Table 1.
Optimization of the alkyl chain length between the urea function and the first amino acid for optimal inhibition
| n | R | Mouse sEH IC50a (μM) | Human sEH IC50a (μM) |
|---|---|---|---|
| 1 | OH | >100 | >100 |
| 1 | OCH3 | 33 | 70 |
| 1 | Arginine | >100 | >100 |
| 1 | Glutamate | >100 | >100 |
| 1 | Histidine | 36 | >100 |
| 1 | Phenylalanine | 18 | >100 |
| 1 | Valine | >100 | >100 |
| 3 | OH | 1.9 | 36 |
| 3 | OCH3 | 0.33 | 6.2 |
| 3 | Arginine | 1.0 | 25 |
| 3 | Glutamate | 1.7 | 24 |
| 3 | Histidine | 0.05 | 30 |
| 3 | Phenylalanine | 1.6 | 21 |
| 3 | Valine | 1.4 | 17 |
| 5 | OH | 24 | >100 |
| 5 | OCH3 | 0.11 | 3.2 |
| 5 | Arginine | 0.23 | >100 |
| 5 | Glutamate | 51 | >100 |
| 5 | Histidine | 0.06 | >100 |
| 5 | Phenylalanine | 0.15 | 2.7 |
| 5 | Valine | 0.56 | 41 |
| AUDA | 0.05 | 0.1 |