too great a percentage, to a level less than half the nicotine content of VLN cigarettes used in various independent smoking-cessation clinical trials that 
have demonstrated that use of VLN cigarettes increases quit rates.

Partial results of two independent smoking-cessation clinical trials that were completed in 2012 (ClinicalTrials.gov Identifiers NCT01050569 and 

NCT01250301) have been disclosed at the annual meeting of the Society for Research on Nicotine and Tobacco (“SRNT”) held in Boston on March 13 to 16, 
2013.

1.

University of Minnesota Masonic Cancer Center - Phase II - 235 subjects 

(cid:120)
(cid:120)
(cid:120)

(cid:120)

Follow-up study to Hatsukami et al. 2010
ClinicalTrials.gov Identifier:  NCT01050569
Evaluating quitting results of six-week treatment period among 3 groups:

(i) exclusive use of a VLN cigarette (a VLN cigarette with slightly higher nicotine content than those used in the 22nd 
Century trial);
(ii) 21-mg nicotine patch; and
(iii) concurrent use of VLN cigarette and nicotine patch

Trial included a 6-month follow-up period

2.

Queen Mary University of London, in collaboration with Pfizer - 200 subjects 

(cid:120)
(cid:120)
(cid:120)

(cid:120)

Same VLN cigarette utilized in above study
ClinicalTrials.gov Identifier:  NCT01250301
Evaluating whether the  use of  a  VLN cigarette in combination with Chantix® (or  NRT) increases quitting over use of Chantix®  (or 
NRT) alone
Chantix® is branded as Champix® outside the United States

Regarding the NCT01050569 clinical trial, results only in terms of gender differences in abstinence rates were disclosed at the SRNT annual meeting. 

Dorothy Hatsukami, PhD, was principal investigator of the study. Smokers were randomly assigned (n=235) to one of three treatment groups: (i) our VLN 
cigarette (n=79); (ii) a 21mg nicotine patch (n=80) or (iii) a combination of the 21mg nicotine patch and our VLN cigarette (n=76). Each group received 6 weeks 
of treatment, an additional 6 weeks of behavioral treatment and 3 follow-up visits. Tobacco and nicotine use self-report and carbon monoxide (CO) were assessed 
at each visit. Urinary cotinine was assessed at baseline and at weeks 2, 6, 12, 24 and 36. CO and cotinine verified continuous abstinence rates at end of treatment 
(week 12) varied significantly by treatment group and gender (p=0.029 for the interaction). Within the female population at the end of treatment (week 12), the 
group assigned our VLN cigarette had the highest continuous abstinence rate; the group assigned concurrent use of our VLN cigarette with a 21mg nicotine patch 
had the next highest continuous abstinence rate followed by the group assigned a 21mg nicotine patch. Within the male population at the end of treatment (week 
12), the group assigned a 21mg nicotine patch had the highest continuous abstinence rate; the group assigned concurrent use of our VLN cigarette with a 21mg 
nicotine patch had the next highest continuous abstinence rate followed by the group assigned our VLN cigarette.

Regarding the NCT01250301 clinical trial, certain results were disclosed in a presentation at the SRNT annual meeting given by Hayden McRobbie, 

Ph.D. of Queen Mary University of London, Wolfson Institute of Preventative Medicine, who was the principal investigator of the study. Pfizer Inc. was also a 
collaborator of the study. This clinical trial evaluated whether the use of our VLN cigarette in combination with Chantix® or in combination with nicotine 
replacement therapy (“NRT”) increases abstinence rates over the use of Chantix® or the use of NRT. The study included one hundred smokers who were 
prescribed varenicline (trademarked Chantix, or Champix outside the U.S.) and one hundred smokers who were prescribed NRT. Half the smokers of each of 
these groups were randomly selected to also use our VLN cigarettes for the first 2 weeks of treatment. All smokers received 9 weekly behavioral support sessions 
throughout the 12-week study period. The group that used our VLN cigarettes had a 70% quit rate one week after stopping VLN cigarette use compared to a 53% 
quit rate of the group not using VLN cigarettes after week 1 (p=0.02). The group that used our VLN cigarettes had a 64% four-week continuous abstinence rate 
during weeks 3 to 6 compared to a 50% four-week continuous abstinence rate during weeks 1 to 4 (p=0.06). Quit rates at 12 weeks post treatment were not 
reported in the presentation.

RED SUN and MAGIC Cigarettes

Our subsidiary, Goodrich Tobacco, introduced two super-premium priced cigarette brands, RED SUN and MAGIC, into the U.S. market in the first 

quarter 2011. Both brands are available in regular and menthol and all brand styles are king size and packaged in hinge-lid hard packs. In the second quarter of 
2013, we intend to focus our marketing efforts on tobacconists, smoke shops and tobacco outlets in the U.S. The ban in 2009 by the FDA of all cigarettes with 
characterizing flavors (with the exception of menthol) has resulted in a product void in these specialty tobacco channels for super-premium priced products. We 
believe that certain U.S. cigarette wholesalers and retailers will carry our brands, among other reasons, to increase their margins.

SPECTRUM Government Research Cigarettes

As a subcontractor to RTI International (“RTI”) in RTI’s contract with The National Institute on Drug Abuse for the Research Cigarette Option, we 

supply modified nicotine (from very low to high) cigarettes to NIDA. These research cigarettes are distributed under the mark SPECTRUM.

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Our Modified Risk Cigarettes

We believe that our BRAND A and BRAND B cigarettes will benefit smokers who are unable or unwilling to quit smoking and who may be interested in 
cigarettes which reduce exposure to certain tobacco smoke toxins and/or pose a lower health risk than conventional cigarettes. This includes the approximate one-
half of the 45 million adult smokers in the United States who do not attempt to quit in a given year. Compared to commercial cigarettes, the tobacco in BRAND A
has approximately 95% less nicotine than tobacco in cigarettes previously marketed as “light” cigarettes and BRAND B’s smoke contains an extraordinary low 
amount of “tar” per milligram of nicotine. We believe that BRAND A and BRAND B will qualify as Modified Risk Cigarettes and we intend to seek FDA 
authorization to market BRAND A and BRAND B as Modified Risk Cigarettes. On March 30, 2012, the FDA issued Modified Risk Tobacco Product Applications 
Draft Guidance, which we will utilize to file our two modified risk applications with the FDA. We will need significant additional capital to complete the FDA 
authorization process for our Modified Risk Cigarettes. The amount of capital is currently unknown since it is uncertain how many exposure studies the FDA will 
require for BRAND A and BRAND B.

BRAND A Cigarettes

Compared to commercial tobacco cigarettes, BRAND A has the lowest nicotine content. The tobacco in BRAND A contains approximately 95% less 

nicotine than tobacco in leading “light” cigarette brands. Clinical studies have demonstrated that smokers who smoke VLN cigarettes containing our proprietary 
tobacco smoke fewer cigarettes per day resulting in significant reductions in smoke exposure, including “tar,” nicotine and carbon monoxide. Due to the very low 
nicotine levels, compensatory smoking does not occur with VLN cigarettes containing our proprietary tobacco (Hatsukami et al. 2010).

In a June 16, 2010 press release, Dr. David Kessler, the former FDA Commissioner, recommended that “[t]he FDA should quickly move to reduce 
nicotine levels in cigarettes to non-addictive levels. If we reduce the level of the stimulus, we reduce the craving. It is the ultimate harm reduction strategy.”
Shortly thereafter in a Washington Post article, Dr. Kessler said that the amount of nicotine in a cigarette should drop from about 10 milligrams to less than 1 
milligram. BRAND A contains approximately 0.7 milligram of nicotine per cigarette.

A Phase II smoking cessation clinical trial at the University of Minnesota Masonic Comprehensive Cancer Center (Hatsukami et al. 2010) also measured 

exposure of various smoke compounds in smokers from smoking a VLN cigarette containing our proprietary tobacco over a six (6)-week period. Smokers 
significantly reduced their smoking as compared to their usual brand of cigarettes. The number of VLN cigarettes smoked per day on average decreased from 19 
(the baseline number of cigarettes of smokers’ usual brand) to 12 by the end of the six (6)-week period, even though participants were instructed to smoke ad 
libitum (as many cigarettes as desired) during treatment. Furthermore, besides significant reductions in other biomarkers, carbon monoxide (CO) levels, an 
indicator of smoke exposure, significantly decreased from 20 parts per million (baseline) to 15 parts per million. Cotinine, a metabolite and biomarker of nicotine, 
significantly decreased from 4.2 micrograms/mL (baseline) to 0.2 micrograms/mL. All differences were statistically significant (P<0.05).

We believe these and other results and future exposure studies the FDA may require will result in a modified risk cigarette claim for BRAND A. We 

further believe smokers who desire to smoke fewer cigarettes per day while also satisfying cravings and reducing exposure to nicotine will find BRAND A
beneficial. There is no guarantee that BRAND A will be classified as a Modified Risk Cigarette by the FDA. 

BRAND B Cigarettes

Using a proprietary high nicotine tobacco blend in conjunction with specialty cigarette components, BRAND B allows the smoker to achieve a 

satisfactory amount of nicotine per cigarette while inhaling less “tar” and carbon monoxide. At the same time, we do not expect exposure to nicotine from 
BRAND B to be significantly higher than some commercially available full flavor cigarette brands. We believe smokers who desire to reduce smoke exposure but 
are less concerned about nicotine will find BRAND B beneficial. BRAND B has a “tar” yield between typical “light” and “ultra-light” cigarettes, but a nicotine 
yield of typical full flavor cigarettes.

In a 2001 report, entitled Clearing the Smoke, Assessing the Science Base for Tobacco Harm Reduction, the Institute of Medicine notes that a low 

“tar”/moderate nicotine cigarette is a viable strategy for reducing the harm caused by smoking. The report states: “Retaining nicotine at pleasurable or addictive 
levels while reducing the more toxic components of tobacco is another general strategy for harm reduction.” We believe that evaluation of BRAND B in short-
term human exposure studies will confirm that exposure to smoke, including certain tobacco smoke toxins and carbon monoxide, is significantly reduced when 
smoking BRAND B as compared to smoking the leading brands of cigarettes. We believe results from these exposure studies will warrant a modified risk claim 
for BRAND B. There is no guarantee that BRAND B will be classified as a Modified Risk Cigarette by the FDA.

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Smoking Cessation Clinical Trials with VLN Cigarettes

Partial results of two independent smoking-cessation clinical trials that were completed in 2012 (ClinicalTrials.gov Identifiers NCT01050569 and 

NCT01250301) have been disclosed at the annual meeting of the Society for Research on Nicotine and Tobacco (“SRNT”) held in Boston on March 13 to 16, 
2013.

Regarding the NCT01050569 clinical trial, results only in terms of gender differences in abstinence rates were disclosed at the SRNT annual meeting. 

Dorothy Hatsukami, PhD, was principal investigator of the study. Smokers were randomly assigned (n=235) to one of three treatment groups: (i) our VLN 
cigarette (n=79); (ii) a 21 mg nicotine patch (n=80) or (iii) a combination of the 21 mg nicotine patch and our VLN cigarette (n=76). Each group received 6 weeks 
of treatment, an additional 6 weeks of behavioral treatment and 3 follow-up visits. Tobacco and nicotine use self-report and carbon monoxide (“CO”) were 
assessed at each visit. Urinary cotinine was assessed at baseline and at weeks 2, 6, 12, 24 and 36. CO and cotinine verified continuous abstinence rates at end of 
treatment (week 12) varied significantly by treatment group and gender (p=0.029 for the interaction). Within the female population at the end of treatment (week 
12), the group assigned our VLN cigarette had the highest continuous abstinence rate; the group assigned concurrent use of our VLN cigarette with a 21mg 
nicotine patch had the next highest continuous abstinence rate followed by the group assigned a 21mg nicotine patch. Within the male population at the end of 
treatment (week 12), the group assigned a 21mg nicotine patch had the highest continuous abstinence rate; the group assigned concurrent use of our VLN 
cigarette with a 21mg nicotine patch had the next highest continuous abstinence rate followed by the group assigned our VLN cigarette.

Regarding the NCT01250301 clinical trial, certain results were disclosed in a presentation at the SRNT annual meeting given by Hayden McRobbie, 

Ph.D. of Queen Mary University of London, Wolfson Institute of Preventative Medicine, who was the principal investigator of the study. Pfizer Inc. was also a 
collaborator of the study. This clinical trial evaluated whether the use of our VLN cigarette in combination with Chantix® or in combination with nicotine 
replacement therapy (“NRT”) increases abstinence rates over the use of Chantix® or the use of NRT. The study included one hundred smokers who were 
prescribed varenicline (trademarked Chantix, or Champix outside the U.S.) and one hundred smokers who were prescribed NRT. Half the smokers of each of 
these groups were randomly selected to also use our VLN cigarettes for the first 2 weeks of treatment. All smokers received 9 weekly behavioral support sessions 
throughout the 12-week study period. The group that used our VLN cigarettes had a 70% quit rate one week after stopping VLN cigarette use compared to a 53% 
quit rate of the group not using VLN cigarettes after week 1 (p=0.02). The group that used our VLN cigarettes had a 64% four-week continuous abstinence rate 
during weeks 3 to 6 compared to a 50% four-week continuous abstinence rate during weeks 1 to 4 (p=0.06). Quit rates at 12 weeks post treatment were not 
reported in the presentation.

Previous to the 2 clinical Trials presented at the 2013 SRNT meeting, VLN cigarettes containing our proprietary tobacco have been the subject of 

various independent studies, including two Phase II clinical trials for smoking cessation which were not funded by us. Both of these Phase II clinical trials were 
“intent to treat” trials, meaning that any patients who dropped out of the trials for any reason at any time during treatment or during the follow-up periods were 
considered failures (still smoking and not abstinent). Dropout rates during smoking cessation trials are generally high since patients either quit smoking or resume 
smoking their usual brand. In either case, they may believe there is no reason to continue.

One of these two Phase II clinical trials compared the quitting efficacy of a VLN cigarette containing our proprietary tobacco versus a low nicotine 

cigarette and an FDA-approved nicotine lozenge (4 mg) in a total of 165 patients treated for six (6) weeks (Hatsukami et al. 2010, Addiction 105:343–355). This 
clinical trial was led by Dr. Dorothy Hatsukami at the University of Minnesota Masonic Comprehensive Cancer Center. Dr. Hatsukami was selected in 2010 as 
one of the nine voting members of the 12-person Tobacco Products Scientific Advisory Committee (“TPSAC”), within the FDA’s Center for Tobacco Products 
created under the Tobacco Control Act. (TPSAC will make recommendations and issue reports to the FDA Commissioner on tobacco regulatory matters, 
including but not limited to, the impact of the use of menthol in cigarettes, altering levels of nicotine in tobacco products, and applications submitted to the FDA 
for modified risk tobacco products.)

Results from this Phase II trial conclude that patients exclusively using the VLN cigarette containing our proprietary tobacco  achieved a 43% quit rate 

(confirmed four (4)-week continuous abstinence) as compared to a quit rate of 35% for the group exclusively using the FDA-approved nicotine lozenge and a 
21% quit rate for the group exclusively using the low nicotine cigarette. Smoking abstinence at the 6-week follow-up after the end of treatment was 47% for the 
VLN cigarette group, 37% for the nicotine lozenge group and 23% for the low nicotine cigarette group. Furthermore, the VLN cigarette was also associated with 
greater relief from withdrawal symptoms and cravings of usual brand cigarettes than the nicotine lozenge. Carbon monoxide (CO) levels in patients were tested at 
each treatment clinic visit to verify smoking abstinence.

Unlike Phase III clinical trials for other FDA-approved smoking cessation aids, four (4) week continuous abstinence in the University of Minnesota 

Phase II trial was measured after the treatment period, when patients were “off” medication, rather than during the last four weeks of the treatment period. For 
example, according to the prescription Chantix® label, four (4)-week continuous abstinence in the Chantix® Phase III clinical trials (the 44 percent quit rate 
advertised by Pfizer) was measured during the last four weeks of the 12-week treatment period, while patients were still taking Chantix®. In one of these 
Chantix® Phase III clinical trials, approximately one-third of those who had been abstinent during the last week of treatment returned to smoking within four 
weeks after they stopped taking Chantix®, and approximately 45% returned to smoking within eight weeks after they stopped taking Chantix®.

Patients who used the VLN cigarette over the six (6)-week treatment period significantly reduced their smoking as compared to their usual brand of 

cigarettes. The number of VLN cigarettes smoked per day on average decreased from 19 (the baseline number of cigarettes of the smoker’s usual brand) to 12 by 
the end of the six (6)-week treatment period, even though participants in this clinical trial were instructed to smoke ad libitum (as many cigarettes as desired) 
during treatment. Carbon monoxide (CO) levels, an indicator of smoke exposure, significantly decreased from 20 parts per million (baseline) to 15 parts per 
million. Cotinine, a metabolite and biomarker of nicotine, significantly decreased from 4.2 micrograms/mL (baseline) to 0.2 micrograms/mL. All differences in 
the above three measurements were statistically significant (P<0.05).

In a separate Phase II clinical trial funded by Vector Tobacco, our former licensee, under Investigational New Drug (“IND”) Application 69,185, a 

randomized double-blind, active controlled, parallel group, multi-center Phase II smoking cessation clinical trial was conducted to evaluate the quitting efficacy 
of Quest® reduced-nicotine cigarettes as a smoking cessation treatment in 346 patients (Becker et al. 2008, Nicotine & Tobacco Research 10:1139-48). Treatment 
consisted of smoking three reduced-nicotine cigarette styles (Quest 1®, Quest 2® and Quest 3®) for two (2) weeks each, with nicotine yields per cigarette of 0.6 
mg (a low nicotine cigarette made with a blend of regular tobacco and our proprietary VLN tobacco), 0.3 mg (an extra low nicotine cigarette made with a blend of 
regular tobacco and our proprietary VLN tobacco) and 0.05 mg (a VLN cigarette made with tobacco only from our proprietary VLN tobacco variety) either in 
combination with nicotine patch therapy (a nicotine replacement therapy or NRT product) or placebo patches.

In this three-arm clinical trial in which patients were treated over a period of sixteen (16) weeks, use of reduced-nicotine cigarettes in combination with 
nicotine patches was more effective (the difference was statistically significant) in achieving four (4)-week continuous abstinence than use of nicotine 

patches alone (32.8% vs. 21.9%), and use of reduced-nicotine cigarettes without nicotine patches yielded an abstinence rate similar (the difference was not 
statistically significant) to that of nicotine patches (16.4% vs. 21.9%). No serious adverse events were attributable to the investigational product.

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The major differences between the Vector Tobacco Phase II clinical trial and the University of Minnesota Phase II clinical trial is the duration of time 

during treatment that VLN cigarettes are smoked and the use of nicotine replacement therapy (“NRT’) in combination with VLN cigarettes. In the Vector 
Tobacco trial, VLN cigarettes were smoked by patients (in two arms of the study) for only two (2) weeks, either in combination with using a nicotine patch or 
placebo patch, followed by continued use of nicotine patches for the subsequent ten (10) weeks. In the University of Minnesota Phase II clinical trial, VLN 
cigarettes (in one arm of the study) were smoked for six (6) weeks without any use of NRT before, during or after this 6-week treatment period. We believe that 
the effectiveness of VLN cigarettes for use in smoking cessation is higher when they are used alone (without NRT or another therapy) and for a longer time 
period, as in the University of Minnesota trial.

A 2008 binding arbitration award, which was completely fulfilled in 2009 by our former licensee, Vector Tobacco, provided us with copies of all of 

Vector Tobacco’s FDA submissions relating to Vector Tobacco’s IND for Quest® and awarded to us a right of reference to Vector Tobacco’s IND for Quest®, 
including all results of Vector’s Phase II clinical trial. This arbitration award allows us to use all such information in our IND with the FDA for our VLN cigarette 
that contains our same proprietary tobacco that Vector Tobacco used in its IND submissions to the FDA. This arbitration award has been helpful to us with the 
FDA, since analytical reports produced by Vector Tobacco pertaining to our proprietary tobacco and cigarettes made from our proprietary tobacco are being 
utilized by us with the FDA.

A randomized controlled smoking cessation clinical trial using VLN cigarettes was a conducted at Roswell Park Cancer Institute, Buffalo, New York, to 

investigate the effect of smoking a very low nicotine cigarette (“VLN”) in combination with a nicotine patch for 2 weeks prior to the quit date (Rezaishiraz et al.
2007 Nicotine & Tobacco Research 9:1139-1146). Ninety-eight adult smokers were randomized to two treatments: (i) two (2) weeks of a VLN (Quest 3®) and 
21-mg nicotine patch before the quit date and (ii) a reduced nicotine cigarette (Quest 1®) during the two (2) weeks before the quit date. After the quit date, all 
subjects received counseling for smoking cessation and nicotine patch therapy for up to eight (8) weeks (four (4) weeks of 21-mg patches, two (2) weeks of 14-
mg patches, and two (2) weeks of 7-mg patches). Group 1, which used the VLN cigarette and a nicotine patch before quitting, had lower combined craving scores 
during the two (2) weeks before and after the quit date. Self-reported point prevalence of smoking abstinence at the three (3)- and six (6)-month follow-up points 
was higher in Group 1 (43% vs. 34% and 28% vs. 21%).

A Phase III/IV two-arm smoking-cessation clinical trial of 1,410 treatment-seeking smokers was conducted by the University of Auckland, Clinical 

Trials Research Unit (Walker et al. 2012 Addiction 107: 857–1867)). The 705 patients who received VLN cigarettes in addition to NRT (patches and/or gum or 
lozenges) had significantly higher cessation rates at all measured time points (3 weeks, 6 weeks, 3 months and 6 months) than patients treated only with NRT. For 
those who failed to quit, the median time to relapse was increased to two months in the VLN + NRT group, compared to 13 days in the NRT only group. There 
was no difference in the frequency of serious adverse events between the groups.

A study at Dalhousie University, Halifax, Nova Scotia (Barrett 2010 Behavioural Pharmacology 21:144-52), compared the effects of low nicotine 
cigarettes and an FDA-approved nicotine inhaler on cravings and smoking behavior of smokers who did not intend to quit. In separate laboratory sessions, each of 
twenty-two (22) participants used a VLN cigarette (Quest 3®), a reduced nicotine cigarette (Quest 1®, which contains approximately two-thirds conventional 
tobacco and one-third VLN tobacco), a nicotine inhaler (10 mg; 4 mg deliverable, Pharmacia), or a placebo inhaler (identical in appearance to the nicotine 
inhaler, but containing no nicotine). Cravings, withdrawal and mood descriptors were rated before and after a twenty (20)-minute treatment session during which 
subjects were instructed to smoke two cigarettes or to use an inhaler every 10 seconds. The reduction in the rating of intent to smoke (usual cigarette brand) after 
using the VLN cigarette (-10.0) was significantly greater than the reduction with the nicotine inhaler (-1.9). Use of the VLN cigarette was also associated with 
significantly increased satisfaction and relaxation compared to the nicotine inhaler.

Technology Platform

Our proprietary technology enables us to decrease or increase the level of nicotine (and other nicotinic alkaloids such as nornicotine, anatabine and 

anabasine) in tobacco plants by decreasing or increasing the expression of gene(s) responsible for nicotine production in the tobacco plant using genetic 
engineering. The basic techniques, include but are not limited to those that are used in the production of genetically modified (GM) varieties of other crops. 
However, our proprietary technology can also be implemented without the resulting plants being GM, as long as no foreign DNA not inherent to a plant species 
such as Nicotiana tabacum is present in the engineered plant. In 2009 GM crops were planted on 330 million acres in 25 countries according to the International 
Service for the Acquisition of Agri-Biotech Applications. This includes approximately 85% of the corn and soybeans grown in the United States. The only 
components of the technology that are distinct from those in commercialized genetically modified varieties of major crops are segments of tobacco genes (DNA 
sequences) that are also present in all conventional tobacco plants. Genetically modified or transgenic tobacco that we use in our products has been deregulated by 
the USDA. Thus, plants may be grown and used in products in the United States without legal restrictions or labeling requirements related to the genetic 
modification. Nevertheless, our proprietary tobacco is grown only by farmers under contracts that require segregation and prohibit transfer of material to other 
parties.

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During the development of genetically-engineered plant varieties, many candidate plant lines are evaluated in the field in multiple locations over several 

years, as in any other variety development program. This is carried out in order to identify lines that have not only the specific desired trait, e.g., very low 
nicotine, but have overall characteristics that are suitable for commercial production of the desired product. This process allows us to see if there are undesirable 
effects of the genetic modification approach or the specific genetic modification event, regardless of whether the effects are anticipated or unanticipated. For 
example, since nicotine is known to be an insecticide that is effective against a wide range of insects, reduction of nicotine content in the plants may be expected 
to affect susceptibility to insect pests. While there are differences in the susceptibility of VLN tobacco to some insects, all tobacco is attacked by a number of 
insects. The measures taken to control insect pests of conventional tobacco are adequate to control insect pests in VLN tobacco.

Once a genetically-engineered tobacco plant with the desired characteristics is obtained, each plant can produce hundreds of thousands of seeds. When 
each seed is germinated, the resulting tobacco plant has characteristics similar to the parent and sibling plants and the nicotine content of these plants generally 
fall within a narrow range. Tobacco products with either low or high nicotine content are easily produced through this method. For example, one of our 
proprietary tobacco varieties contains the lowest nicotine content of any tobacco ever commercialized, with approximately 95% less nicotine than tobacco in 
leading “light” cigarette brands. This proprietary tobacco grows with virtually no nicotine without adversely affecting the other leaf constituents important to a 
cigarette’s characteristics, including taste and aroma.

Sources of Raw Materials

We obtain a large portion of our tobacco leaf requirements from farmers in multiple U.S. states that are under direct contracts with us. The contracts 

prohibit the transfer of our proprietary seeds and plant materials to other parties. We purchase the balance of our tobacco requirements through third parties. As 
we expand our sales and distribution of our current commercial brands, RED SUN and MAGIC, and proceed to market with our X-22 smoking cessation aid and 
BRAND A and BRAND B cigarettes, we plan to continue to scale up the amount of tobacco leaf we obtain directly from farmers under contract.

Intellectual Property

Our proprietary technology is covered by 12 patent families consisting of 107 issued patents in 78 countries, (of these, we own 12 issued patents and we 
license 95 issued patents on an exclusive basis) and 39 pending patent applications (of these we own 22 patent applications and we license 17 patent applications 
on an exclusive basis). A “patent family” is a set of patents granted in various countries to protect a single invention. Our patent coverage in the United States and 
China, the two most valuable smoking cessation and cigarette markets in the word, consists of 15 issued patents and 9 pending applications and 6 issued patents 
and 3 pending patent applications, respectively. We have exclusive worldwide rights to all uses of the following genes responsible for nicotine content in tobacco 
plants: QPT, A622, NBB1, MPO and genes for several transcription factors. We have exclusive rights to plants with altered nicotine content produced from 
modifying expression of these genes and tobacco products produced from these plants. We also have the exclusive right to license and sublicense these patent 
rights. The patents owned by or exclusively licensed to us are issued in countries where at least 75% of the world’s smokers reside.

We own various registered trademarks in the United States. We also have exclusive rights to plant variety protection, or PVP, certificates in the United 
States (issued by the U.S. Department of Agriculture) and Canada. A PVP certificate prevents anyone other than the owner/licensee from planting, propagating, 
selling, importing and exporting a plant variety for twenty (20) years in the U.S. and generally for (20) years in other member countries of the International Union 
for the Protection of New Varieties of Plants, known as UPOV, an international treaty concerning plant breeders’ rights. There are currently more than 70 
countries that are members of UPOV.

Sales and Marketing

X-22 Smoking Cessation Aid

We are currently in the process of identifying potential joint venture partners to fund the remaining X-22 clinical trials. If the FDA approves X-22 as a 

smoking cessation aid, Hercules Pharmaceuticals, our subsidiary, intends to enter into arrangements in both the U.S. and international markets with 
pharmaceutical companies to market and sell X-22. We plan to seek marketing partners in the U.S. with existing pharmaceutical sales forces that already call on 
medical and dental offices in their geographic markets.

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There are approximately 700,000 physicians in the U.S., including approximately 80,000 general practitioners, many of whom are aware of new 
medications, even before they achieve FDA approval. There are also approximately 170,000 dentists in the U.S. who can write prescriptions for smoking 
cessation aids. Upon FDA approval, we plan to develop awareness for X-22 by educating physicians and dentists about our X-22 smoking cessation aid. We 
intend to advertise in professional journals, use direct mail campaigns to medical professionals, and attend trade shows and pr ofessional conferences. We also 
intend to use internet advertising and pharmacy circulars to reach consumers and to encourage them to ask their physicians and dentists about our X-22 smoking 
cessation aid. We expect to use public relations to increase public awareness about X-22. We will seek to use federal and state-funded smoking cessation 
programs and clinics to inform clinicians and patients about, and encourage the use of, X-22 as a smoking cessation aid. We will also seek to participate in various 
government-funded programs which purchase approved smoking cessation aids and then distribute these to smokers at no charge or at greatly reduced prices.

RED SUN and MAGIC Cigarettes

Our subsidiary, Goodrich Tobacco, introduced two super-premium priced cigarette brands, RED SUN and MAGIC, into the U.S. market in the first 

quarter 2011. Both brands are available in regular and menthol and all brand styles are king size and packaged in hinge-lid hard packs. In the second quarter of 
2013, we intend to focus our marketing efforts on tobacconists, smoke shops and tobacco outlets in the U.S. The ban in 2009 by the FDA of all cigarettes with 
characterizing flavors (with the exception of menthol) has resulted in a product void in these tobacco channels for super-premium priced products. We believe 
that certain U.S. cigarette wholesalers and retailers will carry our brands, among other reasons, to increase their margins. To facilitate Goodrich Tobacco 
becoming a participating manufacturer of the “Master Settlement Agreement” or “MSA,” a settlement among 46 states and the tobacco industry administered by 
the National Association of Attorneys General (“NAAG”), we have curtailed the sales and marketing of these products, especially in 2012. For example, the more 
RED SUN and MAGIC that was sold while it was produced by a non-participating manufacturer, the greater settlement cost Goodrich Tobacco likely has to pay to 
become a participating manufacturer of the MSA.

SPECTRUM Government Research Cigarettes

The National Institute on Drug Abuse (“NIDA”), a component of the National Institutes of Health (“NIH”), provides the scientific community with 
controlled and uncontrolled research chemicals and drug compounds in its Drug Supply Program. In 2009, NIDA included an option to develop and produce 
research cigarettes with various levels of nicotine (from very low to high), or Research Cigarette Option, in its request for proposals for a five-year contract for 
Preparation and Distribution of Research and Drug Products. We have agreed, as a subcontractor to RTI International (“RTI”) in RTI’s contract with NIDA for 
the Research Cigarette Option, to supply modified nicotine (from very low to high) cigarettes to NIDA. In August 2010, we met with officials from NIDA, FDA, 
RTI, the National Cancer Institute and the Centers for Disease Control and Prevention to finalize certain aspects of the design of these research cigarettes. These 
government research cigarettes are distributed under the mark SPECTRUM.

BRAND A and BRAND B

The Tobacco Control Act establishes procedures for the FDA to regulate the labeling and marketing of modified risk tobacco products, which includes 

cigarettes that (i) reduce exposure to tobacco toxins and (ii) are reasonably likely to pose lower health risks as compared to conventional cigarettes (“Modified 
Risk Cigarettes”). The Tobacco Control Act requires the FDA to issue specific regulations or guidance regarding applications that must be submitted to the FDA 
for the authorization to label and market Modified Risk Cigarettes. On March 30, 2012, the FDA issued Modified Risk Tobacco Product Applications Draft 
Guidance. We believe that two of our cigarette products, which we refer to as BRAND A and BRAND B, will qualify as Modified Risk Cigarettes. Compared to 
commercial cigarettes, the tobacco in BRAND A has approximately 95% less nicotine than tobacco in cigarettes previously marketed as “light” cigarettes, and 
BRAND B’s smoke contains an extraordinary low amount of “tar” per milligram of nicotine.

Healthcare Reimbursement

The Affordable Care Act enacted on March 23, 2010 and other government and private sector initiatives targeted to limit the growth of healthcare costs 

are continuing in the U.S. and many other countries where we intend to sell our X-22 smoking cessation aid. These changes are causing the marketplace to put 
increased emphasis on the delivery of more cost-effective medical products.

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Government healthcare programs in the United States, including Medicare and Medicaid, private healthcare insurance and managed-care plans have 

attempted to control costs by limiting the amount of reimbursement for which they will pay for particular procedures or treatments. This may create price 
sensitivity among potential customers for our X-22 smoking cessation aid, even if we obtain FDA approval for it. Some third-party payers must also approve 
coverage for new or innovative devices or therapies before they will reimburse healthcare providers who use the medical devices or therapies. Even though a new 
medical product may have been cleared for commercial distribution, we may find limited demand for X-22 until reimbursement approval has been obtained from 
governmental and private third-party payers.

Approximately 160 million Americans have private health insurance with prescription coverage and the majority, and an increasing number of these 

plans, cover pharmacologic treatments for smoking cessation. Healthcare payers, including governmental bodies, are increasingly willing to fund smoking 
cessation treatments due to the expected savings from reducing the incidence of smoking-related illnesses. Approximately 46 million Americans were covered by 
Medicare in 2009. Medicare provides insurance coverage for up to two smoking cessation attempts per year and each attempt may include four counseling 
sessions.

Approximately 47 million Americans were covered by state Medicaid programs in 2009. Approximately 30% of Medicaid recipients are smokers. 

Medicaid programs in 42 states and the District of Columbia cover at least one form of pharmacologic treatment for smoking cessation (Chantix®, Zyban® or 
NRT). The Affordable Care Act expands Medicaid coverage to all 50 states in 2014. The current retail price of the 12-week prescription of Chantix® is over 
$450, which should give us great latitude in pricing X-22. We expect X-22 to be price competitive with any FDA-approved smoking cessation aid, especially 
Chantix®, which will not only encourage governmental and private third-party payers to cover X-22, but will encourage smokers to attempt to quit with X-22
since they will not have to purchase their usual brand of cigarettes over the 6-week treatment period. 

Manufacturing

Goodrich Tobacco has thus far had its cigarette brands contract manufactured by a non-participating manufacturer to the MSA. After attempting 
throughout 2012 to negotiate a contract manufacturing agreement with multiple participating manufacturers to the MSA to have RED SUN and MAGIC produced 
by a participating manufacturer to the MSA, and not coming to terms, on January 23, 2013, Goodrich Tobacco applied to the Alcohol and Tobacco Tax Trade 
Bureau (“TTB”) for a federal permit to manufacture its own tobacco products. Being a federally licensed tobacco product manufacturer is a primary requirement 
of becoming a participating manufacturer of the MSA. On February 26, 2013, Goodrich Tobacco applied to the NAAG to become a participating manufacturer to 
the MSA. Both of these measures, if approved by the TTB and NAAG, will greatly facilitate the sales and distribution potential of RED SUN and MAGIC. To 
facilitate Goodrich Tobacco becoming a participating manufacturer of the MSA, we have curtailed the sales and marketing of these products, especially in 2012 
because the more RED SUN and MAGIC that is sold while being produced by a non-participating manufacturer, the greater settlement cost Goodrich Tobacco 
likely has to pay to become a participating manufacturer of the MSA.

Competition

In the market for FDA-approved smoking cessation aids, our principal competitors include Pfizer Inc., GlaxoSmithKline PLC, Novartis International 

AG, and Niconovum AB, a subsidiary of Reynolds American Inc. The industry consists of major domestic and international companies, most of which have 
existing relationships in the markets into which we plan to sell, as well as financial, technical, marketing, sales, manufacturing, scaling capacity, distribution and 
other resources, and name recognition substantially greater than ours.

Cigarette companies compete primarily on the basis of product quality, brand recognition, brand loyalty, taste, innovation, packaging, service, 
marketing, advertising, retail shelf space and price. Cigarette sales can be significantly influenced by weak economic conditions, erosion of consumer confidence, 
competitors’ introduction of low-price products or innovative products, higher cigarette taxes, higher absolute prices and larger gaps between price categories, 
and product regulation that diminishes the ability to differentiate tobacco products. Domestic competitors include Philip Morris USA, Reynolds American Inc., 
Lorillard Inc., Commonwealth Brands, Inc., Liggett Group LCC, Vector Tobacco Inc., and Star Scientific Inc. International competitors include Philip Morris 
International, British American Tobacco, Japan Tobacco Inc., Imperial Tobacco Group and regional and local tobacco companies; and, in some instances, 
government-owned tobacco enterprises such as the China National Tobacco Corporation.

