Design, synthesis, and urease inhibition studies of some 1,3,4-oxadiazoles and 1,2,4-triazoles derived from mandelic acid

Abstract

Some new structural type inhibitors of urease, i.e. 2,5-disubstituted-1,3, 4-oxadiazoles (4ae) and 4,5-disubstituted-1,2,4-triazole-3-thiones (5ae) were synthesized in two steps from mandelic acid hydrazides (2ae) and aryl isothiocyantes. The hydrazides in turn were synthesized from mandelic acid via esterification. Compounds 4ae and 5ae were evaluated against jack bean urease. Compounds 4d, 5b, and 5d were found to be more potent, with IC50 values of 16.1±0.12M, 18.9±0.188M, and 16.7±0.178M, respectively, when compared to the standard (thiourea; IC5021.0±0.011M). These compounds may be subjected to further investigations for the development of antiulcer drugs. © 2010 Informa UK Ltd.