38412-59-8

Basic information

• Product Name: Ethanone, 2-(4-methoxyphenyl)-1-(2,3,4-trihydroxyphenyl)-
• CAS NO: 38412-59-8
• Molecular Formula: C15H14O5
• Molecular Weight: 274.273
• Mol File: 38412-59-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Ethanone, 2-(4-methoxyphenyl)-1-(2,3,4-trihydroxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2-(4-methoxyphenyl)-1-(2,3,4-trihydroxyphenyl)-(38412-59-8)
• EPA Substance Registry System: Ethanone, 2-(4-methoxyphenyl)-1-(2,3,4-trihydroxyphenyl)-(38412-59-8)

Safety Data

• Hazardous Substances Data: 38412-59-8(Hazardous Substances Data)

Upstream product

• 104-01-8 4-Methoxyphenylacetic acid 
• 87-66-1 2-hydroxyresorcinol 
• 104-47-2 p-methoxybenzylnitrile 

Downstream Products

• 1241384-58-6 1-(2,3-dihydroxy-4-(2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethoxy)phenyl)-2-(4-methoxyphenyl)ethanone 
• 116703-43-6 3,4-Bisethoxymethoxy-2-hydroxy-α-hydroxymethyl-4'-methoxydesoxybenzoin 
• 116703-46-9 7,8-Bisethoxymethoxy-4'-methoxyisoflavanone 
• 97165-42-9 7,8-methylenedioxy-4'-methoxyisoflavone 
• 116703-49-2 7,8-Dihydroxy-4'-methoxyisoflavanone 
• 37816-19-6 retusin 

Relevant articles and documents

A mild and efficient protocol to synthesize chromones, isoflavones, and homoisoflavones using the complex 2,4,6-trichloro-1,3,5-triazine/ dimethylformamide

A mild and efficient one-flask method has been developed for the synthesis of chromones, isoflavones, and homoisoflavones from 2-hydroxyacetophenones, deoxybenzoins, and dihydrochalcones, respectively, via one-carbon extension using the complex 2,4,6-trichloro-1,3,5-triazine/dimethylformamide. Deoxybenzoins and dihydrochalcones were prepared in situ by the reaction of readily available substituted phenols with phenylacetic acids and 3-phenylpropanoic acids, respectively. This method allows the synthesis of a wide range of compounds with multiple phenolic hydroxyls and other substituents. The methodology has been applied to the synthesis of three naturally occurring isoflavones such as formononetin (9c), daidzein (9d), and retusin (9h).

Synthesis and structure-activity relationship study of deoxybenzoins on relaxing effects of porcine coronary artery

Deoxybenzoins are potent antioxidants and tyrosinase inhibitors with potential to be developed as food preservatives and cosmetic ingredients. To explore the potential in cardiovascular protection, 25 polyphenolic deoxybenzoins were synthesized and evaluated for inhibitory effects on KCl-induced porcine coronary arterial contraction. The results revealed deoxybenzoins are significant inhibitors of KCl-induced arterial contraction. Among those synthesized, two-thirds of the deoxybenzoins exhibited moderate to good efficacy on relaxing contracted artery including 2,4-dihydroxydeoxybenzoin with EC50 = 3.30 μM (Emax = 100%, n = 7) and 2,4-dihydroxy-4′-methoxydeoxybenzoin EC50 = 3.70 μM (E max = 100%, n = 5). Deoxybenzoins displayed an endothelium-dependent relaxing manner on the contracted artery; the contractile responses of neither endothelium denuded nor L-NAME deactivated rings were inhibited. The structure-activity relationships of deoxybenzoin on arterial relaxing effects concluded that the 2,4-dihydroxylated deoxybenzoins presented a potential vascular relaxing pharmacophore, with favoring substitution on ring B in the order of H ≤ p-OMe > p-OH > o-OMe > m,p-diOMe ≤ m-OMe.

Discovery of novel 2′,3′,4′-trihydroxy-2- phenylacetophenone derivatives as anti-gram-positive antibacterial agents

A number of 2′,3′,4′-trihydroxy-2-phenylacetophenone derivatives were synthesized and examined for growth inhibition of several kinds of bacteria. 2′,3′,4′-Trihydroxy-2-phenylacetophenone itself exhibited no antibacterial activity, but some of its derivat