info:eu-repo/semantics/article
Synthesis, characterization and solubility of a new anthelmintic salt: Mebendazole nitrate
Fecha
2018-06Registro en:
Gutiérrez, Eduardo Luciano; Souza, Matheus S.; Diniz, Luan F.; Ellena, Javier; Synthesis, characterization and solubility of a new anthelmintic salt: Mebendazole nitrate; Elsevier Science; Journal of Molecular Structure; 1161; 6-2018; 113-121
0022-2860
CONICET Digital
CONICET
Autor
Gutiérrez, Eduardo Luciano
Souza, Matheus S.
Diniz, Luan F.
Ellena, Javier
Resumen
Salt formation approach was taken to improve Mebendazole (MBZ) solubility. MBZ polymorph A was easily recrystallized as a 1:1 nitrate salt (MBZ N) in methanol. Single crystal X-ray diffraction data show that MBZ N crystallizes in the P1¯ space group. By strong intermolecular H-bonding interactions, MBZ is associated with a nitrate anion forming a supramolecular R2 2(8) synthon. Crystal packing is stabilized by these H-bonds, through which each nitrate connects two molecules of MBZ forming chains along the b axis. The vibrational behavior studied by micro FT-Raman and FT-IR spectroscopy is consistent with the crystal structure. Thermal analysis of the salt indicates that the compound is stable up to 150 °C, when an almost simultaneous elimination of HNO3 and CO2 occurs. MBZ N equilibrium solubility was evaluated in hydrochloric acid 0.1 M solution and compared with those of MBZ A and C. An improvement in a factor of 5 and 1.22 was found respectively.