Phenylpiperidines

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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
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. aryl
    group; here specifically being benzodioxol-3-yl.

See also

  • Benzyl group

Methylphenidate is a benzylpiperidine

References

  1. PMID 14451235
    .


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