Table 1.
The IC50 of the compounds 14a–h and 16a–o against hCA II, IX, and XII.
| Compound | Structure | IC50 (nM) | TPSA (Å2) | ||
|---|---|---|---|---|---|
| hCA II | hCA IX | hCA XII | |||
| 14a | R=H | 19.3 | 54.4 | n.t. | 114.1 |
| 14b | R=H * | 12.3 | 50.4 | n.t. | 114.1 |
| 14c | R=2-F | 15.7 | 40.4 | n.t. | 114.1 |
| 14d | R=2-Cl | 39.9 | 71.0 | n.t. | 114.1 |
| 14e | R=2-CH3 | 37.9 | 110.9 | n.t. | 114.1 |
| 14f | R=2-OCH3 | 100.0 | 120.2 | n.t. | 123.4 |
| 14g | R=2-,6-F | 87.0 | 107.3 | n.t. | 114.1 |
| 14h | R=2-NO2 | 102.0 | 58.2 | n.t. | 165.9 |
| 16a | n = 2, R=H | 27.7 | 51.6 | 135.3 | 236.5 |
| 16b | n = 2, R=H * | 13.3 | 86.6 | 255.9 | 236.5 |
| 16c | n = 2, R=2-F | 70.2 | 150.0 | n.t. | 236.5 |
| 16d | n = 2, R=2-Cl | 90.8 | 100.3 | n.t. | 236.5 |
| 16e | n = 2, R=2-CH3 | 41.6 | 84.7 | 162.1 | 236.5 |
| 16f | n = 2, R=2-OCH3 | 111.7 | 329.3 | n.t. | 245.7 |
| 16g | n = 2, R=2-,6-F | 149.2 | 543.9 | n.t. | 236.5 |
| 16h | n = 3, R=H | 26.0 | 270.3 | n.t. | 236.5 |
| 16i | n = 3, R=H * | 10.1 | 299.7 | n.t. | 236.5 |
| 16j | n = 3, R=2-F | 88.4 | 230.1 | n.t. | 236.5 |
| 16k | n = 3, R=2-Cl | 91.0 | 290.4 | n.t. | 236.5 |
| 16l | n = 3, R=2-CH3 | 25.6 | 160.9 | n.t. | 236.5 |
| 16m | n = 3, R=2-OCH3 | 88.1 | 99.6 | 146.1 | 245.7 |
| 16n | n = 3, R=2-,6-F | 177.2 | 351.6 | n.t. | 236.5 |
| 16o | n = 3, R=2-NO2 | 129.2 | 216.1 | n.t. | 288.3 |
| AZM | 13.0 | 50.6 | 38.2 | 113.8 | |
Notes: * Amino and triazole groups are in positions 1–3; Relative errors were in the range of 5–10% of reported values, which were calculated from three independent assays.