13565-09-8

Basic information

• Product Name: (2E)-3-(4-bromophenyl)acryloyl chloride
• Synonyms: (2E)-3-(4-bromophenyl)acryloyl chloride;2-propenoyl chloride, 3-(4-bromophenyl)-, (2E)-;(E)-3-(4-bromophenyl)acryloyl chloride;(E)-3-(4-bromophenyl)prop-2-enoyl chloride
• CAS NO: 13565-09-8
• Molecular Formula: C₉H₆BrClO
• Molecular Weight: 245.50034
• Mol File: 13565-09-8.mol
• Article Data: 68

Chemical Properties

• Melting Point: 70-71 °C
• Boiling Point: 318.5±17.0 °C(Predicted)
• Appearance: /
• Density: 1.582±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (2E)-3-(4-bromophenyl)acryloyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-3-(4-bromophenyl)acryloyl chloride(13565-09-8)
• EPA Substance Registry System: (2E)-3-(4-bromophenyl)acryloyl chloride(13565-09-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 13565-09-8(Hazardous Substances Data)

Upstream product

• 1200-07-3 3-(4-bromophenyl)acrylic acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 1200-07-3 trans-4-bromocinnamic acid 
• 70146-78-0 diethyl 2-(4-bromobenzyl)malonate 
• 92013-18-8 2-[(4-bromophenyl)methyl]propanedioic acid 
• 589-15-1 1-bromomethyl-4-bromobenzene 
• 76-02-8 trifluoroacetyl chloride 
• 79-37-8 oxalyl dichloride 
• 49678-04-8 trans-4-bromocinnamaldehyde 

Downstream Products

• 70842-64-7 1-[3-(4-bromo-phenyl)-acryloyl]-piperazine 
• 13565-47-4 (E)-3-(4-Bromo-phenyl)-1-o-tolyl-propenone 
• 13565-40-7 3-(4-bromophenyl)-1-(4-methylphenyl)-(2E)-2-propen-1-one 
• 130973-06-7 p-bromocinnamamide 
• 307973-36-0 (E)-3-(4-Bromo-phenyl)-acrylic acid 4-[2-oxo-cyclohex-(E)-ylidenemethyl]-phenyl ester 
• 315706-76-4 3-(4-bromo-phenyl)-N-(4-propyl-cyclohexyl)-acrylamide 
• 569657-15-4 3-(4-bromo-phenyl)-N-methoxy-acrylamide 
• 808170-58-3 (E)-N-(2-benzoyl-4-nitrophenyl)-3-(4-bromophenyl)acrylic acid amide 
• 575489-77-9 (E)-4-bromo-1-[3-(4-bromophenyl)-2-propenoyl]-3,5-dimethylpyrazole 
• 350490-15-2 tert-butyl (E)-3-(4-bromophenyl)prop-2-enoate 
• 350611-01-7 (E)-3-(4-Bromo-phenyl)-1-((1S,2R,6S,7R)-7,10,10-trimethyl-4-thioxo-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-5-yl)-propenone 
• 201996-64-7 (E)-3-(4-bromophenyl)-N-methoxy-N-methylacrylamide 

Relevant articles and documents

Solid state conformations of α,β-unsaturated hydroxamates derived from the ‘chiral Weinreb amide’ auxiliary (S)-N-1-(1′-naphthyl)ethyl-O-tert-butylhydroxylamine

α,β-Unsaturated hydroxamates derived from the ‘chiral Weinreb amide’ auxiliary (S)-N-1-(1′-naphthyl)ethyl-O-tert-butylhydroxylamine consistently adopt a defined conformation and undergo highly diastereoselective conjugate addition reactions with lithium a

Design, Synthesis, Structure-Activity Relationship, Molecular Docking, and Herbicidal Evaluation of 2-Cinnamoyl-3-Hydroxycyclohex-2-en-1-one Derivatives as Novel 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors

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Design, Synthesis, and Anticancer Activity of Cinnamoylated Barbituric Acid Derivatives

This work deals with the design and synthesis of 18 barbituric acid derivatives bearing 1,3-dimethylbarbituric acid and cinnamic acid scaffolds to find potent anticancer agents. The target molecules were obtained through Knoevenagel condensation and acylation reaction. The cytotoxicity was assessed by the MTT assay. Flowcytometry was performed to determine the cell cycle arrest, apoptosis, ROS levels and the loss of MMP. The ratios of GSH/GSSG and the MDA levels were determined by using UV spectrophotometry. The results revealed that introducing substitutions (CF3, OCF3, F) on the meta- of the benzyl ring of barbituric acid derivatives led to a considerable increase in the antiproliferative activities compared with that of corresponding ortho- and para-substituted barbituric acid derivatives. Mechanism investigation implied that the 1c could increase the ROS and MDA level, decrease the ratio of GSH/GSSG and MMP, and lead to cell cycle arrest. Further research is needed for structural optimization to enhance hydrophilicity, thereby improve the biological activity of these compounds.