Synthesis, antioxidant and analgesic activities of Schiff bases of 4-amino-1,2,4-triazole derivatives containing a pyrazole moiety

Ann Pharm Fr. 2016 Nov;74(6):431-438. doi: 10.1016/j.pharma.2016.03.005. Epub 2016 Apr 20.

Abstract

A series of Schiff bases of 4-amino-1,2,4-triazole derivatives containing pyrazole (5a-h) were synthesized from condensation of 4-amino-5-(5-methyl-1H-pyrazol-3-yl)-4H-1,2,4-triazole-3-thiol (3) derivative with various aromatic aldehydes (4a-h). The structures of the synthesized compounds were elucidated by IR, 1H NMR, 13C NMR, and mass spectrometry. All the synthesized compounds (5a-h) were screened for their in vivo analgesic and in vitro antioxidant activities revealing significant analgesic and antioxidant properties.

Keywords: 1,2,4-Triazole; Activité analgésique; Activité anti-oxydante; Analgesic activity; Antioxidant activity; Bases de Schiff; Pyrazole; Schiff bases.

MeSH terms

  • Analgesics, Non-Narcotic / chemical synthesis*
  • Analgesics, Non-Narcotic / pharmacology*
  • Animals
  • Antioxidants / chemical synthesis*
  • Antioxidants / pharmacology*
  • Biphenyl Compounds / chemistry
  • Female
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Male
  • Mass Spectrometry
  • Pain Measurement / drug effects
  • Picrates / chemistry
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / pharmacology*
  • Rats
  • Rats, Wistar
  • Schiff Bases / chemical synthesis*
  • Schiff Bases / pharmacology*
  • Structure-Activity Relationship
  • Triazoles / chemical synthesis*
  • Triazoles / pharmacology*

Substances

  • Analgesics, Non-Narcotic
  • Antioxidants
  • Biphenyl Compounds
  • Indicators and Reagents
  • Picrates
  • Pyrazoles
  • Schiff Bases
  • Triazoles
  • 1,2,4-triazole
  • 1,1-diphenyl-2-picrylhydrazyl