Company: XXII
Filing Date: 2025-12-19
Form Type: PRE 14A
Source: 0001493152-25-028573
Chunk: 25

Company: 22nd Century Group, Inc.
Filing Date: 2025-12-19
Form: PRE 14A
Chunk 25
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arrants are attached as Exhibits to the Company’s Form 8-K filed with the SEC on August 25, 2025 and the warrant amendment is attached as an Exhibit to the Company’s Form 8-K filed with the SEC on December 17, 2025, which are incorporated herein by reference.

Reasons for Stockholder Approval

Our common stock is listed on the Nasdaq Capital Market under the symbol “XXII,” and we are subject to the Nasdaq listing standards and rules. Under Rule 5635(d) of the Nasdaq Stock Market, stockholder approval is required in connection with a transaction, other than a public offering, at a price below the Minimum Price (as defined under Nasdaq rules) involving the sale, issuance or potential issuance by the Company of common stock (or securities convertible into or exercisable for common stock), which equals 20% or more of the common stock or 20% or more of the voting power outstanding before the issuance. The anti-dilution adjustment in the warrants could result in the potential issuance of more than 19.99% of our outstanding common stock at below the Minimum Price under Nasdaq rules without approval of our stockholders.

Possible Effects of the Proposal

If the stockholders do not approve this Proposal 3, then the exercise price of the warrants will not change. Additionally, the failure to obtain stockholder approval may discourage future investors from engaging in future financings with us. If these consequences occur, we may have difficulty finding alternative sources of capital to fund our operations in the future on terms 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 | 17 |

<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