Journal article Open Access

Mass spectral characterization of doxylamine and its rhesus monkey urinary metabolites

Holder, C. L.; Korfmacher, W. A.; Slikker, W.; Thompson, H. C.; Gosnell, A. B.

This study describes the use of mass spectrometry (MS), high‐performance liquid chromatography (HPLC) and chemical derivatization techniques for the identification of doxylamine and five rhesus monkey urinary metabolites. The analyses were performed using chemical ionization mass spectrometry with either methane or ammonia as the reagent gas. The confirmation of the structures of two of these urinary metabolites was aided by the synthesis of doxylamine N‐oxide and desmethyldoxylamine and by the use of methylation and acetylation derivatization techniques. Doxylamine N‐oxide, desmethyldoxylamine, didesmethyldoxylamine, and two metabolites which resulted from the cleavage of the aliphatic tertiary nitrogen side chain to the subsequent 2‐[1‐phenyl‐1‐(2‐pyridinyl)ethoxy]acetic acid or 2‐[1‐phenyl‐1‐(2‐pyridinyl)ethoxy]methanol compounds were isolated and identified from rhesus monkey urine. Additional data concerning the mass spectral analysis of derivatization or reaction products from the three chloroformate reactions with doxylamine, and the synthesis and separation techniques which afforded mass spectral identification of the urinary metabolites are also presented.

Files (598.8 kB)
Name Size
article.pdf
md5:43966de270e07e8b187724dc7ac932fa
598.8 kB Download
23
2
views
downloads
Views 23
Downloads 2
Data volume 1.2 MB
Unique views 23
Unique downloads 2

Share

Cite as