7-HYDROXYFLAVONE
7-HYDROXYFLAVONE Basic information
- 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 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
- pka
- 7.02±0.40(Predicted)
- color
- White to Light yellow
- BRN
- 194089
- LogP
- 3.620
- CAS DataBase Reference
- 6665-86-7(CAS DataBase Reference)
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
7-HYDROXYFLAVONE Usage And Synthesis
Synthesis
Acetylation 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 Properties
off-white crystals
Uses
antifungal, analgesic
Uses
Reactant:
- 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
Definition
ChEBI: 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 Activity
7-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 materials
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