A Study On Synthesis, Biological Activities and Molecular Modelling of Some Novel Trisubstituted 1,2,4‐Triazole Derivatives

Abstract

AbstractIn this study, 1‐(4‐substitued benzyl)‐3,5‐diphenyl‐1H‐1,2,4‐triazoles (2 a‐e) and ethyl(3,5‐diphenyl‐1H‐1,2,4‐triazole‐1‐yl)acetate (3) were synthesized starting from 3,5‐diphenyl‐1H‐1,2,4‐triazole (1). The ethyl acetate derivative (3) was converted to 2‐(3,5‐diphenyl‐1H‐1,2,4‐triazole‐1‐yl)acetohydrazide (4) in ethanolic medium with hydrazine hydrate. The reaction of the acetohydrazide (4) with suitable isothiocyanates generate 2‐[(3, 5‐diphenyl‐1H‐1,2,4‐triazole‐1‐yl)acetyl]‐4‐methyl/phenyhlthiosemicarbazide (5 a,b). The cyclization of the thiosemicarbazide (5 a,b) in the presence of NaOH (2 M) resulted in the formation of 5‐[(3, 5‐diphenyl‐1H‐1,2,4‐triazole‐1‐yl)methyl]‐4‐methyl/phenyl‐2,4‐dihidro‐3H‐1,2,4‐triazole‐3‐thiol (6 a,b). Finally, the synthesized 1,2,4‐triazole‐3‐thiols (6 a,b) were converted to their S‐substituebenzyl derivatives (7 a‐j). All of the synthesized compounds (1‐7) were also examined for antioxidant capacities, and antiurease and anti‐acetylcholinesterase (anti‐AChE) activities. It has been found that antioxidant capacity and anti‐urease activity of the compound 7 f is very good in biochemically active compounds.