RP-HPLC LIPOPHILICITY STUDIES FOR SOME (HETERO)ARYLAMIDES DERIVED FROM 2-AMINO 4,6-DIMETHYL PYRIDINE: INTRODUCTION OF AN HYDROGEN-BOND DESCRIPTOR
Khalid Fikri, Jean Debord, Jean‐Claude Bollinger, Dominique Clédat, Bernard Pénicaut, Jean‐Michel Robert · Journal of Liquid Chromatography & Related Technologies · 2011
RP-HPLC measurements (in water + 60% v/v acetonitrile, on a porous polystyrene column) lead to a linear calibration between the retention factor logk and the lipophilicity logP for a series of 9 OECD standards. Introduction of a variable indicator D for hydrogen-bond donors enhances the goodness of fit. From experimental retention factors, estimated values of logP are given for 23 substituted (hetero)arylcarboxamides derived from 2-amino 4,6-dimethyl pyridine, whose anti-inflammatory behavior and anti-cholinesterase activity were previously characterized. From the logP versus logk relationship, a family-dependent indicator variable D is attributed to each compound.