Chromone

Chromone(or1,4-benzopyrone) is a derivative ofbenzopyranwith a substitutedketogroup on thepyranring. It is an isomer ofcoumarin.

Chromone

Names
IUPAC name Chromen-4-one
Preferred IUPAC name 4H-1-Benzopyran-4-one
Other names 4-Chromone; 1,4-Benzopyrone; 4H-Chromen-4-one; Benzo-gamma-pyrone; 1-Benzopyran-4-one; 4H-Benzo(b)pyran-4-one
Identifiers
CAS Number	491-38-3Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:72013N
ChEMBL	ChEMBL13311N
ChemSpider	9866N
ECHA InfoCard	100.007.035
PubChemCID	10286
UNII	20C556MJ76Y
CompTox Dashboard(EPA)	DTXSID40197680
InChI InChI=1S/C9H6O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6HN Key: OTAFHZMPRISVEM-UHFFFAOYSA-NN InChI=1/C9H6O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H Key: OTAFHZMPRISVEM-UHFFFAOYAY
SMILES O=C1C=COc2ccccc12
Properties
Chemical formula	C9H6O2
Molar mass	146.145g·mol−1
Acidity(pKa)	-2.0 (of conjugate acid)
Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa). Nverify(what isYN?) Infobox references

Derivatives of chromone are collectively known aschromones.Most, though not all, chromones are alsophenylpropanoids.

Examples

• 6,7-dimethoxy-2,3-dihydrochromonehas been isolated fromSarcolobus globosus.
• Eucryphin,a chromone rhamnoside, can be isolated from the bark ofEucryphia cordifolia.
• Cromolyn(disodium cromoglicate) was found to inhibit antigen challenge as well as stress induced symptoms.Cromoglicate is used as amast cell stabilizerinallergic rhinitis,asthmaandallergic conjunctivitis.
• Nedocromilsodium was found to have a somewhat longer half-life than cromolyn; however, production was discontinued in the US in 2008.
• Xanthonewith a second aromatic ring.

See also

• Coumarin– a structural isomer
• Furanochromones

External links

• CID 10286fromPubChem– "4-chromone"
• Chromonesat the U.S. National Library of MedicineMedical Subject Headings(MeSH)
• Synthesis at organic-chemistry.org