The major metabolite of fentanyl in the horse.
Abstract: Fentanyl, a potent, synthetic narcotic analgesic, has reportedly been used to "dope" racehorses. Urine was collected from a horse dosed with 70 mg of [3H]fentanyl, and the primary metabolite, a water-soluble, amphoteric compound, was isolated by high-pressure liquid chromatography and identified by spectroscopic analysis. This metabolite was found to be N-[1-(2-phenethyl-4-piperidinyl)] malonanilinic acid.
Publication Date: 1980-11-01 PubMed ID: 6109611
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- Journal Article
- Research Support
- Non-U.S. Gov't
Summary
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This research explores the primary metabolite of fentanyl—N-[1-(2-phenethyl-4-piperidinyl)] malonanilinic acid—in urine samples of horses, a study motivated by the concerning misuse of this synthetic narcotic for “doping” racehorses.
Introduction
- The study was initiated by the alarming use of fentanyl, a highly potent synthetic analgesic, to enhance the performance of racehorses by doping. Long-term misuse of this substance has harmful effects on the health of the animals.
Methods
- The researchers administered a horse with 70 mg of [3H]fentanyl and collected its urine for examination. This method allowed for direct examination of the drug’s impact and in turn, its possible metabolite in the system of the horse.
- High-pressure liquid chromatography was utilized to isolate the primary metabolite from the urine sample. This method is renowned for its precision in separating complex mixtures in biological samples.
- The isolated metabolite was then identified using spectroscopic analysis. Spectroscopy technique was employed to take advantage of the interaction between light and matter to discern the properties of the substance under study.
Results
- The primary metabolite observed after fentanyl administration was detected to be N-[1-(2-phenethyl-4-piperidinyl)] malonanilinic acid. This compound is characterized by its water-soluble and amphoteric (able to act as both acid and base) nature.
Implications
- Identifying the primary metabolite of fentanyl can play a vital role in the domain of animal welfare, specifically in equine management. The findings can help authorities in detecting the potential use of fentanyl doping in racehorses by monitoring for this specific metabolite in urine samples.
- This study also contributes to the broader understanding of fentanyl metabolites in the physiology of mammals. This information can be useful in human medicine in cases of fentanyl utilization, misuse, or poisoning.
Cite This Article
APA
Frincke JM, Henderson GL.
(1980).
The major metabolite of fentanyl in the horse.
Drug Metab Dispos, 8(6), 425-427.
Publication
Researcher Affiliations
MeSH Terms
- Animals
- Chromatography, High Pressure Liquid
- Fentanyl / metabolism
- Horses
- Male
Citations
This article has been cited 1 times.- Schneider E, Brune K. Opioid activity and distribution of fentanyl metabolites.. Naunyn Schmiedebergs Arch Pharmacol 1986 Nov;334(3):267-74.
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