15804-60-1

Basic information

• Product Name: (E)-2-CYANO-3-(3-METHOXYPHENYL)-2-PROPENAMIDE
• Synonyms: (E)-2-CYANO-3-(3-METHOXYPHENYL)-2-PROPENAMIDE;(2E)-2-cyano-3-(3-methoxyphenyl)prop-2-enamide
• CAS NO: 15804-60-1
• Molecular Formula: C₁₁H₁₀N₂O₂
• Molecular Weight: 202.21
• Mol File: 15804-60-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 446.8±45.0 °C(Predicted)
• Appearance: /
• Density: 1.226±0.06 g/cm3(Predicted)
• PKA: 13.34±0.50(Predicted)
• CAS DataBase Reference: (E)-2-CYANO-3-(3-METHOXYPHENYL)-2-PROPENAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-CYANO-3-(3-METHOXYPHENYL)-2-PROPENAMIDE(15804-60-1)
• EPA Substance Registry System: (E)-2-CYANO-3-(3-METHOXYPHENYL)-2-PROPENAMIDE(15804-60-1)

Safety Data

• Hazardous Substances Data: 15804-60-1(Hazardous Substances Data)

Upstream product

• 591-31-1 3-methoxy-benzaldehyde 
• 2972-72-7 2-(3-methoxybenzylidene)malononitrile 
• 107-91-5 cyanoacetic acid amide 

Relevant articles and documents

Synthesis of 2-cyanoacrylamides through Pd-catalyzed monohydration of methylenemalononitriles

A straightforward and efficient method has been developed for the synthesis of 2-cyanoacrylamide from 2-methylenemalononitriles through monohydration. A series of methylenemalononitriles underwent the reaction under mild and simple reaction conditions wit

An efficient catalyst-free one-pot synthesis of primary amides from the aldehydes of the Baylis-Hillman reaction

Herein, a facile and efficient method for the preparation of allyl amides from the aldehyde of Baylis-Hillman adducts has been developed using a hydroxylamine/methanol system under a catalyst-free condition. The effects of solvents and temperature on the reaction and substituents on the phenyl ring have been examined. This method is best demonstrated by its advantages such as operational simplicity, moderate to excellent yields, short reaction time, and simple reaction procedure. Most importantly, the reaction proceeds smoothly in the absence of a catalyst and an external oxidant.

Arylcyanoacrylamides as inhibitors of the Dengue and West Nile virus proteases

The 3-aryl-2-cyanoacrylamide scaffold was designed as core pharmacophore for inhibitors of the Dengue and West Nile virus serine proteases (NS2B-NS3). A total of 86 analogs was prepared to study the structure-activity relationships in detail. Thereby, it turned out that the electron density of the aryl moiety and the central double bond have a crucial influence on the activity of the compounds, whereas the influence of substituents of the amide residue is less relevant. The para-hydroxy substituted analog was found to be the most potent inhibitor in this series with a Ki-value of 35.7 μM at the Dengue and 44.6 μM at the West Nile virus protease. The aprotinin competition assay demonstrates a direct interaction of the inhibitor molecule with active centre of the Dengue virus protease. The target selectivity was studied in a counterscreen with thrombin and found to be 2.8:1 in favor of DEN protease and 2.3:1 in favor of WNV protease, respectively.