2420. Cloxazolam

Nomenclature

CAS number: 24166-13-0
10-Chloro-11b-(2-chlorophenyl)-2,3,7,11b-tetrahydrooxazolo[3,2-d][1,4]benzodiazepin-6(5H)-one; 7-chloro-5-(2-chlorophenyl)tetrahydrooxazolo[5,4-b]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-one; 10-chloro-11b-(2-chlorophenyl)-2,3,5,6,7,11b-hexahydrobenzo[6,7]-1,4-diazepino[5,4-b]oxazol-6-one; 10-chloro-11b-(2-chlorophenyl)-6-oxo-2,3,5,6,7,11b-hexahydrooxazolo[3,2-d][1,4]benzodiazepine; CS-370; Betavel (Sanofi Winthrop); Enadel (Pfizer); Lubalix (Lubapharm); Olcadil (Sandoz); Sepazon (Sankyo); Tolestan (Roemmers).
C17H14Cl2N2O2; mol wt 349.21.
C 58.47%, H 4.04%, Cl 20.30%, N 8.02%, O 9.16%.

Description and references

Prepn: R. Tachikawa et al., DE 1812252 and DE 1952201; eidem, US 3772371 and US 3696094 (1969, 1970, 1973, 1972 all to Sankyo); T. Miyadera et al., J. Med. Chem. 14, 520 (1971). Pharmacology: T. Kamioka et al., Arzneim.-Forsch. 22, 884 (1972). Metabolism: Murata et al., Chem. Pharm. Bull. 21, 404 (1973). Multicenter trials and complementary studies: K. A. Fischer-Cornelssen, Arzneim.-Forsch. 31, 1757 (1981).

Chemical structure

Properties

Crystals, mp 202-204° (dec). Freely sol in glacial acetic acid; sparingly sol in chloroform; slightly sol in acetone, dehydrated ethanol, ethyl acetate, benzene. Practically insol in water. LD50 in mice (g/kg): 3.3 orally; >2.0 i.p. (Kamioka).

Note

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

Therapeutic Category

Anxiolytic.

Keywords

Anxiolytic; Benzodiazepine Derivatives