10496-67-0

Basic information

• Product Name: 2''-HYDROXY-3,4,4'',6''-TETRAMETHOXYCHALCONE
• Synonyms: Chalcone,2'-hydroxy-3,4,4',6'-tetramethoxy- (7CI,8CI); 2'-Hydroxy-3,4,4',6'-tetramethoxychalcone
• CAS NO: 10496-67-0
• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.3585
• Product Categories: Chalcones
• Mol File: 10496-67-0.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2''-HYDROXY-3,4,4'',6''-TETRAMETHOXYCHALCONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2''-HYDROXY-3,4,4'',6''-TETRAMETHOXYCHALCONE(10496-67-0)
• EPA Substance Registry System: 2''-HYDROXY-3,4,4'',6''-TETRAMETHOXYCHALCONE(10496-67-0)

Safety Data

• Hazardous Substances Data: 10496-67-0(Hazardous Substances Data)

Upstream product

• 76650-20-9 1-(2,4,6-trimethoxyphenyl)-3-(3,4-dimethoxyphenyl)propenone 
• 832-58-6 1-(2,4,6-trimethoxyphenyl)ethanone 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 500-99-2 3,5-dimethoxyphenol 
• 39856-08-1 3,4-dimethoxy-cinnamoyl chloride 
• 77-78-1 dimethyl sulfate 
• 520-33-2 hesperetin 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 90-24-4 2-hydroxy-4,6-dimethoxyacetophenone 
• 108-73-6 3,5-dihydroxyphenol 

Downstream Products

• 2150-38-1 methyl 3,4-dimethoxybenzoate 
• 76650-20-9 1-(2,4,6-trimethoxyphenyl)-3-(3,4-dimethoxyphenyl)propenone 
• 23053-69-2 (Z)-2-(3,4-dimethoxybenzylidene)-4,6-dimethoxybenzofuran-3(2H)-one 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 95931-33-2 (E)-3-(3,4-Dimethoxy-phenyl)-1-(2-{2-[(E)-3-(3,4-dimethoxy-phenyl)-acryloyl]-3,5-dimethoxy-phenoxymethoxy}-4,6-dimethoxy-phenyl)-propenone 
• 17060-20-7 2,3-dihydro-5,7-dimethoxy-2-(4'-dimethoxyphenyl)-4H-1-benzopyran-4-one 
• 4049-38-1 eriodictyol 
• 855-97-0 2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one 
• 52222-81-8 8-iodo-5,7-dimethoxy-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one 
• 15507-40-1 3-hydroxy-5,7-dimethoxy-2-(3,4-dimethoxyphenyl)chroman-4-one 
• 23053-69-2 4,6,3',4'-tetramethoxyaurone 
• 29080-58-8 5-hydroxy-3',4',7-trimethoxyflavone 
• 1244-78-6 2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-4H-4-chromenone 
• 93012-86-3 7-methoxy-3',4',5-trihydroxyflavanone 

Relevant articles and documents

Modified syntheses of the dietary flavonoid luteolin

Two novel syntheses of the flavone luteolin are described. In the first, 3,5-dimethoxyphenol was converted to 2-hydroxy-4,6-dimethoxyacetophenone and then by condensation with 3,4-dimethoxybenzaldehyde to 2'-hydroxy-3,4,4',6'-tetramethoxychalcone. In the second, the chalcone step was prepared in which 3,5-dimethoxyphenol was acylated with 3,4-dimethoxycinnamoyl chloride. The chalcone was then cyclised with iodine and demethylated with pyridine hydrochloride to form luteolin in 47% and 40% overall yield, respectively. Several disadvantages of previous syntheses like long reaction time, harsh reaction conditions and low overall yield have been overcome.

Identification of methoxylchalcones produced in response to CuCl2 treatment and pathogen infection in barley

Changes in specialized metabolites were analyzed in barley (Hordeum vulgare) leaves treated with CuCl2 solution as an elicitor. LC-MS analysis of the CuCl2-treated leaves showed the induced accumulation of three compounds. Among them

Hydroxyaurone derivative as well as preparation method and application thereof

The invention relates to a hydroxyaurone derivative as well as a preparation method and application thereof. A monomeric compound aurone separated from Kunlun chrysanthemum in Xinjiang is used as a mother nucleus compound, hydroxyl is introduced into auro

Attrition-enhanced deracemization and absolute asymmetric synthesis of flavanones from prochiral precursors

Seven racemic 5,7-dimethoxyflavanones afforded conglomerate crystals upon recrystallization from a solvent. Three methodologies were investigated to achieve asymmetric transformation based on dynamic crystallization of the chiral conglomerate system. The first was chiral symmetry breaking of racemic flavanones by attrition-enhanced deracemization. Continuous suspension of racemic flavanones in a small amount of propanol in the presence of a base (1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)) and glass beads promoted chiral symmetry breaking and converted the flavanones to crystals of (+)- or (-)-enantiomers with 78 to 99% ee. The second method involved cyclization of the intermediate aldol product to give optically active flavanone with 90% ee involving a reversible oxa-Michael addition reaction with attrition-enhanced deracemization. The third was a reaction starting from prochiral 2-hydroxy-4,6-dimethoxyacetophenone and 2-naphthaldehyde under basic conditions, which gave the corresponding flavanone in 89% ee.