22395-22-8

Basic information

• Product Name: 7-METHOXYFLAVONE
• Synonyms: 7-METHOXYFLAVONE;METHOXYFLAVONE, 7-;2-Phenyl-7-methoxy-4H-1-benzopyran-4-one;7-methoxy-2-phenyl-chromen-4-one;7-methoxy-2-phenylchromen-4-one;7-methoxy-2-phenyl-chromone;7-Methoxy-2-phenyl-4H-benzopyran-4-one
• CAS NO: 22395-22-8
• Molecular Formula: C₁₆H₁₂O₃
• Molecular Weight: 252.26
• EINECS: 1312995-182-4
• Product Categories: Mono-substituted Flavones;Biochemistry;Flavonoids;Benzopyrans;Building Blocks;Heterocyclic Building Blocks
• Mol File: 22395-22-8.mol
• Article Data: 70

Chemical Properties

• Melting Point: 110-112 °C(lit.)
• Boiling Point: 421.2±45.0 °C at 760 mmHg
• Flash Point: 200.3±15.1 °C
• Appearance: /
• Density: 1.240±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 8.75E-08mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 7-METHOXYFLAVONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHOXYFLAVONE(22395-22-8)
• EPA Substance Registry System: 7-METHOXYFLAVONE(22395-22-8)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 22395-22-8(Hazardous Substances Data)

Usage

Description

7-Methoxyflavone is a natural compound and non-steroidal because it binds reversibly with aromatase which is an enzyme that helps produce estrogen through the conversion of androgen (testosterone) to estrogen. It has strong aromatase inhibiting properties, superior bioavailability, and strong resistance to hepatic metabolism/breakdown.

benefits

7-methoxyflavone is popular nowadays as one of the most powerful aromatase inhibitor and testosterone booster. It is isolated from Zornia brasiliensis. It might change how the body breaks down chemicals called hormones. Some people think this might cause the body to have more of the hormone called testosterone. Testosterone can help build muscle, but can also cause serious side effects.

Biological Activity

7-Methoxyflavone is a flavone that has been found in Z. brasiliensis and has diverse biological activities. It inhibits aromatase (IC50 = 1.9 μM in a cell-free assay) and LPS-induced nitric oxide (NO) production by 17.74% in RAW 264.7 macrophages when used at a concentration of 20 μM. 7-Methoxyflavone activates androgen and/or glucocorticoid receptor transcriptional activity in a reporter assay and has antinociceptive effects in the acetic acid-induced writhing test in mice (ED50 = 82.5 μmol/kg).

InChI:InChI=1/C16H14O3/c1-18-12-7-8-13-14(17)10-15(19-16(13)9-12)11-5-3-2-4-6-11/h2-9,15H,10H2,1H3

Upstream product

• 56-23-5 tetrachloromethane 
• 128-08-5 N-Bromosuccinimide 
• 21785-09-1 7-methoxyflavanone 
• 94-36-0 dibenzoyl peroxide 
• 6665-86-7 7-hydroxyflavone 
• 74-88-4 methyl iodide 
• 52752-67-7 1-(2-hydroxy-4-methoxyphenyl)-3-phenylpropane-1,3-dione 
• 22141-31-7 4’-methoxy-2’-hydroxyl-dihydrochalcone 
• 546-67-8 lead(IV) tetraacetate 
• 64-19-7 acetic acid 
• 39273-61-5 (E)-1-(2-hydroxy-4-methoxyphenyl)-3-phenylprop-2-en-1-one 
• 64-17-5 ethanol 
• 7446-08-4 selenium(IV) oxide 
• 123-51-3 i-Amyl alcohol 

Downstream Products

• 244107-94-6 7-methoxy-2-phenyl-chromene-4-thione 
• 153936-30-2 4-(p-benzyloxyphenyl)-4-hydroxy-7-methoxy-2-phenyl-4H-chromene 
• 128814-92-6 5-Methoxy-7a-phenyl-1a,7a-dihydro-1H-7-oxa-cyclopropa[b]naphthalen-2-one 
• 22141-31-7 4’-methoxy-2’-hydroxyl-dihydrochalcone 
• 136764-58-4 1a,7a-Dihydro-4-methoxy-1a-phenyl-7H-oxireno<1>benzopyran-7-one 
• 153446-72-1 3-iodo-7-methoxy-2-phenyl-4H-chromen-4-one 
• 27500-99-8 2-(2-Hydroxy-3-phenyl-propyl)-5-methoxy-phenol 
• 907547-83-5 4-(2-hydroxy-4-methoxyphenyl)-6-phenyl-2-aminopyrimidine 
• 799296-22-3 7-methoxy-4-methyl-2-phenylchromenylium chloride 

Relevant articles and documents

Dehydrogenation of Chromanones and Flavanones by 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ): A Facile Method for the Synthesis of Chromones and Flavones

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A novel one-pot synthesis of flavones

In this paper, a one-pot facile route for the BiCl3/RuCl3-mediated synthesis of functionalized flavones is described, including: (i) intermolecularortho-acylation of substituted phenols with cinnamoyl chlorides, and (ii) intramolecular cyclodehydrogenation of the resultingo-hydroxychalcones. The reaction conditions are discussed herein.

Method for synthesizing 2-aryl benzopyrone flavonoid derivatives

The invention relates to a method for synthesizing 2-aryl benzopyrone flavonoid derivatives, and relates to a method for synthesizing a compound, the method for synthesizing 2-aryl benzopyrone flavonoid derivatives is suitable for the synthesis of 2-aryl benzopyrone flavonoid derivatives containing different substituents. The method aims to solve the technical problems of low yield, long reactionperiod, and complicated post-treatment and high operation difficulty of the existing synthesis method of the ketone flavonoid derivative. The method comprises the following steps of: 1, preparing beta-propanedione compounds; 2, preparing flavonoid compound 2-aryl benzopyranones. The method completes esterification and rearrangement in one step, which is simple and practical, reduces intermediate links of reaction, saves separation and purification of intermediate products, improves utilization rate of raw materials, reduces reaction temperature, shortens reaction time under microwave radiation, reduces solvent consumption, the post-treatment is relatively simple, the yield is relatively high and no by-products exist, and can also react in the presence of a small amount of water, the reaction is easy to operate, and the method is suitable for industrial production. The method belongs to the technical field of compound synthesis.