39604-64-3

Basic information

• Product Name: 1-(2-Hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanone
• Synonyms: Ethanone, 1-(2-hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)-;JR-6429, 1-(2-Hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanone, 97%
• CAS NO: 39604-64-3
• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.3
• Mol File: 39604-64-3.mol
• Article Data: 12

Chemical Properties

• Melting Point: 136°C
• Boiling Point: 190 °C(Press: 0.001 Torr)
• Appearance: /
• Density: 1.193±0.06 g/cm3(Predicted)
• PKA: 7.49±0.35(Predicted)
• CAS DataBase Reference: 1-(2-Hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanone(39604-64-3)
• EPA Substance Registry System: 1-(2-Hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanone(39604-64-3)

Safety Data

• Hazardous Substances Data: 39604-64-3(Hazardous Substances Data)

Usage

Preparation

Preparation by partial methylation of 2,4-di-hydroxyphenyl 4-methoxybenzyl ketone, ? with methyl iodide in the presence of potassium carbonate in boiling acetone during 3 h (83%); ? with dimethyl sulfate, in the presence of potassium carbonate in boiling acetone ; ? with diazomethane in ethyl ether.

Upstream product

• 108-46-3 recorcinol 
• 487-49-0 1-(2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethanone 
• 77-78-1 dimethyl sulfate 
• 485-72-3 7-Hydroxy-3-(4-methoxy-phenyl)-chromen-4-on 
• 104-47-2 p-methoxybenzylnitrile 
• 2150-41-6 methyl 2, 4-dimethoxybenzoate 
• 104-01-8 4-Methoxyphenylacetic acid 
• 67804-60-8 1-(2,4-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanone 
• 67-56-1 methanol 
• 15236-11-0 4',7-dimethoxyisoflavanone 
• 150-19-6 O-methylresorcine 
• 74-88-4 methyl iodide 
• 111797-19-4 3-(2,4-dimethoxy-phenyl)-2-(4-methoxy-phenyl)-3-oxo-propionic acid ethyl ester 
• 132593-12-5 3-(2,4-dimethoxyphenyl)-2-(4-methoxyphenyl)-3-oxopropanenitrile 

Downstream Products

• 67804-60-8 1-(2,4-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanone 
• 1157-39-7 7-methoxy-3-(4-methoxyphenyl)-4H-chromen-4-one 
• 4281-32-7 (3R,4R)-7-methoxy-3-(4-methoxyphenyl)chroman-4-ol 
• 679410-71-0 trifluoromethanesulfonic acid 5-methoxy-2-[2-(4-methoxyphenyl)ethyl]phenyl ester 
• 679410-69-6 4-{5-methoxy-2-[2-(4-methoxyphenyl)ethyl]phenoxy}phenol 
• 679410-72-1 5'-methoxy-2'-[2-(4-methoxyphenyl)ethyl]biphenyl-3-ol 
• 679410-68-5 5-methoxy-2-[2-(4-methoxyphenyl)ethyl]phenol 
• 474391-04-3 7-methoxy-3-(4-methoxyphenyl)-2-methylthio-4H-1-benzopyran-4-one 
• 15236-11-0 4',7-dimethoxyisoflavanone 
• 4842-56-2 1-(2-Hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)propan-1-one 
• 116718-33-3 2-<3R-6'-hydroxy-4',7-dimethoxyisoflavan-3'-yl>-4',7-dimethoxyisoflavone 
• 96682-26-7 2-hydroxy-4-methoxyphenyl α-hydroxymethyl-4-methoxybenzyl ketone 

Relevant articles and documents

Enantioselective Synthesis of Isoflavanones and Pterocarpans through a RuII-Catalyzed ATH-DKR of Isoflavones

Noyori-Ikariya RuII complexes promoted the one-pot C=C/C=O bonds reduction of isoflavones using sodium formate as the hydrogen source through Asymmetric Transfer Hydrogenation-Dynamic Kinetic Resolution (ATH-DKR). Due to the neutral conditions employed, isoflavones with different substituents at the 2’-position of B-ring (H, OH, OMe and Br) were successfully reduced. Ten cis-3-phenylchroman-4-ols were selectively obtained (>20 : 1 dr) in good yields (up to 86 %) and excellent enantioselectivities (up to >99 : 1 er). The synthetic applications of these chiral compounds were also demonstrated. Enantioenriched isoflavanones were obtained under mild metal-free oxidation of the cis-3-phenylchroman-4-ols while pterocarpans were synthesized by two strategies: an acid-catalyzed cyclization and a novel approach based on a Pd-catalyzed C?O intramolecular cross-coupling reaction.

3-aryl-4-arylamine-coumarin derivative and preparing method and medical application thereof

The invention relates to the field of medicinal chemistry, in particular to a series of 3-aryl-4-arylamine-coumarin derivatives and a preparing method and medical application thereof, especially medicine applied to curing cancer like breast cancer. A structural formula of a 3-aryl-4-arylamine-coumarin derivative compound is as follow, and definitions of all radical groups in the formula are shown in instructions in details. The structural formula is shown in the specification.

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.