5781. Mecloqualone

Nomenclature

CAS number: 340-57-8
3-(2-Chlorophenyl)-2-methyl-4(3H)-quinazolinone; 2-methyl-3-(2-chlorophenyl)-4-quinazolone; Nubarene.
C15H11ClN2O; mol wt 270.71.
C 66.55%, H 4.10%, Cl 13.10%, N 10.35%, O 5.91%.

Description and references

Prepd from acetylanthranilic acid and o-chloroaniline in the presence of POCl3: Jackman et al., J. Pharm. Pharmacol. 12, 529 (1960); Closa, J. Prakt. Chem. [4] 14, 84 (1961). Metabolism: Dubnick, Towne, Toxicol. Appl. Pharmacol. 22, 82 (1972); Daenens, Van Bovan, Arzneim.-Forsch. 24, 195 (1974).

Chemical structure

Properties

Crystals mp 126-128°.

Derivative

Hydrochloride.
C15H11ClN2O.HCl; mol wt 307.17.
C 58.65%, H 3.94%, Cl 23.08%, N 9.12%, O 5.21%.

Properties

Crystals, mp 239-241°.

Note

This is a controlled substance (depressant): 21 CFR, 1308.11.

Therapeutic Category

Sedative; hypnotic.

Keywords

Sedative/Hypnotic; Quinazolone Derivatives