Structural Formula Vector Image
Title: Isoxicam
CAS Registry Number: 34552-84-6
CAS Name: 4-Hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
Additional Names: 4-hydroxy-3-(5-methyl-3-isoxazolocarbamyl)-2-methyl-2H-1,2-benzothiazine 1,1-dioxide
Manufacturers' Codes: W-8495
Trademarks: Floxicam (Menarini); Maxicam (Parke-Davis); Pacyl (Warner-Lambert); Vectren (Warner-Lambert)
Molecular Formula: C14H13N3O5S
Molecular Weight: 335.34
Percent Composition: C 50.14%, H 3.91%, N 12.53%, O 23.86%, S 9.56%
Literature References: Nonsteroidal anti-inflammatory drug with antipyretic and analgesic properties. Prepn: H. Zinnes et al., DE 2208351; eidem, US 3787324 (1972, 1974 both to Warner-Lambert). Anti-inflammatory properties: G. DiPasquale et al., Agents Actions 5, 256 (1975); ibid. 6, 748 (1976). Pharmacological studies: G. DiPasquale, D. Mellace, ibid. 7, 481 (1977); K. Rainsford, ibid. 573; G. DiPasquale et al., Res. Commun. Chem. Pathol. Pharmacol. 19, 529 (1978). Pharmacokinetics in man: E. U. Kölle et al., Arzneim.-Forsch. 33, 582 (1983). Review of safety and toxicity: M. W. Whitehouse, Br. J. Clin. Pharmacol. 22, 111S-116S (1986). Series of articles on pharmacology, safety and clinical efficacy: Am. J. Med. 79, Suppl. 4B, 1-42 (1985); Br. J. Clin. Pharmacol. 22, Suppl. 2, 107S-190S (1986). Review: Semin. Arthritis Rheum. 12, Suppl. 2, 153-183 (1982).
Properties: Crystals from 1,4-dioxane, mp 265-271° (dec). LD50 in rats (mg/kg): >5000 orally (Whitehouse).
Melting point: mp 265-271° (dec)
Toxicity data: LD50 in rats (mg/kg): >5000 orally (Whitehouse)
Derivative Type: Sodium salt
Molecular Formula: C14H12N3NaO5S
Molecular Weight: 357.32
Percent Composition: C 47.06%, H 3.38%, N 11.76%, Na 6.43%, O 22.39%, S 8.97%
Properties: Crystals from ethanol. mp 270-272° (dec).
Melting point: mp 270-272° (dec)
Therap-Cat: Anti-inflammatory.
Keywords: Anti-inflammatory (Nonsteroidal); Thiazinecarboxamides.
Status: This monograph has been retired and is no longer subject to revision or update.

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