Preparation and antiinflammatory activity of 2- and 4-pyridones

J Med Chem. 1982 Feb;25(2):131-6. doi: 10.1021/jm00344a008.

Abstract

Several N-alkyl- and N-arylacetoacetamides have been self-condensed to form pyridones. N-Alkylacetoacetamides give 2-pyridones, while N-arylacetoacetamides give 4-pyridones. In an attempt to develop nonacidic, nonsteroidal antiinflammatory agents, the pyridones were tested in a carrageenan-induced pedal edema assay in rats. While the 2-pyridones were not active, 9 of 17 4-pyridones tested were active, and one compound (4g) had antiinflammatory efficacy in a dose-response assay (ED50 values). Most compounds were considered nontoxic by determination of approximate LD50 values in mice by a standard multidimensional observational assay.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemical synthesis*
  • Arthritis, Experimental / drug therapy
  • Carrageenan / antagonists & inhibitors
  • Chemical Phenomena
  • Chemistry
  • Lethal Dose 50
  • Male
  • Pyridones / chemical synthesis*
  • Pyridones / pharmacology
  • Pyridones / toxicity
  • Rats
  • Rats, Inbred Strains

Substances

  • Anti-Inflammatory Agents
  • Pyridones
  • Carrageenan