| Name | Relationship | Address | Signature | Signature date | CIK |
|---|---|---|---|---|---|
| KEYS DAVID N | Director | C/O 22ND CENTURY GROUP, INC., 321 FARMINGTON RD., MOCKSVILLE | /s/ David N. Keys by John J. Wolfel, Attorney-in-Fact | 13 Nov 2025 | 0001267667 |
| Type | Sym | Class | Transaction | Value $ | Shares | Change % | * Price $ | Shares After | Date | Ownership | Footnotes |
|---|---|---|---|---|---|---|---|---|---|---|---|
| transaction | XXII | Common Stock | Award | $0 | +12,578 | +594% | $0.000000 | 14,696 | 10 Nov 2025 | Direct | F1 |
| 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 | +37,737 | $0.000000 | 37,737 | 10 Nov 2025 | Common Stock | 37,737 | $1.27 | Direct | F2 | |
| holding | XXII | Stock option (right to buy) | 6,357 | 10 Nov 2025 | Common Stock | 6,357 | $2.01 | Direct | F2 |
| 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 | Options vest 1/3 per year on the anniversary of the date of grant, subject to continued service with the Company. |