A quality-by-design optimized LC method for navigating degradation kinetics and quantification of favipiravir in the presence of degradation products and manufacturing impurities

Abstract Emergent viruses require effective treatment regimens, and the severe acute respiratory syndrome coronavirus-2 variants are still evolving. Favipiravir has emerged as an effective antiviral medication, especially after its popularity against COVID-2019. Despite its growing popularity, favip...

Full description

Saved in:
Bibliographic Details
Main Authors: Adel Ehab Ibrahim, Mohamed Farouk, Samy G. Alamir, Baher I. Salman, Tarek S. Belal, Sami El Deeb, Ahmed Al-Harrasi
Format: Article
Language:English
Published: BMC 2025-08-01
Series:BMC Chemistry
Subjects:
Online Access:https://doi.org/10.1186/s13065-025-01610-2
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1849329650654773248
author Adel Ehab Ibrahim
Mohamed Farouk
Samy G. Alamir
Baher I. Salman
Tarek S. Belal
Sami El Deeb
Ahmed Al-Harrasi
author_facet Adel Ehab Ibrahim
Mohamed Farouk
Samy G. Alamir
Baher I. Salman
Tarek S. Belal
Sami El Deeb
Ahmed Al-Harrasi
author_sort Adel Ehab Ibrahim
collection DOAJ
description Abstract Emergent viruses require effective treatment regimens, and the severe acute respiratory syndrome coronavirus-2 variants are still evolving. Favipiravir has emerged as an effective antiviral medication, especially after its popularity against COVID-2019. Despite its growing popularity, favipiravir has not yet been included in any pharmacopeia, and new dosage forms are being developed to improve its bioavailability for various infections. Therefore, studying its stability and developing methods capable of detecting its impurities and degradation products are essential. An isocratic high-performance liquid chromatography with photodiode array detection method was also designed using the Quality-by-Design approach and validated to determine favipiravir in presence of its hydrolytic degradation products, besides two major manufacturing impurities (namely, 3,6-dichloro pyrazine-2-carbonitrile and 6-fluoro-3-hydroxypyrazine-2-carbonitrile). The separation was achieved using a mobile phase of 25.0 mM phosphate buffer (pH 3.04): acetonitrile (92: 8, v/v) at a 1.0 mL min−1 flow rate. A Hypersil C18-BDS column (5.0 μm, 250.0 × 4.6 mm) was employed at room temperature and detection at 323.0 nm. The method had a linear range (5.0–100.0 µg mL−1) with a limit of detection and quantification of 0.51 and 1.54 µg mL−1. The drug's stability after forced degradation and at different pH levels was explored. Key results proved that FAV is most stable at pH 5.0, with calculated activation energies for the acidic and alkaline degradation processes being 53492.276 and 61896.899 kJ/mole, respectively. Moreover, the analysis of expired favipiravir tablets revealed the presence of the alkaline degradate, thereby demonstrating the efficacy of the method. The proposed method was evaluated for its greenness and blueness to demonstrate its ecological safety and practicality, scoring 0.65 in the Analytical Greenness (AGREE) metric and 85.00 on the Blue Applicability Grade Index (BAGI). It is the first sustainable method developed using the Quality-by-Design to profile favipiravir together with its degradation products and impurities simultaneously.
format Article
id doaj-art-c813b8a352604285a9316759fc82f1b9
institution Kabale University
issn 2661-801X
language English
publishDate 2025-08-01
publisher BMC
record_format Article
series BMC Chemistry
spelling doaj-art-c813b8a352604285a9316759fc82f1b92025-08-20T03:47:12ZengBMCBMC Chemistry2661-801X2025-08-0119111510.1186/s13065-025-01610-2A quality-by-design optimized LC method for navigating degradation kinetics and quantification of favipiravir in the presence of degradation products and manufacturing impuritiesAdel Ehab Ibrahim0Mohamed Farouk1Samy G. Alamir2Baher I. Salman3Tarek S. Belal4Sami El Deeb5Ahmed Al-Harrasi6Natural and Medical Sciences Research Center, University of NizwaNawah Scientific IncNatural and Medical Sciences Research Center, University of NizwaPharmaceutical Analytical Chemistry Department, Faculty of Pharmacy, Al-Azhar UniversityPharmaceutical Analytical Chemistry Department, Faculty of Pharmacy, University of AlexandriaInstitute of Medicinal and Pharmaceutical Chemistry, Technische Universitaet BraunschweigNatural and Medical Sciences Research Center, University of NizwaAbstract Emergent viruses require effective treatment regimens, and the severe acute respiratory syndrome coronavirus-2 variants are still evolving. Favipiravir has emerged as an effective antiviral medication, especially after its popularity against COVID-2019. Despite its growing popularity, favipiravir has not yet been included in any pharmacopeia, and new dosage forms are being developed to improve its bioavailability for various infections. Therefore, studying its stability and developing methods capable of detecting its impurities and degradation products are essential. An isocratic high-performance liquid chromatography with photodiode array detection method was also designed using the Quality-by-Design approach and validated to determine favipiravir in presence of its hydrolytic degradation products, besides two major manufacturing impurities (namely, 3,6-dichloro pyrazine-2-carbonitrile and 6-fluoro-3-hydroxypyrazine-2-carbonitrile). The separation was achieved using a mobile phase of 25.0 mM phosphate