6575. Nitrazepam
Nomenclature
CAS number: 146-22-5
1,3-Dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one; LA-1; Ro-4-5360; Benzalin (Shionogi); Calsmin (Sumitomo); Eatan (Desitin); Eunoctin (Gedeon Richter); Imeson (Taurus); Mogadan (Valeant); Mogadon (Valeant); Nelbon (Sankyo); Nitrados (APS); Radedorm (AWD); Remnos (DDSA); Somnased (GSK); Somnibel (UCB); Somnite (Norgine); Surem (Galen); Unisomnia (Alliance). C15H11N3O3; mol wt 281.27.
C 64.05%, H 3.94%, N 14.94%, O 17.06%.
Description and references
Prepn: Sternbach et al., J. Med. Chem. 6, 261 (1963); O. Keller et al., US 3121076 (1964 to Hoffmann-La Roche). Crystal structure: G. Gilli et al., Acta Crystallogr. 33B, 2664 (1977). Pharmacokinetic studies: Rieder, Arzneim.-Forsch. 23, 212 (1973); L. Kangas, Acta Pharmacol. Toxicol. 45, 16 (1979). Toxicity data: Randall et al., Schweiz. Med. Wochenschr. 95, 334 (1965). Review: Rieder, Wendt in Benzodiazepines, S. Garattini et al., Eds. (Raven Press, New York, 1973) pp 99-127. Comprehensive description: H. Y. Aboul-Enein et al., Anal. Profiles Drug Subs. 9, 487-517 (1980).
Properties
Yellow crystals from ethanol, mp 224-226°. uv max (0.1N H2SO4): 277.5 nm (E1%1cm 1500). Sol in alc, acetone, chloroform, ethyl acetate. Practically insol in water, ether, benzene, hexane. LD50 orally in rats: 825 ±80 mg/kg (Randall).Note
This is a controlled substance (depressant): 21 CFR, 1308.14.Therapeutic Category
Anticonvulsant; hypnotic.
Keywords
Anticonvulsant; Sedative/Hypnotic; Benzodiazepine Derivatives