Synthesis of N-oxide derivatives of metyrapone and their detection as in vitro metabolites.
A variety of possible N-oxidation products of 2-methyl-1, 2-bis(3-pyridyl)propan-1-one (metyrapone) have been synthesized by peracid oxidation, and characterized using various spectroscopic techniques. Specific and sensitive chromatographic techniques have been developed for the separation and identification of its in vitro metabolites. Incubation of metyrapone with rat or mouse hepatic microsomes, in the presence of a NADPH-regenerating system, leads to the formation of metyrapol (keto-reduction), and two mono-N-oxides.
D000818:Animals; D003497:Cyclic N-Oxides / Q000032:analysis / Q000138:chemical synthesis; D066298:In Vitro Techniques; D008797:Metyrapone / Q000031:analogs & derivatives* / Q000032:analysis / Q000138:chemical synthesis / Q000378:metabolism*; D051379:Mice; D008862:Microsomes, Liver / Q000378:metabolism; D010084:Oxidation-Reduction; D051381:Rats
D003497:Cyclic N-Oxides; C020775:metyrapone N-oxide; D008797:Metyrapone