Synthesis and biological evaluation of some new aryl pyrazol-3-one derivatives as potential hypoglycemic agents

摘要

Several new aryl substituted pyrazol-3-one 3 derivatives were prepared by the reaction of substituted phenyl hydrazine 1 with diethylethoxymethylene malonate(DEEM)2.The compounds were synthesized by Michael addition reaction,which is a nucleophilic addition of enolate anions to the carbon-carbon double bond of alpha,beta-unsaturated carboxylic acid derivatives.All the compounds were characterized by UV,IR and NMR spectroscopy and tested for hypoglycemic activity on alloxan induced diabetic rats.Among the tested compounds ethyl-2-para nitrophenyl-2,3-dihydro-1H-pyrazol-3-one-4-carboxylate 3c and ethyl-2-meta nitrophenyl-2,3-dihydro-1H-pyrazol-3-one-4-carboxylate 3d are identified as potent hypoglycemic agents and their activities are comparable with the standard drug metformin.