Cong Ri-gang
2007
Citations
0
Influential Citations
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Citations
Quality indicators
Journal
Journal of China Pharmaceutical University
Abstract
Aim:To study the synthesis and anti-inflammatory activity of 3-[(4-sulfamoylphenyl)hydroxy methylene]-5-methyl-2-oxindole-1-carboxamide compounds and search for novel anti-inflammatory agents with better efficacy and less side effects.Methods:Phenyl 5-methyl-2-oxindole-1-carboxylate reacted with 4-sulfamoylbenzoyl chloride and 4-dimethylaminopyridine to yield phenyl 3-[(4-sulfamoylphenyl)hydroxy methylene]-5-methyl-2-oxindole-1-carboxylate(Ⅲ_1),which was condensed with corresponding amines,followed by acidification with hydrochloride acid to afford the target compounds Ⅲ_2-9 for further evaluation of their pharmacological property in the animal models.Results:Nine novel compounds Ⅲ_1-9 were obtained,whose structures were determined by IR,1H NMR,MS and elemental analysis.Six compounds Ⅲ_2,4,5,7-9 exhibited marked anti-inflammatory activity in xylene-induced mice ear swelling model and were further evaluated in carrageenan-induced rat paw edema model.Ⅲ_2,7,8 possessed anti-inflammatory activity.Ⅲ_2,4,7-9 had less gastrointestinal side effects than diclofenac sodium(P0.05)and tenidap sodium(P0.01),and there was no statistically significant difference to CMC-Na(P0.05).Conclusion:3-[(4-Sulfamoylphenyl)hydroxy methylene]-5-methyl-2-oxindole-1-carboxamides possess some anti-inflammatory activity and less gastrointestinal side effects.