93435-58-6

Basic information

• Product Name: Ethanone, 2-(3,4-dimethoxyphenyl)-1-(2,3,4-trihydroxyphenyl)-
• Synonyms: <2,3,4-Trihydroxy-phenyl>-<3,4-dimethoxy-benzyl>-keton;2,3,4-trihydroxy-3',4'-dimethoxydeoxybenzoin
• CAS NO: 93435-58-6
• Molecular Formula: C16H16O6
• Molecular Weight: 304.299
• Mol File: 93435-58-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 174°C
• Boiling Point: 536.2±50.0 °C(Predicted)
• Density: 1.352±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Ethanone, 2-(3,4-dimethoxyphenyl)-1-(2,3,4-trihydroxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2-(3,4-dimethoxyphenyl)-1-(2,3,4-trihydroxyphenyl)-(93435-58-6)
• EPA Substance Registry System: Ethanone, 2-(3,4-dimethoxyphenyl)-1-(2,3,4-trihydroxyphenyl)-(93435-58-6)

Safety Data

• Hazardous Substances Data: 93435-58-6(Hazardous Substances Data)

Usage

Preparation

Obtained by condensation of 3,4-dimethoxyphenyl-acetonitrile (m.p. 45–47°) with pyrogallol (Hoesch reaction).

Upstream product

• 93-17-4 3,4-dimethoxyphenylacetonitrile 
• 87-66-1 2-hydroxyresorcinol 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 

Downstream Products

• 97770-37-1 3-(3,4-dimethoxyphenyl)-7,8-dihydroxy-4H-chromen-4-one 
• 1219801-02-1 4-(3,4-dimethoxyphenethyl)benzene-1,2,3-triol 
• 61243-76-3 6,7-methylenedioxy-3',4'-dimethoxyisoflavone 
• 1407965-43-8 7,8-diacetoxy-3',4'-dimethoxyisoflavone 
• 74693-73-5 6,7-dihydroxy-3',4'-dimethoxyisoflavone 

Relevant articles and documents

Synthesis, biological evaluation and structure-activity relationship of a novel class of PI3Kα H1047R mutant inhibitors

Phosphatidylinositol 3-kinase α (PI3Kα) is one of the most attractive therapeutic targets for cancer treatment. As our continuing endeavor to discover isoform and/or mutant selective class of PI3K inhibitors, herein we report the optimization of a structu

Oxidative dimerisation of isoflavones: Synthesis of kudzuisoflavone a and related compounds

Kudzuisoflavone-A was successfully synthesised via oxidative dimerisation of daidzein in the presence of cuprous chloride. Appropriately substituted isoflavones also undergo regioselective oxidative dimerisation when treated with thallium trifluoroacetate to give novel 6′,6′″-biisoflavones in good yield. A rationale for the regioselectivity is proposed.

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.