Company: XXII
Filing Date: 2025-08-26
Form Type: 424B5
Source: 0001641172-25-025541
Chunk: 9

Company: 22nd Century Group, Inc.
Filing Date: 2025-08-26
Form: 424B5
Chunk 9
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 not available to us when, and in the amounts needed, we could be required to liquidate our inventory, cease or curtail operations, or seek protection under applicable bankruptcy laws or similar state proceedings. There can be no assurance that we will be able to raise the capital we need to continue our operations.

Risks Related to this Offering

We have outstanding warrants with “alternate cashless exercise” provisions that result in the holders obtaining (2) two shares of common stock for a zero exercise price, which could result in substantial dilution.

We have approximately 2,758,954 outstanding warrants with “alternate cashless exercise” provisions that allow the holders of the warrant to obtain (2) two shares of common stock for a zero exercise price. Such warrants may deter future investors and can result in substantial dilution to our investors. If all of the warrants with such provisions were exercised using the alternate cashless exercise provision, it would result in the issuance of 5,517,908 shares of common stock.

| S-4 |

Nasdaq may delist our common stock from trading on its exchange which could limit investors’ ability to make transactions in our common stock and subject us to additional trading restrictions.

Our common stock is currently listed on the Nasdaq. If Nasdaq delists our common stock from trading on its exchange, we could face significant material adverse consequences, including:

| ● | a                                                                                                                                  
 limited availability of market quotations for our common stock;                                                                    |
| ● | reduced                                                                                                                            
 liquidity with respect to our securities;                                                                                          |
| ● | a                                                                                                                                  
 determination that shares of our common stock are “penny stock” which will require brokers trading in our shares to adhere         
 to more stringent rules, possibly resulting in a reduced level of trading activity in the secondary trading market for our shares; |
| ● | a                                                                                                                                  
 limited amount of news and analyst coverage; and                                                                                   |
| ● | a                                                                                                                                  
 decreased ability to issue additional common stock or obtain additional financing in the future.                                   |

Any delisting of our common stock from trading on Nasdaq would likely have a material adverse effect on our stock price and liquidity.

Fluctuations in the price of our common stock, including as a result of actual or anticipated sales of shares by us and/or our directors, officers or stockholders, may make our common stock more difficult to resell.

The market price and trading volume of our common stock have been, and may continue to be, subject to significant fluctuations due not only to general stock market conditions, but