86213-20-9

Basic information

• Product Name: ALPHA-CYANO-3,4-DIMETHOXYCINNAMIC ACID
• Synonyms: ALPHA-CYANO-3,4-DIMETHOXYCINNAMIC ACID;DMACYVMZKYRYSL-UHFFFAOYSA-N
• CAS NO: 86213-20-9
• Molecular Formula: C₁₂H₁₁NO₄
• Molecular Weight: 233.22
• Product Categories: Cinnamic acid
• Mol File: 86213-20-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 204-208°C
• Boiling Point: 414.7±45.0 °C(Predicted)
• Appearance: /
• Density: 1.276±0.06 g/cm3(Predicted)
• PKA: 0.76±0.10(Predicted)
• CAS DataBase Reference: ALPHA-CYANO-3,4-DIMETHOXYCINNAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: ALPHA-CYANO-3,4-DIMETHOXYCINNAMIC ACID(86213-20-9)
• EPA Substance Registry System: ALPHA-CYANO-3,4-DIMETHOXYCINNAMIC ACID(86213-20-9)

Safety Data

• Hazardous Substances Data: 86213-20-9(Hazardous Substances Data)

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 372-09-8 cyanoacetic acid 
• 121-33-5 vanillin 
• 105-34-0 methyl 2-cyanoacetate 
• 27895-67-6 N-(3,4-dimethoxybenzylidene)aniline 
• 1071-36-9 sodium cyanoacetate 

Downstream Products

• 892804-86-3 1-(2'-bromo-4',5'-dimethoxybenzyl)-7,8-dimethoxy-4,5-dihydro-3H-benzo[c]azepine 
• 14773-42-3 3-(3,4-dimethoxyphenyl)propylamine 
• 65548-33-6 1-[2-(2'-bromo-4',5'-dimethoxyphenyl)ethyl]-7,8-dimethoxy-4,5-dihydro-3H-benzo[c]azepine 
• 65004-82-2 2-(2'-bromo-4',5'-dimethoxyphenyl)-N-[3-(3',4'-dimethoxyphenyl)propyl]acetamide 
• 49621-56-9 3-(3,4-dimethoxyphenyl)propanenitrile 
• 65548-31-4 2-(2'-bromo-4',5'-dimethoxyphenyl)-N-[3-(3',4'-dimethoxyphenyl)propyl]propionamide 
• 106648-24-2 5,6-dimethoxy-1-oxo-2,3-dihydro-1H-indene-2-carbonitrile 
• 120014-06-4 donepezil 
• 143270-16-0 isobutyl 2-cyano-3-(3,4-dimethoxyphenyl)acrylate 
• 1095374-55-2 butyl 2-cyano-3-(3,4-dimethoxyphenyl)acrylate 
• 10353-07-8 methyl 2-cyano-3-(3,4-dimethoxyphenyl)acrylate 
• 128995-99-3 1-(2,4-dihydroxyphenyl)-3-(3,4-dimethoxyphenyl)propane-1-one 
• 141736-06-3 (Z)-2-Cyano-N-cyclohexyl-3-(3,4-dimethoxy-phenyl)-acrylamide 
• 141736-05-2 (Z)-2-Cyano-3-(3,4-dimethoxy-phenyl)-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-acrylamide 

Relevant articles and documents

Discovery of novel dihydroartemisinin-cinnamic hybrids inducing lung cancer cells apoptosis via inhibition of Akt/Bad signal pathway

A series of dihydroartemisinin-cinnamic acid hybrids were designed, synthesized and evaluated. Most of the tested compounds showed enhanced anti-proliferative activities than artemisinin and dihydroartemisinin, among which 16 g had the superior potency with IC50 values ranging from 5.07 μM to 7.88 μM against four tested cancer cell lines. The cell cycle arrest revealed that 16 g induced A549 cell cycle arrest at G0/G1 phase via regulation of G1-related protein expression (Cdk4). Further mechanism studies reveal that 16 g induced A549 cells apoptosis via inhibiting Akt/Bad pathway. Moreover, 16 g depolarized the mitochondria membrane potentials and induced ROS generation in A549. Additionally, 16 g blocked migration of A549 cells in a concentration-dependent manner. What's more, 16 g is barely nontoxic to zebrafish embryos. Overall, the cell cycle arrest, inhibition of Akt/Bad signal pathway, ROS generation and migration blocked might explain the potent anti-proliferative activities of these compounds.

The palladium-catalyzed preparation of condensed tetracyclic heterocycles and their application to the synthesis of rac-mangochinine

Dihydroisoquinoline derivatives and their analogues, prepared by the Bischler-Napieralsky reaction, were converted to their indole-fused derivatives. Scope and limitations of the palladium-catalyzed reaction, proceeding through the tautomeric enamine forms of these compounds, were studied and the process was extended to the preparation of racemic mangochinine. Georg Thieme Verlag Stuttgart.

Reaction of Active Methylene Compounds with Veratraldehyde Schiff Bases and Antifungal Activity of Products

Michael reaction of veratraldehyde schiff bases with ethyl cyanoacetate, cyanoacetic acid, malonamide, acetylacetone, diethyl malonate, cyanoacetamide and malononitrile gives the addition elimination products, viz. ethyl 3,4-dimethoxybenzalcyanoacetate (2