Company: XXII
Filing Date: 2025-12-30
Form Type: DEF 14A
Source: 0001493152-25-029651
Chunk: 27

Company: 22nd Century Group, Inc.
Filing Date: 2025-12-30
Form: DEF 14A
Chunk 27
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 favorable to us or at all. We can provide no assurance that we would be successful in raising funds pursuant to additional equity or debt financings. If approved, the warrants will be more dilutive to current stockholders.

| Our Board of Directors recommends that the stockholders vote “FOR” Proposal 3 to   
 approve the issuance of shares upon the anti-dilution adjustments in the Warrants. |

| PROXY STATEMENT | 14 |

<div align='center'>PROPOSAL FOUR:

APPROVAL OF A POTENTIAL FUTURE OFFERING</div>

The board of directors has recommended to the stockholders a proposal to approve a potential future offering of up to $20 million of a new class of convertible preferred stock (the “New Preferred Stock”) and warrants (the “New Warrants”) pursuant to Rule 5635(d) of the Nasdaq Stock Market for the potential issuance of more than 19.99% of our outstanding common stock at below the Minimum Price under Nasdaq rules.

General

We are seeking approval for a potential future offering of New Preferred Stock and New Warrants under Nasdaq rules (the “Proposed Future Offering”). We would seek approval to raise up to $20 million of gross proceeds from the sale of New Preferred Stock and New Warrants to purchase up to $20 million in gross proceeds of our common stock on the terms below. The Proposed Future Offering must be completed on or before the date that is three months following the date of this Special Meeting of Stockholders, with substantially the same investors as the registered direct offering for the existing Series A Preferred and will have the following terms:

Terms of Proposed New Preferred Stock

The Proposed Future Offering of New Preferred Stock will be substantially similar to the existing Series A Preferred Stock, as follows:

Number of Shares. The Company will file a Certificate of Designation of Preferences, Rights and Limitations with the Secretary of State of the State of Nevada designating up to 20,000 shares out of the authorized but unissued shares of its preferred stock as New Preferred Stock with a stated value of $1,000 per share. The purchase price will be $1,000 per share.

Dividends.The holders of New Preferred Stock will be entitled to dividends when and as declared by the board of directors of the Company (the “Board”), from time to time, in its sole discretion, which dividends will be paid by the Company out of funds legally available therefor, payable, subject to the conditions and other terms of the Certificate of Designations, in cash