2-Benzylpiperidine

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2-Benzylpiperidine
2-Benzylpiperidine.png
Systematic (IUPAC) name
2-benzylpiperidine
Clinical data
Legal status
  • Uncontrolled
Routes of
administration
Oral
Identifiers
CAS Number 32838-55-4
ATC code none
PubChem CID: 118004
ChemSpider 105447 YesY
Chemical data
Formula C12H17N
Molecular mass 175.27 g/mol
  • C1CCNC(C1)CC2=CC=CC=C2
  • 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 YesY
  • Key:ITXCORRITGNIHP-UHFFFAOYSA-N YesY
  (verify)

2-Benzylpiperidine is a stimulant drug of the piperidine class. It is similar in structure to other drugs such as methylphenidate and desoxypipradrol but around 20 times less potent, and while it boosts norepinephrine levels to around the same extent as d-amphetamine,[1] it has very little effect on dopamine levels, with its binding affinity for the dopamine transporter around 175 times lower than for the noradrenaline transporter.[2] 2-benzylpiperidine is little used as a stimulant, with its main use being as a synthetic intermediate in the manufacture of other drugs.[3][4][5]

See also

References

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  4. Ágai B, Proszenyák A, Tárkányi G, Vida L, Faigl F. 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
  5. Christopher F. Bigge, John F. W. Keana, Sui Xiong Cai, Eckard Weber, Richard Woodward, Nancy C. Lan, Anthony P. Guzikowski. 2-substituted piperidine analogs and their use as subtype-selective NMDA receptor antagonists. US Patent 6124317