Methaqualone

Methaqualone
Clinical data
Pronunciation	/mɛθəˈkweɪloʊn/
Trade names	Quaalude, Sopor, Mandrax
ATC code	N05CM01 (WHO) ;
Legal status
Legal status	AU: S9 (Prohibited substance); BR: Class F2 (Prohibited psychotropics); CA: Schedule III; DE: Anlage II (Authorized trade only, not prescriptible); UK: Class B; US: Schedule I; UN: Psychotropic Schedule II;
Pharmacokinetic data
Protein binding	70–80%
Elimination half-life	Biphasic (10–40; 20–60 hours)
Identifiers
	IUPAC name 2-Methyl-3-o-tolyl-4(3H)-quinazolinone;; 3,4-Dihydro-2-methyl-4-oxo-3-o-tolylquinazoline;; 2-Methyl-3-(2-methylphenyl)-4-(3H)-quinazolinone;
CAS Number	72-44-6 ;
PubChem CID	6292;
DrugBank	DB04833 ;
ChemSpider	6055 ;
UNII	7ZKH8MQW6T;
KEGG	D00557 ;
ChEBI	CHEBI:6821;
ChEMBL	ChEMBL282052 ;
CompTox Dashboard (EPA)	DTXSID7023279 ;
ECHA InfoCard	100.000.710
Chemical and physical data
Formula	C16H14N2O
Molar mass	250.301 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	113 °C (235 °F)
	SMILES Cc1ccccc1-n1c(C)nc2ccccc2c1=O;
	InChI InChI=1S/C16H14N2O/c1-11-7-3-6-10-15(11)18-12(2)17-14-9-5-4-8-13(14)16(18)19/h3-10H,1-2H3 ; Key:JEYCTXHKTXCGPB-UHFFFAOYSA-N ;
	(verify)

Methaqualone is a sedative-hypnotic medication that was widely prescribed during the mid-20th century. It was marketed under various brand names, including Quaalude (/ˈkweɪluːd/ KWAY-lood) and Sopor, typically containing 300 mg of methaqualone per tablet. A combination drug known as Mandrax was sold primarily in Europe, containing 250 mg of methaqualone and 20 mg of diphenhydramine in a single tablet.

Methaqualone belongs to the quinazolinone class of compounds. Its commercial production was discontinued in many countries during the mid-1980s due to widespread misuse, addiction, and associated public health concerns.

^ Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.

[1] Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.

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