References of 2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylic
acid
Title: Febuxostat
CAS Registry Number: 144060-53-7
CAS Name: 2-[3-Cyano-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazolecarboxylic acid
Synonyms: 2-(3-cyano-4-isobutyloxyphenyl)-4-methyl-5-thiazolecarboxylic acid
Manufacturers' Codes: TEI-6720; TMX-67
Molecular Formula: C16H16N2O3S
Molecular Weight: 316.37
Percent Composition: C 60.74%, H 5.10%, N 8.85%, O 15.17%, S 10.14%
Literature References: Xanthine oxidase/xanthine dehydrogenase inhibitor. Prepn: S. Kondo
et al., EP 513379;
eidem,
US 5614520 (1992, 1997 both to Teijin). Synthesis: M. Hasegawa,
Heterocycles 47, 857 (1998). Mechanism of action and crystal structure study: K. Okamoto
et al., J. Biol. Chem. 278, 1848 (2003). Pharmacology: Y. Osada
et al., Eur. J. Pharmacol. 241, 183 (1993). Clinical pharmacokinetics: M. D. Mayer
et al., Am. J. Therap. 12, 22 (2005). Clinical evaluation in hyperuricemia and gout: M. A. Becker
et al., N. Engl. J. Med. 353, 2450 (2005). Review of clinical development: B. Tomlinson,
Curr. Opin. Invest. Drugs 6, 1168-1178 (2005).
Properties: Crystals from ethanol, mp 238-239° (dec). Also reported as crystals from acetone, mp 201-202° (Hasegawa).
Melting point: mp 238-239° (dec); mp 201-202° (Hasegawa)
Therap-Cat: Treatment of hyperuricemia and chronic gout.
Keywords: Antigout; Xanthine Oxidase Inhibitor.