Synthesis of alpha-methyl-4-(2-thienylcarbonyl)benzeneacetic acid, suprofen, and derivatives.
A series of compounds with general structure Het-CO-Ar-CH(CH3)COOH was prepared for pharmacological screening. Different synthetic approaches are described. Alpha-Methyl-4-(2-thienylcarbonyl)benzeneacetic acid (compound III-1, suprofen) was found to show a marked antiwrithing activity. Furthermore this compound proved to be a potent inhibitor of prostaglandin biosynthesis.
D000085:Acetates; D000818:Animals; D001095:Arachidonic Acids / Q000378:metabolism; D004353:Drug Evaluation, Preclinical; D008722:Methods; D009119:Muscle Contraction / Q000187:drug effects; D010666:Phenylpropionates / Q000138:chemical synthesis* / Q000494:pharmacology; D011448:Prostaglandin Antagonists / Q000138:chemical synthesis*; D051381:Rats; D013035:Spasm / Q000139:chemically induced; D013329:Structure-Activity Relationship; D013876:Thiophenes / Q000138:chemical synthesis / Q000494:pharmacology
D000085:Acetates; D001095:Arachidonic Acids; D010666:Phenylpropionates; D011448:Prostaglandin Antagonists; D013876:Thiophenes