42079-78-7

Basic information

• Product Name: 5-METHOXYFLAVONE
• Synonyms: METHOXYFLAVONE, 5-;5-METHOXYFLAVONE;5-methoxy-2-phenyl-4-benzopyrone;5-Methoxyflavone,97%;5-Methoxy-2-phenyl-4H-1-benzopyran-4-one;5-methoxy-2-phenyl-chromen-4-one;5-methoxy-2-phenylchromen-4-one;5-methoxy-2-phenyl-chromone
• CAS NO: 42079-78-7
• Molecular Formula: C₁₆H₁₂O₃
• Molecular Weight: 252.26
• EINECS: 255-652-0
• Product Categories: Mono-substituted Flavones
• Mol File: 42079-78-7.mol
• Article Data: 11

Chemical Properties

• Melting Point: 131-133°C
• Boiling Point: 422.5 °C at 760 mmHg
• Flash Point: 201.1 °C
• Appearance: powder
• Density: 1,155g/cm
• Vapor Pressure: 2.39E-07mmHg at 25°C
• Refractive Index: 1,548
• Solubility: soluble in Methanol
• CAS DataBase Reference: 5-METHOXYFLAVONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHOXYFLAVONE(42079-78-7)
• EPA Substance Registry System: 5-METHOXYFLAVONE(42079-78-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36
• WGK Germany: 3
• Hazardous Substances Data: 42079-78-7(Hazardous Substances Data)

Usage

General Description

5-METHOXYFLAVONE is a naturally occurring flavone compound that is found in various plants. It is known for its potential anti-inflammatory, antioxidant, and anti-cancer properties. Studies have shown that 5-METHOXYFLAVONE may inhibit the growth of certain cancer cells and reduce inflammation in the body. Additionally, it has been reported to have neuroprotective effects and may help improve cognitive function. 5-METHOXYFLAVONE is also being investigated for its potential role in the treatment of various skin conditions, as well as its ability to support liver health and function. Overall, 5-METHOXYFLAVONE appears to have a range of potential health benefits and is the subject of ongoing research.

InChI:InChI=1/C16H12O3/c1-18-13-8-5-9-14-16(13)12(17)10-15(19-14)11-6-3-2-4-7-11/h2-10H,1H3

Upstream product

• 40524-67-2 2'-Hydroxy-6'-methoxychalcone 
• 118021-63-9 1-(2-benzoyloxy-6-methoxy-phenyl)-ethanone 
• 7299-58-3 phenylpropiolyl chloride 
• 151-10-0 1,3-Dimethoxybenzene 
• 93012-47-6 1-(2-hydroxy-6-methoxyphenyl)-3-phenylpropane-1,3-dione 
• 98153-26-5 1-(2-Hydroxy-4-methoxyphenyl)-3-phenylpropyn-1-one 
• 150-19-6 O-methylresorcine 
• 637-44-5 phenylpropyolic acid 
• 108-88-3 toluene 
• 40524-67-2 (E)-1-(2-hydroxy-6-methoxyphenyl)-3-phenylprop-2-en-1-one 
• 699-83-2 2,6-dihydroxylacetophenone 
• 703-23-1 2'-hydroxy-6'-methoxyacetophenone 
• 100-52-7 benzaldehyde 
• 98-88-4 benzoyl chloride 

Downstream Products

• 491-78-1 5-Hydroxyflavone 
• 136764-56-2 1a,7a-Dihydro-6-methoxy-1a-phenyl-7H-oxireno<1>benzopyran-7-one 
• 55947-36-9 5-methoxyflavanone 
• 106848-87-7 4'-hydroxy-5-methoxyflavone 
• 93327-97-0 5-acetoxyflavone 
• 548-58-3 primetin 
• 189816-03-3 5-methoxy-2-phenyl-4-quinolone 

Relevant articles and documents

2-substituted benzopyran-4-one compounds and application thereof

The invention relates to the technical field of medicine and discloses 2-substituted benzopyran-4-one compounds with a structure shown in general formula I and an application of the compounds in preparation of antifungal drugs and synergistic antifungal drugs. The compounds can be jointly used with azole antifungal drugs, can improve sensibility of drug-resistance bacteria to the azole drugs, reverses drug resistance and produces a synergistic antifungal function.

Ferrocenyl flavonoid-induced morphological modifications of endothelial cells and cytotoxicity against B16 murine melanoma cells

With the aim of improving the cytotoxic and vascular disrupting activities of flavonoids, several classes of ferrocenyl-modified flavonoids were prepared and tested on cancer and endothelial cells. Three ten-member series of ferrocenyl flavonoids: chalcones ((E)-1-(R-2′-hydroxyphenyl)-3- ferrocenylprop-2-en-1-ones), aurones ((Z)-R-2-(ferrocenylidene)benzofuran-3- ones) and flavones (R-2-ferrocenyl-chromen-4-ones) were synthesized by recently reported methods. Three ferrocenyl flavonols (R-3-hydroxy-2-ferrocenyl-chromen- 4-ones) and four ferrocenyl flavanones (3-ferrocenylmethylidenyl-R-2- phenylchroman-4-ones) were also obtained. All compounds were evaluated for their cytotoxic effects on a cancer cell line (B16 murine melanoma) and for their morphological effects on endothelial cells (EAhy 926). Some interesting structure-activity relationships were disclosed: of all the compounds, the halogen-substituted aurones showed the best cytotoxic activity, with IC 50 values ranging between 12 and 18 μM. Ferrocenyl flavonols and ferrocenyl flavanones with substitution in the 3-position (-OH and C-Fc respectively) were not active against cancer or endothelial cells. Some of the ferrocenyl flavones caused the endothelial cells to adopt a round shape ("rounding up") at submicromolar concentrations, which can be predictive of vascular disrupting activity. The most morphologically active flavones showed only moderate cytotoxicity against cancer cells, indicating that they may primarily act as antivascular agents.

Regioselective synthesis of flavone derivatives via DMAP-catalyzed cyclization of o-alkynoylphenols

A catalytic amount of DMAP promoted cyclization of o-alkynoylphenols via a 6-endo cyclization mode leading to flavone derivatives in high yields without forming 5-exo cyclized aurone derivatives. Utilizing this method, methoxy substituted flavone and alkyl substituted γ-benzopyranone derivatives were synthesized.