7-HYDROXYFLAVONE

7-HYDROXYFLAVONE Basic information
Synthesis
Product Name:7-HYDROXYFLAVONE
Synonyms:HYDROXYFLAVONE, 7-;7-hydroxy-2-phenyl-4-benzopyrone;7-Hydroxyflavone,98%;HYDROXYFLAVONE, 7-(RG);TIMTEC-BB SBB005921;7-HYDROXYFLAVONE;7-HYDROXY-2-PHENYL-4H-CHROMEN-4-ONE;7-HYDROXY-2-PHENYLCHROMONE
CAS:6665-86-7
MF:C15H10O3
MW:238.24
EINECS:229-705-3
Product Categories:Mono-substituted Flavones;Biochemistry;Flavonoids
Mol File:6665-86-7.mol
7-HYDROXYFLAVONE Structure
7-HYDROXYFLAVONE Chemical Properties
Melting point 245-247 °C (lit.)
Boiling point 320.83°C (rough estimate)
density 1.340±0.06 g/cm3 (20 ºC 760 Torr)
refractive index 1.5740 (estimate)
Water Solubility Insoluble in water
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form powder to crystal
pka7.02±0.40(Predicted)
color White to Light yellow
BRN 194089
LogP3.620
CAS DataBase Reference6665-86-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 3
Hazard Note Irritant
HS Code 29329990
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
7-HYDROXYFLAVONE Usage And Synthesis
SynthesisAcetylation of resorcinol acetic acid yields 2,4-dihydroxyacetophenone, which is then subjected to benzoylation and transposition to obtain (2-hydroxy-4-benzoyloxy)benzoylacetophenone. 7-hydroxyflavone was obtained by further cyclization reaction in a mixture of acetic acid and hydrochloric acid at 103° C for 7 h. 
Chemical Propertiesoff-white crystals
Usesantifungal, analgesic
UsesReactant:
  • Acting as a biologically valuable acceptor in O-glycosidation reactions
  • Involved in synthesis of fully phosphorylated flavones for use as pancreatic cholesterol esterase inhibitors
  • For O-methylation with di-Me carbonate
  • Linked by a polymethylene chain for synthesis of α1-adrenoceptor antagonists
  • Involved in Baylis-Hillman reactions
  • Involved in phase-transfer catalyzed glucosylation for synthesis of glucosylated flavonoids
DefinitionChEBI: 7-hydroxyflavone is a hydroxyflavonoid in which the flavone nucleus is substituted at position 7 by a hydroxy group.
Synthesis Reference(s)Tetrahedron Letters, 31, p. 6497, 1990 DOI: 10.1016/S0040-4039(00)97100-4
Biological Activity7-Hydroxyflavone is a flavonoid isolated from M. indica with anti-inflammatory properties. It protects renal cells from nicotine (NIC)-induced cytotoxicity through the ERK/Nrf2/HO-1 pathway.
7-HYDROXYFLAVONE Preparation Products And Raw materials
Raw materialsBenzophenone-->2,4-Dihydroxyacetophenone
Preparation Products7,8-Dihydroxyflavone-->4H-1-Benzopyran-4-one, 7-[(methylsulfonyl)oxy]-2-phenyl-
MORIN ARTEMISININ FISETIN HYDRATE Apigenin 7,3'-DIHYDROXYFLAVONE 7,3'-DIMETHOXYFLAVONE AVICULARIN ROBINETIN Myricetin 3,7-DIHYDROXYFLAVONE 7,8-Dihydroxyflavone 3',5'-Dimethoxytricetin 7-O-β-D-glucopypranoside Diosmin Chrysin Rutin Galangin RHOIFOLIN 7-HYDROXYFLAVONE

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