Table 1. In Vitro Biochemical Properties of 3-Aryl-4-(2-, 3-, or 4-fluorophenyl)-furan-2(5H)-one Derivatives.
| no. | R1 | R2 | oCOX-1 IC50 (μM)a | mCOX-2 IC50 (μM)a |
|---|---|---|---|---|
| 1 | H | H | 5.90 | >25 |
| 2 | 2-F | H | >25 | >25 |
| 3 | 3-F | H | >25 | >25 |
| 4 | 4-F | H | >25 | >25 |
| 5 | 2-F | 4-CH3 | >25 | >25 |
| 6 | 3-F | 4-CH3 | >25 | >25 |
| 7 | 4-F | 4-CH3 | >25 | >25 |
| 8 | 2-F | 4-CH2OH | >25 | >25 |
| 9 | 4-F | 4-CH2OH | >25 | >25 |
| 10 | 4-F | 4-OH | >25 | >25 |
| 11 | 2-F | 4-N(CH3)2 | >25 | >25 |
| 12 | 4-F | 4-N(CH3)2 | >25 | >25 |
| 13 | 2-F | 4-Br | >25 | >25 |
| 14 | 4-F | 4-Br | >25 | >25 |
| 15 | 2-F | 4-Cl | >25 | >25 |
| 16 | 4-F | 4-Cl | >25 | >25 |
a
IC50 values were determined by incubating several concentrations of inhibitors or DMSO vehicle with purified murine COX-2 (63 nM) or ovine COX-1 (22.5 nM) for 20 min, followed by treatment with [1-14C]-arachidonic acid (50 μM) at 37 °C for 30 s. Assays were run in duplicate.