| Name | Relationship | Address | Signature | Signature date | CIK |
|---|---|---|---|---|---|
| Staffeldt Jonathan | VP and Deputy General Counsel | C/O 22ND CENTURY GROUP, INC., 321 FARMINGTON ROAD, MOCKSVILLE | /s/ Jonathan Staffeldt by John J. Wolfel, Power of Attorney | 13 Nov 2025 | 0002020416 |
| Type | Sym | Class | Transaction | Value $ | Shares | Change % | * Price $ | Shares After | Date | Ownership | Footnotes |
|---|---|---|---|---|---|---|---|---|---|---|---|
| transaction | XXII | Common Stock | Award | $0 | +37,146 | +5124% | $0.000000 | 37,871 | 10 Nov 2025 | Direct | F1, F2 |
| Type | Sym | Class | Transaction | Value $ | Shares | Change % | * Price $ | Shares After | Date | Underlying Class | Amount | Exercise Price | Ownership | Footnotes |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| transaction | XXII | Stock option (right to buy) | Award | $0 | +111,439 | $0.000000 | 111,439 | 10 Nov 2025 | Common Stock | 111,439 | $1.27 | Direct | F3 | |
| holding | XXII | Stock option (right to buy) | 2,176 | 10 Nov 2025 | Common Stock | 2,176 | $46.23 | Direct | F2, F3 |
| Id | Content |
|---|---|
| F1 | The restricted stock units vest 1/3 per year on November 10, 2026, 2027 and 2028, subject to continued service with the Company. |
| F2 | The amount shown reflects the number of shares held following the reported transaction, as adjusted for a 1-for-23 stock split effectuated by the issuer on June 20, 2025. |
| F3 | Options vest 1/3 per year on the anniversary of the date of grant, subject to continued service with the Company. |