Investigating albendazole desmotropes by solid-state NMR spectroscopy

Molecular Pharmaceutics
A K ChattahClaudia Garnero

Abstract

Characterization of the molecular structure and physicochemical solid-state properties of the solid forms of pharmaceutical compounds is a key requirement for successful commercialization as potential active ingredients in drug products. These properties can ultimately have a critical effect on the solubility and bioavailability of the final drug product. Here, the desmotropy of Albendazole forms I and II was investigated at the atomic level. Ultrafast magic angle spinning (MAS) solid-state nuclear magnetic resonance (NMR) spectroscopy, together with powder X-ray diffraction, thermal analysis, and Fourier transform infrared spectroscopy, were performed on polycrystalline samples of the two solids in order to fully characterize and distinguish the two forms. High-resolution one-dimensional (1)H, (13)C, and (15)N together with two-dimensional (1)H/(1)H single quantum-single quantum, (1)H/(1)H single quantum-double quantum, and (1)H/(13)C chemical shift correlation solid-state NMR experiments under MAS conditions were extensively used to decipher the intramolecular and intermolecular hydrogen bonding interactions present in both solid forms. These experiments enabled the unequivocal identification of the tautomers of each desmotro...Continue Reading

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Citations

Jan 24, 2016·The Journal of Chemical Physics·Rongchun Zhang, Ayyalusamy Ramamoorthy
Apr 5, 2016·Journal of Magnetic Resonance·Rongchun ZhangAyyalusamy Ramamoorthy
Oct 17, 2015·The Journal of Chemical Physics·Rongchun ZhangAyyalusamy Ramamoorthy
Jul 19, 2016·Journal of Pharmaceutical and Biomedical Analysis·Natalia L CalvoTeodoro S Kaufman
Jun 17, 2016·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Rongchun ZhangAyyalusamy Ramamoorthy
Jun 18, 2016·Physical Chemistry Chemical Physics : PCCP·Stanislav L VeinbergRobert W Schurko

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