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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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Detalles Bibliográficos
Autores principales: Marvanova, Pavlina, Padrtova, Tereza, Odehnalova, Klara, Hosik, Ondrej, Oravec, Michal, Mokry, Petr
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2016
Materias:
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
Descripción
Sumario: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.