17196-75-7

Basic information

• Product Name: (E)-3-AMINO-3-(4-METHYLPHENYL)-2-PROPENENITRILE
• Synonyms: (E)-3-AMINO-3-(4-METHYLPHENYL)-2-PROPENENITRILE;(2E)-3-amino-3-(4-methylphenyl)prop-2-enenitrile
• CAS NO: 17196-75-7
• Molecular Formula: C₁₀H₁₀N₂
• Molecular Weight: 158.2
• Mol File: 17196-75-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-3-AMINO-3-(4-METHYLPHENYL)-2-PROPENENITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-AMINO-3-(4-METHYLPHENYL)-2-PROPENENITRILE(17196-75-7)
• EPA Substance Registry System: (E)-3-AMINO-3-(4-METHYLPHENYL)-2-PROPENENITRILE(17196-75-7)

Safety Data

• Hazardous Substances Data: 17196-75-7(Hazardous Substances Data)

Upstream product

• 104-85-8 para-methylbenzonitrile 
• 75-05-8 acetonitrile 

Downstream Products

• 1563-40-2 2-(α-amino-4-methyl-benzyliden)-5-oxo-hex-3-enenitrile 
• 69316-13-8 2-hydroxyimino-3-oxo-3-p-tolyl-propionitrile 
• 94775-50-5 3,5-Dicyano-2,6-di(4-tolyl)-4-thiopyridone 
• 94775-45-8 3,5-Dicyano-2-(4-tolyl)-6-(3-tolyl)-4-thiopyridone 
• 95024-25-2 1-Phenyl-5--4-cyan-epidithio-Δ^1.3-pentadienon-(5) 
• 7391-28-8 p-tolueneacetonitrile 
• 132141-85-6 4-Cyano-2-methyl-2,5-di-(p-tolyl)pyrrole-3(2H)-thione 
• 132141-84-5 4-Cyano-2-methyl-2-phenyl-5-(p-tolyl)pyrrole-3(2H)-thione 
• 94775-39-0 5-Cyano-2-cyanomethyl-2,4-di(4-tolyl)-2,3-dihydro-1,3-thiazine-6(6H)-thione 

Relevant articles and documents

Enantioselective biocatalytic hydrolysis of β-aminonitriles to β-amino-amides using Rhodococcus rhodochrous ATCC BAA-870

A range of β-aminonitriles (3-amino-3-phenylpropanenitrile and derivatives) were synthesised by reaction of various benzonitriles with acetonitrile and subsequent reduction of the resulting acrylonitrile products. These compounds were hydrolysed to the co

Rhodium-catalyzed asymmetric hydrogenation of β-acetylamino acrylonitriles

The rhodium-catalyzed asymmetric hydrogenation of β-acetylamino acrylonitriles was investigated by using monophosphine and bisphosphine ligands. It was found that an Rh-QuinoxP complex exhibited high enantioselectivities for β-aryl substituted β-acetylamino acrylonitriles and the Rh-JosiPhos CyPF-t-Bu complex was proven to be effective for the hydrogenation of tetrasubstituted olefins from cyclic β-acetylamino acrylonitriles.

Highly efficient RhI-catalyzed asymmetric hydrogenation of β-amino acrylonitriles

(Figure Presented) It takes two to TangPhos: β-Amino acrylonitriles can be readily prepared from acetonitriles. Both of the E/Z isomers undergo hydrogenation with excellent enantioselectivity by using the Rh-TangPhos (TangPhos = l, 1'-ditert-butyl-(2, 2')-diphospholane) catalyst system. The products, chiral β-amino nitriles, are valuable chiral building blocks for many drugs.

Ultrasound-assisted synthesis of β-enaminonitriles in the presence of base

Application of ultrasound shows significant rate enhancement for the synthesis of β-enaminonitriles in the presence of base. The role of various homogeneous and heterogeneous bases/solvents was also studied for the reaction, and potassium t-butoxide/t-but

Potential antiarthritic agents. II. Benzoylacetonitriles and β-aminocinnamonitriles

Benzoylacetonitrile and β-aminocinnamonitrile are shown to possess potent intiinflammatory activity in the rat adjuvant arthritis model. In a series of phenyl-substituted analogues, only o-, m-, and p-fluorobenzoylacetonitrile and m- and p-fluoro-β-aminocinnamonitrile retained activity. Additionally, β-amino-2- and β-amino-3-thiopheneacrylonitrile and β-oxo-2- and β-oxo-3-thiophenepropionitrile exhibited similar activity. These agents are not believed to be acting via prostaglandin synthetase inhibition. The metabolic profile of benzoylacetonitrile is also described.

β Aminocinnamonitriles as potential antiinflammatory agents

A number of β aminocinnamonitriles have been prepared by the reaction of salts of acetonitrile and proprionitrile with benzonitrile. These materials were evaluated in the carrageenan antiinflammatory screen in Royal Hart, Wistar strain rats. Despite food weight gains with the parent molecule, β aminocinnamonitrile, only marginal activity was found in related compounds and some possible 'metabolites'.