Twelve new 4-(substituted phenylsulfamoyl)-2-hydroxyphenyl acetate derivatives have been synthesized and antiinflammatory andcyclooxygenase (COX-1 and COX-2) inhibitory activities have been evaluated. Structures of these compounds were established by IR, 1H NMR, Mass, and Elemental microanalyses data. These compounds also exhibited significant anti-inflammatory activity, which is comparable to that of celecoxib in the carrageenaninduced rat paw edema method. The selected compounds were evaluated for their preliminary in vitro cyclooxygenase inhibitory activity against COX-2 and COX-1 enzymes. The compounds tested showed selective inhibitory activity toward COX-2(72-5%) over COX-1 (3.4%)., amongst them compounds 3c and 3i showed appreciable COX-2 selective inhibitory activity.