Methaqualone
Structural Formula Vector Image
Title: Methaqualone
CAS Registry Number: 72-44-6
CAS Name: 2-Methyl-3-(2-methylphenyl)-4(3H)-quinazolinone
Additional Names: 2-methyl-3-o-tolyl-4(3H)-quinazolinone; 3,4-dihydro-2-methyl-4-oxo-3-o-tolylquinazoline; metolquizolone; QZ-2
Manufacturers' Codes: CI-705; R-148; TR-495
Trademarks: Parest; Quaalude; Somnafac
Molecular Formula: C16H14N2O
Molecular Weight: 250.30
Percent Composition: C 76.78%, H 5.64%, N 11.19%, O 6.39%
Literature References: Quinazoline sedative-hypnotic. Prepn: Kacker, Zaheer, J. Indian Chem. Soc. 28, 344 (1951); Klosa, J. Prakt. Chem. 14, 84 (1961); 20, 283 (1963). Review of syntheses: E. F. van Zyl, Forensic Sci. Int. 122, 142-149 (2001). GC determn in serum: M. A. Evenson, G. L. Lensmeyer, Clin. Chem. 20, 249 (1974). Metabolism: W. G. Stillwell et al., Drug Metab. Dispos. 3, 287 (1975). Toxicity data: E. I. Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971). Reports of abuse potential: D. S. Inaba et al., J. Am. Med. Assoc. 224, 1505 (1973); E. M. Pascarelli, ibid. 1512. Review of pharmacology: S. S. Brown, S. Goenechea, Clin. Pharmacol. Ther. 14, 314-324 (1973). Comprehensive description: D. M. Patel et al., Anal. Profiles Drug Subs. 4, 245-267 (1975). Comparison of abuse potential with benzodiazepines: M. H. Orzack et al., Int. J. Addict. 23, 449-467 (1988).
Properties: Crystals, mp 120°; also given as mp 114-116°. uv max (ethanol): 225, 263, 304, 316 nm; (0.01N HCl): about 234, 269 nm. Sol in ethanol, ether, chloroform. Practically insol in water. LD50 orally in rats: 255 mg/kg (Goldenthal).
Melting point: mp 120°; mp 114-116°
Absorption maximum: uv max (ethanol): 225, 263, 304, 316 nm; (0.01N HCl): about 234, 269 nm
Toxicity data: LD50 orally in rats: 255 mg/kg (Goldenthal)
 
Derivative Type: Hydrochloride
CAS Registry Number: 340-56-7
Molecular Formula: C16H14N2O.HCl
Molecular Weight: 286.76
Percent Composition: C 67.01%, H 5.27%, N 9.77%, O 5.58%, Cl 12.36%
Properties: Crystals, mp 255-265°. Sol in ether, ethanol. Practically insol in water.
Melting point: mp 255-265°
 
NOTE: This is a controlled substance (depressant): 21 CFR, 1308.11.

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