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Article Dans Une Revue Journal of Pharmaceutical Sciences Année : 2013

Rimonabant Dimorphism and Its Pressure–Temperature Phase Diagram: A Delicate Case of Overall Monotropic Behavior

Résumé

Crystalline polymorphism occurs frequently in the solid state of active pharmaceutical ingredients, and this is problematic for the development of a suitable dose form. Rimonabant, an active pharmaceutical ingredient developed by Sanofi and discontinued because of side effects, exhibits dimorphism; both solid forms have nearly the same melting temperatures, melting enthalpies, and specific volumes. Although the problem may well be academic from an industrial point of view, the present case demonstrates the usefulness of constructing pressure-temperature phase diagrams by direct measurement as well as by topological approach. The system is overall monotropic and form II is the more stable solid form. Interestingly, the more stable form does not possess any hydrogen bonds, whereas the less stable one does.

Domaines

Chimie
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Dates et versions

hal-04119338 , version 1 (06-06-2023)

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Citer

Marc-Antoine Perrin, Michel Bauer, Maria Barrio, Josep-Lluís Tamarit, René Céolin, et al.. Rimonabant Dimorphism and Its Pressure–Temperature Phase Diagram: A Delicate Case of Overall Monotropic Behavior. Journal of Pharmaceutical Sciences, 2013, 102 (7), pp.2311-2321. ⟨10.1002/jps.23612⟩. ⟨hal-04119338⟩
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