Ion-transfer Voltammetry of Local Anesthetics at an Organic Solvent/Water Interface and Pharmacological Activity vs. Ion Partition Coefficient Relationship
- 11 January 2001
- journal article
- Published by Springer Nature in Analytical Sciences
- Vol. 17 (1) , 65-70
- https://doi.org/10.2116/analsci.17.65
Abstract
The ion-transfer reaction of local anesthetics at an organic solvent/water interface has been studied using cyclic voltammetry (CV) with a stationary nitrobenzene (NB)/water (W) interface. Procaine and seven other local anesthetics gave reversible or quasi-reversible voltammograms at the NB/W interface in the pH range between 0.9 and 9.6. These drugs are present in aqueous solution in either neutral or ionic form, or both forms. The half-wave potential, as determined by the midpoint potential in CV, vs. pH curves, were determined and analyzed to determine the partition coefficients of both neutral and ionic forms of the drugs between NB and W. The partition coefficients of the ionic forms were derived from their formal potential of transfer at an NB/W interface. The dissociation constants of ionic forms of the drugs in NB were also deduced. A high correlation between the pharmacological activity and the partition coefficient of the ionic form of amide-linked local anesthetics has been shown.Keywords
This publication has 11 references indexed in Scilit:
- Voltammetric study of the partition of amines between water and an organic solventElectrochimica Acta, 1998
- Transfer of Protonated Anesthetics across the Water|o-Nitrophenyl Octyl Ether Interface: Effect of the Ion Structure on the Transfer Kinetics and Pharmacological ActivityAnalytical Sciences, 1998
- Ion-Transfer Voltammetry of Organic Compounds at Liquid/Liquid Interface. Study of the Partition of Amines between Water and an Organic Solvent.Analytical Sciences, 1997
- Intermolecular forces expressed in 1,2-dichloroethane–water partition coefficientsJournal of the Chemical Society, Faraday Transactions, 1997
- Voltammetric Study of the Facilitated Transfer of Lead(II) Ion by Macrocyclic Polythiaether 1, 4, 7 10, 13, 16-Hexathiacyclooctadecane across the Polarizable Nitrobenzene/Water InterfaceAnalytical Sciences, 1996
- Drug ion transfer across an oil—water interface and pharmacological activityBioelectrochemistry and Bioenergetics, 1993
- Fundamental Properties of Local Anesthetics. II. Measured OctanolAnesthesia & Analgesia, 1990
- VASODILATION RESULTING FROM MESENTERIC TRACTION IS MEDIATED BY PROSTACYCLIN (PGI2)Anesthesia & Analgesia, 1987
- Electrolysis with electrolyte dropping electrodeJournal of Electroanalytical Chemistry and Interfacial Electrochemistry, 1977
- Theory of Stationary Electrode Polarography. Single Scan and Cyclic Methods Applied to Reversible, Irreversible, and Kinetic Systems.Analytical Chemistry, 1964