Nanoporous Gold Catalyst for the Oxidative N-Dealkylation of Drug Molecules: A Method for Synthesis of N-Dealkylated Metabolites

A novel method for the selective catalytic N-dealkylation of drug molecules on a nanoporous gold (NPG) catalyst producing valuable N-dealkylated metabolites and intermediates is described. Drug metabolites are important chemical entities at every stage of drug discovery and development, from exploratory discovery to clinical development, providing the safety profiles and the ADME (adsorption, distribution, metabolism, and elimination) of new drug candidates. Synthesis was carried out in aqueous solution at 80 degrees C using air (oxygen source) as oxidant, in single step with good isolated yields. Different examples examined in this study showed that aerobic catalytic N-dealkylation of drug molecules on NPG has a broad scope supporting N-deethylation, N-deisopropylation and N-demethylation, converting either 3 degrees amines to 2 degrees amines, or 2 degrees amines to 1 degrees amines.

Automated summary

A novel method for selectively catalyzing the N-dealkylation of drug molecules on a nanoporous gold (NPG) catalyst is described, resulting in valuable metabolites and intermediates. Drug metabolites play a crucial role in drug discovery and development, providing information on the safety and ADME of new drug candidates.