4-Phenylpiperidine

Base Information

• Chemical Name: 4-Phenylpiperidine
• CAS No.: 771-99-3
• Molecular Formula: C11H15N
• Molecular Weight: 161.247
• Hs Code.: 2933399090
• European Community (EC) Number: 212-243-1
• NSC Number: 89743
• UNII: 8V8IM567WT
• DSSTox Substance ID: DTXSID40227890
• Nikkaji Number: J99J
• Wikipedia: 4-Phenylpiperidine
• Wikidata: Q4637198
• ChEMBL ID: CHEMBL20969
• Mol file: 771-99-3.mol

Synonyms:4-phenylpiperidine;4-phenylpiperidine, (R)-isomer;4-phenylpiperidine, (S)-isomer

Chemical Property of 4-Phenylpiperidine

Chemical Property:

• Appearance/Colour: off-white to light brown crystalline powder
• Vapor Pressure: 0.0126mmHg at 25°C
• Melting Point: 57-63 °C
• Refractive Index: n20/D 1.588(lit.)
• Boiling Point: 259.885 °C at 760 mmHg
• PKA: 10.20±0.10(Predicted)
• Flash Point: 112.97 °C
• PSA: 12.03000
• Density: 0.967 g/cm³
• LogP: 2.48240
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Soluble in water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 161.120449483
• Heavy Atom Count: 12
• Complexity: 121

Purity/Quality:

97% ^*data from raw suppliers

4-Phenylpiperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T,C,F
• Hazard Codes: T,Xi,C,F
• Statements: 36/37/38-34-11-20/21/22
• Safety Statements: 26-36/37/39-45-37/39-36/37-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1C2=CC=CC=C2
• Uses: 4-Phenylpiperidine is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 4-Phenylpiperidine

There total 55 articles about 4-Phenylpiperidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

1-benzyl-4-phenyl-1,2,3,6-tetrahydro-pyridine (38025-45-5) → 4-phenylpiperidine (771-99-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1016/S0960-894X(00)00703-4

Reference yield: 100.0%

tert-butyl 4-phenylpiperidine-1-carboxylate (123387-49-5) → 4-phenylpiperidine (771-99-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 5h;

DOI:10.1016/j.ejmech.2013.12.056

Reference yield: 95.0%

4-fenil-piperidin-2-one (81976-73-0) → 4-phenylpiperidine (771-99-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 4h;

DOI:10.1002/anie.201800958

upstream raw materials:

p-phenylpyridine

1,2,3,6-tetrahydro-4-phenylpyridine

4-fenil-piperidin-2-one

4-phenylpiperidine-2,6-dione

Downstream raw materials:

1-ethyl-4-phenylpiperidine

4-phenyl-1-propyl-piperidine

1-methyl-4-phenylpiperidine

3-(4-phenyl-piperidin-1-ylmethyl)-3H-benzooxazol-2-one

Refernces

3D QSAR study, synthesis, and in vitro evaluation of (+)-5-FBVM as potential PET radioligand for the vesicular acetylcholine transporter (VAChT)

10.1016/j.bmc.2010.08.028

The study focuses on the 3D QSAR (Quantitative Structure-Activity Relationship) analysis, synthesis, and in vitro evaluation of (+)-5-FBVM, a potential PET (Positron Emission Tomography) radioligand for the vesicular acetylcholine transporter (VAChT), which is a significant target for early detection of cholinergic neuron degeneration in Alzheimer's disease. The researchers conducted QSAR studies on vesamicol and benzovesamicol derivatives, considering the stereoselectivity of the VAChT binding site, and identified both enantiomers of 5-FBVM as promising candidates with predicted VAChT affinities between 6.1 and 0.05 nM. They synthesized enantiopure (R,R)- and (S,S)-5-FBVM and their corresponding triazene precursors for future radiofluorination. The in vitro evaluation revealed high affinity and selectivity for VAChT, with (+)-5-FBVM showing particular promise for further investigation as a potential radioligand for in vivo PET imaging of cholinergic nerve terminals.