TY - JOUR
T1 - Estimation of the ethanol/water solubility profile from the octanol/water partition coefficient
AU - MacHatha, Stephen G.
AU - Yalkowsky, Samuel H.
PY - 2004/11/22
Y1 - 2004/11/22
N2 - While the ethanol/water solubility profiles of very polar and very non-polar drugs are monotonic, many semi-polar drugs show a maximum solubility at an ethanol volume fraction (f max) between 0 and 1. A sigmoidal relationship was observed between the value of f max and the log of the octanol/water partition coefficient (log K ow) of the solute. This relationship reasonably predicts the value of the volume fraction of ethanol that gives maximum solubility (f max). Combining this sigmoidal relationship with the previously reported linear relationship between the log K ow and the initial slope of the plot of log solubility versus ethanol composition [Li, A., Yalkowsky, S.H., 1994. Solubility of organic solutes in ethanol/water mixtures. J. Pharm. Sci. 83, 1735-1740] enables the estimation of the total ethanol/water solubility profile.
AB - While the ethanol/water solubility profiles of very polar and very non-polar drugs are monotonic, many semi-polar drugs show a maximum solubility at an ethanol volume fraction (f max) between 0 and 1. A sigmoidal relationship was observed between the value of f max and the log of the octanol/water partition coefficient (log K ow) of the solute. This relationship reasonably predicts the value of the volume fraction of ethanol that gives maximum solubility (f max). Combining this sigmoidal relationship with the previously reported linear relationship between the log K ow and the initial slope of the plot of log solubility versus ethanol composition [Li, A., Yalkowsky, S.H., 1994. Solubility of organic solutes in ethanol/water mixtures. J. Pharm. Sci. 83, 1735-1740] enables the estimation of the total ethanol/water solubility profile.
KW - Ethanol/water solubility profile
KW - Log-linear
KW - Prediction of maximum solubility
KW - Sigmoidal
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U2 - 10.1016/j.ijpharm.2004.08.005
DO - 10.1016/j.ijpharm.2004.08.005
M3 - Article
C2 - 15501007
AN - SCOPUS:6944239049
SN - 0378-5173
VL - 286
SP - 111
EP - 115
JO - International Journal of Pharmaceutics
JF - International Journal of Pharmaceutics
IS - 1-2
ER -