Potential Smoking Cessation Aids

Nicotine Vaccines

Nicotine vaccines are under development in clinical trials. However, they have not yet achieved the efficacy of other FDA-approved smoking cessation 
therapies. Nicotine itself is not recognized by the body as a foreign compound since the molecule is too small. In order to stimulate the production of antibodies, 
nicotine must be attached to a carrier to make the vaccine work. Different vaccine development programs use different carriers. Six companies, Cytos 
Biotechnology AG, Celtic Pharmaceuticals Holdings, Nabi Biopharmaceuticals, L.P. and Independent Pharmaceutica AB, Selecta Biosciences Inc., and Pfizer 
Inc. have or have had vaccine candidates in clinical trials.

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Cytos exclusively licensed its nicotine vaccine candidate to Novartis in 2007 for 35 million Swiss Francs ($30 million) and up to 565 million Swiss 

Francs ($492 million) in milestone payments and royalties. In October 2009, it was announced that Cytos’ nicotine vaccine candidate failed to show efficacy in a 
Phase II trial.

GlaxoSmithKline Biologicals SA exclusively licensed Nabi’s nicotine vaccine candidate, NicVAX®, in an agreement which was approved by Nabi’s 

shareholders in March 2010. Together with an upfront non-refundable fee of $40 million paid by GlaxoSmithKline, Nabi is eligible to receive over $500 million 
in option fees and milestones, not including potential royalties on global sales. Both of Nabi’s Phase III NicVAX® clinical trials subsequently failed in 2010 and 
2012.

Selecta Biosciences initiated Phase 1 trials of a nicotine vaccine in 2011. Pfizer initiated Phase 1 trials of a nicotine vaccine in 2012.

These vaccine treatments entail six (6) to seven (7) consecutive monthly injections. Increases in abstinence rates have been reported but only among a 

minority of trial subjects with the highest levels of anti-nicotine antibodies. To date, not all subjects develop sufficient antibody levels despite receiving multiple 
injections. Even in those who do develop sufficient antibody levels, cravings for cigarettes are not addressed by this treatment, although the pharmacological 
reward of nicotine is suppressed. Expectations are that the treatment, if approved, would need to be repeated every 12 to 18 months to assist in preventing relapse.

Electronic or E-cigarettes

Although the FDA has not evaluated electronic cigarettes, or e-cigarettes, for quitting smoking, and we are not aware of any published result of a 

controlled clinical trial of e-cigarettes as a smoking cessation aid comparing efficacy to a placebo or approved therapeutic, e-cigarettes are included here since 
there have been unconfirmed claims that these products facilitate cessation. E-cigarettes have been the subject of much controversy for this and various other 
reasons, including the fact that these products are actually not cigarettes at all but are battery-operated devices filled with nicotine, flavor and other chemicals. 
They turn nicotine and other chemicals into a vapor that is inhaled. E-cigarettes have nicotine kinetics and delivery very similar to nicotine inhalers, a prescription 
NRT product already approved by the FDA, which is the reason we believe that using e-cigarettes to quit smoking is not likely to be any more effective than other 
nicotine replacement products.

In a September 9, 2010 press release, the FDA issued warning letters to five e-cigarette distributors for various violations of the Federal Food, Drug, and 

Cosmetic Act, including unsubstantiated claims and poor manufacturing practices. The FDA said these e-cigarette companies are illegally marketing their 
products as tools to help people quit using cigarettes. The FDA believes e-cigarettes “[m]eet the definition of a combination drug-device product under the 
Federal Food, Drug and Cosmetic Act.” In a letter to the Electronic Cigarette Association of the same date, the FDA said the agency intends to regulate electronic 
cigarettes and related products in a manner consistent with its mission of protecting the public health. Although the number of adverse event reports for tobacco 
products submitted to the FDA is low, according to the Center for Tobacco Products more than half (46 of 84) of all reports submitted from 2009 through the first 
quarter of 2012 were for e-cigarettes (Chen, Nicotine Tob Res 15:615-6, 2013).

The FDA confiscated imports of e-cigarettes and has been in litigation with importers of these products. A federal appeals court ruled on December 7, 

2010 that the FDA can only regulate electronic cigarettes as tobacco products rather than as a drug-delivery device. The FDA appealed this decision; however, the 
U.S. Court of Appeals for the District of Columbia Circuit on January 2011 rejected the FDA’s request to have the court review the December 7, 2010 decision. 
According to the FDA Public Health Focus web page on e-cigarettes, the Center for Tobacco Products intends to regulate electronic cigarette products that do not 
make a therapeutic claim as tobacco products. The Department of Health and Humans Services regulatory calendar for 2013 states that the FDA intends to issue a 
proposed rule deeming products other than cigarettes, cigarette tobacco, roll-your-own tobacco, and smokeless tobacco that meet the statutory definition of 
“tobacco product” to be subject to the Federal Food, Drug, and Cosmetic Act by April 2013. Any e-cigarette product marketed as a smoking cessation aid would 
still be regulated as a drug-device product by the Center for Drug Evaluation and Research, and efficacy and safety must be evaluated in controlled clinical trials.

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Government Regulation

Smoking Cessation Aids

Government authorities in the U.S. and foreign countries extensively regulate the research, development, testing, manufacture, labeling, promotion, 

advertising, distribution, sampling, marketing and import and export of pharmaceutical products. FDA approval must be obtained, as has been the case for 
decades, before a product can be marketed for quitting smoking or reducing withdrawal symptoms. In addition, as with all FDA-approved prescription drugs, the 
FDA must approve the brand name of our X-22 smoking cessation aid. The FDA approval process for smoking cessation aids is similar to that required by the 
FDA for new drug approvals, although the cost to complete clinical trials for a smoking cessation aid such as X-22 are generally far less than clinical trials for 
drugs. The primary endpoint of the clinical trial for smoking cessation aids is smoking abstinence, which is generally confirmed by inexpensive, noninvasive 
biomarker tests. Since potential quitters are already smokers, X-22 will not expose participants in the clinical trials to any new compounds, unlike a new chemical 
entity, such as Chantix®.

The process of obtaining governmental approvals and complying with ongoing regulatory requirements requires the expenditure of substantial time and 

financial resources. In addition, statutes, rules, regulations and policies may change and new legislation or regulations may be issued that could delay such 
approvals. If we fail to comply with applicable regulatory requirements at any time during the product development process, approval process, or after approval, 
we may become subject to administrative or judicial sanctions. These sanctions could include the FDA’s refusal to approve pending applications, withdrawals of 
approvals, clinical holds, warning letters, product recalls, product seizures, total or partial suspension of our operations, injunctions, fines, civil penalties or 
criminal prosecution. Any agency enforcement action could have a material adverse effect on us.

The U.S. regulatory scheme for the development and commercialization of new drugs can be divided into three distinct phases: an investigational phase 
including both preclinical and clinical investigations leading up to the submission of a New Drug Application (“NDA”); a period of FDA review culminating in 
the approval or refusal to approve the NDA; and the post-marketing period.

Preclinical Phase

The preclinical phase involves the characterization, product formulation and animal testing necessary to prepare an IND Application for submission to 

the FDA. The IND must be reviewed and authorized by the FDA before the drug can be tested in humans. Once a new drug agent has been identified and selected 
for further development, preclinical testing is conducted to confirm pharmacological activity, to generate safety data, to evaluate prototype dosage forms for 
appropriate release and activity characteristics, and to confirm the integrity and quality of the material to be used in clinical trials. A bulk supply of the active 
ingredient to support the necessary dosing in initial clinical trials must be secured. Data from the preclinical investigations and detailed information on proposed 
clinical investigations are compiled in an IND submission and submitted to the FDA before human clinical trials may begin. If the FDA does not formally 
communicate an objection to the IND within 30 days, the specific clinical trials outlined in the IND may go forward.

Clinical Phase

The clinical phase of drug development follows an IND submission and involves the activities necessary to demonstrate the safety, tolerability, efficacy, 

and dosage of the substance in humans, as well as the ability to produce the substance in accordance with the FDA’s cGMP requirements. Data from these 
activities are compiled in an NDA requesting approval to market the drug for a given use, or indication. Clinical trials must be conducted under the supervision of 
qualified investigators in accordance with good clinical practice, and according to IND-approved protocols detailing, among other things, the study objectives and 
the parameters, or endpoints, to be used in assessing safety and efficacy. Each trial must be reviewed, approved and conducted under the auspices of an 
independent Institutional Review Board (“IRB”), and each trial, with limited exceptions, must include all subjects’ informed consent. The clinical evaluation 
phase typically involves the following sequential process:

Phase I clinical trials are conducted in a limited number of healthy subjects to determine the drug’s safety, tolerability, and biological performance. The 

total number of subjects in Phase I clinical trials varies, but is generally in the range of 20 to 80 people (or less in some cases, such as drugs with significant 
human experience).

Phase II clinical trials involve administering the drug to subjects suffering from the target disease or condition to evaluate the drug’s potential efficacy 

and appropriate dose. The number of subjects in Phase II trials is typically several hundred subjects or less.

Phase III clinical trials are performed after preliminary evidence suggesting effectiveness has been obtained and safety, tolerability, and appropriate 

dosing have been established. Phase III clinical trials are intended to gather additional data needed to evaluate the overall benefit-risk relationship of the drug and 
to provide adequate instructions for its use. Phase III trials usually include several hundred to several thousand subjects.

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Throughout the clinical testing phase, samples of the product made in different batches are tested for stability to establish shelf life constraints. In 
addition, increasingly large-scale production protocols and written standard operating procedures must be developed for each aspect of commercial manufacturing 
and testing.

The clinical trial phase is both costly and time-consuming, and may not be completed successfully within any specified time period, if at all. The FDA 

closely monitors the progress of each of the three phases of clinical trials that are conducted under an IND and may, at its discretion, reevaluate, alter, suspend, or 
terminate the testing at any time for various reasons, including a finding that the subjects or patients are being exposed to an unacceptable health risk. The FDA 
can also request additional clinical testing as a condition to product approval. Additionally, new government requirements may be established that could delay or 
prevent regulatory approval of our products under development. Furthermore, institutional review boards, which are independent entities constituted to protect 
human subjects in the institutions in which clinical trials are being conducted, have the authority to suspend clinical trials in their respective institutions at any 
time for a variety of reasons, including safety issues.

New Drug Application and Review

After the completion of Phase III clinical trials, the sponsor of the new drug submits an NDA to the FDA requesting approval to market the product for 

one or more indications. An NDA is a comprehensive, multi-volume application that includes, among other things, the results of all preclinical and clinical 
studies, information about the drug’s composition, and the sponsor’s plans for producing, packaging, and labeling the drug. In most cases, the NDA must be 
accompanied by a substantial user fee. The FDA has 60 days after submission to review the completeness and organization of the application, and may refuse to 
accept it for continued review, or refuse to file, if the application is found deficient. After filing, the FDA reviews an NDA to determine, among other things, 
whether a product is safe and effective for its intended use. Drugs that successfully complete NDA review may be marketed in the United States, subject to all 
conditions imposed by the FDA.

Prior to granting approval, the FDA generally conducts an inspection of the facilities, including outsourced facilities that will be involved in the 
manufacture, production, packaging, testing and control of the drug for cGMP compliance. The FDA will not approve the application unless cGMP compliance is 
satisfactory. If the FDA determines that the marketing application, manufacturing process, or manufacturing facilities are not acceptable, it will outline the 
deficiencies in the submission and will often request additional testing or information. Notwithstanding the submission of any requested additional information, 
the FDA ultimately may decide that the marketing application does not satisfy the regulatory criteria for approval and refuse to approve the application by issuing 
a “not approvable” letter.

The length of the FDA’s review can range from a few months to several years or more. Once an NDA is in effect, significant changes such as the 
addition of one or more new indications for use generally require prior approval of a supplemental NDA including additional clinical trials or other data required 
to demonstrate that the product as modified remains safe and effective.

Fast Track Development

The Food and Drug Administration Modernization Act of 1997 (the “Modernization Act”), establishes a statutory program for relatively streamlined 

approval of “Fast Track” products, which are defined under the Modernization Act as new drugs or biologics intended for the treatment of a serious or life-
threatening condition that demonstrates the potential to address unmet medical needs for this condition. Fast Track status requires an official designation by the 
FDA. The Tobacco Control Act provides that products for smoking cessation, such as X-22, be considered for “Fast Track” designation by the FDA.

A product that receives Fast Track designation is eligible for (i) more frequent meetings with the FDA to discuss the drug’s development plan and ensure 
collection of appropriate data needed to support drug approval, and (ii) more frequent written correspondence from the FDA about such things as the design of the 
proposed clinical trials. A Fast Track product is also eligible for Rolling Review, in which sections of the NDA can be submitted for review by the FDA before 
the entire application is completed. A Fast Track product would ordinarily meet FDA criteria for Priority Review. The FDA goal for reviewing a drug with 
Priority Review status is six months from the filing of the NDA.

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We submitted a request for Fast Track designation for X-22, and on August 18, 2011, the FDA informed us that it would not grant the designation of X-

22 as a Fast Track product at that time because we did not demonstrate that X-22 shows potential to address an unmet medical need. Except for our Phase II-B 
clinical trial, all smoking cessation studies with very low nicotine (“VLN”) cigarettes containing our proprietary tobacco were independent studies and were not 
sponsored by 22nd Century Ltd under its own Investigational New Drug (“IND”). We plan to reapply for Fast Track designation, but not until results of a clinical 
trial conducted by us demonstrates an advantage (over currently approved smoking cessation products) in one of the following areas: efficacy, safety or 
improvement in some other factor such as compliance (a patient using a product as directed) or convenience. There is no guarantee that the FDA will grant Fast 
Track designation to X-22.

Post-Approval Phase

Once the FDA has approved a new drug for marketing, the product becomes available for physicians to prescribe in the U.S. After approval, we must 

comply with post-approval requirements, including ongoing compliance with cGMP regulations, delivering periodic reports to the FDA, submitting descriptions 
of any adverse reactions reported, and complying with drug sampling and distribution requirements. We are required to maintain and provide updated safety and 
efficacy information to the FDA. We must also comply with requirements concerning advertising, product promotions, and labeling.

Company Sponsored X-22 Clinical Trials

We have met with the FDA regarding the remaining X-22 clinical trials and, based on the FDA’s guidance, we developed a plan to conduct a small Phase 

II-B trial and two larger and concurrent Phase III trials with the same protocols that entail measuring the quitting efficacy of the X-22 cigarette against a typical 
cigarette with conventional nicotine content that is visually indistinguishable from X-22 (the “active control”). Half of the participants smoke X-22 for six (6) 
weeks and half of the participants will smoke the active control for six (6) weeks, with all participants instructed to quit on the last day of the six (6)-week 
treatment period.

Smokers who do not smoke over the four (4)-week period immediately following the conclusion of the six (6)-week treatment period (weeks 7 through 

10) are considered abstinent. The abstinence (quit) rates of the X-22 group and the active control group are compared for statistical significance.

Our Investigational New Drug Application for X-22, a kit of VLN cigarettes, was cleared by the FDA in July 2011. Our X-22 Phase II-B clinical trial 

was completed in the first quarter of 2012 and did not demonstrate a statistically significant difference in quitting between X-22 and the active control, a cigarette 
containing conventional nicotine levels. In evaluating the results of this trial, we believe we may have reduced the nicotine content of X-22 by too great a 
percentage, to a level less than half the nicotine content of VLN cigarettes used in various independent smoking-cessation clinical trials that have demonstrated 
that use of VLN cigarettes increases quit rates.

We continue to believe that our VLN cigarettes are effective as a smoking cessation aid. However, we have suspended sponsoring further X-22 clinical 
trials  pending  a  complete  analysis  of  results  of  two  independent  smoking-cessation  trials  that  were  completed  in  2012  (ClinicalTrials.gov  Identifiers
NCT01050569 and NCT01250301), which utilized a different version of our VLN cigarette with a nicotine content similar to those used in previous successful
smoking-cessation trials and higher than that used in our own sponsored Phase II-B trial. A portion of the results of these two  trials has been disclosed at the 2013
annual meeting of the Society for Research on Nicotine and Tobacco. These preliminary results are promising for the further development of X-22.

The full set of results of these 2 independent clinical trials are expected to be published in peer reviewed journals and will be compared to results of other 

independent clinical trials of our VLN cigarettes and results of our Phase II-B trial to determine which variables optimize cessation. One preliminary hypothesis, 
in conjunction with results of various other studies of our VLN cigarettes, is that having two types of prescription VLN cigarettes available may be advantageous 
for increased smoking cessation in the general population; one having a higher nicotine content than the other. Upon identifying a suitable joint venture partner to 
fund further X-22 clinical trials, we will then request a meeting with the U.S. Food and Drug Administration (“FDA”), and thereafter we may resume our own 
sponsored X-22 clinical trials.

Following  FDA  approval,  we  intend  to  register  X-22  as  a  Medicinal  Product  (pharmacological)  for  smoking  cessation  with  the  European  Medicines
Agency (“EMA”) and other international FDA-equivalent agencies in targeted countries. Regulatory approval for X-22 as a smoking cessation aid is not required
in some international markets since, unlike the FDA, some foreign drug regulatory agencies do not require approval to market a product as a smoking cessation
aid if the product is allowed to be sold for other purposes.

Modified Risk Cigarettes

The Tobacco Control Act, which became law in June 2009, prohibits the FDA from banning cigarettes outright or mandating that nicotine levels be 

reduced to zero. However, among other things, it allows the FDA to require the reduction of nicotine or any other compound in cigarettes. In 2009, the Tobacco 
Control Act banned all sales in the United States of cigarettes with flavored tobacco (other than menthol). As of June 2010, all cigarette companies were required 
to cease using the terms “low tar,” “light” and “ultra light” in describing cigarettes sold in the United States. We believe this new regulatory environment 
represents a paradigm shift for the tobacco industry and will create opportunities for us in marketing BRAND A and BRAND B and in licensing our proprietary 
technology and/or tobaccos to larger competitors.

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For the first time in history, a U.S. regulatory agency will scientifically evaluate cigarettes that may pose lower health risks as compared to conventional 
cigarettes. The Tobacco Control Act establishes procedures for the FDA to regulate the labeling and marketing of modified risk tobacco products, which includes 
cigarettes that (i) reduce exposure to tobacco smoke toxins and/or (ii) pose lower health risks, as compared to conventional cigarettes (“Modified Risk 
Cigarettes”). The Tobacco Control Act requires the FDA to issue specific regulations and guidance regarding applications that must be submitted to the FDA for 
the authorization to label and market Modified Risk Cigarettes. We believe that BRAND A and BRAND B will qualify as Modified Risk Cigarettes. We will need 
significant additional capital to complete the FDA authorization process for our Modified Risk Cigarettes. The amount of capital is currently unknown since it is 
uncertain how many exposure studies the FDA will require for BRAND A and BRAND B. In addition, the Tobacco Control Act allows the FDA to mandate the use 
of reduced risk technologies in conventional tobacco products and cigarettes (e.g., Marlboro®) which could create opportunities for us to license our proprietary 
technology and/or our tobaccos to larger competitors.

In addition to providing our SPECTRUM cigarettes to NIDA for researchers, we have been directly supplying our cigarettes to researchers so additional 

studies can be conducted to obtain additional information on our products. We expect this information will assist us, along with our own funded studies, in 
obtaining the necessary FDA authorizations to market BRAND A and BRAND B as Modified Risk Cigarettes and to obtain FDA approval for X-22 as a 
prescription smoking cessation aid.

Biomass Products

Biomass products are products such as ethanol made from the organic material, usually plants densely grown over a given area. We have funded 

extensive biomass field trials conducted by North Carolina State University (“NCSU”), and work on feedstock digestibility and bioconversion at the National 
Renewable Energy Lab. Bioconversion is the conversion of organic matter into a source of energy, such as ethanol in our own research, through the action of 
microorganisms. Tobacco has a number of advantages as a starting point for development of novel bioproduct crop systems. Because tobacco is a widely 
cultivated crop, grown in over 100 countries throughout the world, tobacco agronomy is highly understood. For decades tobacco has been used as a model system 
for plant biology, and recently the tobacco genome has been mapped. Tobacco plants rapidly sprout back after each harvest and produce large amounts of leaf and 
total biomass. Tobacco grown for cigarettes yields about 3,000 pounds of cured leaf per acre (~20% moisture) per year from 7,500 tobacco plants. In our field 
trials in North Carolina, nicotine-free tobacco grown for biomass yields about 100,000 pounds of fresh weight per acre (which equals 10,000 pounds of dry 
weight) per year with multiple machine harvests from about 80,000 tobacco plants. The results of our biomass studies have been summarized in a comprehensive 
feasibility study relating to our nicotine-free tobacco biomass crop (Verfola) to produce a variety of bioproducts. First, protein and other plant fractions are 
extracted, and then biofuels and other products are produced from the remaining cellulosic residue.

In 2008, we put our biomass development projects on hold so that our management could focus its attention and resources on our modified risk cigarette 

business and our X-22 smoking cessation business. We do not plan to move forward with potential biomass business activities until some period of time after 
FDA approval of X-22 or FDA authorization to market Brand A or Brand B as a Modified Risk Cigarette. We currently are not spending any
capital for such potential biomass business activities nor do we have any current plans to raise any capital for such potential biomass business activities.

Research and Development

Most research and development (R&D) since our inception have been outsourced to highly qualified groups in their respective fields. Since 1998, 22nd 

Century has had multiple R&D agreements with North Carolina State University (“NCSU”) resulting in exclusive worldwide licenses to various patented 
technologies. We have utilized the model of many public-sector research organizations which entails obtaining an exclusive option or license agreement to any 
invention arising out of the funded research. In all cases, we fund and exclusively control all patent filings as the exclusive licensee. This model of contracting 
with public-sector researchers has enabled 22nd Century to control R&D costs while achieving our desired results, including obtaining exclusive intellectual 
property rights relating to all of our outsourced R&D.

Other R&D partners with the same arrangement have included the National Research Council of Canada, Plant Biotechnology Institute in Saskatoon, 

Canada (“NRC”), and the Nara Institute of Science and Technology in Nara, Japan (“NAIST”). The majority this R&D has involved the biosynthesis of nicotine 
in plants. Our R&D agreements with NCSU, NRC and NAIST expired in 2009. We did not have any outsourced R&D projects during 2010. In 2010, NAIST 
assigned to us all of their worldwide patents and patent applications that were previously licensed to 22nd Century on an exclusive basis. These patents and patent 
applications were a result of our R&D at NAIST. In November 2011, we entered into an R&D agreement with the University of Virginia (UVA) relating to 
nicotine biosynthesis in tobacco plants with a total budget of $500,000 for the period from November 2011 through December 2014. In 2012, we incurred 
approximately $100,000 of expenses for the R&D agreement at UVA. During the years ended December 31, 2012, 2011 and 2010, we incurred research and 
development expenses of approximately $729,000, $2,098,000 and $364,000, respectively.

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Other than the R&D agreement at UVA, we have no other substantial third-party R&D commitments requiring funding. However, we may carry out a 

minimal amount of R&D in 2013, not to exceed $100,000, for additional field trials of plants from our seed lots that resulted from our R&D at NCSU, NRC, 
NAIST and UVA. Upon the required funding, we expect to carry out exposure studies for our modified risk cigarette candidates and will carry out additional 
clinical trials for X-22 if Hercules Pharmaceuticals, our subsidiary, identifies a joint venture partner willing to fund these trials.

Employees

We currently employ six (6) people, none of whom are represented by a union, and we consider our employee relations to be good.

Item 1A.

Risk Factors.

Risks Related to Our Business and Operations

We may not be able to continue as a going concern unless we obtain additional capital and future sales of equity securities will cause stockholders to 
experience substantial dilution. 

Recurring losses from operations, our negative working capital of approximately $3.3 million and $1.9 million as of December 31, 2012 and 2011, 

respectively, shareholders’ deficit of $6.1 million and $1.2 million as of December 31, 2012 and 2011, respectively, and the uncertainty of obtaining additional 
capital on a timely basis, raise doubt about our ability to continue as a going concern. It is highly probable that any sales of equity securities will cause our 
stockholders to experience substantial dilution. It is also possible that such equity securities will have rights, preferences or privileges senior to those of existing 
stockholders. The report of our independent registered public accounting firm on our financial statements for the year ended December 31, 2012 expresses 
substantial doubt regarding whether we can continue as a going concern. We cannot guarantee our ability to continue as a going concern.

We have had a history of losses, and we may be unable to achieve or sustain profitability.

We experienced net losses, including adjustment of our warrant liability, of approximately $6.7 million, $1.3 million and $1.4 million during the years 

ended December 31, 2012, 2011 and 2010, respectively. We expect to continue to incur net losses and negative operating cash flows in the foreseeable future and 
cannot be certain that we will ever achieve profitability. Excluding extraordinary expenses such as clinical trials, our monthly expenses are approximately 
$125,000. Since 2007, we have received only limited licensing revenue from a former licensee and our only significant revenue has been from research cigarettes 
for which the market is limited. We will need to spend significant capital to fulfill planned operating goals and conduct clinical studies, achieve regulatory 
approvals and, subject to such approvals, successfully produce products for commercialization. Excluding contract growing of our proprietary tobacco with 
farmers and extraordinary expenses such as clinical trials and factory setup costs, our monthly cash expenditures are approximately $100,000. In the event the 
Company does not enter into an out-licensing agreement with a third party in 2013, approximately $1.6 million of additional cash is required through 2013, which 
includes paying approximately $1 million of obligations that will become due in 2013. There can be no assurance that the Company will be able to raise sufficient 
financing or obtain a licensing agreement.

We have a history of negative cash flow, and our ability to generate positive cash flow is uncertain.

We had negative cash flow before financing activities of approximately $1,927,000, $4,057,000 and $1,018,000 during the years ended December 31, 

2012, 2011 and 2010, respectively. We anticipate that we will continue to have negative cash flow for the foreseeable future even though we have suspended 
clinical trials for X-22 because we have significant liabilities that are due or that will become due in 2013 and we will continue to incur expenses for sales and 
marketing, and general and administrative expenses. Our business will also require significant amounts of working capital to support our growth. Therefore, we 
will likely need to raise additional investment capital to achieve growth, and we may not achieve sufficient revenue growth to generate positive future cash flow. 
An inability to generate positive cash flow for the foreseeable future or raise additional capital on reasonable terms may decrease our long-term viability.

Our ability to obtain future debt financing is limited while shares of our Series A-1 Preferred Stock are outstanding.

Our Certificate of Designations regarding our Series A-1 Preferred Stock contains restrictive covenants that limit our ability to, among other things, incur 

or assume additional debt or provide guarantees in respect of obligations of other persons (in each case, so long as 1,000 or more shares of our Series A-1 
Preferred Stock are outstanding, and other than with respect to lease obligations and purchase money indebtedness in an amount up to $200,000 in the aggregate), 
or create, assume, or suffer to exist any liens (other than liens for taxes not yet due, liens contested in good faith, and liens imposed in the ordinary course of 
business that do not materially impair the operation of the business) without, in each instance, the prior written consent of at least 67% in stated value of the then-
outstanding shares of Series A-1 Preferred Stock. A breach of these covenants would trigger the ability of the holders of the Series A-1 Preferred Stock to redeem 
their shares of Series A-1 Preferred Stock for cash or shares of our common stock or elect to increase the dividend payments to be made on their shares of Series 
A-1 Preferred Stock to 18% per annum. However, our Certificate of Designations regarding our Series A-1 Preferred Stock allows us to issue securities without 
restrictions pursuant to strategic transactions approved by a majority of our disinterested directors, provided that any such issuance shall only be to an entity 
which is, itself or through its subsidiaries, an operating company or an owner of an asset in a business synergistic with our business which provides us additional 
benefits in addition to the investment of funds.

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Our limited operating history makes it difficult to evaluate our current business and future prospects.

We have been in existence since 1998, but our activities have been limited primarily to licensing and funding research and development activities. Our 

limited operating history may make it difficult to evaluate our current business and our future prospects. We have encountered and will continue to encounter 
risks and difficulties frequently experienced by growing companies in rapidly changing industries, including increasing expenses as we continue to grow our 
business. If we do not manage these risks successfully, our business will be harmed.

We have no experience in managing growth. If we fail to manage our growth effectively, we may be unable to execute our business plan or address 
competitive challenges adequately.

We currently have six employees. Any growth in our business will place a significant strain on our managerial, administrative, operational, financial, 

information technology and other resources. We intend to further expand our overall business, customer base, employees and operations, which will require 
substantial management effort and significant additional investment in our infrastructure. We will be required to continue to improve our operational, financial 
and management controls and our reporting procedures and we may not be able to do so effectively. As such, we may be unable to manage our growth 
effectively.

Our working capital requirements involve estimates based on demand expectations and may increase beyond those currently anticipated, which could harm 
our operating results and financial condition.

We have no experience in selling smoking cessation products or Modified Risk Cigarettes on a commercial basis. As a result, we intend to base our 

funding and inventory decisions on estimates of future demand. If demand for our products does not increase as quickly as we have estimated, our inventory and 
expenses could rise, and our business and operating results could suffer. Alternatively, if we experience sales in excess of our estimates, our working capital 
needs may be higher than those currently anticipated. Our ability to meet any demand for our products may depend on our ability to arrange for additional 
financing for any ongoing working capital shortages, since it is likely that cash flow from sales will lag behind our investment requirements.

We have suspended further clinical trials for FDA approval of our X-22 smoking cessation aid and we will need additional capital before we can complete the 
FDA authorization process for our Modified Risk Cigarettes.

We have suspended further clinical trials for FDA approval of our X-22 smoking cessation aid until we identify a suitable joint venture partner willing to 

fund further X-22 clinical trials. At that time we may resume our own sponsored X-22 clinical trials. There is no guarantee that we will identify a joint venture 
partner willing to fund further X-22 clinical trials. We estimate the cost of completing a Phase II trial will be approximately $2 million and the cost of completing 
two Phase III trials to be approximately $12 million. We will require additional capital in the future before we can complete the FDA authorization process for 
our Modified Risk Cigarettes. We estimate that the cost of completing the FDA authorization process for each of our two potential Modified Risk Cigarettes to be 
at least $2 million. If we raise additional funds through the issuance of equity securities for the FDA authorization process for our Modified Risk Cigarettes, our 
stockholders may experience substantial dilution, or the equity securities may have rights, preferences or privileges senior to those of existing stockholders. If we 
raise additional funds through debt financings, these financings may involve significant cash payment obligations and covenants that restrict our ability to operate 
our business and make distributions to our stockholders. However, our ability to raise funds through debt financing is limited while any shares of our Series A-1 
Preferred Stock is outstanding. We also could elect to seek funds through arrangements with collaborators or licensees. To the extent that we raise additional 
funds through collaboration and licensing arrangements, it may be necessary to relinquish some rights to our technologies or our potential products or grant 
licenses on terms that are not favorable to us.

If we choose to resume our own clinical trials for FDA approval of our X-22 smoking cessation product and we cannot raise additional capital on 

acceptable terms, we may not be able to, among other things:

• complete clinical trials of our X-22 smoking cessation aid;
• undertake the steps necessary to seek FDA authorization of our Modified Risk Cigarettes;
• develop or enhance our potential products or introduce new products;
• expand our development, sales and marketing and general and administrative activities;
• attract tobacco growers, customers or manufacturing and distribution partners;

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• acquire complementary technologies, products or businesses;
• expand our operations in the United States or internationally;
• hire, train and retain employees; or
• respond to competitive pressures or unanticipated working capital requirements.

We currently are not in compliance with annual “clean-up” provisions under a revolving line of credit.

Included in current liabilities at December 31, 2012 is a demand loan under a revolving credit agreement with a balance outstanding of $174,925, which 

is payable to a commercial bank and guaranteed by one of our shareholders. This exact same principal amount has been outstanding for over four years on a 
continuous basis, notwithstanding the fact that we have not complied with annual “clean-up” provisions which require that we repay all amounts outstanding for a 
period of 30 consecutive days each year. There are no additional amounts available to us under this credit agreement. We have paid interest only since 2008 
(currently at the bank’s annual prime rate plus 0.75% or 4%) on a monthly basis according to the bank’s monthly payment statements. Our plans contemplate that 
this balance remains outstanding while we continue to pay interest only on a monthly basis. We may incur disruptions in our operations in the event the bank 
were to demand repayment in full, close the revolving credit agreement, and not allow us sufficient time to locate additional capital.

We will depend on third parties to manufacture our products.

We currently do not manufacture any of our products and depend on contract manufacturers to produce our products according to our specifications, in 
sufficient quantities, on time, in compliance with appropriate regulatory standards and at competitive prices. We currently do not have an arrangement with any 
contract manufacturer to produce our final version of X-22 smoking cessation aid once it is approved by the FDA.

Manufacturers supplying our potential products must comply with FDA regulations which require, among other things, compliance with the FDA’s 
evolving regulations on Current Good Manufacturing Practices (“cGMP(s)”), which are enforced by the FDA through its facilities inspection program. The 
manufacture of products at any facility will be subject to strict quality control, testing and record keeping requirements, and continuing obligations regarding the 
submission of safety reports and other post-market information. We cannot guarantee that our current contract manufacturers will pass FDA and/or similar 
inspections in foreign countries to produce the final version of our X-22 smoking cessation aid, or that future changes to cGMP manufacturing standards will not 
also affect the manufactures of our other products. Therefore, we may have to build our own manufacturing facility which would require additional capital.

We will mainly depend on third parties to market, sell and distribute our products, and we currently have no commercial arrangements for the marketing, 
sale or distribution of our X-22 smoking cessation aid.

We expect to depend on third parties to a great extent to market, sell and distribute our products and we currently have no arrangements with third parties
in place to provide such services for our X-22 smoking cessation aid. We cannot be sure that we will be able to enter into such arrangements on acceptable terms, 
or at all.

If we are unable to enter into marketing, sales and distribution arrangements with third parties for our X-22 smoking cessation aid, we would need to 

incur significant sales, marketing and distribution expenses in connection with the commercialization of X-22 and any future potential products. We do not 
currently have a dedicated sales force, and we have no experience in the sales, marketing and distribution of pharmaceutical products. Developing a sales force is 
expensive and time-consuming, and we may not be able to develop this capacity. If we are unable to establish adequate sales, marketing and distribution 
capabilities, independently or with others, we may not be able to generate significant revenue and may not become profitable.

If our X-22 smoking cessation aid does not gain market acceptance among physicians, patients, third-party payers and the medical community, we may be 
unable to generate significant revenue.

Our X-22 smoking cessation aid may not achieve market acceptance among physicians, patients, third-party payers and others in the medical community. 

If we receive FDA approval for the marketing of X-22 as a smoking cessation aid in the U.S., the degree of market acceptance could depend upon a number of 
factors, including:

• limitations on the indications for use for which X-22 may be marketed;
• the establishment and demonstration in the medical community of the clinical efficacy and safety of our potential products and their potential 

advantages over existing products;

• the prevalence and severity of any side effects;
• the strength of marketing and distribution support; and
• sufficient third-party coverage or reimbursement.

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The market may not accept our X-22 smoking cessation aid, based on any number of the above factors. Even if the FDA approves the marketing of X-22 
as a smoking cessation aid, there are other FDA-approved products available and there will also be future competitive products which directly compete with X-22. 
The market may prefer such existing or future competitive products for any number of reasons, including familiarity with or pricing of such products. The failure 
of any of our potential products to gain market acceptance could impair our ability to generate revenue, which could have a material adverse effect on our future 
business, financial condition, results of operations and cash flows.

Our principal competitors in the smoking cessation market have, and any future competitors may have, greater financial and marketing resources than we 
do, and they may therefore develop products or other technologies similar or superior to ours or otherwise compete more successfully than we do.

We have no experience in selling smoking cessation products. Competition in the smoking cessation aid products industry is intense, and we may not be 

able to successfully compete in the market. In the market for FDA-approved smoking cessation aids, our principal competitors include Pfizer Inc., 
GlaxoSmithKline PLC, Perrigo Company, Novartis International AG, and Niconovum AB, a subsidiary of Reynolds American Inc. The industry consists of 
major domestic and international companies, most of which have existing relationships in the markets which we plan to sell, as well as financial, technical, 
marketing, sales, manufacturing, scaling capacity, distribution and other resources and name recognition substantially greater than ours. In addition, we expect 
new competitors will enter the markets for our products in the future. Potential customers may choose to do business with our more established competitors, 
because of their perception that our competitors are more stable, are more likely to complete various projects, can scale operations more quickly, have greater 
manufacturing capacity, are more likely to continue as a going concern and lend greater credibility to any joint venture. If we are unable to compete successfully 
against manufacturers of other smoking cessation products, our business could suffer, and we could lose or be unable to obtain market share.

