62932-92-7

Basic information

• Product Name: 2-BROMO-1-(3,5-DIHYDROXYPHENYL)ETHANONE
• Synonyms: 3,5-DIHYDROXY-ALFA-BROMOACETOPHENONE;3,5-DIHYDROXY-ALPHA-BROMOACETOPHENONE;2-BROMO-1-(3,5-DIHYDROXYPHENYL)ETHANONE;3',5'-Dihydroxyphenacyl bromide
• CAS NO: 62932-92-7
• Molecular Formula: C₈H₇BrO₃
• Molecular Weight: 231.04
• Product Categories: Aromatics
• Mol File: 62932-92-7.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 364.9 °C at 760 mmHg
• Flash Point: 174.5 °C
• Appearance: /
• Density: 1.763 g/cm³
• Vapor Pressure: 7.79E-06mmHg at 25°C
• Refractive Index: 1.649
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Acetonitrile (Slightly)
• PKA: 8.45±0.10(Predicted)
• CAS DataBase Reference: 2-BROMO-1-(3,5-DIHYDROXYPHENYL)ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-1-(3,5-DIHYDROXYPHENYL)ETHANONE(62932-92-7)
• EPA Substance Registry System: 2-BROMO-1-(3,5-DIHYDROXYPHENYL)ETHANONE(62932-92-7)

Safety Data

• Hazardous Substances Data: 62932-92-7(Hazardous Substances Data)

Usage

Chemical Properties

Brown Solid

Uses

2-Bromo-1-(3,5-dihydroxyphenyl)ethanone (CAS# 62932-92-7) is a useful reagent for the preparation of terbutaline analogs.

Preparation

Also obtained by treatment of 3,5-dihydroxyace-tophenone with cupric bromide in boiling ethyl acetate for 2.5 h.

InChI:InChI=1/C8H7BrO3/c9-4-8(12)5-1-6(10)3-7(11)2-5/h1-3,10-11H,4H2

Upstream product

• 35086-59-0 1-(3',5'-diacetoxyphenyl)ethanone 
• 51863-60-6 3,5-dihydroxyacetophenone 

Downstream Products

• 23031-25-6 terbutaline 
• 23031-32-5 terbutaline hemisulfate 
• 53144-56-2 (R)‐5‐(2‐(tert‐butylamino)‐1‐hydroxyethyl)benzene‐1,3‐diol hydrochloride 
• 1361026-95-0 3α-benzoyloxy-8-(2-(3,5-dihydroxyphenyl)-2-oxoethyl)-8-azabicyclo[3.2.1]octane 
• 1360460-75-8 3β-benzoyloxy-8-(2-hydroxy-2-(3,5-dihydroxyphenyl)ethyl)-8-azabicyclo[3.2.1]-octane 
• 1361026-96-1 3α-benzoyloxy-8-(2-hydroxy-2-(3,5-dihydroxyphenyl)ethyl)-8-azabicyclo[3.2.1]octane 
• 79889-91-1 5-Benzo[d]imidazo[2,1-b]thiazol-2-yl-benzene-1,3-diol 

Relevant articles and documents

Novel Aryl-Substituted Pyrimidones as Inhibitors of 3-Mercaptopyruvate Sulfurtransferase with Antiproliferative Efficacy in Colon Cancer

The enzyme 3-mercaptopyruvate sulfurtransferase (3-MST) is one of the more recently identified mammalian sources of H2S. A recent study identified several novel 3-MST inhibitors with micromolar potency. Among those, (2-[(4-hydroxy-6-methylpyrimidin-2-yl)sulfanyl]-1-(naphthalen-1-yl)ethan-1-one) or HMPSNE was found to be the most potent and selective. We now took the central core of this compound and modified the pyrimidone and the arylketone sides independently. A 63-compound library was synthesized; compounds were tested for H2S generation from recombinant 3-MST in vitro. Active compounds were subsequently tested to elucidate their potency and selectivity. Computer modeling studies have delineated some of the key structural features necessary for binding to the 3-MST's active site. Six novel 3-MST inhibitors were tested in cell-based assays: they exerted inhibitory effects in murine MC38 and CT26 colon cancer cell proliferation; the antiproliferative effect of the compound with the highest potency and best cell-based activity (1b) was also confirmed on the growth of MC38 tumors in mice.

Synthesis and biological evaluation of novel SIPI-7623 derivatives as farnesoid X receptor (FXR) antagonists

Most of reported steroidal FXR antagonists are restricted due to low potency. We described the design and synthesis of novel nonsteroidal scaffold SIPI-7623 derivatives as FXR antagonists. The most potent compound A-11 (IC50 = 7.8 ± 1.1 μM) showed better activity compared to SIPI-7623 (IC50 = 40.8 ± 1.7 μM) and guggulsterone (IC50 = 45.9 ± 1.1 μM). Docking of A-11 in FXR’s ligand-binding domain was also studied.

Preparation method of terbutaline sulphate

The invention relates to a preparation method of terbutaline sulphate. The technical problems that according to an existing preparation method of terbutaline sulphate, high-pressure hydrogenation and other high-risk operations, and lithium methide, azomethane and other high-risk reagents exist, and cost is high are solved through the preparation method. 3,5-resacetophenone serves as a raw material, and terbutaline sulphate is obtained through hydroxyl protection, the bromination reaction, carbonyl reduction, the condensation reaction and sulphating. The preparation method can be suitable for industrially-produced terbutaline sulphate.