Synthesis of new (arylcarbonyloxy)aminopropanol derivatives and the determination of their physico-chemical properties
| Autor: | Josef Jampilek, Jan Tengler, Ondřej Stropnický, Michal Oravec, Iva Kapustikova, Petr Mokrý, Jozef Csöllei |
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| Jazyk: | angličtina |
| Rok vydání: | 2013 |
| Předmět: |
1h nmr spectroscopy
General Chemistry Acid dissociation constant Dissociation constant chemistry.chemical_compound beta-blockers Chemistry chemistry Computational chemistry ultrashort effect Materials Chemistry Organic chemistry Aminopropanols Flestolol Weak base Routine analysis acid dissociation constant aryloxyaminopropanol QD1-999 |
| Zdroj: | Open Chemistry, Vol 11, Iss 11, Pp 1757-1767 (2013) |
| ISSN: | 2391-5420 |
| Popis: | Eight hydrochlorides of 3-{2-[(2/4-fluorophenoxy)-ethylamino]}-2-hydroxypropyl-4-alkoxybenzoates and four hydrochlorides of 3-tert-butylamino-2-hydroxypropyl-4-butoxybenzoates were prepared as potential antagonists of the β1-adrenergic receptor (beta-blockers). A multistep synthesis of these compounds is described as well as their detailed analytical characterization. The pharmacokinetic properties of these weak base compounds are significantly influenced by their acid-base dissociation constant, pK a. The knowledge of this value is crucial for new drug development. This paper is aimed at developing a methodology that utilizes pH-dependent 1H NMR spectroscopy for its routine analysis. The selected predicted physico-chemical parameters of the new (arylcarbonyloxy)aminopropanols (i.e., aryloxyaminopropanol derivatives) were compared with the model drugs esmolol and flestolol. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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