We face intense competition in the market for our RED SUN and MAGIC cigarettes and our BRAND A and BRAND B cigarettes, and our failure to compete 
effectively could have a material adverse effect on our profitability and results of operations.

Cigarette companies compete primarily on the basis of product quality, brand recognition, brand loyalty, taste, innovation, packaging, service, 

marketing, advertising, retail shelf space and price. We are subject to highly competitive conditions in all aspects of our business and we may not be able to 
effectively market and sell our RED SUN and MAGIC cigarettes or other cigarettes we may introduce to the market such as our BRAND A and BRAND B
cigarettes as Modified Risk Cigarettes, upon FDA authorization. The competitive environment and our competitive position can be significantly influenced by 
weak economic conditions, erosion of consumer confidence, competitors’ introduction of low-price products or innovative products, higher cigarette taxes, higher 
absolute prices and larger gaps between price categories, and product regulation that diminishes the ability to differentiate tobacco products. Domestic 
competitors include Philip Morris USA Inc., Reynolds American Inc., Lorillard Inc., Commonwealth Brands, Inc., Liggett Group LLC, Vector Tobacco Inc. and 
Star Scientific Inc. International competitors include Philip Morris International Inc., British American Tobacco, JT International SA, Imperial Tobacco Group 
PLC and regional and local tobacco companies; and in some instances, government-owned tobacco enterprises such as the China National Tobacco Corporation.

Our competitors may develop products that are less expensive, safer or more effective, which may diminish or eliminate the commercial success of any 
potential product that we may commercialize.

If our competitors market products that are less expensive, safer or more effective than our potential products, or that reach the market before our 
potential products, we may not achieve commercial success. The market may choose to continue utilizing existing products for any number of reasons, including 
familiarity with or pricing of these existing products. The failure of our X-22 smoking cessation aid or our cigarette brands to compete with products marketed by 
our competitors would impair our ability to generate revenue, which would have a material adverse effect on our future business, financial condition, results of 
operations and cash flows. Our competitors may:

• develop and market products that are less expensive or more effective than our products;
• commercialize competing products before we or our partners can launch our products; and
• initiate or withstand substantial price competition more successfully than we can.

If we fail to stay at the forefront of technological change, we may be unable to compete effectively. 

Our competitors may render our technologies obsolete by advances in existing technological approaches or the development of new or different 

approaches, potentially eliminating the advantages that we believe we derive from our research approach and proprietary technologies. Our competitors may:

• operate larger research and development programs or have substantially greater financial resources than we do;

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• have greater success in recruiting skilled technical and scientific workers from the limited pool of available talent;

• more effectively negotiate third-party licenses and strategic relationships; and
• take advantage of acquisition or other opportunities more readily than we can.

Government mandated prices, production control programs, shifts in crops driven by economic conditions and adverse weather patterns may increase the cost 
or reduce the quality of the tobacco and other agricultural products used to manufacture our products.

We depend upon independent tobacco farmers to grow our specialty proprietary tobaccos with specific nicotine contents for our products. As with other 

agricultural commodities, the price of tobacco leaf can be influenced by imbalances in supply and demand, and crop quality can be influenced by variations in 
weather patterns, diseases and pests. We must also compete with other tobacco companies for contract production with independent tobacco farmers. Tobacco 
production in certain countries is subject to a variety of controls, including government mandated prices and production control programs. Changes in the patterns 
of demand for agricultural products could cause farmers to plant less tobacco. Any significant change in tobacco leaf prices, quality and quantity could affect our 
profitability and our business.

Our future success depends on our ability to retain key personnel.

Our success will depend to a significant extent on the continued services of our senior management team, and in particular Joseph Pandolfino, our Chief 

Executive Officer, Henry Sicignano III, our Chief Financial Officer and President, and Michael Moynihan, Ph.D., our Vice President of R&D. The loss or 
unavailability of any of these individuals may significantly delay or prevent the development of our potential products and other business objectives by diverting 
management’s attention to transition matters. While each of these individuals is party to employment agreements with us, they could terminate their relationships 
with us at any time, and we may be unable to enforce any applicable employment or non-compete agreements.

We also rely on consultants and advisors to assist us in formulating our research and development, manufacturing, distribution, marketing and sales 

strategies. All of our consultants and advisors are either self-employed or employed by other organizations, and they may have conflicts of interest or other 
commitments, such as consulting or advisory contracts with other organizations, that may affect their ability to contribute to us.

Product liability claims, product recalls or other claims could cause us to incur losses or damage our reputation.

The risk of product liability claims or product recalls, and associated adverse publicity, is inherent in the development, manufacturing, marketing and 

sale of tobacco and smoking cessation products. We do not currently have product liability insurance for our products or our potential products and do not expect 
to be able to obtain product liability insurance at reasonable commercial rates for these products. Any product recall or lawsuit seeking significant monetary 
damages may have a material adverse effect on our business and financial condition. A successful product liability claim against us could require us to pay a 
substantial monetary award. We cannot assure you that such claims will not be made in the future.

Risks Related to Regulatory Approvals and Insurance Reimbursement

If we fail to obtain FDA and foreign regulatory approvals of X-22 as a smoking cessation aid and FDA authorization to market BRAND A and BRAND B as 
Modified Risk Cigarettes, we will be unable to commercialize these potential products in and outside the U.S., other than the sale of our BRAND A and 
BRAND B cigarettes as conventional cigarettes.

There can be no assurance that our X-22 smoking cessation aid will be approved by the FDA, European Medicines Agency, or any other governmental

body. In addition, there can be no assurance that all necessary approvals will be granted for our potential products or that review or actions will not involve delays 
caused by requests for additional information or testing that could adversely affect the time to market for and sale of our potential products. Our ability to 
complete the FDA-approval process in a timely manner is dependent, in part, on our ability to obtain “Fast Track” designation for X-22 by the FDA. 

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We submitted a request for Fast Track designation for X-22, and on August 18, 2011, the FDA informed us that it would not grant the designation of X-

22 as a Fast Track product at this time because we did not demonstrate that X-22 shows potential to address an unmet medical need. Except for our Phase II-B 
clinical trial, all smoking cessation studies with very low nicotine (“VLN”) cigarettes containing our proprietary tobacco were independent studies and were not 
sponsored by 22nd Century Ltd under its own Investigational New Drug (“IND”). We plan to reapply for Fast Track designation, but not until results of a clinical 
trial conducted by us demonstrates an advantage (over currently approved smoking cessation products) in one of the following areas: efficacy, safety or 
improvement in some other factor such as compliance (a patient using a product as directed) or convenience. There is no guarantee that the FDA will grant Fast 
Track designation to X-22. We may also not obtain Priority Review of our X-22 New Drug Application (NDA), which would further delay FDA approval of X-22.
The length of the FDA’s review of a New Drug Application without a Priority Review designation is normally ten months from the date of filing of the New Drug 
Application, although it is possible in certain cases for such review time to be longer. However, the FDA’s goal for reviewing a product with Priority Review 
status is normally six months from the date of the filing of a NDA. If we do not obtain Priority Review of our New Drug Application, we would then expect the 
timing of FDA approval of X-22 to be extended several additional months. Even if X-22 is approved by the FDA, the FDA may require the product to only be 
prescribed to patients who have already failed to quit smoking with another approved therapy. Further, failure to comply with applicable regulatory requirements 
can, among other things, result in the suspension of regulatory approval as well as possible civil and criminal sanctions.

The development, testing, manufacturing and marketing of our potential products are subject to extensive regulation by governmental authorities in the 
United States and throughout the world. In particular, the process of obtaining approvals by the FDA, European Medicines Agency and other international FDA 
equivalent agencies in targeted countries is costly and time consuming, and the time required for such approval is uncertain. Our X-22 smoking cessation aid must 
undergo rigorous clinical testing and an extensive regulatory approval process mandated by the FDA or EMEA. Such regulatory review includes the 
determination of manufacturing capability and product performance. Generally, only a small percentage of pharmaceutical products are ultimately approved for 
commercial sale.

The scope of review, including product testing and exposure studies, to be required by the FDA under the Tobacco Control Act in order for cigarettes 

such as BRAND A and BRAND B to be marketed as Modified Risk Cigarettes has not yet been fully established. We may be unsuccessful in establishing that 
BRAND A or BRAND B are Modified Risk Cigarettes, and we may fail to demonstrate that either BRAND A or BRAND B significantly reduces exposure to certain 
tobacco smoke toxins. Even upon demonstrating significant reduced exposure to certain tobacco smoke toxins, the FDA may decide that allowing a modified risk 
claim is not in the best interest of the public health, and the FDA may not allow us to market our BRAND A and/or BRAND B cigarettes as Modified Risk 
Cigarettes. Furthermore, the FDA could force us to remove from the U.S. market our other tobacco products such as RED SUN or MAGIC and even BRAND A
and/or BRAND B after FDA authorization to market BRAND A and BRAND B as Modified Risk Cigarettes.

In the future, we intend to distribute and sell our potential products outside of the United States, which will subject us to further regulatory risk.

In addition to seeking approval from the FDA for our X-22 smoking cessation aid in the United States, we intend to seek governmental approvals 
required to market X-22 and our other potential products in other countries. Marketing of our X-22 smoking cessation aid is not permitted in certain countries until 
we have obtained required approvals or exemptions in the individual country. The regulatory review process varies from country to country, and approval by 
foreign governmental authorities is unpredictable, uncertain and generally expensive. Our ability to market our potential products could be substantially limited 
due to delays in receipt of, or failure to receive, the necessary approvals or clearances. We anticipate commencing the applications required in some or all of these 
countries following approval by the FDA; however, we may decide to file applications in advance of the FDA approval if we determine such filings to be both 
time and cost effective. If we export any of our potential products or products that have not yet been cleared for commercial distribution in the United States, such 
products may be subject to FDA export restrictions. Failure to obtain necessary regulatory approvals could impair our ability to generate revenue from 
international sources.

Market acceptance of our X-22 smoking cessation aid could be limited if users are unable to obtain adequate reimbursement from third-party payers.

Government health administration authorities, private health insurers and other organizations generally provide reimbursement for FDA-approved 

smoking cessation products, and our commercial success could depend in part on these third-party payers agreeing to reimburse patients for the costs of our X-22 
smoking cessation aid. Even if we succeed in bringing our X-22 smoking cessation aid to market, there is no assurance that third-party payers will consider X-22 
cost effective or provide reimbursement in whole or in part for its use.

Significant uncertainty exists as to the reimbursement status of newly approved health care products. Our X-22 smoking cessation aid is intended to 

replace or alter existing therapies or procedures. These third-party payers may conclude that our X-22 smoking cessation aid is less safe, effective or cost-effective 
than these existing therapies or procedures. Therefore, third-party payers may not approve X-22 for reimbursement.

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If third-party payers do not approve our potential products for reimbursement or fail to reimburse for them adequately, sales could suffer as some

physicians or their patients could opt for a competing product that is approved for reimbursement or is adequately reimbursed. Even if third-party payers make 
reimbursement available, these payers’ reimbursement policies may adversely affect our ability and the ability of our potential collaborators to sell our potential 
products on a profitable basis.

The trend toward managed healthcare in the United States and, the Affordable Care Act enacted on March 23, 2010, and legislative proposals to reform 

healthcare and government insurance programs could significantly influence the purchase of healthcare services and products, resulting in lower prices and 
reduced demand for our potential products which could adversely affect our business, financial condition, results of operations and cash flows.

In addition, legislation and regulations affecting the pricing of our potential products may change in ways adverse to us before or after the FDA or other 

regulatory agencies approve any of our potential products for marketing. While we cannot predict the likelihood of any of these legislative or regulatory 
proposals, if any government or regulatory agency adopts these proposals, they could materially adversely affect our business, financial condition, results of 
operations and cash flows.

Our clinical trials for any of our potential products may produce negative or inconclusive results and we may decide, or regulators may require us, to conduct 
additional clinical and/or preclinical testing for these potential products or cease our trials.

We do not know whether clinical trials of our potential products will demonstrate safety and efficacy sufficiently to result in marketable products. 

Because our clinical trials for our X-22 smoking cessation aid and any other potential products may produce negative or inconclusive results, we may decide, or 
regulators may require us, to conduct additional clinical and/or preclinical testing for these potential products or cease our clinical trials. If this occurs, we may 
not be able to obtain approval or marketing authorization for these potential products or our anticipated time of bringing these potential products to the market 
may be substantially delayed and we may also experience significant additional development costs. We may also be required to undertake additional clinical 
testing if we change or expand the indications for our potential products.

Risks Related to the Tobacco Industry

Our business faces significant governmental action aimed at increasing regulatory requirements with the goal of preventing the use of tobacco products.

Cigarette companies face significant governmental action, especially in the United States pursuant to the Tobacco Control Act, including efforts aimed at 

reducing the incidence of tobacco use, restricting marketing and advertising, imposing regulations on packaging, warnings and disclosure of flavors or other 
ingredients, prohibiting the sale of tobacco products with certain flavors or other characteristics, limiting or prohibiting the sale of tobacco products by certain 
retail establishments and the sale of tobacco products in certain packaging sizes, and seeking to hold retailers and distributors responsible for the adverse health 
effects associated with both smoking and exposure to environmental tobacco smoke. Governmental actions, combined with the diminishing social acceptance of 
smoking and private actions to restrict smoking, have resulted in reduced industry volume in the United States and certain other countries, and we expect that 
these factors will continue to reduce consumption levels in these countries.

Certain of such actions may have a favorable impact on our X-22 smoking cessation aid, or on our BRAND A and BRAND B cigarettes if we are able to 

market them as Modified Risk Cigarettes. However, there is no assurance of such favorable impact and such actions may have a negative impact on our ability to 
market RED SUN and MAGIC.

Significant regulatory developments will take place over the next few years in many markets, driven principally by the World He alth Organization’s 

Framework Convention on Tobacco Control (“FCTC”). The FCTC is the first international public health treaty on tobacco, and its objective is to establish a 
global agenda for tobacco regulation with the purpose of reducing initiation of tobacco use and encouraging cessation. In addition, the FCTC has led to increased 
efforts by tobacco control advocates and public health organizations to reduce the appeal of tobacco products. Partly because of some or a combination of these 
efforts, unit sales of tobacco products in certain markets, principally Western Europe and Japan, have been in general decline and we expect this trend to continue. 
Our operating results could be significantly affected by any significant decrease in demand for cigarettes, any significant increase in the cost of complying with 
new regulatory requirements and requirements that lead to a commoditization of tobacco products such as the 2012 implementation of plain packaging in 
Australia.

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If implemented in the future, the FDA requirement regarding graphic health warnings on cigarette packaging and in cigarette advertising is likely to have a 
negative impact on sales of our products.

In November 2010, as required by the Tobacco Control Act, the FDA issued a proposed rule to modify the required warnings that appear on cigarette 
packages and in cigarette advertisements. These warning were finalized on June 21, 2011 and consist of nine new textual warning statements accompanied by 
color graphics depicting the negative health consequences of smoking. The FDA selected nine images from the originally proposed 36 images after reviewing the 
relevant scientific literature, analyzing the results from an 18,000 person study and considering more than 1,700 comments from a variety of groups. The graphic 
health warnings will be located beneath the cellophane wrapping on cigarette packages, and will comprise the top 50 percent of the front and rear panels of 
cigarette packages. The graphic health warnings will occupy 20 percent of a cigarette advertisement and will be located at the top of the advertisement. Each 
warning is accompanied by a smoking cessation phone number, 1-800-QUIT-NOW. Although these graphic health warnings were supposed to be implemented in 
September 2012, a federal judge ruled that these warnings are unconstitutional. If and when these graphic health warnings are implemented, all cigarettes 
manufactured for sale or distribution in the United States will need to include these new graphic health warnings on their packages. Any reduction in the number 
of smokers will probably reduce the demand for MAGIC and RED SUN, as well as X-22, BRAND A and BRAND B, if and when approved/authorized by the FDA. 
MAGIC, RED SUN, BRAND A and BRAND B will be subject to these new packaging and advertising regulations. It is unclear at this time whether the FDA may 
require X-22 and SPECTRUM to be subject to these new packaging and advertising regulations.

We may become subject to litigation related to cigarette smoking and exposure to environmental tobacco smoke, or ETS, which could severely impair our 
results of operations and liquidity.

Although we are not currently subject to legal proceedings, we may become subject to litigation related to the sale of our RED SUN and MAGIC 

cigarettes and, upon FDA authorization, our BRAND A and BRAND B cigarettes. Legal proceedings covering a wide range of matters related to tobacco use are 
pending or threatened in various U.S. and foreign jurisdictions. Various types of claims are raised in these proceedings, including product liability, consumer 
protection, antitrust, tax, contraband shipments, patent infringement, employment matters, claims for contribution and claims of competitors and distributors.

Litigation is subject to uncertainty and it is possible that there could be adverse developments in pending cases. An unfavorable outcome or settlement of 
pending tobacco related litigation could encourage the commencement of additional litigation. The variability in pleadings, together with the actual experience of 
management in litigating claims, demonstrates that the monetary relief that may be specified in a lawsuit bears little relevance to the ultimate outcome.

Damages claimed in some tobacco-related litigation are significant and, in certain cases range into the billions of dollars. We anticipate that new cases 

will continue to be filed. The FCTC encourages litigation against tobacco product manufacturers. It is possible that our results of operations, cash flows or 
financial position could be materially affected by an unfavorable outcome or settlement of litigation.

Cigarettes are subject to substantial taxes. Significant increases in cigarette-related taxes have been proposed or enacted and are likely to continue to be 
proposed or enacted in numerous jurisdictions. These tax increases may affect our sales and profitability and make us less competitive versus certain of our 
competitors.

Tax regimes, including excise taxes, sales taxes and import duties, can disproportionately affect the retail price of manufactured cigarettes versus other 
tobacco products, or disproportionately affect the relative retail price of our RED SUN and MAGIC cigarettes and, upon FDA authorization, our BRAND A and 
BRAND B cigarettes versus lower-priced cigarette brands manufactured by our competitors. Increases in cigarette taxes are expected to continue to have an 
adverse impact on sales of cigarettes resulting in (i) lower consumption levels, (ii) a shift in sales from manufactured cigarettes to other tobacco products or to 
lower-price cigarette categories, (iii) a shift from local sales to legal cross-border purchases of lower price products, and (iv) illicit products such as contraband 
and counterfeit.

We may become subject to governmental investigations on a range of matters.

Tobacco companies are often subject to investigations, including allegations of contraband shipments of cigarettes, allegations of unlawful pricing 

activities within certain markets, allegations of underpayment of custom duties and/or excise taxes, and allegations of false and misleading usage of descriptors 
such as “lights” and “ultra lights.” We cannot predict the outcome of any to which we may become subject, and we may be materially affected by an unfavorable 
outcome of future investigations.

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Risks Related to Intellectual Property

Our proprietary rights may not adequately protect our intellectual property, products and potential products, and if we cannot obtain adequate protection of 
our intellectual property, products and potential products, we may not be able to successfully market our products and potential products.

Our commercial success will depend in part on obtaining and maintaining intellectual property protection for our technologies, products and potential 

products. We will only be able to protect our technologies, products and potential products from unauthorized use by third parties to the extent that valid and 
enforceable patents cover them, or other market exclusionary rights apply.

The patent positions of life sciences companies, like ours, can be highly uncertain and involve complex legal and factual questions for which important 

legal principles remain unresolved. No consistent policy regarding the breadth of claims allowed in such companies’ patents has emerged to date in the United 
States. The general patent environment outside the United States also involves significant uncertainty. Accordingly, we cannot predict the breadth of claims that 
may be allowed or that the scope of these patent rights could provide a sufficient degree of future protection that could permit us to gain or keep our competitive 
advantage with respect to these products and technology. Additionally, life science companies like ours are often dependent on creating a pipeline of products. 
We may not be able to develop additional potential products or proprietary technologies that produce commercially viable products or that are themselves 
patentable.

Although there are currently no challenges to any portion of our intellectual property, our issued patents may be subject to challenge and possibly 
invalidated by third parties. Changes in either the patent laws or in the interpretations of patent laws in the United States or other countries may diminish the value 
of our intellectual property. In addition, others may independently develop similar or alternative products and technologies that may be outside the scope of our 
intellectual property. Should third parties obtain patent rights to similar products or technology, this may have an adverse effect on our business.

We also rely on trade secrets to protect our technology, products and potential products, especially where we do not believe patent protection is 
appropriate or obtainable. Trade secrets, however, are difficult to protect. While we believe that we use reasonable efforts to protect our trade secrets, our own or 
our strategic partners’ employees, consultants, contractors or advisors may unintentionally or willfully disclose our information to competitors. We seek to protect 
this information, in part, through the use of non-disclosure and confidentiality agreements with employees, consultants, advisors and others. These agreements 
may be breached, and we may not have adequate remedies for a breach. In addition, we cannot ensure that those agreements will provide adequate protection for 
our trade secrets, know-how or other proprietary information or prevent their unauthorized use or disclosure.

To the extent that consultants or key employees apply technological information independently developed by them or by others to our products and 
potential products, disputes may arise as to the proprietary rights of the information, which may not be resolved in our favor. Key employees are required to 
assign all intellectual property rights in their discoveries to us. However, these key employees may terminate their relationship with us, and we cannot preclude 
them indefinitely from dealing with our competitors. If our trade secrets become known to competitors with greater experience and financial resources, the 
competitors may copy or use our trade secrets and other proprietary information in the advancement of their products, methods or technologies. If we were to 
prosecute a claim that a third party had illegally obtained and was using our trade secrets, it could be expensive and time consuming and the outcome could be 
unpredictable. In addition, courts outside the United States are sometimes less willing to protect trade secrets than courts in the United States. Moreover, if our 
competitors independently develop equivalent knowledge, we would lack any contractual claim to this information, and our business could be harmed.

The ability to commercialize our potential products will depend on our ability to sell such products without infringing the patent or proprietary rights of third 
parties. If we are sued for infringing intellectual property rights of third parties, such litigation could be costly and time consuming and an unfavorable 
outcome could have a significant adverse effect on our business.

The ability to commercialize our potential products will depend on our ability to sell such products without infringing the patents or other proprietary 

rights of third parties. Third-party intellectual property rights in our field are complicated, and third-party intellectual property rights in these fields are 
continuously evolving. While we have conducted searches for such third-party intellectual property rights, we have not performed specific searches for third-party 
intellectual property rights that may raise freedom-to-operate issues, and we have not obtained legal opinions regarding commercialization of our potential 
products. As such, there may be existing patents that may affect our ability to commercialize our potential products.

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In addition, because patent applications are published up to 18 months after their filing, and because patent applications can take several years to issue, 

there may be currently pending third-party patent applications and freedom-to-operate issues that are unknown to us, which may later result in issued patents.

If a third-party claims that we infringe on its patents or other proprietary rights, we could face a number of issues that could seriously harm our 

competitive position, including:

• infringement claims that, with or without merit, can be costly and time consuming to litigate, can delay the regulatory approval process and can divert 

management’s attention from our core business strategy;

• substantial damages for past infringement which we may have to pay if a court determines that our products or technologies infringe upon a 

competitor’s patent or other proprietary rights;

• a court order prohibiting us from commercializing our potential products or technologies unless the holder licenses the patent or other proprietary 

rights to us, which such holder is not required to do;

• if a license is available from a holder, we may have to pay substantial royalties or grant cross licenses to our patents or other proprietary rights; and
• redesigning our process so that it does not infringe the third-party intellectual property, which may not be possible, or which may require substantial 

time and expense including delays in bringing our potential products to market.

Such actions could harm our competitive position and our ability to generate revenue and could result in increased costs.

Our patent applications may not result in issued patents, which may have a material adverse effect on our ability to prevent others from commercially 
exploiting products similar to ours.

We own 12 issued patents and we have the exclusive license to an additional 95 issued patents in an aggregate of 78 countries. In addition, we own or 
exclusively license approximately 39 pending patent applications, of which we own 24 such patent applications and have an exclusive license to 15 such patent 
applications. We cannot assure you these patent applications will issue, in whole or in part, as patents. Patent applications in the United States are maintained in 
secrecy until the patents are published or are issued. Since publication of discoveries in the scientific or patent literature tends to lag behind actual discoveries by 
several months, we cannot be certain that we are the first creator of inventions covered by pending patent applications or the first to file patent applications on 
these inventions. We also cannot be certain that our pending patent applications will result in issued patents or that any of our issued patents will afford protection 
against a competitor. In addition, patent applications filed in foreign countries are subject to laws, rules and procedures that differ from those of the United States, 
and thus we cannot be certain that foreign patent applications related to U.S. patents will be issued. Furthermore, if these patent applications issue, some foreign 
countries provide significantly less effective patent enforcement than in the United States.

The status of patents involves complex legal and factual questions and the breadth of claims allowed is uncertain. Accordingly, we cannot be certain that 

the patent applications that we file will result in patents being issued, or that our patents and any patents that may be issued to us in the near future will afford 
protection against competitors with similar technology. In addition, patents issued to us may be infringed upon or designed around by others and others may 
obtain patents that we need to license or design around, either of which would increase costs and may adversely affect our operations.

We license certain patent rights from third-party owners. If such owners do not properly maintain or enforce the patents underlying such licenses, our 
competitive position and business prospects could be harmed.

We license rights to third-party intellectual property that is necessary or useful for our business, and we may enter into additional licensing agreements in 
the future. Our success could depend in part on the ability of some of our licensors to obtain, maintain and enforce patent protection for their intellectual property, 
in particular, those patents to which we have secured exclusive rights. Our licensors may not successfully prosecute the patent applications to which we are 
licensed. Even if patents are issued with respect to these patent applications, our licensors may fail to maintain these patents, may determine not to pursue 
litigation against other companies that are infringing these patents, or may pursue such litigation less aggressively than we could. Without protection for the 
intellectual property we license, other companies might be able to offer substantially identical products for sale, which could adversely affect our competitive 
business position and harm our business prospects.

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Our two worldwide exclusive licenses, one from North Carolina State University (“NCSU”) and the other from National Research Council of Canada, 

Plant Biotechnology Institute in Saskatoon, Canada (“NRC”), each involve multiple patent families.  The exclusive rights under the NCSU agreement expires on 
the date on which the last patent or registered plant variety covered by the subject license expires in the country or countries where such patents or registered plant 
varieties are in effect. The NCSU license relates predominately to issued patents, and the NCSU license will expire in 2023.  The exclusive rights under the NRC 
agreement expires on the date on which the last patent or covered by the subject license expires in the country or countries where such patents are in effect. The 
NRC license relates predominately to patent applications, and the NRC license will expire in 2028.  
Risks Related to Ownership of Our Common Stock

An active trading market for our common stock may not develop or be sustained, and you may not be able to resell your shares at or above the price at which 
you purchased them.

An active trading market for our shares may never develop or be sustained. In the absence of an active trading market for our common stock, shares of 

common stock may not be able to be resold at or above the purchase price of such shares. Although there can be no assurances, we expect that our common stock 
will continue to be quoted on the OTC Bulletin Board, an over-the-counter quotation system, on which the shares of our common stock are currently quoted. 
However, even if our common stock continues to be quoted on the OTC Bulletin Board, it is unlikely that an active market for our common stock will develop in 
the foreseeable future. It may be more difficult to dispose of shares or obtain accurate quotations as to the market value of our common stock compared to 
securities of companies whose shares are traded on the NASDAQ Stock Market or other stock exchanges.

Trading in our common stock is currently limited and our stock price may be highly volatile and could decline in value.

Our common stock is currently traded on the OTC Bulletin Board, and, therefore, the trading volume is currently more limited and sporadic than if our 

common stock were traded on a national stock exchange such as the NASDAQ Stock Market or the NYSE. Further, the market prices for securities in general 
have been highly volatile and may continue to be highly volatile in the future. The following factors, in addition to other risk factors described in this section, may 
have a significant impact on the market price of our common stock:

• results from and any delays in any clinical trials programs;
• failure or delays in entering potential products into clinical trials;
• failure or discontinuation of any of our research programs;
• delays in establishing new strategic relationships;
• delays in the development of our potential products and commercialization of our potential products;
• market conditions in our sector and issuance of new or changed securities analysts’ reports or
recommendations;
• general economic conditions, including recent adverse changes in the global financial markets;
• actual and anticipated fluctuations in our quarterly financial and operating results;
• developments or disputes concerning our intellectual property or other proprietary rights;
• introduction of technological innovations or new commercial products by us or our competitors;
• issues in manufacturing or distributing our products or potential products;
• market acceptance of our products or potential products;
• third-party healthcare reimbursement policies;
• FDA or other United States or foreign regulatory actions affecting us or our industry;
• litigation or public concern about the safety of our products or potential products;
• additions or departures of key personnel;
• third-party sales of large blocks of our common stock;
• sales of our common stock by our executive officers, directors or significant stockholders; and
• equity sales by us of our common stock or securities convertible into common stock to fund our operations.

These and other external factors may cause the market price and demand for our common stock to fluctuate substantially, which may limit or prevent 

investors from readily selling their shares of common stock and may otherwise negatively affect the liquidity of our common stock. In addition, in the past, when 
the market price of a stock has been volatile, holders of that stock have instituted securities class action litigation against the company that issued the stock. If any 
of our stockholders brought a lawsuit against us, we could incur substantial costs defending the lawsuit. Such a lawsuit could also divert the time and attention of 
our management.

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The conversion of our Series A-1 Preferred Stock and exercise of outstanding warrants, convertible notes and options may depress our stock price and will 
likely result in significant dilution to our common stockholders.

There are a significant number of outstanding warrants, convertible notes and options to purchase shares of our stock and we have issued shares of Series 

A-1 Preferred Stock that are convertible into our common stock. If the market price of our common stock exceeds the exercise price of outstanding warrants and 
options or the conversion price of our convertible notes and shares of Series A-1 Preferred Stock, holders of those securities may be likely to exercise or convert 
such shares and sell the common stock acquired in the open market. Sales of a substantial number of shares of our common stock in the public market by holders 
of warrants, convertible notes, options or preferred shares may depress the prevailing market price for our common stock and could impair our ability to raise 
capital through the future sale of our equity securities. Additionally, if the holders of outstanding options, convertible notes, warrants or preferred shares exercise 
or convert those shares, as applicable, our common stockholders will incur dilution in their relative percentage ownership.  The prospect of this possible dilution 
may also impact the price of our common stock.

In addition, our Series A-1 Preferred Stock and the majority of our outstanding warrants contain anti-dilution provisions, which may, under certain

circumstances, reduce the exercise or conversion price or increase the number of shares issuable, or both.  

Any downward adjustment to the conversion price of our Series A-1 Preferred Stock may depress our stock price and will result in significant dilution to our 
common stockholders.

The conversion price of the Series A-1 Preferred Stock is subject to adjustment in certain events. This potential reduction in conversion price could 

significantly increase the number of shares that could be issued upon conversion of the Series A-1 Preferred Stock and would result in substantial dilution to the 
other holders of common stock.

Our common stock is a “penny stock,” which is likely to limit its liquidity.

The market price of our common stock is, and will likely remain for the foreseeable future, less than $5.00 per share, and therefore will be a “penny 

stock” according to SEC rules, unless our common stock is listed on a national securities exchange. The OTC Bulletin Board is not a national securities exchange. 
Designation as a “penny stock” requires any broker or dealer selling these securities to disclose certain information concerning the transaction, obtain a written 
agreement from the purchaser and determine that the purchaser is reasonably suitable to purchase the securities. These rules may restrict the ability of brokers or 
dealers to sell our common stock and may affect the ability of current holders of our common stock to sell their shares. Such rules may also deter broker-dealers 
from recommending or selling our common stock, which may further limit its liquidity. This may also make it more difficult for us to raise additional capital in 
the future. Because of such expected illiquidity, it will likely be difficult to re-sell shares of our common stock as desired.

We are controlled by our current officers and directors.

As of March 7, 2013, our directors and executive officers as a group beneficially owned approximately 38.1% of our common stock. Accordingly, our 

directors and executive officers will have substantial influence over, and may have the ability to control, the election of our board of directors and the outcome of 
issues submitted to a vote of our stockholders.

We do not expect to declare any dividends on our common stock in the foreseeable future.

We have not paid cash dividends to date on our common stock. We currently intend to retain our future earnings, if any, to fund the development and 
growth of our business, and we do not anticipate paying any cash dividends on our common stock for the foreseeable future. In addition, the terms of the Series 
A-1 Preferred Stock prevent the payment of dividends on our common stock unless holders of at least 67% in stated value of the then-outstanding shares of Series 
A-1 Preferred Stock consent to such dividend. Additionally, the terms of any future debt facilities may preclude us from paying dividends on the common stock. 
As a result, capital appreciation, if any, of our common stock could be the sole source of gain for the foreseeable future.

Anti-takeover provisions contained in our articles of incorporation and bylaws, as well as provisions of Nevada law, could impair a takeover attempt.

Our amended and restated articles of incorporation and bylaws currently contain provisions that, together with Nevada law, could have the effect of 

rendering more difficult or discouraging an acquisition deemed undesirable by our board of directors. Our corporate governance documents presently include the 
following provisions:

•

•

authorizing blank check preferred stock, which could be issued with voting, liquidation, dividend and other rights superior to our common stock;
and
limiting the liability of, and providing indemnification to, our directors and officers.

These provisions, alone or together, could delay hostile takeovers and changes in control of us or changes in our management.

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As a Nevada corporation, we also may become subject to the provisions Nevada Revised Statutes Sections 78.378 through 78.3793, which prohibit an 

acquirer, under certain circumstances, from voting shares of a corporation’s stock after crossing specific threshold ownership percentages, unless the acquirer 
obtains the approval of the stockholders of the issuer corporation. The first such threshold is the acquisition of at least one-fifth, but less than one-third of the 
outstanding voting power of the issuer. We may become subject to the above referenced Statutes if we have 200 or more stockholders of record, at least 100 of 
whom are residents of the State of Nevada, and do business in the State of Nevada directly or through an affiliated corporation.

As a Nevada corporation, we are subject to the provisions of Nevada Revised Statutes Sections 78.411 through 78.444, which prohibit an “interested 

stockholder” from entering into a combination with the corporation, unless certain conditions are met. An “interested stockholder” is a person who, together with 
affiliates and associates, beneficially owns (or within the prior two years did own) 10 percent or more of the corporation’s voting stock.

Any provision of our amended and restated articles of incorporation, our bylaws or Nevada law that has the effect of delaying or deterring a change in 

control of our Company could limit the opportunity for our stockholders to receive a premium for their shares of our common stock, and could also affect the 
price that some investors are willing to pay for our common stock.

Item 1B.

Unresolved Staff Comments.

None.

Item 2.

Properties.

Our principal administrative offices are located in Clarence, New York. We currently lease 3,800 square feet of office space. The lease commenced 

September 1, 2011 and expires August 31, 2014. Scheduled rent remaining as of December 31, 2012 is $37,833 for 2013 and $28,000 for 2014.

Item 3.

Legal Proceedings.

From time to time we may be involved in claims arising in the ordinary course of business. To our knowledge, no legal proceedings, governmental 

actions, investigations or claims are currently pending against us or involve us that, in the opinion of our management, could reasonably be expected to have a 
material adverse effect on our business and financial condition.

Item 4.

Mine Safety Disclosures

Not applicable

PART II

Item 5.

Market for Registrant’s Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities.

Our common stock is quoted on the OTC Bulletin Board under the symbol “XXII.OB.” As of March 7, 2013, there were 63 holders of record of shares 

of our common stock. The following table sets forth, for the quarters indicated, the high and low bid prices per share of our common stock, as derived from 
quotations provided by the OTC Bulletin Board Information Center.

Quarter Ended

High Bid

Low Bid

 December 31, 2012
 September 30, 2012
 June 30, 2012
 March 31, 2012
 December 31, 2011
 September 30, 2011
 June 30, 2011
 March 31, 2011*

*From January 25, 2011, the date of the Merger.

$
$
$
$
$
$
$
$

0.95
0.88
1.13
0.75
1.34
1.30
1.30
1.41

$
$
$
$
$
$
$
$

0.15
0.20
0.35
0.25
0.25
0.60
1.10
1.01

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Dividend Policy 

We have not previously and do not plan to declare or pay any dividends on our common stock. Our current policy is to retain all funds and any earnings 

for use in the operation and expansion of our business. Payment of future dividends, if any, will be at the discretion of our board of directors after taking into 
account various factors, including current financial condition, operating results and current and anticipated cash needs.

