Synthesis of Isomeric and Potent Impurities of the Triazole-Based Antifungal Drug Voriconazole

We describe the synthesis of two positional isomers and a desfluoro impurity of Voriconazole starting with Friedel–Crafts acylation of mono- and difluorobenzene. These isomers are the crucial components in determining the quality of Voriconazole during its manufacturing from the key raw material, 1-...

Descripción completa

Detalles Bibliográficos
Autores principales: Sundaram, Dhanraj T. S. S., Mitra, Jayati, Islam, Aminul, Prabahar, Koilpillai Joseph, Venkateswara Rao, Battula, Paul Douglas, Sanasi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Austrian Journal of Pharmaceutical Sciences 2015
Materias:
Research Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4727777/
https://www.ncbi.nlm.nih.gov/pubmed/26839829
http://dx.doi.org/10.3797/scipharm.1501-13
_version_ 1782412020474183680
author Sundaram, Dhanraj T. S. S.
Mitra, Jayati
Islam, Aminul
Prabahar, Koilpillai Joseph
Venkateswara Rao, Battula
Paul Douglas, Sanasi
author_facet Sundaram, Dhanraj T. S. S.
Mitra, Jayati
Islam, Aminul
Prabahar, Koilpillai Joseph
Venkateswara Rao, Battula
Paul Douglas, Sanasi
author_sort Sundaram, Dhanraj T. S. S.
collection PubMed
description We describe the synthesis of two positional isomers and a desfluoro impurity of Voriconazole starting with Friedel–Crafts acylation of mono- and difluorobenzene. These isomers are the crucial components in determining the quality of Voriconazole during its manufacturing from the key raw material, 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one. All the prepared impurities were characterized by IR, (1)H-NMR, (13)C-NMR, and mass spectral data.
format Online
Article
Text
id pubmed-4727777
institution National Center for Biotechnology Information
language English
publishDate 2015
publisher The Austrian Journal of Pharmaceutical Sciences
record_format MEDLINE/PubMed
spelling pubmed-47277772016-02-02 Synthesis of Isomeric and Potent Impurities of the Triazole-Based Antifungal Drug Voriconazole Sundaram, Dhanraj T. S. S. Mitra, Jayati Islam, Aminul Prabahar, Koilpillai Joseph Venkateswara Rao, Battula Paul Douglas, Sanasi Sci Pharm Research Article We describe the synthesis of two positional isomers and a desfluoro impurity of Voriconazole starting with Friedel–Crafts acylation of mono- and difluorobenzene. These isomers are the crucial components in determining the quality of Voriconazole during its manufacturing from the key raw material, 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one. All the prepared impurities were characterized by IR, (1)H-NMR, (13)C-NMR, and mass spectral data. The Austrian Journal of Pharmaceutical Sciences 2015 2015-03-06 /pmc/articles/PMC4727777/ /pubmed/26839829 http://dx.doi.org/10.3797/scipharm.1501-13 Text en Copyright: © Sundaram et al. http://creativecommons.org/licenses/by/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/3.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Sundaram, Dhanraj T. S. S.
Mitra, Jayati
Islam, Aminul
Prabahar, Koilpillai Joseph
Venkateswara Rao, Battula
Paul Douglas, Sanasi
Synthesis of Isomeric and Potent Impurities of the Triazole-Based Antifungal Drug Voriconazole
title Synthesis of Isomeric and Potent Impurities of the Triazole-Based Antifungal Drug Voriconazole
title_full Synthesis of Isomeric and Potent Impurities of the Triazole-Based Antifungal Drug Voriconazole
title_fullStr Synthesis of Isomeric and Potent Impurities of the Triazole-Based Antifungal Drug Voriconazole
title_full_unstemmed Synthesis of Isomeric and Potent Impurities of the Triazole-Based Antifungal Drug Voriconazole
title_short Synthesis of Isomeric and Potent Impurities of the Triazole-Based Antifungal Drug Voriconazole
title_sort synthesis of isomeric and potent impurities of the triazole-based antifungal drug voriconazole
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4727777/
https://www.ncbi.nlm.nih.gov/pubmed/26839829
http://dx.doi.org/10.3797/scipharm.1501-13
work_keys_str_mv AT sundaramdhanrajtss synthesisofisomericandpotentimpuritiesofthetriazolebasedantifungaldrugvoriconazole
AT mitrajayati synthesisofisomericandpotentimpuritiesofthetriazolebasedantifungaldrugvoriconazole
AT islamaminul synthesisofisomericandpotentimpuritiesofthetriazolebasedantifungaldrugvoriconazole
AT prabaharkoilpillaijoseph synthesisofisomericandpotentimpuritiesofthetriazolebasedantifungaldrugvoriconazole
AT venkateswararaobattula synthesisofisomericandpotentimpuritiesofthetriazolebasedantifungaldrugvoriconazole
AT pauldouglassanasi synthesisofisomericandpotentimpuritiesofthetriazolebasedantifungaldrugvoriconazole

Ejemplares similares