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Journal of veterinary pharmacology and therapeutics2009; 32(2); 160-166; doi: 10.1111/j.1365-2885.2008.01015.x

The formation of aminorex in racehorses following levamisole administration. A quantitative and chiral analysis following synthetic aminorex or levamisole administration vs. aminorex-positive samples from the field: a preliminary report.

Abstract: Beginning in 2004, the horseracing industry experienced an epidemic of drug positives for the amphetamine-like drug aminorex. Investigation of the therapeutic treatment of the horses called positive for this drug suggested that its source was from the administration of the anthelmintic levamisole. This study examines the urine concentrations of aminorex as a function of time following administration of synthetic, racemic aminorex. Confirmation of the presence of aminorex in urine samples from the horses known to be treated with levamisole is also presented as are data concerning the concentrations of aminorex in positives called from the field and the corresponding concentrations of levamisole found in the same samples. Furthermore, this study illustrates that the chiral isomer distribution of aminorex found in samples from the field is significantly different from that arising from the administration of synthetic, racemic aminorex and is similar to that observed from aminorex arising from levamisole administration. An examination of the chiral isomer distribution of aminorex and a determination of the presence of levamisole in a sample may be used to assess the source of an aminorex positive, distinguishing it from an intentional synthetic, racemic aminorex administration. The role of levamisole in aminorex formation is also discussed.
Publication Date: 2009-03-18 PubMed ID: 19290946DOI: 10.1111/j.1365-2885.2008.01015.xGoogle Scholar: Lookup
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  • Comparative Study
  • Journal Article
  • Research Support
  • Non-U.S. Gov't

Summary

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The research explores the prevalence of the amphetamine-like drug aminorex in racehorses purportedly resulting from the administration of levamisole, an anthelmintic treatment, and the investigated relationship between synthetic aminorex and levamisole administration compared to naturally occurring aminorex positives in the field.

Overview of the Research

In the research, the main focus was on studying an unusual epidemic in the horseracing industry that started in 2004, where there is frequent use of a drug called aminorex. Aminorex is a drug similar to amphetamines, presumably being introduced into racehorses through levamisole, a drug typically used to treat parasitic worm infections in animals.

Urine Concentration Analysis

  • The researchers conducted the study by examining the concentration levels of aminorex in equine urine over a period of time after the administration of synthetic, racemic aminorex.
  • The presence of aminorex in urine samples from horses treated with levamisole was confirmed as part of the study.

Field Data Vs Synthetic Aminorex

  • Additional analysis was carried out on the level of aminorex in positive samples collected from the field, and these were compared with the levels of levamisole found in those same samples.
  • An interesting finding from the research was the quantitative difference between the samples collected from the field and those obtained through the administration of synthetic, racemic aminorex.
  • Such a difference indicates that the source of aminorex in the samples might be distinguishable, potentially separating samples of naturally occurring aminorex from those resulting from the intentional use of synthetic aminorex.

Chiral Isomer Distribution

  • The study also revealed that the chiral isomer distribution of aminorex present in the field samples drastically differed from that resulting from the administration of synthetic aminorex, and instead showed similarity to the distribution observed from aminorex arising from levamisole administration.
  • The distribution of chiral isomers of aminorex and the presence of levamisole in a sample may be used to identify the origin of the aminorex; this was also a significant output of the study.

Role of Levamisole in Aminorex Formation

The research additionally discusses the role levamisole plays in the formation of aminorex. Given the high degree of aminorex positives in horse racing, understanding how levamisole may contribute to the presence of aminorex in horses has important implications for the regulation and testing procedures within the horse racing industry.

Cite This Article

APA
Barker SA. (2009). The formation of aminorex in racehorses following levamisole administration. A quantitative and chiral analysis following synthetic aminorex or levamisole administration vs. aminorex-positive samples from the field: a preliminary report. J Vet Pharmacol Ther, 32(2), 160-166. https://doi.org/10.1111/j.1365-2885.2008.01015.x

Publication

ISSN: 1365-2885
NlmUniqueID: 7910920
Country: England
Language: English
Volume: 32
Issue: 2
Pages: 160-166

Researcher Affiliations

Barker, S A
  • Department of Comparative Biomedical Sciences, School of Veterinary Medicine, Louisiana State University, Baton Rouge, LA 70803, USA. sbarker@vetmed.lsu.edu

MeSH Terms

  • Administration, Oral
  • Aminorex / chemistry
  • Aminorex / urine
  • Animals
  • Antinematodal Agents / administration & dosage
  • Antinematodal Agents / metabolism
  • Antinematodal Agents / urine
  • Doping in Sports
  • Female
  • Gas Chromatography-Mass Spectrometry / veterinary
  • Horses / urine
  • Isomerism
  • Levamisole / administration & dosage
  • Levamisole / metabolism
  • Levamisole / urine
  • Pennsylvania

Citations

This article has been cited 7 times.
  1. Kudrimoti S, Machin J, Arojojoye AS, Awuah SG, Eisenberg R, Fenger C, Maylin G, Lehner AF, Tobin T. Synthesis and characterization of d(5) -barbarin for use in barbarin-related research.. Drug Test Anal 2023 Jan;15(1):42-46.
    doi: 10.1002/dta.3357pubmed: 35975356google scholar: lookup
  2. Campillo JT, Eiden C, Boussinesq M, Pion SDS, Faillie JL, Chesnais CB. Adverse reactions with levamisole vary according to its indications and misuse: A systematic pharmacovigilance study.. Br J Clin Pharmacol 2022 Mar;88(3):1094-1106.
    doi: 10.1111/bcp.15037pubmed: 34390273google scholar: lookup
  3. Maylin G, Fenger C, Machin J, Kudrimoti S, Eisenberg R, Green J, Tobin T. Aminorex identified in horse urine following consumption of Barbarea vulgaris; a preliminary report.. Ir Vet J 2019;72:15.
    doi: 10.1186/s13620-019-0153-5pubmed: 31890155google scholar: lookup
  4. Maier J, Mayer FP, Brandt SD, Sitte HH. DARK Classics in Chemical Neuroscience: Aminorex Analogues.. ACS Chem Neurosci 2018 Oct 17;9(10):2484-2502.
    doi: 10.1021/acschemneuro.8b00415pubmed: 30269490google scholar: lookup
  5. Kudlacek O, Hofmaier T, Luf A, Mayer FP, Stockner T, Nagy C, Holy M, Freissmuth M, Schmid R, Sitte HH. Cocaine adulteration.. J Chem Neuroanat 2017 Oct;83-84:75-81.
  6. Brandt SD, Baumann MH, Partilla JS, Kavanagh PV, Power JD, Talbot B, Twamley B, Mahony O, O'Brien J, Elliott SP, Archer RP, Patrick J, Singh K, Dempster NM, Cosbey SH. Characterization of a novel and potentially lethal designer drug (±)-cis-para-methyl-4-methylaminorex (4,4'-DMAR, or 'Serotoni').. Drug Test Anal 2014 Jul-Aug;6(7-8):684-95.
    doi: 10.1002/dta.1668pubmed: 24841869google scholar: lookup
  7. Hofmaier T, Luf A, Seddik A, Stockner T, Holy M, Freissmuth M, Ecker GF, Schmid R, Sitte HH, Kudlacek O. Aminorex, a metabolite of the cocaine adulterant levamisole, exerts amphetamine like actions at monoamine transporters.. Neurochem Int 2014 Jul;73(100):32-41.
    doi: 10.1016/j.neuint.2013.11.010pubmed: 24296074google scholar: lookup