Company: XXII
Filing Date: 2025-08-26
Form Type: 424B5
Source: 0001641172-25-025541
Chunk: 1

Company: 22nd Century Group, Inc.
Filing Date: 2025-08-26
Form: 424B5
Chunk 1
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Our common stock is listed on the Nasdaq Capital Market under the symbol “XXII.” On August 21, 2025, the closing price of our common stock was $1.98 per share. 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.

We have retained Dawson James Securities, Inc. to act as the exclusive placement agent in connection with this offering. The placement agent is not purchasing or selling any of the securities but has agreed to use its best efforts to arrange for the sale of the securities. We have agreed to pay the placement agent the placement agent fees set forth in the table below, which assumes that we sell all of the securities we are offering. See “Plan of Distribution” beginning on page S-9 of this prospectus supplement for more information regarding these arrangements.

On June 16, 2025, we filed a Certificate of Change pursuant to Nevada Revised Statutes (“NRS”) Section 78.209 with the Secretary of State of the State of Nevada authorizing a 1-for-23 reverse stock split of our (a) authorized shares of common stock; and (b) issued and outstanding shares of common stock (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.

Investing in our securities 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-4 of this prospectus supplement, page S-1 of the accompanying prospectus, and the information, including risk factors, contained in 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