Some new 3-substituted-4-amino-5-mercapto-4(H)-1,2,4-triazoles as nonsteroidal antiinflammatory agents

Certain new 3-[(((alpha-phenyl/methyl)benzylidene)amino)oxy] methyl/ethyl-4-amino-5-mercapto-1,2,4-triazoles 4a-d, have been prepared starting from alpha/beta-[((alpha-(phenyl/methyl)benzylidene) amino)oxy] acetic/propionic acid esters 1a-d. The esters 1a-d, are converted into the corresponding hydrazides 2a-d, by refluxing them with 99% hydrazine hydrate. The potassium salts of dithiocarbazinates 3a-d, are obtained by stirring hydrazides 2a-d with alcoholic potassium hydroxide and carbon disulphide. Potassium salts of dithiocarbazinate 3a-d, when refluxed with two fold excess of hydrazine hydrate, afford the parent triazoles 4a-d. The structures of the compounds have been characterised by elemental and spectral (IR, 1 HNMR and mass) analysis. All the newly synthesised 1,2,4-triazoles have been screened for antiinflammatory activity by carrageenan induced rat paw edema and cotton pellet induced granulation tissue formation methods. The same compounds have also been screened for their ulcerogenic liability and antimicrobial activity against E. coli, B, cirroflagellosus, A. niger and R. bataticola. Some of the newly synthesised compounds have been evaluated for antituberculosis activity against Mycobacterium tuberculosis H37Rv strain as well.