1. 3-Nitroatenolol: First Synthesis, Chiral Resolution and Enantiomers’ Absolute Configuration
- Author
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Rosa Sparaco, Pierfrancesco Cinque, Antonia Scognamiglio, Angela Corvino, Giuseppe Caliendo, Ferdinando Fiorino, Elisa Magli, Elisa Perissutti, Vincenzo Santagada, Beatrice Severino, Paolo Luciano, Marcello Casertano, Anna Aiello, Gustavo Yuri Martins Viegas, Gilberto De Nucci, and Francesco Frecentese
- Subjects
3-nitroatenolol ,chiral HPLC ,NMR absolute configuration assignment ,Riguera’s method ,Organic chemistry ,QD241-441 - Abstract
4-Nitro and 7-nitro propranolol have been recently synthesized and characterized by us. (±)-4-NO2-propranolol has been shown to act as a selective antagonist of 6-nitrodopamine (6-ND) receptors in the right atrium of rats. As part of our follow-up to this study, herein, we describe the first synthesis of (±)-3-nitroatenolol as a probe to evaluate the potential nitration of atenolol by endothelium. Chiral chromatography was used to produce pure enantiomers. By using Riguera’s method, which is based on the sign distribution of ΔδH, the absolute configuration of the secondary alcohol was determined.
- Published
- 2024
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