Use of RP‐HPTLC Systems for the Determination of Lipophilicity of 3,5‐Dioxo‐4‐azatricyclo[5.2.2.02,6]undecanes–5‐HT_1A Antagonists

Abstract

The lipophilicities of twelve 3,5‐dioxo‐4‐azatricyclo[5.2.2.02,6]undecanes, potential serotonergic 5‐HT_1A receptors antagonists, was determined by means of the reversed‐phase RP‐18W and RP‐18 thin‐layer chromatography. The use of the linear (Soczewinski‐Wachtmeister) and square (Schoenmaker) equation for R _MW calculation was evaluated. Due to the rather poor correlation between linear and square R _MW values, despite very good correlation coefficients for independent measurements for each solvent system, the results of the RP‐18 measurements and use of the linear equation for the R _MW calculation were found to be the most reliable. Their reliability was also confirmed by the best values of F and s. The standardization (for six standards of known lipophilicity – log P) allowed calculation of the experimental lipophilicities (log P _EXP ) for compounds investigated.

Keywords:

• Reversed‐phase thin‐layer chromatography
• Lipophilicity determination
• Soczewinski‐Wachtmeister equation
• Schoenmaker equation
• Experimental lipophilicity