Phenylpiperidine

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

"Phenyl"piperidines
Compound N 4-position 3-position4'-position Type of Pharmacology
MPPPMePhH-OCOEtopioid analgesic
ProdineMePhMe-OCOEtopioid analgesic
PEPAPCH2CH2Ph PhH-OCOMeopioid analgesic
Pethidine Me PhH-CO2Et mu-agonist with SRI properties
Budipine t-BuPhHPhantiparkinson agent
Ketobemidone Me 3-HO-PhH-COEt opioid + NMDA antagonist
Paroxetine H 4-F-Ph-CH2OArH SSRI (+ NET)
Femoxetine Me Ph-CH2O(4-MeOPh)H (S)SRI
CPCAMe4-Cl-Ph-CO2MeHmonoamine reuptake inhibitor

Ar = 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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