Synthesis and antiinflammatory activity of some 1,6-methano[10]annuleneacetic acids

J Med Chem. 1975 Jun;18(6):583-6. doi: 10.1021/jm00240a012.

Abstract

Some new approaches to the 1,6-methano[10]annulene system are described. The routes were used to prepare 1,6-methano[10]annulene-3-acetic acid and the alpha-methyl analog. The compounds showed antinflammatory and analgesic activity, though less than that of corresponding naphthalene compounds; the possible effect of the chirality of the annulene on the observed biological activity is discussed.

Publication types

  • Comparative Study

MeSH terms

  • Acetates / chemical synthesis
  • Acetates / therapeutic use
  • Animals
  • Anti-Inflammatory Agents / chemical synthesis*
  • Anti-Inflammatory Agents / therapeutic use
  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis
  • Anti-Inflammatory Agents, Non-Steroidal / therapeutic use
  • Aspirin / therapeutic use
  • Bridged-Ring Compounds / chemical synthesis*
  • Bridged-Ring Compounds / therapeutic use
  • Carrageenan
  • Edema / chemically induced
  • Edema / drug therapy
  • Mice
  • Phenylbutazone / therapeutic use
  • Rats

Substances

  • Acetates
  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Bridged-Ring Compounds
  • Carrageenan
  • Phenylbutazone
  • Aspirin