133
Views
5
CrossRef citations to date
0
Altmetric
Original Articles

Identification of Urinary Metabolites of Orally Administered N,N-Dimethyl-p-Toluidine in Male F344 RatsFootnote

, , , , &
Pages 781-788 | Received 12 Apr 2006, Accepted 25 Jul 2006, Published online: 17 Apr 2007
 

Abstract

The metabolism of orally administered N,N-dimethyl-p-toluidine (DMPT) in male F344 rats was investigated. The rat urinary metabolite profile was determined by analytical reverse-phase high performance liquid chromatography (HPLC). Four radiolabeled peaks were observed, isolated, and purified by solid-phase extraction (SPE) and preparative HPLC methods. The 4 peaks were identified as p-(N-acetylhydroxyamino)hippuric acid (M1), DMPT N-oxide (M2), N-methyl-p-toluidine (M3), and parent DMPT. Metabolites M1 and M2 were identified by spectrometric and spectroscopic methods, including mass fragmentation pattern identification from both liquid chromatography/mass spectrometry and gas chromatography/mass spectrometry, and from chemical analysis of nuclear magnetic resonance spectra. Structural confirmation of metabolite M2 was accomplished by comparison with a synthetic standard. Peaks M3 and the peak suspected to be DMPT were identified by comparison of their HPLC retention times and mass fragmentation patterns with authentic standards of N-methyl-p-toluidine and DMPT, respectively. DMPT metabolism is similar to that reported for N,N-dimethylaniline.

ACKNOWLEDGMENTS

This work was supported by Contract Number N01-ES-25483 from the NIEHS. We thank Dr. L.T. Burka at NIEHS for his critical review of the manuscript. We thank Dr. Karen Ann Smith in the Department of Chemistry, University of New Mexico, for her assistance with the NMR experiments. We also thank Mark Gurule, Briana Hedtke-Weber, and Krystal Pacheco of Lovelace Respiratory Research Institute for technical assistance and Ms. Vicki Fisher for assistance with manuscript preparation.

Notes

∗This manuscript has not been published elsewhere and has not been submitted simultaneously for publication elsewhere.

Log in via your institution

Log in to Taylor & Francis Online

PDF download + Online access

  • 48 hours access to article PDF & online version
  • Article PDF can be downloaded
  • Article PDF can be printed
USD 61.00 Add to cart

Issue Purchase

  • 30 days online access to complete issue
  • Article PDFs can be downloaded
  • Article PDFs can be printed
USD 482.00 Add to cart

* Local tax will be added as applicable

Related Research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.