STOCK TITAN

22nd Century (NASDAQ: XXII) sets warrant inducement and 1-for-20 split

Filing Impact
(Moderate)
Filing Sentiment
(Neutral)
Form Type
8-K

Rhea-AI Filing Summary

22nd Century Group, Inc. launched a warrant inducement with holders of warrants for up to 5,345,591 common shares at a $3.57 exercise price. Holders agreed to exercise all these warrants for cash, and in return receive new Inducement Warrants with a reduced $0.4626 exercise price, issuable after stockholder approval and exercisable for five years. The company received about $462,800 in cash and redeemed $2,010,000, or 2,010 shares, of its Series B Convertible Preferred Stock, leaving 8,050 Series B shares outstanding. The Inducement Warrants include ownership caps of 4.99% or 9.99% and anti-dilution protections, and the company plans to register the resale of underlying shares. Separately, the board and stockholders approved a 1-for-20 reverse stock split, effective June 12, 2026, to regain Nasdaq Capital Market compliance. Shares outstanding will decrease from 10,326,551 to approximately 516,328, while the 500,000,000 authorized common shares and each holder’s proportional ownership remain effectively unchanged aside from rounding.

Positive

  • None.

Negative

  • None.

Insights

22nd Century trades near-term cash and preferred reduction for lower-priced warrant overhang.

22nd Century Group is using a warrant inducement to pull forward exercises of 5,345,591 existing warrants at $3.57, raising about $462,800 while also redeeming $2,010,000 of Series B preferred. In exchange, investors receive new warrants at a much lower $0.4626 exercise price with five-year terms.

The structure reduces preferred stock and brings in cash but introduces additional potential dilution at a significantly lower price point, subject to stockholder approval, anti-dilution adjustments, and 4.99% or 9.99% beneficial ownership limits. Actual dilution depends on how many Inducement Warrants are ultimately exercised.

The 1-for-20 reverse stock split, effective on June 12, 2026, shrinks outstanding shares from 10,326,551 to about 516,328 while keeping 500,000,000 authorized shares unchanged. This primarily serves to restore Nasdaq Capital Market compliance; economic ownership per investor remains largely the same aside from rounding effects.

Item 1.01 Entry into a Material Definitive Agreement Business
The company signed a significant contract such as a merger agreement, credit facility, or major partnership.
Item 3.02 Unregistered Sales of Equity Securities Securities
The company sold equity securities in a private placement or other unregistered transaction.
Item 3.03 Material Modification to Rights of Security Holders Securities
A change was made that materially affects the rights of existing shareholders (e.g., dividend rights, voting rights).
Item 5.03 Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year Governance
The company amended its charter documents, bylaws, or changed its fiscal year.
Item 9.01 Financial Statements and Exhibits Exhibits
Financial statements, pro forma financial information, and exhibit attachments filed with this report.
Existing warrants subject to inducement 5,345,591 warrants Warrants to purchase common stock at $3.57
Existing warrant exercise price $3.57 per share Exercise price of Existing Warrants
Inducement Warrant exercise price $0.4626 per share Exercise price for new Inducement Warrants
Cash raised from warrant exercises $462,800 Aggregate gross cash proceeds from Existing Warrants
Series B Preferred redeemed $2,010,000 (2,010 shares) Redemption tied to warrant exercises
Remaining Series B Preferred 8,050 shares Series B Convertible Preferred Stock after redemption
Reverse stock split ratio 1-for-20 Reverse split of issued and outstanding common shares
Common shares outstanding post-split ≈516,328 shares After reverse split, including shares held in abeyance
warrant inducement financial
"the Company commenced a warrant inducement offering (the “Warrant Inducement”)"
Warrant inducement is when a company offers new warrants—options to buy shares at a set price—as a sweetener to persuade investors, lenders, or shareholders to approve a deal or provide financing. Investors should care because these extra warrants can dilute existing ownership if exercised, change the company’s future share supply and potential upside, and alter the risk/reward balance much like giving a coupon that could reduce future prices for original buyers.
Inducement Warrants financial
"the Company agreed to issue new warrants (the “Inducement Warrants”)"
Series B Convertible Preferred Stock financial
"redeem shares of the Company’s Series B Convertible Preferred Stock"
Series B convertible preferred stock is a class of shares sold during a later-stage private financing that combines features of a loan and common stock: it usually pays priority dividends or has a priority claim if the company is sold, and it can be converted into common shares under predefined rules. Investors care because these shares affect ownership stakes and payout order—like having a reserved place in line and a ticket that can turn into regular ownership—so they influence potential returns and dilution for other shareholders.
reverse stock split financial
"authorizing a 1-for-20 reverse stock split of the Company’s issued and outstanding shares"
A reverse stock split is when a company reduces the number of its shares outstanding, making each share more valuable. For example, if you own 100 shares worth $1 each, a 1-for-10 reverse split would turn your 100 shares into 10 shares worth $10 each. Companies often do this to boost their stock price and appear more stable to investors.
beneficially own financial
"would beneficially own a number of shares of common stock in excess of 4.99%"
Beneficially own means having the economic rights and risks of a security—such as the right to receive dividends, sell the shares, or profit from price changes—whether or not your name appears on the official share register. Think of it like renting a car: you use it and reap the benefits even if the title lists someone else. Investors care because beneficial ownership determines who truly controls value, must be disclosed under securities rules, and can signal potential influence or trading activity that affects a stock’s price.
anti-dilution protection financial
"Inducement Warrants will contain anti-dilution protection provisions relating to a subsequent reverse stock splits"
A contract feature that prevents an investor’s ownership percentage from shrinking when a company issues new shares, by automatically adjusting how many shares the investor holds or the price at which their special shares convert into common stock. It matters because it protects the value, voting power and potential future gains of early or preferred investors—like giving extra slices of a pie when the pie gets bigger so your piece stays the same size.
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false --12-31 0001347858 0001347858 2026-06-08 2026-06-08 iso4217:USD xbrli:shares iso4217:USD xbrli:shares