In addition, the terms of the Series A-1 Preferred Stock prevent the payment of dividends on our common stock unless holders of at least 67% in stated 
value of the then-outstanding shares of Series A-1 Preferred Stock consent to such dividend. In the event we do declare a dividend, the holders of the Series A-1 
Preferred Stock and Series A, B and C Warrants will participate in such dividend payment on an as-converted basis to common stock (without regard to the 
9.99% beneficial ownership limitation).

Recent issuances of Unregistered Securities

On November 9, 2012, we entered into a Securities Purchase Agreement with certain accredited investors whereby the investors acquired 3,238,000 

shares of common stock and warrants with a 5-year term to purchase up to 1,619,000 shares of our common stock at an initial exercise price of $1.00 per share, 
subject to adjustment pursuant to the terms of the warrants, for an aggregate purchase price of approximately $809,500.

The common stock and warrants were offered and sold pursuant to an exemption from the registration requirements under Sections 4 (2), Section 4(6) 

and Regulation S of the Securities Act and Rule 506 of Regulation D promulgated thereunder.

Shares authorized for issuance under equity compensation plans

October 21, 2010, the Company established the 2010 Equity Incentive Plan, or EIP, for officers, employees, directors, consultants and advisors to the 

Company and its affiliates, consisting of 4,250,000 shares of common stock. The EIP authorizes the grant of incentive stock options, nonqualified stock options, 
stock appreciation rights, restricted stock, restricted stock units, performance shares, restricted stock and restricted stock units.

The following table summarizes the number of stock options issued and shares of restricted stock granted, net of forfeitures and sales, the weighted-

average exercise price of such stock options and the number of securities remaining to be issued under all outstanding equity compensation plans as of 
December 31, 2012:

Number of securities to 
be issued upon exercise 
of outstanding options, 
warrants and rights 
(a)

Weighted-average 
exercise price of 
outstanding options,
warrants and rights 
(b)

Number of securities 
remaining available for 
issuance under equity 
compensation plans 
(excluding securities 
reflected in column (a)) 
(c)

Equity compensation plans approved by security holders

1,015,000(1) $

0.69(2)

2,055,000

Equity compensation plans not approved by security 

holders

Total

0

1,015,000

N/A

0

2,055,000

(1)

Includes 550,000 restricted stock awards that are issued but not vested as of December 31, 2012.

(2) Weighted average exercise price only applies to the 465,000 shares issuable upon exercise of outstanding stock options.

Item 6.

Selected Financial Data.

This item is not applicable to us as a smaller reporting company.

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Item 7.

Management’s Discussion and Analysis of Financial Condition and Results of Operations.

This discussion should be read in conjunction with the other sections of this Report, including “Risk Factors,” and the Financial Statements. The 

various sections of this discussion contain a number of forward-looking statements, all of which are based on our current expectations and could be affected by 
the uncertainties and risk factors described throughout this Annual Report on Form 10-K. See “Forward-Looking Statements.” Our actual results may differ 
materially.

On January 25, 2011, 22nd Century Limited, LLC completed a reverse merger transaction (the “Merger”) with 22nd Century Group, Inc. 22nd Century 
Limited, LLC is a wholly owned subsidiary of 22nd Century Group, Inc. which continues to operate the business of 22nd Century Limited, LLC. All references to 
shareholders or common shares include the historical members and membership Units of 22nd Century Limited, LLC because, in the Merger, such Units were 
exchanged for common shares on a one-for-one basis and from an accounting standpoint, they are equivalent. The Merger is being accounted for as a reverse 
acquisition and a recapitalization; 22nd Century Limited, LLC is the acquirer for accounting purposes. Consequently, the assets and liabilities and the historical 
operations that are reflected in the financial statements prior to the Merger are those of 22nd Century Limited, LLC and are recorded at the historical cost basis 
of 22nd Century Limited, LLC, and the consolidated financial statements since completion of the Merger include the assets and liabilities of 22nd Century 
Limited, LLC, historical operations of 22nd Century Limited, LLC and operations of 22nd Century Group, Inc. from the closing date of the Merger. For purposes 
of this Management’s Discussion and Analysis of Financial Condition and Results of Operations, references to the “Company,” “we,” us” or “our” refer to the 
operations of 22nd Century Group, Inc. and its direct and indirect subsidiaries for the periods described herein.

Recent Developments

Private Placement of Preferred Stock and Warrants

On January 11, 2013, we entered into and closed the transactions described in a Securities Purchase Agreement with certain accredited investors 

identified therein (collectively, the “Purchasers”), whereby we sold 2,500 shares of newly created Series A-1 10% Convertible Preferred Stock (the “Series A-1 
Preferred Stock”) and Warrants (as defined below) for an aggregate purchase price of $2,500,000. The Company realized net proceeds of approximately $2.125 
million. We also entered into a Registration Rights Agreement whereby we agreed to file a registration statement to register the resale of the shares of our 
common stock that are potentially issuable under each of the securities described below.

The shares of Series A-1 Preferred Stock are initially convertible into a total of 4,166,666 shares of the Company’s common stock at a conversion price 

of $0.60 per share (the “Conversion Price”), subject to future adjustments based on the market value of our common stock during prescribed periods and upon 
certain events. The Series A-1 Preferred Stock will pay a 10.0% annual cash dividend, which may be payable in shares of our common stock in certain 
circumstances, and will have a liquidation preference equal to the stated value of the Series A-1 Preferred Stock of $1,000 per share plus any accrued and unpaid 
dividends thereon. The Series A-1 Preferred Stock has no voting rights.

The Series A-1 Preferred Stock has been issued subject to certain negative covenants, which are restrictions on the Company that will remain in effect 
for as long as any shares of Series A-1 Preferred Stock are outstanding, unless the holders of at least 67% in stated value of the then outstanding shares of Series 
A-1 Preferred Stock have otherwise given prior written consent.

We also issued to the Purchasers a Series A warrant (the “Series A Warrant”), a Series B warrant (the “Series B Warrant”), and a Series C warrant (the 

“Series C Warrant”) (with the Series A Warrant, Series B Warrant and Series C Warrant being collectively referred to herein as the “Warrants”). The Series A 
Warrant allows the Purchasers the right to acquire, initially before any adjustments to the conversion price, up to an additional 4,166,666 shares of the Company’s 
common stock at an exercise price of approximately $0.72 per share over a period of five (5) years. The Series A Warrant also allows for such warrant to be 
exercised on a cashless basis. The Series B Warrant allows the Purchasers a one-year period to exercise an overallotment option as contained in the Series B 
Warrant to purchase, initially before any adjustments to the conversion price, up to an additional aggregate of 2,083,334 shares of the Company’s common stock 
at a price of $0.60 per share. The Series B Warrant may not be exercised on a cashless basis except only in certain limited circumstances. In the event the 
Purchasers exercise, in whole or in part the overallotment option as contained in the Series B warrant, then the Purchasers shall have the right to exercise on a pro 
rata basis the portion of the Series C Warrant issued to the Purchasers to acquire, initially before any adjustments to the conversion price, up to an additional 
aggregate of 2,083,334 shares of the Company’s common stock at an exercise price of approximately $0.72 per share over a period of five (5) years. The Series C 
Warrant allows for such warrant to be exercised on a cashless basis.

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The Series A-1 Preferred Stock and the Warrants contain exercise and conversion limitations providing that a holder thereof may not convert or exercise 

(as the case may be) to the extent that, if after giving effect to such conversion or exercise (as the case may be), the holder or any of its affiliates would 
beneficially own in excess of 9.99% of the outstanding shares of common stock immediately after giving effect to such conversion or exercise (as the case may 
be).

From January 1, 2013 through February 6, 2013, convertible notes that were issued on December 14, 2011 (the “Convertible Notes”) with a carrying 

value at December 31, 2012 of approximately $1.41 million were converted into 2,035,720 shares of common stock and warrants to acquire 2,662,769 shares of 
common stock. While both these steps significantly improved the Company’s financial position, we will need additional financing or one or more licensing 
arrangements for its technology and products in order to complete the cash requirements to fund operations and meet its obligations during 2013. There can be no 
assurance that the Company will be able to raise sufficient financing or obtain a significant licensing agreement.

Overview

22nd Century Ltd, our wholly-owned subsidiary, is a plant biotechnology company and we believe the global leader in modifying the content of 
nicotinic alkaloids in tobacco plants through genetic engineering and plant breeding. We own or exclusively control 107 issued patents and exclusively control 39 
patent applications; we own 12 issued patents plus 22 patent applications and we license on an exclusive basis 95 issued patents and 17 patent applications. 
Hercules Pharmaceuticals, LLC (“Hercules Pharmaceuticals”) and Goodrich Tobacco Company, LLC (“Goodrich Tobacco”) are wholly-owned subsidiaries of 
22nd Century Ltd. Goodrich Tobacco is focused on commercial tobacco products and potential Modified Risk cigarettes. Hercules Pharmaceuticals is focused on 
X-22, a prescription smoking cessation aid in development.

We believe that our proprietary technology will enable us to capture a share of the global market for approved smoking cessation aids and the emerging 

market for modified risk tobacco products. The Company is primarily involved in the following activities:

(cid:120)
(cid:120)
(cid:120)
(cid:120)

(cid:120)
(cid:120)

The international licensing of 22nd Century Ltd’s technology, proprietary tobaccos, trademarks and brands;
The development of its X-22 prescription smoking cessation aid in development;
The development of its modified risk tobacco products;
The pursuit of necessary regulatory approvals and clearances at the U.S. Food and Drug Administration (the “FDA”) to market X-22 as a 
prescription smoking cessation aid and BRAND A and BRAND B as Modified Risk Cigarettes in the U.S.;
The manufacture, marketing and distribution of RED SUN and MAGIC proprietary cigarettes; and
The production of SPECTRUM research cigarettes for the National Institute on Drug Abuse (“NIDA”).

We have operated at a loss since 2006 when we increased our research and development expenditures. In the years ended December 31, 2012, 2011 and 
2010 we realized revenues of $18,775, $788,601 and $49,784, respectively mainly from our research cigarette program, and in 2009 we realized sales of $27,612 
from limited test marketing of our cigarettes. We are in the process of transitioning from solely developing proprietary technology and tobacco to developing and 
commercializing our own technology and products.

Our prospects depend on our ability to generate and sustain revenues from (i) sales of RED SUN and MAGIC, our X-22 smoking cessation aid, our 

potential Modified Risk cigarettes and our proprietary tobacco and (ii) licensing of our technology and products. Our ability to generate meaningful revenue from 
X-22, especially in the United States, depends on FDA approval, and our ability to generate meaningful revenue from our potential Modified Risk cigarettes in the 
U.S. depends in large part on obtaining FDA authorization to market these products as Modified Risk cigarettes. If our products are approved and authorized by 
the FDA, we must still meet the challenges of successful marketing and distribution and consumer acceptance. We are currently in the process of identifying 
potential joint venture partners to fund the remaining X-22 clinical trials. There is no guarantee that we will (i) obtain the funds necessary to complete additional 
clinical trials, (ii) identify potential joint venture partners to fund the remaining X-22 clinical trials, (iii) obtain FDA approval, or (iv) capture significant share of 
the smoking cessation market upon FDA approval.

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In March 2011, our subsidiary, Goodrich Tobacco introduced two of our products, RED SUN and MAGIC cigarettes into U.S. commerce. Goodrich 

Tobacco has thus far had its brands contract manufactured by a non-participating manufacturer to the “Master Settlement Agreement” or “MSA,” a settlement 
among 46 states and the tobacco industry administered by the National Association of Attorneys General (“NAAG”). After attempting throughout 2012 to 
negotiate a contract manufacturing agreement with multiple participating manufacturers to the MSA to have RED SUN and MAGIC produced by a participating 
manufacturer to the MSA, and not coming to terms, on January 23, 2013, Goodrich Tobacco applied to the Alcohol and Tobacco Tax Trade Bureau (“TTB”) for a 
federal permit to manufacture its own tobacco products. Being a federally licensed tobacco product manufacturer is a primary requirement of becoming a 
participating manufacturer of the MSA. On February 26, 2013, Goodrich Tobacco applied to the NAAG to become a participating manufacturer to the MSA. 
Both of these measures, if approved by the TTB and NAAG, will greatly facilitate the sales and distribution potential of RED SUN and MAGIC. To facilitate 
Goodrich Tobacco becoming a participating manufacturer of the MSA, we have curtailed the sales and marketing of these products, especially in 2012 because 
the more RED SUN and MAGIC that is sold while being produced by a non-participating manufacturer, the greater settlement cost Goodrich Tobacco likely has to 
pay to become a participating manufacturer of the MSA.

Our Investigational New Drug Application for X-22, a kit of very low nicotine (“VLN”) cigarettes, was cleared by the FDA in July 2011. Our X-22

Phase II-B clinical trial was completed in the first quarter of 2012 and did not demonstrate a statistically significant difference in quitting between X-22 and the 
active control, a cigarette containing conventional nicotine levels. In evaluating the results of this trial, we believe we may have reduced the nicotine content of X-
22 by too great a percentage, to a level less than half the nicotine content of VLN cigarettes used in various independent smoking-cessation clinical trials that 
have demonstrated that use of VLN cigarettes increases smoking quit rates. We continue to believe that our VLN cigarettes are effective as a smoking cessation 
aid. However, we have suspended sponsoring further X-22 clinical trials pending a complete analysis of results of two independent smoking-cessation trials that 
were completed in 2012 (ClinicalTrials.gov Identifiers NCT01050569 and NCT01250301), which utilized a different version of our VLN cigarette with a nicotine 
content similar to those used in previous successful smoking-cessation trials and higher than that used in our own sponsored Phase II-B trial. A portion of the 
results of these two trials has been disclosed at the 2013 annual meeting of the Society for Research on Nicotine and Tobacco. These preliminary results are 
promising for the further development of X-22.

The full set of results of these 2 independent clinical trials are expected to be published in peer reviewed journals and will be compared to results of other 

independent clinical trials of our VLN cigarettes and results of our Phase II-B trial to determine which variables optimize cessation. One preliminary hypothesis, 
in conjunction with results of various other studies of our VLN cigarettes, is that having two types of prescription VLN cigarettes available may be advantageous 
for increased smoking cessation in the general population; one having a higher nicotine content than the other. Upon identifying a suitable joint venture partner to 
fund further X-22 clinical trials, we will then request a meeting with the U.S. Food and Drug Administration (“FDA”), and thereafter we may resume our own 
sponsored X-22 clinical trials.

The Company expects to file applications in 2013 with the FDA for two types of Modified Risk cigarettes in accordance with the FDA’s issued Modified 

Risk Tobacco Product Applications Draft Guidance released on March 30, 2012. This provides the framework for applicants to submit data for modified risk 
product candidates. Goodrich Tobacco, our subsidiary, has developed two types of potential Modified Risk cigarettes. The first proprietary cigarette, referred to 
as BRAND A, is a VLN cigarette containing approximately 95 percent less nicotine than the leading U.S. cigarette brands. 22nd Century’s recent Phase II-B 
clinical trial and studies by independent researchers have demonstrated that smoke exposure (and cigarettes per day) is significantly reduced with VLN cigarettes. 
The second proprietary cigarette, referred to as BRAND B, is a low-tar cigarette with a relatively high nicotine content, effectively the world’s lowest tar-to-
nicotine ratio cigarette. Unlike low-tar/low-nicotine brands currently on the market (previously labeled “light” or “ultra- light” before these descriptors were 
banned in the U.S. by the Tobacco Control Act in 2010), the nicotine yield of BRAND B is not reduced. Studies have demonstrated that for those smoking low-tar 
research cigarettes, similar to BRAND B, compensatory smoking is greatly curtailed as compared to those smoking regular cigarettes. Additional studies will be 
necessary to establish whether BRAND B cigarettes achieve similar results.

The National Institute on Drug Abuse (“NIDA”), a component of the National Institutes of Health (“NIH”), provides the scientific community with 
controlled and uncontrolled research chemicals and drug compounds in its Drug Supply Program. In 2009, NIDA included an option to develop and produce 
research cigarettes with various levels of nicotine (from very low to high), or Research Cigarette Option, in its request for proposals for a five-year contract for 
Preparation and Distribution of Research and Drug Products. We have agreed, as a subcontractor to RTI International (“RTI”) in RTI’s contract with NIDA for 
the Research Cigarette Option, to supply modified nicotine cigarettes to NIDA. In August 2010, we met with officials from NIDA, FDA, RTI, the National 
Cancer Institute and the Centers for Disease Control and Prevention to finalize certain aspects of the design of these research  cigarettes. These government 
research cigarettes are distributed under the Company’s mark SPECTRUM. The Company delivered approximately 9 million SPECTRUM research cigarettes 
during the year ended December 31, 2011 and delivered an additional 2.7 million SPECTRUM research cigarettes in July 2012.

Results of Operations 

Year Ended December 31, 2012 Compared to Year Ended December 31, 2011 

Revenue.  In the year ended December 31, 2012, we realized revenue of $18,775, mainly from our research cigarette program, as compared to revenue of 

$788,601 in year ended December 31, 2011. As of December 31, 2012 we had an outstanding backorder of approximately $3,000 for our research cigarettes.

Other income. In the year ended December 31, 2011, we recognized other income of $223,540 from a therapeutic grant award we received in fourth 

quarter of 2010.

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Costs of goods sold.  In the year ended December 31, 2012, costs of goods sold were $67,967 which exceeded revenue by 262% since we provided RTI 

with certain SPECTRUM research cigarettes without charge mainly due to production delays. In the year ended December 31, 2011, costs of goods sold were 
$418,171 or 53% of revenue. Costs of goods sold in the year ended December 31, 2011 include inventories written off in the fourth quarter of 2011 of $178,670 
due to changes in the Company’s manufacturing plans that rendered these costs not recoverable.

Research and development expense.  Research and development expense was $729,225 in the year ended December 31, 2012, a decrease of $1,368,755, 

or 65%, from $2,097,980 in the year ended December 31, 2011. This decrease is mainly the result of suspending our clinical trials for X-22 early in the first 
quarter of 2012. In the year ended December 31, 2011 approximately $1.6 million was for expenditures related to the filing of our Investigational New Drug 
Application and our Phase II-B clinical trials for X-22.

General and administrative expense.   General and administrative expense was $2,205,450 in the year ended December 31, 2012, an increase of 
$419,907, or 24%, from $1,785,543 in the year ended December 31, 2011. The increase was mainly attributable to the $337,165 increase in equity based 
compensation costs for administrative personnel which were $662,601 in 2012 as compared to $325,436 in 2011. The remainder of the increase was due to costs 
associated with investor relations activities.

Sales and marketing costs.  Sales and marketing costs were $61,876 in the year ended December 31, 2012, a decrease of $224,157, or 78%, from 

$286,033 in the year ended December 31, 2011. The costs in 2011 related to the domestic market introduction of RED SUN and MAGIC and included expenses 
related to product testing, product and packaging design, product branding, trade samples, trade shows and advertising. Early in 2012, we curtailed marketing of 
these brands in order to facilitate reaching an agreement to have these products produced by a participating manufacturer of the MSA and, as a result, sales and 
marketing costs in 2012 were reduced as compared to 2011.

Amortization and depreciation expense.  Amortization and depreciation expense relates almost entirely to capitalized patent and trademark 

costs.  Amortization and depreciation expense increased 10% in the year ended December 31, 2012 to $198,406, up from $179,953 in the year ended December 
31, 2011. This increase of $18,453 is mainly due to our additional investment in patents and trademarks in 2011 of $98,191and in 2012 of $162,774.

Warrant liability change – net. In multiple private placements in 2012, we issued warrants which were accounted for as derivatives and upon issuance a 
liability at the estimated fair value was recorded. At the date of issuance of these warrants the value exceeded the total consideration received by an aggregate of 
$814,500 resulting in an immediate charge to expense for this amount. This charge was in addition to the loss of $1,183,543 res ulting from the increase in the 
estimated fair value during the year ended December 31, 2012 of all warrants we have issued. The market adjustment recorded in the year ended December 31, 
2011 was a gain of $2,511,750. The change in the fair value of the warrant liability has been caused mainly by the decrease of the price of our common stock.

Interest expense and amortization of debt discount and expense.  Interest expense and amortization of debt discount and debt issuance costs increased in 

the year ended December 31, 2012 to $1,494,545 from $103,998 in the year ended December 31, 2011. This increase of $1,390,547 or 1,337% was primarily a 
result of the amortization of debt discount and debt issuance costs related to convertible notes issued on December 14, 2011 and August 9, 2012, which also 
includes charges to interest expense for the value of warrants in excess of the note payable converted, totaling approximately $31,000 related to the partial 
conversions of the December 14, 2011 convertible notes.

Net loss.  We had a net loss in the year ended December 31, 2012 of $6,736,737 as compared to a net loss of $1,347,787 in the year ended December 31, 

2011, as a result of the warrant liability change and an increase in interest expense and amortization of debt discount and expense as well as a reduction in 
revenues.

Liquidity and Capital Resources

Summary of Balances and Recent Sources and Uses 

As of December 31, 2012, we had negative working capital of approximately $3.3 million as compared to negative working capital of approximately 

$1.9 million at December 31, 2011. The $1.4 million increase in negative working capital was primarily the result of $1.7 million of cash used in operations and 
$1.2 million of note discount amortization that resulted in an increase in the carrying value of the convertible notes, which were offset by approximately $1.5 
million of proceeds from equity securities we issued during 2012.

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Cash demands on operations 

In 2012 and 2011, we operated at a loss and operating activities consumed more than $5.2 million in cash during this two year period. Cash on hand at 

December 31, 2012 of $188 was insufficient to fund operations and meet our obligations as they come due in 2013. The Company has suspended clinical trials for 
X-22 and is seeking licensing agreements for its products with both domestic and international businesses. At December 31, 2012, the Company had current 
assets of $1,281,305 and current liabilities of $4,602,948.

On January 11, 2013, the Company closed a private placement and realized net proceeds of approximately $2.125 million. From January 1, 2013 through 

February 6, 2013, the Convertible Notes with a carrying value at December 31, 2012 of approximately $1.41 million were converted into common stock and 
warrants. While both these steps significantly improved the Company’s financial position; we will need additional capital or one or more licensing arrangements 
for our technology and products in order to meet cash requirements to fund operations and meet our obligations during 2013. Excluding contract growing of our 
proprietary tobacco with farmers and extraordinary expenses such as clinical trials and factory setup costs, our monthly cash expenditures are approximately 
$100,000. In the event the Company does not enter into an out-licensing agreement with a third party in 2013, approximately $1.6 million of additional capital is 
required through 2013, which includes paying approximately $1 million of obligations that will become due in 2013. The Company expects its cigarette factory 
start up costs to require an additional $250,000 of capital. It plans to lease a portion of the machinery required. There can be no assurance that the Company will 
be able to raise sufficient capital or obtain a licensing agreement.

Other than the R&D agreement at UVA, the Company has no other substantial third-party R&D commitments requiring funding. The Company may 

carry out a minimal amount of R&D in 2013, not to exceed $100,000, for additional field trials of plants from our seed lots that resulted from our R&D at NCSU, 
NRC, NAIST and UVA. Upon the required funding, we expect to carry out exposure studies for our Modified Risk cigarette candidates and will carry out 
additional clinical trials for X-22 if Hercules Pharmaceuticals, our subsidiary, identifies a joint venture partner willing to fund these trials.

The ability to complete additional equity or debt financings on acceptable terms will depend on a number of factors, including the general 

performance of the capital markets, the Company’s progress in the manufacture, distribution and sale of its products, licensing of its technology, products and 
tobacco, and results on independent smoking cessation clinical trials utilizing the Company’s products. In addition, our ability to complete additional debt and 
equity financings is limited by covenants related to our Series A-1 Preferred Stock, unless we issue securities to an entity in a business synergistic to ours. Failure 
to license the Company’s technology, products and tobacco or to raise sufficient capital would significantly increase the risk that we would be unable to continue 
operations. To the extent that we raise additional funds through collaboration and licensing arrangements, it may be necessary to relinquish some rights to our 
technology, tobacco or products or grant licenses on terms that are not favorable to us.

Net Cash used in Operating Activities. 

In the year ended December 31, 2012, $1,764,445 of cash was used in operating activities compared to $3,449,430 of cash used in operating activities in 

the year ended December 31, 2011. This decreased use of cash of $1,684,985 was mainly due to the decrease of clinical trial expenses in 2012 as compared to 
2011 and less cash was used in paying down debt in 2012 as compared to 2011.

Net Cash used in Investing Activities. 

In the year ended December 31, 2012, we used $162,774 of cash related to third party costs incurred for patents and trademarks and the acquisition of 

office furniture and fixtures as compared to $607,297 used in the year ended December 31, 2011. This decrease was attributable to our payment, in 2011, of 
$500,000 towards outstanding patent costs charges that were deferred in prior periods.

Net Cash From Financing Activities.

During the year ended December 31, 2012, we generated $1,675,158 from our financing activities mainly as a result of the $1,467,500 proceeds from the 
May and November 2012 private placements, the $210,000 proceeds from the August 9, 2012 convertible notes, $4,136 in advances from officers and $56,000 in 
proceeds from the issuance of short term secured notes, partially offset by payments on borrowings of $41,000 and net payments to a related party of $21,478. 
During the year ended December 31, 2011, we generated net cash of $4,308,666 from our financing activities; we received approximately $3,293,789 in net cash 
proceeds from the private placement that closed on January 25, 2011, and approximately $1.7 million from the issuance of the December 14, 2011 Convertible 
Notes and $215,000 from the issuance of notes; these receipts were partially offset by the payments on borrowings of a $443,276, payment of debt issuance costs 
of $23,500, $10,914 in net advances to officers and net payments to a related party of a related party $22,433.

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Critical Accounting Policies and Estimates

Accounting principles generally accepted in the United States of America, or U.S. GAAP, require estimates and assumptions to be made that affect the 

reported amounts in our consolidated financial statements and accompanying notes. Some of these estimates require difficult, subjective and/or complex 
judgments about matters that are inherently uncertain and, as a result, actual results could differ from those estimates. Due to the estimation processes involved, 
the following summarized accounting policies and their application are considered to be critical to understanding our business operations, financial condition and 
results of operations.

Revenue Recognition

We recognize revenue at the point the product is shipped to a customer and title has transferred. Revenue from the sale of our products is recognized net 

of cash discounts, sales returns and allowances. Federal cigarette excise taxes are included in net sales and accounts receivable billed to customers, except on 
sales of SPECTRUM and exported cigarettes in which such taxes do not apply.

We were chosen to be a subcontractor for a 5-year government contract between RTI International (“RTI”) and the National Institute on Drug Abuse 

(“NIDA”) to supply NIDA research cigarettes which includes four development stages. These government research cigarettes are distributed under the mark 
SPECTRUM. The Company completed the four developmental stages and delivered approximately 9 million cigarettes during the year ended December 31, 2011 
and recognized the related revenue. Revenue related to the additional 2.7 million SPECTRUM research cigarettes we shipped in July 2012 was recognized at the 
point the cigarettes were shipped and title transferred. Future revenue under this sub-contract arrangement is expected to be related to the delivery of SPECTRUM 
and will be recognized at the point the product is shipped and title has transferred.

Impairment of Long-Lived Assets

We review the carrying value of amortizing long-lived assets whenever events or changes in circumstances indicate that the historical cost-carrying 

value of an asset may no longer be appropriate. We also assess recoverability of the asset by estimating the future undiscounted net cash flows expected to result 
from the asset, including eventual disposition. If the estimated future undiscounted net cash flows are less than the carrying value of the asset, an impairment loss 
is recorded equal to the difference between the asset’s carrying value and its fair value. Non-amortizing intangibles (e.g., patents and trademarks) are reviewed 
annually for impairment. We have not recognized any impairment losses during the two year period ended December 31, 2012.

Amortization Estimates of Intangible Assets

We generally determine amortization based on the estimated useful lives of the assets and record amortization expense on a straight-line method over 

such lives. The remaining life of the patent is generally used to determine the estimated useful life of the related patent costs.

Valuation of our Equity Securities 

The Company uses a fair-value based method to determine compensation for all arrangements under which Company employees and others receive 

shares, options or warrants to purchase common shares of 22nd Century Group. Stock based compensation expense is recorded over the requisite service period 
based on estimates of probability and time of achieving milestones and vesting. For accounting purposes, the shares will be considered issued and outstanding 
upon vesting.

Convertible Debt

When the convertible feature of the conventional convertible debt is issued, the embedded conversion feature is evaluated to determine if bifurcation and 

derivative treatment is required whether there is a beneficial conversion feature. When the convertible debt provides for an effective rate of conversion that is 
below market value, this feature is characterized as a beneficial conversion feature (BCF"). Prior to the determination of the BCF, the proceeds from the debt 
instrument were first allocated between the convertible debt and any embedded or detachable free standing instruments that are included, such as common stock 
and warrants. We record a BCF as a debt discount pursuant to FASB ASC Topic 470-20. In those circumstances, the convertible debt will be recorded net of the 
discount related to the BCF. We amortize the discount to interest expense over the life of the debt.

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For the convertible notes issued December 2011 and August 2012, we recorded the OID and the BCF related to these convertible notes as a debt 
discount and recorded the convertible notes net of the discount related to both the OID and the BCF. Debt discount is amortized to interest expense over the life of 
the debt.

Income taxes

Prior to the closing of the Merger, 22nd Century Ltd was organized as a limited liability company and treated as a partnership for income tax purposes; 
accordingly prior to the Merger, 22nd Century Ltd was not directly responsible for income taxes (income and losses passed through to its LLC members) and did 
not have to account for them.  Following the Merger on January 25, 2011, we are subject to federal and state income taxes.  Accordingly, since the Merger date, 
we are required to recognize deferred tax assets and liabilities for any differences in basis in assets and liabilities between tax and GAAP reporting.  Due to the 
uncertainty of the Company’s ability to generate sufficient taxable income in the future it has determined that it is more likely than not that its net deferred tax 
asset, which includes net operating loss carryforwards, will not be realized.  Accordingly, the Company has recorded a full valuation allowance to reduce the net 
deferred tax asset to zero for the period from January 25, 2011 through December 31, 2011 and for the 2012 calendar year. The Company incurred net operating 
losses for each of these periods and accordingly has made no provision for current income taxes.

Derivative Financial Instruments

We do not use derivative instruments to hedge exposures to cash flow, market or foreign currency risks. We evaluate all of our financial instruments to 
determine if such instruments are derivatives or contain features that qualify as embedded derivatives. For derivative financial instruments that are accounted for 
as liabilities, the derivative instrument is initially recorded at its fair market value and then is revalued at each reporting date, with changes in fair value reported 
in the consolidated statement of operations.  The methodology for valuing our outstanding warrants classified as derivative instruments utilizes a lattice model 
approach which includes probability weighted estimates of future events including volatility of our common stock.  A financial asset or liability’s classification 
within the hierarchy is determined based on the lowest level input that is significant to the fair value measurement. The warrant liability is measured at fair value 
using certain estimated factors such as volatility and probability which are classified within Level 3 of the valuation hierarchy.  Significant unobservable inputs 
are used in the fair value measurement of the Company’s derivative warrant liabilities include volatility.  Significant increases (decreases) in the volatility input 
would result in a significantly higher (lower) fair value measurement.  A 10% increase or decrease in the volatility factor used as of December 31, 2012 would 
have the impact of increasing or decreasing the liability by approximately $875,000.

The classification of derivative instruments, including whether such instruments should be recorded as liabilities or equity, is evaluated at the end of each 

reporting period. Derivative instrument liabilities are classified in the balance sheet as current or non-current based on whether or not net-cash settlement of the 
derivative instrument could be required within twelve months of the balance sheet date.

Inflation 

Inflation did not have a material effect on our operating results for the two years ended December 31, 2012 and 2011.

Off-Balance Sheet Arrangements 

We do not have any off-balance sheet arrangements as defined by Item 303(a)(4) of Regulation S-K.

Item 7A.

Quantitative and Qualitative Disclosures About Market Risk.

As a smaller reporting company, we are not required to present the information required by this item.

Item 8.

Financial Statements and Supplementary Data.

The required financial statements and the notes thereto are contained in a separate section of this Form 10-K Information section beginning with the page 

following Item 15 (Exhibits and Financial Statement Schedules).

Item 9.

Changes in and Disagreements with Accountants on Accounting and Financial Disclosure.

None

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Item 9A.

Controls and Procedures.

Evaluation of Disclosure Controls and Procedures

The Company maintains disclosure controls and procedures that are designed to ensure that information required to be disclosed in its Exchange Act 

reports is recorded, processed, summarized and reported within the time periods specified in the SEC’s rules and forms, and that such information is accumulated 
and communicated to the Company’s management, including the Company’s chief executive officer and chief financial officer, as appropriate, to allow timely 
decisions regarding required disclosure. Management recognizes that any controls and procedures, no matter how well designed and operated, can provide only 
reasonable assurance of achieving their objectives and management necessarily applies its judgment in evaluating the cost-benefit relationship of possible controls 
and procedures.

Our chief executive officer and chief financial officer, after evaluating the effectiveness of the Company’s “disclosure controls and procedures” (as 
defined in the Securities Exchange Act of 1934 (Exchange Act) Rules 13a-15(e) or 15d-15(e)) as of the end of the period covered  by this annual report, has 
concluded that our disclosure controls and procedures were not effective and that material weaknesses described below exists in our internal control over financial 
reporting based on his evaluation of these controls and procedures as required by paragraph (b) of Exchange Act Rules 13a-15 or 15d-15.

Management’s Annual Report on Internal Control over Financial Reporting

Our management is responsible for establishing and maintaining adequate internal control over financial reporting. Internal control over financial 
reporting is a process designed by, or under the supervision of, the chief executive officer also acting as chief financial officer and effected by our board of 
directors, management and other personnel, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial 
statements for external purposes in accordance with generally accepted accounting principles.

Our evaluation of internal control over financial reporting includes using the COSO framework, an integrated framework for the evaluation of internal 

controls issued by the Committee of Sponsoring Organizations of the Treadway Commission, to identify the risks and control objectives related to the evaluation 
of our control environment.

Based on our evaluation under the frameworks described above, our management concluded that as of December 31, 2012, that our internal controls over 

financial reporting were not effective and that a material weakness exists in our internal control over financial reporting.  The material weakness consists of 
controls associated with segregation of duties.  To address the material weakness we performed additional analyses and other post-closing procedures to ensure 
that our consolidated financial statements were prepared in accordance with accounting principles generally accepted in the United States of America (U.S. 
GAAP).  Notwithstanding this material weakness, management believes that the financial statements included in this Annual Repor t on Form 10-K fairly present, 
in all material respects, our financial condition, result of operations and cash flows for the periods presented.

This annual report does not include an attestation report of the Company’s registered public accounting firm regarding internal control over financial 

reporting. Management’s report was not subject to attestation requirements by the Company’s registered public accounting firm pursuant to an exemption 
provided by the Dodd-Frank Wall Street Reform and Consumer Protection Act.

Changes in Internal Control Over Financial Reporting

There was no change in the Company’s internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) during the 
quarter ended December 31, 2012 that has materially affected, or is reasonably likely to materially affect, the Company’s internal control over financial reporting.

Item 9B.

Other Information.

On March 30, 2011, the Company issued a note to a vendor in the amount of $350,000 as satisfaction of past due invoices previously recorded by the 

Company in accounts payable. The note bears interest at an annual rate of 4%. Principal and accrued interest, which were due on July 1, 2012 have not been paid 
as of December 31, 2012. The outstanding principal on this note was $350,000 as of December 31, 2012 and 2011. In January 2013 the Company repaid 
$175,000 of note principal and all accrued interest; the balance of $175,000 was replaced by a new note which is unsecured, bears interest at 5% and matures July 
1, 2014 or sooner if the Company receives license revenue or financing of at least $1,500,000 prior to maturity.

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Item 10.

Directors, Executive Officers and Corporate Governance.

Set forth below is information regarding our directors, executive officers and key personnel.

PART III

Name
Joseph Pandolfino
Henry Sicignano, III
Michael R. Moynihan, Ph.D.
Joseph Alexander Dunn, Ph.D.
James W. Cornell

Age
44
45
60
59
56

Position
Chief Executive Officer and Director
Chief Financial Officer, President, Secretary and Director
Vice President of R&D
Director
Director

Our executive officers are appointed by the board of directors and serve at the discretion of the board. There are no family relationships among our 

directors and executive officers.

Our bylaws provide that the number of members of our Board of Directors shall not be less than one nor more than thirteen. The number of authorized
directors as of the date of this report is four. Directors hold office for a one year term expiring at the annual meeting in 2013 (or until their respective successors
are elected and qualified, or until their earlier death, resignation or removal). The experience, qualifications, attributes an d skills that led to the conclusion that the
persons should serve as a Director of our Company are described below in each Director nominee’s biography.

