74220-50-1

Basic information

• Product Name: 2-ethyl-2-phenylglutaronitrile
• Synonyms: 2-ethyl-2-phenylglutaronitrile;2-Ethyl-2-phenylpentanedinitrile;2-Phenyl-2-ethylpentanedinitrile
• CAS NO: 74220-50-1
• Molecular Formula: C₁₃H₁₄N₂
• Molecular Weight: 198.26366
• EINECS: 277-775-9
• Mol File: 74220-50-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 379.6°C at 760 mmHg
• Flash Point: 180.9°C
• Appearance: /
• Density: 1.03g/cm³
• Vapor Pressure: 5.78E-06mmHg at 25°C
• Refractive Index: 1.518
• CAS DataBase Reference: 2-ethyl-2-phenylglutaronitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ethyl-2-phenylglutaronitrile(74220-50-1)
• EPA Substance Registry System: 2-ethyl-2-phenylglutaronitrile(74220-50-1)

Safety Data

• Hazardous Substances Data: 74220-50-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H14N2/c1-2-13(11-15,9-6-10-14)12-7-4-3-5-8-12/h3-5,7-8H,2,6,9H2,1H3

Upstream product

• 140-29-4 phenylacetonitrile 
• 769-68-6 2-phenylbutanenitrile 
• 107-13-1 acrylonitrile 

Downstream Products

• 77-21-4 Glutethimide 
• 38527-73-0 rac-3-ethyl-3-(4-nitrophenyl)piperidine-2,6-dione 
• 125-84-8 aminoglutethimide 

Relevant articles and documents

Environmentally friendly one-pot synthesis of α-alkylated nitriles using hydrotalcite-supported metal species as multifunctional solid catalysts

A ruthenium-grafted hydrotalcite (Ru/HT) and hydrotalcite-supported palladium nanoparticles (Pdnano/ HT) are easily prepared by treating basic layered double hydroxide, hydrotalcite (HT, Mg6Al 2(OH)16CO3) with aqueous RuCl 3·n H2O and K2[PdCl4] solutions, respectively, using surface impregnation methods. Analysis by means of X-ray diffraction, and energydispersive X-ray, electron paramagnetic resonance, and X-ray absorption fine structure spectroscopies proves that a monomeric RuIV species is grafted onto the surface of the HT. Meanwhile, after reduction of a surface-isolated PdII species, highly dispersed Pd nanoclusters with a mean diameter of about 70 A is observed on the Pdnano/HT surface by transmission electron microscopy analysis. These hydrotalcite-supported metal catalysts can effectively promote α-alkylation reactions of various nitriles with primary alcohols or carbonyl compounds through tandem reactions consisting of metal-catalyzed oxidation and reduction, and an aldol reaction promoted by the base sites of the HT. In these catalytic α-alkylations, homogeneous bases are unnecessary and the only by-product is water. Additionally, these catalyst systems are applicable to one-pot syntheses of glutaronitrile derivatives.

Aromatase Inhibitors. Synthesis and Evaluation of Mammary Tumor Inhibiting Activity of 3-Alkylated 3-(4-Aminophenyl)piperidine-2,6-diones

The synthesis and biological evaluation of 3-alkyl-substituted 3-(4-aminophenyl)piperidine-2,6-diones as inhibitors of estrogen biosynthesis are described .In vitro compounds 4-14 showed a stronger inhibition of human placental aromatase compared to aminoglutethimide (AG, compound 3), which recently has become used for the treatment of hormone-dependent breast cancer.The most active derivative, compound 10, showed a 93-fold stronger inhibition than AG.With the exception of 5, 7, and 8, all other compounds exhibited similar or decreased inhibition of bovine adrenal desmolase compared to AG.Compounds 4 and 6-12 showed a stronger inhibition of the plasma estradiol concentration of pregnant mare serum gonadotropin (PMSG) primed Sprague-Dawley (SD) rats compared to the parent compound.Compounds 4, 6-8, 10, and 12 inhibited the testosterone-stimulated tumor growth of ovariectomized 9,10-dimethyl-1,2-benzanthracene (DMBA) tumor-bearing SD rats more strongly than AG.Being stronger and more selective inhibitors of the estrogen biosynthesis than AG, some of the newly developed derivatives of AG might be better candidates for the treatment of the hormone-dependent human breast cancer.