Chromone
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.
 | |
| 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 | |
3D model (JSmol) |
|
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.007.035 |
PubChem CID |
|
| UNII | |
CompTox Dashboard (EPA) |
|
| |
| |
| Properties | |
| C9H6O2 | |
| Molar mass | 146.145 g·mol−1 |
| Acidity (pKa) | -2.0 (of conjugate acid) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
  | |
| Infobox references | |
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.
gollark: Besides that, long-distance power transmission incurs losses.
gollark: Factories and datacentres and stuff need power constantly.
gollark: No, we need power *constantly*, just telling people "you're using energy wrong" is not really a good solution.
gollark: There are new innovations in nuclear power which could improve efficiency, reduce cost and improve safety too, except nobody seems to be implementing them because people seem to just... not like nuclear.
gollark: Nuclear waste isn't actually a huge issue - you could fit all nuclear waste generated so far into a small swimming pool or something and it's *much* better than the effects of fossil fuel pollution - and meltdowns are rare.
See also
- Coumarin – a structural isomer
- Furanochromones
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
External links
- CID 10286 from PubChem – "4-chromone"
- Chromones at the US National Library of Medicine Medical Subject Headings (MeSH)
- Synthesis at organic-chemistry.org
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.