 

 

 

UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

WASHINGTON, D.C. 20549

 

FORM 8-K

 

CURRENT REPORT

Pursuant to Section 13 or 15(d) of the

Securities Exchange Act of 1934

 

Date of Report (Date of earliest event reported): June 8, 2026

 

 

 

22nd Century Group, Inc.

(Exact Name of Registrant as Specified in Charter)

 

Nevada   001-36338   98-0468420
(State or Other Jurisdiction
of Incorporation)
  (Commission
File Number)
  (I.R.S. Employer
Identification No.)

 

321 Farmington Road, Mocksville, North Carolina

(Address of Principal Executive Office)

 

27028

(Zip Code)

 

Registrant’s telephone number, including area code: (336) 940-3769

 

 

 

Check the appropriate box below if the Form 8-K filing is intended to simultaneously satisfy the filing obligation of the registrant under any of the following provisions:

 

Written communications pursuant to Rule 425 under the Securities Act (17 CFR 230.425)
   
Soliciting material pursuant to Rule 14a-12 under the Exchange Act (17 CFR 240.14a-12)
   
Pre-commencement communications pursuant to Rule 14d-2(b) under the Exchange Act (17 CFR 240.14d-2(b))
   
Pre-commencement communications pursuant to Rule 13e-4(c) under the Exchange Act (17 CFR 240.13e-4(c))

 

Securities registered pursuant to Section 12(b) of the Act:

 

Title of each class   Trading symbol   Name of each exchange on which registered
Common Stock, $0.00001 par value   XXII   NASDAQ Capital Market

 

Indicate by check mark whether the registrant is an emerging growth company as defined in Rule 405 of the Securities Act of 1933 (§230.405 of this chapter) or Rule 12b-2 of the Securities Exchange Act of 1934 (§240.12b-2 of this chapter). Emerging growth company

 

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. ☐

 

 

 

 

 

 

Item 1.01 Entry into a Material Definitive Agreement.

