Polymorphism and stability of ibuprofen/ ...
Document type :
Article dans une revue scientifique
Permalink :
Title :
Polymorphism and stability of ibuprofen/nicotinamide cocrystal: The effect of the crystalline synthesis method
Author(s) :
Guerain, Mathieu [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Guinet, Yannick [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
T. Correia, Natália [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Paccou, Laurent [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Danede, Florence [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Hedoux, Alain [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Unité Matériaux et Transformations (UMET) - UMR 8207
Guinet, Yannick [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
T. Correia, Natália [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Paccou, Laurent [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Danede, Florence [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Hedoux, Alain [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Journal title :
International Journal of Pharmaceutics
Abbreviated title :
International Journal of Pharmaceutics
Volume number :
584
Pages :
119454
Publisher :
Elsevier BV
Publication date :
2020-06-30
ISSN :
0378-5173
English keyword(s) :
Low- and high-frequency Raman spectroscopy
Powder X-ray diffraction
H-bonds
Physical stability
Isothermal and non-isothermal crystallization
Cocrystals
Powder X-ray diffraction
H-bonds
Physical stability
Isothermal and non-isothermal crystallization
Cocrystals
HAL domain(s) :
Physique [physics]/Matière Condensée [cond-mat]/Science des matériaux [cond-mat.mtrl-sci]
Physique [physics]/Matière Condensée [cond-mat]/Matière Molle [cond-mat.soft]
Physique [physics]/Matière Condensée [cond-mat]/Systèmes désordonnés et réseaux de neurones [cond-mat.dis-nn]
Sciences du Vivant [q-bio]
Physique [physics]/Matière Condensée [cond-mat]/Matière Molle [cond-mat.soft]
Physique [physics]/Matière Condensée [cond-mat]/Systèmes désordonnés et réseaux de neurones [cond-mat.dis-nn]
Sciences du Vivant [q-bio]
English abstract : [en]
The development over the past decade of design strategies for cocrystal preparation have led to numerous methods for the synthesis of cocrystal without take care of their influence on the precise structure and stability ...
Show more >The development over the past decade of design strategies for cocrystal preparation have led to numerous methods for the synthesis of cocrystal without take care of their influence on the precise structure and stability of cocrystalline states. On the other hand the mechanism of cocrystal formation remains widely unclear, especially the identification of the type of interactions mostly responsible for the cocrystalline stability. The present study focuses on the influence of the crystalline synthesis method on the polymorphism of cocrystals was analyzed from the preparation of S-ibuprofen/nicotinamide and RS-ibuprofen/nicotinamide cocrystals by co-milling, slow solvent evaporation and crystallization from the melt. X-ray diffraction and Raman spectroscopy experiments have shown that the polymorphic form of the cocrystals obtained by recrystallization from the melt (Form A) is different from that prepared by milling and by slow evaporation in solution (Form B). It was shown that both isothermal and non-isothermal recrystallizations from the melt blending are observed via a transient metastable micro/nano structure of form A. Additionally, it was observed that form A transforms into Form B upon heating via very weak changes in the hydrogen bond network. The crystallization in form A from the melt, instead of form B by other methods, was explained by the difficulty to form a supramolecular organization too far energetically from that existing in the melt. This study shows the crucial role of supramolecular H-bonding on the formation mechanism of cocrystals and how does the synthesis method of cocrystals change the supramolecular organization and the related structure of cocrystals.Show less >
Show more >The development over the past decade of design strategies for cocrystal preparation have led to numerous methods for the synthesis of cocrystal without take care of their influence on the precise structure and stability of cocrystalline states. On the other hand the mechanism of cocrystal formation remains widely unclear, especially the identification of the type of interactions mostly responsible for the cocrystalline stability. The present study focuses on the influence of the crystalline synthesis method on the polymorphism of cocrystals was analyzed from the preparation of S-ibuprofen/nicotinamide and RS-ibuprofen/nicotinamide cocrystals by co-milling, slow solvent evaporation and crystallization from the melt. X-ray diffraction and Raman spectroscopy experiments have shown that the polymorphic form of the cocrystals obtained by recrystallization from the melt (Form A) is different from that prepared by milling and by slow evaporation in solution (Form B). It was shown that both isothermal and non-isothermal recrystallizations from the melt blending are observed via a transient metastable micro/nano structure of form A. Additionally, it was observed that form A transforms into Form B upon heating via very weak changes in the hydrogen bond network. The crystallization in form A from the melt, instead of form B by other methods, was explained by the difficulty to form a supramolecular organization too far energetically from that existing in the melt. This study shows the crucial role of supramolecular H-bonding on the formation mechanism of cocrystals and how does the synthesis method of cocrystals change the supramolecular organization and the related structure of cocrystals.Show less >
Language :
Anglais
Audience :
Internationale
Popular science :
Non
Administrative institution(s) :
Université de Lille
CNRS
INRAE
ENSCL
CNRS
INRAE
ENSCL
Collections :
Research team(s) :
Matériaux Moléculaires et Thérapeutiques
Submission date :
2023-01-20T15:32:55Z
2023-01-23T10:30:17Z
2023-01-23T10:30:17Z
Files
- Polymorphism and stability of ibuprofen-nicotinamide cocrystal the effect of the crystalline synthesis method.pdf
- Version finale acceptée pour publication (postprint)
- Open access
- Access the document
Except where otherwise noted, this item's license is described as Attribution-NonCommercial 3.0 United States