ChemicalBook--->CAS DataBase List--->6665-86-7

6665-86-7

6665-86-7 Structure

6665-86-7 Structure
IdentificationMore
[Name]

7-HYDROXYFLAVONE
[CAS]

6665-86-7
[Synonyms]

7-HYDROXY-2-PHENYL-4H-CHROMEN-4-ONE
7-HYDROXY-2-PHENYLCHROMONE
7-HYDROXYFLAVONE
HYDROXYFLAVONE, 7-
TIMTEC-BB SBB005921
7-hydroxy-2-phenyl-4-benzopyrone
7-Hydroxyflavone,98%
HYDROXYFLAVONE, 7-(RG)
7-Hydroxy-2-phenyl-4H-1-benzopyran-4-one
[EINECS(EC#)]

229-705-3
[Molecular Formula]

C15H10O3
[MDL Number]

MFCD00006835
[Molecular Weight]

238.24
[MOL File]

6665-86-7.mol
Chemical PropertiesBack Directory
[Appearance]

off-white crystals
[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)
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[Water Solubility ]

Insoluble in water
[form ]

powder to crystal
[pka]

7.02±0.40(Predicted)
[color ]

White to Light yellow
[BRN ]

194089
[InChI]

1S/C15H10O3/c16-11-6-7-12-13(17)9-14(18-15(12)8-11)10-4-2-1-3-5-10/h1-9,16H
[InChIKey]

MQGPSCMMNJKMHQ-UHFFFAOYSA-N
[SMILES]

Oc1ccc2C(=O)C=C(Oc2c1)c3ccccc3
[LogP]

3.620
[CAS DataBase Reference]

6665-86-7(CAS DataBase Reference)
Questions And AnswerBack Directory
[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. 
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HS Code ]

29329990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Benzophenone-->2,4-Dihydroxyacetophenone
[Preparation Products]

7,8-Dihydroxyflavone-->4H-1-Benzopyran-4-one, 7-[(methylsulfonyl)oxy]-2-phenyl-
Hazard InformationBack Directory
[Chemical Properties]

off-white crystals
[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
[Uses]

antifungal, analgesic
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

7-HYDROXYFLAVONE(6665-86-7)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

7-Hydroxyflavone, 98%(6665-86-7)
[Sigma Aldrich]

6665-86-7(sigmaaldrich)
[TCI AMERICA]

7-Hydroxyflavone,>97.0%(T)(6665-86-7)
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