Joseph Pandolfino, MBA, Chief Executive Officer and Director

Mr. Pandolfino, age 44, has served as our Chief Executive Officer and as a Director since the closing of the Merger in January 2011 between the 
Company and 22nd Century Limited, LLC. He founded 22nd Century Limited, LLC in 1998 and has over 15 years experience in all aspects of the tobacco 
industry, including 12 years with genetically-engineered tobacco. He served as President of 22nd Century Limited, LLC from its inception until April 2010 and as 
Chief Executive Officer of 22nd Century Limited, LLC since April 2010. Mr. Pandolfino oversees our operations, strategy and product development. Mr. 
Pandolfino holds a B.S. Degree in Business Administration from Medaille College and an M.B.A. Degree from the State University of New York at Buffalo. Mr. 
Pandolfino’s significant experience in all aspect of the tobacco industry as well as his experience leading 22nd Century Limited, LLC led to our conclusion that 
he should serve as a director of our Company. 

Henry Sicignano, III, MBA, Chief Financial Officer, President and Director

Henry Sicignano, III, MBA. Mr. Sicignano, age 45, has served as our President and Secretary since the closing of the Merger in January 2011 between 

the Company and 22nd Century Limited, LLC, as a Director since March 4, 2011, and as interim Chief Financial Officer since July 6, 2012. From August 2005 to 
April 2009, Mr. Sicignano served as a General Manager and as the Director of Corporate Marketing for NOCO Energy Corp., a petroleum products company; and 
from March 2003 to July 2005, as Vice President of Kittinger Furniture Company, Inc., a fine furniture manufacturer. From February 1997 through July 2002, he 
served as Vice President and Marketing Director of Santa Fe Natural Tobacco Company, a specialty tobacco company, prior to the sale of that company to R.J. 
Reynolds Tobacco Company in 2002. Mr. Sicignano holds a B.A. Degree in Government from Harvard College and an M.B.A. Degree from Harvard University. 
Mr. Sicignano’s extensive experience in management, including in the tobacco industry, led to our conclusion that he should serve as a director of our Company.

Michael R. Moynihan, Ph.D., Vice President of R&D

Dr. Moynihan, age 60, has served as our Vice President of R&D since March 2011 and served as Vice President of R&D for 22nd Century Limited, LLC 
since  January,  2007.  He  has  also  been  a  consultant  for  22nd  Century  Limited,  LLC  since  1999.  From  2001  to  2006  he  served  as  Director  of  Biotechnology
Development at Fundacion Chile and from 1995 to 2000 as Senior Project Director at InterLink Biotechnologies LLC. Dr. Moynihan holds a Bachelor of Science
Degree in Biology from Brown University and a Master’s Degree and Ph.D. in Biology from Harvard University. He previously served as a Visiting Research
Fellow at the Institute for Molecular and Cellular Biology, Osaka University, Japan; a Postdoctoral Associate in the Section of Plant Biology, Cornell University;
and a Postdoctoral Associate at the Center for Agricultural Molecular Biology, Rutgers University.

Joseph Alexander Dunn, Ph.D., Director

Dr. Dunn, age 59, has served as a Director since March 4, 2011. Dr. Dunn is currently Associate Dean for Research and Professor of Pharmaceutical 

Sciences at D’Youville College of Pharmacy in Buffalo, New York and has served in this capacity since April 1, 2010. Dr. Dunn has also served as Chief 
Executive Officer of the National Center for Food and Agricultural Policy in Washington, D.C. since November 1, 2009 and as Chief Executive Officer and 
Director of Research at OmniPharm Research International, Inc., a drug company, and affiliated entities, Therex Technologies Inc., a drug company, and Therex 
LLC, a drug company, each located in Buffalo, New York since January, 1994. From May 1, 2008, until January 20, 2009, Dr. Dunn served as Deputy Under 
Secretary and from August 1, 2006, until April 30, 2008 Dr. Dunn served as Senior Scientific Advisor at the United States Department of Agriculture, Research, 
Education and Economics Mission Area in Washington, D.C. From December 1, 2006, until April 30, 2008 Dr. Dunn served as Executive Director of the United 
States Department of Agriculture NAREEE Advisory Board. From July, 1998 until July 1, 2006, Dr. Dunn served as Research Associate Professor in the 
Department of Oral Biology, School of Dental Medicine, at the State University of New York at Buffalo. Since June 1, 2010, Dr. Dunn has served as a member of 
the Board of Directors of Brothers of Mercy, Inc., a not-for-profit nursing and rehabilitation concern. Dr. Dunn holds a B.S. Degree in Medical Chemistry and a 
Ph.D. Degree in Pharmacology, both from the State University of New York at Buffalo School of Pharmacy. Dr. Dunn also served as a Postdoctoral Fellow in the 
Department of Pharmacology at Harvard Medical School and as a Staff Fellow at the National Institutes of Health, National Cancer Institute Laboratory of 
Cellular Carcinogenesis and Tumor Promotion. Dr. Dunn’s extensive scientific and regulatory background led to our conclusion that he should serve as a director 
of our Company.

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James W. Cornell, Director

Mr. Cornell, age 56, has served as a Director since March 4, 2011. Mr. Cornell is currently the President and Chief Executive  Officer of Praxiis, LLC, an
enterprise that provides support for clients in organizational change, leadership development and transactional advisory services. He has served in this capacity
since October, 1988. Mr. Cornell is also the current Manager of Larkin Center Management, LLC, a real estate development company, and has served in this
capacity since October 2010. From September 2006 until September 2010, Mr. Cornell served as Managing Director of New York New Jersey Rail, LLC, which
is part of the national transportation rail system and moves rail freight by rail barge across New York City Harbor, and he now continues to serve as principal
business advisor to that firm. From March 2005 until September 2008, Mr. Cornell served as the Chairman of the Board of Directors of New York Regional Rail
Corp., which operates as a short-haul regional trucking company. From April 2006, until February 2007, Mr. Cornell served as Chief Restructuring Officer of
Regus Industries, a waste management firm, and from January 2001 until November 2004, he served as Special Advisor to Pinkerton Government Services, Inc.
and  Securitas  Nuclear  and  Government  Services  Unit,  security services  providers  to  the  energy  industry  and  government.  Mr.  Cornell  holds  a  B.S.  Degree  in
Business, Management, and Economics and an M.B.A. Degree, both from the State University of New York, Empire College. Mr. Cornell’s extensive business 
management, strategy, and leadership experience led to our conclusion that he should serve as a director of our Company.

Board Leadership Structure

As  of  the  date  hereof,  the  Board  has  not  appointed  a  chairman  or  a  lead  independent  director.  At  this  time,  the  Board  believes  that  this  structure  is
appropriate for our Company because we have very few employees and are currently in the development phase for our products. In the future, we expect that the
Board will appoint a chairman and, if appropriate, a lead independent director.

Board Role in Risk Oversight

Risk is inherent with every business and we face a number of risks. Management is responsible for the day-to-day management of risks we face, while

our Board of Directors is responsible for overseeing our management and operations, including overseeing its risk assessment and risk management functions.

Compensation Policies and Practices and Risk Management

The  Board  considers,  in  establishing  and  reviewing  our  compensation  philosophy  and  programs,  whether  such  programs  encourage  unnecessary  or
excessive risk taking. Base salaries are fixed in amount and consequently the Board does not see them as encouraging risk taking. We also provide our executive
officers  and  other  senior  managers  long-term  equity  awards  to  help  further  align  their  interests  with  our  interests  and  those  of  our  stockholders.  The  Board
believes that these awards do not encourage unnecessary or excessive risk taking since the awards are generally provided at the beginning of an employee's tenure
or at various intervals to award achievements  or provide additional incentive to build long-term value and are subject to vesting schedules to help ensure that
executives and senior managers have significant value tied to our long-term corporate success and performance.

The Board believes that our compensation philosophy and programs encourage employees to strive to achieve both short- and long-term goals that are 
important to our success and building stockholder value, without promoting unnecessary or excessive risk taking. The Board has concluded that our compensation
philosophy and practices are not reasonably likely to have a material adverse effect on us.

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Code of Ethics

In 2006, we adopted a Code of Ethics that applies to all of our employees. A copy of our Code of Ethics will be provided to any person requesting same
without charge. To request a copy of our Code of Ethics, please make a written request to our Chief Executive Officer c/o 22nd Century Group, Inc., 9530 Main
Street, Clarence, New York 14031.

Number of Meetings of the Board of Directors

The Board held four meetings during 2012. Directors are expected to attend Board meetings and to spend time needed to meet as  frequently as necessary

to properly discharge their responsibilities. Each director attended at least 75% of the aggregate number of meetings of the Board during 2012.

Attendance at Annual Meetings of the Stockholders

The Company has no policy requiring Directors and Director Nominees to attend its annual meeting of stockholders; however, all Directors and Director

Nominees are encouraged to attend. All of our directors attended our 2012 annual meeting.

Stockholder Communications

Stockholders may send communications to the Company's directors as a group or  individually, by writing to those individuals or the group: c/o the Chief
Executive Officer c/o 22nd Century Group, Inc., 9530 Main Street, Clarence, NY 14031. The Chief Executive Officer will review all correspondence received
and will forward all correspondence that is relevant to the duties and responsibilities of the Board or the business of the Company to the intended director(s).
Examples of inappropriate  communication include business solicitations, advertising  and communication that is frivolous  in nature, relates to routine  business
matters (such as product inquiries, complaints or suggestions), or raises grievances that are personal to the person submitting the communication. Upon request,
any director may review communication that is not forwarded to the directors pursuant to this policy.

Committees of the Board of Directors

As of the date hereof, the Board has not established any committees of the Board. At this time, the Board believes that this structure is appropriate for
our Company because we have very few employees  and are currently in the  development  phase for our products. In the future, we expect that the Board will
establish Board committees.

Nominating Committee

At of the date hereof, the Company does not have a nominating committee. The Company intends to adopt a nominating committee in the future.

As  of the  date  hereof,  we do  not  have any  defined policy  or procedure requirements  for stockholders to  submit  recommendations or  nominations  for
directors.  The  Company  does  not  currently  have  any  specific  or  minimum  criteria  for  the  election  of  nominees  to  the  Board,  and  does  not  have  any  specific
process  or procedure  for evaluating such nominees.  Our current Board assesses  all candidates, whether  submitted by management  or stockholders,  and makes
recommendations for election or appointment.

Audit Committee

As of the date hereof, the role of audit committee is performed by the Board.

In  this  capacity,  the  Board  is  responsible  for:  (i)  selection  and  oversight  of  our  independent  accountants;  (ii)  establishing  procedures  for  the  receipt,
retention and treatment of complaints regarding accounting, internal controls and auditing matters; (iii) establishing procedures for the confidential, anonymous
submission by our employees of concerns regarding accounting and auditing matters; (iv) engaging outside advisors; and (v) funding for the outside auditors and
any outside advisors engaged by the Board.

The Company has determined that James W. Cornell qualifies as an “audit committee financial expert” as defined in Item 407(d)(5)(ii) of Regulation S-

K.

From inception to present date, we believe that the members of our Board are collectively capable of analyzing and evaluating the Company’s financial 

statements and understanding internal controls and procedures for financial reporting.

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Compensation Committee

We have determined that the functions ordinarily handled by such a committee should be handled by our entire Board.

Section 16(a) Beneficial Ownership Reporting Compliance

Section 16(a) of the Exchange Act requires our directors, executive officers, and stockholders holding more than 10% of our outstanding common stock
to file with the SEC initial reports of ownership and reports of changes in beneficial ownership of our common stock. Executive officers, directors and greater-
than-10% stockholders are required by SEC regulations to furnish us with copies of all Section 16(a) reports they file. Based on a review of the Securities and
Exchange Commission filed ownership reports during 2012, the Company believes that all Section 16(a) filing requirements were met during 2012 except as set
forth below:

Joseph Pandolfino, Henry Sicignano III, Michael Moynihan and Charles Rider each filed a late Form 4 on May 21, 2012 reporting the acquisition of
shares.  Michael  Moynihan  filed  a  late  Form  4  on  August  24,  2012  reporting  the  sale  of  shares.  Henry  Sicignano  III  filed  a  late  Form  4  on  August  28,  2012
reporting the acquisition of shares. Joseph Pandolfino filed a late Form 4 on August 30, 2012 reporting the sale of shares. Joseph Dunn, James Cornell, Joseph
Pandolfino and Henry Sicignano III each filed a late Form 4 on November 14, 2012 reporting the acquisition of shares.

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Item 11.

Executive Compensation.

The following table summarizes the compensation paid by us in each of the last two completed fiscal years ended December 31, 2012 for our principal 

executive officer and the two most highly compensated executive officers who received annual compensation in excess of $100,000. These officers are referred to 
herein as our “Named Executive Officers.”

Summary Compensation Table for Years Ended December 31, 2012 and 2011

Name and Principal Position

Joseph Pandolfino
Chief Executive Officer
Henry Sicignano III,
Chief Financial Officer and President
Michael R. Moynihan, Ph.D.
Vice President of R&D

Salary 
($)
150,000
150,000
150,000
150,000
115,000
111,290

Bonus ($)
-
-
-
-
-
-

Stock
Awards
($) (1)
310,500
102,000
69,000
357,000
85,474(4)
51,000

Option
Awards
($)(2)

-
-
59,600
-
59,600
-

Year
2012
2011
2012
2011
2012
2011

Non-Equity
Incentive Plan
Compensation
($)

Nonqualified
Deferred 
Compensation
Earnings 
($)

All Other 
Compensation
($) (3)

-
-
-
-
-
-

-
-
-
-
-
-

15,609
6,646
16,286
15,174
9,239
8,613

Total 
($)
476,109
258,646
294,886
522,174
269,313
170,903

(1)
(2)

(3)

(4)

The amounts included in this column are the aggregate grant date fair value determined in accordance with FASB ASC 718.
Represents the grant date fair value calculated pursuant to ASC Topic 718. The fair value of each option grant is estimated on the date of grant 
using the Black-Scholes option-pricing model. The following assumptions were used:

Risk-free interest rate
Expected dividend yield
Expected stock price volatility
Expected life of options

Represents amounts paid by Company for health insurance.

1.71%
0%
90%

10 years

Amount represents fair value of stock issued in excess of the carrying value of Dr. Moynihan’s 4% interest in Goodrich Tobacco Company, LLC.

Outstanding Equity Awards at 2012 Fiscal Year-End

Option Awards

Stock Awards

Number of
Securities
Underlying
Unexercised
Options
Exercisable
(#)

Number of
Securities
Underlying
Unexercised
Options Un-
exercisable
(#)

Option
Exercise
Price

Option 
Expiration
Date

Number of
Shares or
Units of
Stock
That Have
Not 
Vested
(#)(2)

Market
Value of
Shares or 
Units of Stock
That Have
Not
Vested
($)(2)

Equity 
Incentive
Plan Awards:
Number of
Unearned 
Shares,
Units or
Other Rights 
That Have
Not Vested
(#)

Equity
Incentive
Plan Awards:
Market or 
Payout Value
of Unearned
Shares,
Units or
Other Rights
That Have
Not Vested
($)(2)

100,000

100,000

-

-

$

$

0.69

0.69

5/18/2022

550,000(1) $

415,250

5/18/2022

-

-

-

-

-

-

Name

Mr. Sicignano

Dr. Moynihan

(1) 450,000 of the shares are time-based awards subject to vesting over the next 3 years on April 1 of 2013 to 2015, such that 150,000 shares shall vest on April 1
of each such year; 100,000 of the shares are performance based, which are subject to forfeiture unless certain performance milestones are achieved.

(2) Market value calculated based on the price of our common stock as of the last business day of our fiscal year.

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Agreements with Executive Officers

We have entered into employment agreements with each of Messrs. Pandolfino and Sicignano that provide for annual compensation  of $150,000 and
$150,000,  respectively,  subject  to  increases  as  contained  in  such  employment  agreements  and/or  as  decided  by  our  Board  of  Directors.  Dr.  Moynihan  has  an
employment  agreement  with  22nd  Century  Group,  Inc.  that  provides  for  annual  compensation  of  $115,000.  These  employment  agreements  also  contain  non-
compete covenants and change of control provisions.

The employment agreement of Messrs. Pandolfino and Sicignano provides that during the executive officer’s employment by us and for a period of two
(2) years after the executive officer ceases to be employed by us, the following non-compete covenants will apply: (i) the executive officer will not (except on
behalf of us) provide or offer to provide any goods or services to any entity engaged in the United States in the making, offering, marketing, distributing and/or
selling of products made from the tobacco (Nicotiana) plant, and/or providing or offering to provide the same or substantially similar services to any customer or
prospective  customer,  (ii)  the  executive  officer  will  not  interfere  with  our  relationships  with  any  customer,  prospective  customer,  supplier,  distributor,  farmer
and/or  manufacturer,  and  (iii)  the  executive  will  not  induce  or  attempt  to  induce  any  persons  employed  by  us  to  leave  their  employment  with  us,  nor  hire  or
employ,  or  attempt  to  hire  or  employ,  any persons  employed  by  us,  nor  assist or  facilitate in  any way any  other  person  or  entity  in  the  hiring  of  any  persons
employed by us.

The employment agreement of Dr. Moynihan contains the same non-compete covenants but they are in effect for a period of three (3) years after the
executive officer ceases to be employed by us. Dr. Moynihan’s employment agreement contains a severance provision which provides that upon the termination
of his employment without Cause (as defined in his employment agreement), Dr. Moynihan will receive severance compensation equal to the base salary then in
effect beginning on the date of termination and continuing until the later of one year following termination or the expiration of the initial term of his employment
agreement.

The  employment  agreements  of  Messrs.  Pandolfino  and  Sicignano  provide  that  in  the  event  of  a  change  in  control  (as  defined  in  the  employment
agreements)  of  our  Company,  then  during  the  three  (3)-year  period  following  such  change  in  control  if  certain  triggering  events  occur  as  defined  in  such
employment agreements, such as if the executive is terminated other than for cause (as defined in each of the employment agreements), death or disability, or if
the  executive  officer’s responsibilities  are  diminished  after  the  change  in  control  as  compared  to  the  executive  officer’s responsibilities prior to  the change in
control, or if the executive officer’s base salary or benefits are reduced, or the executive is required to relocate more than twenty-five (25) miles from his current 
place of employment, then in any such events the executive officer will have the option, exercisable within ninety (90) days of  the occurrence of such an event, to
resign  his  employment  with  us, in  which  case  the executive officer will be entitled to receive: (A) the greater of either his base salary for the then remaining
portion of the initial 5-year term of the agreement or his base salary for three (3) years thereafter; (B) reimbursement for eighteen (18) months of his reasonable
costs for medical, dental, life, disability and other benefits and insurance coverage that the executive officer received during his employment; (C) outplacement
services for two (2) years; and (D) the immediate vesting of all options and/or restricted stock grants previously granted or to be granted to the executive officer.
We also provide each of these individuals with health insurance and vacation benefits.

Equity Incentive Plan

On October 21, 2010, we established the EIP for officers, employees, Directors, consultants and advisors to the Company and its affiliates, consisting of 

4,250,000 shares of common stock reserved for issuance under the EIP. The EIP has a term of ten years and is administered by our Board or a committee to be 
established by our Board, to determine the various types of incentive awards that may be granted to recipients under this plan, such as stock grants, stock options, 
stock appreciation rights, performance share awards, restricted stock and restricted stock units, and the number of shares of  common stock to underlie each such 
award under the EIP. 

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Director Compensation

Directors that are not members of management receive cash compensation of $10,000 each annually and in 2011 received restricted stock awards of 
25,000 shares each which vested immediately. The following table sets forth information regarding the compensation of our non-executive directors for their 
service on our Board of Directors for fiscal year 2012:

Name

Fees Earned
or paid
in cash

James W. Cornell
Joseph A. Dunn, Ph.D.

$
$

10,000
10,000

Stock
Awards
-
-

Option
Awards(1)

$
$

35,400
35,400

Non-Equity
Incentive Plan
Compensation

-
-

Non-Qualified
Deferred
Compensation
Earnings

-
-

All Other
Compensation

Total
$ 45,400
$ 45,400

-
-

(1)

Represents the grant date fair value calculated pursuant to ASC Topic 718. The fair value of each option grant is  estimated on the date of grant using 
the Black-Scholes option-pricing model. The following assumptions were used: 

Risk-free interest rate
Expected dividend yield
Expected stock price volatility
Expected life of options

1.71%
0%
90%

10 years

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Item 12.

Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters.

Beneficial Ownership Table

The following table sets forth information regarding the beneficial ownership of our common stock as of March 7, 2013, by (i) each person who, to our 
knowledge, owns more than 5% of our common stock, (ii) each of our current directors and executive officers, and (iii) all of our current directors and executive 
officers as a group. Derivative securities exercisable or convertible into shares of our common stock within sixty (60) days of March 7, 2013 are deemed to be 
beneficially owned and outstanding for computing the share ownership and percentage of the person holding securities, but are not deemed outstanding for 
computing the percentage of any other person. Beneficial ownership representing less than 1% is denoted with an asterisk (*). The address of named beneficial 
owners that are officers and/or directors is: c/o 22nd Century Group, Inc., 9530 Main Street, Clarence, New York 14031. The following table is based upon 
information supplied by officers and directors, and with respect to 5% or greater stockholders who are not officers or directors, information filed with the SEC.

Name of Beneficial Owner
Management & Directors
Joseph Pandolfino (2)
Henry Sicignano III (3)
Michael R. Moynihan, Ph.D. (4)
Joseph Alexander Dunn, Ph.D.(5)
James W. Cornell (6)

All directors and executive officers as a group (5 persons) (2)-(6)

Other 5% Owners
Clearwater Partners, LLC (7)
Angelo J. Tomasello (8)
Sabby Volatility Warrant Master Fund, Ltd. (9)
Sabby Heathcare Volatility Master Fund, Ltd. (10)

Number of 
Shares 
Beneficially
Owned

7,880,109
6,170,673
1,631,657
251,500
251,500

16,059,602

5,265,941
4,542,491
2,500,000
4,203,858

Percent of Class 
Beneficially Owned (1)

19.6%
15.8%
4.2%
*
*

38.1%

13.3%
11.5%
6.1%
9.9%

(1) Based on 38,259,362 shares of common stock issued and outstanding (including outstanding restricted stock), as of March 7, 2013.

(2) Includes (a) 2,004,574 shares of common stock issuable to Mr. Pandolfino upon exercise of warrants and (b) 5,875,535 shares of common stock.

(3) Consists of (a) 2,252,603 shares of common stock held by Henry Sicignano III (including 550,000 restricted shares issued as equity incentive awards under 
the Company’s Equity Incentive Plan), (b) 2,542,347 shares of common stock held by Henry Sicignano III Group, LLC, (c) 396,441 shares of common stock 
issuable to Mr. Sicignano upon exercise of warrants, (d) 100,000 shares of common stock issuable to Mr. Sicignano upon exercise of stock options and (e) 
879,282 shares of common stock issuable to Henry Sicignano III Group, LLC upon exercise of warrants. Mr. Sicignano is Managing Member of Henry Sicignano 
III Group, LLC and, accordingly, exercises voting and investment power with respect to the shares held by Henry Sicignano III Group, LLC. 450,000 of the 
shares issued to Mr. Sicignano under the Company’s Employee Incentive Plan (EIP) are grants that are subject to potential forfeiture over time in the event Mr. 
Sicignano ceases employment with the Company prior to April 1, 2015. On each anniversary of April 1, 2012 until April 1, 2015, the number of shares subject to 
forfeiture decreases by 150,000 shares. Mr. Sicignano also holds 100,000 performance based shares of restricted stock issued as equity incentive awards under the 
Company’s EIP, which are subject to forfeiture unless certain performance milestones are achieved.

(4) Includes (a) 1,038,934 shares of common stock, (b) 417,723 shares of common stock issuable upon exercise of warrants and (c) 175,000 shares issuable upon 
the exercise of stock options.

(5) Includes (a) 110,000 shares of common stock, (b) 31,500 shares of common stock issuable upon exercise of warrants and (c) 110,000 shares issuable upon the 
exercise of stock options.

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(6) Includes (a) 110,000 shares of common stock, (b) 31,500 shares of common stock issuable upon exercise of warrants and (c) 110,000 shares issuable upon the 
exercise of stock options.

(7) Includes (a) 3,905,516 shares of common stock and (b) 1,360,425 shares of common stock issuable upon exercise of warrants. Richard G. Saffire, Managing 
Member of Clearwater Partners, LLC exercises voting and investment power with respect to shares owned by Clearwater Partners, LLC. The address of 
Clearwater Partners, LLC is 34 Sunburst Circle, East Amherst, New York 14051.

(8) Includes (a) 3,301,909 shares of common stock, (b) 1,220,582 shares of common stock issuable upon exercise of warrants and (c) 20,000 shares of common 
stock issuable upon exercise of stock options. The address of Angelo Tomasello is 4720 Spaulding Drive, Clarence, New York 14031.

(9) Consists of shares of common stock issuable upon the conversion of an aggregate of 500 shares of Series A-1 Preferred Stock and upon the exercise of 
Warrants. The Series A-1 Preferred Stock and the Warrants contain exercise and conversion limitations providing that a holder thereof may not convert or 
exercise (as the case may be) to the extent that, if after giving effect to such conversion or exercise (as the case may be), the holder or any of its affiliates would 
beneficially own in excess of 9.99% of our outstanding shares of common stock immediately after giving effect to such conversion or exercise (as the case may 
be). However, the 9.99% limitation would not prevent the shareholder from acquiring and selling in excess of 9.99% of our common stock through a series of 
acquisitions and sales while never beneficially owning more than 9.99% in aggregate. Sabby Management, LLC serves as the investment manager of Sabby 
Volatility Warrant Master Fund, Ltd. and, as such, Sabby Management, LLC shares voting and investment powers with respect to these shares on behalf of Sabby 
Volatility Warrant Master Fund, Ltd. The address for Sabby Volatility Warrant Master Fund, Ltd. is c/o Ogier Fiduciary Services (Cayman) Limited, 89 Nexus 
Way, Camana Bay, Grand Cayman KY1-9007, Cayman Islands. As manager of Sabby Management, LLC, Hal Mintz also shares voting and investment power on 
behalf of Sabby Volatility Warrant Master Fund, Ltd. Each of Sabby Management, LLC and Hal Mintz disclaim beneficial ownership over the securities covered 
by this report except to the extent of their pecuniary interest therein.

(10) Consists of shares of common stock issuable upon the conversion of an aggregate of 2,000 shares of Series A-1 Preferred Stock and upon the exercise of 
Warrants. The Series A-1 Preferred Stock and the Warrants contain exercise and conversion limitations providing that a holder thereof may not convert or 
exercise (as the case may be) to the extent that, if after giving effect to such conversion or exercise (as the case may be), the holder or any of its affiliates would 
beneficially own in excess of 9.99% of our outstanding shares of common stock immediately after giving effect to such conversion or exercise (as the case may 
be). However, the 9.99% limitation would not prevent the shareholder from acquiring and selling in excess of 9.99% of our common stock through a series of 
acquisitions and sales while never beneficially owning more than 9.99% in aggregate. Sabby Management, LLC serves as the investment manager of Sabby 
Healthcare Volatility Master Fund, Ltd. and, as such, Sabby Management, LLC shares voting and investment powers with respect to these shares on behalf of 
Sabby Healthcare Volatility Master Fund, Ltd. The address for Sabby Healthcare Volatility Master Fund, Ltd. is c/o Ogier Fiduciary Services (Cayman) Limited, 
89 Nexus Way, Camana Bay, Grand Cayman KY1-9007, Cayman Islands. As manager of Sabby Management, LLC, Hal Mintz also shares voting and investment 
power on behalf of Sabby Healthcare Volatility Master Fund, Ltd. Each of Sabby Management, LLC and Hal Mintz disclaim beneficial ownership over the 
securities covered by this report except to the extent of their pecuniary interest therein.

Item 13. Certain Relationships and Related Transactions, and Director Independence.

Policies and Procedures for Related Party Transactions 

Our Board is in the process of adopting a written related person transaction policy, which will set forth the policies and procedures for the review and
approval or ratification of related person transactions. This policy will be administered by our Board and covers any transaction, arrangement or relationship, or
any series of similar transactions, arrangements or relationships, in which we were or are to be a participant, where the amount involved exceeds $50,000 and a
related person had or will have a direct or indirect material interest. While the policy covers related person transactions in which the amount involved exceeds
$50,000, the policy states that related person transactions in which the amount involved exceeds $120,000 are required to be disclosed in applicable filings  as
required by the Securities Act, the Exchange Act and related rules. Our Board set the $50,000 threshold for approval of related party transactions in the policy at
an amount lower than that which is required to be disclosed under the Securities Act, the Exchange Act and related rules because we believe it is appropriate for
our Board to review transactions or potential transactions in which the amount involved exceeds $50,000, as opposed to $120,000.

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Pursuant to this policy, our Board will: (i) review the relevant facts and circumstances of each related person transaction, including if the transaction is
on terms comparable to those that could be obtained in arm’s length dealings with an unrelated third party and the extent of the related person’s interest in the 
transaction, and (ii) take into account the conflicts of interest and corporate opportunity provisions of our code of business conduct and ethics. Management will
present to our Board each proposed related person transaction, including all relevant facts and circumstances relating thereto, and will update the Board as to any
material  changes  to  any  related  person  transaction.  All  related  person  transactions  may  only  be  consummated  if  our  Board  has  approved  or  ratified  such
transactions in accordance with the guidelines set forth in the policy. Certain types of transactions have been pre-approved by our Board under the policy. These
pre-approved transactions include: (i) certain compensation arrangements; (ii) transactions in the ordinary course of business where the related person’s interest 
arises only (a) from his or her position as a director of another entity that is party to the transaction, and/or (b) from an equity interest of less than 5% in another
entity that is party to the transaction, or (c) from a limited partnership interest of less than 5%, subject to certain limitations; and (iii) transactions in the ordinary
course of business where the interest of the related person arises solely from the ownership of a class of equity securities in our Company where all holders of
such class of equity securities will receive the same  benefit on a pro rata basis. No director may participate in the approval of a related person transaction for
which he or she is a related person.

Related Party Transactions

Immediately prior to the closing of the Merger in January 2011 between the Company (then known as Touchstone Mining Limited) and 22nd Century
Limited,  LLC  (“22nd  Century  Ltd”),  pursuant  to  the  terms  of  the  Split-Off  Agreement,  the  Company  transferred  all  of  our  pre-merger  operating  assets  and 
liabilities to the Split-Off Subsidiary. We then transferred all of the outstanding capital stock of the Split-Off Subsidiary to David Rector, our sole director and 
executive officer prior to the merger, in exchange for $1, such consideration was deemed to be adequate by our Board prior to the merger. Prior to the closing of
the merger, we paid Mr. Rector $1,500 in consideration for his service as our sole director and executive officer.

Prior to the closing of the Merger, Touchstone Mining Limited utilized office space located at 11923 SW 37 Terrace, Miami, Florida 33175 that was
provided to us on a rent-free basis by Nanuk Warman, a former director and executive officer. Also, prior to the closing of the merger, we cancelled 10,015,200
shares of our common stock held by Mr. Warman and entered into a mutual release agreement with Mr. Warman regarding such cancellation. In each of fiscal
years 2009 and 2010, we paid Mr. Warman aggregate compensation of $8,000 in consideration for his services as our sole director and executive officer during
those periods. We also paid Mr. Warman aggregate of $1,500 in consideration for his accounting services in preparation of our most recent Form 10-K and Form 
10-Q filed prior to the closing of the merger.

We have conducted transactions with Alternative Cigarettes, Inc. (“AC”), which is 95% owned by three holders of our common stock, including Joseph
Pandolfino, our Chief Executive Officer, and Angelo Tomasello, who beneficially owned approximately over 10% of our common stock. We previously shared
office space and employee services with AC. AC has also advanced funds to us from time to time. Since January 1, 2010, the largest net amount due from us to
AC was approximately $127,000. No interest has been accrued or paid on these amounts due to AC and there are no repayment terms between the parties. In 
February 2011, AC was paid $22,500 by 22nd Century Ltd for AC’s assignment of its MAGIC trademark to 22nd Century Ltd and other minor assets.

In  January 2008, we issued convertible promissory notes due and payable on January 15, 2011 to Messrs. Pandolfino and Tomasello in the principal
amounts of $77,435 and $100,315, respectively, with 7% interest per annum accruing thereon. In December 2009, Mr. Pandolfino co nverted the principal balance
and accrued interest under his note ($88,172) into 151,760 shares of our common stock. In May 2010, Mr. Tomasello agreed to amend his note to eliminate his
right to convert the balance into shares of our common stock, and in January 2011, Mr. Tomasello’s note together with all accrued interest thereon was paid in 
full.

In November 2008, we issued a promissory note due and payable on November 11, 2010 to Mr. Tomasello in the principal amount of $325,000, with
10% interest per annum accruing thereon, and a warrant to purchase 371,006 shares of our common stock, which have since been exercised at a price of $.0001
per share. The note was guaranteed by Virgil Properties, LLC, which is jointly owned by Messrs. Pandolfino and Tomasello. Effective December 1, 2010, the
$325,000 promissory note was amended to extend the maturity date until January 10, 2011 and to increase the interest rate to 15% during this extension period.
On January 25, 2011, Mr. Tomasello converted the principal amount of this promissory note into 325,000 shares of our common stock through an investment in
the Private Placement Offering and cash in the amount of $79,401, which represents the accrued interest on the original $325,000 promissory note. Mr. Tomasello
has also made funds available to us in the form of cash advances. The largest net amount outstanding since January 1, 2009 was approximately $166,000. No
interest was accrued or paid on such advances and there were no repayment terms between the parties. In December 2009, Mr. Tomasello was issued 504,553
shares  of  our  common  stock  in  lieu  of  repayment  of  $135,996  of  such  advances,  and  we  issued  him  a  promissory  note  in  the  amount  of  $30,054  that  was
exchanged  for  204,639  shares  of  our  common  stock  in  June  2010.  On  December  14,  2011  Mr.  Tomasello  acquired  $28,750  of  our  December  14,  2011
Convertible Notes for $25,000 cash. In December 2012, Mr. Tomasello extended the maturity date of his December 14, 2011 convert ible note to April 9, 2013. In
January 2013, he converted his note.

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During the period between January 1 and October 5, 2010, we issued Mr. Pandolfino 455,331 shares of our common stock in lieu of $103,573 due and
payable to him for his services. On October 5, 2010, we issued Mr. Pandolfino a promissory  note, which was assigned to Mr. Sicignano, due and payable on
January 31, 2011 in the principal amount of $58,873, with 15% interest per annum accruing thereon. In January 2011, we made payment in full to Mr. Sicignano
on this assigned note together with all accrued interest thereon. Mr. Pandolfino acquired $86,250 of the December 14, 2011 Convertible Notes for $75,000 in
cash. In 2012, he converted his convertible note.

In September 2010, Henry Sicignano III, our President, Secretary and interim Chief Financial Officer, loaned us $35,000, which amount was due and
payable in November 2010, with 15% interest per annum accruing thereon. On December 14, 2010, Mr. Sicignano agreed to extend the maturity date of this loan
until January 25, 2011. On December 28, 2010 we issued a promissory note to Mr. Sicignano due and payable on January 15, 2011 in the principal amount of
$100,000, with 15% interest per annum accruing thereon. From time to time, Mr. Sicignano deferred guaranteed payments due to him by us as consideration for
his services as our President with the largest net amount of such deferred guaranteed payments outstanding since January 1, 2010 being $85,000. On January 28,
2011  we  made  payment  in  full  to  Mr.  Sicignano  of  all  deferred  guaranteed  payments  and  all  principal  and  accrued  interest  on  all  promissory  notes  then
outstanding.  Mr.  Sicignano  is  also  the  managing  member  of  Henry  Sicignano  III  Group,  LLC  (“Sicignano  Group”).  On  October  5,  2010,  Sicignano  Group
purchased 112,396 shares of our common stock for $30,295 and, in a simultaneous related transaction, made a loan to the Company in the principal amount of
$30,295,  with  15%  interest  per  annum  accruing  thereon,  for  which  we  issued  Sicignano  Group  a  promissory  note  due  and  payable  on  January 31,  2011.  On
January 25, 2011, Sicignano Group converted the principal amount of this promissory note and the accrued interest thereon into 31,626 shares of our common
stock through an investment in the Private Placement Offering. From June 30, 2011 to October 18, 2011, Mr. Sicignano loaned us a total of $215,000 and Mr. 
Sicignano was issued a promissory note with interest at 12%. Mr. Sicignano exchanged these notes to acquire $247,250 of our December 14, 2011 Convertible
Notes. In December 2012, Mr. Sicignano agreed to forebear on the collection of our December 14, 2011 Convertible Notes. On January 22, 2013, we paid Mr.
Sicignano the total amount of $250,696 in principal plus accrued but unpaid interest as payment in full of the December 14, 2011 Convertible Notes owned by
Mr. Sicignano. On that same date of January 22, 2013, Mr. Sicignano loaned us $150,000 and we issued a promissory note to Mr. Sicignano due and payable on
July 1, 2013 in the principal amount of $150,000, with 15% interest per annum accruing thereon.

