Synthesis and structure-activity relationships of 1-phenylpyrazoles as xanthine oxidase inhibitors.

Abstract

A series of 1-phenylpyrazoles was evaluated for inhibitory activity against xanthine oxidase in vitro. Of the compounds prepared, 1-(3-cyano-4-neopentyloxyphenyl)pyrazole-4-carboxylic acid (Y-700) had the most potent enzyme inhibition and displayed longer-lasting hypouricemic action than did allopurinol in a rat model of hyperuricemia induced by the uricase inhibitor potassium oxonate.

• Authors: S Ishibuchi, H Morimoto, T Oe, T Ikebe, H Inoue, A Fukunari, M Kamezawa, I Yamada, Y Naka
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 11 Issue 7 Pg. 879-82 (Apr 09 2001) ISSN: 0960-894X [Print] England
• PMID: 11294382 (Publication Type: Journal Article)

Chemical References

• 1-(3-cyano-4-neopentyloxyphenyl)pyrazole-4-carboxylic acid
• Gout Suppressants
• Pyrazoles
• Uric Acid
• Allopurinol
• Xanthine Oxidase
• Urate Oxidase

Topics

• Allopurinol (pharmacology)
• Animals
• Area Under Curve
• Gout (drug therapy)
• Gout Suppressants (chemical synthesis, metabolism, pharmacology)
• Male
• Metabolic Diseases (chemically induced, drug therapy)
• Models, Animal
• Pyrazoles (chemical synthesis, metabolism, pharmacology)
• Rats
• Rats, Sprague-Dawley
• Structure-Activity Relationship
• Urate Oxidase (antagonists & inhibitors, metabolism)
• Uric Acid (antagonists & inhibitors, blood, metabolism)
• Xanthine Oxidase (antagonists & inhibitors, metabolism)