Chromone
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| Chromone | |
|---|---|
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| 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  |
| PubChem | 10286 |
| ChemSpider | 9866  |
| ChEBI | CHEBI:72013 |
| ChEMBL | CHEMBL13311 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C9H6O2 |
| Molar mass | 146.14 g mol−1 |
| Acidity (pKa) | -2.0 (of conjugate acid) |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 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.
Examples
- 6,7-dimethoxy-2,3-dihydrochromone has been isolated from Sarcolobus globosus.
- 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.
References
- ↑ 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
See also
External links
- PubChem 10286 - "4-chromone"
- Chromones at the US National Library of Medicine Medical Subject Headings (MeSH)
- Synthesis at organic-chemistry.org
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