4-Benzylpiperidine

4-Benzylpiperidine
  • CAS No.:31252-42-3
Other grades of this product :
4-Benzylpiperidine Basic information
Product Name:4-Benzylpiperidine
Synonyms:4-(phenylmethyl)-piperidin;4-benzyl-piperidin;LABOTEST-BB LTBB000752;PHENYL(4-PIPERIDYL)METHANE;Piperidine, 4-(phenylmethyl)-;Piperidine, 4-benzyl-;4-BENZYLPIPERIDINE;4-(PHENYLMETHYL)PIPERIDINE
CAS:31252-42-3
MF:C12H17N
MW:175.27
EINECS:250-535-0
Product Categories:B;Bioactive Small Molecules;Building Blocks;C12;Cell Biology;Chemical Synthesis;Piperidine;Piperidine Series;Heterocyclic Building Blocks;Piperidines
Mol File:31252-42-3.mol
4-Benzylpiperidine Chemical Properties
Melting point 6-7 °C (lit.)
Boiling point 279 °C (lit.)
density 0.997 g/mL at 25 °C (lit.)
refractive index n20/D 1.537(lit.)
Fp >230 °F
storage temp. Store below +30°C.
form Viscous Liquid
pka10.58±0.10(Predicted)
color Clear colorless to yellow
BRN 132339
CAS DataBase Reference31252-42-3(CAS DataBase Reference)
EPA Substance Registry SystemPiperidine, 4-(phenylmethyl)- (31252-42-3)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS TM4728000
TSCA Yes
HazardClass IRRITANT
HS Code 29333990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
4-Benzylpiperidine Usage And Synthesis
Chemical Propertiesclear colourless to yellow viscous liquid.
Uses4-Benzylpiperidine was studied as acid corrosion inhibitor for iron. It was also used to study potential utility of dopamine-welective releaser as a treatment for cocaine dependence. In an assay of cocaine discrimination, 4-Benzylpiperidine had the most rapid onset and shortest duration of action.
Preparation4-Benzylpiperidine can be prepared by reacting 4-cyanopyridine with toluene. Catalytic hydrogenation of the pyridine ring then completes the synthesis.
ApplicationReactant for synthesis of:AntiproliferativesGABA uptake inhibitorsPyridinesHistamine H3 antagonistsMultipotent drugs with cholinergic and neuroprotective properties for the treatment of Alzheimer′s and neuronal vascular diseasesAntiserotoninergic, antiplatelet, hemorheologic, antiarrythmic and antioxidant molecules via nucleophilic substitution
Synthesis Reference(s)Synthesis, p. 741, 1980 DOI: 10.1055/s-1980-29196
General Description4-Benzylpiperidine is dopamine-selective releaser. It is a potential candidate for treatments for cocaine dependence.
Biochem/physiol Actions4-Benzylpiperidine inhibits the activity of rat brain monoamine oxidase-A and -B, with IC50 values of 0.02 mM and 2 mM respectively. It acts as a monoamine releasing agent with 20- to 48-fold selectivity for releasing dopamine versus serotonin. It is most efficacious as a releaser of norepinephrine, with an ec50 of 109/41.4/5246nM for DA/NE/5HT, respectively . It has a fast onset of action and a short duration. It also functions as a monoamine oxidase inhibitor (MAOI) with preference for MAO-A.

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