Новий метод синтезу атомоксетину та його взаємодія з азоловмісними сульфохло- ридами

• Дата: 2013
• Автори: Korsakov, M. K., Shumilova, L. O., Postnov, V. O., Dorogov, M. V., Solovyov, M. Yu.
• Формат: Стаття
• Мова: Russian
• Опубліковано: National University of Pharmacy 2013
• Теми: atomoxetine; enzymatic catalysis; carbonyl reductase; sulfonyl chloride; sulfonamide; UDC 547.7/8; атомоксетин; ферментативный катализ; карбонил редуктаза; сульфохлорид; сульфонамид; УДК 547.7/8; ферментативний каталіз; карбоніл редуктаза; сульфонамід
• Онлайн доступ: https://ophcj.nuph.edu.ua/article/view/ophcj.13.765
• Назва журналу: Journal of Organic and Pharmaceutical Chemistry

A new approach to the synthesis of atomoxetine using the methods of enzymatic catalysis has been developed;the interaction of atomoxetine with a number of azole-containing heterocyclic sulfochlorides has been studied. Thecarbonyl group of 3-chloro-1-phenyl-propane-1-one was region-specifically reduced with NADPH-dependentcarbonylreductase (SSCR) in phosphate buffer solution. In Mitsunoby reaction with o-methylphenole the inversionof the final product configuration takes place and [R]-1-(3-chloro-1-phenypropoxy)-2-methylbenzene is formed.Its further treatment with methylamine results in the base of atomoxetine, which may be isolated from the solutionas a chloride. In order to develop the novel biologically active compounds the series of sufonyl chlorides withoxazole and isoxazole substituents were reacted with atomoxetine. The sulfonamides obtained fully comply withall criteria for the molecules – candidates for the biomedical study.