The Journal of Organic Chemistry

A facile synthesis of tepoxalin, 5-(4-chlorophenyl)-N-hydroxy-1-(4-methoxyphenyl)-N-methyl-1H-pyrazole-3-propanamide

WV Murray, SK Hadden

Index: Murray, William V.; Hadden, Susan K. Journal of Organic Chemistry, 1992 , vol. 57, # 24 p. 6662 - 6663

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Citation Number: 11

Abstract

Tepoxalin (6) l is a potent inhibitor of both the cyclooxygenase and lipoxygenase pathways of the arachidonic acid cascade. We have previously described a highly efficient regioselective synthesis of this compound. 2 Due to toxicity considerations it became desirable to synthesize tepoxalin without using methylene chloride or oxalyl chloride in the last step. Herein we report a high-yield synthesis of tepoxalin which meets this objective.