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Molecules 2016, 21(12), 1682; doi:10.3390/molecules21121682

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

1
Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1, 61242 Brno, Czech Republic
2
Global Change Research Institute CAS, Belidla 986/4a, 60300 Brno, Czech Republic
*
Authors to whom correspondence should be addressed.
Academic Editor: Atanas G. Atanasov
Received: 27 September 2016 / Revised: 28 November 2016 / Accepted: 30 November 2016 / Published: 7 December 2016
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Abstract

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. View Full-Text
Keywords: arylcarbonyloxyaminopropanols; phenylpiperazines; pKa determination; lipophilicity index; Lipinski rules; blood–brain barrier arylcarbonyloxyaminopropanols; phenylpiperazines; pKa determination; lipophilicity index; Lipinski rules; blood–brain barrier
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Marvanova, P.; Padrtova, T.; Odehnalova, K.; Hosik, O.; Oravec, M.; Mokry, P. Synthesis and Determination of Physicochemical Properties of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Alkoxyethoxybenzoates. Molecules 2016, 21, 1682.

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