314734-03-7

Basic information

• Product Name: 2'-hydroxy-3,4,4',6'-tetrakis(methoxymethoxy)chalcone
• Synonyms: 2'-hydroxy-3,4,4',6'-tetrakis(methoxymethoxy)chalcone
• CAS NO: 314734-03-7
• Molecular Weight: 464.469
• Mol File: 314734-03-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2'-hydroxy-3,4,4',6'-tetrakis(methoxymethoxy)chalcone(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-hydroxy-3,4,4',6'-tetrakis(methoxymethoxy)chalcone(314734-03-7)
• EPA Substance Registry System: 2'-hydroxy-3,4,4',6'-tetrakis(methoxymethoxy)chalcone(314734-03-7)

Safety Data

• Hazardous Substances Data: 314734-03-7(Hazardous Substances Data)

Upstream product

• 139-85-5 3,4-dihydroxybenzaldehyde 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 65490-09-7 2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone 
• 6515-06-6 3,4-bis-methoxymethoxy-benzaldehyde 

Downstream Products

• 552-58-9 eriodictyol 
• 1202495-48-4 (2Z)-2-[3,4-bis(methoxymethoxy)benzylidene]-4,6-bis(methoxymethoxy)-1-benzofuran-3(2H)-one 
• 14917-41-0 2',3,4,4',6'-pentahydroxychalcone 
• 4049-38-1 eriodictyol 

Relevant articles and documents

Convenient synthesis of flavanone derivatives via oxa-Michael addition using catalytic amount of aqueous cesium fluoride

A total of 36 flavanones, which included polycyclic aromatic and heterocyclic rings, were readily synthesized via oxa-Michael addition from the corresponding hydroxychalcones with a catalytic amount of aqueous cesium fluoride solution under mild conditions. This method could be applied to the scalable synthesis of eriodictyol as a known potent inhibitor of the SARS-CoV-2 spike protein.

Synthesis and evaluation of 2′,4′,6′-trihydroxychalcones as a new class of tyrosinase inhibitors

In this study, we synthesized a series of hydroxychalcones and examined their tyrosinase inhibitory activity. The results showed that 2′,4′,6′-trihydroxychalcone (1), 2,2′,3,4′,6′-pentahydroxychalcone (4), 2′,3,4,4′,5,6′-hexahydroxychalcone (5), 2′,4′,6′-trihydroxy- 3,4-dimethoxychalcone (9) and 2,2′,4,4′,6′-pentahydroxychalcone (15) exhibited high inhibitory effects on tyrosinase with respect to l-tyrosine as a substrate. By the structure-activity relationship study, it was suggested that the 2′,4′,6′-trihydroxyl substructure in the chalcone skeleton were efficacious for the inhibition of tyrosinase activity. And also, the catechol structure on B-ring of chalcones was not advantageous for the inhibitory potency. Furthermore, 15 (IC50 = 1 μM) was found to show the highest activity out of a set of 15 hydroxychalcones, even better than both 2,2′,4,4′-tetrahydroxychalcone (13, IC50 = 5 μM) and kojic acid (16, IC50 = 12 μM), which were known as potent tyrosinase inhibitors. Kinetic study revealed that 15 acts as a competitive inhibitor of tyrosinase with Ki value of 3.1 μM.

Anti-ulcer agent comprising chalcone derivative as effective ingredient and novel chalcone derivative

The present invention relates to an anti-ulcer agent comprising a compound represented by the following general formula I as the effective ingredient, and a novel chalcone derivative included in the compound represented by this general formula I: STR1 wherein X and Y independently stand for a hydrogen atom or together form a single bond, R1 stands for a hydroxyl group, an acetoxy group, a carboxymethoxy group or a methoxycarbonylmethoxy group, R2 stands for a hydrogen atom, an isoprenyl group, isopentyl group or a propyl group, R3 stands for hydroxyl group or a methoxy group, R4 stands for a hydrogen atom, a hydroxyl group or a methoxy group, R5 stands for a hydrogen atom, a hydroxyl group, a methoxy group or an isopentyl group, R6 stands for a hydroxyl group, a methoxy group or a carboxymethoxy group, and R7 stands for a hydrogen atom or a methoxy group.