On September 15 and October 15, 2009, we issued promissory notes payable to Clearwater Partners, LLC (“Clearwater”) in the amounts of $15,000 and 
$10,000, respectively. In conjunction with the $15,000 promissory note, a warrant to purchase 185,503 shares of our common stock, at a price per share of less
than $.0001, was issued to Clearwater, and in conjunction with the $10,000 note, a warrant to purchase 92,751 shares of our com mon stock, at a price per share of
less than $.0001, was issued to Clearwater. The promissory notes bear interest at a rate of 10%. These promissory notes had original maturity dates September 15,
2010 and October 15, 2010, respectively. On May 27, 2010, the maturity dates of both promissory notes were extended to January 31, 2012 and subsequently paid
in June 2012.

On March 1, 2010, we issued a four (4) year warrant to purchase 1,706,626 shares of our common stock to Clearwater, which was exercised in full on
May 27, 2010, at a price per share of $0.0001. On May 27, 2010, we further issued to Clearwater an additional four (4) year warrant to purchase 1,409,821 shares
of our common stock, which was immediately exercised in full at a price per share of $0.0001, and we issued to Clearwater a pro missory note due and payable on
January 31, 2012  in  the principal  amount of $45,000,  with  10% interest  per annum accruing thereon. These  warrants and this promissory note were  issued to
Clearwater  in  lieu  of  repayment  of  $450,000  principal,  and  accrued  interest  thereon,  of  funds  previously  advanced  to  us  by  Clearwater.  On  October  5,  2010,
Clearwater purchased 176,358 shares of our common stock for $47,535 and, in a simultaneous related transaction, made a loan to the Company in the principal
amount of $47,535, with 15% interest per annum accruing thereon, for which we issued Clearwater a promissory note due and payable on January 31, 2011. On
January 25, 2011, Clearwater converted the principal amount of this $47,535 promissory note and the accrued interest thereon, and the principal amount of the
$45,000 promissory note and the accrued interest thereon, due and payable on January 31, 2012, into 97,544 shares of our common stock through an investment
in the Private Placement Offering.

On December 14, 2011, Mr. Pandolfino, our Chief Executive Officer, Mr. Sicignano, our President and interim Chief Financial Officer, and Mr. Rider,
our former Chief Financial Officer, acquired $86,250, $247,250 and $34,500, respectively, of our December 14, 2011 Convertible Notes. The purchase price for
the  Convertible  Notes  was  85%  of  the  face  amount  of  the  notes.  Mr.  Pandolfino  converted  his  December  14,  2011  Convertible  Note  in  February  2011  into
115,000 shares of our common stock and warrants to purchase 138,000 shares of our common stock. In December 2012, Mr. Sicignano agreed to forebear on the 
collection of our December 14, 2011 convertible notes. On January 22, 2013, we paid Mr. Sicignano the total amount of $250,696 in principal plus accrued but
unpaid interest as payment in full of the December 14, 2011 Convertible Notes owned by Sicignano. On that same date of January 22, 2013, Mr. Sicignano loaned
us  $150,000  and  we  issued  a  promissory  note  to  Mr. Sicignano  due  and  payable  on  July 1,  2013  in  the  principal  amount  of  $150,000,  with  15%  interest  per
annum accruing thereon. In December 2012, Mr. Rider extended the maturity date of his December 14, 2011 convertible note to April 9, 2013. In January 2013,
he converted his note.

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On March 21, 2012 and April 13, 2012, Rockledge Capital, LLC, a company of which our President, Mr. Sicignano, is the manager, loan us $25,000 on
each  of  these  dates;  such  notes  were  due  and  payable  on  October 1,  2012,  with  15%  interest  per  annum  accruing  thereon.  These  notes  were  paid  in  full  on
January 22, 2013.

On May 15, 2012, Mr. Pandolfino, our Chief Executive Officer, Mr. Sicignano, our President and interim Chief Financial Officer, Mr. Rider, our former
Chief  Financial  Officer,  and  Dr. Moynihan,  our  Vice  President  of  Research  and  Development,  acquired  12,000,  20,000,  12,000,  and  150,000  shares  of  the
Company’s common stock, $0.00001 par value, respectively, and the same number of warrants with a 5-year term to purchase shares of our common stock at an 
exercise price of $1.00 per share, which exercise price was subsequently adjusted pursuant to the terms of the warrants to be $0.60 per share as of January 22,
2013. The purchase price was $0.60 per unit. Dr. Moynihan exchanged his minority interest in Goodrich Tobacco (4 units equating to 4%) for stock and warrants
valued  at  $90,000  in  the  May 15,  2012  private  placement.  Dr. Moynihan’s  transaction  resulted  in  Goodrich  Tobacco  becoming  a  wholly  owned  subsidiary  of
22nd Century, Ltd.

In October 2012, we entered into a contractor agreement with Angelo Tomasello to provide consulting services to the Company. For consideration under 
the agreement, Mr. Tomasello was issued 20,000 stock options with the exercise price of $0.26, which is equivalent to the closing price on our common stock on 
October 26, 2012. The options vested on October 26, 2012 and are exercisable any time through the expiration date ten years hence.

On November 9, 2012, Mr. Pandolfino, our Chief Executive Officer, Mr. Sicignano, our President and interim Chief Financial Officer, Mr. Cornell, our
director,  and  Mr.  Dunn,  our  director,  participated  in  our  private  placement  and  acquired  480,000,  600,000,  60,000  and  60,000  shares  of  our  common  stock,
$0.00001  par  value,  respectively,  and  warrants  with  a  5-year  term  to  purchase  up  to  240,000,  300,000,  30,000  and  30,000  shares  of  the  Company’s  common 
stock, respectively, at an exercise price of $1.00 per share, which exercise price was subsequently adjusted pursuant to the terms of the warrants to be $0.60 per
share as of January 22, 2013. The purchase price was $0.25 per unit. 

Director Independence

Joseph Alexander Dunn, Ph.D. and James W. Cornell each qualify as “independent” applying the NASDAQ Global Market definition of independent.

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Item 14.

Principal Accounting Fees and Services

The following table shows the fees billed to us for the audits and other services provided by Freed Maxick CPAs, P.C. (formerly Freed Maxick & 
Battaglia, CPAs, PC) and RSM McGladrey, Inc. (an affiliate of Freed Maxick & Battaglia, CPAs, P.C.), its independent registered public accounting firm, for the 
fiscal years ended December 31, 2012 and 2011, respectively. On December 21, 2011, the alternative practice structure with RSM McGladery ceased to exist and 
any future tax services will be performed by Freed Maxick CPAs, P.C. Touchstone Mining Limited had a different independent public registered accounting firm 
serving as its independent auditors prior to the Merger.

Audit fees
Audit-related fees
Tax fees
All other fees

2011

2012

$

$

92,500
37,500
3,000
-
133,000

$
$

$

100,000
20,000
-
-
120,000

Policy on Audit Committee Pre-Approval of Audit and Non-Audit Services

Our  Board,  which  performs  the  equivalent  functions  of  an  audit  committee,  has  the  responsibilities  of  appointing  our  independent  registered  public
accounting firm to serve as our auditor and overseeing the auditor’s work. In addition, our Board, in performing the equivalent functions of the audit committee,
pre-approves  all  audit  and  related  services.  Should  our  Board  pre-approve  any  services  other  than  audit  and  related  services,  it  will  evaluate  whether  those
services would compromise our auditors’ independence.

Of  the  services  provided  in  the  fiscal  years  ended  December  31,  2012  and  2011,  all  fees  and  services  were  pre-approved  by  the  Company’s  chief 

executive officer, which also performed the equivalent functions of an audit committee of the Company.

Item 15.

Exhibits and Financial Statement Schedules.

(a) Financial Statements

PART IV

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22nd CENTURY GROUP, INC. AND SUBSIDIARY

INDEX TO FINANCIAL STATEMENTS

Report of Independent Registered Public Accounting Firm

Consolidated Financial Statements:

Consolidated Balance Sheets

Consolidated Statements of Operations

Consolidated Statements of Shareholders’ Deficit

Consolidated Statements of Cash Flows

Notes to Consolidated Financial Statements

F-1

Page

F-2

F-3

F-4

F-5

F-6

F-7

54

F-1
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REPORT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM

The Board of Directors and Shareholders
22nd Century Group, Inc.

We have audited the accompanying consolidated balance sheets of 22nd Century Group, Inc. and Subsidiaries as of December 31, 2012 and 2011, and the related 
consolidated  statements  of  operations,  shareholders’ deficit,  and  cash  flows  for  the  years  then  ended.  These  financial  statements  are  the  responsibility  of  the
Company's management. Our responsibility is to express an opinion on these financial statements based on our audits.

We conducted our audits in accordance with the standards of the Public Company Accounting Oversight Board (United States). Those standards require that we
plan and perform the audit to obtain reasonable assurance about whether the financial statements are free of material misstatement. The Company is not required
to  have,  nor  were  we  engaged  to  perform,  an  audit  of  its  internal  control  over  financial  reporting.  Our  audits  included  consideration  of  internal  control  over
financial reporting as a basis for designing audit procedures that are appropriate in the circumstances, but not for the purpose of expressing an opinion on the
effectiveness of the Company’s internal control over financial reporting. Accordingly, we express no such opinion. An audit includes examining, on a test basis,
evidence  supporting  the  amounts  and  disclosures  in  the  financial  statements,  assessing  the  accounting  principles  used  and  significant  estimates  made  by
management, as well as evaluating the overall financial statement presentation. We believe that our audits provide a reasonable basis for our opinion.

In our opinion, the consolidated financial statements referred to above present fairly, in all material respects, the financial position of 22nd Century Group, Inc. as 
of December 31, 2012 and 2011, and the consolidated results of its operations and its cash flows for the years then ended in conformity with accounting principles
generally accepted in the United States of America.

The accompanying consolidated financial statements have been prepared assuming that 22nd Century Group, Inc. will continue as a going concern. As discussed
in  Note  2  to  the  consolidated  financial  statements,  22nd  Century  Group,  Inc.  has  suffered  recurring  losses  from  operations  and  as  of  December  31,  2012  has
negative working capital of approximately $3.3 million and a shareholders’ deficit of approximately $6.1 million. Additional capital will be required during 2013 
in order to satisfy existing current obligations and finance working capital needs as well as additional losses from operations  that are expected in 2013. This raises
substantial doubt about the Company's ability to continue as a going concern. Management's plans in regard to these matters are also described in Note 2. The
consolidated financial statements do not include any adjustments that might result from the outcome of this uncertainty.

/s/ Freed Maxick CPAs, P.C.

Buffalo, New York
March 18, 2013

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22nd CENTURY GROUP INC. AND SUBSIDIARIES

CONSOLIDATED BALANCE SHEETS
December 31, 

ASSETS
Current assets:

Cash
Due from related party
Due from officers
Inventory
Prepaid expenses

Total current assets

Other assets:

Patent and trademark costs, net
Office furniture and fixtures, net
Deferred debt issuance costs, net

Total other assets

Total assets

LIABILITIES AND SHAREHOLDERS' DEFICIT

Current liabilities:

Demand bank loans
Accounts payable
Accrued interest payable to related parties
Accrued expenses
Notes payable
Convertible notes, net of unamortized discount

Total current liabilities

Long term portion of notes payable
Warrant liability

Total liabilities

Commitments and contingencies (Note 11)

Shareholders' deficit

Capital stock authorized: 10,000,000 preferred shares, $.00001 par value 300,000,000 common shares, $.00001 par 

value

Capital stock issued and outstanding:

0 preferred shares
34,286,979 common shares (27,209,646 at December 31, 2011)

Capital in excess of par value
Accumulated deficit
Non-controlling interest - consolidated subsidiary

Total shareholders' deficit

December 31,
2012

December 31,
2011

$

$

$

$

$

$

188
36,969
3,578
1,230,526
10,044
1,281,305

1,353,304
6,030
4,232
1,363,566

2,644,871

174,925
1,410,650
3,567
503,002
617,000
1,893,804
4,602,948

-
4,173,140
8,776,088

252,249
15,491
7,714
678,123
17,675
971,252

1,387,104
7,862
22,405
1,417,371

2,388,623

174,925
1,064,892
6,037
561,043
425,000
641,886
2,873,783

177,000
550,000
3,600,783

-

-

-
344
7,645,017
(13,776,578)
-
(6,131,217)

-
273
5,822,882
(7,041,297)
5,982
(1,212,160)

Total liabilities and shareholders' deficit

$

2,644,871

$

2,388,623

See accompany notes to consolidated financial statements.

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22nd CENTURY GROUP INC. AND SUBSIDIARIES

CONSOLIDATED STATEMENTS OF OPERATIONS
Years Ended December 31, 

Revenue
Other income - therapeutic grant

Total revenue

Operating expenses:
Costs of goods sold
Research and development
General and administrative
Sales and marketing costs
Amortization and depreciation

Operating loss

Other income (expense)

Warrant liability change - net
Interest expense and amortization of debt discount and expense:

Related parties
Other

Net loss

Net loss (income) attributable to non-controlling interest

Net loss attributed to common shareholders

Loss per common share - basic and diluted

Common shares used in basic earnings per share calculation

See accompany notes to consolidated financial statements.

F-4

December 31, 2012 December 31, 2011

$

$

$

18,775 $

-
18,775

67,967
729,225
2,205,450
61,876
198,406
3,262,924

788,601
223,540
1,012,141

418,171
2,097,980
1,785,543
286,033
179,953
4,767,680

(3,244,149)

(3,755,539)

(1,998,043)

2,511,750

(272,758)
(1,221,787)
(3,492,588)

(45,932)
(58,066)
2,407,752

(6,736,737)

(1,347,787)

1,456

(6,116)

(6,735,281) $

(1,353,903)

(0.22) $

(0.05)

30,419,556

26,391,204

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22nd CENTURY GROUP INC. AND SUBSIDIARIES

CONSOLIDATED STATEMENTS OF SHAREHOLDERS’ DEFICIT
Years Ended December 31, 2012 and 2011

Common
Shares
Outstanding

Par value
of Common
Shares

16,000,000

$

Contributed
Capital

Accumulated
Deficit

Non-controlling
Interest

Shareholders'
Deficit

$

3,598,856

$

(5,687,394)

$

(134)

$

(2,088,672)

Balance at December 31, 2010

Distribution of 5,000,000 warrants for common stock, exercise price 
of $3.00 per share

Common Shares issued in January 25, 2011 private placement

Merger of 22nd Century Limited and 22nd Century Group

Stock based compensation

Beneficial conversion feature of convertible debt

Net income (loss)

-

5,434,446

5,325,200

450,000

-

-

-

-

-

5

-

-

268

(268)

(1,550,000)

2,335,103

376,432

1,062,759

-

-

-

-

-

-

-

-

-

-

(1,550,000)

2,335,103

-

376,437

1,062,759

-

(1,353,903)

6,116

(1,347,787)

Balance at December 31, 2011

27,209,646

$

273

$

5,822,882

$

(7,041,297)

$

5,982

$

(1,212,160)

Stock based compensation under Equity Incentive Plan

Options granted as payment for services

700,000

-

Common stock issued as payment of services and accounts payable

1,267,500

Common stock issued upon exercise of Convertible Notes

Common stock issued in May 2012 private placement

Beneficial conversion feature of convertible debt

161,000

1,710,833

-

Common stock issued in November 2012 private placement

3,238,000

Net loss

-

7

-

13

2

17

-

32

-

722,202

10,000

517,740

(2)

(17)

116,600

455,612

-

-

-

-

-

-

-

-

-

(4,526)

-

722,209

10,000

517,753

-

(4,526)

116,600

455,644

-

(6,735,281)

(1,456)

(6,736,737)

Balance at December 31, 2012

34,286,979

$

344

$

7,645,017

(13,776,578)

$

-

$

(6,131,217)

See accompanying notes to consolidated financial statements.

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22nd CENTURY GROUP INC. AND SUBSIDIARIES

CONSOLIDATED STATEMENTS OF CASH FLOWS
Years Ended December 31,

Cash flows from operating activities:

Net loss
Adjustments to reconcile net loss to cash used by operating activities:

December 31, 2012 December 31, 2011

$

(6,736,737) $

(1,347,787)

Amortization and depreciation
Amortization of debt issuance costs
Amortization of debt discount
Interest due to debt conversion
Loss (gain) warrant liability - derivative
Equity based employee compensation expense
Convertible note issued for outside services
 Equity based payments for outside services
 Stock issued for directors fees
(Increase) decrease in assets:

Grant receivable
Inventory
Prepaid expenses
Deposits

Increase (decrease) in liabilities:

Accounts payable
Accrued interest payable to related parties
Accrued expenses
Deferred  revenue

Net cash used by operating activities

Cash flows from investing activities:

Acquisition of patents and trademarks
    Acquisition of office furniture and fixtures

Net cash used by investing activities

Cash flows from financing activities:
Proceeds from issuance of notes
Payments on borrowings - notes payable
Net proceeds from January 25, 2011 private placement
Net proceeds from May and November 2012 private placements
Proceeds from issuance of convertible notes
 Payment of debt issuance costs
Net payments to related party
Net advances from (payments to) officers

Net cash provided by financing activities

Net (decrease)  increase in cash
Cash - beginning of period
Cash - end of period
Cash paid during the period for interest
Cash paid during the period for income taxes

Supplemental disclosure of noncash investing and financing activities:
Reduction of accounts payable not related to operating activities:
     Common stock issued as payment of accounts payable
     Payment of accounts payable for patent costs
     Payment of accounts payable for deferred private placement costs
    Accounts payable converted to promissory notes

Non controlling interest acquired for common stock
Deferred private placement costs charged to contributed capital
Notes payable converted to common shares
Conversion of shareholder note and accrued interest to common shares and warrants
 Original issue discount on convertible debt
 Conversion of notes payable to convertible notes
Beneficial conversion value upon issuance of convertible debt recoded as debt discount and an increase in capital 
in excess of par value
Issuance of warrants as derivative liability instruments upon conversion of note payable
Issuance of warrants as derivative liability instruments and reduction of capital
Derivative warrant liability recorded as original issuance discount to debt

See accompanying notes to consolidated financial statements.

198,406
18,173
1,372,018
31,350
1,998,043
807,675
-
416,496
30,000

-
(552,403)
7,630
-

705,415
(2,470)
(58,041)
-
(1,764,445)

(162,774)
-
(162,774)

56,000
(41,000)
-
1,467,500
210,000
-
(21,478)
4,136
1,675,158
(252,061)
252,249

188 $
15,317 $
- $

359,754 $

-
-
-

359,754 $
4,526 $
- $
120,750 $
- $
12,600 $
- $

116,600 $
152,100 $
1,380,247 $
92,750 $

179,953
1,095
34,087
-
(2,511,750)
376,437
60,000
-
-

223,540
(369,461)
194,040
1,535

(222,660)
(162,774)
317,855
(223,540)
(3,449,430)

(598,191)
(9,106)
(607,297)

215,000
(443,276)
3,293,789
-
1,300,000
(23,500)
(22,433)
(10,914)
4,308,666
251,939
310
252,249
196,539
-

-
500,000
526,127
587,000
1,613,127
-
587,133
-
614,070
251,250
315,000

1,062,759
-
3,061,750
-

$
$
$

$

$
$
$
$
$
$
$

$
$
$
$

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22nd CENTURY GROUP, INC. AND SUBSIDIARIES
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS DECEMBER 31, 2012

NOTE 1. - NATURE OF BUSINESS AND SUMMARY OF SIGNIFICANT ACCOUNTING POLICIES

Introduction - These consolidated financial statements of 22nd Century Group, Inc. (“22nd Century Group”) and its direct and indirect subsidiaries 

(collectively with 22nd Century Group, the “Company”) incorporate and reflect the reverse acquisition of 22nd Century Limited, LLC (“22nd Century Ltd”) by 
22nd Century Group as described below.

On January 25, 2011, 22nd Century Ltd completed a reverse merger transaction (the “Merger”) with 22nd Century Group (formerly Touchstone Mining 
Limited). As a result, 22nd Century Ltd became a wholly owned subsidiary of 22nd Century Group which continues to operate the business of 22nd Century Ltd. 
In connection with the Merger, 22nd Century Group issued 21,434,446 shares of its common stock to the holders of limited liability company membership 
interests of 22nd Century Ltd, whose share amount represented 80.1% of the outstanding shares immediately following the Merger. All references contained 
herein to shareholders or common shares include the historical members and limited liability company membership interests of 22nd Century Ltd because, in the 
Merger, limited liability company membership interests were exchanged for common shares on a one-for-one basis and from an accounting standpoint they are 
equivalent.

The Merger is being accounted for as a reverse acquisition and a recapitalization; 22nd Century Ltd is the acquirer for accounting purposes. 

Consequently, the assets and liabilities and the historical operations that are reflected in the financial statements set forth herein for periods prior to the Merger are 
those of 22nd Century Ltd and are recorded at the historical cost basis of 22nd Century Ltd. The consolidated financial statements set forth herein for periods 
beginning on and following completion of the Merger include the assets and liabilities of 22nd Century Ltd, historical operations of 22nd Century Ltd, and 
operations of 22nd Century Group from the closing date of the Merger.

Upon the closing of the Merger, 22nd Century Group transferred all of its operating assets and liabilities to Touchstone Split Corp. and split-off 
Touchstone Split Corp. through the sale of all of the outstanding capital stock of Touchstone Split Corp. (the “Split-Off”). After the completion of the Merger and 
Split Off, 22nd Century Group’s consolidated financial statements include only the assets and liabilities of 22nd Century Ltd.

Immediately prior to the Merger on January 25, 2011, 22nd Century Ltd completed a private placement offering (the “Private Placement”) of 5,434,446 

securities (the “PPO Securities”) at the purchase price of $1.00 per Unit, each such Unit consisting of one (1) limited liability company membership interest of 
22nd Century Ltd and a five-year warrant to purchase one-half of one (1/2) limited liability company membership interest of 22nd Century Ltd with an original 
exercise price of $1.50 per full membership interest (subject to adjustment). In connection with the Private Placement, 22nd Century Ltd approved a pro rata 
distribution of 5,000,000 five-year warrants to purchase one limited liability company membership interest at an original exercise price of $3.00 (subject to 
adjustment). These warrants were valued at $1,550,000 and classified as liabilities resulting in a decrease to contributed capital. Private Placement proceeds 
included $614,070 from the conversion of 22nd Century Ltd indebtedness into PPO Securities and $395,376 from the conversion of placement agent fees into 
PPO Securities, resulting in gross cash proceeds of $4,425,000.  Private Placement expenses incurred included cash expenses of approximately $1,025,000 and 
non-cash expenses consisting of the placement agent fees of $395,376 which were converted into PPO Securities and $390,000 for the estimated fair value of 
934,755 placement agent and advisor warrants issued to the placement agent. An additional $167,820 of cost was incurred in the second and third quarters of 
2011 in connection with the registration process for the common stock issued in the Private Placement. 22nd Century Ltd/Group received net cash proceeds of 
approximately $3.2 million from the Private Placement and a reduction of debt and accrued interest obligations to shareholders that were on the balance sheet at 
December 31, 2010 of approximately $614,000, which was exchanged for equity interests in the offering. A portion of the proceeds, amounting to $1,511,750, 
was allocated to the warrants issued and classified as derivative liabilities.

Nature of Business - 22nd Century Ltd, 22nd Century Group’s wholly-owned subsidiary, is a plant biotechnology company specializing in technology 

that allows for the level of nicotine and other nicotinic alkaloids (e.g., nornicotine, anatabine and anabasine) in tobacco plants to be decreased or increased 
through genetic engineering and plant breeding. The Company owns or exclusively controls 107 issued patents in 78 countries plus an additional 39 pending 
patent applications. Hercules Pharmaceuticals, LLC (“Hercules Pharmaceuticals”) and Goodrich Tobacco Company, LLC (“Goodrich Tobacco”) are subsidiaries 
of 22nd Century Ltd and are business units for the Company’s (i) smoking cessation product and (ii) premium cigarettes and potential modified risk tobacco 
products, respectively.

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Principles of Consolidation - The accompanying consolidated financial statements include the accounts of 22nd Century Group, its wholly owned 

subsidiary, 22nd Century Ltd, and 22nd Century Ltd’s wholly owned subsidiaries, Hercules Pharmaceuticals and Goodrich Tobacco. In May 2012, 22nd Century 
Ltd acquired from an employee the non-controlling membership units of Goodrich Tobacco that it did not own so that Goodrich Tobacco became a wholly owned 
subsidiary. All intercompany accounts and transactions have been eliminated.

Reclassifications - Certain items in the 2011 financial statements have been reclassified to conform to the 2012 classification.

Preferred stock authorized - the authorization is for “blank check” preferred stock, which could be issued with voting, liquidation, dividend and other 

rights superior to our common stock. Subsequent to year end, the Company designated the rights of and issued 2,500 shares of Series A-1 Preferred Stock.

Inventory - Inventories are valued at the lower of cost or market. Cost is determined on the first-in, first-out (FIFO) method. Inventories are evaluated to 

determine whether any amounts are not recoverable based on slow moving or obsolete condition and are written off or reserved as appropriate. As of December 
31, 2012 and 2011, the Company’s inventory consisted of raw materials, mainly cigarette tobacco.

Intangible Assets - Intangible assets are recorded at cost and consist primarily of expenditures incurred with third parties related to the processing of 
patent claims and trademarks with government authorities. The Company also capitalized costs as a result of one of its exclusively licensed patent applications 
being subject to an interference proceeding invoked by the U.S. Patent and Trademark Office, which favorably resulted in the Company obtaining rights to a third 
party’s issued patent. These capitalized costs are amortized using the straight-line method over the remaining statutory life of the Company’s primary patent 
family, which expires in 2019 (the assets’ estimated lives). Periodic maintenance or renewal fees, which are generally due on an annual basis, are expensed as 
incurred. Annual minimum license fees are charged to expense in the year the licenses are effective. Total patent and trademark costs capitalized and accumulated 
amortization amounted to $2,226,586 and $873,282, respectively, as of December 31, 2012 ($2,063,812 and $676,708, respectively, as of December 31, 2011). 
The estimated annual amortization expense for each of the next five years is approximately $208,000.

Impairment of Long-Lived Assets - The Company reviews the carrying value of its amortizing long-lived assets whenever events or changes in 

circumstances indicate that the historical cost-carrying value of an asset may no longer be recoverable. The Company assesses recoverability of the asset by 
estimating the future undiscounted net cash flows expected to result from the asset, including eventual disposition. If the estimated future undiscounted net cash 
flows are less than the carrying value of the asset, an impairment loss is recorded equal to the difference between the asset’s carrying value and its fair value. 
There was no impairment loss recorded during the year ended December 31, 2012 or 2011.

Deferred Debt Issuance Costs - The Company incurred costs related to a private placement of convertible notes that closed on December 14, 2011 

(“Convertible Notes”). These costs were recorded in the balance sheet as a deferred charge and are being amortized over the term (including extension) of the 
Convertible Notes. The unamortized balance at December 31, 2012 is $4,232 ($22,405 as of December 31, 2011) is expected to be fully amortized during 2013. 
Amortization expense for the year ended December 31, 2012 and 2011 amounted to $18,173 and $1,095, respectively.

Income Taxes - Prior to the Merger, the Company was treated as a partnership for federal and state income tax purposes. As a result, there was no entity 

level income tax for periods prior to the Merger because all taxable income tax deductions and tax credits were passed through to the members of the Company. 
Following the Merger on January 25, 2011, the Company is treated as a corporation, subject to federal and state income taxes. Accordingly, as of the Merger date 
the Company is required to recognize deferred tax assets and liabilities for any basis differences in its assets and liabilities between tax and GAAP reporting, and 
for operating loss and credit carry-forwards. The net deferred tax asset resulting from the change in tax status was approximately $300,000.

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In light of the Company’s history of cumulative losses management has determined that is it more likely than not that its net deferred tax asset will not 

be realized. Accordingly the Company established a valuation allowance to fully offset its net deferred tax asset as of December 31, 2012 and, 2011.

Stock Based Compensation - The Company uses a fair-value based method to determine compensation for all arrangements under which Company 

employees and others receive shares, options or warrants to purchase common shares of 22nd Century Group. Stock based compensation expense is recorded over 
the requisite service period based on estimates of probability and time of achieving milestones and vesting. For accounting purposes, the shares will be considered 
issued and outstanding upon vesting.

Debt Discounts - Original issue discount (“OID”) is recorded equal to the difference between the cash proceeds, after allocation to warrants issued or 

issuable upon payment of the debt, and the face value of the debt when issued and amortized as interest expense during the term of the debt.

When the convertible feature of the conventional convertible debt is issued, the embedded conversion feature is evaluated to determine if bifurcation and 
derivative treatment is required and whether there is a beneficial conversion feature. When the convertible debt provides for an effective rate of conversion that is 
below market value, this feature is characterized as a beneficial conversion feature (“BCF"). Prior to the determination of the BCF, the proceeds from the debt 
instrument were first allocated between the convertible debt and any embedded or detachable free standing instruments that are included, such as common stock 
warrants. The proceeds allocated to any warrants are recorded as a debt discount.

For the convertible notes, bifurcation of the embedded conversion feature was not required and the Company recorded the OID and the BCF related to 

these convertible notes as a debt discount and recorded the convertible notes net of the discount related to both the OID and the BCF. The debt discount is 
amortized to interest expense over the life of the debt. In the case of any conversion prior to the maturity date there will be an unamortized amount of debt 
discount that relates to such conversion. The pro rata amount of unamortized discount at the time of such conversion is charged to interest expense as accelerated 
amortization of the discount. The fair value of warrants issued at the time of conversion is recorded as a reduction of the amount applied to the common stock 
issued in the conversion and to the extent that the fair value of warrants exceeds the carrying value of the debt a charge to interest expense results for such excess 
amount.

Other income - therapeutic grant - In 2010, 22nd Century Ltd received approval of a government grant as partial support for its clinical trial for the U.S. 

Food and Drug Administration (“FDA”). All costs associated with this grant were charged to research and development expense and the entire grant income of 
$223,540 was fully recognized in 2011 and included in other income on the statement of operations. 

Revenue Recognition - The Company recognizes revenue at the point the product is shipped to a customer and title has transferred. Revenue from the 

sale of the Company’s products is recognized net of cash discounts, sales returns and allowances. Cigarette federal excise taxes are included in net sales and 
accounts receivable billed to customers, except on sales of SPECTRUM research cigarettes and exported cigarettes in which such taxes do not apply.

The Company was chosen to be a subcontractor for a 5-year government contract between RTI International (“RTI”) and the National Institute on Drug 

Abuse (“NIDA”) to supply NIDA research cigarettes which includes four development stages. These government research cigarettes are distributed under the 
Company’s mark SPECTRUM. The Company completed the four developmental stages and delivered approximately 9 million SPECTRUM research cigarettes 
during the year ended December 31, 2011 and recognized the related revenue of $772,990. The Company delivered an additional 2.7 million SPECTRUM
research cigarettes in 2012 and recognized the related revenue of $15,683. Future revenue under this arrangement is expected to be related to the delivery of 
SPECTRUM and will be recognized at the point the product is shipped and title has transferred.

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Derivatives - We do not use derivative instruments to hedge exposures to cash flow, market or foreign currency risks. We evaluate all of our financial 

instruments to determine if such instruments are derivatives or contain features that qualify as embedded derivatives. For derivative financial instruments that are 
accounted for as liabilities, the derivative instrument is initially recorded at its fair market value and then is revalued at each reporting date, with changes in fair 
value reported in the consolidated statement of operations. The methodology for valuing our outstanding warrants classified as derivative instruments utilizes a 
lattice model approach which includes probability weighted estimates of future events including volatility of our common stock. The classification of derivative 
instruments, including whether such instruments should be recorded as liabilities or equity, is evaluated at the end of each reporting period. Derivative instrument 
liabilities are classified in the balance sheet as current or non-current based on whether or not net-cash settlement of the derivative instrument could be required 
within twelve months of the balance sheet date.

Research and Development - Research and development costs are expensed as incurred.

Loss Per Common Share - Basic loss per common share is computed using the weighted-average number of common shares outstanding. Diluted loss 
per share is computed assuming conversion of all potentially dilutive securities. Potential common shares outstanding are excluded from the computation if their 
effect is anti-dilutive.

Commitment and Contingency Accounting - The Company evaluates each commitment and/or contingency in accordance with the accounting 
standards, which state that if the item is more likely than not to become a direct liability, then the Company will record the liability in the financial statements. If 
not, the Company will disclose any material commitments or contingencies that may arise.

Use of Estimates - The preparation of financial statements in conformity with accounting principles generally accepted in the United States requires 

management to make estimates and assumptions that affect the reported amounts of assets and liabilities and disclosure of contingent assets and liabilities at the 
date of the financial statements and the reported amounts of income and expenses during the reporting period. Actual results could differ from those estimates.

Fair Value of Financial Instruments - Financial instruments include cash, receivables, accounts payable, accrued expenses, notes payable, convertible 

notes payable and warrant liability.  Other than warrant liabilities and convertible notes payable, fair value is assumed to approximate carrying values for these 
financial instruments, since they are short term in nature, they are receivable or payable on demand, or had stated interest rates that approximate the interest rates 
available to the Company as of the reporting date. The convertible notes payable are recorded at their face amount, net of unamortized discounts for original issue 
discounts and beneficial conversion features. At December 31, 2011, the fair value was assumed to approximate the face value since the shares and warrants that 
the notes were convertible into had a value less than the face amount and the notes were short-term in nature and had rates that approximate the rates available to 
the Company. As of December 31, 2012, the fair value of the convertible notes with a face amount of approximately $1,750,000 had an estimated fair value of 
approximately $2.8 million based on the underlying value of the shares and warrants that the notes can be converted into. Since the underlying shares are trading 
in an active, observable market, the fair value measurement qualifies as a Level 1 input and the warrants are measured with Level 3 inputs. The determination of 
the fair value of the warrant liabilities is disclosed in Note 10.  

NOTE 2. - LIQUIDITY AND MANAGEMENT’S PLANS

Since 2006, 22nd Century Ltd has incurred substantial operating losses as it transitioned from being solely a licensor of its proprietary technology and 

tobaccos to commercializing its own tobacco products. At December 31, 2012, the Company had current assets of $1,281,305 and current liabilities of 
$4,602,948. Cash on hand at December 31, 2012 of $188 is insufficient to sustain operations and pay outstanding current liabilities as they become due. The 
Company has suspended clinical trials for X-22 in order to reduce expenditures and is seeking licensing agreements for its products with both domestic and 
international businesses. The Company’s Board of Directors authorized management to seek additional financing involving equity securities which will be 
dilutive to 22nd Century Group’s existing shareholders’ respective ownership percentages. 

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Goodrich Tobacco continues to explore having its RED SUN, MAGIC and SPECTRUM brands produced by an alternative contract manufacturer that is 

a participating manufacturer to the MSA. In parallel to these efforts, in January 2013 Goodrich Tobacco applied to the Alcohol and Tobacco Tax Trade Bureau 
(“TTB”) for a federal permit to manufacture its own tobacco products. Being a federally licensed tobacco product manufacturer is a primary requirement of 
becoming a participating manufacturer of the MSA. On February 26, 2013, Goodrich Tobacco applied to the NAAG to become a participating manufacturer to 
the MSA. Both of these measures, if approved by the TTB and NAAG, will greatly facilitate the sales and distribution potential of RED SUN and MAGIC. To 
facilitate Goodrich Tobacco becoming a participating manufacturer of the MSA, sales and marketing of these products have been curtailed, especially in 2012 
because the more RED SUN and MAGIC that is sold while being produced by a non-participating manufacturer, the greater settlement cost Goodrich Tobacco 
likely has to pay to become a participating manufacturer of the MSA. The Company expects its cigarette factory start up costs to be approximately $250,000 and 
it plans to lease a portion of the machinery required. The costs associated with the MSA settlement are expected to be less than $40,000.

