Title :

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

Author(s) :

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

Journal title :

Crystal Growth & Design

Abbreviated title :

Cryst. Growth Des.

Volume number :

23

Pages :

1355-1369

Publisher :

American Chemical Society (ACS)

Publication date :

2023

HAL domain(s) :

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

English abstract : [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 ...
Show more >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.Show less >

Language :

Anglais

Peer reviewed article :

Oui

Audience :

Internationale

Popular science :

Non

Administrative institution(s) :

Université de Lille
CNRS
INRAE
ENSCL

Collections :

• Unité Matériaux et Transformations (UMET) - UMR 8207

Research team(s) :

Matériaux Moléculaires et Thérapeutiques

Submission date :

2023-12-11T13:23:44Z
2023-12-13T07:47:51Z
2023-12-13T13:47:27Z