1-Benzyl-4-(2-(diphenylmethoxy)ethyl)piperidine

1-Benzyl-4-[2-(diphenyl​methoxy)​ethyl]​piperidine is a stimulant of the piperidine class which acts as a potent and selective dopamine reuptake inhibitor.[1][2] It is closely related to vanoxerine and GBR-12,935, which in contrast are piperazines.

1-Benzyl-4-[2-(diphenylmethoxy)­ethyl]piperidine
Names
Preferred IUPAC name
1-Benzyl-4-[2-(diphenylmethoxy)­ethyl]piperidine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C27H31NO/c1-4-10-24(11-5-1)22-28-19-16-23(17-20-28)18-21-29-27(25-12-6-2-7-13-25)26-14-8-3-9-15-26/h1-15,23,27H,16-22H2 checkY
    Key: WRSJONWBAYSODC-UHFFFAOYSA-N checkY
  • InChI=1/C27H31NO/c1-4-10-24(11-5-1)22-28-19-16-23(17-20-28)18-21-29-27(25-12-6-2-7-13-25)26-14-8-3-9-15-26/h1-15,23,27H,16-22H2
    Key: WRSJONWBAYSODC-UHFFFAOYAC
  • O(C(c1ccccc1)c2ccccc2)CCC4CCN(Cc3ccccc3)CC4
Properties
C27H31NO
Molar mass 385.551 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

See also

References
  1. Dutta AK, Coffey LL, Reith ME (January 1997). "Highly selective, novel analogs of 4-[2-(diphenylmethoxy)ethyl]-1-benzylpiperidine for the dopamine transporter: effect of different aromatic substitutions on their affinity and selectivity". Journal of Medicinal Chemistry. 40 (1): 35–43. doi:10.1021/jm960638e. PMID 9016326.
  2. Dutta AK, Davis MC, Fei XS, Beardsley PM, Cook CD, Reith ME (January 2002). "Expansion of structure-activity studies of piperidine analogues of 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine (GBR 12935) compounds by altering substitutions in the N-benzyl moiety and behavioral pharmacology of selected molecules". Journal of Medicinal Chemistry. 45 (3): 654–62. doi:10.1021/jm010316x. PMID 11806716.
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