Company: XXII
Filing Date: 2025-08-26
Form Type: 424B5
Source: 0001641172-25-025541
Chunk: 17

Company: 22nd Century Group, Inc.
Filing Date: 2025-08-26
Form: 424B5
Chunk 17
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 except that the placement agent warrants have an exercise price of $2.167 per share.

| S-9 |

Indemnification

We have agreed to indemnify the placement agent against certain liabilities, including liabilities under the Securities Act, and liabilities arising from breaches and representations and warranties by us as contained in the engagement letter. We have also agreed to contribute to payments the placement agent may be required to make in respect of such liabilities.

Regulation M

Dawson James may be deemed to be an underwriter within the meaning of Section 2(a)(11) of the Securities Act, and any commissions received by it and any profit realized on the resale of the securities sold by it while acting as principal might be deemed to be underwriting discounts or commissions under the Securities Act. As an underwriter, Dawson James would be required to comply with the requirements of the Securities Act and the Exchange Act, including, without limitation, Rule 415(a)(4) under the Securities Act and Rule 10b-5 and Regulation M under the Exchange Act. These rules and regulations may limit the timing of purchases and sales of securities by Dawson James acting as principal. Under these rules and regulations, Dawson James:

| ● | may                                                                             
 not engage in any stabilization activity in connection with our securities; and |

| ● | may                                                                                                                                      
 not bid for or purchase any of our securities or attempt to induce any person to purchase any of our securities, other than as permitted 
 under the Exchange Act, until it has completed its participation in the distribution.                                                    |

Electronic Distribution

A prospectus supplement in electronic format may be made available on websites or through other online services maintained by the placement agent of the offering, or by its affiliates. Other than the prospectus supplement in electronic format, the information on the placement agent’s websites and any information contained in any other website maintained by the placement agent is not part of this prospectus supplement or the registration statement of which this prospectus supplement forms a part, has not been approved and/or endorsed by us or the placement agent in its capacity as placement agent and should not be relied upon by investors.

Listing

Our common stock is listed on the Nasdaq Capital Market under the symbol “XXII.” There is no established trading market for the Series A Preferred Stock or Warrants and we do not expect a market to develop. In addition, we do not intend to apply for listing of the Series A Preferred Stock or Warrants on any national securities exchange or other nationally recognized trading system.

Selling Restrictions

No action