Methylmethaqualone

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 GABAA receptor), and is around the same potency. 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.[1][2]

Methylmethaqualone
Clinical data
ATC code
  • none
Legal status
Legal status
  • DE: Anlage I (Authorized scientific use only)
Identifiers
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC17H16N2O
Molar mass264.322 g·mol−1
3D model (JSmol)
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Animal studies of methylmethaqualone have shown it to produce convulsions at only slightly above the effective sedative dose,[3] 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.

References
  1. Klein RFX, Hays PA (January–June 2003;). "Detection and Analysis of Drugs of Forensic Interest, 1992 - 2001; A Literature Review" (PDF). Microgram Journal. DEA. 1 (1–2): 60. Archived from the original (pdf) on 2011-07-19. Check date values in: |date= (help)CS1 maint: extra punctuation (link)
  2. Angelos, S. A.; Lankin, D. C.; Meyers, J. A.; Raney, J. K. (1993). "The Structural Identification of a Methyl Analog of Methaqualone via 2-Dimensional NMR Techniques". Journal of Forensic Sciences. 38 (2): 455–465. PMID 8455002.
  3. Boltze, K. H.; Dell, H. D.; Lehwald, H.; Lorenz, D.; Rueberg-Schweer, M. (1963). "Substituted 4-Quinazolinone Derivatives As Hypnotics and Anticonvulsants". Arzneimittel-Forschung. 13: 688–701. PMID 14085923.


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