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Wikipedia

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.

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
  • 491-38-3 Y
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:72013 N
ChEMBL
  • ChEMBL13311 N
ChemSpider
  • 9866 N
ECHA InfoCard 100.007.035
  • 10286
UNII
  • 20C556MJ76 Y
  • DTXSID40197680
  • InChI=1S/C9H6O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H N
    Key: OTAFHZMPRISVEM-UHFFFAOYSA-N N
  • InChI=1/C9H6O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H
    Key: OTAFHZMPRISVEM-UHFFFAOYAY
  • O=C1C=COc2ccccc12
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).
N verify (what is YN ?)

Derivatives of chromone are collectively known as chromones. Most, though not all, chromones are also phenylpropanoids.

Examples edit

See also edit

References edit

  1. ^ 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
  2. ^ 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 edit

  • CID 10286 from PubChem – "4-chromone"
  • Chromones at the U.S. National Library of Medicine Medical Subject Headings (MeSH)
  • Synthesis at organic-chemistry.org

chromone, benzopyrone, derivative, benzopyran, with, substituted, keto, group, pyran, ring, isomer, coumarin, namesiupac, name, chromen, onepreferred, iupac, name, benzopyran, oneother, names, benzopyrone, chromen, benzo, gamma, pyrone, benzopyran, benzo, pyra. 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 Chromone NamesIUPAC name Chromen 4 onePreferred IUPAC name 4H 1 Benzopyran 4 oneOther names 4 Chromone 1 4 Benzopyrone 4H Chromen 4 one Benzo gamma pyrone 1 Benzopyran 4 one 4H Benzo b pyran 4 oneIdentifiersCAS Number 491 38 3 Y3D model JSmol Interactive imageChEBI CHEBI 72013 NChEMBL ChEMBL13311 NChemSpider 9866 NECHA InfoCard 100 007 035PubChem CID 10286UNII 20C556MJ76 YCompTox Dashboard EPA DTXSID40197680InChI InChI 1S C9H6O2 c10 8 5 6 11 9 4 2 1 3 7 8 9 h1 6H NKey OTAFHZMPRISVEM UHFFFAOYSA N NInChI 1 C9H6O2 c10 8 5 6 11 9 4 2 1 3 7 8 9 h1 6HKey OTAFHZMPRISVEM UHFFFAOYAYSMILES O C1C COc2ccccc12PropertiesChemical formula C 9H 6O 2Molar mass 146 145 g mol 1Acidity 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 N verify what is Y N Infobox references Derivatives of chromone are collectively known as chromones Most though not all chromones are also phenylpropanoids Contents 1 Examples 2 See also 3 References 4 External linksExamples edit6 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 Xanthone with a second aromatic ring See also editCoumarin a structural isomer FuranochromonesReferences edit 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 amp ALTOUNYAN R E 1967 A double blind trial of disodium cromoglycate in the treatment of allergic bronchial asthma Lancet 2 539 542 AbstractExternal links editCID 10286 from PubChem 4 chromone Chromones at the U S National Library of Medicine Medical Subject Headings MeSH Synthesis at organic chemistry org Retrieved from https en wikipedia org w index php title Chromone amp oldid 1054662452, wikipedia, wiki, book, books, library,

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