Tepoxalin
Title: Tepoxalin
CAS Registry Number: 103475-41-8
CAS Name: 5-(4-Chlorophenyl)-N-hydroxy-1-(4-methoxyphenyl)-N-methyl-1H-pyrazole-3-propanamide
Additional Names: 3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]-N-hydroxy-N-methylpropanamide
Manufacturers' Codes: ORF-20485; RWJ-20485
Trademarks: Zubrin (Schering-Plough)
Molecular Formula: C20H20ClN3O3
Molecular Weight: 385.84
Percent Composition: C 62.26%, H 5.22%, Cl 9.19%, N 10.89%, O 12.44%
Literature References: Dual inhibitor of cyclooxygenase and 5-lipoxygenase. Prepn: M. P. Wachter, M. P. Ferro, EP 248594; eidem, US 4826868 (1987, 1989, both to Ortho); W. V. Murray, S. K. Hadden, J. Org. Chem. 57, 6662 (1992). LC/MS characterization of impurities and degradation products: D. J. Burinsky et al., J. Pharm. Sci. 85, 159 (1996). Mechanism of action: S. S. C. Tam et al., J. Biol. Chem. 270, 13948 (1995). Toxicity study in rats, dogs: E. V. Knight et al., Fundam. Appl. Toxicol. 33, 38 (1996). Pharmacological profile in animal models: D. C. Argentieri et al., J. Pharmacol. Exp. Ther. 271, 1399 (1994); in man: M. Depré et al., Int. J. Clin. Pharmacol. Res. 16, 1 (1996). Bioavailability in dogs: L. M. Homer et al., J. Vet. Pharmacol. Ther. 28, 287 (2005).
Properties: Crystals from ethyl acetate + hexane, mp 124-126°.
Melting point: mp 124-126°
Therap-Cat-Vet: Anti-inflammatory.

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