5631-70-9

Basic information

• Product Name: 4',5,7-TRIMETHOXYFLAVONE
• Synonyms: APIGENIN-4',5,7-TRIMETHYL ETHER;APIGENIN TRIMETHYL ETHER;5,7,4'-TRIMETHOXYFLAVONE;4',5,7-TRIMETHOXYFLAVONE;5,7,4'-trimethylapigenin;4',5,7-Trimethoxyflavone;2-(4-Methoxyphenyl)-5,7-dimethoxy-4H-1-benzopyran-4-one;Trimethylapigenin
• CAS NO: 5631-70-9
• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.32
• Product Categories: Tri-substituted Flavones
• Mol File: 5631-70-9.mol
• Article Data: 49

Chemical Properties

• Melting Point: 158-160°C (dec.)
• Boiling Point: 506.5 °C at 760 mmHg
• Flash Point: 225.5 °C
• Appearance: /
• Density: 1.242 g/cm³
• Vapor Pressure: 2.21E-10mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: 4',5,7-TRIMETHOXYFLAVONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4',5,7-TRIMETHOXYFLAVONE(5631-70-9)
• EPA Substance Registry System: 4',5,7-TRIMETHOXYFLAVONE(5631-70-9)

Safety Data

• Hazardous Substances Data: 5631-70-9(Hazardous Substances Data)

Usage

Description

4',5,7-TRIMETHOXYFLAVONE is a flavonoid compound characterized by the presence of three methoxy groups at the 4', 5, and 7 positions on the flavone backbone. It is a naturally occurring compound found in various plants and has been the subject of research due to its potential biological activities.

Uses

Used in Anticancer Applications:
4',5,7-TRIMETHOXYFLAVONE is used as an anticancer agent for its significant effectiveness in inhibiting the proliferation of SNU-16 human gastric cancer cells in a concentration-dependent manner. This suggests its potential role in the development of novel therapeutic strategies against gastric cancer.
Used in Pharmaceutical Industry:
4',5,7-TRIMETHOXYFLAVONE is used as a bioactive compound for its potential applications in the development of new drugs targeting various diseases, including cancer. Its ability to inhibit cancer cell proliferation makes it a promising candidate for further research and development in the pharmaceutical industry.
Used in Nutraceutical Industry:
Given its natural occurrence in plants and potential health benefits, 4',5,7-TRIMETHOXYFLAVONE may also be used as an ingredient in the nutraceutical industry for the development of dietary supplements and functional foods with potential cancer-preventive properties.

InChI:InChI=1/C18H16O5/c1-20-12-6-4-11(5-7-12)15-10-14(19)18-16(22-3)8-13(21-2)9-17(18)23-15/h4-10H,1-3H3

Upstream product

• 3420-72-2 2'-hydroxy-4,4',6'-trimethoxychalcone 
• 520-36-5 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 
• 74-88-4 methyl iodide 
• 90-24-4 2-hydroxy-4,6-dimethoxyacetophenone 
• 108-73-6 3,5-dihydroxyphenol 
• 123-11-5 4-methoxy-benzaldehyde 
• 480-44-4 5,7-dihydroxy-2-(4'-methoxyphenyl)-4H-1-benzopyran-4-one 
• 100-07-2 4-methoxy-benzoyl chloride 
• 76288-41-0 1-(4'-methoxyphenyl)-3-(2''-hydroxy-3'',6''-dimethoxyphenyl)-1,3-propanedione 
• 66074-95-1 4',5,7-trimethoxyflavanone 
• 3420-72-2 flavokawain A 
• 77-78-1 dimethyl sulfate 
• 64964-84-7 3,3-dichloro-1-(2’-hydroxy-4’,6’-dimethoxyphenyl)prop-2-en-1-one 
• 1255860-64-0 3’,5’-dimethoxyphenyl 3,3-dichloroacrylate 

Downstream Products

• 5128-44-9 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one 
• 1098-92-6 kaempferol 5,7,4'-trimethyl ether 
• 520-18-3 kaempferol 
• 15486-33-6 4',7,-di-O-methylkaempferol 
• 15486-34-7 5-hydroxy-3,4',7-trimethoxyflavone 
• 16692-52-7 3,4',5,7-tetramethoxyflavone 
• 437-64-9 genkwanin 
• 1165-94-2 8-iodo-5,7-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one 
• 674367-99-8 5-[5,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-6-yl]-7-methyl-2-phenyl-5,8-dihydro-[1,2,4]triazolo[1,2-a]pyridazine-1,3-dione 
• 674367-92-1 5,7-Dimethoxy-2-(4-methoxy-phenyl)-6-((E)-3-methyl-buta-1,3-dienyl)-chromen-4-one 
• 66074-95-1 4',5,7-trimethoxyflavanone 
• 3791-75-1 2'-hydroxy-4,4',6'-trimethoxydihydrochalcone 
• 76288-50-1 4',5-dihydroxy-8-C-prenyl-6'',6''-dimethyl-4'',5''-dihydropyrano<2'',3'':7,6>flavone 
• 76288-54-5 4',7-di-O-prenylapigenin 

Relevant articles and documents

Size and branching effects on the fluorescence of benzylic dendrimers possessing one apigenin fluorophore at the core

Different generations of dendrimers incorporating one fluorescent core of apigenin and three Fréchet benzylic dendrons have been prepared. The chief geometric features of these dendrimers have been obtained by Molecular Dynamics simulations. These computa

Divergent synthesis of flavones and flavanones from 2′-hydroxydihydrochalconesviapalladium(ii)-catalyzed oxidative cyclization

Divergent and versatile synthetic routes to flavones and flavanonesviaefficient Pd(ii) catalysis are disclosed. These Pd(ii) catalyses expediently provide a variety of flavones and flavanones from 2′-hydroxydihydrochalcones as common intermediates, depending on oxidants and additives,viadiscriminate oxidative cyclization sequences involving dehydrogenation, respectively, in a highly atom-economic manner.

Synthesis method of isolicoflavonol

The invention provides a synthesis method of isolicoflavonol, which comprises the following steps: carrying out condensation reaction on 2,4-O-R1(protective group, the same below)-6-hydroxyacetophenone and 4-O-R2(protective group, the same below)-benzaldehyde to generate 2',4'-O-R1-6'-hydroxy-4-O-R2-chalcone; oxidizing the chalcone to generate flavonol; carrying out selective protection on 3-OH ofthe flavonol to obtain 3,5,7-O-R1-4'-O-R2-flavonol; removing the protecting group R2 from the 3,5,7-O-R1-4'-O-R2-flavonol to obtain 3,5,7-O-R1-4'-hydroxyflavonol; carrying out 1,1-dimethylpropargyl reaction on the 4,4'-OH site to obtain 3,5,7-O-R1-4'-O-(1',1''-dimethyl propargyl)flavonol; carrying out partial hydrogenation on the alkynyl of the 3,5,7-O-R1-4'-O-(1',1''-dimethyl propargyl)flavonolunder the action of a catalyst to obtain 3,5,7-O-R1-4'-O-(1',1''-dimethylpropenyl)flavonol and carrying out Claisen rearrangement on the 3,5,7-O-R1-4'-O-(1',1''-dimethylpropenyl)flavonol to obtain 3,5,7-O-R1-isolicoflavonol, and removing the protecting group R1 from the 3,5,7-O-R1-isolicoflavonol to obtain the isolicoflavonol.