Synthesis and evaluation of the analgesic and antiinflammatory activities of O-substituted salicylamides

The present investigation deals with the synthesis of some new salicylamido acetyl sulfonamides 3a,b, salicylamido ethylacetate 4, salicylamido acetic acid hydrazide 5, which is considered as the key intermediate for the synth esis of several series of new compounds such as salicylamido pyrazol 6 and pyrazolone 7. N-imido-derivatives 9, 10, 11, thiadiazole 13, oxadiazole 14, 15, Schiffs bases 16a-f. Cyclocondensation of Schiffs bases with thioglyco lic acid gave thiazolidinone 18a-c while with acetylchloride afforded aziti dinones 19a-c and with acetic anhydride gave 1,4-benzoxazepine-3,5-dione. S ome of the compounds were tested for their analgesic and antiinflammatory a ctivities as well as ulcerogenic effects. Some derivatives were more effect ive than salicylamide and ulcerogenic activity was variably lowered.