1131-83-5

Basic information

• Product Name: N-(2-cyanoethyl)benzamide
• CAS NO: 1131-83-5
• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.1992
• Mol File: 1131-83-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 434.9°C at 760 mmHg
• Flash Point: 216.8°C
• Density: 1.115g/cm³
• Vapor Pressure: 9.11E-08mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: N-(2-cyanoethyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-cyanoethyl)benzamide(1131-83-5)
• EPA Substance Registry System: N-(2-cyanoethyl)benzamide(1131-83-5)

Safety Data

• Hazardous Substances Data: 1131-83-5(Hazardous Substances Data)

Upstream product

• 55-21-0 benzamide 
• 107-13-1 acrylonitrile 
• 352-96-5 3-aminopropionitrile fumarate salt 
• 98-88-4 benzoyl chloride 
• 2079-89-2 β-aminopropionitrile monofumarate salt 
• 151-18-8 2-cyanoethylamine 
• 3232-12-0 N,N-bis(2-cyanoethyl)benzamide 

Downstream Products

• 95-02-3 5-(aminomethyl)-2-methylpyrimidin-4-amine 

Relevant articles and documents

Synthesis of novel amide and urea derivatives of thiazol-2-ethylamines and their activity against Trypanosoma brucei rhodesiense

2-(2-Benzamido)ethyl-4-phenylthiazole (1) was one of 1035 molecules (grouped into 115 distinct scaffolds) found to be inhibitory to Trypanosoma brucei, the pathogen causing human African trypanosomiasis, at concentrations below 3.6 μM and non-toxic to mammalian (Huh7) cells in a phenotypic high-throughput screen of a 700,000 compound library performed by the Genomics Institute of the Novartis Research Foundation (GNF). Compound 1 and 72 analogues were synthesized in this lab by one of two general pathways. These plus 10 commercially available analogues were tested against T. brucei rhodesiense STIB900 and L6 rat myoblast cells (for cytotoxicity) in vitro. Forty-four derivatives were more potent than 1, including eight with IC50 values below 100 nM. The most potent and most selective for the parasite was the urea analogue 2-(2-piperidin-1-ylamido)ethyl-4-(3-fluorophenyl)thiazole (70, IC50 = 9 nM, SI > 18,000). None of 33 compounds tested were able to cure mice infected with the parasite; however, seven compounds caused temporary reductions of parasitemia (≥97%) but with subsequent relapses. The lack of in vivo efficacy was at least partially due to their poor metabolic stability, as demonstrated by the short half-lives of 15 analogues against mouse and human liver microsomes.

Tributylphosphine, excellent organocatalyst for conjugate additions of non-nucleophilic N-containing compounds

Conjugate additions of non-nucleophilic N-containing compounds such as amides, thioamides, sulfonamides, and electron-poor anilines with different Michael acceptors can be promoted through the use of tributylphosphine. The range of useful pKa's of nucleophiles has been established (pKa25) and new insights into the mechanism proposed.

Dithio and thiono esters, LVII: Synthesis of dithio and thiono esters of N-protected β- and γ-amino acids

The N-protected β-aminonitriles 1 were transformed into the imidoester or thiolimidoester hydrochlorides 2 or 3 according to Pinner and sulfhydrolyzed with H2S to give the N-protected β-amino thiono esters 4 or dithio esters 5. Alkylation of th