Phenylpiperidine

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Phenylpiperidine is a chemical compound 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
Compound N 4-position 3-position 4'-position Type of pharmacology
MPPP Me Ph H -OCOEt Opioid analgesic
Prodine Me Ph Me -OCOEt Opioid analgesic
PEPAP CH2CH2Ph Ph H -OCOMe Opioid analgesic
Pethidine Me Ph H -CO2Et mu-Agonist with serotonin reuptake inhibitor properties
Budipine t-Bu Ph H Ph Antiparkinson agent
Ketobemidone Me 3-HO-Ph H -COEt Opioid and NMDA antagonist
Paroxetine H 4-F-Ph -CH2OAr[a] H Selective serotonin reuptake inhibitor (and norepinephrine transporter)
Femoxetine Me Ph -CH2O(4-MeOPh) H Selective serotonin reuptake inhibitor
CPCA Me 4-Cl-Ph -CO2Me H Monoamine 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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