Hydrogen-deuterium (H/D) exchange reaction of acebutolol hydrochloride in D\(_{2}\)O and CD\(_{3}\)OD solution
Please always quote using this URN: urn:nbn:de:bvb:20-opus-300833
- H/D exchange reactions can be observed by NMR spectroscopy of acebutolol (ACE). The results obtained showed deuterium incorporation at α-posi t ion of the carbonyl group of acebutolol, when using deuterium oxide or deuterated methanol as deuterium source and solvent. The spontaneous deuteration is proceeded by the following pathway CH\(_{3}\)→CH\(_{2}\)D→CHD→CD\(_{2}\), through a keto-enol tautomerization reaction. Furthermore, LC-MS / QTOF analyses have confirmed the proposed H/D exchange. In order to reduce the time of total deuterationH/D exchange reactions can be observed by NMR spectroscopy of acebutolol (ACE). The results obtained showed deuterium incorporation at α-posi t ion of the carbonyl group of acebutolol, when using deuterium oxide or deuterated methanol as deuterium source and solvent. The spontaneous deuteration is proceeded by the following pathway CH\(_{3}\)→CH\(_{2}\)D→CHD→CD\(_{2}\), through a keto-enol tautomerization reaction. Furthermore, LC-MS / QTOF analyses have confirmed the proposed H/D exchange. In order to reduce the time of total deuteration observed at the acetyl group alkaline catalysts were employed.…
Author: | H. Guesmi, J. Ben Kraim, A. Alatrache, U. Holzgrabe |
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URN: | urn:nbn:de:bvb:20-opus-300833 |
Document Type: | Journal article |
Faculties: | Fakultät für Chemie und Pharmazie / Institut für Pharmazie und Lebensmittelchemie |
Language: | English |
Parent Title (English): | Die Pharmazie |
ISSN: | 0031-7144 |
Year of Completion: | 2022 |
Volume: | 77 |
Issue: | 7 |
First Page: | 217 |
Last Page: | 223 |
Source: | Die Pharmazie 2022, 77(7):217-223. DOI: 10.1691/ph.2022.2419 |
DOI: | https://doi.org/10.1691/ph.2022.2419 |
Dewey Decimal Classification: | 6 Technik, Medizin, angewandte Wissenschaften / 61 Medizin und Gesundheit / 615 Pharmakologie, Therapeutik |
Tag: | Hydrogen-deuterium; acebutolol; exchange reaction |
Release Date: | 2023/03/16 |
Collections: | Open-Access-Publikationsfonds / Förderzeitraum 2022 |
Licence (German): | CC BY: Creative-Commons-Lizenz: Namensnennung 4.0 International |