6533b837fe1ef96bd12a1f54

RESEARCH PRODUCT

Systematic study of the physicochemical properties of a homologous series of aminobisphosphonates

Manu LahtinenMarkku YlisirniöErkki KolehmainenAino-liisa AlanneHelena HyvönenSirpa PeräniemiJouko VepsäläinenPetri A. Turhanen

subject

Magnetic Resonance Spectroscopy116 Chemical sciencesSolid-statePharmaceutical Sciencephysicochemical properties010402 general chemistry01 natural sciencesArticleAnalytical Chemistrylcsh:QD241-441Homologous serieschemistry.chemical_compoundlcsh:Organic chemistryComputational chemistrybisphosphonates; aqueous solubility; pKa; physicochemical propertiesaqueous solubilityDrug DiscoveryAqueous solubilityMoleculeOrganic chemistrypKaThermal stabilityPhysical and Theoretical ChemistrySolubilitySpectral datata116bisphosphonatesAlendronateDiphosphonates010405 organic chemistryChemistryOrganic ChemistryTemperaturebisphosphonates aqueous solubility pKa physicochemical propertiesWaterNuclear magnetic resonance spectroscopyHydrogen-Ion Concentration0104 chemical sciences3. Good healthSolubilityChemistry (miscellaneous)Molecular Medicine

description

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, 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 both liquid (1H, 13C, 31P-NMR) and solid state (13C, 15N and 31P-CPMAS NMR) were determined. Peer reviewed

yearjournalcountryeditionlanguage
2012-09-12
10.3390/molecules170910928http://hdl.handle.net/10138/159639