An economical and practical procedure of favipiravir synthesis for the treatment of Covid-19

Favipiravir is a wide-spectrum antiviral generic drug that has received large attention during the recent COVID-19 pandemic. While there are synthetic strategies for favipiravir synthesis, economical procedures could contribute to industrial scale synthesis and availability. Accordingly, our efforts...

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Autores principales: Karatas, Hacer, Hanashalshahaby, Essam Hamied Ahmed, Catal, Unal, Butun, Yasar Enes, Kurt, Elif, Gursel, Sahin, Kaya, Adil, Guzel, Mustafa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Versita 2022
Materias:
Original Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9685009/
https://www.ncbi.nlm.nih.gov/pubmed/36466109
http://dx.doi.org/10.1007/s11696-022-02595-1
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author Karatas, Hacer
Hanashalshahaby, Essam Hamied Ahmed
Catal, Unal
Butun, Yasar Enes
Kurt, Elif
Gursel, Sahin
Kaya, Adil
Guzel, Mustafa
author_facet Karatas, Hacer
Hanashalshahaby, Essam Hamied Ahmed
Catal, Unal
Butun, Yasar Enes
Kurt, Elif
Gursel, Sahin
Kaya, Adil
Guzel, Mustafa
author_sort Karatas, Hacer
collection PubMed
description Favipiravir is a wide-spectrum antiviral generic drug that has received large attention during the recent COVID-19 pandemic. While there are synthetic strategies for favipiravir synthesis, economical procedures could contribute to industrial scale synthesis and availability. Accordingly, our efforts focused on an economic and scalable procedure for favipiravir synthesis via the 3,6-dichloropyrazine-2-carbonitrile intermediate obtained from 3-aminopyrazine-2-carboxylic acid. The process afforded favipiravir with 43% yield (from 3,6-dichloropyrazine-2-carbonitrile, by fluorination, hydroxylation, and nitrile hydrolysis reactions) and greater than 99% purity without a chromatographic purification step. GRAPHICAL ABSTRACT: [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s11696-022-02595-1.
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spelling pubmed-96850092022-11-28 An economical and practical procedure of favipiravir synthesis for the treatment of Covid-19 Karatas, Hacer Hanashalshahaby, Essam Hamied Ahmed Catal, Unal Butun, Yasar Enes Kurt, Elif Gursel, Sahin Kaya, Adil Guzel, Mustafa Chem Zvesti Original Paper Favipiravir is a wide-spectrum antiviral generic drug that has received large attention during the recent COVID-19 pandemic. While there are synthetic strategies for favipiravir synthesis, economical procedures could contribute to industrial scale synthesis and availability. Accordingly, our efforts focused on an economic and scalable procedure for favipiravir synthesis via the 3,6-dichloropyrazine-2-carbonitrile intermediate obtained from 3-aminopyrazine-2-carboxylic acid. The process afforded favipiravir with 43% yield (from 3,6-dichloropyrazine-2-carbonitrile, by fluorination, hydroxylation, and nitrile hydrolysis reactions) and greater than 99% purity without a chromatographic purification step. GRAPHICAL ABSTRACT: [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s11696-022-02595-1. Versita 2022-11-21 2023 /pmc/articles/PMC9685009/ /pubmed/36466109 http://dx.doi.org/10.1007/s11696-022-02595-1 Text en © Institute of Chemistry, Slovak Academy of Sciences 2022, Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law. This article is made available via the PMC Open Access Subset for unrestricted research re-use and secondary analysis in any form or by any means with acknowledgement of the original source. These permissions are granted for the duration of the World Health Organization (WHO) declaration of COVID-19 as a global pandemic.
spellingShingle Original Paper
Karatas, Hacer
Hanashalshahaby, Essam Hamied Ahmed
Catal, Unal
Butun, Yasar Enes
Kurt, Elif
Gursel, Sahin
Kaya, Adil
Guzel, Mustafa
An economical and practical procedure of favipiravir synthesis for the treatment of Covid-19
title An economical and practical procedure of favipiravir synthesis for the treatment of Covid-19
title_full An economical and practical procedure of favipiravir synthesis for the treatment of Covid-19
title_fullStr An economical and practical procedure of favipiravir synthesis for the treatment of Covid-19
title_full_unstemmed An economical and practical procedure of favipiravir synthesis for the treatment of Covid-19
title_short An economical and practical procedure of favipiravir synthesis for the treatment of Covid-19
title_sort economical and practical procedure of favipiravir synthesis for the treatment of covid-19
topic Original Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9685009/
https://www.ncbi.nlm.nih.gov/pubmed/36466109
http://dx.doi.org/10.1007/s11696-022-02595-1
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