Phenoperidine

Phenoperidine

Clinical data
Routes of administration	Intravenous
ATC code	N01AH04 (WHO)
Legal status
Legal status	Proscription only
Pharmacokinetic data
Metabolism	Liver
Excretion	Bile and Urine
Identifiers
IUPAC name ethyl 1-(3-hydroxy-3-phenylpropyl)-4-phenylpiperidine-4-carboxylate
CAS Number	562-26-5
PubChem CID	11226
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C23H29NO3
Molar mass	367.481

Phenoperidine, marketed as its hydrochloride as Operidine or Lealgin, is an opioid used as a general anesthetic. It is a derivative of isonipecotic acid, like pethidine, and is metabolized in part to norpethidine. It is 20-200 times as potent as pethidine as an analgesic.

In humans 1 milligram is equipotent with 10 mg morphine. It has less effect on the circulatory system and is less hypnotic than morphine, but it has about the same emetic effect. The nausea can be prevented by giving droperidol or haloperidol. After an intravenous dose the analgesia sets in after 3-5 minutes.

Phenoperidine shares structural similarities with both pethidine and haloperidol (and related butyrophenone antipsychotics, e.g. droperidol). While not commonly used today in clinical practice, it is of historical interest as a precursor in the development of some of the most widely used neuroleptic drugs on the market today.

External links

• Kintz P, Godelar B, Mangin P, Lugnier A, Chaumont A (1989). "Simultaneous determination of pethidine (meperidine), phenoperidine, and norpethidine (normeperidine), their common metabolite, by gas chromatography with selective nitrogen detection". Forensic Sci Int. 43 (3): 267–73. PMID 2613140.CS1 maint: Multiple names: authors list (link)
• Claris O, Bertrix L (1988). "Phenoperidine: pharmacology and use in pediatric resuscitation". Pediatrie. 43 (6): 509–13. PMID 3186421.
• "Antipsychotics - Reference pathway". Kyoto Encyclopedia of Genes and Genomes. Kanehisa Laboratories, Kyoto University, University of Tokyo. Retrieved 2007-01-16.
• Claris, O. and Bertrix L. "Phenoperidine: pharmacology and use in pediatric resuscitation". Pediatrie. 43 (6): 509–13.