Chiral separation of 3-phenyl-3-(2-pyridyl)propylamines, and analogous guanidines and guanidine-N-carboxylic acid esters with high-performance liquid chromatography and capillary zone electrophoresis

Schuster, Andreas and Bernhardt, Günther and Eibler, Ernst and Buschauer, Armin and Hesselink, Willy (1998) Chiral separation of 3-phenyl-3-(2-pyridyl)propylamines, and analogous guanidines and guanidine-N-carboxylic acid esters with high-performance liquid chromatography and capillary zone electrophoresis. JOURNAL OF CHROMATOGRAPHY A, 793 (1). pp. 77-90. ISSN 0021-9673, 1873-3778

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Abstract

We present a high-performance liquid chromatography (HPLC) and a capillary zone electrophoresis (CZE) method for the chiral separation of 3-phenyl-3-(2-pyridyl)propylamines, -guanidines and -guanidine-N-carboxylic acid esters. The N-alkoxycarbonylguanidines were resolved into enantiomers on a Chiralpak AD column with resolutions greater than or equal to 2.0. The separation of chloro-substituted 3-phenyl-3-(2-pyridyl)propylamines was performed on a Cyclobond I column and a RP18 column, dynamically coated with beta-cyclodextrin (CD). The analytical resolution of all compounds was achieved by CZE using alpha-, beta- or gamma-CD as chiral selectors. After determination of the best suited CD, buffer pH, CD concentration and capillary temperature were optimized for each individual analyte, resulting in resolutions greater than or equal to 1.2. (C) 1998 Elsevier Science B.V.

Item Type: Article
Uncontrolled Keywords: THEORETICAL ASPECTS; CYCLODEXTRIN; DERIVATIVES; enantiomer separation; phenylpyridylpropylamines; arpromidine; guanidines; histamine agonists
Subjects: 500 Science > 540 Chemistry & allied sciences
600 Technology > 615 Pharmacy
Divisions: Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical/Medicinal Chemistry II (Prof. Buschauer)
Chemistry and Pharmacy > Institut für Organische Chemie
Depositing User: Dr. Gernot Deinzer
Date Deposited: 28 Feb 2023 10:52
Last Modified: 28 Feb 2023 10:52
URI: https://pred.uni-regensburg.de/id/eprint/50157

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