Synthesis and antiinflammatory activity of hexahydrothiopyrano[4,3-c]pyrazoles and related analogues

J Med Chem. 1982 Dec;25(12):1482-8. doi: 10.1021/jm00354a018.

Abstract

A series of novel hexahydrothiopyrano[4,3-c]pyrazoles and related analogues were prepared and tested for antiinflammatory activity by using the mouse active Arthus reaction and the delayed hypersensitivity skin reaction in guinea pigs as primary screens. The compounds of most interest, 18 and 28, were further tested in a model of adjuvant-induced arthritis; in this system, both compounds were active when dosed intraperitoneally but failed to produce significant activity when dosed orally at subtoxic doses.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemical synthesis*
  • Anti-Inflammatory Agents / toxicity
  • Arthritis, Experimental / drug therapy
  • Arthus Reaction / drug therapy
  • Chemical Phenomena
  • Chemistry
  • Edema / drug therapy
  • Guinea Pigs
  • Hypersensitivity, Delayed / drug therapy
  • Male
  • Mice
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / pharmacology
  • Rats
  • Rats, Inbred Lew
  • Rats, Inbred Strains

Substances

  • Anti-Inflammatory Agents
  • Pyrazoles