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.
| 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[lower-alpha 1] | 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 |
Methylphenidate is a benzylpiperidine.
References
- ↑ 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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