Carbamazepine/Tartaric Acid Cocrystalline Forms: When Stoichiometry and Synthesis Method Matter

Roca Paixao, Luisa-Viviane; Correia, Natália T.; Danede, Florence; Guerain, Mathieu; Affouard, Frédéric

Type de document :

Article dans une revue scientifique: Article original

DOI :

10.1021/acs.cgd.2c00859

URL permanente :

http://hdl.handle.net/20.500.12210/92386

Titre :

Carbamazepine/Tartaric Acid Cocrystalline Forms: When Stoichiometry and Synthesis Method Matter

Auteur(s) :

Roca Paixao, Luisa-Viviane [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Correia, Natália T. [Auteur]
Unité Matériaux et Transformations - UMR 8207 [UMET]
Danede, Florence [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Guerain, Mathieu [Auteur]

Unité Matériaux et Transformations (UMET) - UMR 8207
Affouard, Frédéric [Auteur]

Unité Matériaux et Transformations (UMET) - UMR 8207

Titre de la revue :

Crystal Growth & Design

Nom court de la revue :

Cryst. Growth Des.

Numéro :

Pagination :

1355-1369

Éditeur :

American Chemical Society (ACS)

Date de publication :

2023

Discipline(s) HAL :

Physique [physics]/Matière Condensée [cond-mat]/Science des matériaux [cond-mat.mtrl-sci]

Résumé en anglais : [en]

A deep investigation of the cocrystallization of carbamazepine form III (CBZ) with dl-tartaric acid (dl-TA) and l-tartaric acid (l-TA) has been undertaken. Different methods of synthesis (liquid-assisted grinding, solution ...
Lire la suite >A deep investigation of the cocrystallization of carbamazepine form III (CBZ) with dl-tartaric acid (dl-TA) and l-tartaric acid (l-TA) has been undertaken. Different methods of synthesis (liquid-assisted grinding, solution evaporation, and mechanical/solvent-free conversion) and various stoichiometric ratios of parent components were tested. Structural and thermodynamic information from complementary characterization techniques (X-ray diffraction, differential scanning calorimetry, and thermogravimetric analysis) allowed the comparison of the CBZ multicomponent systems obtained from the two coformers, and the evaluation of the impact of the synthesis methods and the stoichiometric composition. In this study, the reproducible conditions for the crystallization by LAG of two cocrystalline forms with different stoichiometry for the carbamazepine/tartaric acid system were shown: the two cocrystals CBZ:dl-TA (1:1) and CBZ:l-TA (3:1) (isostructural of channel-like cocrystal obtained with dl-TA) were prepared by grinding stoichiometric amounts of appropriate components. Both cocrystalline forms are stable for at least two years under atmospheric conditions (uncontrolled ambient temperature and humidity). By simply mixing the parent compounds at room temperature (no solvent, no mechanical/thermal activation, no moisture intervention) the channel-like cocrystal CBZ:TA (3:1) is formed regardless of the coformer used (dl- or l-TA) or the initial ratio of the parent compounds. The spontaneous solid–solid transformation into this cocrystalline form composed of (partially) disordered coformer molecules inside CBZ-based channels is kinetically driven, i.e., it is faster with increasing temperature. Calorimetric studies of the transformation kinetics indicate that the nucleation process probably controls the cocrystallization process.Lire moins >

Langue :

Anglais

Comité de lecture :

Oui

Audience :

Internationale

Vulgarisation :

Non

Établissement(s) :

Université de Lille
CNRS
INRAE
ENSCL

Collections :

Unité Matériaux et Transformations (UMET) - UMR 8207

Équipe(s) de recherche :

Matériaux Moléculaires et Thérapeutiques

Date de dépôt :

2023-12-11T13:23:44Z
2023-12-13T07:47:51Z

Historique des modifications

Numéro de version	Lien	Date de modification
3	20.500.12210/92386	2023-12-13T13:46:58Z
2	20.500.12210/92386.2*	2023-12-13T07:41:51Z
1	20.500.12210/92386.1	2023-12-11T13:23:44Z

*Version sélectionnée

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Historique des modifications

Carbamazepine/Tartaric Acid Cocrystalline ...

BibTeX

CSV

Excel

RIS