Methylmethaqualone

Methylmethaqualone
Systematic (IUPAC) name
3-(2,4-dimethylphenyl)-2-methylquinazolin-4(3H)-one
Clinical data
Identifiers
3244-75-5 Yes
None
PubChem CID 63382
ChemSpider 57045 Yes
Chemical data
Formula C17H16N2O
264.322
 Yes (what is this?)  (verify)

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]

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. One user reported no effect at 2000mg.

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. Check date values in: |date= (help)
  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.