Prodine

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Prodine
Systematic (IUPAC) name
(1,3-dimethyl-4-phenylpiperidin-4-yl) propanoate
Identifiers
CAS number	77-20-3
ATC code	?
PubChem	6471
Chemical data
Formula	C16H23NO2
Mol. mass	261.359 g/mol
Synonyms	Prodine, Prisilidine, Nisentil
Pharmacokinetic data
Bioavailability	?
Metabolism	?
Half life	?
Excretion	?
Therapeutic considerations
Pregnancy cat.	?
Legal status
Routes	?

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Overview

Prodine (Prisilidine, Nisentil) is an opioid analgesic that is an analogue of pethidine (meperidine).

There are two isomers of prodine, Alphaprodine and Betaprodine.^[1] Betaprodine is some 5x more potent than alphaprodine,^[2] but is metabolised more rapidly, and only alphaprodine was developed for medicinal use. It has similar activity to pethidine, but with a faster onset of action and shorter duration.^[3]

Alphaprodine was sold under several brand names, mainly Nisentil and Prisilidine. It was mainly used for pain relief in childbirth^[4] and dentistry,^[5] as well as for minor surgical procedures.

Prodine has similar effects to other opioids, and produces analgesia, sedation and euphoria. Side effects can include itching, nausea and potentially serious respiratory depression which can be life-threatening. Respiratory depression can be a problem with alphaprodine even at normal therapeutic doses.^[6]

References

1. ↑ Beckett AH, Walker J. The configuration of alphaprodine and betaprodine. Journal of Pharmacy and Pharmacology. 1955 Dec;7(12):1039-45.
2. ↑ John Bedford Stenlake. Foundations of Molecular Pharmacology. ISBN 0-485-11171-3
3. ↑ Fung DL, Asling JH, Eisele JH, Martucci R. A comparison of alphaprodine and meperidine pharmacokinetics. Journal of Clinical Pharmacology. 1980 Jan;20(1):37-41.
4. ↑ Burnett RG, White CA. Alphaprodine for continuous intravenous obstetric analgesia. Obstetrics and Gynecology. 1966 Apr;27(4):472-7.
5. ↑ Carter WJ, Bogert JA. An effective pre-medication procedure for dental patients. Journal of the Missouri Dental Association. 1966 Jun-Jul;46(6):8-9.
6. ↑ Fuller JD, Crombleholme WR. Respiratory arrest and prolonged respiratory depression after one low, subcutaneous dose of alphaprodine for obstetric analgesia. A case report. Journal of Reproductive Medicine. 1987 Feb;32(2):149-51.

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Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .