Methaqualone

Methaqualone

Clinical data
Pronunciation	/mɛθəˈkweɪloʊn/
Trade names	Bon-Sonnil, Dormogen, Dormutil, Mequin, Mozambin, Pro Dorm, Quaalude, Somnotropon, Torinal, Tuazolona Methaqualone hydrochloride: Cateudyl, Dormir, Hyptor, Melsed, Melsedin, Mequelon, Methasedil, Nobadorm, Normorest, Noxybel, Optimil, Optinoxan, Pallidan, Parest, Parmilene, Pexaqualone, Renoval, Riporest, Sedalone, Somberol, Somnifac, Somnium, Sopor, Sovelin, Soverin, Sovinal, Toquilone, Toraflon, Tualone, Tuazol
ATC code	N05CM01 (WHO)
Legal status
Legal status	AU: S9 (Prohibited substance) BR: Class F2 (Prohibited psychotropics)[1] 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 Y
PubChem CID	6292
DrugBank	DB04833 Y
ChemSpider	6055 Y
UNII	7ZKH8MQW6T
KEGG	D00557 Y
ChEBI	CHEBI:6821
ChEMBL	ChEMBL282052 Y
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 Y Key:JEYCTXHKTXCGPB-UHFFFAOYSA-N Y
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Methaqualone is a hypnotic sedative. It was sold under the brand names Quaalude (/ˈkweɪluːd/ KWAY-lood) and Sopor among others, which contained 300 mg of methaqualone, and sold as a combination drug under the brand name Mandrax, which contained 250 mg methaqualone and 25 mg diphenhydramine within the same tablet, mostly in Europe. Commercial production of methaqualone was halted in the mid-1980s due to widespread abuse and addictiveness. It is a member of the quinazolinone class.