Determination of lipophilicity of alpha-(4-phenylpiperazine) derivatives of N-benzylamides using chromatographic and computational methods
| Autor: | Marta Szwaczkiewicz, Barbara Malawska, Jakub Szlęk, Adam Bucki, Marek Bajda, Maciej Świerczek |
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| Rok vydání: | 2007 |
| Předmět: |
Clinical Biochemistry
Phenylpiperazine Biochemistry High-performance liquid chromatography Piperazines Analytical Chemistry chemistry.chemical_compound calculated partition coefficient Drug Discovery Benzyl Compounds lipophilicity Acetonitrile Molecular Biology Chromatography High Pressure Liquid Pharmacology Chromatography Molecular Structure N-benzylamides retention parameters RM0 General Medicine RP-TLC and HPLC derivatives of 4-phenylpiperazine Partition coefficient chemistry Lipophilicity Chromatography Thin Layer Experimental methods log k0 capacity factors Software |
| Zdroj: | Biomedical chromatography : BMC. 22(4) |
| ISSN: | 0269-3879 |
| Popis: | This paper describes the evaluation of lipophilicity of α-(4-phenylpiperazine) derivatives of N-benzylamides. We employed reversed-phase thin-layer chromatography (RP-TLC) and reversed-phase high performance liquid chromatography (RP-HPLC) as experimental methods, using mixtures of acetonitrile and water as the mobile phases with addition of 0.1%TFA in the HPLC experiments. Retention parameters (RM) and capacity factors (log k) determined by applying these methods were linearly dependent on the acetonitrile concentration and enabled us to estimate the relative lipophilicity factors: RM0 and log k0. These factors were compared with the calculated partition coefficients C log P obtained using several software packages. The results indicate that both experimental methods (RP-TLC and RP-HPLC) yielded similar results, and these methods enable determining the lipophilicity of α-(4-phenylpiperazine) derivatives of N-benzylamides. Significant correlations were found between log P values calculated by Pallas, ALOGPS and C log P Chem3D programs and the experimental data. Copyright © 2007 John Wiley & Sons, Ltd. |
| Databáze: | OpenAIRE |
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