Oxametacine
Title: Oxametacine
CAS Registry Number: 27035-30-9
CAS Name: 1-(4-Chlorobenzoyl)-N-hydroxy-5-methoxy-2-methyl-1H-indole-3-acetamide
Additional Names: 1-(p-chlorobenzoyl)-5-methoxy-2-methylindole-3-acetohydroxamic acid; indoxamic acid
Trademarks: Dinulcid (Pharmascience); Flogar (UCB)
Molecular Formula: C19H17ClN2O4
Molecular Weight: 372.80
Percent Composition: C 61.21%, H 4.60%, Cl 9.51%, N 7.51%, O 17.17%
Literature References: Deriv of indomethacin, q.v. Prepn: R. Aries, FR 1599495 (1969), C.A. 73, 3797h (1970); F. De Martiis et al., DE 2008332 corresp to US 3624103 (both 1971 to ABC); eidem, Boll. Chim. Farm. 114, 309 (1975). Pharmaco-toxicological evaluation: eidem, ibid. 319. Disposition in rats: L. F. Elsom et al., Arzneim.-Forsch. 29, 1155 (1979). Pharmacokinetics: P. Dittrich et al., ibid. 31, 518 (1981). Effect on prostaglandin biosynthesis: J. S. Franzone et al., Farmaco Ed. Sci. 35, 498 (1980). Clinical study: J. Polderman, M. Colon, J. Int. Med. Res. 8, 156 (1980).
Properties: Cryst from dioxane, mp 181-182° (dec). Sol in most organic solvents at elevated temperatures. In strong alkali it is hydrolyzed quickly to the debenzoylated product. LD50 orally in rats: 96 mg/kg (De Martiis, U.S. patent).
Melting point: mp 181-182° (dec)
Toxicity data: LD50 orally in rats: 96 mg/kg (De Martiis, U.S. patent)
Therap-Cat: Anti-inflammatory.
Keywords: Anti-inflammatory (Nonsteroidal); Arylacetic Acid Derivatives.

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