Synthesis and pharmacological evaluation of some 2-(4-isobutylphenyl)-N-(4-oxo-2-arylthiazolidin-3-yl) propanamides

摘要

Some derivatives of ibuprofen bearing 4H-thiazolidin-4-one moiety were synthesized from ibuprofen and studied for their pharmacological activities. Methyl ester of ibuprofen I was synthesized from ibuprofen and then converted to hydrazide II with the reaction of hydrazine hydrate. Hydrazide of ibuprofen then reacted with aromatic aldehydes in the presence of glacial acetic acid to yield the hydrazones III which on reaction with thioglycolic acid and dimethyl formamide in presence of catalytic amount of anhydrous zinc chloride furnished the title compounds IV. The structures of synthesized compounds were elucidated mainly by spectral evidence. All the synthesized title compounds were screened for their anti-inflammatory activity. Title compounds were also studied for their ulcerogenic potential. The compounds exhibited moderate to significant activities.