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Details

Stereochemistry ACHIRAL
Molecular Formula C15H11ClN2O
Molecular Weight 270.714
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MECLOQUALONE

SMILES

CC1=NC2=CC=CC=C2C(=O)N1C3=C(Cl)C=CC=C3

InChI

InChIKey=SFITWQDBYUMAPS-UHFFFAOYSA-N
InChI=1S/C15H11ClN2O/c1-10-17-13-8-4-2-6-11(13)15(19)18(10)14-9-5-3-7-12(14)16/h2-9H,1H3

HIDE SMILES / InChI

Molecular Formula C15H11ClN2O
Molecular Weight 270.714
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Mecloqualone is a quinazoline-class GABAergic and an analog of methaqualone. It acts as an agonist of the beta subtype of GABAa receptor and induces sedative, hypnotic and anxiolytic effects. Mecloqualone was marketed (mostly in france) under the names Nubrene and Casfen for the treatment of insomnia. Mecloqualone is no longer prescribed because of concerns about its potential for abuse and overdose. In the United States, it is registered as a Schedule-I non-narcotic controlled substance.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Nubarene

Approved Use

Mecloqualone was approved for treatment of insomnia in the 1960's. The potential for abuse lead to discontinuation and subsequent legal restrictions.
PubMed

PubMed

TitleDatePubMed
Some 2, 3-disubstituted 3H-4-quinazolones and 3H-4-thioquinazolones.
1960 Sep
[Clinical use of a new psycholeptic: Mecloqualone].
1963
Detection, assay and rate of excretion of mecloqualone in animals and man.
1969 Nov
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:18:02 GMT 2023
Edited
by admin
on Fri Dec 15 16:18:02 GMT 2023
Record UNII
09XU4VDV7E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MECLOQUALONE
INN   MI   USAN  
USAN   INN  
Official Name English
MECLOQUALONE [MI]
Common Name English
MECLOQUALONE [USAN]
Common Name English
NSC-142005
Code English
W-4744
Code English
W 4744
Code English
4(3H)-QUINAZOLINONE, 3-(2-CHLOROPHENYL)-2-METHYL-
Systematic Name English
mecloqualone [INN]
Common Name English
3-(O-CHLOROPHENYL)-2-METHYL-4(3H)-QUINAZOLINONE
Common Name English
Classification Tree Code System Code
DEA NO. 2572
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
WIKIPEDIA Designer-drugs-Mecloqualone
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL279960
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
PRIMARY
EPA CompTox
DTXSID7048875
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
PRIMARY
MERCK INDEX
m7122
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
PRIMARY Merck Index
INN
1215
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
PRIMARY
PUBCHEM
9567
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
PRIMARY
NSC
142005
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
PRIMARY
FDA UNII
09XU4VDV7E
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
PRIMARY
ECHA (EC/EINECS)
206-432-8
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
PRIMARY
SMS_ID
100000081778
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
PRIMARY
DRUG CENTRAL
3334
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
PRIMARY
EVMPD
SUB08681MIG
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
PRIMARY
CAS
340-57-8
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
PRIMARY
NCI_THESAURUS
C175122
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
PRIMARY
MESH
C100281
Created by admin on Fri Dec 15 16:18:02 GMT 2023 , Edited by admin on Fri Dec 15 16:18:02 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY