Systematic study of physicochemical properties of a homologous series of aminobisphosphonates
Alanne, A.-L., Hyvönen, H., Lahtinen, M., Ylisirniö, M., Turhanen, P., Kolehmainen, E., Peräniemi, S., & Vepsäläinen, J. (2012). Systematic study of physicochemical properties of a homologous series of aminobisphosphonates. Molecules, 17(9), 10928-10945. https://doi.org/10.3390/molecules170910928
© the Authors, 2012. This is an open access article distributed under the Creative Commons Attribution License.
Aminobisphosphonates, e.g., alendronate and neridronate, are a well known class of molecules used as drugs for various bone diseases. Although these molecules have been available for decades, a detailed understanding of their most important physicochemical properties under comparable conditions is lacking. In this study, ten aminobisphosphonates, H2N(CH2)nC(OH)[P(O)(OH)2]2, in which n = 2–5, 7–11 and 15 have been synthesized. Their aqueous solubility as a function of temperature and pH, pKa-values, thermal stability, IR absorptions, and NMR spectral data for bothliquid (1H, 13C, 31P-NMR) and solid state (13C, 15N and 31P-CPMAS NMR) were determined.