Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Hydrophobicity Parameters Determined by Reversed-Phase Liquid Chromatography. XII. Comparison of Capacity Factors and Octane/Methanol-Water Partition Coefficients for Monosubstituted Pyrazines, and Effect of Octanol Added to both Partitioning Systems
Chisako YAMAGAMIKaname IWASAKIAyako ISHIKAWA
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1997 Volume 45 Issue 10 Pages 1653-1658

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Abstract
Partition coefficients (P) of pyrazine and its COOMe derivative (strong hydrogen bond acceptor), were measured for the octane/aqueous methanol partitioning system (PO/M-W) at different methanol (MeOH) concentrations and the dependence of log PO/M-W on the methanol concentration was compared to the corresponding change in log k' (k' : capacity factor) obtained by reversed-phase liquid chromatography with aqueous methanol. Next, in order to make the chromatographic system approximate more closely to the octanol/water partitioning system, a small quantity of octanol was added to the eluents and also to the octane/aqueous methanol partitioning system and further comparisons were made. It was found that the octanol effect was minimum at 50% MeOH, suggesting that the chromatographic system with eluents containing about 50% MeOH has properties more similar to the octanol/water partitioning system than with eluents of other compositions. This confirms our previous result that the log k' parameter obtained at 50% MeOH yields a better correlation with log Poct (Poct : octanol/water partition coefficient) than those obtained at other mobile phase compositions in the range from 5 to 70% MeOH.
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© The Pharmaceutical Society of Japan
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