LIPOPHILICITY OF AMPHOTERIC MOLECULES EXPRESSED BY THE TRUE PARTITION-COEFFICIENT

被引:67
|
作者
TAKACSNOVAK, K [1 ]
JOZAN, M [1 ]
SZASZ, G [1 ]
机构
[1] SEMMELWEIS UNIV MED,INST PHARMACEUT CHEM,H-1092 BUDAPEST,HUNGARY
关键词
PH-PARTITION PROFILE; APPARENT-TRUE PARTITION COEFFICIENT RELATIONSHIP; ORDINARY AMPHOLYTE; ZWITTERIONIC AMPHOLYTE;
D O I
10.1016/0378-5173(94)00176-6
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
The octanol/water partition coefficients of six amphoteric drugs were investigated. Nitrazepam, albendazole and sulfadimidine are ordinary ampholytes, while pyridoxine, niflumic acid and terbutaline belong to the zwitterionic amphoteric compounds. The pH-partition profile of compounds showed maximum (parabolic) curve. Analyses of the UV spectra in aqueous and octanol phases at different pH values after partitioning equilibrium had been achieved proved the transfer of the neutral species into the octanol phase. The true partition coefficients were calculated from log P-app values using macroprotonation constants for ordinary ampholytes and microprotonation constants in the case of zwitterionic molecules. The results emphasize that only the true partition coefficient closely represents the intrinsic lipophilicity of zwitterionic amphoteric compounds.
引用
收藏
页码:47 / 55
页数:9
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