Degradation pathways study of the natriuretic and β-adrenoceptor antagonist tienoxolol using liquid chromatography-electrospray ionization multistage mass spectrometry
Copyright © 2014 Elsevier B.V. All rights reserved..
Tienoxolol is a pharmacologically active molecule designed with the functional groups ketothiophene, alkyl benzoate and arylpropanolamine so as to combine a diuretic and a β-adrenoreceptor antagonist into a single molecule. Its degradation products generated in several stress media have been determined by high-pressure liquid chromatography (HPLC) coupled to a hybrid mass spectrometer with a triple quadrupole-linear trap. A Polaris(®) column with a C18-A stationary phase and a linear gradient mobile phase composed of a mixture of trifluoroacetic acid 1% (v/v) and acetonitrile allowed for optimal separation. Structural elucidation of the degradation products has been based on MS/MS techniques, by comparing their fragmentation patterns to the precursor's data. Up to seven degradation products of the active ingredient, resulting from hydrolysis, oxidation, dehydration and transamidation have been identified, covering a range of possible degradation pathways for derivatives with such functional groups. Kinetics have been studied to assess the molecule's shelf life and to identify the most important degradation factor.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2014 |
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| Erschienen: |
2014 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:96 |
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| Enthalten in: |
Journal of pharmaceutical and biomedical analysis - 96(2014) vom: 05. Aug., Seite 58-67 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Gana, Ines [VerfasserIn] |
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| Links: |
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| Themen: |
44MR81YQ9R |
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| Anmerkungen: |
Date Completed 09.01.2015 Date Revised 20.05.2014 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1016/j.jpba.2014.03.016 |
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| funding: |
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| PPN (Katalog-ID): |
NLM237312697 |
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| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a Copyright © 2014 Elsevier B.V. All rights reserved. | ||
| 520 | |a Tienoxolol is a pharmacologically active molecule designed with the functional groups ketothiophene, alkyl benzoate and arylpropanolamine so as to combine a diuretic and a β-adrenoreceptor antagonist into a single molecule. Its degradation products generated in several stress media have been determined by high-pressure liquid chromatography (HPLC) coupled to a hybrid mass spectrometer with a triple quadrupole-linear trap. A Polaris(®) column with a C18-A stationary phase and a linear gradient mobile phase composed of a mixture of trifluoroacetic acid 1% (v/v) and acetonitrile allowed for optimal separation. Structural elucidation of the degradation products has been based on MS/MS techniques, by comparing their fragmentation patterns to the precursor's data. Up to seven degradation products of the active ingredient, resulting from hydrolysis, oxidation, dehydration and transamidation have been identified, covering a range of possible degradation pathways for derivatives with such functional groups. Kinetics have been studied to assess the molecule's shelf life and to identify the most important degradation factor | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Active pharmaceutical ingredient | |
| 650 | 4 | |a Degradation pathways | |
| 650 | 4 | |a Kinetics | |
| 650 | 4 | |a Liquid chromatography–mass spectrometry | |
| 650 | 4 | |a Tienoxolol | |
| 650 | 7 | |a Adrenergic beta-Antagonists |2 NLM | |
| 650 | 7 | |a Propanolamines |2 NLM | |
| 650 | 7 | |a tienoxolol |2 NLM | |
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| 700 | 1 | |a Dugay, Annabelle |e verfasserin |4 aut | |
| 700 | 1 | |a Henriet, Théo |e verfasserin |4 aut | |
| 700 | 1 | |a Rietveld, Ivo B |e verfasserin |4 aut | |
| 700 | 1 | |a Bernard, Mélisande |e verfasserin |4 aut | |
| 700 | 1 | |a Guechot, Christophe |e verfasserin |4 aut | |
| 700 | 1 | |a Teulon, Jean-Marie |e verfasserin |4 aut | |
| 700 | 1 | |a Safta, Fathi |e verfasserin |4 aut | |
| 700 | 1 | |a Yagoubi, Najet |e verfasserin |4 aut | |
| 700 | 1 | |a Céolin, René |e verfasserin |4 aut | |
| 700 | 1 | |a Do, Bernard |e verfasserin |4 aut | |
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