Subsequent to December 31, 2012, the Company realized net proceeds of approximately $2.125 million through the sale of preferred shares and 
convertible notes with a carrying value at December 31, 2012 of approximately $1.41 million were converted into common stock and warrants. While these steps 
significantly improved the Company’s financial position, it will need additional financing or one or more significant licensing arrangements for its products in 
order to complete the cash requirements to fund operations and meet its obligations during 2013. There can be no assurance that the Company will be able to raise 
sufficient financing or obtain a significant licensing contract. The financial statements do not include any adjustments that might result from this uncertainty.

NOTE 3. - MAY and NOVEMBER 2012 PRIVATE PLACEMENT

On May 15, 2012 the Company issued 1,710,833 shares of its common stock and warrants to purchase up to 1,710,833 shares of its common stock for 

total consideration of $1,026,500 consisting of: $786,500 in cash, cancellation by a vendor of $150,000 in accounts payable and the exchange by an employee of 
his 4% minority interest in Goodrich Tobacco for stock and warrants valued at $90,000 in the offering. The warrants issued have an original exercise price of 
$1.00 per share, a five year term and a “down round provision,” which results in the warrants being classified and reported as derivative liabilities for accounting 
purposes, and marked to market at each balance sheet date. At the date of issuance of these warrants the value was estimated to be $1,841,000 which exceeded the 
total consideration received in the offering by $814,500 resulting in an immediate charge to other income and expense - warrant liability - net for this amount. 
This private placement constituted a “down round” for purposes of all previously issued warrants and the December 14, 2011 Convertible Notes and resulted in 
adjustments to the exercise price, conversion price and the number of shares issuable upon exercise or conversion of these previously issued securities. Three 
executive officers of the Company acquired 44,000 shares and warrants for $26,400 in cash.

On November 9, 2012 the Company issued 3,238,000 shares of its common stock and warrants to purchase up to 1,619,000 shares of its common stock 

for total consideration of $809,500 consisting of: $681,000 in cash, cancellation by vendors of $98,500 in accounts payable and cancellation of $30,000 in 
directors fees owed to two directors. The warrants issued have an original exercise price of $1.00 per share, a five year term and a “down round provision,” which 
results in the warrants being classified and reported as derivative liabilities for accounting purposes, and marked to market at each balance sheet date. At the date 
of issuance of these warrants the value was estimated to be $353,747 which reduced the amount recorded to additional paid in capital. This private placement 
constituted a “down round” for purposes of all previously issued warrants and the December 14, 2011 Convertible Notes and resulted in adjustments to the 
exercise price, conversion price and the number of shares issuable upon exercise or conversion of these previously issued securities. Two executive officers of the 
Company acquired 1,080,000 shares and 540,000 warrants for $270,000 in cash. Two directors of the Company acquired 120,000 shares and 60,000 warrants in 
lieu of payment of $30,000 of director fees.

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NOTE 4. - AMOUNTS OWED NORTH CAROLINA STATE UNIVERSITY (“NCSU”)

Pursuant to the terms of an exclusive license agreement with NCSU, the Company owes NCSU approximately $873,000 as of December 31, 2012 for 

patent costs and license fees (as compared to $753,000 owed as of December 31, 2011). These amounts are included in accounts payable and accrued liabilities in 
the consolidated balance sheets. The Company was required to pay these amounts within thirty days of being invoiced and they are past due. NCSU has the right 
to claim interest on the balance. Management periodically communicates its plans for commercialization of products using the technology licensed from NCSU 
and believes its relations with NCSU are sound. As of December 31, 2012, NCSU may have had the right to terminate the exclusive license agreement, but could 
only do so with a 60-day prior written notice, including the opportunity to cure within this timeframe. As of December 31, 2012, patent costs associated with the 
exclusive license agreements that could potentially be terminated had a carrying value of approximately $700,000. Additionally, NCSU has not imposed interest 
charges on past due amounts invoiced to the Company and as such the Company has not recorded accrued interest or interest expense. 

As of March 7, 2013, the Company was in full compliance with the NCSU license agreement. Since December 31, 2012, the Company paid NCSU 

$400,000 and issued a note dated February 1, 2013 for $474,893; the note is unsecured, bears interest at 5% per annum and matures the earlier of October 1, 2013 
or the closing of an in licensing agreement with up front proceeds of at least $1.5 million. NCSU also agreed not to invoke any rights to terminate the Company’s 
license agreement for nonpayment or nonperformance, if any, until October 1, 2013.

NOTE 5. - DEMAND BANK LOAN

The demand loan that is among the Company’s short term liabilities is payable to a commercial bank under a revolving credit agreement and is 

guaranteed by a shareholder of the Company. This loan had a balance of $174,925 at December 31, 2012 and 2011. The Company is  required to pay interest 
monthly at an annual rate of 0.75% above the prime rate, or 4.00% at December 31, 2012 and 2011. The Company is current in meeting this interest payment 
obligation. The terms of the demand loan includes an annual “clean-up” provision, which requires the Company to repay all principal amounts outstanding for a 
period of 30 consecutive days every year. The Company has not complied with this requirement; however, the bank has not demanded payment. The bank has a 
lien on all the Company’s assets.

NOTE 6. - NOTES PAYABLE

Notes payable consisted of the following as of:

Notes date September 15 and October 15, 2009
Note dated March 31, 2011
Note dated January 25, 2011
Note dated March 30, 2011
Notes dated March 22, 2012 and April 13, 2012

Less long term portion of notes payable
Notes Payable (shown in current liabilities)

December 31, December 31,

2012

2011

$

$

-
77,000
140,000
350,000
50,000
617,000
-
617,000

$

$

25,000
87,000
140,000
350,000
-
602,000
(177,000)
425,000

Notes Dated September 15 and October 15, 2009 (unsecured) - On September 15, 2009 and October 15, 2009, the Company issued two notes payable 

to the same related party in the amounts of $15,000 and $10,000, respectively. The notes were fully paid in June 2012 together with accrued interest at 10% since 
issuance.

Note Dated January 25, 2011(unsecured) - On January 25, 2011, the Company issued a note for $140,000 to a shareholder as satisfaction of the balance 

due for principal and interest on matured notes that were not paid in cash or converted to common stock of 22nd Century Group and warrants to purchase shares 
of common stock of 22nd Century Group. The note bears interest at 12% and is due on July 1, 2013 together with accrued interest.

Note Dated March 31, 2011(unsecured) - On March 31, 2011, the Company issued a note to a vendor in the original amount of $237,000 as satisfaction 

of past due invoices previously recorded by the Company in accounts payable. The note bears interest at an annual rate of 9%. In December 2011 the note was 
amended and the principal was reduced by a cash payment of $50,000 and $100,000 of the note was exchanged for $115,000 of a portion of the Convertible 
Notes issued December 14, 2011 so that the remaining principal balance under the note was $87,000 as of December 31, 2011. The note amendment also 
provided for principal payments together with accrued interest to be due as follows: $50,000 on May 1, 2012 and $37,000 on January 1, 2013, the maturity date. 
The Company made only $10,000 of the May 1, 2012 principal installment, leaving a remaining balance of $77,000 as of December 31, 2012. On January 18, 
2013 the note was paid in full together with accrued interest.

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Note Dated March 30, 2011(unsecured) - On March 30, 2011, the Company issued a note to a vendor in the amount of $350,000 as satisfaction of past 
due invoices previously recorded by the Company in accounts payable. The note bears interest at an annual rate of 4%. Principal and accrued interest, which were 
due on July 1, 2012 have not been paid as of December 31, 2012. The outstanding principal on this note was $350,000 as of December 31, 2012 and 2011. In 
January 2013 the Company repaid $175,000 of note principal and all accrued interest; the balance of $175,000 was replaced by a new note which is unsecured, 
bears interest at 5% and matures July 1, 2014 or sooner if the Company receives license revenue or financing of at least $1,500,000 prior to maturity.

Notes Dated March 22, 2012 and April 13, 2012 (secured) - On March 22, 2012 and April 13, 2012, the Company issued two notes in the amount of 

$25,000 each. The notes bear interest at an annual rate of 15%. Principal and accrued interest, originally due on October 1, 2012, were paid in full on January 22, 
2013. As of December 31, 2012, the outstanding principal on these notes is $50,000. The notes were secured by all assets of the Company and its subsidiaries. An 
officer of the Company is the managing member of the lender. On January 22, 2013 both notes were paid in full together with accrued interest.

NOTE 7. - CONVERTIBLE NOTES

ISSUED DECEMBER 14, 2011 

The Company issued Convertible Notes on December 14, 2011 in a negotiated sale with 24 investors in the total face amount of $1,926,250. The 
Convertible Notes were sold for $1,675,000 - an original issue discount (OID) of $251,250. The Convertible Notes do not bear interest and the total face amount 
was due December 14, 2012. The Convertible Notes can be converted, at the option of each holder, in whole or in part, into shares of the Company’s common 
stock at an original conversion price of $0.75 per share at which time the holder shall also receive warrants equal to 120% of the number of shares of Company 
common stock into which such Convertible Notes have been then converted. Such warrants will have a term of five years and an exercise price of $1.50 per share 
of common stock. The Company can also force the investors to decide whether to convert by sending a 15-day written notice in which each investor is forced to 
decide whether to convert or get repaid. The Company had the right to mandatorily require the conversion of the Convertible Notes in the event the Company 
engaged in a subsequent financing transaction of at least $5,000,000 in shares of Company’s common stock with a sale price equal to or greater than $0.80 per 
share or debt securities which are convertible into shares of Company common stock with a conversion price equal to or greater than $0.80 per share of common 
stock. Also, in the event of a subsequent financing transaction of at least $5,000,000, the note holders have “piggyback’ registration rights of the common shares 
and warrants underlying the conversion of the Convertible Notes. The Convertible Notes contain “down round” provisions which provide for adjustments to the 
conversion price if the Company issues shares of common stock of 22nd Century Group at a price that is less than the exercise price. The conversion feature was 
not considered to be a derivative because it does not have a net cash settlement provision as a result of the limited market and trading activity for the underlying 
stock. To the extent the Convertible Notes are converted, the warrants issued at conversion have a “down round provision” and will be classified as derivatives for 
accounting purposes, which (similarly to the January 25, 2011 Warrants) means they are reported as a liability and marked to market at each balance sheet date.  

The Company’s common stock closed at $0.90 per share on December 14, 2011, which is greater than the portion of the conversion price under the 

Convertible Notes allocated to the underlying common shares. This difference is a beneficial conversion feature (BCF) which was valued at $1,062,758 at the 
issue date and recorded as debt discount and additional paid in capital. This BCF was amortized over the one year life of the Convertible Notes. 

During the years ended December 31, 2012 and 2011, $1,284,363 and $29,645, respectively, of the debt discount was amortized and recorded as interest 

expense related to the OID and BCF discounts, leaving $0 of unamortized debt discount as of December 31, 2012 ($1,284,363 as of December 31, 2011).

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Three of the Company’s executive officers at the time of issuance acquired a portion of the Convertible Notes - with a face value of $368,000 for cash of 

$105,000 and conversion of $215,000 short term unsecured 12% notes issued by the Company earlier in 2011.

During the year ended December 31, 2012 notes with a face amount of $120,750 (carrying value at time of conversion of approximately $55,000, net of 

unamortized discount) were converted into 161,494 shares of common stock and warrants to purchase 193,793 shares of common stock. As a result of the 
conversion, the unamortized portion of the debt discount amounting to approximately $66,000 was immediately charged to interest and a derivative warrant 
liability valued at approximately $152,000 was recorded.  The difference in the warrant value and debt relieved amounting to approximately $31,000 was also 
charged to interest expense. Included in note conversions during the year ended December 31, 2012 was a note converted by an officer with a face amount of 
$86,250 converted into 115,000 shares of common stock and warrants to purchase 138,000 shares of common stock.

All of the Convertible Notes issued on December 14, 2011 have been either converted or paid off in full subsequent to December 31, 2012. At December 

31, 2012 notes with a total face and carrying value of $1,805,500 remained outstanding; of this amount $1,523,750 were extended, by agreement with the note 
holders, to April 14, 2013 at 15% interest per annum. From January 1, 2013 to February 6, 2013, $1,408,750 of the notes (together with accrued interest), with an 
adjusted conversion price of $0.7004 were converted into 2,035,720 shares of common stock and five-year warrants to purchase 2,662,769 shares of common 
stock at $1.50 per share; the Company discharged the remaining note principal of $396,750 by payment in cash of $339,250 and issuing a new note of $57,500 
maturing in August 2013. A $247,250 note held by an executive officer and another note of $30,000 were discharged through payments in cash. Subsequent to 
this repayment, the Company issued a promissory note to the executive officer in the amount of $150,000, with 15% interest per annum and maturing on July 1, 
2013. A third note of $115,000 plus interest was discharged through a payment of $58,340 in conjunction with a new note being issued for the same amount. In 
connection with the issuance of preferred shares in January 2013, the note holders entered into a lock-up agreement with the Company which limits their ability to 
sell any of the shares received as a result of the conversion of the notes and received additional warrants (five year term at $1.50 exercise price) to purchase 
239,900 shares of common stock.

ISSUED AUGUST 9, 2012 

The Company issued convertible notes on August 9, 2012 in a negotiated sale with 4 investors in the total face amount of $222,600. The convertible 

notes were sold for $210,000 - an original issue discount (OID) of $12,600. The convertible notes do not bear interest and the total face amount is due August 9, 
2013 together with warrants equal to 50% of the number of shares of Company common stock into which such convertible notes could have been converted. 
These warrants were valued at $92,750 and represent additional debt discount and warrant liability. The convertible notes can be converted, at the option of each 
holder, in whole or in part, into shares of the Company’s common stock at $0.60 per share at which time the holder shall also receive warrants equal to 100% of 
the number of shares of Company common stock into which such convertible notes have been then converted. Additional warrants issued as a result of conversion 
will be valued and recorded as a warrant liability at that time and will reduce the equity recorded as a result of the conversion. In the event the warrant value 
exceeds the amount of equity, an immediate charge to other expense will be recorded. The warrants issued upon conversion or maturity will have a term of five 
years and an exercise price of $1.00 per share of common stock. The conversion feature was not considered to be a derivative because it does not have a net cash 
settlement provision as a result of the limited market and trading activity for the underlying stock. The warrants to be issued upon conversion or maturity have a 
“down round provision” and will be classified as derivatives for accounting purposes, which (similarly to previously issued Warrants) means they are reported as 
a liability and marked to market at each balance sheet date.

The Company’s common stock closed at $0.45 per share on August 9, 2012, which is greater than the portion of the conversion price under the 
convertible cotes allocated to the underlying common shares. This difference is a beneficial conversion feature (BCF) which was valued at $116,600 at the issue 
date and recorded as debt discount and additional paid in capital. This BCF is being amortized over the one year life of the convertible notes. 

During the year ended December 31, 2012, $87,654 of debt discount was amortized and recorded as interest expense related to the OID, warrant and 

BCF discounts, leaving $134,296 of unamortized debt discount as of December 31, 2012.

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The following table summarizes convertible notes and related discount.

Face value of all convertible notes payable through maturity
Less unamortized original issue discount
Less unamortized discount related to BCF
Convertible Notes, net of unamortized debt discount

Carrying value of December 14, 2011 Convertible Notes
Carrying value of August 9, 2012 convertible notes

NOTE 8. - DUE FROM RELATED PARTY

December 31,
2012

December 31,
2011

$

$

$
$

2,028,100
(63,787)
(70,509)
1,893,804

1,805,500
88,304

$

$

$
$

1,926,250
(245,582)
(1,038,782)
641,886

641,886
-

The Company has conducted transactions with a related party, Alternative Cigarettes, Inc. (“AC”). AC is entirely owned by three shareholders of the 

Company, including the CEO. AC shares office space and employee services with the Company. During the year ended December 31, 2011 the Company 
acquired its MAGIC trademark from AC for a purchase price of $22,500; other activity during the years ended December 31, 2012 and 2011 consisted mainly of 
repayments and advances. The net amount due from AC amounted to $36,969 as of December 31, 2012 ($15,491 as of December 31, 2011). No interest has been 
accrued or paid on the amount due from or to AC and there are no repayment terms.

NOTE 9. - DUE FROM OFFICERS

The amount due from officers of $3,578 at December 31, 2012 ($7,714 as of December 31, 2011) is primarily related to employee portion of FICA on 

restricted stock awards to be recovered from the employee.

NOTE 10. - WARRANTS FOR COMMON STOCK

In connection with the January 25, 2011 Private Placement and Merger, the Company issued five year warrants (“January 25, 2011 Warrants”) to 
purchase shares of common stock of 22nd Century Group. These warrants contain “down round” provisions which provide for adjustments to the exercise price if 
the Company issues common shares of stock of 22nd Century Group at a price that is less than the respective warrant exercise prices. This provision is a 
guarantee of value which requires that these warrants be classified as derivatives for accounting purposes which means they are reported as a liability and marked 
to market at each balance sheet date. As a result of the equity securities issued during 2012, the “down round provision” of the January 25, 2011 Warrants was 
triggered and the adjusted warrants now outstanding are: 5,482,055 with an exercise price of $2.73 per share and 3,947,232 with an exercise price of $1.39 per 
share. The original amount of the warrant liability related to the 5,482,055 warrants was $1,550,000 and was recorded as a reduction of equity on January 25, 
2011; the original amount of the warrant liability related to the 3,947,232 warrants is $1,511,750, and, because it was recorded as a liability, the portion of 
proceeds from the Private Placement that was recorded as contributed capital was reduced accordingly. As a result of equity securities issued subsequent to 
December 31, 2012 there are 4,010,519 warrants with an exercise price of $1.37 per share and 5,615,454 warrants with an exercise price of $2.67 per share 
outstanding.

As a result of the equity securities issued during 2012, 193,200 warrants issued upon partial conversion of the December 14, 2011 Convertible Notes 
now amount to 213,638 five year warrants with an exercise price of $1.36 per share because these warrants include “down round provisions” and resulted in a 
derivative liability upon issuance of approximately $152,000. All 213,638 of these warrants are outstanding as of December 31, 2012. As a result of equity 
securities issued subsequent to December 31, 2012 there are now 236,456 warrants outstanding with an exercise price of $1.23 per share.

As a result of the equity securities issued during the second half of 2012, 1,710,833 warrants to purchase common stock issued in the May 2012 private 

placement now amount to 1,710,833 five year warrants with an exercise price of $0.60 per share because these warrants include “down round provisions” and 
resulted in a derivative liability upon issuance of approximately $1,841,000. All 1,710,833 of these warrants are outstanding as of December 31, 2012.

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The convertible notes issued in August 2012 require the Company to issue at least 185,500 warrants ($1.00 per share five year term) and resulted in a 

derivative liability upon issuance of the notes of approximately $92,750.

All 1,619,000 warrants to purchase common stock issued in the November 2012 private placement (originally $1.00 per share five year term) are 

outstanding as of December 31, 2012. These warrants include “down round provisions” and resulted in a derivative liability upon issuance of approximately 
$353,747. As a result of equity securities issued subsequent to December 31, 2012 the exercise price of these warrants has been adjusted to $0.60 per share.

The Company estimates the value of warrant liability upon issuance of the warrants and at each balance sheet date using the binomial lattice model to 

allocate total enterprise value to the warrants and other securities in the Company’s capital structure. Volatility was estimated based on historical observed equity 
volatilities and implied (forward) or expected volatilities for a sample group of guideline companies and consideration of recent market trends. The following 
table is a roll-forward of the warrant liability:

Fair value of warrant liability upon issuance - January 25, 2011
Gain as a result of change in fair value
Fair value at December 31, 2011
Fair value of warrant liability upon partial conversion of December 14, 2011 Notes
Fair value of warrant liability upon issuance – May 15, 2012
Fair value of warrant liability related to minimum warrants issuable upon maturity of August 9, 2012 convertible 

notes

Fair value of warrant liability upon issuance – November 9, 2012
Loss as a result of change in fair value
Fair value at December 31, 2012

$

$

3,061,750
(2,511,750)
550,000
152,100
1,841,000

92,750
353,747
1,183,543
4,173,140

The aggregate net loss on warrant liabilities for the year ended December 31, 2012 amounted to $1,183,543 and is included in other income and expense 

as part of “warrant liability-net” in the accompanying consolidated statement of operations. The amount for the year ended December 31, 2012 also includes a 
charge to other expense as a result of warrant liabilities issued in connection with the May private placement in excess of the proceeds raised in the amount of 
$814,500.

ASC 820 - “Fair Value Measurements and Disclosures” establishes a valuation hierarchy for disclosure of the inputs to valuation used to measure fair 

value. This hierarchy prioritizes the inputs into three broad levels as follows:

(cid:120)
(cid:120)

(cid:120)

Level 1 inputs are quoted prices (unadjusted) in active markets for identical assets or liabilities.
Level 2 inputs are quoted prices for similar assets and liabilities in active markets or inputs that are observable for the asset or liability, either directly or 
indirectly through market corroboration, for substantially the full term of the financial instrument.
Level 3 inputs are unobservable inputs based on the Company’s own assumptions used to measure assets and liabilities at fair value.

A financial asset or liability’s classification within the hierarchy is determined based on the lowest level input that is significant to the fair value 

measurement. The warrant liability is measured at fair value using certain estimated factors such as volatility and probability which are classified within Level 3 
of the valuation hierarchy. Significant unobservable inputs are used in the fair value measurement of the Company’s derivative warrant liabilities include 
volatility. Significant increases (decreases) in the volatility input would result in a significantly higher (lower) fair value measurement.

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The following table summarizes the warrant activity since December 31, 2010:

Warrants outstanding at December 31, 2010
January 25, 2011 Warrants issued
Warrants exercised during 2011
Warrants outstanding at December 31, 2011
Warrants issued
Additional warrants due to anti-dilution provisions
Warrants exercised during 2012
Warrants outstanding at December 31, 2012

NOTE 11. - COMMITMENTS

Number of Warrants

-
8,668,701
-
8,668,701
3,523,033
780,930
-
12,972,664

License Agreements - Under its exclusive license agreement with NCSU, the Company is required to pay minimum annual royalty payments, which are 

credited against running royalties on sales of licensed products. The annual minimum royalty for 2013 is $75,000, and in 2016 the annual minimum royalty 
increases to $225,000. The license agreement continues through the life of the last-to-expire patent, which is expected to be 2022. These minimum royalty 
payments are due each February following the end of the applicable calendar year and are reduced by any running royalties paid or payable for that year. The 
agreement also requires a milestone payment of $150,000 upon FDA approval of a product that uses the NCSU licensed technology. The Company is also 
responsible for reimbursing NCSU for actual third-party patent costs incurred. These costs vary from year to year and the Company has certain rights to direct the 
activities that result in these costs. During the year ended December 31, 2012, the costs incurred related to patent costs and patent maintenance amounted to 
$104,558 ($93,343 during the year ended December 31, 2011).

The Company has two other exclusive license agreements which require aggregate annual license fees of approximately $65,000, which are credited 

against running royalties on sales of licensed products. Each license agreement continues through the life of the last-to-expire patent.

The Company entered into a three year lease for approximately 3,800 square feet of office space in Clarence, NY, which commenced September 1, 2011. 

Scheduled rent remaining as of December 31, 2012 is as follows:

2013
2014

$
$

37,833
28,000

NOTE 12. - EARNINGS PER COMMON SHARE

The following table sets forth the computation of basic and diluted earnings per common share for the year ended December 31, 2012 and 2011:

Net loss attributed to common shareholders

December 31, December 31,

2012

2011

$

(6,735,281) $

(1,353,903)

Denominator for basic earnings per share-weighted average shares outstanding

30,419,556

26,391,204

Effect of dilutive securities:

Warrants, restricted stock and options outstanding

-

-

Denominator for diluted earnings per common share - weighted average shares adjusted for dilutive securities

30,419,556

26,391,204

Income (loss) per common share - basic

Income (loss) per common share- diluted

$

$

(0.22) $

(0.05)

(0.22) $

(0.05)

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Securities  outstanding  that  were  excluded  from  the  computation  of  earnings  per  share  for  the  year ended  December  31,  2012  and  2011  because  they

would have been anti-dilutive are as follows:

Warrants
Convertible Debt Issued December 14, 2011 (number of shares including related warrants upon conversion of 

12,972,664

8,668,701

December 31, December 31,

2012

2011

3,061,034)

Convertible Debt Issued August 9, 2012 (number of shares including related warrants upon conversion of 

371,000)

Restricted Stock
Options

NOTE 13. - STOCK BASED COMPENSATION

4,706,782

742,000
550,000
465,000
19,436,446

-

-
700,000
35,000
9,403,701

On October 21, 2010, the Company established the 2010 Equity Incentive Plan (“EIP”) for officers, employees, directors, consultants and advisors to the 

Company and its affiliates, consisting of 4,250,000 shares of common stock. The EIP has a term of ten years and is administered by our Board of Directors 
(“Board”) or a committee to be established by our Board (the “Administrator”), to determine the various types of incentive awards that may be granted to 
recipients under this plan and the number of shares of common stock to underlie each such award under the EIP. On March 30, 2011, the Company filed a Form 
S-8 registration statement with the SEC to register all of the shares of common stock of 22nd Century Group that it may issue under the EIP. 

For year ended December 31, 2012, the Company recorded compensation expense related to restricted stock and stock option awards of $732,209 
($376,437 for the year ended December 31, 2011), which included two awards during 2012 for 550,000 restricted shares that vested immediately and were valued 
at the closing price on the award date.

As of December 31, 2012, unrecognized compensation expense related to non-vested restricted shares and stock options amounted to approximately 

$100,000, which is expected to be recognized approximately as follows: $70,000 during 2013 and $30,000 during 2014. No expense was recorded for restricted 
stock grants with milestone vesting not considered probable, which had a fair value at grant date of $51,000.

The fair value of each option grant is estimated on the date of grant using the Black-Scholes option-pricing model. The following assumptions were used 

for the years ended December 31, 2012 and 2011:

Risk-free interest rate
Expected dividend yield
Expected stock price volatility
Expected life of options

2012

2011

1.71%
0%
90%

3.50%
0%
90%

10 years

10 years

The Company estimated the expected volatility based on data used by peer group of public companies. The expected term was estimated using the 

contract life of the option. The risk-free interest rate assumption was determined using the equivalent U.S. Treasury bonds yield over the expected term. The 
Company has never paid any cash dividends and does not anticipate paying any cash dividends in the foreseeable future. Therefore, the Company assumed an 
expected dividend yield of zero.

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A summary of all stock option activity since December 31, 2010 is as follows:

Outstanding at December 31, 2010

Granted
Forfeited

Outstanding at December 31, 2011

Granted
Forfeited

Outstanding at December 31, 2012

Exercisable at December 31, 2012

Weighted
Average
Exercise
Price

Weighted
Average
Remaining
Contractual
Term

Aggregate
Intrinsic
Value

-
1.20
-
1.20
0.65
0.69
0.69

0.69

9.33 years

9.32 years

$

$

42,400

39,700

Number of 
Options

-
$
35,000
$
-
$
35,000
$
$
455,000
(25,000) $
$
465,000

395,000

$

The weighted average grant date fair value of options issued in 2012 was $0.56 ($1.04 – 2011). The total fair value of options that vested during 2012 amounted 
to $242,160 ($0 – 2011).

NOTE 14 - INCOME TAXES

The following is a summary of the components giving rise to the income tax provision (benefit) for the years ended December 31, 2012 and 2011.

The provision (benefit) for income taxes consists of the following:

Current:

Federal
State

Total current
Deferred:

Federal
State
Total deferred
Change in valuation allowance

2012

2011

$

$

-
-
-

(1,370,382)
(308,039)
(1,678,421)
1,678,421
-

$

$

-
-

(1,284,145)
(288,654)
(1,572,799)
1,572,799
-

The provision (benefit) for income tax varies from that which would be expected based on applying the statutory federal rate to pre-tax accounting loss as 
follows:

Statutory federal rate
Permanent items
Change in tax status
Derivative liability
State tax provision, net of federal benefit
Valuation allowance

Effective tax rate (benefit) provision

Individual components of deferred taxes consist of the following:

Deferred tax assets:

Net operating loss carryforwards
Derivative liability
Inventory reserve
Other

Deferred tax liabilities:
Prepaid expenses
Fixed assets
Patents and trademarks
Stock-based compensation
Beneficial conversion feature of convertible debt

Valuation allowance

Net deferred taxes

2012

2011

(34.0)%
2.0
0.0
10.1
(3.0)
24.9

(34.0)%
0.2
(20.8)
(6.1)
(4.7)
65.4

0.0%

0.0%

3,684,817
21,725
69,120
967
3,776,629

$

2,033,122
212,773
0
0
2,245,895

0
(2,333)
(490,882)
(28,300)
(27,277)
(548,792)
(3,227,837)

(6,838)
0
(180,795)
(81,265)
(404,198)
(673,096)
(1,572,799)

$

-

$

-

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The Company incurred a net operating loss of approximately $9,500,000 from the Merger to December 31, 2012 and this amount is being carried 

forward to future years and expires in 2031 and 2032. Due to the uncertainty of the Company’s ability to generate sufficient taxable income in the future before 
they expire, the company has recorded a valuation allowance to reduce the net deferred tax asset to zero. This NOL is included in the net deferred tax asset that 
has been fully offset by the valuation allowance.

As of December 31, 2012 the Company has a deferred tax liability of $27,277, which is based on the tax effect of the difference in basis between GAAP 
and tax purposes for the beneficial conversion feature on the convertible notes issued. This amount is originally recorded through additional paid in capital and a 
corresponding offsetting entry is made to the valuation allowance.  Any remaining balance will be considered when the Company determines that the valuation 
allowance is no longer needed in its entirety.

ASC 740 provides guidance on the financial statement recognition and measurement for uncertain income tax positions that are taken or expected to be 

taken in a company’s income tax return. The Company has no uncertain tax positions as of December 31, 2012.

The Company’s federal and state tax returns for the years ended September 30, 2011 to December 31, 2012 are currently open to audit under the statutes 

of limitations. There are no pending audits as of December 31, 2012.

NOTE 15. - SUBSEQUENT EVENTS

On January 11, 2013, the Company sold 2,500 shares of newly created Series A-1 10% Convertible Preferred Stock (the “Series A-1 Preferred Stock”) 
and warrants for $2.5 million. Net proceeds from this issuance were $2.125 million. On February 4, 2013 the Company filed an S-1 registration statement with 
the Securities and Exchange Commission to register up to 27,500,000 shares issuable (i) upon conversion of Series A-1 Preferred Stock, (ii) as dividend payments 
on Series A-1 Preferred Stock and (iii) upon the exercise of the warrants issued with the Series A Preferred Stock.

The shares of Series A-1 Preferred Stock are initially convertible into a total of 4,166,666 shares of the Company’s common stock at a conversion price 
of $0.60 per share (the “Conversion Price”), subject to future adjustments. The Series A-1 Preferred Stock will pay a 10.0% annual cash dividend, which may be 
payable in shares of our common stock in certain circumstances, and will have a liquidation preference equal to the stated value of the Series A-1 Preferred Stock 
of $1,000 per share plus any accrued and unpaid dividends thereon. The Series A-1 Preferred Stock has no voting rights. The Conversion Price of the Series A-1 
Preferred Stock is subject to adjustment as follows:

1.

on the effective date of this registration statement, the Conversion Price will be reduced to the lesser of (1) the then Conversion Price, as adjusted and 
taking into consideration any prior resets, (2) the greater of $0.35 (subject to adjustment for reverse and forward stock splits and the like) and 70% of the 
average of the five (5) trading day volume weighted average prices, or VWAPs, immediately prior to each such effective date or (3) $0.60 (subject to 
adjustment for forward and reverse stock splits and the like);

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2.

3.

if on the 180th day immediately following the closing date of January 11, 2013 (the “Closing Date”), 70% of the average of the five (5) trading day 
VWAPs immediately prior to such date is less than the then Conversion Price, then on such 180th day the Conversion Price shall be reduced, and only 
reduced, to the lesser of (1) the then Conversion Price, as adjusted and taking into consideration any prior resets, (2) the greater of $0.15 (subject to 
adjustment for reverse and forward stock splits and the like) and 70% of the average of the five (5) trading day VWAPs immediately prior to each such 
180th day immediately following the Closing Date or (3) $0.35 (subject to adjustment for forward and reverse stock splits and the like); and

if all of the shares required to be registered are not registered pursuant to an effective registration statement within the 120th day anniversary of the 
Closing Date, then on the 180th day and 270th day following the Closing Date, the Conversion Price shall be reduced, and only reduced, to the lesser of 
(1) the then Conversion Price, as adjusted and taking into consideration any prior resets, (2) the greater of $0.15 (subject to adjustment for reverse and 
forward stock splits and the like) and 70% of the average of the five (5) trading day VWAPs immediately prior to each such date or (3) $0.35 (subject to 
adjustment for forward and reverse stock splits and the like).

We also issued to the Purchasers a Series A warrant (the “Series A Warrant”), a Series B warrant (the “Series B Warrant”), and a Series C warrant (the 

“Series C Warrant”) (with the Series A Warrant, Series B Warrant and Series C Warrant being collectively referred to herein as the “Warrants”). The Series A 
Warrant allows the Purchasers the right to acquire, initially before any adjustments to the conversion price, up to an additional 4,166,666 shares of the Company’s 
common stock at an exercise price of approximately $0.72 per share over a period of five (5) years. The Series A Warrant also allows for such warrant to be 
exercised on a cashless basis. The Series B Warrant allows the Purchasers a one-year period to exercise an overallotment option as contained in the Series B 
Warrant to purchase, initially before any adjustments to the conversion price, up to an additional aggregate of 2,083,334 shares of the Company’s common stock 
at a price of $0.60 per share. The Series B Warrant may not be exercised on a cashless basis except only in certain limited circumstances. In the event the 
Purchasers exercise, in whole or in part the overallotment option as contained in the Series B warrant, then the Purchasers shall have the right to exercise on a pro 
rata basis the portion of the Series C Warrant issued to the Purchasers to acquire, initially before any adjustments to the conversion price, up to an additional 
aggregate of 2,083,334 shares of the Company’s common stock at an exercise price of approximately $0.72 per share over a period of five (5) years. The Series C 
Warrant allows for such warrant to be exercised on a cashless basis.

We agreed to a covenant in conjunction with the purchase agreement executed in connection with the sale of the Series A-1 Preferred Stock and 

Warrants to use our commercially reasonable efforts to file with the SEC this registration statement, within thirty (30) days following. We will use our 
commercially reasonable efforts to cause this registration statement to be declared effective by the SEC within sixty (60) calendar days of filing with the SEC 
(105 days if the SEC reviews such registration statement). If (i) we are late in filing this registration statement, (ii) we fail to file with the SEC a request for 
acceleration in accordance with Rule 461 of the Securities Act within five trading days of our being notified by the SEC that this registration statement will not be 
subject to further review by the SEC, (iii) we fail to timely file a pre-effective amendment or otherwise respond in writing to comments made by the SEC in 
respect of this registration statement, (iv) this registration statement is late in being declared effective by the SEC, or (v) following the effective date of this 
registration statement, this registration statement ceases to remain continuously effective as to the registrable securities contained herein, then the holders of 
registrable common stock shall be entitled to monetary damages equal to two percent (2%) of the aggregate purchase price paid by such holder pursuant to the 
purchase agreement upon the occurrence of one of the foregoing events and for each full month thereafter until the applicable event is cured.

The Series A-1 Preferred Stock contains standard anti-dilution adjustments in the event of a stock dividend, stock split or similar corporate transaction. 

In addition, if, at any time while shares of Series A-1 Preferred Stock are outstanding, we sell any common stock (or securities issuable into common stock) or 
grant any option to purchase any common stock at an effective price per share that is lower than the then Conversion Price, which we refer to as a Diluting 
Issuance, then the Conversion Price shall be reduced to equal the effective price per share (as determined pursuant to the Certificate of Designation) of the 
Diluting Issuance. No adjustments will be made for shares of common stock or options granted to employees, officers or directors under our Equity Incentive 
Plan, upon conversion or exchange of any securities outstanding as of the time of the issuance of the Series A-1 Preferred Stock or in connection with certain 
business combinations. In the event we (i) declare dividends on our common stock, (ii) grant any right to acquire common stock or other property pro rata to all of 
our holders of our common stock or (iii) enter into a fundamental transaction that provides for consideration to the holders of our common stock, then the Series 
A-1 Preferred Stock shall have the right to participate on a pro rata as-converted basis without regard to the 9.99% beneficial ownership limitation.

