Synthesis, urease inhibition and antimicrobial activities of some chiral 5-aryl-4-(1-phenylpropyl)-2H-1,2,4-triazole-3-(4H)-thiones

2009 ARKIVOC  
The synthesis of some chiral 5-aryl-4-(1-phenylpropyl)-2H-1,2,4-triazole-3(4H)-thiones (6a-i) was carried out by cyclodehydration of 1-aroyl-4-(1-phenylpropyl)thiosemicarbazides (5a-i) obtained by the condensation of isomeric halo benzoic acid hydrazides (3a-i) and (R)-(+)-1phenylpropyl isothiocyanate (4). The hydrazides (3a-i) were synthesized from the corresponding halo benzoic acids (1a-i) via esterification. The synthesis was confirmed by spectroanalytical techniques. The compounds 6d and
more » ... were found to be more potent urease inhibitors than the standard thiourea, depicting the IC 50 values of 7.8 ± 0.2 and 12.4 ± 0.2 µM, respectively (IC 50 of thiourea = 21.0 ± 0.1 µM). Compounds 6c and 6h also exhibited very good urease inhibition activity with the IC 50 values of 35.9 ± 0.7 and 31.1 ± 0.5 µM, respectively. In addition the antimicrobial activities of the synthesized compounds are also being reported.
doi:10.3998/ark.5550190.0010.720 fatcat:wb3ktoqwmfaxlctkosuqhwyqkm