24152-41-8

Basic information

• Product Name: 4-PHENETHYL-PIPERIDINE
• Synonyms: CHEMBRDG-BB 4012233;ASINEX-REAG BAS 12229133;4-PHENETHYL-PIPERIDINE;4-(2-PHENYLETHYL)PIPERIDINE;AKOS BBS-00006839;TIMTEC-BB SBB010816;4-(2-phenylethyl)piperidine(SALTDATA: HCl);Piperidine, 4-(2-phenylethyl)-
• CAS NO: 24152-41-8
• Molecular Formula: C₁₃H₁₉N
• Molecular Weight: 189.3
• Mol File: 24152-41-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 289.6 °C at 760 mmHg
• Flash Point: 130.5 °C
• Appearance: /
• Density: 0.942 g/cm³
• Vapor Pressure: 0.00218mmHg at 25°C
• Refractive Index: 1.511
• PKA: 10.69±0.10(Predicted)
• CAS DataBase Reference: 4-PHENETHYL-PIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENETHYL-PIPERIDINE(24152-41-8)
• EPA Substance Registry System: 4-PHENETHYL-PIPERIDINE(24152-41-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 24152-41-8(Hazardous Substances Data)

Usage

Description

4-Phenethyl-piperidine, a chemical compound with the molecular formula C13H19N, is a versatile piperidine derivative featuring a phenethyl group. This structure is prevalent in numerous psychoactive and pharmaceutical compounds. It has garnered attention for its potential as an antidepressant, antipsychotic, and treatment for addictive disorders, along with its capacity to act as a dopamine receptor agonist. Furthermore, its analgesic properties position it as a promising candidate for pain management.

Uses

Used in Pharmaceutical Industry:
4-Phenethyl-piperidine is used as a potential antidepressant for its ability to alleviate symptoms of depression, offering a new avenue for treatment in mental health care.
4-Phenethyl-piperidine is used as a potential antipsychotic agent for its capacity to manage symptoms associated with psychotic disorders, providing an alternative for patients requiring such medications.
4-Phenethyl-piperidine is used as a potential treatment for addictive disorders due to its interaction with dopamine receptors, which may help in curbing addictive behaviors.
4-Phenethyl-piperidine is used as a dopamine receptor agonist for its potential to modulate dopamine activity in the brain, which could have implications for various neurological conditions.
Used in Pain Management:
4-Phenethyl-piperidine is used as an analgesic for its demonstrated pain-relieving properties, making it a candidate for the development of new pain management therapies.

InChI:InChI=1/C13H19N/c1-2-4-12(5-3-1)6-7-13-8-10-14-11-9-13/h1-5,13-14H,6-11H2

Upstream product

• 5097-93-8 trans-4-styrylpyride 
• 100-52-7 benzaldehyde 
• 108-89-4 picoline 

Downstream Products

• 857940-40-0 4-Phenethyl-1-((E)-3-phenyl-allyl)-piperidine 

Relevant articles and documents

Fluoroethoxy-1,4-diphenethylpiperidine and piperazine derivatives: Potent and selective inhibitors of [3H]dopamine uptake at the vesicular monoamine transporter-2

A small library of fluoroethoxy-1,4-diphenethyl piperidine and fluoroethoxy-1,4-diphenethyl piperazine derivatives were designed, synthesized and evaluated for their ability to inhibit [3H]dopamine (DA) uptake at the vesicular monoamine transporter-2 (VMAT2) and dopamine transporter (DAT), [3H]serotonin (5-HT) uptake at the serotonin transporter (SERT), and [3H]dofetilide binding at the human-ether-a-go-go-related gene (hERG) channel. The majority of the compounds exhibited potent inhibition of [3H]DA uptake at VMAT2, Ki changes in the nanomolar range (Ki = 0.014–0.073 μM). Compound 15d exhibited the highest affinity (Ki = 0.014 μM) at VMAT2, and had 160-, 5-, and 60-fold greater selectivity for VMAT2 vs. DAT, SERT and hERG, respectively. Compound 15b exhibited the greatest selectivity (>60-fold) for VMAT2 relative to all the other targets evaluated, and 15b had high affinity for VMAT2 (Ki = 0.073 μM). Compound 15b was considered the lead compound from this analog series due to its high affinity and selectivity for VMAT2.

1,4-DISUBSTITUTED PIPERIDINES, 1,4-DISUBSTITUTED PIPERAZINES, 1,4-DISUBSTITUTED DIAZEPANES, AND 1,3-DISUBSTITUTED PYRROLIDINE COMPOUNDS

The present invention is directed to 1,4-disubstituted piperidines, 1,4-disubstituted piperazines, 1,4-disubstituted diazepanes, and 1,3-disubstituted pyrrolidine compounds and their use.

Lobelane analogues as novel ligands for the vesicular monoamine transporter-2

A series of lobelane analogues has been synthesized and their structure-activity relationships at the vesicular monoamine transporter-2 (VMAT2) have been evaluated. The most potent analogues in this series were the cis-2,6-piperidino analogues, 25b, 27b, 28b, and 30b, with Ki values ranging from 430 to 580 nM.