92152-60-8

Basic information

• Product Name: 2-(4-Bromophenyl)-1-(2,4-dihydroxyphenyl)ethanone
• Synonyms: 2-(4-bromophenyl)-1-(2,4-dihydroxyphenyl)ethanone(SALTDATA: FREE);Ethanone, 2-(4-broMophenyl)-1-(2,4-dihydroxyphenyl)-;2-(4-bromophenyl)-1-(2,4-dihydroxyphenyl)ethan-1-one
• CAS NO: 92152-60-8
• Molecular Formula: C₁₄H₁₁BrO₃
• Molecular Weight: 307.14
• Mol File: 92152-60-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 176–177°C
• Boiling Point: 481.7°C at 760 mmHg
• Flash Point: 245.1°C
• Appearance: /
• Density: 1.577g/cm³
• Vapor Pressure: 6.64E-10mmHg at 25°C
• Refractive Index: 1.663
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(4-Bromophenyl)-1-(2,4-dihydroxyphenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Bromophenyl)-1-(2,4-dihydroxyphenyl)ethanone(92152-60-8)
• EPA Substance Registry System: 2-(4-Bromophenyl)-1-(2,4-dihydroxyphenyl)ethanone(92152-60-8)

Safety Data

• Hazardous Substances Data: 92152-60-8(Hazardous Substances Data)

Usage

Preparation

Preparation by reaction of p-bromophenylacetonitrile with resorcinol, ? in the presence of boron trifluoride etherate under hydrogen chloride atmosphere (8–10 h) and at r.t. overnight (90%) ; ? in the presence of zinc chloride and hydrogen chloride (Hoesch reaction).

InChI:InChI=1/C14H11BrO3/c15-10-3-1-9(2-4-10)7-13(17)12-6-5-11(16)8-14(12)18/h1-6,8,16,18H,7H2

Upstream product

• 16532-79-9 4-Bromophenylacetonitrile 
• 108-46-3 recorcinol 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 

Downstream Products

• 96644-14-3 ethyl 3-(4-bromophenyl)-7-hydroxy-4-oxo-4H-chromene-2-carboxylate 
• 96644-05-2 7-hydroxy-3-(4’-bromophenyl)-4H-1-benzopyran-4-one 
• 1241384-54-2 2-(4-bromophenyl)-1-(2-hydroxy-4-(2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethoxy)phenyl)ethanone 
• 1415465-13-2 3-(4-bromophenyl)-7-hydroxy-4-oxo-4H-1-benzopyran-8-carboxaldehyde 
• 1324010-51-6 4-(2-(2,4-dihydroxyphenyl)-2-oxoethyl)benzonitrile 
• 1239488-79-9 C₂₀H₁₅BrClNO₂ 
• 320741-23-9 C₁₄H₁₂BrNO₃ 
• 121076-26-4 Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-[3-(4-bromo-phenyl)-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-4-yl ester 
• 121060-07-9 Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{4-[2-(4-bromo-phenyl)-acetyl]-3-hydroxy-phenoxy}-tetrahydro-pyran-3-yl ester 
• 96644-12-1 2-trifluoromethyl-7-hydroxy-4'-bromoisoflavone 

Relevant articles and documents

A Concise Approach to Oxo-Dehydrorotenoid by Direct Lactonization and the Total Syntheses of Stemonone, Rotenonone, 6-Oxo-dehydroelliptone, and 6-Oxo-6a,12a-dehydrodeguelin

An approach to construct the oxo-dehydrorotenoids via direct lactonization of isoflavone-2-carboxylic acids is reported. The present reaction proceeds smoothly with good substrate scope and an operationally simple protocol. The application of this method

Novel daidzein analogs and their in vitro anti-influenza activities

A series of novel isoflavonoids were synthesized based on structural modifications of daidzein, an active ingredient of traditional Chinese medicine (TCM) and evaluated for their anti-influenza activity, in vitro, against H1N1 Tamiflu-resistant (H1N1 TR) virus in the MDCK cell line. Among them, 4-oxo-4H-1-benzopyran-8-carbaldehydes 11a-11g were most promising, and they demonstrated better activities and selectivities comparable to those the reference ribarivin, a nucleoside antiviral agent. 3-(4-Bromophenyl)-7-hydroxy-4-oxo-4H-1-benzopyran-8-carboxaldehyde (11c) displayed the best inhibitory activity (EC50, 29.0 μM) and selectivity index (SI>10.3). Analysis of the structure￡activity relationships (SAR) indicated that both the non-naturally-occurring Br-substituted B-ring and appropriate CHO and OH groups on the A-ring might be critical for the activity and selectivity against H1N1 TR influenza viruses.

NOVEL S-NITROSOGLUTATHIONE REDUCTASE INHIBITORS

The present invention is directed to inhibitors of S-nitrosoglutathione reductase (GSNOR), pharmaceutical compositions comprising such GSNOR inhibitors, and methods of making and using the same.