Phenylpiperidines


Phenylpiperidines are chemical compounds with a phenyl moiety directly attached to piperidine. Of particular interest are a variety of derivatives of 4-phenylpiperidine, which have pharmacological effects including morphine-like activity or other central [nervous system] effects.
CompoundN4-position3-position4'-positionType of pharmacology
MPPPMePhH–OCOEtOpioid analgesic
ProdineMePhMe–OCOEtOpioid analgesic
PEPAPCH2CH2PhPhH–OCOMeOpioid analgesic
PethidineMePhH–CO2EtOpioid analgesic with monoamine [reuptake inhibitor] activity
Budipinet-BuPhHPhAntiparkinsonian agent
ProdipineiPrPhHPhAntiparkinsonian agent
KetobemidoneMe3-HO–PhH–COEtOpioid analgesic and NMDA receptor antagonist
ParoxetineH4-F–Ph–CH2OArHSelective [serotonin reuptake inhibitor]
EnefexineH4-Et–PhHHAntidepressant
FemoxetineMePh–CH2OHSelective serotonin reuptake inhibitor
CPCAMe4-Cl–Ph–CO2MeHMonoamine reuptake inhibitor

Some of the butyrophenone antipsychotics, including aceperone, bromperidol, haloperidol, moperone, and trifluperidol, as well as the related diphenylbutylpiperidine antipsychotic penfluridol, are also 4-phenylpiperidine derivatives.
Certain other opioids, including alvimopan, loperamide, and diphenoxylate, are 4-phenylpiperidine derivatives as well.