Phenylpiperidines are chemical compounds with a phenyl moiety directly attached to piperidine. There are a variety of pharmacological effects associated with phenylpiperidines including morphine-like activity[1] or other central nervous system effects.

"Phenyl"piperidines
CompoundN4-position3-position4'-positionType of pharmacology
MPPPMePhH–OCOEtOpioid analgesic
ProdineMePhMe–OCOEtOpioid analgesic
PEPAPCH2CH2PhPhH–OCOMeOpioid analgesic
PethidineMePhH–CO2Etmu-Agonist with serotonin reuptake inhibitor properties
Budipinet-BuPhHPhAntiparkinson agent
KetobemidoneMe3-HO–PhH–COEtOpioid and NMDA antagonist
ParoxetineH4-F–Ph–CH2OAr[lower-alpha 1]HSelective serotonin reuptake inhibitor (and norepinephrine transporter)
FemoxetineMePh–CH2O(4-MeOPh)HSelective serotonin reuptake inhibitor
CPCAMe4-Cl–Ph–CO2MeHMonoamine reuptake inhibitor
  1. Ar denotes an aryl group; here specifically being benzodioxol-3-yl.

Methylphenidate is a benzylpiperidine.

References

  1. Janssen, PA (April 1962). "A Review of the Chemical Features Associated with Strong Morphine-Like Activity". British Journal of Anaesthesia. 34 (4): 260–268. doi:10.1093/bja/34.4.260. PMID 14451235.


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