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mecloqualone

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mecloqualone

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Mecloqualone (Nubarene, Casfen) is a quinazolinone-class GABAergic and is an analogue of methaqualone that was first made in 1960 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. Mecloqualone is faster-acting but shorter-lasting than methaqualone and so was used only as a sleeping pill, in contrast to methaqualone, which was used as a general-purpose anxiolytic as well. Mecloqualone was never as widely used as me

Chemical data

Formula
C15H11ClN2O
Molecular weight
270.71 g/mol
IUPAC name
3-(2-chlorophenyl)-2-methylquinazolin-4-one
SMILES
CC1=NC2=CC=CC=C2C(=O)N1C3=CC=CC=C3Cl
InChIKey
SFITWQDBYUMAPS-UHFFFAOYSA-N
XLogP
2.8
Polar surface area
32.7 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
270.056
Show 3 more facts
chemical formula
C₁₅H₁₁ClN₂O
canonical SMILES
CC1=NC2=CC=CC=C2C(=O)N1C3=CC=CC=C3Cl
Commons category
Mecloqualone
Sources (2)

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~1 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

Mecloqualone (Nubarene, Casfen) is a quinazolinone-class GABAergic and is an analogue of methaqualone that was first made in 1960 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. Mecloqualone is faster-acting but shorter-lasting than methaqualone and so was used only as a sleeping pill, 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 30 grams annual aggregate manufacturing quota.

== See also == Afloqualone Etaqualone Methylmethaqualone Mebroqualone Cloroqualone Diproqualone Gamma-Aminobutyric acid

Excerpted from Wikipedia’s “mecloqualone” article, available under the CC BY-SA 4.0 licence.

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