title: Systematic study of the physicochemical properties of a homologous series of aminobisphosphonates.
abstract: 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, H(2)N(CH2)(n)C(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 both liquid (1)H, (13)C, (31)P-NMR and solid state(13)C, (15)N and (31)P-CPMAS NMR) were determined.
authors.affiliation: School of Pharmacy, University of Eastern Finland, Biocenter Kuopio, FIN-70211 Kuopio, Finland.
authors.forename: Aino-Liisa
authors.initials: AL
authors.lastname: Saari
authors.forename: Helena
authors.initials: H
authors.lastname: Hyvönen
authors.forename: Manu
authors.initials: M
authors.lastname: Lahtinen
authors.forename: Markku
authors.initials: M
authors.lastname: Ylisirniö
authors.forename: Petri
authors.initials: P
authors.lastname: Turhanen
authors.forename: Erkki
authors.initials: E
authors.lastname: Kolehmainen
authors.forename: Sirpa
authors.initials: S
authors.lastname: Peräniemi
authors.forename: Jouko
authors.initials: J
authors.lastname: Vepsäläinen
mesh_terms: D019386:Alendronate / Q000737:chemistry*; D004164:Diphosphonates / Q000138:chemical synthesis* / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D009682:Magnetic Resonance Spectroscopy; D012995:Solubility; D013696:Temperature; D014867:Water / Q000737:chemistry
chemical_list: D004164:Diphosphonates; D014867:Water; C053389:6-amino-1-hydroxyhexane-1,1-diphosphonate; D019386:Alendronate