6166. Mexazolam
Nomenclature
CAS number: 31868-18-5
10-Chloro-11b-(2-chlorophenyl)-2,3,7,11b-tetrahydro-3-methyloxazolo[3,2-d][1,4]benzodiazepin-6(5H)-one; 10-chloro-11b-(o-chlorophenyl)-2,3,7,11b-tetrahydro-3-methyloxazolo[3,2-d][1,4]benzodiazepin-6(5H)-one; CS-386; Melex (Sankyo); Melium (Han Wha); Sedoxil (Bial). C18H16Cl2N2O2; mol wt 363.24.
C 59.52%, H 4.44%, Cl 19.52%, N 7.71%, O 8.81%.
Description and references
Prepn from 2-amino-2′,5-dichlorobenzophenone: R. Tachikawa et al., DE 1812252; eidem, US 3772371 (1969, 1973 to Sankyo). Synthesis via Schiff base, physical properties: T. Miyadera et al., J. Med. Chem. 14, 520 (1971). Acid-base equilibrium: M. Ikeda, T. Nagai, Chem. Pharm. Bull. 30, 3810 (1982). Effect on socially induced suppression in monkeys: T. Kamioka et al., Psychopharmacology 52, 17 (1977). Toxicity studies: H. Masuda et al., Sankyo Kenkyusho Nempo 30, 175 (1978), C.A. 90, 180217d. Clinical effects on anxiety and pyschomotor performance in generalised anxiety disorder: L. Ferreira et al., Clin. Drug Invest. 23, 235 (2003).
Properties
Crystals, mp 172-175°. pKa 6.69. LD50 in male, female mice; male, female rats (mg/kg): 4687, 4571, 810, 4500 orally; >6000, >6000, >4000, >4000 i.p. or s.c. (Masuda).Therapeutic Category
Anxiolytic.
Keywords
Anxiolytic; Benzodiazepine Derivatives