Molecules (Dec 2016)

Synthesis and Determination of Physicochemical Properties of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Alkoxyethoxybenzoates

  • Pavlina Marvanova,
  • Tereza Padrtova,
  • Klara Odehnalova,
  • Ondrej Hosik,
  • Michal Oravec,
  • Petr Mokry

DOI
https://doi.org/10.3390/molecules21121682
Journal volume & issue
Vol. 21, no. 12
p. 1682

Abstract

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Nine new dihydrochloride salts of 3-(4-arylpiperazin-1-yl)-2-hydroxypropyl 4-alkoxyethoxybenzoates were designed and synthesized. The physicochemical properties such as lipophilicity index (log kw) and dissociation constant (pKa) were experimentally determined and compared to the software calculated data. The lipophilicity index was determined by means of reversed-phase high performance liquid chromatography (RP-HPLC). The pKa values were determined by means of capillary zone electrophoresis. The “drug-likeness” properties according to the Lipinski Rule of Five and prediction of possible blood–brain barrier penetration were computed and discussed.

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