10199. Zoxazolamine
Nomenclature
CAS number: 61-80-3
5-Chloro-2-benzoxazolamine; 2-amino-5-chlorobenzoxazole; McN-485; Flexin (McNeil). C7H5ClN2O; mol wt 168.58.
C 49.87%, H 2.99%, Cl 21.03%, N 16.62%, O 9.49%.
Description and 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).Derivative
Hydrochloride.C7H5ClN2O.HCl; mol wt 205.04.
C 41.00%, H 2.95%, Cl 34.58%, N 13.66%, O 7.80%.