4-Benzylpiperidine
Synonym(s):Phenyl(4-piperidyl)methane
- CAS NO.:31252-42-3
- Empirical Formula: C12H17N
- Molecular Weight: 175.27
- MDL number: MFCD00006006
- EINECS: 250-535-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-04-27 16:27:43
What is 4-Benzylpiperidine?
Chemical properties
clear colourless to yellow viscous liquid.
The Uses of 4-Benzylpiperidine
4-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.
What are the applications of Application
4-Benzylpiperidine is a reactant for the synthesis of antiproliferatives, GABA uptake inhibitors, and pyridines
Preparation
4-Benzylpiperidine can be prepared by reacting 4-cyanopyridine with toluene. Catalytic hydrogenation of the pyridine ring then completes the synthesis.
What are the applications of Application
Reactant for synthesis of:
Antiproliferatives
GABA uptake inhibitors
Pyridines
Histamine H3 antagonists
Multipotent drugs with cholinergic and neuroprotective properties for the treatment of Alzheimer′s and neuronal vascular diseases
Antiserotoninergic, antiplatelet, hemorheologic, antiarrythmic and antioxidant molecules via nucleophilic substitution
Synthesis Reference(s)
Synthesis, p. 741, 1980 DOI: 10.1055/s-1980-29196
General Description
4-Benzylpiperidine is dopamine-selective releaser. It is a potential candidate for treatments for cocaine dependence.
Biochem/physiol Actions
4-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.
Properties of 4-Benzylpiperidine
Melting point: | 6-7 °C (lit.) |
Boiling point: | 279 °C (lit.) |
Density | 0.997 g/mL at 25 °C (lit.) |
refractive index | n |
Flash point: | >230 °F |
storage temp. | Store below +30°C. |
form | Viscous Liquid |
pka | 10.58±0.10(Predicted) |
color | Clear colorless to yellow |
BRN | 132339 |
CAS DataBase Reference | 31252-42-3(CAS DataBase Reference) |
EPA Substance Registry System | Piperidine, 4-(phenylmethyl)- (31252-42-3) |
Safety information for 4-Benzylpiperidine
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 4-Benzylpiperidine
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