In this study, various 5-β-[(N-benzenesulphony/tosyl)-4-(un) substituted anilino]ethyl-2-mercapto-1,3,4-oxadiazole (4a-f), with sulphonamide moiety at the side chain have been synthesised. The structures of the newly synthesised compounds have been established on the basis of their spectral data and elemental analysis. All the compounds were screened for antimicrobial activities against Escherichia coli, Bacillus cirroflagellosus, Aspergillus niger. Colletotrichum capsici and antituberclosis activity against Mycobacterium tuberculosis H37Rv strain. Only two compounds 4b (73%) and 4e (54%), have shown moderate antituberculosis activity. All the compounds have shown moderate antiinflamatory activity and least ulcerogenecity. Most of the compounds have shown significant analgesic activity (64.20-120.72%) in comparison with the standard, Aspirin (49.39%) In the MES method, however only compound 4a, exhibited a protection of 33.33%, and others failed to protect.