Chromone

Chromone
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Names
	IUPAC name Chromen-4-one
	Other names 4-Chromone; 1,4-Benzopyrone; 4H-Chromen-4-one; Benzo-gamma-pyrone; 4H-1-Benzopyran-4-one; 1-Benzopyran-4-one; 4H-Benzo(b)pyran-4-one
Identifiers
CAS Number	491-38-3
ChEBI	CHEBI:72013
ChEMBL	ChEMBL13311
ChemSpider	9866
Jmol 3D model	Interactive image
PubChem	10286
	InChI InChI=1S/C9H6O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H Key: OTAFHZMPRISVEM-UHFFFAOYSA-N ; InChI=1/C9H6O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H Key: OTAFHZMPRISVEM-UHFFFAOYAY ;
	SMILES C1=CC=C2C(=C1)C(=O)C=CO2 ;
Properties
Chemical formula	C9H6O2
Molar mass	146.15 g·mol−1
Acidity (pKa)	-2.0 (of conjugate acid)
Vapor pressure	{{{value}}}
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Chromone (or 1,4-benzopyrone) is a derivative of benzopyran with a substituted keto group on the pyran ring. It is an isomer of coumarin.

Derivatives of chromone are collectively known as chromones. Most, though not all, chromones are also phenylpropanoids.

Examples

Eucryphin, a chromone rhamnoside, can be isolated from the bark of Eucryphia cordifolia.^[1]

Cromolyn (disodium cromoglicate) was found to inhibit antigen challenge as well as stress induced symptoms.^[2] Cromoglicate is used as a mast cell stabilizer in allergic rhinitis, asthma and allergic conjunctivitis.

Nedocromil sodium was found to have a somewhat longer half-life than cromolyn; however, production was discontinued in the US in 2008.

↑ Eucryphin, a new chromone rhamnoside from the bark of Eucryphia cordifolia. R. Tschesche, S. Delhvi, S. Sepulveda and E. Breitmaier, Phytochemistry, Volume 18, Issue 5, 1979, pages 867-869, doi:10.1016/0031-9422(79)80032-1
↑ HOWELL, J.B. & ALTOUNYAN, R.E. (1967). A double-blind trial of disodium cromoglycate in the treatment of allergic bronchial asthma. Lancet, 2, 539–542. Abstract