Company: XXII
Filing Date: 2025-08-26
Form Type: 424B5
Source: 0001641172-25-025541
Chunk: 7

Company: 22nd Century Group, Inc.
Filing Date: 2025-08-26
Form: 424B5
Chunk 7
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June 2025 Reverse Stock Split

On June 16, 2025, we filed a Certificate of Change pursuant to NRS Section 78.209 with the Secretary of State of the State of Nevada authorizing the Reverse Stock Split. The Reverse Stock Split became effective at 12:01 a.m. Eastern Time on June 20, 2025, and was reflected with NASDAQ and in the marketplace at the open of business on June 20, 2025, whereupon the shares of common stock began trading on a split-adjusted basis. All share and per share information in this prospectus supplement has been adjusted to reflect the Reverse Stock Split, however, may not have been adjusted in the information and documents incorporated by reference to this prospectus supplement and accompanying prospectus prior to June 20, 2025.

Corporate Information

We are a Nevada corporation and our corporate headquarters is located at 321 Farmington Road, Mocksville, North Carolina 27028. Our telephone number is (336) 940-3769. Our internet address is www.xxiicentury.com. We do not incorporate the information on our website into this prospectus supplement or in the accompanying prospectus, and you should not consider it to be a part of this prospectus supplement or the accompanying prospectus. Our web site address is included as an inactive textual reference only.

Implications of Being a Smaller Reporting Company

We are a “smaller reporting company” as defined in Item 10(f)(1) of Regulation S-K. Smaller reporting companies may take advantage of certain reduced disclosure obligations, including, among other things, providing only two years of audited financial statements. We will remain a smaller reporting company until the last day of the fiscal year in which (i) the market value of our common stock held by non-affiliates exceeds $250 million as of the prior June 30, or (ii) our annual revenue exceeded $100 million during such completed fiscal year and the market value of our common stock held by non-affiliates exceeds $700 million as of the prior June 30.

| S-1 |

The Offering

| Issuer                                                   |     | 22nd                                                                                                                                     
 Century Group, Inc.                                                                                                                      |
| Series                                                   
 A Preferred Stock                                        |     | 10,650                                                                                                                                   
 shares. This prospectus supplement also relates to the offering of up to 4,863,013 shares of Common Stock issuable upon conversion       
 of the Series A Preferred Stock using the