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Bioorg Med Chem Lett. 2004 Feb 9;14(3):667-71.

Manipulation of kinetic profiles in 2-aryl propionic acid cyclooxygenase inhibitors.

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  • 1Department of Biochemistry, Drexel University College of Medicine, Philadelphia, PA 19102, USA.

Abstract

The nonsteroidal anti-inflammatory drugs flurbiprofen and ibuprofen were modified in an attempt to alter the kinetics of inhibitor binding by COX-1. Contrary to prior predictions, a halogen substituent is not sufficient to confer slow tight-binding behavior. Conversion of the carboxylate moiety of flurbiprofen to an ester or amide abolishes slow tight-binding behavior, regardless of halogenation state.

PMID:
14741265
[PubMed - indexed for MEDLINE]
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