 

Warrant Inducement

 

On June 8, 2026, the Company commenced a warrant inducement offering (the “Warrant Inducement”) with the holders of certain outstanding warrants to purchase up to an aggregate of 5,345,591 shares of common stock (collectively, the “Existing Warrants”), which Existing Warrants are exercisable at an exercise price of $3.57. The Company offered the holders of the Existing Warrants an inducement period whereby the Company agreed to issue new warrants (the “Inducement Warrants”) to purchase up to a number of shares of common stock equal to 100% of the number of shares of common stock issued pursuant to the exercise by the holders of the Existing Warrants, for cash, at a reduced exercise price equal to $0.4626. Each holder agreed to exercise all of their Existing Warrants immediately.

 

The Inducement Warrants will be issued on substantially the same terms as the Existing Warrants, except that the Inducement Warrants will be exercisable at any time on or after the Company’s stockholders approve the issuance of the Inducement Warrants and the shares of common stock upon the exercise thereof (the “Stockholder Approval Date”), have an expiration date of five years from the Stockholder Approval Date and have an exercise price equal to $0.4626. The exercise price of the Inducement Warrants will be subject to appropriate adjustment in the event of recapitalization events, stock dividends, stock splits, stock combinations, reclassifications, reorganizations or similar events affecting the Company’s common stock. In addition, the Inducement Warrants will contain anti-dilution protection provisions relating to a subsequent reverse stock splits and subsequent equity sales of shares of the Company’s common stock or common stock equivalents at an effective price per share lower than the then effective exercise price of such Inducement Warrants and will also adjust in the event of a reverse stock split. The Company also agreed to hold a meeting of stockholders to approve the issuance of the shares of common stock underlying the Inducement Warrants pursuant to applicable Nasdaq rules.

 

The Inducement Warrants will be issued in reliance upon an exemption from registration pursuant to Section 4(a)(2) under the Securities Act of 1933, as amended (the “Securities Act”). The Company has agreed to, as soon as reasonably practicable, but in any event no later than June 30, 2026, file a registration statement covering the resale of the shares of the Company’s common stock issued or issuable upon the exercise of the Inducement Warrants. The Company shall use commercially reasonable efforts to cause such registration statement to become effective within 45 days (the date such registration statement is declared effective, the “Effectiveness Date”). The shares of common stock issuable under the Existing Warrants were previously registered on Form S-3.

 

Subject to limited exceptions, a holder of Inducement Warrants will not have the right to exercise any portion of its Inducement Warrants if the holder (together with such holder’s affiliates, and any persons acting as a group together with such holder or any of such holder’s affiliates) would beneficially own a number of shares of common stock in excess of 4.99% (or, upon election by a holder prior to the issuance of any Inducement Warrants, 9.99%) of the shares of common stock then outstanding. At the holder’s option, upon notice to the Company, the holder may increase or decrease this beneficial ownership limitation not to exceed 9.99% of the shares of common stock then outstanding, with any such increase becoming effective upon 61 days’ prior notice to the Company.

 

The Company agreed that, subject to certain exceptions, until 30 days after the later of the date that all of the shares issuable upon exercise of the Inducement Warrants (the “Warrant Effectiveness Date”), and the date of Stockholder Approval Date, neither the Company nor any of its subsidiaries will issue, enter into any agreement to issue or announce the issuance or proposed issuance of any shares of common stock or common stock equivalents.

 

Each holder participating in the Warrant Inducement shall have the option to elect, in the holder’s sole discretion, to direct that all or a portion of the aggregate proceeds received by the Company from such holder’s exercise of the Existing Warrants hereunder be applied by the Company to redeem shares of the Company’s Series B Convertible Preferred Stock (the “Series B Preferred Stock”) held by such holder, at a redemption price equal to the par value of such shares of Series B Preferred Stock (the “Series B Redemption”).

 

 

 

 

The Company received aggregate gross cash proceeds of approximately $462,800 and redemption of $2,010,000, or 2,010 shares of Series B Preferred Stock from the exercise of the Existing Warrants. The Company has 8,050 shares of Series B Preferred Stock remaining.

 

Dawson James Securities, Inc. (the “Placement Agent”) acted as the Company’s exclusive placement agent in connection with the Warrant Inducement and the Company has agreed to pay the Placement Agent a cash fee equal to six percent (6.0%) of the aggregate gross proceeds raised in the Warrant Inducement, an additional six percent (6.0%) cash fee of any cash exercise of the Inducement Warrants.

