2-Benzylpiperidine

2-Benzylpiperidine
Clinical data
Routes of; administration	Oral
Drug class	Dopamine reuptake inhibitor
ATC code	none;
Legal status
Legal status	In general: uncontrolled;
Identifiers
	IUPAC name 2-benzylpiperidine;
CAS Number	32838-55-4 ;
PubChem CID	118004;
ChemSpider	105447 ;
UNII	8M5DNQ89DJ;
CompTox Dashboard (EPA)	DTXSID40871372 ;
ECHA InfoCard	100.046.581
Chemical and physical data
Formula	C12H17N
Molar mass	175.275 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1CCNC(C1)CC2=CC=CC=C2;
	InChI InChI=1S/C12H17N/c1-2-6-11(7-3-1)10-12-8-4-5-9-13-12/h1-3,6-7,12-13H,4-5,8-10H2 ; Key:ITXCORRITGNIHP-UHFFFAOYSA-N ;
	(verify)

2-Benzylpiperidine is a stimulant drug of the arylpiperidine family. It is similar in structure to certain other stimulants such as methylphenidate and desoxypipradrol. However, it is far less potent as a monoamine reuptake inhibitor in comparison.^[1]^[2]^[3] The drug is little used as a stimulant, with its main use being as a synthetic intermediate in the manufacture of other drugs.^[4]^[5]^[6]

^ Cite error: The named reference Yadav-SamudralaEltit2019 was invoked but never defined (see the help page).
^ Cite error: The named reference Yadav2019 was invoked but never defined (see the help page).
^ Cite error: The named reference KimDeutschYe2007 was invoked but never defined (see the help page).
^ Ablordeppey SY, Fischer JB, Law H, Glennon RA (August 2002). "Probing the proposed phenyl-A region of the sigma-1 receptor". Bioorganic & Medicinal Chemistry. 10 (8): 2759–2765. doi:10.1016/S0968-0896(02)00096-2. PMID 12057665.
^ Ágai B, Proszenyák A, Tárkányi G, Vida L, Faigl F (2004). "Convenient, Benign and Scalable Synthesis of 2- and 4-Substituted Benzylpiperidines". European Journal of Organic Chemistry. 2004 (17): 3623–3632. doi:10.1002/ejoc.200400215.
^ US 6124317, Bigge CF, Keana JR, Cai SX, Weber E, Woodward R, Lan NC, Guzikowski AP, "2-substituted piperidine analogs and their use as subtype-selective NMDA receptor antagonists."