Dopamine: Acid-base properties and membrane penetration capacity

Publication date: 5 September 2018 Source:Journal of Pharmaceutical and Biomedical Analysis, Volume 158 Author(s): Arash Mirzahosseini, Tamás Pálla, Gábor Orgován, Gergő Tóth, Béla Noszál Dopamine and 4 related compounds were studied by 1H NMR-pH titrations and a case-tailored evaluation method. The resulting acid-base properties of dopamine are quantified in terms of 3 macroscopic and 12 microscopic protonation constants and the concomitant 3 interactivity parameters. The species- and site-specific basicities are interpreted by means of inductive and shielding effects through various intra- and intermolecular comparisons. The site-specific basicities determined this way are key parameters for the prediction of pharmacokinetic behavior and receptor-binding at the molecular level. Graphical abstract
Source: Journal of Pharmaceutical and Biomedical Analysis - Category: Drugs & Pharmacology Source Type: research