title: Synthesis and Determination of Physicochemical Properties of New 3-(4-Arylpiperazin-1-yl)-2-hydroxypropyl 4-Alkoxyethoxybenzoates.
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 (logkw) 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 pKavalues 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.
authors.affiliation: Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1, 61242 Brno, Czech Republic. marvanovap@gmail.com.
authors.forename: Pavlina
authors.initials: P
authors.lastname: Marvanova
authors.affiliation: Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1, 61242 Brno, Czech Republic. padrtova.tereza@seznam.cz.
authors.forename: Tereza
authors.initials: T
authors.lastname: Padrtova
authors.affiliation: Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1, 61242 Brno, Czech Republic. odehnalovak@vfu.cz.
authors.forename: Klara
authors.initials: K
authors.lastname: Odehnalova
authors.affiliation: Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1, 61242 Brno, Czech Republic. f12058@vfu.cz.
authors.forename: Ondrej
authors.initials: O
authors.lastname: Hosik
authors.affiliation: Global Change Research Institute CAS, Belidla 986/4a, 60300 Brno, Czech Republic. oravec.m@czechglobe.cz.
authors.forename: Michal
authors.initials: M
authors.lastname: Oravec
authors.affiliation: Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1, 61242 Brno, Czech Republic. mokryp@vfu.cz.
authors.forename: Petr
authors.initials: P
authors.lastname: Mokry
mesh_terms: D001565:Benzoates / Q000138:chemical synthesis* / Q000737:chemistry*; D055598:Chemical Phenomena; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D056148:Chromatography, Reverse-Phase / Q000379:methods*; D006863:Hydrogen-Ion Concentration; D057927:Hydrophobic and Hydrophilic Interactions; D008055:Lipids / Q000737:chemistry*; D012984:Software
chemical_list: D001565:Benzoates; D008055:Lipids
keywords: Lipinski rules; arylcarbonyloxyaminopropanols; blood–brain barrier; lipophilicity index; pKa determination; phenylpiperazines