CHEBI:6821 - methaqualone

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ChEBI Name methaqualone
ChEBI ID CHEBI:6821
Definition A member of the class of quinazolines that is quinazolin-4-one substituted at positions 2 and 3 by methyl and o-tolyl groups respectively. A depressant that increases the activity of the GABA receptors in the brain and nervous system, it is used as a sedative and hypnotic medication. It became popular as a recreational drug and club drug in the late 1960s and 1970s.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H14N2O
Net Charge 0
Average Mass 250.296
Monoisotopic Mass 250.111
InChI InChI=1S/C16H14N2O/c1-11-7-3-6-10-15(11)18-12(2)17-14-9-5-4-8-13(14)16(18)19/h3-10H,1-2H3
InChIKey JEYCTXHKTXCGPB-UHFFFAOYSA-N
SMILES N1(C=2C(=CC=CC2)C)C(C3=C(C=CC=C3)N=C1C)=O
Roles Classification
Biological Role(s): GABA agonist
A drug that binds to and activates gamma-aminobutyric acid receptors.
Application(s): GABA agonist
A drug that binds to and activates gamma-aminobutyric acid receptors.
sedative
A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing methaqualone (CHEBI:6821) has role GABA agonist (CHEBI:51373)
methaqualone (CHEBI:6821) has role sedative (CHEBI:35717)
methaqualone (CHEBI:6821) is a quinazolines (CHEBI:38530)
IUPAC Name
2-methyl-3-(2-methylphenyl)quinazolin-4(3H)-one
INNs Sources
metacualona ChemIDplus
methaqualone ChemIDplus
methaqualonum ChemIDplus
Registry Number Type Source
72-44-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11672968 PubMed citation Europe PMC
15846700 PubMed citation Europe PMC
16566774 PubMed citation Europe PMC
16861151 PubMed citation Europe PMC
22019312 PubMed citation Europe PMC
26056160 PubMed citation Europe PMC
2701316 PubMed citation Europe PMC
28166217 PubMed citation Europe PMC
3397524 PubMed citation Europe PMC
Last Modified
19 June 2017