Mecloqualone

Mecloqualone

Mecloqualone
Systematic (IUPAC) name
3-(2-chlorophenyl)-2-methylquinazolin-4(3H)-one
Clinical data
Legal status
?
Identifiers
CAS number  N
ATC code None
PubChem
ChemSpider  YesY
UNII  YesY
KEGG  YesY
ChEMBL  YesY
Chemical data
Formula C15H11ClN2O 
Mol. mass 270.714
 N   

Mecloqualone (Nubarene, Casfen) is a quinazolinone-class GABAergic and is an analogue of methaqualone that was first made in 1960[1] and marketed mainly in France and some other European countries. It has sedative, hypnotic, and anxiolytic properties caused by its agonist activity at the β subtype of the GABAa receptor, and was used for the treatment of insomnia.[2] Mecloqualone is faster-acting but shorter-lasting than methaqualone and so was used only as a sleeping pill,[3] in contrast to methaqualone, which was used as a general-purpose anxiolytic as well. Mecloqualone was never as widely used as methaqualone and is no longer prescribed because of concerns about its potential for abuse and overdose. In the United States it is a Schedule I non-narcotic (depressant) controlled substance with an ACSCN of 2572 and zero annual aggregate manufacturing quota. Is is most often seen these days as a component in purported Quāāludes (resulting from incomplete synthesis of methaqualone) from underground labs.

See also

References

  1. ^ Jackman, G. B.; Petrow, V.; Stephenson, O. (1960). "Some 2, 3-disubstituted 3H-4-quinazolones and 3H-4-thioquinazolones". The Journal of pharmacy and pharmacology 12: 529–538.  
  2. ^ Mouren, P.; Giraud, F.; Pinsard, N. (1963). "Clinical use of a new psycholeptic: Mecloqualone". Marseille medical 100: 599–602.  
  3. ^ Dubnk, B.; Towne, C. A.; Bush, M. T. (1969). "Detection, assay and rate of excretion of mecloqualone in animals and man". Toxicology and applied pharmacology 15 (3): 632–641.