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

Claire Barzanti, Rebecca Evans, Jeremey Fouquet, Leonard Gouzin, Nicola M. Howarth, Gary Kean, Emilie Levet, Daniel Wang, Estelle Wayemberg, Agnes A Yeboah, Arno Kraft

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

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. © 2007 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)3337-3341
Number of pages5
JournalTetrahedron Letters
Volume48
Issue number19
DOIs
Publication statusPublished - 7 May 2007

Keywords

  • Ionization constant
  • Liposomes
  • Octanol
  • Partition coefficient
  • Potentiometric titration

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