Chromone

Chromone
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 Y
PubChem	10286
ChEMBL	CHEMBL13311 N
Jmol-3D images	Image 1
SMILES C1=CC=C2C(=C1)C(=O)C=CO2
Properties
Molecular formula	C9H6O2
Molar mass	146.14 g mol−1
Basicity (pKb)	-2.0
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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.

6,7-dimethoxy-2,3-dihydrochromone has been isolated from Sarcolobus globosus.

Examples

• Roger Altounyan studied chromones and eventually found disodium cromoglicate.^[1] This drug was found to inhibit antigen challenge as well as stress induced symptoms. Cromoglicate is used as a mast cell stabilizer in allergic rhinitis, asthma and allergic conjunctivitis. Comparatively free of side-effects, unfortunately its short half-life limited its value.
• Nedocromil sodium was found to have a somewhat longer half-life.

References

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

See also

• Furanochromones

External links

• PubChem 10286 - "4-chromone"
• MeSH Chromones
• Synthesis at organic-chemistry.org