Potentiometric determination of octanol-water and liposome-water partition coefficients (logP) of ionizable organic compounds

被引：32

作者：

Barzanti, Claire ^{[1
]}

Evans, Rebecca ^{[1
]}

Fouquet, Jeremy ^{[1
]}

Gouzin, Leonard ^{[1
]}

Howarth, Nicola M. ^{[1
]}

Kean, Gary ^{[1
]}

Levet, Emilie ^{[1
]}

Wang, Daniel ^{[1
]}

Wayemberg, Estelle ^{[1
]}

Yeboah, Agnes A. ^{[1
]}

Kraft, Arno ^{[1
]}

机构：

[1] Heriot Watt Univ, Sch Engn & Phys Sci, Edinburgh EH14 4AS, Midlothian, Scotland

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 19期

关键词：

ionization constant; liposomes; octanol; partition coefficient; potentiometric titration;

D O I：

10.1016/j.tetlet.2007.03.085

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The logarithm of the octanol-water partition coefficient, log P, is a key physicochemical property for both pharmaceutical drugs and agrochemicals. It is also required by legislation as part of the physicochemical properties profile for high volume production chemicals. This Letter describes a simple method for determining log P values (over a wide range from -0.8 to 5.3) for 12 organic weak acids and bases using potentiometric titrations, with octanol or phosphatidyl choline liposomes as the partitioning medium. Such titrations take comparatively little time (about 30-45 min per titration), are easy to implement, and can be carried out with an inexpensive laboratory titrator. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：3337 / 3341

页数：5

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