21785-09-1

Basic information

• Product Name: 7-METHOXYFLAVANONE
• Synonyms: METHOXYFLAVANONE, 7-;7-HYDROXYFLAVANONE METHYL ETHER;7-METHOXYFLAVANONE;2,3-Dihydro-7-methoxy-2-phenyl-4H-1-benzopyran-4-one;7-Methoxy-4-flavanone
• CAS NO: 21785-09-1
• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28
• Product Categories: Flavanones;Benzopyrans;Building Blocks;Heterocyclic Building Blocks
• Mol File: 21785-09-1.mol
• Article Data: 31

Chemical Properties

• Melting Point: 89-91 °C(lit.)
• Boiling Point: 435℃
• Flash Point: 209℃
• Appearance: /
• Density: 1.199
• Vapor Pressure: 8.75E-08mmHg at 25°C
• Refractive Index: 1.587
• CAS DataBase Reference: 7-METHOXYFLAVANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHOXYFLAVANONE(21785-09-1)
• EPA Substance Registry System: 7-METHOXYFLAVANONE(21785-09-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 21785-09-1(Hazardous Substances Data)

Usage

Chemical Description

7-methoxyflavanone and 7-hydroxyflavanone are starting materials for the synthesis of 4-triazolylflavans.

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

• 75-11-6 diiodomethane 
• 39273-61-5 (E)-1-(2-hydroxy-4-methoxyphenyl)-3-phenylprop-2-en-1-one 
• 64-17-5 ethanol 
• 108837-17-8 2-hydroxy-4-methoxy-trans(?)-chalcone 
• 22141-31-7 4’-methoxy-2’-hydroxyl-dihydrochalcone 
• 520-29-6 (-)-(S)-sakuranetin 
• 150-19-6 O-methylresorcine 
• 42327-52-6 7-methoxy-chroman-4-one 
• 98-80-6 phenylboronic acid 
• 6279-84-1 β-(m-methoxyphenoxy)propionitrile 
• 102-92-1 cinnamoyl chloride 
• 5751-52-0 7-methoxy-4H-chromen-4-one 
• 552-41-0 1-(2-hydroxy-4-methoxyphenyl)ethanone 
• 100-52-7 benzaldehyde 

Downstream Products

• 7478-60-6 7-methoxyflavonol 
• 153446-72-1 3-iodo-7-methoxy-2-phenyl-4H-chromen-4-one 
• 22395-22-8 7-methoxoyflavone 
• 124259-88-7 2-(1,5-diphenyl-1H-pyrazol-3-yl)-5-methoxyphenol 
• 1431952-41-8 3-ferrocenylmethylidenyl-7-methoxy-2-phenylchroman-4-one 
• 65428-04-8 4,2′-dihydroxy-4′-methoxydihydrochalcone 
• 55539-24-7 (+)-2,4-trans-7-methoxyflavan-4-ol 
• 32272-23-4 2-(4-hydroxyphenyl)-7-methoxychromen-4-one 
• 1265379-73-4 C₁₈H₁₅N₃O₃S 
• 37884-24-5 C₂₃H₂₁NO₅S 

Relevant articles and documents

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 of Flavanones via Palladium(II)-Catalyzed One-Pot β-Arylation of Chromanones with Arylboronic Acids

A total of 47 flavanones were expediently synthesized via one-pot β-arylation of chromanones, a class of simple ketones possessing chemically unactivated β sites, with arylboronic acids via tandem palladium(II) catalysis. This reaction provides a novel route to various flavanones, including natural products such as naringenin trimethyl ether, in yields up to 92percent.

Synthesis and evaluation of neuroprotective selenoflavanones

The physicochemical properties and antioxidant activity of a molecule could be improved by the substitution of an oxygen atom in a molecule with selenium. We synthesized selenoflavanones and flavanones to evaluate their neuroprotective effects. The selenoflavanones showed improved physicochemical properties, suggestive of the ability to pass through the blood-brain barrier (BBB). They showed in vitro antioxidant effects against hydrogen peroxide, and did not result in severe cytotoxicity. Moreover, infarction volumes in a transient ischemia mouse model were significantly reduced by the selenoflavanone treatments.