Synthesis and Biological Activities of 7-Arylazo-7<i>H</i>-pyrazolo[5,1-c][1,2,4] Triazol-6(5<i>H</i>)-Ones and 7-Arylhydrazono-7<i>H</i>-[1,2,4]triazolo[3,4-b] [1,3,4]thiadiazines

Abstract

Two series of 7-arylazo-7H-3-(2-methyl-1H-indol-3-yl)pyrazolo[5,1-c][1,2,4]triazol-6(5H)-ones 4 and 7-arylhydrazono-7H-3-(2-methyl-1H-indol-3-yl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines 7 were prepared via reactions of 4-amino-3-mercapto-5-(2-methyl-1H-indol-3-yl)-1,2,4-triazole 1 with ethyl arylhydrazono-chloroacetate 2 and N-aryl-2-oxoalkanehydrazonoyl halides 5, respectively. A possible mechanism is proposed to account for the formation of the products. The biological activity of some of these products was also evaluated.