Nimetazepam
Title: Nimetazepam
CAS Registry Number: 2011-67-8
CAS Name: 1,3-Dihydro-1-methyl-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one
Additional Names: 1-methyl-5-phenyl-7-nitro-1,3-dihydro-2H-1,4-benzodiazepin-2-one; 1-methylnitrazepam
Manufacturers' Codes: S-1530
Trademarks: Erimin (Sumitomo)
Molecular Formula: C16H13N3O3
Molecular Weight: 295.29
Percent Composition: C 65.08%, H 4.44%, N 14.23%, O 16.25%
Literature References: The desmethyl derivative of nitrazepam, q.v. Prepn: L. H. Sternbach et al., J. Med. Chem. 6, 261 (1963); E. Reeder, L. H. Sternbach, US 3109843; US 3144439; US 3141890; US 3243427 (1963, 1964, 1964, 1966 all to Hoffmann-La Roche); O. Keller et al., US 3121114; US 3203990 (1964, 1965 to Hoffmann-La Roche); Sorrentino, ZA 6706791 (1968 to Dumex), C.A. 70, 57916c (1969); Yamamoto et al., DE 1816046 (1970 to Sumitomo), C.A. 73, 120690d (1970); Inaba et al., Chem. Pharm. Bull. 19, 722 (1971). Pharmacology: S. Sakai et al., Arzneim.-Forsch. 22, 534 (1972).
Properties: Pale yellow plates from ethanol, mp 156.5-157.5°. uv max (methanol): 259, 308 nm (e 15800, 9600). LD50 in male, female mice, rats (mg/kg): 910, 750, 1150, 970 orally; 970, 840, 970, 980 i.p.; 1500, 1500, 1000, 1000 s.c. (Sakai).
Melting point: mp 156.5-157.5°
Absorption maximum: uv max (methanol): 259, 308 nm (e 15800, 9600)
Toxicity data: LD50 in male, female mice, rats (mg/kg): 910, 750, 1150, 970 orally; 970, 840, 970, 980 i.p.; 1500, 1500, 1000, 1000 s.c. (Sakai)
NOTE: This is a controlled substance (depressant): 21 CFR, 1308.14.
Therap-Cat: Sedative, hypnotic.
Keywords: Sedative/Hypnotic; Benzodiazepine Derivatives.

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