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Synthesis 1991; 1991(1): 18-20
DOI: 10.1055/s-1991-26367
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The Regioselective Synthesis of Tepoxalin, 3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]-N-hydroxy-N-methylpropanamide and Related 1,5-Diarylpyrazole Anti-inflammatory Agents

William Murray* , Michael Wachter, Donald Barton, Yolanda Forero-Kelly
  • *The R. W. Johnson Pharmaceutical Research Institute, P.O. Box 300, Route 202, Raritan, NJ 08869-0602, USA
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Publication Date:
17 September 2002 (online)

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Tepoxalin, a potent anti-inflammatory agent, and its analogs can be synthesized by condensing an appropriate arylhydrazine hydrochloride and a 6-aryl-4,6-dioxohexanoic acid in alcohol with a base catalyst. These diarylpyrazolylpropanoic acids can be converted to their N-methylhydroxamic acids by generating the requisite acid chloride, and allowing it to react with N-methylhydroxylamine.

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