Artículos de revistas
Mebendazole Mesylate Monohydrate: A New Route to Improve the Solubility of Mebendazole Polymorphs
Fecha
2013-07-29Registro en:
de Paula, Karina; Camí, Gerardo Enrique; Brusau, Elena Virginia; Narda, Griselda Edith; Ellena, Javier; Mebendazole Mesylate Monohydrate: A New Route to Improve the Solubility of Mebendazole Polymorphs; Wiley; Journal of Pharmaceutical Sciences; 102; 10; 29-7-2013; 3528-3538
1520-6017
Autor
de Paula, Karina
Camí, Gerardo Enrique
Brusau, Elena Virginia
Narda, Griselda Edith
Ellena, Javier
Resumen
Mebendazole mesylate monohydrate, a new stable salt of mebendazole (MBZ), has been synthesized and fully characterized. It was obtained from recrystallization of MBZ forms A, B, or C in diverse solvents with the addition of methyl sulfonic acid solution. The crystal packing is first organized as a two-dimensional array consisting of rows of alternating MBZ molecules linked to columns of mesylate ions by hydrogen bonds. The three-dimensional structure is further developed by classical intermolecular interactions involving water molecules. In addition, nonclassical contacts are also found. The vibrational behavior is consistent with the crystal structure, the most important functional groups showing shifts to lower or higher frequencies in relation to the MBZ polymorphs. Thermal analysis indicates that the compound is stable up to 50◦C. Decomposition occurs in five steps. Solubility studies show that the title compound presents a significant higher performance than polymorph C.