The study of the lipophilicity of alpha-(4-phenylpiperazin-1-yl)-gamma-phthalimidobutyramides using chromatographic and computational methods

Biomed Chromatogr. 2008 Jul;22(7):688-94. doi: 10.1002/bmc.982.

Abstract

The lipophilicity of the series of alpha-(4-phenylpiperazin-1-yl)-gamma-phthalimido-butyramides (1-8) has been investigated. Several methods, like reversed-phase thin-layer chromatography and high-performance liquid chromatography using reversed-phase RP18 and IAM.DD2 columns, were applied to determine RMO, log k0 and log k(0IAM) factors. The RP-TLC investigations were performed in mixtures of acetone-water and acetonitrile-water. For RP-HPLC method mixtures of acetonitrile, water and 0.01% TFA were used as the mobile phases while for IAM.DD2 investigations mixtures of acetonitrile and water were applied. The partition coefficients of compounds (1-8) were also calculated with the Pallas and CAChe programs. All the obtained data, both from experimental methods and computational calculations, were compared and a suitable conclusion was reached.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Chemical Phenomena
  • Chemistry, Physical
  • Chromatography, High Pressure Liquid*
  • Chromatography, Thin Layer*
  • Phthalimides / chemistry*
  • Piperazines / chemistry*
  • Psychotropic Drugs / chemistry*
  • Software
  • Solubility

Substances

  • Amides
  • Phthalimides
  • Piperazines
  • Psychotropic Drugs