71510-64-0

Basic information

• Product Name: 4-[(benzyl)amino]butyronitrile
• Synonyms: 4-[(benzyl)amino]butyronitrile;4-[(Phenylmethyl)amino]butanenitrile
• CAS NO: 71510-64-0
• Molecular Formula: C₁₁H₁₄N₂
• Molecular Weight: 174.24226
• EINECS: 275-588-7
• Mol File: 71510-64-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 318.9°C at 760 mmHg
• Flash Point: 146.6°C
• Appearance: /
• Density: 1.001g/cm³
• Vapor Pressure: 0.000352mmHg at 25°C
• Refractive Index: 1.523
• CAS DataBase Reference: 4-[(benzyl)amino]butyronitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(benzyl)amino]butyronitrile(71510-64-0)
• EPA Substance Registry System: 4-[(benzyl)amino]butyronitrile(71510-64-0)

Safety Data

• Hazardous Substances Data: 71510-64-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H14N2/c12-8-4-5-9-13-10-11-6-2-1-3-7-11/h1-3,6-7,13H,4-5,9-10H2

Upstream product

• 100-46-9 benzylamine 
• 5332-06-9 4-bromobutanenitrile 
• 628-20-6 4-Chlorobutyronitrile 
• 1027379-53-8 cyano acrylate 

Downstream Products

• 29867-04-7 N-(4-aminobutyl)(phenylmethyl)amine 
• 71510-65-1 N-(p-chloro)benzoyl-4-benzylaminobutyronitrile 
• 1346756-57-7 1-benzyl-2,3-dioxopiperidine-4-carbonitrile 
• 1346756-59-9 3-amino-6-benzyl-5,6-dihydro-1H-pyrazolo[3,4-c]pyridin-7(4H)-one 
• 1400993-70-5 C₁₁H₁₅N₅O₃S 
• 1400993-83-0 C₁₁H₁₅N₃O₃S 
• 1400993-72-7 N-benzyl-3-cyanopropyl -1-sulfamoyl azide 

Relevant articles and documents

Copper-Catalyzed Cyanoalkylation of Amines via C-C Bond Cleavage: An Approach for C(sp3)-N Bond Formations

The efficient copper-catalyzed cyanoalkylation of amines via C-C bond cleavage has been demonstrated. Distinctive features of this procedure involves mild conditions, broad range of nitrogen nucleophiles, high selectivity, and good functional group tolerance, thus providing a useful approach for the C(sp3)-N bond formations. Most importantly, this protocol is applicable to the late-stage functionalization of natural products, amino acid esters, and drugs. Mechanistic studies suggest that a radical intermediate was involved in this transformation.

Synthesis of 1,6-disubstituted 4,5,6,7-tetrahydropyrazolo[3,4-c]pyridin-7- one derivatives and evaluation of their anticancer activity

Promising anticancer compounds of the type 1,6-disubstituted 4,5,6,7-tetrahydropyrazolo[3,4-c]pyridin-7-ones were identified. The target compounds were readily synthesized in a large scale via a sequence of reactions starting from the commercially available primary amines. Their in vitro anti-proliferative activity has been evaluated on prostate (DU-145), colon (HT-29 and HCT-116) and melanoma (A375P) human cancer cell lines. The relationships between the structure and the anticancer activity, covering all tested cancer cell lines, revealed that the compound 5c with 2,4-dimethylphenyl substituent at R2 was the most potent with the IC50 values in the range as low as 0.16 to 0.40 μM.

Synthesis of 2-[(arylmethylene)amino]cyclopropanecarbonitriles via a two-step ring transformation of 2-(cyanomethyl)aziridines

Reaction of 2-(cyanomethyl)aziridines with N-bromosuccinimide in dichloromethane results in the formation of 3-[(arylmethylene) amino]-4-bromobutanenitriles in high yield. The latter α-amino-γ- bromobutanenitriles were converted into separable trans- and