77201-71-9

Basic information

• Product Name: 2-Propenoyl chloride, 3-(3,4-dihydroxyphenyl)-, (E)-
• CAS NO: 77201-71-9
• Molecular Formula: C9H7ClO3
• Molecular Weight: 198.606
• Mol File: 77201-71-9.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 2-Propenoyl chloride, 3-(3,4-dihydroxyphenyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoyl chloride, 3-(3,4-dihydroxyphenyl)-, (E)-(77201-71-9)
• EPA Substance Registry System: 2-Propenoyl chloride, 3-(3,4-dihydroxyphenyl)-, (E)-(77201-71-9)

Safety Data

• Hazardous Substances Data: 77201-71-9(Hazardous Substances Data)

Upstream product

• 331-39-5 caffeic acid 

Downstream Products

• 161364-58-5 (E)-3-(3,4-Dihydroxy-phenyl)-1-[2-(2-methoxy-phenoxymethyl)-thiazolidin-3-yl]-propenone 
• 22020-28-6 n-butyl caffeate 
• 3843-74-1 Methyl caffeate 
• 134907-28-1 N-(1-indanyl)-4-{N-methyl-N-[(E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]amino}benzenesulfonamide 
• 134907-20-3 4-{N-methyl-N-[(E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]amino}benzenesulfonamide 
• 134907-21-4 N-methyl-4-{N-methyl-N-[(E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]amino}benzenesulfonamide 
• 134907-25-8 N-cycloheptyl-4-{N-methyl-N-[(E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]amino}benzenesulfonamide 
• 134907-19-0 4-{N-[(E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]amino}benzenesulfonamide 
• 134907-22-5 N-isopropyl-4-{N-methyl-N-[(E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]amino}benzenesulfonamide 
• 134907-23-6 N-cyclopentyl-4-{N-methyl-N-[(E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]amino}benzenesulfonamide 
• 134907-27-0 N-[2-(1,2,3,4-tetrahydro)naphthyl]-4-{N-methyl-N-[(E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]amino}benzenesulfonamide 
• 134907-24-7 N-cyclohexyl-4-{N-methyl-N-[(E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]amino}benzenesulfonamide 

Relevant articles and documents

Cardioprotection of CAPE-oNO2 against myocardial ischemia/reperfusion induced ROS generation via regulating the SIRT1/eNOS/NF-κB pathway in vivo and in vitro

Caffeic acid phenethyl ester (CAPE) could ameliorate myocardial ischemia/reperfusion injury (MIRI) by various mechanisms, but there hadn't been any reports on that CAPE could regulate silent information regulator 1 (SIRT1) and endothelial nitric oxide syn

Caffeic acid derivatives: A new type of influenza neuraminidase inhibitors

Recently, many natural products, especially some plant-derived polyphenols have been found to exert antiviral effects against influenza virus and show inhibitory activities on neuraminidases (NAs). In our research, we took caffeic acid which contained two phenolic hydroxyl groups as the basic fragment to build a small compound library with various structures. The enzyme inhibition result indicated that some compounds exhibited moderate activities against NA and compound 15d was the best with IC50 = 7.2 μM and 8.5 μM against N2 and N1 NAs, respectively. The 3,4-dihydroxyphenyl group from caffeic acid was important for the activity according to the docking analysis. Besides, compound 15d was found to be a non-competitive inhibitor with Ki = 11.5 ± 0.25 μM by the kinetic study and also presented anti-influenza virus activity in chicken embryo fibroblast cells. It seemed promising to discover more potent NA inhibitors from caffeic acid derivatives to cope with influenza virus.

Inhibitory effects of substituted cinnamic acid esters on mushroom tyrosinase

A series of substituted cinnamic acid esters were synthesized and their inhibitory effects on the diphenolase activity of mushroom tyrosinase were evaluated. Compound 8 was found to be the most potent inhibitor with IC 50 value of 5.60μM. Preliminary structure activity relationships (SARs) were concluded. The inhibition kinetics analyzed by Lineweaver-Burk plots revealed that compound 8 was anti-competitive inhibitor.