42550-72-1

Basic information

• Product Name: METHYL 2-BENZYL-2-CYANO-3-PHENYLPROPANOATE
• Synonyms: METHYL 2-BENZYL-2-CYANO-3-PHENYLPROPANOATE
• CAS NO: 42550-72-1
• Molecular Formula: C₁₈H₁₇NO₂
• Molecular Weight: 279.33
• Mol File: 42550-72-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 57-60°C
• Boiling Point: 445.7°C at 760 mmHg
• Flash Point: 221°C
• Appearance: /
• Density: 1.135g/cm³
• Vapor Pressure: 3.85E-08mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: METHYL 2-BENZYL-2-CYANO-3-PHENYLPROPANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-BENZYL-2-CYANO-3-PHENYLPROPANOATE(42550-72-1)
• EPA Substance Registry System: METHYL 2-BENZYL-2-CYANO-3-PHENYLPROPANOATE(42550-72-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 42550-72-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 43, p. 4682, 1978 DOI: 10.1021/jo00418a043

InChI:InChI=1/C18H17NO2/c1-21-17(20)18(14-19,12-15-8-4-2-5-9-15)13-16-10-6-3-7-11-16/h2-11H,12-13H2,1H3

Upstream product

• 15732-02-2 1-cyano-2,2-bis(methoxy)ethylene 
• 100-39-0 benzyl bromide 
• 124-41-4 sodium methylate 
• 100-44-7 benzyl chloride 
• 105-56-6 ethyl 2-cyanoacetate 
• 105-34-0 methyl 2-cyanoacetate 

Downstream Products

• 53097-56-6 2-benzyl-3-phenylpropionitrile 
• 52958-88-0 (E)-2-benzyl-3-phenylacrylonitrile 
• 52958-87-9 (Z)-2-benzyl-3-phenyl-acrylonitrile 
• 125469-89-8 C₁₈H₂₁NO₂ 
• 1224-54-0 2-benzyl-2-cyano-3-phenylpropanoic acid 
• 125469-90-1 C₂₃H₂₉NO₄ 
• 125469-91-2 C₂₂H₂₇NO₄ 

Relevant articles and documents

Hydrogen-bonded chains in racemic 2-benzyl-3-(2-bromophenyl)propiononitrile and hydrogen-bonded sheets in methyl 2-benzyl-2-cyano-3-phenyl-propionate

The molecules of 2-benzyl-3-(2-bromophenyl)propiononitrile, C 16H14BrN, are linked into chains by a single C-H...N hydrogen bond. The molecules of methyl 2-benzyl-2-cyano-3-phenylpropionate, C18H17NO2, are linked into sheets by a combination of C-H...O and C-H...π(arene) hydrogen bonds.

Antimicrobial activity of small β-peptidomimetics based on the pharmacophore model of short cationic antimicrobial peptides

We have synthesized a series of small β-peptidomimetics (Mw 2,2-amino acid coupled to a C-terminal L-arginine amide residue. By varying the lipophilic side-chains of the β2,2-amino acids, we obtained a series of highly potent β-peptidomimetics with high enzymatic stability against α-chymotrypsin and a general low toxicity against human erythrocytes. The most potent β-peptidomimetics displayed minimal inhibitory concentrations of 2.1-7.2 μM against Staphylococcus aureus, methicillin resistant Staphylococcus aureus (MRSA), methicillin resistant Staphylococcus epidermidis (MRSE), and Escherichia coli. Small amphipathic β-peptidomimetics may be a promising class of antimicrobial agents by means of having a similar range of potency and selectivity as larger cationic antimicrobial peptides in addition to improved enzymatic stability and lower costs of production.