Abstract
Relationships between reversed-phase liquid chromatographic capacity factors, and octan-1-ol-buffer distribution coefficients, and aqueous solubilities of 30 “strongly” basic drugs (aqueous p K a > 7.5) have been examined. Two different solute reference states have been used, namely that of the solute under mobile phase conditions and that of the unionized solute. Employing both models, and semiempirical corrections for solute ionization, good correlations are found between logarithmic capacity factors obtained using aqueous methanol mobile phases and octan-1-ol buffer distribution coefficients, while aqueous solubilities can be adequately described by multiple linear combinations of logarithmic capacity factors and logarithms of solute melting points (although some significant outliers were identified). It is suggested that the relationships obtained using a semiempirical ion correction are applicable for estimation of the hydrophobic (lipophilic) properties of the bases.
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