39657-48-2

Basic information

• Product Name: 2-Propenoyl chloride, 3-[4-(acetyloxy)-3,5-dimethoxyphenyl]-
• CAS NO: 39657-48-2
• Molecular Formula: C13H13ClO5
• Molecular Weight: 284.696
• Mol File: 39657-48-2.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-Propenoyl chloride, 3-[4-(acetyloxy)-3,5-dimethoxyphenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoyl chloride, 3-[4-(acetyloxy)-3,5-dimethoxyphenyl]-(39657-48-2)
• EPA Substance Registry System: 2-Propenoyl chloride, 3-[4-(acetyloxy)-3,5-dimethoxyphenyl]-(39657-48-2)

Safety Data

• Hazardous Substances Data: 39657-48-2(Hazardous Substances Data)

Upstream product

• 90985-68-5 (E)-4-acetoxy-3,5-dimethoxycinnamic acid 
• 95458-77-8 oxazolyl chloride 
• 90985-68-5 3-(4-acetoxy-3,5-dimethoxyphenyl)prop-2-enoic acid 
• 53669-33-3 4-acetoxy-3,5-dimethoxybenzaldehyde 
• 39657-47-1 O-acetylsyringic acid chloride 
• 6318-20-3 O-acetylsyringic acid 
• 530-59-6 trans-3,5-dimethoxy-4-hydroxycinnamic acid 

Downstream Products

• 41406-00-2 3-isopropoxyaniline 
• 1239956-45-6 C₂₄H₂₇ClN₂O₅ 
• 1033693-46-7 methyl 6-O-sinapoyl-α-D-glucoside 
• 1033693-45-6 methyl 2-O-sinapoyl-α-D-glucoside 
• 16562-71-3 2-Methyl-4-(4-hydroxy-3,5-dimethoxy-cinnamoyl)-morpholin 
• 19856-69-0 4-(4-Hydroxy-3,5-dimethoxy-cinnamoyl)-morpholin 
• 57201-06-6 4-({4-[3-(4-hydroxy-3,5-dimethoxy-phenyl)-propionyl]-piperazin-1-yl}-acetyl)-morpholine 
• 86436-49-9 N-sinapinoyldeacetylcolchicine 

Relevant articles and documents

Research on Crystal Structure and Fungicidal Activity of the Amide Derivatives Based on the Natural Products Sinapic Acid and Mycophenolic Acid

Structural optimization based on natural products is an important and effective way to discover new green pesticides. Here, two series of amide derivatives based on sinapic acid and mycophenolic acid were designed in combination with the fungicidal natura

DERIVATIVES OF THE SINAPINIC ACID

The object of the present invention is a compound of general formula (I) as well as to its pharmaceutically acceptable salt, and to the use of this compound for cosmetic and pharmaceutical applications.

A newly synthesized sinapic acid derivative inhibits endothelial activation in vitro and in vivos

Inhibition of oxidative stress and inflammation in vascular endothelial cells (ECs) may represent a new therapeutic strategy against endothelial activation. Sinapic acid (SA), a phenylpropanoid compound, is found in natural herbs and high-bran cereals and has moderate antioxidant activity. We aimed to develop new SA agents with the properties of antioxidation and blocking EC activation for possible therapy of cardiovascular disease. We designed and synthesized 10 SA derivatives according to their chemical structures. Preliminary screening of the compounds involved scavenging hydroxyl radicals and 2,2-diphenyl-1- picrylhydrazyl (DPPH×), croton oil-induced ear edema in mice, and analysis of the mRNA expression of adhesion molecules in ECs. 1- Acetyl-sinapic acyl-4-(39-chlorine-)benzylpiperazine (SA9) had the strongest antioxidant and anti-inflammatory activities both in vitro and in vivo. Thus, the effect of SA9 was further studied. SA9 inhibited tumor necrosis factor a-induced upregulation of adhesion molecules in ECs at both mRNA and protein levels, as well as the consequent monocyte adhesion to ECs. In vivo, result of face-toface immunostaining showed that SA9 reduced lipopolysaccharideinduced expression of intercellular adhesion molecule-1 in mouse aortic intima. To study the molecular mechanism, results from luciferase assay, nuclear translocation of NF-kB, and Western blot indicated that the mechanism of the anti-inflammatory effects of SA9 might be suppression of intracellular generation of ROS and inhibition of NF-kB activation in ECs. SA9 is a prototype of a novel class of antioxidant with anti-inflammatory effects in ECs. It may represent a new therapeutic approach for preventing endothelial activation in cardiovascular disorders.