Synthesis of 2H- and 14C-labeled fexinidazole and its primary metabolites labeled with 2H


E. Fontana, Isotope Chemistry, Accelera S.r.l., viale Pasteur 10, 20014 Nerviano (MI), Italy.



The preparation of deuterium labeled fexinidazole, a 5-nitroimidazole drug candidate for the treatment of Human African Trypanosomiasis, and its two main metabolites (fexinidazole sulfoxide and fexinidazole sulfone) for use as internal standards for liquid chromatography-mass spectrometry are reported. Additionally, the synthesis of a 14 C-labeled version of fexinidazole for absorption, distribution, metabolism, and excretion studies is also described via a five-step procedure starting from commercially available potassium [14 C]cyanide. Copyright © 2011 John Wiley & Sons, Ltd.