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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.show moreshow less

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Metadaten
Author: H. Guesmi, J. Ben Kraim, A. Alatrache, U. Holzgrabe
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):License LogoCC BY: Creative-Commons-Lizenz: Namensnennung 4.0 International