Company: XXII
Filing Date: 2025-12-30
Form Type: DEF 14A
Source: 0001493152-25-029651
Chunk: 2

Company: 22nd Century Group, Inc.
Filing Date: 2025-12-30
Form: DEF 14A
Chunk 2
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PLIT                             |  4 |
| Proposal                                                                                     
 Two: APPROVAL OF SECTIONS OF THE SERIES A CONVERTIBLE PREFERRED STOCK                        | 12 |
| Proposal                                                                                     
 Three: APPROVAL OF AN AMENDMENT TO THE 10,028,302 OUTSTANDING WARRANTS ISSUED IN AUGUST 2025 | 14 |
| Proposal                                                                                     
 Four: APPROVAL OF A POTENTIAL FUTURE OFFERING IN ACCORDANCE WITH NASDAQ LISTING RULES        | 15 |
| Proposal                                                                                     
 Five: ADJOURNMENT OF THE MEETING, IF NECESSARY OR ADVISABLE, TO SOLICIT ADDITIONAL PROXIES   | 18 |
| Beneficial Ownership                                                                         | 19 |
| Stockholder Proposals and Communications with the Board of Directors                         | 20 |
| Other Matters                                                                                | 20 |

| PROXY STATEMENT | iv |

Frequently Asked Questions Regarding Special Meeting Procedures

Q: Why did I receive these materials?

The Board of Directors of 22nd Century Group, Inc. is soliciting proxies for the Special Meeting of Stockholders (Special Meeting) to be held on February 20, 2026 in person. You are receiving a proxy statement because you owned shares of our common stock on January 2, 2026, and that entitles you to vote at the meeting. By use of a proxy, you can vote whether or not you attend the meeting. The proxy materials include this proxy statement for the Special Meeting and a proxy card or voting instruction form for the Special Meeting.

Q: What information is contained in this proxy statement?

The information in this proxy statement relates to the proposals to be voted on at the Special Meeting, the approval of the Reverse Split (Proposal 1), the Series A Preferred (Proposal 2), the anti-dilution adjustments in the August Warrants (Proposal 3), the potential new offering (Proposal 4) and the adjournment of the meeting, if necessary or advisable, to solicit additional proxies in favor of Proposals 1, 2, 3 or 4 (Proposal 5).

Q: Who is entitled to vote at the meeting?

Holders of common stock as of the close of business on the record date, January 2, 2026, will receive notice of, and be eligible to vote at, the Special Meeting and at any adjournment or postponement of the Special Meeting. At the close of business on December 30, 2025, we had