:Chromone
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 399524554
| ImageFile= chromone.svg
| ImageSize= 150px
| IUPACName= Chromen-4-one
| PIN = 4H-1-Benzopyran-4-one
| OtherNames=4-Chromone; 1,4-Benzopyrone; 4H-Chromen-4-one; Benzo-gamma-pyrone; 1-Benzopyran-4-one; 4H-Benzo(b)pyran-4-one
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=491-38-3
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 20C556MJ76
| PubChem=10286
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 72013
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 13311
| SMILES = O=C1C=COc2ccccc12
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 9866
| InChI = 1/C9H6O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H
| InChIKey = OTAFHZMPRISVEM-UHFFFAOYAY
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C9H6O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = OTAFHZMPRISVEM-UHFFFAOYSA-N
}}
|Section2={{Chembox Properties
| C=9 | H=6 | O=2
| Appearance=
| Density=
| MeltingPt=
| BoilingPt=
| Solubility=
| pKa=−2.0 (of conjugate acid)
}}
|Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
| AutoignitionPt =
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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.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}}
- Cromolyn (disodium cromoglicate) was found to inhibit antigen challenge as well as stress induced symptoms.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. [https://www.ncbi.nlm.nih.gov/entrez/query.fcgi?holding=npg&cmd=Retrieve&db=PubMed&list_uids=4166895&dopt=Abstract Abstract] 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.
- Xanthone with a second aromatic ring.
See also
- Coumarin – a structural isomer
- Furanochromones