Structural Formula Vector Image
Title: Zoxazolamine
CAS Registry Number: 61-80-3
CAS Name: 5-Chloro-2-benzoxazolamine
Additional Names: 2-amino-5-chlorobenzoxazole
Manufacturers' Codes: McN-485
Trademarks: Flexin (McNeil)
Molecular Formula: C7H5ClN2O
Molecular Weight: 168.58
Percent Composition: C 49.87%, H 2.99%, Cl 21.03%, N 16.62%, O 9.49%
Literature References: Centrally acting myorelaxant; formerly used as an antispasmodic and uricosuric. Prepn: T. Nagana et al., J. Am. Chem. Soc. 75, 2770 (1953); J. Sam, US 2780633 (1957 to McNeil). Pharmacology and structure-activity studies: C. K. Cain, A. P. Roszkowski, "Benzoxazoles, Benzothiazoles and Benzimidazoles" in Medicinal Chemistry: A Series of Monographs 4, G. DeStevens, Ed. (Academic Press, New York, 1964) pp 325-357. Use in assay of microsomal oxidase activity: J. E. Tomaszeski et al., Arch. Biochem. Biophys. 176, 788 (1976). GLC determn and pharmacokinetics: M van der Graaff et al., Drug Metab. Dispos. 14, 331 (1986).
Properties: Crystals from benzene, mp 185-185.5°. uv max (methanol): 244, 285 nm. Slightly sol in water; sol in alcohol. LD50 in mice, rats (mg/kg): 376, 102 i.p.; 678, 730 orally (Cain, Roszkowski).
Melting point: mp 185-185.5°
Absorption maximum: uv max (methanol): 244, 285 nm
Toxicity data: LD50 in mice, rats (mg/kg): 376, 102 i.p.; 678, 730 orally (Cain, Roszkowski)
Derivative Type: Hydrochloride
Molecular Formula: C7H5ClN2O.HCl
Molecular Weight: 205.04
Percent Composition: C 41.00%, H 2.95%, Cl 34.58%, N 13.66%, O 7.80%
Properties: Needles, mp 229° (dec).
Melting point: mp 229° (dec)
Use: Tool for assessing hepatic cytochrome P-450 activity in rodents.

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