Company: XXII
Filing Date: 2025-11-04
Form Type: 424B5
Source: 0001493152-25-020754
Chunk: 1

Company: 22nd Century Group, Inc.
Filing Date: 2025-11-04
Form: 424B5
Chunk 1
---
 Sales Agent will be deemed to be an “underwriter” within the meaning of the Securities Act and the compensation of the Sales Agent will be deemed to be underwriting commissions or discounts. We have also agreed to provide indemnification and contribution to the Sales Agent with respect to certain civil liabilities, including liabilities under the Securities Act.

Investing in our common stock involves a high degree of risk. You should read this prospectus supplement and the accompanying prospectus carefully before you make your investment decision. See “Risk Factors” beginning on page S-6 of this prospectus supplement, the accompanying prospectus, and the other documents we file or have filed with the Securities and Exchange Commission that are incorporated by reference in this prospectus supplement and in the accompanying prospectus, for a discussion of the factors you should consider before investing in our common stock.

Neither the Securities and Exchange Commission nor any state securities commission has approved or disapproved of these securities or determined if this prospectus supplement or the accompanying prospectus is truthful or complete. Any representation to the contrary is a criminal offense.

<div align='center'>Needham & Company

The date of this prospectus supplement is November 4, 2025</div>

<div align='center'>Table Of Contents

Prospectus Supplement</div>

| About This Prospectus Supplement    | S-1  |
| “Forward-Looking Information”       | S-2  |
| Prospectus Supplement Summary       | S-4  |
| The Offering                        | S-5  |
| Risk Factors                        | S-6  |
| Use of Proceeds                     | S-8  |
| Dilution                            | S-9  |
| Plan of Distribution                | S-11 |
| Legal Matters                       | S-11 |
| Experts                             | S-12 |
| Where You Can Find More Information | S-12 |

<div align='center'>Prospectus</div>

| ABOUT                            
 THIS PROSPECTUS                  |  1 |
| RISK                             
 FACTORS                          |  1 |
| “FORWARD-LOOKING”                
 INFORMATION                      |  1 |
| 22ND                             
 CENTURY GROUP, INC.              |  3 |
| USE                              
 OF PROCEEDS                      |  4 |
| DILUTION                         |  5 |
| SECURITIES                       
 TO BE OFFERED                    |  6 |
| DESCRIPTION                      
 OF DEBT SECURITIES               |  7 |
| DESCRIPTION                      
 OF CAPITAL STOCK                 |