32274-71-8

Basic information

• Product Name: 4H-1-Benzopyran-4-one, 2,3-dihydro-2-(4-hydroxyphenyl)-7-methoxy-
• Synonyms: 4'-hydroxy-7-methoxyflavanone;7-Methylliquiritigenin;Methyl-liquiritigenin
• CAS NO: 32274-71-8
• Molecular Formula: C16H14O4
• Molecular Weight: 270.285
• Mol File: 32274-71-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4H-1-Benzopyran-4-one, 2,3-dihydro-2-(4-hydroxyphenyl)-7-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-4-one, 2,3-dihydro-2-(4-hydroxyphenyl)-7-methoxy-(32274-71-8)
• EPA Substance Registry System: 4H-1-Benzopyran-4-one, 2,3-dihydro-2-(4-hydroxyphenyl)-7-methoxy-(32274-71-8)

Safety Data

• Hazardous Substances Data: 32274-71-8(Hazardous Substances Data)

Upstream product

• 1314539-19-9 2'-hydroxyl-4'-methoxy-4-methoxymethoxychalcone 
• 6515-21-5 4-methoxymethoxy-benzaldehyde 
• 123-08-0 4-hydroxy-benzaldehyde 
• 74189-56-3 4-(tetrahydropyran-2-yloxy)benzaldehyde 
• 33527-94-5 4-acetoxyiodobenzene 
• 552-41-0 1-(2-hydroxy-4-methoxyphenyl)ethanone 
• 23423-35-0 (E)‐3‐(4‐hydroxyphenyl)‐1‐(2,4‐dimethoxyphenyl)prop‐2‐en‐1‐one 
• 115123-09-6 (S)-2-(4-β-D-glucopyranosyloxy-phenyl)-7-methoxy-chroman-4-one 
• 63529-06-6 4,2'-dihydroxy-4'-methoxy-trans-chalcone 
• 115123-09-6 (R)-2-(4-β-D-glucopyranosyloxy-phenyl)-7-methoxy-chroman-4-one 
• 651325-79-0 Acetic acid 4-[(E)-3-(2,4-dimethoxy-phenyl)-3-oxo-propenyl]-phenyl ester 
• 651325-80-3 3-bromo-1-(2,4-dimethoxy-phenyl)-propan-1-one 
• 151-10-0 1,3-Dimethoxybenzene 
• 551-15-5 liquiritin(sh) 

Downstream Products

• 109600-77-3 7-methoxy-2-(4-sulfooxy-phenyl)-chroman-4-one 
• 4705-34-4 4,4'-dimethoxystilbene 
• 919112-04-2 4-{4-[bis-(4-methoxy-phenyl)-methylene]-7-methoxy-chroman-2-yl}-phenol 
• 10019-24-6 1,1,2,2-tetrakis(4-methoxyphenyl)ethene 
• 6954-53-6 3,4'-Bis-benzyloxystilben 

Relevant articles and documents

Design, Synthesis, and Structure–Activity Relationships of Bavachinin Analogues as Peroxisome Proliferator-Activated Receptor γ Agonists

Peroxisome proliferator-activated receptor γ (PPARγ) agonists have been used for the treatment of diabetes with the effect of lowering blood glucose levels and improving insulin sensitivity. Natural compounds such as flavones, flavanones, and isoflavones

A new synthesis of flavonoids via Heck reaction

Several naturally occuring flavonoids have been synthesised following a new proposed method based on the use of the Heck reaction. The key step involves the coupling of an aryl vinyl ketone with an aryl iodide. This procedure affords the flavonoid moiety in a single step.

Structural requirements of flavonoids and related compounds for aldose reductase inhibitory activity

The methanolic extracts of several natural medicines and medicinal foodstuffs were found to show an inhibitory effect on rat lens aldose reductase. In most cases, flavonoids were isolated as the active constituents by bioassay-guided separation, and among them, quercitrin (IC50=0.15 μM), guaijaverin (0.18 μM), and desmanthin-1 (0.082 μM) exhibited potent inhibitory activity. Desmanthin-1 showed the most potent activity, which was equivalent to that of a commercial synthetic aldose reductase inhibitor, epalrestat (0.072 μM). In order to clarify the structural requirements of flavonoids for aldose reductase inhibitory activity, various flavonoids and related compounds were examined. The results suggested the following structural requirements of flavonoid: 1) the flavones and flavonols having the 7-hydroxyl and/or catechol moiety at the B ring (the 3′,4′-dihydroxyl moiety) exhibit the strong activity; 2) the 5-hydroxyl moiety does not affect the activity; 3) the 3-hydroxyl and 7-O-glucosyl moieties reduce the activity; 4) the 2-3 double bond enhances the activity; 5) the flavones and flavonols having the catechol moiety at the B ring exhibit stronger activity than those having the pyrogallol moiety (the 3′,4′,5′-trihydroxyl moiety).