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

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 k(w)) and dissociation constant (pK(a)) were experimentally determined and compared to the software calcul...

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Autores principales: Marvanova, Pavlina, Padrtova, Tereza, Odehnalova, Klara, Hosik, Ondrej, Oravec, Michal, Mokry, Petr
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2016
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6273861/
https://www.ncbi.nlm.nih.gov/pubmed/27941622
http://dx.doi.org/10.3390/molecules21121682
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author Marvanova, Pavlina
Padrtova, Tereza
Odehnalova, Klara
Hosik, Ondrej
Oravec, Michal
Mokry, Petr
author_facet Marvanova, Pavlina
Padrtova, Tereza
Odehnalova, Klara
Hosik, Ondrej
Oravec, Michal
Mokry, Petr
author_sort Marvanova, Pavlina
collection PubMed
description 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 k(w)) and dissociation constant (pK(a)) 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 pK(a) 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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spelling pubmed-62738612018-12-28 Synthesis and Determination of Physicochemical Properties of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Alkoxyethoxybenzoates Marvanova, Pavlina Padrtova, Tereza Odehnalova, Klara Hosik, Ondrej Oravec, Michal Mokry, Petr Molecules Communication 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 k(w)) and dissociation constant (pK(a)) 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 pK(a) 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. MDPI 2016-12-07 /pmc/articles/PMC6273861/ /pubmed/27941622 http://dx.doi.org/10.3390/molecules21121682 Text en © 2016 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Marvanova, Pavlina
Padrtova, Tereza
Odehnalova, Klara
Hosik, Ondrej
Oravec, Michal
Mokry, Petr
Synthesis and Determination of Physicochemical Properties of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Alkoxyethoxybenzoates
title Synthesis and Determination of Physicochemical Properties of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Alkoxyethoxybenzoates
title_full Synthesis and Determination of Physicochemical Properties of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Alkoxyethoxybenzoates
title_fullStr Synthesis and Determination of Physicochemical Properties of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Alkoxyethoxybenzoates
title_full_unstemmed Synthesis and Determination of Physicochemical Properties of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Alkoxyethoxybenzoates
title_short Synthesis and Determination of Physicochemical Properties of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Alkoxyethoxybenzoates
title_sort synthesis and determination of physicochemical properties of new 3-(4-arylpiperazin-1-yl)-2-hydroxypropyl 4-alkoxyethoxybenzoates
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6273861/
https://www.ncbi.nlm.nih.gov/pubmed/27941622
http://dx.doi.org/10.3390/molecules21121682
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