Systematic Study of the Physicochemical Properties of a Homologous Series of Aminobisphosphonates

Molecules

Aino-Liisa Alanne¹  Helena Hyvönen¹  Manu Lahtinen¹  Markku Ylisirniö¹  Petri Turhanen¹  Erkki Kolehmainen¹  Sirpa Peräniemi¹ 

[1] ¹School of Pharmacy, University of Eastern Finland, Biocenter Kuopio, P.O. Box 1627, FIN-70211 Kuopio, Finland ²Laboratory of Inorganic Chemistry, Department of Chemistry, University of Helsinki, P.O. Box 55, FIN-00014 Helsinki, Finland ³Department of Chemistry, University of Jyväskylä, P.O. Box 35, FIN-40014 Jyväskylä, Finland

关键词: bisphosphonates;    aqueous solubility;    pKa;    physicochemical properties;   

DOI  :  10.3390/molecules170910928

来源: mdpi

【 摘 要 】

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, pK_a-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.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.