 

The foregoing summaries of the Inducement Warrants and the inducement letters do not purport to be complete and are subject to, and qualified in their entirety by, such documents attached as Exhibits 4.1 and 10.1, respectively, to this Current Report, which are incorporated herein by reference.

 

Item 3.02 Unregistered Sales of Equity Securities

 

The disclosure required by this Item, and included in Item 1.01 of this Current Report, is incorporated herein by reference. Neither the Inducement Warrants nor the shares of the Company’s common stock issuable upon exercise of the Inducement Warrants have been registered under the Securities Act, and may not be sold in the United States absent registration or an applicable exemption from the registration requirements of the Securities Act.

 

Item 3.03. Material Modification to Rights of Security Holders.

 

On June 10, 2026, the Company will fill a Certificate of Amendment (the “Certificate”) pursuant to Nevada Revised Statutes (“NRS”) Section 78.209 with the Secretary of State of the State of Nevada authorizing a 1-for-20 reverse stock split of the Company’s issued and outstanding shares of common stock (the “Reverse Stock Split”).

 

Reason for the Reverse Stock Split

 

The Reverse Stock Split was effected solely to enable the Company to expeditiously restore compliance with the continued listing standard of NASDAQ Capital Market (“NASDAQ”).

 

Effects of the Reverse Stock Split

 

Effective Date; Symbol; CUSIP Number. The Reverse Stock Split will become effective at 12:01 a.m. Eastern Time on June 12, 2026, and will be reflected with NASDAQ and in the marketplace at the open of business on June 12, 2026 (the “Effective Date”), whereupon the shares of common stock will begin trading on a split-adjusted basis. In connection with the Reverse Stock Split, the Company’s shares of common stock will continue to trade on NASDAQ under the symbol “XXII” but will trade under a new CUSIP Number, 90137F707.

 

Split Adjustment; No Fractional Shares. On the Effective Date, the total number of shares of the Company’s common stock held by each stockholder will be converted automatically into the number of whole shares of common stock equal to (i) the number of issued and outstanding shares of common stock held by such stockholder immediately prior to the Reverse Stock Split, divided by (ii) 20.

 

No fractional shares will be issued, and no cash or other consideration will be paid. Instead, the Company will issue one whole share of the post-Reverse Stock Split common stock to any stockholder who otherwise would have received a fractional share as a result of the Reverse Stock Split.

 

Non-Certificated Shares; Certificated Shares. Stockholders who are holding their shares in electronic form at brokerage firms do not have to take any action as the effect of the Reverse Stock Split will automatically be reflected in their brokerage accounts.

 

Stockholders holding paper certificates may (but are not required to) send the certificates to the Company’s transfer agent at the address given below. The transfer agent will issue a new share certificate reflecting the terms of the Reverse Stock Split to each requesting stockholder.

 

 

 

 

Continental Stock Transfer & Trust Company

ONE STATE STREET, 30th Floor

New York, New York 10004

Phone: (917) 262-2378

 

Please contact Continental Stock Transfer & Trust Company for further information, related costs and procedures before sending any certificates.

 

State Filing. The Reverse Stock Split was effected by the Company filing the Certificate pursuant to NRS Section 78.209 with the Secretary of State of the State of Nevada on June 10, 2026. The Certificate will not be effective until the Effective Date. A copy of the Certificate is attached hereto as Exhibit 3.1 and incorporated herein by reference.

 

Stockholder Approval Required. Under Nevada law, because the Reverse Stock Split did not proportionately reduce the authorized shares, Stockholder approval was required in accordance with NRS 78.2055. Under NRS 78.2055, “a corporation that desires to decrease the number of issued and outstanding shares of a class or series held by each stockholder of record at the effective date and time of the change without correspondingly decreasing the number of authorized shares of the same class or series may do so if: (a) The board of directors adopts a resolution setting forth the proposal to decrease the number of issued and outstanding shares of a class or series; and, (b) The proposal is approved by the vote of stockholders holding a majority of the voting power of the affected class or series, or such greater proportion as may be provided in the articles of incorporation, regardless of limitations or restriction on the voting power of the affected class or series.” As described herein, the Reverse Stock Split complies with such requirements.

