135903-78-5

Basic information

• Product Name: 1-(2-phenylethyl)-4-phenyl-4-piperidinecarbonitrile
• Synonyms: 1-(2-phenylethyl)-4-phenyl-4-piperidinecarbonitrile
• CAS NO: 135903-78-5
• Molecular Weight: 290.408
• Mol File: 135903-78-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-(2-phenylethyl)-4-phenyl-4-piperidinecarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-phenylethyl)-4-phenyl-4-piperidinecarbonitrile(135903-78-5)
• EPA Substance Registry System: 1-(2-phenylethyl)-4-phenyl-4-piperidinecarbonitrile(135903-78-5)

Safety Data

• Hazardous Substances Data: 135903-78-5(Hazardous Substances Data)

Upstream product

• 40481-13-8 4-phenyl-4-cyanopiperidine 
• 140-29-4 phenylacetonitrile 
• 14937-45-2 cetyltributylphosphonium bromide 
• 103-63-9 1-phenyl-2-bromoethane 

Downstream Products

• 469-80-7 1-phenethyl-4-phenyl-piperidine-4-carboxylic acid ethyl ester 

Relevant articles and documents

Nitrile analogs of meperidine as high affinity and selective sigma-1 receptor ligands

A series of N-substituted-4-cyano-4-phenylpiperidine analogs were synthesized and evaluated for binding affinity at opioid receptors and showed no affinity. The series similarity to previously reported σ ligands prompted analysis at σ receptors to determine the SAR for affinity at σ receptors. Within the N-substituent series the saturated analogs showed increased affinity at both σ receptors. Optimal chain length in the N-arylalkyl series for σ1 and σ2 receptors proved to be N-propylphenyl; extension to a four carbon chain dramatically decreased affinity at both receptors. Substituents in the 4-position affect only σ1 affinity; no change in affinity at σ2 was shown. The N-isobutyl, N-phenylpropyl, and N-benzyl analogs are worth pursuing due to their good affinity and selectivity at the σ1 receptor, whereas the N-benzyl analog exhibits the greatest selectivity for σ1.

(N-phthalimidoalkyl) piperidines useful as treatments for psychosis

There is described novel (N-phthalimidoalkyl) piperidine compounds which exhibit selective sigma-receptor antagonism and therefore are useful in the treatment of physiological or drug induced psychosis and dyskinesia in a mammal. Also described are pharmaceutical compositions containing sigma selective compounds and methods of using these compositions for treating physiological or drug induced psychosis or dyskinesia in a mammal. Further provided are methods for preparing the compounds of this invention.