5297. Ketazolam

Nomenclature

CAS number: 27223-35-4
11-Chloro-8,12b-dihydro-2,8-dimethyl-12b-phenyl-4H-[1,3]oxazino[3,2-d][1,4]benzodiazepine-4,7(6H)-dione; U-28774; Anseren (Novartis); Unakalm (Pharmacia & Upjohn).
C20H17ClN2O3; mol wt 368.81.
C 65.13%, H 4.65%, Cl 9.61%, N 7.60%, O 13.01%.

Description and references

Prepn: J. Szmuszkovicz, DE 1947226; idem, US 3573282 (1970, 1971 both to Upjohn). Synthesis and structure: J. Szmuszkovicz et al., Tetrahedron Lett. 1971, 3665. Analysis by HPLC: D. J. Weber, J. Pharm. Sci. 61, 1797 (1972). Pharmacology: V. H. Sethy, Arch. Exp. Pathol. Pharmakol. 301, 157 (1978). Clinical studies: L. F. Fabre, J. Int. Med. Res. 4, 50 (1976); L. A. Gottschalk, J. B. Cohn, Psychopharmacol. Bull. 14, 39 (1978).

Chemical structure

Properties

Colorless prisms from chloroform/ether, mp 182-183.5° (sinters at 170°). uv max (ethanol): 202, 241 nm (ε 40600; 18400).

Note

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

Therapeutic Category

Anxiolytic.

Keywords

Anxiolytic; Benzodiazepine Derivatives