Flurazepam
Structural Formula Vector Image
Title: Flurazepam
CAS Registry Number: 17617-23-1
CAS Name: 7-Chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
Trademarks: Felmane; Noctosom; Stauroderm
Molecular Formula: C21H23ClFN3O
Molecular Weight: 387.88
Percent Composition: C 65.03%, H 5.98%, Cl 9.14%, F 4.90%, N 10.83%, O 4.12%
Literature References: Prepn: G. A. Archer et al., BE 629005 C.A. 60, 15896f (1964); NL 6401335 C.A. 62, 5289a (1965); G. A. Archer et al., US 3299053 (1963, 1964, 1967 all to Hoffmann-La Roche). Manuf process: R. Fryer, L. H. Sternbach, US 3567710 (1971 to Hoffmann-La Roche). Synthesis: S. Inaba et al., Chem. Pharm. Bull. 19, 263 (1971). Structure-activity studies: L. H. Sternbach et al., J. Med. Chem. 8, 815 (1965); Armagnac et al., Therapie 26, 439 (1971). Metabolism: Schwartz et al., J. Med. Chem. 11, 770 (1968); eidem, J. Pharm. Sci. 59, 1800 (1970). Pharmacology: L. O. Randall et al., Arch. Int. Pharmacodyn. Ther. 178, 216 (1969). Toxicology: H. C. Rosenberg, Pharmacol. Biochem. Behav. 13, 415 (1980). GC determn in plasma: Z. Salama et al., Arzneim.-Forsch. 38, 400 (1988). Comprehensive description: B. C. Rudy, B. Z. Senkowski, Anal. Profiles Drug Subs. 3, 307-331 (1974).
Properties: White rods from ether-petr ether, mp 77-82°.
Melting point: mp 77-82°
 
Derivative Type: Dihydrochloride
CAS Registry Number: 1172-18-5
Additional Names: Flurazepam hydrochloride
Manufacturers' Codes: Ro-5-6901
Trademarks: Benozil (Kyowa); Dalmadorm (Roche); Dalmane (Roche); Dalmate (Roche); Dormodor (Roche); Felison (Sigurta); Insumin (Kyorin); Lunipax (SKB); Somlan (Sintyal)
Molecular Formula: C21H23ClFN3O.2HCl
Molecular Weight: 460.80
Percent Composition: C 54.74%, H 5.47%, Cl 23.08%, F 4.12%, N 9.12%, O 3.47%
Properties: Pale yellow crystals from methanol + ether, mp 190-220°. LD50 in mice (mg/kg): 290 i.p.; 870 orally; 84 i.v. (Randall).
Melting point: mp 190-220°
Toxicity data: LD50 in mice (mg/kg): 290 i.p.; 870 orally; 84 i.v. (Randall)
 
NOTE: This is a controlled substance (depressant): 21 CFR, 1308.14.
Therap-Cat: Sedative, hypnotic.
Keywords: Sedative/Hypnotic; Benzodiazepine Derivatives.

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