Relationship between gas chromatographic behaviour and topological, physicochemical, and quantum chemically calculated charge parameters for neuroleptica.

Gas chromatographic retention indices for a number of neuroleptic drugs on an apolar phase, OV-101, and a polar phase, OV-17, are correlated with parameters describing various properties of the separated molecules. The gas chromatographic behaviour is related to the same parameters as those used in quantitative structure activity relationships. The molecular connectivity indices and log k' in a reversed-phase HPLC system were chosen as parameters describing the apolar interactions of the molecules with the stationary phase. As properties involved in more specific interactions, and related to the presence of overall or local polarity, the molecular dipole moment and the charge on the N-atom were selected and quantum chemically calculated. It is found that the retention indices on the apolar phase, OV-101, can be successfully correlated with molecular connectivity indices, which are also used in QSAR studies. The retention indices on OV-17 show a high correlation with the charge on the N-atom. Evidence of the importance of this N-atom in pharmacological activity is known.