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We paid Chardan Capital Markets LLC a commission equal to (i) ten percent (10%) of the cash received by us and (ii) 416,666 shares of common stock. 
In the event the Purchasers exercise for cash any of the Warrants, then we will also pay an additional cash commission to Chardan Capital Markets LLC equal to 
eight percent (8%) (with no additional equity) of any such additional cash amounts received by us. After deducting fees and expenses, the aggregate net proceeds 
from the sale of the Series A-1 Preferred Shares and the Warrants were approximately $2.125 million. We intend to use the net proceeds for the payment of 
certain financial obligations and for working capital and other general corporate purposes.

All Convertible Notes issued on December 14, 2011 have been either converted or paid off in full subsequent to December 31, 2012. At December 31, 

2012 notes with a total face and carrying value of $1,805,500 remained outstanding; of this amount $1,523,750 were extended, by agreement with the note 
holders, to April 14, 2013 at 15% interest per annum. From January 1, 2013 to February 6, 2013, $1,408,750 of the notes (together with accrued interest), with an 
adjusted conversion price of $0.7004 were converted into 2,035,720 shares of common stock and five-year warrants to purchase 2,662,769 shares of common 
stock at $1.50 per share; the Company discharged the remaining note principal of $396,750 by payment in cash of $339,500 and issuing a new note of $57,500 
maturing in August 2013. A $247,250 note held by an executive officer and another note of $30,000 were discharged through payments in cash. Subsequent to 
this repayment, the Company issued a promissory note to the executive officer in the amount of $150,000, with 15% interest per annum and maturing on July 1, 
2013. A third note of $100,000 was discharged through a payment of $58,340 in conjunction with a new note being issued for the same amount. In connection 
with the issuance of preferred shares in January 2013, the note holders entered into a lock-up agreement with the Company which limits their ability to sell any of 
the shares received as a result of the conversion of the notes and received additional warrants (five year term at $1.50 exercise price) to purchase 239,900 shares 
of common stock.

As of March 7, 2013, the Company was in full compliance with the NCSU license agreement. Since December 31, 2012 the Company paid NCSU 

$400,000 and issued a note dated February 1, 2013 for $474,893; the note is unsecured, bears interest at 5% and matures the earlier of October 1, 2013 or the 
closing of an in licensing agreement with up front proceeds of at least $1.5 million. NCSU also agreed to not to invoke any rights to terminate the Company’s 
license agreement for nonpayment or nonperformance until October 1, 2013.

Effective February 25, 2013 the Company’s board of directors awarded officers, employees and directors an aggregate of 890,000 restricted shares that 

vest immediately and stock options for 185,000 shares at an exercise price of $0.80 per share. In addition the board approved an amendment to the 2011 milestone 
award to an executive officer so as to provide for vesting in the case of certain events such as: a change in control of the Company, the executive officer’s death 
or disability, termination by the Company of the executive’s employment without cause (as defined in the executives employment agreement) and termination by 
the executive of his employment for good reason (as defined in the executives employment agreement).

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55

Item 15 (b) Exhibits

In  reviewing the agreements included as exhibits to this report, please remember they are included to provide you with information
regarding their terms and are not intended to provide any other factual or disclosure information about the Company, its subsidiaries or
other  parties  to  the  agreements.  The  agreements  contain  representations  and  warranties  by  each  of  the  parties  to  the  applicable
agreement. These representations and warranties have been made solely for the benefit of the other parties to the applicable agreement
and:

(cid:120)

(cid:120)

should not in all instances be treated as categorical statements of fact, but rather as a way of allocating the risk to one of the parties
if those statements prove to be inaccurate;
have  been  qualified  by  disclosures  that  were  made  to  the  other  party  in  connection  with  the  negotiation  of  the  applicable
agreement, which disclosures are not necessarily reflected in the agreement;

(cid:120) may apply standards of materiality in a way that is different from what may be viewed as material to you or other investors; and
(cid:120) were made only as of the date of the applicable agreement or such other date or dates as may be specified in the agreement and are

subject to more recent developments.

Accordingly, these representations and warranties may not describe the actual state of affairs as of the date they were made or at any 
other time. We acknowledge that, notwithstanding the inclusion of the foregoing cautionary statements, we are responsible for 
considering whether additional specific disclosures of material information regarding material contractual provisions are required to 
make the statements in this report not misleading. Additional information about the Company may be found elsewhere in this report 
and the Company’s other public files, which are available without charge through the SEC’s website at http://www.sec.gov.

Exhibit No.

Description

2.1

3.1

3.1.1

3.2

4.1

4.1.1

4.2

Agreement and Plan of Merger and Reorganization dated as of January 25, 2011 by and among the Company, 22nd Century, and Acquisition 
Sub (incorporated herein by reference to Exhibit 2.1 of the Company’s Current Report on Form 8-K filed with the Commission on February 1, 
2011).

Amended and Restated Certificate of Incorporation of the Company (incorporated herein by reference to Exhibit 3.2 of the Company’s Annual 
Report on Form 10-K for the year ended September 30, 2010 filed with the Commission on December 3, 2010).

Certificate of Designation of Preferences, Rights and Limitations of Series A-1 10% Convertible Preferred Stock (incorporated herein by 
reference to Exhibit 3.1 of the Company’s Current Report on Form 8-K filed with the Commission on January 17, 2013).

Bylaws of the Company (incorporated herein by reference to Exhibit 4.2 to the Company’s Form S-8 filed with the SEC on March 30, 2011).

Form of Convertible Promissory Note (incorporated by reference to Exhibit 4.1 of the Company’s Current Report on Form 8-K filed with the 
Commission on December 14, 2011).

Amendment dated November 29, 2012 to the Company’s December 2011 Convertible Notes (incorporated herein by reference to Exhibit 10.1 
of the Company’s Current Report on Form 8-K filed with the Commission on January 2, 2013).  

Form of Warrant dated as of January 25, 2011 issued to LLC members of 22nd Century prior to the consummation of the Private Placement 
Offering upon consummation of the Merger (incorporated herein by reference to Exhibit 10.4 of the Company’s Current Report on Form 8-K 
filed with the Commission on February 1, 2011).

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4.3

4.4

4.5

4.6

4.7

4.8

4.9

4.10

4.11

10.1

10.2

10.3

10.4

10.5

10.6

Form of Warrant dated as of January 25, 2011 issued to investors in the Private Placement Offering upon consummation of the Merger 
(Incorporated herein by reference to Exhibit 10.5 of the Company’s Current Report on Form 8-K filed with the Commission on February 1, 
2011).

Form of Warrant dated as of January 25, 2011 issued to the Placement Agent and Sub-Agent upon consummation of the Merger (incorporated 
herein by reference to Exhibit 10.6 of the Company’s Current Report on Form 8-K filed with the Commission on February 1, 2011).

Advisor Warrant dated as of January 25, 2011 issued to the Placement Agent in connection with that certain Advisory Agreement dated as of 
January 25, 2011 by and between the Company and the Placement Agent (incorporated herein by reference to Exhibit 10.7 of the Company’s 
Current Report on Form 8-K filed with the Commission on February 1, 2011).

Form of Common Stock Purchase Warrant (incorporated herein by reference to Exhibit 4.2 of the Company’s Current Report on Form 8-K 
filed with the Commission on December 14, 2011).

Form of Common Stock Purchase Warrant (incorporated herein by reference to Exhibit 4.1 of the Company’s Current Report on Form 8-K 
filed with the Commission on May 18, 2012).

Form of Common Stock Purchase Warrant (incorporated herein by reference to Exhibit 4.1 of the Company’s Current Report on Form 8-K 
filed with the Commission on November 13, 2012).

Form of Series A Common Stock Purchase Warrant (incorporated herein by reference to Exhibit 4.1 of the Company’s Current Report on 
Form 8-K filed with the Commission on January 17, 2013).

Form of Series B Common Stock Purchase Warrant (incorporated herein by reference to Exhibit 4.2 of the Company’s Current Report on 
Form 8-K filed with the Commission on January 17, 2013).

Form of Series C Common Stock Purchase Warrant (incorporated herein by reference to Exhibit 4.3 of the Company’s Current Report on 
Form 8-K filed with the Commission on January 17, 2013).

2010 Equity Incentive Plan (incorporated herein by reference to Exhibit 4.3 to the Company’s Form S-8 filed with the SEC on March 30, 
2011).

Form of Securities Purchase Agreement dated as of January 25, 2011 by and among 22nd Century, the purchaser(s) identified on the signature 
pages thereto and Parent, solely for the purposes of Section E and Section G thereof, as amended (incorporated herein by reference to Exhibit 
10.2 of the Company’s Current Report on Form 8-K filed with the Commission on February 1, 2011).

Form of Conversion Agreement (incorporated herein by reference to Exhibit 10.3 of the Company’s Current Report on Form 8-K filed with 
the Commission on February 1, 2011).

Advisory Agreement dated as of January 25, 2011 by and between the Company and the Placement Agent (incorporated herein by reference to 
Exhibit 10.8 of the Company’s Current Report on Form 8-K filed with the Commission on February 1, 2011).

Placement Agency Agreement dated as of December 1, 2010 by and between 22nd Century and the Placement Agent (incorporated herein by 
reference to Exhibit 10.9 of the Company’s Current Report on Form 8-K filed with the Commission on February 1, 2011).

Escrow Agreement dated as of December 2, 2010 by and among 22nd Century,  the Placement Agent and Bank of America, National 
Association (incorporated herein by reference to Exhibit 10.10 of the Company’s Current Report on Form 8-K filed with the Commission on 
February 1, 2011).

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57

10.7

10.8

10.9

10.10

10.11†

10.12†

10.13†

10.14

10.15††

10.15.1

10.16††

10.17

10.18

10.19

10.20

Split-Off Agreement dated as of January 25, 2011 by and among the Company, Touchstone Split. Corp and David Rector (incorporated herein 
by reference to Exhibit 10.11 of the Company’s Current Report on Form 8-K filed with the Commission on February 1, 2011).

Letter from Paramount Strategy Corp dated as of December 21, 2010 regarding loan forgiveness (incorporated herein by reference to Exhibit 
10.12 of the Company’s Current Report on Form 8-K filed with the Commission on February 1, 2011).

Letter from Milestone Enhanced Fund Ltd. dated as of December 28, 2010 regarding loan forgiveness (incorporated herein by reference to 
Exhibit 10.13 of the Company’s Current Report on Form 8-K filed with the Commission on February 1, 2011).

Letter from Mark Tompkins dated as of January 25, 2011 regarding loan forgiveness (incorporated herein by reference to Exhibit 10.14 of the 
Company’s Current Report on Form 8-K filed with the Commission on February 1, 2011).

Employment Agreement dated as of January 25, 2011 by and between the Company and Joseph Pandolfino (incorporated herein by reference 
to Exhibit 10.15 of the Company’s Current Report on Form 8-K filed with the Commission on February 1, 2011).

Employment Agreement dated as of January 25, 2011 by and between the Company and Henry Sicignano III (incorporated herein by 
reference to Exhibit 10.16 of the Company’s Current Report on Form 8-K filed with the Commission on February 1, 2011).

Employment Agreement dated as of March 15, 2011 by and between the Company and Michael R. Moynihan (incorporated by reference to 
Exhibit 10.18 to the Company’s Form S-1 registration statement filed with the Commission on June 6, 2011).

Restated Promissory Note dated June 30, 2011, payable by the Company to Henry Sicignano III in the principal amount of $150,000 
(incorporated by reference to Exhibit 10.20 to the Company’s Form S-1 registration statement filed with the Commission on July 20, 2011).

License Agreement dated March 6, 2009 between North Carolina State University and 22nd Century Limited, LLC (incorporated by reference 
to Exhibit 10.21 to the Company’s Form S-1 registration statement filed with the Commission on August 26, 2011).

Amendment dated August 9, 2012 to License Agreement dated March 6, 2009 between North Carolina State University and 22nd Century 
Limited, LLC (incorporated by reference to Exhibit 10.1 to the Company’s Current Report on Form 8-K filed with the Commission on August 
20, 2012).

License Agreement dated May 1, 2009 between The National Research Council of Canada and 22nd Century Limited, LLC (incorporated by 
reference to Exhibit 10.22 to the Company’s Form S-1 registration statement filed with the Commission on August 26, 2011).

Letter Agreement between the Company and NCSU dated November 22, 2011 (incorporated by reference to Exhibit 10.1 to the Company’s 
Form 8-K filed with the Commission on November 23, 2011).

Form of Securities Purchase Agreement, dated as of December 14, 2011, by and between 22nd Century Group, Inc. and the purchasers thereto 
(incorporated by reference to Exhibit 10.1 to the Company’s Form 8-K filed with the Commission on December 14, 2011).

Form of Securities Purchase Agreement, dated as of January 11, 2013, by and between 22nd Century Group, Inc. and the purchasers thereto 
(incorporated herein by reference to Exhibit 10.1 of the Company’s Current Report on Form 8-K filed with the Commission on January 17, 
2013).

Form of Registration Rights Agreement, dated as of January 11, 2013, by and between 22nd Century Group, Inc. and the parties thereto 
(incorporated herein by reference to Exhibit 10.2 of the Company’s Current Report on Form 8-K filed with the Commission on January 17, 
2013).

57

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56

10.21

10.22

10.23*

10.24*

21.1*

23.1*

101*

Form of Insiders Lock-Up Agreement (incorporated herein by reference to Exhibit 10.3 of the Company’s Current Report on Form 8-K filed 
with the Commission on January 17, 2013).

Form of Specified Investors Lock-Up Agreement (incorporated herein by reference to Exhibit 10.4 of the Company’s Current Report on Form 
8-K filed with the Commission on January 17, 2013).

NCSU Promissory Note

Promissory Note dated March 13, 2013 between the Company and Foley & Lardner LLP

Subsidiaries of the Company

Consent of Freed Maxick CPAs, P.C.

Interactive data files formatted in XBRL (eXtensible Business Reporting Language): (i) the Consolidated Balance Sheets, (ii) the Consolidated 
Statements of Operations, (iii) the Consolidated Statements of Cash Flows, and (iv) the Notes to the Consolidated Financial Statements.

101.INS

XBRL Instance Document*

101.SCH

XBRL Taxonomy Extension Schema Document*

101.CAL

XBRL Taxonomy Extension Calculation Linkbase Document*

101.DEF

XBRL Taxonomy Extension Definition Linkbase Document*

101.LAB

XBRL Taxonomy Extension Label Linkbase Document*

101.PRE

XBRL Taxonomy Extension Presentation Linkbase Document*

*Filed herewith.
 †     Management contract or compensatory plan, contract or arrangement.
††    Certain portions of the exhibit have been omitted pursuant to a confidential treatment order. An unredacted
copy of the exhibit has been filed separately with the United States Securities and Exchange Commission pursuant to the request for confidential treatment.

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58

59

Pursuant to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its 

behalf by the undersigned, thereunto duly authorized.

SIGNATURES

Date: March 18, 2013

Date: March 18, 2013

By:

By:

22nd CENTURY GROUP, INC.

/s/ Joseph Pandolfino
Joseph Pandolfino
(Principal Executive Officer)

/s/ Henry Sicignano III
Henry Sicignano III
(Principal Accounting and Financial Officer)

Pursuant to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its 

behalf by the undersigned, thereunto duly authorized.

Date: March 18, 2013

Date: March 18, 2013

Date: March 18, 2013

Date: March 18, 2013

/s/ Joseph Pandolfino
Joseph Pandolfino
Chief Executive Officer and Director

/s/ Henry Sicignano III
Henry Sicignano III
Chief Financial Officer, President, Secretary and Director

/s/ Joseph Alexander Dunn, Ph.D.
Joseph Alexander Dunn, Ph.D.
Director

/s/ James W. Cornell
James W. Cornell
Director

By:

By:

By:

By:

59

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SUBSIDIARIES OF 
22nd CENTURY GROUP, INC.

NAME

22nd Century Limited, LLC
Goodrich Tobacco Company, LLC
Hercules Pharmaceuticals, LLC

EXHIBIT 21.1

STATE OF
FORMATION

Delaware
Delaware
Delaware

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61

CONSENT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM

We consent to the incorporation by reference in Registration Statement Number 333-173166 on Form S-8 of 22nd Century Group, Inc . of our report, dated March 
18, 2013, on the consolidated financial statements as of and for the years ended December 31, 2012 and 2011, appearing in this Annual Report on Form 10-K of 
22nd  Century  Group,  Inc.  Our  report,  dated  March  18,  2013,  relating  to  the  consolidated  financial  statements  includes  an  emphasis  paragraph  relating  to  an
uncertainty as to the Company's ability to continue as a going concern.

EXHIBIT 23.1

/s/ Freed Maxick CPAs, P.C.

Buffalo, NY
March 18, 2013

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$474,892.87 
Principal Amount 

PROMISSORY NOTE

February 1, 2013

FOR VALUE RECEIVED, the undersigned, 22nd Century Limited, LLC. at 9530 Main Street, Clarence, New York 14031 promises to pay to the order 

of Office of Technology Transfer, North Carolina State University at Corporate Research I, 1021 Main Campus Drive, Raleigh, North Carolina 27606, or 
such other address directed by the holder hereof, the Principal Amount of Four Hundred Seventy Four Thousand Eight Hundred Ninety Two and 87/100 
dollars ($474,892.87) lawful money of the United States, together with interest on the unpaid principal from time to time outstanding. This Promissory Note 
evidences a loan (the "Loan") made by Office of Technology Transfer, North Carolina State University to 22nd Century Group, Inc. in the Principal Amount 
hereof. Interest shall accrue at the rate of five percent per annum (5%).

Payment of the full Principal Amount plus accrued interest and other amounts due hereunder shall be due to holder of this Promissory Note on the earlier 

of (i) October 1, 2013 or (ii) immediately upon 22nd Century Group, Inc. or any affiliate of 22nd Century Group, Inc. closing an in-licensing agreement in which 
at least $1.5 million of upfront proceeds is paid at closing.

The indebtedness represented by this Promissory Note may be prepaid in whole or in part at any time without penalty with interest continuing to accrue at 
the rate of 5% per annum on the unpaid Principal Amount from time to time outstanding. The holder hereof will apply each payment first to accrued interest and 
then to repayment of Principal Amount.

The entire indebtedness represented by this Promissory Note shall, at the option of the holder hereof, be immediately due and payable upon the filing by or 
against the undersigned or any guarantor hereof of a petition for liquidation, reorganization, arrangement, adjustment of debts, adjudication as a bankrupt, relief as 
a debtor or other relief under the bankruptcy, insolvency or similar laws of the United States or any state thereof provided, in the case of a filing against the 
undersigned, it is not discharged within 30 days.

No failure by the holder hereof to exercise, and no delay in exercising, any right or remedy hereunder shall operate as a waiver thereof, nor shall any single 
or partial exercise by such holder of any right or remedy hereunder preclude any other or further exercise thereof or the exercise of any other right or remedy. The 
rights and remedies of the holder hereof as specified herein are cumulative and not exclusive of any other rights or remedies which such holder may otherwise 
have.

No modification, rescission, waiver, forbearance, release or amendment of any provision hereof shall be made, except by a written agreement duly 

executed by the undersigned and the holder hereof.

The undersigned and all endorsers of this Promissory Note hereby waive presentment, demand, and protest of this Promissory Note and notice of any 

thereof.

The undersigned promise to pay all costs and expenses incurred in collecting any amount owing by, or enforcing any of the rights of, the holder hereof 

pursuant to this Promissory Note, or realizing upon any collateral securing this Promissory Note, including, without limitation, the reasonable fees and 
disbursements of counsel for the holder hereof.

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This Promissory Note shall be governed by the laws of the State of North Carolina. The undersigned hereby irrevocably submits non-exclusively to the 

jurisdiction and venue of the courts of the 10th Judicial District of the State of North Carolina and the United States of America, for the Eastern District of North 
Carolina, for the purpose of any legal or equitable action or proceeding brought in any such court by the holder hereof with respect to or arising out of this 
Promissory Note.

22nd Century Limited, LLC.

/s/ Joseph Pandolfino
Joseph Pandolfino
Chief Executive Officer

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AGREEMENT

This Agreement is made as of March 13, 2013, by and between 22nd Century Group, Inc.,  a Nevada corporation (“22nd Century”), and Foley & Lardner 

LLP, a Wisconsin limited liability partnership (“Foley”).

WHEREAS, 22nd Century and its affiliates, 22nd Century Limited LLC and Goodrich Tobacco Company LLC (collectively, the “Debtors”), previously 
issued  to  Foley  a  promissory  note,  dated  March  30,  2011,  in  the  principal  amount  of  Three  Hundred  Fifty  Thousand  Dollars  ($350,000.00),  together  with
compound interest computed on such principal amount from March 30, 2011 on the unpaid principal balance at the annual rate of four percent (4%), which total
indebtedness was due to be paid in full by the Debtors to Foley on or before July 1, 2012 (the “Note”);

WHEREAS, 22nd Century has paid amounts to Foley after March 30, 2011 and prior to the date of this Agreement, which payments have resulted in a
decrease in the principal balance due under the Note, with the result being that the Debtors currently owe Foley as of the date of this Agreement the total principal
amount of One Hundred Seventy-Five Thousand Dollars ($175,000.00) under the Note; and

WHEREAS,  the  Debtors  and  Foley  mutually  desire  to  enter  into  this  Agreement  to  (i)  confirm  the  current  principal  amount  which  is  due  from  the

Debtors to Foley under the Note as of the date of this Agreement and (ii) amend the Note as hereinafter provided in greater detail.

NOW, THEREFORE, in consideration for the mutual premises set forth herein and for other good and valuable consideration, the receipt and sufficiency

of which are hereby acknowledged, the parties hereto intending to be legally bound do hereby agree as follows:

1.          The foregoing introductory provisions of this Agreement are hereby incorporated into this Agreement as if fully set forth herein. The Debtors
and Foley hereby agree as follows: (i) as of the date of this Agreement, the total principal amount due under the Note is One Hundred Seventy-Five Thousand 
Dollars ($175,000.00), (ii) the Note is hereby amended by (A) extending the due date of the Note from its current due date of July 1, 2012 to the new due date of
the Note of July 1, 2014, (B) increasing the interest rate under the Note from the current interested rate of four percent (4%) compound interest per annum to a
new interest rate of five percent (5%) compound interest per annum, (C) changing the address of the Debtors for purposes of notices under the Note from the prior
address of 8201 Main Street, Suite 6, Williamsville, New York 14221 to the new address of 9530 Main Street, Clarence, New York 14031, and (D) changing the
triggering amounts and triggering events under Paragraph 1 of the Note when the due date of the total indebtedness under the No te will be accelerated as reflected
in the following new Paragraph 1, which hereby replaces in its entirety the existing Paragraph 1 of the Note:

1.          The principal amount of the Debt outstanding under this Note, together with all accrued and unpaid interest, shall be paid by 
Debtors to Foley on or before the date of July 1, 2014; provided, however, that in the event any of the Debtors receives funding in the amount 
of One Million Five Hundred Thousand Dollars ($1,500,000.00) or more in the aggregate (from one transaction and/or a series of transactions) 
at any time on or prior to July 1, 2014, from any licensing transaction, any capital raising transaction or any other type of transaction, and/or in 
the  event  any  of  the  Debtors  is  acquired  by a  third-party  entity,  then  in  any  of  the  foregoing  events  the  entire  principal  amount  of  the  Debt 
outstanding under this Note, together with all accrued and unpaid interest, shall be due and payable in full at that time. The Debtors shall make 
all payments under this Note to the order of Foley at the following address: 3000 K Street, N.W., Suite 600, Washington, D.C. 20007 (or such 
other address as may be designated in writing by Foley to Debtors, with the address for all notices to Debtors being c/o 22nd Century Group, 
Inc., 9530 Main Street, Clarence, New York 14031).

2.          Except for the changes to the Note as reflected in this Agreement, all other provisions of the Note shall remain unchanged and shall continue in

full force and effect.

3.          Nothing herein shall affect any other agreement between Foley and the Debtors.

4.          The Debtors have been advised by Foley to seek review of this Agreement by separate legal counsel. The Debtors hereby waive any conflict of
interest and any other claims against Foley with respect to the resolution of the issues covered by this Agreement, since Foley is one of the current and continuing
legal counsels of the Debtors.

5.          Each party represents and warrants that it has obtained all necessary approvals and consents to enter into this Agreement and that the terms of

this Agreement do not violate any other agreement to which such party is bound or obligated.

IN WITNESS WHEREOF, the parties have executed this Agreement as of the date first written above.

22nd Century Group, Inc.

/s/ Joseph Pandolfino
Joseph Pandolfino
Chief Executive Officer

22nd Century Group, Inc.

/s/ Henry Sicignano III
Henry Sicignano III
President

22nd Century Limited LLC

Goodrich Tobacco Company LLC

/s/ Joseph Pandolfino
Joseph Pandolfino
Manager

Foley & Lardner LLP

By: /s/ Stephen A. Bent
Stephen A. Bent
Partner  

/s/ Henry Sicignano III
Henry Sicignano III
Manager

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CERTIFICATIONS

EXHIBIT 31.1

I, Joseph Pandolfino, Chief Executive Officer of 22nd CENTURY GROUP, INC., certify that:

1.

I have reviewed this annual report on Form 10-K of 22nd CENTURY GROUP, INC.;

2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the 

statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

3. Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the 

financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

4. The registrant’s other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in 

Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) 
for the registrant and have:

a. Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, 

to ensure that material information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within 
those entities, particularly during the period in which this report is being prepared;

b. Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our 
supervision, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for 
external purposes in accordance with generally accepted accounting principles;

c. Evaluated the effectiveness of the registrant’s disclosure controls and procedures and presented in this report our conclusions about the 
effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

d. Disclosed in this report any change in the registrant’s internal control over financial reporting that occurred during the registrant’s most recent 
fiscal quarter (the registrant’s fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to 
materially affect, the registrant’s internal control over financial reporting.

5. The registrant’s other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the 

registrant’s auditors and the audit committee of registrant’s board of directors (or persons performing equivalent functions):

a. All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably 

likely to adversely affect the registrant’s ability to record, process, summarize and report financial information; and

b. Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant’s internal control 

over financial reporting.

Date: March 18, 2013

/s/ Joseph Pandolfino
Joseph Pandolfino
Chief Executive Officer
(Principal Executive Officer)

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I, Henry Sicignano, III, Chief Financial Officer of 22nd CENTURY GROUP, INC., certify that:

1.

I have reviewed this annual report on Form 10-K of 22nd CENTURY GROUP, INC.;

CERTIFICATIONS

EXHIBIT 31.2

2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the 

statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

3. Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the 

financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

4. The registrant’s other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange 
Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the 
registrant and have:

a. Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to 
ensure that material information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within those 
entities, particularly during the period in which this report is being prepared;

b. Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our 
supervision, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for 
external purposes in accordance with generally accepted accounting principles;

c. Evaluated the effectiveness of the registrant’s disclosure controls and procedures and presented in this report our conclusions about the 
effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

d. Disclosed in this report any change in the registrant’s internal control over financial reporting that occurred during the registrant’s most recent 
fiscal quarter (the registrant’s fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to 
materially affect, the registrant’s internal control over financial reporting.

5. The registrant’s other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the 

registrant’s auditors and the audit committee of registrant’s board of directors (or persons performing equivalent functions):

a. All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably 

likely to adversely affect the registrant’s ability to record, process, summarize and report financial information; and

b. Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant’s internal control 

over financial reporting.

Date March 18, 2013

/s/ Henry Sicignano III
Henry Sicignano III
Chief Financial Officer
(Principal Financial Officer)

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Written Statement of the Chief Executive Officer and Chief Financial Officer

Pursuant to 18 U.S.C. §1350

EXHIBIT 32.1

Solely for the purposes of complying with 18 U.S.C. §1350, I, the undersigned Chief Executive Officer of 22nd CENTURY GROUP, INC. (the “Company”), and 
I, the undersigned Chief Financial Officer of the Company, hereby certify, to the best of my knowledge, that the annual report on Form 10-K of the Company for 
the year ended December 31, 2012 (the “Report”) fully complies with the requirements of Section 13(a) or Section 15(d) of the Securities Exchange Act of 1934 
and that the information contained in the Report fairly presents, in all material respects, the financial condition and results of operations of the Company.

This certification is being furnished solely to accompany this Report pursuant to 18 U.S.C. 1350, and is not being filed for purposes of Section 18 of the 
Securities Exchange Act of 1934 and is not to be incorporated by reference into any filing of the registrant, whether made before or after the date hereof, 
regardless of any general incorporation language in such filing.

Date: March 18, 2013

/s/ Joseph Pandolfino
Joseph Pandolfino
Chief Executive Officer

Date March 18, 2013

/s/ Henry Sicignano III
Henry Sicignano III
Chief Financial Officer

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22nd Century Group, Inc. 

Dear Fellow Shareholders:

It is hard to believe that 22nd Century Group has been public 
now for just over two and a half years.  The company went public 
on January 25, 2011 with fewer than 60 shareholders and now 
we have nearly 800.  22nd Century Group has achieved many 
milestones since then, but I believe we have only just begun in 
terms of building shareholder value. 

Stemming from 111 issued patents and 38 pending patent 
applications, our technology allows us to produce our proprietary 
tobacco to fulfill 22nd Century’s mission of developing and 
commercializing:  (i) consumer-acceptable reduced risk tobacco 
products for those who do not desire to quit smoking and (ii) a 
prescription-based smoking cessation aid consisting of a kit of 
very low nicotine (VLN) cigarettes for those who desire to quit.  
These two distinct business lines are segregated in our wholly 
owned subsidiaries, Goodrich Tobacco Company and Hercules 
Pharmaceuticals.

You, of course, have thousands of public company choices in 
which to invest.  Allow me to articulate why our company is an 
especially compelling proposition for investors. 

Licensing and Partnering – The Company has been in 
negotiations with various parties in the tobacco and 
pharmaceutical industries for licensing its technology and 
products since early 2012. Management expects to finalize one or 
more licensing agreements in the third quarter of 2013, including 
a worldwide agreement allowing 22nd Century and its technology 
to participate in the approximate $700 billion global annual 
tobacco market.

Separately, 22nd Century and a U.S. tobacco product 
manufacturer that is a participating member of the Tobacco 
Master Settlement Agreement, known as the MSA, recently 
signed a confidential non-binding letter of intent. The parties 
are evaluating collaborative business ventures which, if 
consummated, are expected to greatly facilitate Goodrich 
Tobacco establishing recurring and sustainable revenue and 
profits.

The Center for Tobacco Products of the U.S. Food and Drug 
Administration (FDA) requested a meeting with 22nd Century to 
discuss the company’s proprietary products.  Our management 
met with the FDA on June 17, 2013 and explained to the Agency 
how the company’s technology works and how it can be 
employed into various commercial tobacco varieties.

Modified Risk Cigarettes – Goodrich Tobacco has developed 
two proprietary modified risk cigarettes, referred to as BRAND 
A and BRAND B, which the company believes are less harmful 
than conventional cigarettes. The company is in the process of 
preparing two modified risk applications to be filed with the FDA 
in accordance with FDA guidelines to seek FDA authorization 
to market BRAND A and BRAND B as modified risk cigarettes. 
BRAND A is a very low nicotine (VLN) cigarette containing 
approximately 95 percent less nicotine than leading brands. 
BRAND B is a low-tar cigarette with a relatively high nicotine 
content. The company expects to file one application at the end 
of 2013 and another in 2014. 

SPECTRUM Research Cigarettes – The SPECTRUM® project 
is considered quite prestigious by many in the industry since 
no other tobacco company anywhere in the world is capable of 
producing cigarettes with such a wide range of nicotine levels.  

Indeed, both The New York Times 
and The Washington Post have 
published feature stories on 
SPECTRUM and the company 
in October 2011 and July 2013, 
respectively.   

To date, 22nd Century has delivered approximately 12 million 
SPECTRUM cigarettes which are used solely for research 
purposes and distributed under the direction of the U.S. National 
Institutes of Health.  22nd Century expects to ship an additional 
5,500,000 SPECTRUM cigarettes (275,000 packs) in 2013 and 
additional orders thereafter.  Tens of millions of dollars of research, 
a portion of which has already commenced, will be conducted 
with SPECTRUM, which will greatly benefit 22nd Century.

X-22 Smoking Cessation Aid – We continue to believe that 
our VLN cigarettes are effective as a smoking cessation aid.  
Results of two independent smoking-cessation trials that used 
our proprietary VLN cigarettes were reported at the Society for 
Research on Nicotine and Tobacco held in Boston in March, and 
in the June 2013 issue of Cancer Epidemiology Biomarkers and 
Prevention.  In a study by Queen Mary University of London, use 
of VLN cigarettes in combination with Chantix® or in combination 
with nicotine replacement therapy (NRT) increased abstinence 
rates over the use of Chantix or the use of NRT.  A study led by 
the University of Minnesota compared use of VLN cigarettes 
alone, nicotine patches, or both together.  Overall, abstinence 
rates for the group using only the VLN cigarette were equivalent 
to abstinence rates for the FDA-approved nicotine patch, and 
among women, those using our VLN cigarette had the highest 
continuous abstinence rate.  Upon identifying a suitable joint 
venture partner to fund further clinical trials, we expect to 
resume our own sponsored X-22 clinical trials under our active 
Investigational New Drug Application.

Global Distribution of the Company’s Brands – The Company will 
greatly expand the distribution of its highly differentiated, super-
premium cigarettes, RED SUN® and MAGIC® brands towards 
year end 2013.  Goodrich Tobacco granted a Dutch company 
exclusive distribution rights to its DUTCH MAGIC™ brand in The 
Netherlands, Belgium and Luxemburg, known as Benelux.  The 
brand’s packaging and product specifications are being finalized.  
We expect to have similar international distribution agreements for 
our brands in some of the top tobacco markets in 2014.

On behalf of the 22nd Century Group management team, thank 
you for joining our family of shareholders.  Although we have 
made significant progress in recent years, much work remains 
and many more milestones lie ahead.  I look forward to the 
company achieving these milestones and further increasing 
shareholder value.  

I ask for your continued support as we move into the exciting 
international licensing and commercialization phase of the 
company.  Please do not hesitate to contact me or other  
members of my management team with any questions or 
concerns. We look forward to keeping you apprised of our 
continued progress and success.

Sincerely, 

Joseph Pandolfino
Chief Executive Officer

CORPORATE HEADQUARTERS

EXECUTIVE OFFICERS

Annual Meeting Notice

22nd Century Group, Inc.
9530 Main Street

Joseph Pandolfino
Chief Executive Officer

Henry Sicignano III
President & Secretary

John T. Brodfuehrer
Chief Financial Officer 

Michael Moynihan, Ph.D.
Vice President of R&D

DIRECTORS

Joseph Pandolfino
Chief Executive Officer 

Henry Sicignano III
President & Secretary

The Annual Meeting  

of Shareholders:
2:00 p.m.

Saturday, September 28, 2013

The Spaulding Lake Club House

Clarence, NY 14031

Stockholder Information

Requests for interim reports 

(Form 10-Q) and annual reports 

(Form 10-K) and requests for 

more information about the 

Company should be directed  

in writing to: 

22nd Century Group, Inc.

Attn: Chief Financial Officer

9530 Main Street

Clarence, NY 14031

Joseph Alexander Dunn, Ph.D.
Associate Dean for Research 

Press releases and Securities and 

and Professor of Pharmaceutical 

Exchange Commission filings are 

Sciences, D’Youville College  

available by visiting our website at  

of Pharmacy 

www.xxiicentury.com

James W. Cornell
President and CEO  

Praxiis, LLC

Clarence, NY 14031

(716) 270-1523

xxiicentury.com

Investor Relations
Redington, Inc.
49 Richmondville Ave.

Westport, CT 06880

Phone: 203-222-7399

Fax: 203-222-1819

Legal Counsel
Foley & Lardner LLP
3000 K Street, NW

6th Floor

Washington, DC 20007

Phone: 202-672-5300

Fax: 202-672-5399

Auditors
Freed Maxick CPA’s, PC
Liberty Building, Suite 800

424 Main Street

Buffalo, NY 14202-3508

Phone: 716-847-2651

Fax: 716-847-0069

Transfer Agent
Continental Stock and  

Transfer Company
17 Battery Place

New York, NY 10004

Phone: 212-509-4000

Fax: 212-509-5150

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22nd Century Group, Inc. 

9530 Main Street
Clarence, New York 14031
Telephone: (716) 270-1523
Fax: (716) 877-3064

xxiicentury.com

© 22nd Century Group, Inc.

2012 
ANNUAL REPORT

Stock Ticker:  XXII

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