Synthesis and antiinflammatory properties of N-substituted 4,5-dioxopyrrolidine-3-carboxanilides.
The synthesis and physical properties of a series of N-methyl- and N-phenyl-4,5-dioxopyrrolidine-3-carboxanilides are described. Unlike previously reported carboxanilides derived from 1,3(2H,4H)-dioxoisoquinoline and 2-oxobenzofuran, the currently described agents exist solely as the enol tautomers and, as a result, do not display comparable acidic properties. None of the newly reported compounds exhibited activity equal to that of aspirin in the carrageenin-induced rat foot edema assay.
D000813:Anilides / Q000138:chemical synthesis* / Q000627:therapeutic use; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000627:therapeutic use; D001241:Aspirin / Q000627:therapeutic use; D004487:Edema / Q000188:drug therapy; D011759:Pyrrolidines / Q000138:chemical synthesis / Q000627:therapeutic use; D051381:Rats
D000813:Anilides; D000893:Anti-Inflammatory Agents; D011759:Pyrrolidines; D001241:Aspirin