5128-44-9

Basic information

• Product Name: 4',7-DIMETHOXY-5-HYDROXYFLAVONE
• Synonyms: 4',7-DIMETHOXY-5-HYDROXYFLAVONE;4',7-DIMETHOXYAPIGENIN;4',7-O-DIMETHYLAPIGENIN;ACACETIN 7-O-METHYL ETHER;APIGENIN-4',7-DI-O-METHYL ETHER;5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4-benzopyrone;apigenin dimethylether;5-Hydroxy-4',7-dimethoxyflavone
• CAS NO: 5128-44-9
• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29
• EINECS: 225-867-4
• Product Categories: Tri-substituted Flavones
• Mol File: 5128-44-9.mol
• Article Data: 24

Chemical Properties

• Melting Point: 139-140 °C
• Boiling Point: 515.2°C at 760 mmHg
• Flash Point: 193.3°C
• Appearance: /
• Density: 1.321g/cm³
• Vapor Pressure: 3.09E-11mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 6.35±0.40(Predicted)
• CAS DataBase Reference: 4',7-DIMETHOXY-5-HYDROXYFLAVONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4',7-DIMETHOXY-5-HYDROXYFLAVONE(5128-44-9)
• EPA Substance Registry System: 4',7-DIMETHOXY-5-HYDROXYFLAVONE(5128-44-9)

Safety Data

• Hazardous Substances Data: 5128-44-9(Hazardous Substances Data)

Usage

Definition

ChEBI: A dimethoxyflavone that is the 7,4'-dimethyl ether derivative of apigenin.

InChI:InChI=1/C17H14O5/c1-20-11-5-3-10(4-6-11)15-9-14(19)17-13(18)7-12(21-2)8-16(17)22-15/h3-9,18H,1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 520-36-5 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 
• 480-44-4 5,7-dihydroxy-2-(4'-methoxyphenyl)-4H-1-benzopyran-4-one 
• 437-64-9 genkwanin 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 29424-96-2 naringenin-4',7-dimethyl ether 
• 5631-70-9 4',5,7-trimethoxyflavone 
• 3420-72-2 2'-hydroxy-4,4',6'-trimethoxychalcone 
• 771481-08-4 7-benzyl-3'-phenyltetrazolyldiosmetin 
• 771480-96-7 3'-O-(1-phenyltetrazol-5-yl)diosmin 
• 520-34-3 diosmetin 
• 480-36-4 acacetin 7-O-rutinoside 
• 520-27-4 diosmin 

Downstream Products

• 874005-08-0 8-chloromethyl-5-hydroxy-7-methoxy-2-(4-methoxy-phenyl)-chromen-4-one 
• 742097-95-6 6-chloromethyl-5-hydroxy-7-methoxy-2-(4-methoxy-phenyl)-chromen-4-one 
• 89456-41-7 5,8-dihydroxy-7-methoxy-2-(4-methoxyphenyl)-4-benzopyrone 
• 520-36-5 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 
• 50848-66-3 7,4'-dimethoxy-5-hydroxy-6-iodoflavone 
• 100-09-4 4-methoxybenzoic acid 
• 5631-70-9 4',5,7-trimethoxyflavone 
• 57096-03-4 5-hydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)-4-benzopyrone 
• 520-18-3 kaempferol 
• 15486-33-6 4',7,-di-O-methylkaempferol 
• 1098-92-6 kaempferol 5,7,4'-trimethyl ether 
• 15486-34-7 5-hydroxy-3,4',7-trimethoxyflavone 
• 16692-52-7 3,4',5,7-tetramethoxyflavone 
• 50848-67-4 6-iodo-5,7,4'-trimethoxyflavone 

Relevant articles and documents

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Syntheses and crystal structures of two apigenin alkylation derivatives

Two apigenin alkylation derivatives, 4′,7-dimethoxyl-5-hydroxyflavone (I) and 4′,7-diethoxyl-5-hydroxyflavone (II), have been synthesized and their crystal structures were determined by 1H NMR and single crystal X-ray diffraction study. (I) is triclinic, space group P-1 with a = 7.120(5) A, b = 7.297(5) A, c = 13.559(10) A, α = 89.313(12)°, β = 86.298(12)°, γ = 83.999(13)° and Z = 2. (II) is monoclinic, space group P 21 /c with a = 16. 309(4) A, b = 7.303(2) A, c = 15.185(4) A, α = 90.00°, β = 115.70(2)°, γ = 90.00° and Z = 4. They have the same flavone skeleton which is composed of a benzopyranone moiety and a phenyl moiety. Molecules of (I) are linked into a two-dimensional network by a combination of C-H...O hydrogen bond and π-π stacking interactions. (II) shows some discrepancies with (I) and the molecules are linked into a column by π-π stacking interaction.

Silenerepin – a New C-Glycosylflavone from Silene repens

The new C-glycosylflavone silenerepin or 5-hydroxy-7,4′-dimethoxyflavone-6,8-di-C-β-D-glucopyranoside and 20 known flavonoids were isolated from the herb Silene repens Patrin (Caryophyllaceae). Their structures were elucidated using UV, IR, and NMR spectroscopy and mass spectrometry.

Discovery of potent and selective acetylcholinesterase (AChE) inhibitors: acacetin 7-O-methyl ether Mannich base derivatives synthesised from easy access natural product naringin

Naringin, as a component universal existing in the peel of some fruits or medicinal plants, was usually selected as?the material to synthesise bioactive derivates since it was easy to gain with low cost. In present investigation, eight new acacetin-7-O-methyl ether Mannich base derivatives (1–8) were synthesised from naringin. The bioactivity evaluation revealed that most of them exhibited moderate or potent acetylcholinesterase (AChE) inhibitory activity. Among them, compound 7 (IC50 for AChE?=?0.82?±?0.08?μmol?L?1, IC50 for BuChE?=?46.30?±?3.26?μmol?L?1) showed a potent activity and high selectivity compared with the positive control Rivastigmine (IC50 for AChE?=?10.54?±?0.86?μmol?L?1, IC50 for BuChE?=?0.26?±?0.08?μmol?L?1). The kinetic study suggested that compound 7 bind to AChE with mix-type inhibitory profile. Molecular docking study revealed that compound 7 could combine both catalytic active site (CAS) and peripheral active site (PAS) of AChE with four points (Trp84, Trp279, Tyr70 and Phe330), while it could bind with BuChE via only His 20.