 

Capitalization. Prior to the Effective Date of the Certificate, the Company was authorized to issue 500,000,000 shares of common stock. As a result of the Reverse Stock Split, the Company will remain authorized to issue 500,000,000 shares of common. As of June 9, 2026 (immediately prior to the Effective Date), there were 10,326,551 shares of common stock outstanding (including 3,424,094 shares held in abeyance). As a result of the Reverse Stock Split, there will be approximately 516,328 shares of common stock outstanding (including 171,205 shares held in abeyance, and subject to adjustment due to the effect of rounding fractional shares into whole shares). The Reverse Stock Split will not have any effect on the stated par value of the common stock.

 

Each stockholder’s percentage ownership interest in the Company and proportional voting power remains virtually unchanged as a result of the Reverse Stock Split, except for minor changes and adjustments that will result from rounding fractional shares into whole shares.

 

All options, warrants and shares of Series B Preferred Stock underlying shares of common stock of the Company outstanding immediately prior to the Reverse Stock Split will be appropriately adjusted as a result of the Reverse Stock Split.

 

Item 5.03. Amendments to Articles of Incorporation or Bylaws.

 

The information required by this Item 5.03 is set forth in Item 3.03 above, which information is incorporated herein by reference.

 

Item 9.01(d): Financial Statements and Exhibits.

 

Exhibit 3.1   Certificate of Amendment to Restated Articles of Incorporation
Exhibit 4.1   Form of Inducement Warrant
Exhibit 10.1   Form of Inducement Letter
Exhibit 104   Cover Page Interactive Data File - The cover page XBRL tags are embedded within the inline XBRL document

 

 

 

 

SIGNATURES

 

Pursuant to the requirements of the Securities Exchange Act of 1934, the Registrant has duly caused this report to be signed on its behalf by the undersigned hereunto duly authorized.

 

  22nd Century Group, Inc.
   
  /s/ Lawrence D. Firestone
Date: June 9, 2026 Lawrence D. Firestone
  Chief Executive Officer

 

 

 

 

FAQ

What is 22nd Century Group (XXII) doing in this warrant inducement?

22nd Century Group is asking holders of 5,345,591 existing warrants at $3.57 to exercise them for cash. In return, the company will issue new Inducement Warrants with a lower $0.4626 exercise price, exercisable for five years after stockholder approval.

How much cash and preferred stock impact comes from XXII’s warrant inducement?

The warrant inducement generated approximately $462,800 in gross cash proceeds and enabled redemption of $2,010,000, or 2,010 shares, of Series B Convertible Preferred Stock. After this transaction, 22nd Century Group has 8,050 shares of Series B Preferred Stock remaining outstanding.

What are the key terms of 22nd Century Group’s Inducement Warrants?

The Inducement Warrants carry a $0.4626 exercise price, become exercisable after stockholders approve their issuance, and expire five years after that approval date. They include anti-dilution protections and beneficial ownership limits of 4.99%, or 9.99% if a holder elects a higher cap.

Why is 22nd Century Group (XXII) implementing a 1-for-20 reverse stock split?

The 1-for-20 reverse stock split is intended to quickly restore compliance with Nasdaq Capital Market listing standards. It consolidates every 20 shares into one, mainly increasing the per-share price, while leaving each investor’s proportional ownership effectively unchanged except for rounding adjustments.

How will XXII’s reverse stock split affect shares outstanding and authorization?

Immediately before the split, 22nd Century Group had 10,326,551 common shares outstanding. After the 1-for-20 reverse split, this will drop to about 516,328 shares. The company will still be authorized to issue 500,000,000 common shares, so only the issued count changes.

When does 22nd Century Group’s reverse stock split become effective for trading?

The reverse stock split becomes effective at 12:01 a.m. Eastern Time on June 12, 2026. Shares will begin trading on a split-adjusted basis that same day on the Nasdaq Capital Market under the symbol XXII, but with a new CUSIP number, 90137F707.

Filing Exhibits & Attachments

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