A new series of 2,5-diphenyl-1,3,4-oxadiazole (3a-j) and 3,6-diphenyl[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole (6a-j) derivatives were synthesized and evaluated for their antimicrobial and antioxidant activity to study the effect of substitution on the phenyl ring of benzoicacid on these activities. 2,5-diphenyl-1,3,4-oxadiazole (3a-j) were obtained from acid hydrazide on treatment with different benzoicacid in the presence of phosphorous oxychloride. Cyclo-condensation of the SH and NH2 groups of aminothiol 5 with appropriate benzoic acid derivatives in presence of phosphoryl chloride gave 3,6-diphenyl [1,2,4] triazolo [3,4-b][1,3,4]thiadiazole derivatives (6a-j). The toxicity risk assessment; cLogP, solubility, drug likeness and drug score for these compounds was predicted, compounds 3a-c and 3f-i were assessed as non-toxic, while 3d indicated irritating effects and 3e medium risk mutagenicity. 3,6-diphenyl[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole derivatives (6a-j) have shown high risk of reproductive effects. The compounds 3b, 3d, 3f, 3g, 6b, 6c and 6i; and 3d-g, 6b, 6f showed pronounced antibacterial and antifungal activity respectively, while 6b and 6c exhibited promising antioxidant activity.
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