Methylmethaqualone

ATC code

• none

Legal status

• DE: Anlage I (Authorized scientific use only)

CAS Number

• 3244-75-5 ^Y

PubChem CID

• 63382

Methylmethaqualone

Clinical data
ATC code	none
Legal status
Legal status	DE: Anlage I (Authorized scientific use only)
Identifiers
IUPAC name 3-(2,4-dimethylphenyl)-2-methylquinazolin-4(3H)-one
CAS Number	3244-75-5 Y
PubChem CID	63382
ChemSpider	57045 Y
UNII	OBQ1BQR74T
CompTox Dashboard (EPA)	DTXSID00172675
Chemical and physical data
Formula	C17H16N2O
Molar mass	264.328 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C1c3c(\N=C(/N1c2ccc(cc2C)C)C)cccc3
InChI InChI=1S/C17H16N2O/c1-11-8-9-16(12(2)10-11)19-13(3)18-15-7-5-4-6-14(15)17(19)20/h4-10H,1-3H3 Y Key:MPMDMUROZIYIIM-UHFFFAOYSA-N Y
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Methylmethaqualone (MMQ) is a quinazolinone and an analogue of methaqualone that has similar sedative and hypnotic properties to its parent compound (resulting from its agonist activity at the β subtype of the GABA_A receptor) and is around 3 times as potent in animal models.^[1] Methylmethaqualone differs from methaqualone by 4-methylation on the phenyl ring. It was made illegal in Germany in 1999 and listed by the DEA as a "drug of forensic interest" at about the same time, but little other information is available. It would appear that this compound was sold on the black market in Germany as a designer drug analogue of methaqualone.^[2][3]

Animal studies of methylmethaqualone have shown it to produce convulsions at only slightly above the effective sedative dose,^[4] and anecdotal reports from human users have confirmed that it can have a pro-convulsive effect, which has potential to make this compound particularly hazardous if taken in excessive doses.