Company: XXII
Filing Date: 2025-06-20
Form Type: S-3
Source: 0001641172-25-015905
Chunk: 2

Company: 22nd Century Group, Inc.
Filing Date: 2025-06-20
Form: S-3
Chunk 2
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 an offer to buy these securities in any jurisdiction where the offer or sale is not permitted.

<div align='center'>Up to 8,588,811 Shares of Common Stock Issuable Upon Exercise of Warrants</div>

This prospectus relates to the resale from time to time by the selling stockholders named in this prospectus under the caption “Selling Stockholders,” or the Selling Stockholders, of up to 8,588,811 shares of our common stock, par value $0.00001 per share, or the Shares, comprising up to (i) 4,851,913 shares of our common stock issuable upon the exercise of outstanding warrants issued in a private placement on October 24, 2024, (ii) 300,458 shares of our common stock issuable upon the exercise of outstanding Placement Agent Warrants issued in connection with a private placement on October 24, 2024 and (iii) 3,436,440 shares of our common stock issuable upon the exercise of outstanding warrants issued in a private placement on April 30, 2025. We will not receive any proceeds from the sale of shares being sold by the selling stockholders. Also, we do not expect to receive proceeds on the exercise by the selling stockholders of outstanding warrants for shares of our common stock covered by this prospectus, as the warrants contain an “alternate cashless exercise” provision whereby the holders will receive (2) two shares of common stock for a zero exercise price.

We have agreed to bear all of the expenses incurred in connection with the registration of these shares. The selling stockholders will pay or assume brokerage commissions and similar charges, if any, incurred for the sale of the warrant shares. The selling stockholders identified in this prospectus may offer the shares from time to time through public or private transactions at fixed prices, at prevailing market prices, at varying prices determined at the time of sale, or at privately negotiated prices. We provide more information about how the selling stockholders may sell their shares of common stock in the section titled “Plan of Distribution” beginning on page 9 of this prospectus. We will not be paying any underwriting discounts or commissions in connection with any offering of shares under this prospectus.

Our common stock is listed on the Nasdaq Capital market under the symbol “XXII.” On June 18, 2025, the closing price of our common stock was $10.12 per share.

Investment in our common stock involves risks. Please read carefully the