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Crystalline Polymorphism and Molecular Structure of Sodium Pravastatin

AutorMartín-Islán, Africa P.; Cruzado, M. C.; Asensio, R.; Sainz-Díaz, C. Ignacio
Fecha de publicación30-nov-2006
EditorAmerican Chemical Society
CitaciónJ. Phys. Chem. B. 110(51): 26148-26159 (2006)
ResumenIn this work different crystallization processes of sodium pravastatin are explored and a new polymorph is obtained. The analytical results of powder X-ray diffraction (PXRD) and thermal analysis for this new polymorph indicate that it is different from the polymorphs previously reported. This new crystal form shows different physical−chemical properties than the previous forms, such as crystallographic structure, thermal behavior, and melting point, 181.5 °C. Besides, all crystallization processes previously reported use an aprotic solvent as antisolvent. However, we propose a new crystallization process for sodium pravastatin that uses only protic solvents, overcoming industrial scaling and environmental problems. Variable-temperature PXRD experiments show a transformation between different crystal forms in the range of 80−120 °C. Solid-state 13C NMR, reported in this work for the first time, and Fourier transform infrared (FT-IR) studies of some polymorphs show some differences in intermolecular interactions, especially with carboxylate and hydroxyl groups. Quantum mechanical calculations of the pravastatin molecule are also presented for the first time, obtaining a molecular structure similar to the experimental structure existing within the crystal lattice of the tert-octylamonium salt of pravastatin.
Descripción12 pages, 14 figures, 2 tables.
Versión del editorhttp://dx.doi.org/10.1021/jp0624449
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