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1H and 13C NMR characteristics of β-blockers

✍ Scribed by Monika Agnieszka Zielińska-Pisklak; Dariusz Maciej Pisklak; Iwona Wawer

Book ID
102525989
Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
285 KB
Volume
49
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The β‐blockers are important drugs and decades of clinical experience proved their high medical status. However, to the best of our knowledge, there is no complete assignment of ^1^H and ^13^C NMR resonances of popular representatives: acebutolol, alpenolol, pindolol, timolol and propranolol and the published NMR data on carvedilol and atenolol are incorrect. Therefore, ^1^H and ^13^C NMR spectroscopy was applied for the characterization of a series of β‐adrenolytics: carvedilol (1), pindolol (2), alprenolol (3), acebutolol (4), atenolol (5), propranolol (6) and timolol (7). Two‐dimensional NMR experiments (COSY, HMQC, HMBC, NOESY) allowed the unequivocal assignment of ^1^H and ^13^C spectra for solution (DMSO‐d~6~). Salts and bases can be easily distinguished based on ^13^C chemical shifts which are within 65.0–65.5 ppm (OC2) and 46.9–47.0 (NC3) for hydrochlorides and larger, ca. 68.4 ppm (OC2) and 50.3–52.6 (NC3) for bases. NMR data of 1–7 should be included in pharmacopoeias. Copyright © 2011 John Wiley & Sons, Ltd.

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