6604-06-4

Basic information

• Product Name: 2-PhenylcyclopentanaMine
• Synonyms: 2-phenylcyclopentamine;rel-(1R,2S)-2-Phenylcyclopentanamine;rel-(1R,2S)-2-phenylcyclopentan-1-amine;rac-(1R,2S)-2-phenylcyclopentan-1-amine
• CAS NO: 6604-06-4
• Molecular Formula: C₁₁H₁₅N
• Molecular Weight: 161.2435
• Mol File: 6604-06-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 2-PhenylcyclopentanaMine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PhenylcyclopentanaMine(6604-06-4)
• EPA Substance Registry System: 2-PhenylcyclopentanaMine(6604-06-4)

Safety Data

• Hazardous Substances Data: 6604-06-4(Hazardous Substances Data)

Usage

General Description

2-Phenylcyclopentamine, also known as PCPr, is a psychoactive chemical that belongs to the arylcyclohexylamine class of dissociative anesthetics. It is structurally related to phencyclidine (PCP) and is considered to be a research chemical, meaning it has limited scientific research but is often used recreationally for its hallucinogenic effects. The chemical acts as a NMDA receptor antagonist, leading to its dissociative and hallucinogenic properties. It is also known for its stimulant effects, often being compared to both PCP and amphetamine. The use of 2-phenylcyclopentamine is not approved for medical use and its recreational use is illegal in many countries.

Upstream product

• 825-54-7 cyclopent-1-en-1-ylbenzene 
• 83849-01-8 2-phenylcyclopentan-1-one oxime 
• 477789-52-9 methyl-bis-(2-phenyl-cyclopentyl)borane 
• 477789-51-8 chloro-bis-(2-phenyl-cyclopentyl)borane 
• 591-50-4 iodobenzene 
• 39203-22-0 di-tert-butyl 2,3-diazabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate 
• 542-92-7 cyclopenta-1,3-diene 
• 1198-34-1 2-Phenylcyclopentanone 

Downstream Products

• 676464-29-2 (1S,2R)-2-phenylcyclopentanamine 
• 902458-04-2 trans-(1R,2S)-2-phenylcyclopentylamine 
• 676464-30-5 (1R,2S)-N-(2-phenylcyclopentyl)acetamide 

Relevant articles and documents

An exclusive approach to 3,4-disubstituted cyclopentenes and alkylidene cyclopentenes via the palladium catalyzed ring opening of azabicyclic olefins with aryl halides

A simple and efficient method for the stereoselective ring opening of bicyclic hydrazines with various aryl halides under palladium catalysis has been elaborated. The reactions afforded trans-3,4-disubstituted cyclopentenes or alkylidene cyclopentenes in good to excellent yields. By taking advantage of multiple points of functionalization in the synthesized trans-3-phenyl-4- hydrazino-cyclopentene, we have synthesized the antidepressant Cypenamine (trans-2-phenylcyclopentylamine).

Design and synthesis of a novel series of 1,2-disubstituted cyclopentanes as small, potent potentiators of 2-amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)propanoic acid (AMPA) receptors

2-Amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)propanoic acid (AMPA) potentiators are ligands that act as positive allosteric modulators at the AMPA receptors. We recently disclosed a novel series of 2-arylpropylsulfonamides that were potent potentiators of responses mediated through AMPA receptors. To further define the structural requirements for activity in this series, new ring-constrained analogues were prepared and a new stereocenter was introduced. The potentiating activity was highly dependent on the stereochemistry at the 2-position of the disubstituted cyclopentane and was independent of the relative stereochemistry at the 1-position. Compound (R,R)-10 represents a potent, novel potentiator of iGluR4 flip receptors (EC50 = 22.6 nM).