Sequential metabolism of secondary alkyl amines to metabolic-intermediate complexes: opposing roles for the secondary hydroxylamine and primary amine …

KL Hanson, BM VandenBrink, KN Babu, KE Allen…

Index: Hanson, Kelsey L.; VandenBrink, Brooke M.; Babu, Kantipudi N.; Allen, Kyle E.; Nelson, Wendel L.; Kunze, Kent L. Drug Metabolism and Disposition, 2010 , vol. 38, # 6 p. 963 - 972

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Citation Number: 33

Abstract

Abstract Three secondary amines desipramine (DES),(S)-fluoxetine [(S)-FLX], and N- desmethyldiltiazem (MA) undergo N-hydroxylation to the corresponding secondary hydroxylamines [N-hydroxydesipramine,(S)-N-hydroxyfluoxetine, and N-hydroxy-N- desmethyldiltiazem] by cytochromes P450 2C11, 2C19, and 3A4, respectively. The expected primary amine products, N-desmethyldesipramine,(S)-norfluoxetine, and N, N- ...