Phenoperidine

Phenoperidine

Systematic (IUPAC) name
ethyl 1-(3-hydroxy-3-phenylpropyl)-4-phenylpiperidine-4-carboxylate
Clinical data
Pregnancy cat.	?
Legal status	Schedule I (US)
Routes	Intravenous
Pharmacokinetic data
Metabolism	Liver
Excretion	Bile and Urine
Identifiers
CAS number	562-26-5 Y
ATC code	N01AH04
PubChem	CID 11226
ChemSpider	10752 Y
UNII	G9BH09J4JW Y
KEGG	D02611 Y
Chemical data
Formula	C23H29NO3
Mol. mass	367.481
SMILES	eMolecules & PubChem
InChI InChI=1S/C23H29NO3/c1-2-27-22(26)23(20-11-7-4-8-12-20)14-17-24(18-15-23)16-13-21(25)19-9-5-3-6-10-19/h3-12,21,25H,2,13-18H2,1H3 Y Key:IPOPQVVNCFQFRK-UHFFFAOYSA-N Y
Y(what is this?)  (verify)

Phenoperidine was discovered by Janssen Pharmacutica 1960^[1]. 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.^[2]

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.

References

1. ^ BE Patent 576331
2. ^ FASS (Farmacevtiska specialiteter i Sverige). 1983. ISBN 91-85314-44-7. 

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. doi:10.1016/0379-0738(89)90154-0. PMID 2613140. 
• 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. http://www.genome.ad.jp/dbget-bin/show_pathway?map07028+D02611. Retrieved 2007-01-16. 
• Claris, O. and Bertrix L. (1988). "Phenoperidine: pharmacology and use in pediatric resuscitation". Pediatrie 43 (6): 509–13. PMID 3186421. 

This drug article relating to the nervous system is a stub. You can help Wikipedia by expanding it.v · Categories: General anesthetics Piperidines Alcohols Carboxylate esters Mu-opioid agonists Ethyl esters Nervous system drug stubs Wikimedia Foundation. 2010. Игры ⚽ Нужно решить контрольную? André Caron Pickup-56 Look at other dictionaries: phenoperidine — noun A particular general anesthetic, an opioid …   Wiktionary phenoperidine — An analgesic …   Medical dictionary Opioid — Endogenous opioid peptides Skeletal molecular images Adrenorphin Amidorphin Casomorphin …   Wikipedia Phencyclidine — Systematic (IUPAC) name …   Wikipedia Sufentanil — Systematic (IUPAC) name N [4 (methoxymethyl) …   Wikipedia Morphinan — Preferred IUPAC name Morphinan …   Wikipedia Arylcyclohexylamine — Phencyclidine, the prototypal arylcyclohexylamine derivative. Arylcyclohexylamines, also known as arylcyclohexamines or arylcyclohexanamines, are a chemical class of pharmaceutical, designer, and experimental drugs. Contents …   Wikipedia Racemorphan — Systematic (IUPAC) name (±) 17 methylmorphinan 3 ol Clinical data Pregnancy cat.  ? …   Wikipedia Ethylene — Ethylene …   Wikipedia Morphine — This article is about the drug. For other meanings, see Morphine (disambiguation). Morphia redirects here. For other uses, see Morphia (disambiguation). Not to be confused with Morphinae, Morphea, or Morpholine. Morphine …   Wikipedia 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”