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| ECHA InfoCard | 100.045.926 |
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| Formula | C12H17N |
| Molar mass | 175.275 g·mol−1 |
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4-Benzylpiperidine is adrug and research chemical used in scientific studies. It has been encountered as adesigner drug.[1]
4-Benzylpiperidine acts as amonoamine releasing agent with 20- to 48-foldselectivity for releasingdopamine versusserotonin. It is most efficacious as a releaser ofnorepinephrine, with anEC50 of 109 nM (DA), 41.4 nM (NE), and 5,246 nM (5-HT).[2]
It also functions as a weakmonoamine oxidaseinhibitor (MAOI) (IC50Tooltip half-maximal inhibitory concentration = 130 μM forMAO-ATooltip monoamine oxidase A and 750 μM forMAO-BTooltip monoamine oxidase B).[3]
The drug has a fastonset of action and a shortduration.[2]
4-Cyanopyridine can be reacted with toluene to give 4-benzylpyridine.[4]Catalytic hydrogenation of the pyridine ring then completes the synthesis.[5]
RMI-10608 is a derivative of 4-benzylpiperidine and analog ofhaloperidol that was discovered to have potential use in treating psychosis and preventing brain damage by virtue of itsNMDA antagonist pharmacology.[6][7]