71910-51-5

Basic information

• Product Name: N-(2-BROMOPHENYL)-3-PHENYLPROP-2-ENAMIDE
• Synonyms: N-(2-bromophenyl)cinnamamide;N-(2-BROMOPHENYL)-3-PHENYLPROP-2-ENAMIDE
• CAS NO: 71910-51-5
• Molecular Formula: C₁₅H₁₂BrNO
• Molecular Weight: 302.17
• Mol File: 71910-51-5.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 470.4°C at 760 mmHg
• Flash Point: 238.3°C
• Appearance: /
• Density: 1.455g/cm³
• Vapor Pressure: 5.09E-09mmHg at 25°C
• Refractive Index: 1.686
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-(2-BROMOPHENYL)-3-PHENYLPROP-2-ENAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-BROMOPHENYL)-3-PHENYLPROP-2-ENAMIDE(71910-51-5)
• EPA Substance Registry System: N-(2-BROMOPHENYL)-3-PHENYLPROP-2-ENAMIDE(71910-51-5)

Safety Data

• Hazardous Substances Data: 71910-51-5(Hazardous Substances Data)

Usage

General Description

N-(2-Bromophenyl)-3-phenylprop-2-enamide, also known as 2-Bromo-3-phenylacrylanilide, is a chemical compound with the molecular formula C15H11BrNO. N-(2-BROMOPHENYL)-3-PHENYLPROP-2-ENAMIDE is a member of the amide class of organic compounds and contains a double bond between two carbon atoms. It is most commonly used in research and development for its potential biological activities and pharmaceutical applications. It is important to handle this chemical with caution, as it may pose health and environmental risks if not properly managed and disposed of.

InChI:InChI=1/C15H12BrNO/c16-13-8-4-5-9-14(13)17-15(18)11-10-12-6-2-1-3-7-12/h1-11H,(H,17,18)/b11-10+

Upstream product

• 140-10-3 (E)-3-phenylacrylic acid 
• 102-92-1 cinnamoyl chloride 
• 615-36-1 2-bromoaniline 
• 102-92-1 Cinnamoyl chloride 

Downstream Products

• 122101-00-2 (E)-N-(2-bromophenyl)-N-methylcinnamamide 
• 67805-67-8 8-bromo-1H-quinoline-2-one 
• 944407-88-9 methyl 3-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]-2-[2-(methyloxy)-8-quinolinyl]propanoate 
• 67805-67-8 2-hydroxy-8-bromoquinoline 
• 146564-18-3 8-bromo-2-(methyloxy)quinoline 
• 1219130-55-8 8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-2(1H)-one 
• 871507-79-8 2,8-dibromoquinoline 
• 1453188-55-0 2-(2-bromophenyl)-5-phenyl-1,2,4,5-tetrahydro-2-benzazepin-3-one 
• 3335-85-1 3-benzyl-1-methyl-1,3-dihydroindol-2-one 
• 590372-14-8 2-chloro-3-trifluoromethyl-8-quinolinecarboxylic acid 
• 590372-03-5 8-bromo-2-chloro-3-(trifluoromethyl)quinoline 
• 590371-88-3 8-bromo-2-chloro-3-iodoquinoline 

Relevant articles and documents

Pd-Catalyzed Carbonylative Synthesis of 4H-Benzo[d][1,3]Oxazin-4-Ones Using Benzene-1,3,5-Triyl Triformate as the CO Source

A facile synthesis of 4H-benzo[d][1,3]oxazin-4-one derivatives by Pd-catalyzed carbonylative cross-coupling between N-(ortho-bromoaryl)amides and benzene-1,3,5-triyl triformate (TFBen) was developed. This procedure does not require the toxic and flammable gas CO as the carbonyl source and tolerates a wide scope of functional groups. Remarkably, 4H-benzo[d][1,3]oxazin-4-ones incorporated to natural products and drugs can be constructed by this method.

Heterocoumarins Are Selective Carbonic Anhydrase IX and XII Inhibitors with Cytotoxic Effects against Cancer Cells Lines

We have synthesized a new series of coumarin-based compounds demonstrating high selectivity and potent effects with low nanomolar affinity against the tumor associated carbonic anhydrase (CA, EC 4.2.1.1) isoforms hCA IX and XII. A number of these compounds were evaluated ex vivo against human prostate (PC3) and breast (MDA-MB-231) cancer cell lines. Compounds 4b and 15 revealed effective cytotoxic effects after 48 h of incubation in both normoxic and hypoxic conditions with PC3 cancer cell line. However, compound 3 showed selective cytotoxic effects against MDA-MB-231 in hypoxic condition. These results may be of particular importance for the choice of future drug candidates targeting hypoxic tumors and metastases, considering the fact that a selective carbonic anhydrase CA IX inhibitor (SLC-0111) is presently in phase II clinical trials.

Cooperative or Oxidative Hydrogen Addition to 2-Hydroxypyridonate Iridium Complexes: Dependence on Oxidation State

Iridium(III)–pyridone complexes are commonly found to react in a cooperative and redox-neutral manner with dihydrogen and alcohols. In this work, the reactivity preferences of IrI–pyridone complexes were investigated under a variety of conditions. We have found that, in contrast to IrIII–pyridones, IrI–pyridone complexes display a strong preference to react non-cooperatively. With a new chelating 2-hydroxy-8-diphenylphosphinoquinoline ligand that does not dissociate after hydrogen addition, oxidative addition is still preferred. In the preparation of mono- and bidentate neutral and anionic pyridone ligands, Vaska's complex was used as a point of reference. We expect these findings to have implications for catalyst development in the field of metal–ligand cooperation.