4146. Flunitrazepam

Nomenclature

CAS number: 1622-62-4
5-(2-Fluorophenyl)-1,3-dihydro-1-methyl-7-nitro-2H-1,4-benzodiazepin-2-one; 1-methyl-7-nitro-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2(1H)-one; Ro-5-4200; Narcozep (Roche); Rohypnol (Roche); Roipnol (Roche).
C16H12FN3O3; mol wt 313.28.
C 61.34%, H 3.86%, F 6.06%, N 13.41%, O 15.32%.

Description and references

Prepn: L. H. Sternbach et al., J. Med. Chem. 6, 261 (1963); J. Kariss, H. L. Newmark, US 3116203 and US 3123529; O. Keller et al., US 3203990 (1963, 1964, 1965 all to Hoffmann-La Roche). Industrial prepn and purifn: J. M. Autin, FR 2529203 (1983 to Fabre), C.A. 100, 191913r (1984). Pharmacology and clinical studies: E. Eidelberg et al., Neurology 5, 223 (1965); Schuler et al., Psychopharmacologia 27, 123 (1972); J. M. Monti, H. Altier, ibid. 32, 343 (1973); Schallek et al., Arch. Int. Pharmacodyn. Ther. 206, 161 (1973); Kaplan et al., J. Pharm. Sci. 63, 527 (1974). Review of pharmacology and therapeutic use: M. A. K. Mattila, H. M. Larni, Drugs 20, 353-374 (1980).

Chemical structure

Properties

Pale yellow needles from methylene chloride-hexane, mp 166-167°. Also reported as crystals from acetonitrile and methanol, mp 170-172°.

Note

This is a controlled substance (depressant): 21 CFR, 1308.14.

Therapeutic Category

Hypnotic.

Keywords

Sedative/Hypnotic; Benzodiazepine Derivatives