buffer (pH 3.04): acetonitrile (92: 8, v/v) at a 1.0 mL min−1 flow rate. A Hypersil C18-BDS column (5.0 μm, 250.0 × 4.6 mm) was employed at room temperature and detection at 323.0 nm. The method had a linear range (5.0–100.0 µg mL−1) with a limit of detection and quantification of 0.51 and 1.54 µg mL−1. The drug's stability after forced degradation and at different pH levels was explored. Key results proved that FAV is most stable at pH 5.0, with calculated activation energies for the acidic and alkaline degradation processes being 53492.276 and 61896.899 kJ/mole, respectively. Moreover, the analysis of expired favipiravir tablets revealed the presence of the alkaline degradate, thereby demonstrating the efficacy of the method. The proposed method was evaluated for its greenness and blueness to demonstrate its ecological safety and practicality, scoring 0.65 in the Analytical Greenness (AGREE) metric and 85.00 on the Blue Applicability Grade Index (BAGI). It is the first sustainable method developed using the Quality-by-Design to profile favipiravir together with its degradation products and impurities simultaneously.https://doi.org/10.1186/s13065-025-01610-2FavipiravirDegradation kineticsStability-indicating HPLCQuality-by-design (QbD)Green chromatographyImpurity profiling
spellingShingle Adel Ehab Ibrahim
Mohamed Farouk
Samy G. Alamir
Baher I. Salman
Tarek S. Belal
Sami El Deeb
Ahmed Al-Harrasi
A quality-by-design optimized LC method for navigating degradation kinetics and quantification of favipiravir in the presence of degradation products and manufacturing impurities
BMC Chemistry
Favipiravir
Degradation kinetics
Stability-indicating HPLC
Quality-by-design (QbD)
Green chromatography
Impurity profiling
title A quality-by-design optimized LC method for navigating degradation kinetics and quantification of favipiravir in the presence of degradation products and manufacturing impurities
title_full A quality-by-design optimized LC method for navigating degradation kinetics and quantification of favipiravir in the presence of degradation products and manufacturing impurities
title_fullStr A quality-by-design optimized LC method for navigating degradation kinetics and quantification of favipiravir in the presence of degradation products and manufacturing impurities
title_full_unstemmed A quality-by-design optimized LC method for navigating degradation kinetics and quantification of favipiravir in the presence of degradation products and manufacturing impurities
title_short A quality-by-design optimized LC method for navigating degradation kinetics and quantification of favipiravir in the presence of degradation products and manufacturing impurities
title_sort quality by design optimized lc method for navigating degradation kinetics and quantification of favipiravir in the presence of degradation products and manufacturing impurities
topic Favipiravir
Degradation kinetics
Stability-indicating HPLC
Quality-by-design (QbD)
Green chromatography
Impurity profiling
url https://doi.org/10.1186/s13065-025-01610-2
work_keys_str_mv AT adelehabibrahim aqualitybydesignoptimizedlcmethodfornavigatingdegradationkineticsandquantificationoffavipiravirinthepresenceofdegradationproductsandmanufacturingimpurities
AT mohamedfarouk aqualitybydesignoptimizedlcmethodfornavigatingdegradationkineticsandquantificationoffavipiravirinthepresenceofdegradationproductsandmanufacturingimpurities
AT samygalamir aqualitybydesignoptimizedlcmethodfornavigatingdegradationkineticsandquantificationoffavipiravirinthepresenceofdegradationproductsandmanufacturingimpurities
AT baherisalman aqualitybydesignoptimizedlcmethodfornavigatingdegradationkineticsandquantificationoffavipiravirinthepresenceofdegradationproductsandmanufacturingimpurities
AT tareksbelal aqualitybydesignoptimizedlcmethodfornavigatingdegradationkineticsandquantificationoffavipiravirinthepresenceofdegradationproductsandmanufacturingimpurities
AT samieldeeb aqualitybydesignoptimizedlcmethodfornavigatingdegradationkineticsandquantificationoffavipiravirinthepresenceofdegradationproductsandmanufacturingimpurities
AT ahmedalharrasi aqualitybydesignoptimizedlcmethodfornavigatingdegradationkineticsandquantificationoffavipiravirinthepresenceofdegradationproductsandmanufacturingimpurities
AT adelehabibrahim qualitybydesignoptimizedlcmethodfornavigatingdegradationkineticsandquantificationoffavipiravirinthepresenceofdegradationproductsandmanufacturingimpurities
AT mohamedfarouk qualitybydesignoptimizedlcmethodfornavigatingdegradationkineticsandquantificationoffavipiravirinthepresenceofdegradationproductsandmanufacturingimpurities
AT samygalamir qualitybydesignoptimizedlcmethodfornavigatingdegradationkineticsandquantificationoffavipiravirinthepresenceofdegradationproductsandmanufacturingimpurities
AT baherisalman qualitybydesignoptimizedlcmethodfornavigatingdegradationkineticsandquantificationoffavipiravirinthepresenceofdegradationproductsandmanufacturingimpurities
AT tareksbelal qualitybydesignoptimizedlcmethodfornavigatingdegradationkineticsandquantificationoffavipiravirinthepresenceofdegradationproductsandmanufacturingimpurities
AT samieldeeb qualitybydesignoptimizedlcmethodfornavigatingdegradationkineticsandquantificationoffavipiravirinthepresenceofdegradationproductsandmanufacturingimpurities
AT ahmedalharrasi qualitybydesignoptimizedlcmethodfornavigatingdegradationkineticsandquantificationoffavipiravirinthepresenceofdegradationproductsandmanufacturingimpurities