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Sigma-Aldrich

6-Bromo-2-phenyl-(4H)-4-benzopyranone

97%

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Synonym(s):
6-Bromo-2-phenyl-4H-1-benzopyran-4-one, 6-Bromoflavone
Empirical Formula (Hill Notation):
C15H9BrO2
CAS Number:
Molecular Weight:
301.13
MDL number:
PubChem Substance ID:

assay

97%

mp

193-196 °C (lit.)

SMILES string

Brc1ccc2OC(=CC(=O)c2c1)c3ccccc3

InChI

1S/C15H9BrO2/c16-11-6-7-14-12(8-11)13(17)9-15(18-14)10-4-2-1-3-5-10/h1-9H

InChI key

LPOZDKMXSPAATL-UHFFFAOYSA-N

Gene Information

General description

6-Bromo-2-phenyl-(4H)-4-benzopyranone is also referred to as 6-bromoflavone. It is a mononuclear halogenated flavone. 6-Bromoflavone can be prepared from flavanone, via bromination. It can also be synthesized from 2′-hydroxychalcone dibromide.

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6-Bromoflavone, a high affinity ligand for the central benzodiazepine receptors is a member of a family of active flavonoids.
Marder M, et al.
Biochemical and Biophysical Research Communications, 223(2), 384-389 (1996)
Reaction of 2'-hydroxychalcone dibromides with pyridine.
Reddy NJ, et al.
The Journal of Organic Chemistry, 46(3), 638-641 (1981)

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