title: [Analytical profile of mono[{3-[4-(2-ethoxyethoxy)-benzoyloxy]-2-hydroxypropyl}-tert-butylammonium] fumarate].
abstract: The present paper aims at a complex spectral and physicochemical evaluation of mono[{3-[4-(2-eth-oxyethoxy)-benzoyloxy]-2-hydroxypropyl)-tert-butyl-ammonium] fumarate, the potential ultra-short acting blocker of beta1-adrenergic receptors. The identity of the evaluated compound (labelled as UPB-2) was confirmed by 1H-, 13C-NMR and IR spectral data as well. The estimated physicochemical parameters included melting point data, solubility in various media, purity checking (adsorption thin-layer chromatography), surface activity determination (non-direct Traube stalagmometric method), acidobasic characteristics (pKa value determination by alkalimetric titration), log epsilon values estimation (spectrophotometrically in UV/VIS region) and a study of the influence of acidic and alkaline media towards the stability of UPB-2. Other experimentally estimated values were lipohydrophilic descriptors using RP-HPLC (log k') and the log PexpS in various lipohydrophilic media by the shake flask method. Based on the log Pexp readouts, the ability to permeate across the brain-blood barrier was predicted. For the content determination of UBP-2 the RP-HPLC (reversed-phase HPLC), the method of an internal standard and UV/VIS spectrophotometry at the wavelength of 260 nm (aqueous medium) and at 258 nm (methanolic medium) was applied.
authors.affiliation: Katedra farmaceutickej chémie, Farmaceutická fakulta, Univerzity Komenského, Odbojárov 10, 832 32 Bratislava, Slovenska republika. malik@fpharm.uniba.sk
authors.forename: Ivan
authors.initials: I
authors.lastname: Malík
authors.forename: Lenka
authors.initials: L
authors.lastname: Mitterová
authors.forename: Fils
authors.initials: F
authors.lastname: Andriamainty
authors.forename: Petr
authors.initials: P
authors.lastname: Mokrý
authors.forename: Milos
authors.initials: M
authors.lastname: Lukác
authors.forename: Jozef
authors.initials: J
authors.lastname: Csöllei
authors.forename: Jana
authors.initials: J
authors.lastname: Galisinová
authors.forename: Janka
authors.initials: J
authors.lastname: Karlovská
mesh_terms: D058671:Adrenergic beta-1 Receptor Antagonists / Q000737:chemistry*; D005650:Fumarates / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D013057:Spectrum Analysis
chemical_list: D058671:Adrenergic beta-1 Receptor Antagonists; D005650:Fumarates; D000644:Quaternary Ammonium Compounds; C572465:mono((3-(4-(2-ethoxyethoxy)benzoyloxy)-2-hydroxypropyl)-tert-butylammonium)fumarate