Mebroqualone

Mebroqualone
Clinical data
ATC code	none;
Legal status
Legal status	DE: Anlage I (Authorized scientific use only);
Identifiers
	IUPAC name 3-(2-bromophenyl)-2-methylquinazolin-4(3H)-one;
CAS Number	4260-20-2 ;
PubChem CID	364842;
ChemSpider	323878 ;
UNII	ST66S8F8EY;
CompTox Dashboard (EPA)	DTXSID20327105 ;
Chemical and physical data
Formula	C15H11BrN2O
Molar mass	315.170 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES BrC1=C(N2C(C3=CC=CC=C3N=C2C)=O)C=CC=C1;
	InChI InChI=1S/C15H11BrN2O/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 ; Key:NBUSAPJNASSKBP-UHFFFAOYSA-N ;
	(verify)

Mebroqualone (MBQ) is a quinazolinone-class GABAergic and is an analogue of mecloqualone that has similar sedative and hypnotic properties to its parent compound, resulting from its agonist activity at the β subtype of the GABA_a receptor. It was originally synthesized in the 1960s^[1] Mebroqualone differs from mecloqualone by having a bromine atom instead of a chlorine on the 3-phenyl ring. It was made illegal in Germany in 1998 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 mecloqualone.^[2]

References

^ Jackman GB, Petrow V, Stephenson O (September 1960). "Some 2, 3-disubstituted 3H-4-quinazolones and 3H-4-thioquinazolones". The Journal of Pharmacy and Pharmacology. 12: 529–38. doi:10.1111/j.2042-7158.1960.tb12705.x. PMID 14406263. S2CID 31254238.
^ "Zwölfte Verordnung zur Änderung betäubungsmittelrechtlicher Vorschriften". Bundesgesetzblatt. I (68): 3126. 7 October 1998.

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[pmid14406263-1] Jackman GB, Petrow V, Stephenson O (September 1960). "Some 2, 3-disubstituted 3H-4-quinazolones and 3H-4-thioquinazolones". The Journal of Pharmacy and Pharmacology. 12: 529–38. doi:10.1111/j.2042-7158.1960.tb12705.x. PMID 14406263. S2CID 31254238.

[2] "Zwölfte Verordnung zur Änderung betäubungsmittelrechtlicher Vorschriften". Bundesgesetzblatt. I (68): 3126. 7 October 1998.

[1]

[2]

Clinical data

ATC code	none
Legal status
Legal status	DE: Anlage I (Authorized scientific use only)
Identifiers
IUPAC name 3-(2-bromophenyl)-2-methylquinazolin-4(3H)-one
CAS Number	4260-20-2^Y
PubChem CID	364842
ChemSpider	323878^Y
UNII	ST66S8F8EY
CompTox Dashboard (EPA)	DTXSID20327105
Chemical and physical data
Formula	C₁₅H₁₁BrN₂O
Molar mass	315.170 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES BrC1=C(N2C(C3=CC=CC=C3N=C2C)=O)C=CC=C1
InChI InChI=1S/C15H11BrN2O/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^Y Key:NBUSAPJNASSKBP-UHFFFAOYSA-N^Y
(verify)

Mebroqualone

See also

References