95307-71-4

Basic information

• Product Name: Ethanone, 1-[2-hydroxy-4-(phenylmethoxy)phenyl]-2-(4-methoxyphenyl)-
• CAS NO: 95307-71-4
• Molecular Formula: C22H20O4
• Molecular Weight: 348.398
• Mol File: 95307-71-4.mol

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-[2-hydroxy-4-(phenylmethoxy)phenyl]-2-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-[2-hydroxy-4-(phenylmethoxy)phenyl]-2-(4-methoxyphenyl)-(95307-71-4)
• EPA Substance Registry System: Ethanone, 1-[2-hydroxy-4-(phenylmethoxy)phenyl]-2-(4-methoxyphenyl)-(95307-71-4)

Safety Data

• Hazardous Substances Data: 95307-71-4(Hazardous Substances Data)

Upstream product

• 487-49-0 1-(2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethanone 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 104-01-8 4-Methoxyphenylacetic acid 
• 100-51-6 benzyl alcohol 
• 104-47-2 p-methoxybenzylnitrile 
• 3769-41-3 3-Benzyloxyphenol 
• 108-46-3 recorcinol 

Downstream Products

• 10499-15-7 7-benzyloxy-3-(4-methoxyphenyl)-3H-benzopyran-4-one 
• 1621-59-6 7-benzyloxy-3-(4-methoxyphenyl)-1-benzopyran-4-one 
• 746640-01-7 3-(4-methoxyphenyl)-7-(phenylmethoxy)-2-allylthio-4H-1-benzopyran-4-one 
• 746640-09-5 3-(4-methoxyphenyl)-7-(phenylmethoxy)-2-[(phenylmethyl)thio]-4H-1-benzopyran-4-one 
• 564476-95-5 7-benzyloxy-3-(4-methoxyphenyl)-2-methylthio-4H-1-benzopyran-4-one 
• 123483-32-9 (+/-)-4-O-benzylangolensin 
• 95307-72-5 (+/-)-7-benzyloxy-4'-methoxy<2-2H2>isoflavanone 

Relevant articles and documents

Design, synthesis and biological evaluation of novel 3-substituted 4-anilino-coumarin derivatives as antitumor agents

Various 3-substituted 4-anilino-coumarin derivatives have been designed, synthesized and their anti-proliferative properties have been studied. The in vitro cytotoxicity screening was performed against MCF-7, HepG2, HCT116 and Panc-1 cancer cell lines by MTT assay. Most of the synthesized compounds exhibited comparable anti-proliferative activity to the positive control 5-Fluorouracil against these four tested cancer cell lines. Among the different substituents at C-3 position of coumarin scaffold, 3-trifluoroacetyl group showed the most promising results. Especially, compounds 33d (IC50?=?16.57, 5.45, 4.42 and 5.16?μM) and 33e (IC50?=?20.14, 6.71, 4.62 and 5.62?μM) showed excellent anti-proliferative activities on MCF-7, HepG2, HCT116 and Panc-1 cell lines respectively. In addition, cell cycle analysis and apoptosis activation revealed that 33d induced G2/M phase arrest and apoptosis in MCF-7 cells in a dose-dependent manner. Low toxicity of compounds 33d and 33e was observed against human umbilical vein endothelial cells (HUVECs), suggesting their acceptable safety profiles in normal cells. Furthermore, the results of in silico ADME studies indicated that both 33d and 33e exhibited good pharmacokinetic properties.

Induction of targeted osteogenesis with 3-aryl-2H-benzopyrans and 3-aryl-3H-benzopyrans: Novel osteogenic agents

Development of target oriented chemotherapeutics for treatment of chronic diseases have been considered as an important approach in drug development. Following this approach, in our efforts for exploration of new osteogenic leads, substituted 3-aryl-2H-be

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.

In vitro study of isoflavones and isoflavans as potent inhibitors of human 12- and 15-lipoxygenases

In this study, we have investigated 16 isoflavone and isoflavan derivatives as potential inhibitors of human lipoxygenase (platelet 12-lipoxygenase, reticulocyte 15-lipoxygenase-1, and epithelial 15-lipoxygenase-2). The flavonoid baicalein, a known lipoxygenase inhibitor, was used as positive control. Four compounds, 6,7-dihydroxy-3′-chloroisoflavone (1c), 7-hydroxy-8-methyl-4′-chloroisoflavan (5a), 7,8-dihydroxy-4′-methylisoflavan (5b), and 7,8-dihydroxy-3′-methylisoflavan (5c), were effective inhibitors of 12-lipoxygenases and 15-lipoxygenase-1 with IC50's i values in the range of 0.3-3 μm.

In vivo evaluation of substituted 3-phenyl,7-methoxy-benzopyrans as modified estrogens

Substituted 3-phenyl,7-methoxy-benzopyran derivatives and vitamin D 3 (cholecalciferol, 1) were evaluated for their estrogen agonistic and antagonistic activities in immature female Sprague-Dawley rat model. The benzopyran derivatives 17 and 18

Efficient and simple synthesis of substituted 3-phenyl-7-methoxybenzopyrans as pseudo-vitamin-D3 analogs

An efficient and simple synthesis of substituted 3-phenyl-7- methoxybenzopyrans as pseudo-vitamin-D3 analogs in good yields under mild reaction conditions is described. Copyright Taylor & Francis Group, LLC.

Heteroaryl-containing isoflavones as aromatase inhibitors

Compounds and methods useful for treating and prevention of cancer, particularly hormone-dependent breast cancer. Provided are compounds of formula I: wherein X is selected from O, N, S, SO, SO2, and S(CH2)n, wherein n=1-1

Synthesis and aromatase inhibitory activity of novel pyridine-containing isoflavones

Aromatase, a cytochrome P450 hemoprotein that is responsible for estrogen biosynthesis by conversion of androgens into estrogens, has been an attractive target in the treatment of hormone-dependent breast cancer. As a result, a number of synthetic steroidal or nonsteroidal aromatase inhibitors have been successfully developed. In addition, there are several classes of natural products that exert potent activities in aromatase inhibition, with the flavonoids being most prominent. Previous studies have exploited flavone and flavanone scaffolds for the development of new aromatase inhibitors. In this paper, we describe the design, synthesis, and biological evaluation of a novel series of 2-(4′-pyridylmethyl)thioisoflavones as the first example of synthetic isoflavone-based aromatase inhibitors.

Synthesis and estrogen receptor binding affinities of 7-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-ones containing a basic side chain

Two isoflavones containing a sulfur or oxygen hinge with an amine-bearing side chain have been designed and synthesized as potential selective estrogen receptor modulators. The target compounds exhibited low affinities for estrogen receptors (ERs), and binding affinity data indicate that oxygen hinge is more favorable than sulfur for binding. These compounds also displayed selectivity for ERα over ERβ.

A simple one-pot synthesis of isoflavanones

A new simple one-pot synthesis of isoflavanones 2 by reaction of benzyl 2-hydroxyphenylketones 1 with bis(dimethylamino)methane in boiling ethanol is described.