Phenylpiperidines
Class of chemical compounds in which a phenyl group is directly attached to piperidine
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[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 |
- ^ Ar denotes an aryl group; here specifically being benzodioxol-3-yl.
See also
- Benzyl group
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.
- v
- t
- e