| Identification | More | [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 Properties | Back 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 | [LogP]
3.620 | [CAS DataBase Reference]
6665-86-7(CAS DataBase Reference) |
| Questions And Answer | Back 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 Data | Back 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 |
| Hazard Information | Back 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. |
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