Synthesis of 5-aryl-2H-tetrazoles, 5-aryl-2H-tetrazole-2-acetic acids, and [(4-phenyl-5-aryl-4H-1,2,4-triazol-3-yl)thio]acetic acids as possible superoxide scavengers and antiinflammatory agents

J Med Chem. 1984 Dec;27(12):1565-70. doi: 10.1021/jm00378a007.

Abstract

A series of 5-aryl-2H-tetrazoles, 5-aryl-2H-tetrazole-2-acetic acids, and [(4-phenyl-5-aryl-4H-1,2,4-triazol-3-yl)thio]acetic acids were synthesized and tested in vitro for superoxide scavenging activity, in vivo in the carrageenan-induced rat paw edema assay, and in the reverse passive Arthus reaction. The hydroxy-substituted compounds were effective as in vitro scavengers of superoxide but were not effective as in vivo antiinflammatory agents.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates / chemical synthesis*
  • Acetates / pharmacology
  • Animals
  • Anti-Inflammatory Agents / chemical synthesis*
  • Arthus Reaction
  • Azoles / chemical synthesis*
  • Biological Assay
  • Edema / drug therapy
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Rats
  • Spectrophotometry, Infrared
  • Structure-Activity Relationship
  • Superoxides / metabolism*
  • Tetrazoles / chemical synthesis*
  • Tetrazoles / pharmacology
  • Triazoles / chemical synthesis*
  • Triazoles / pharmacology

Substances

  • Acetates
  • Anti-Inflammatory Agents
  • Azoles
  • Indicators and Reagents
  • Tetrazoles
  • Triazoles
  • Superoxides