Enantiomeric resolution of albuterol sulfate by preferential crystallization

Albuterol is a β2-adrenoceptor agonist prescribed for the treatment of bronchial asthma; it exists as a racemate and its bronchodilator activity resides in the (R)-isomer or levalbuterol. The aim of this study was to determine a methodology that would separate the enantiomers of albuterol by prefere...

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Autores principales: Palacios, Sara María, Palacio, Marcela A.
Formato: Artículo
Lenguaje:Español
Publicado: 2007
Materias:
QD Química
Acceso en línea:http://pa.bibdigital.ucc.edu.ar/4026/1/A_Palacios_Palacio.pdf
Aporte de:
Producción Académica Universidad Católica de Córdoba (UCCor) de Universidad Católica de Córdoba
id I38-R144-4026
record_format dspace
spelling I38-R144-40262025-04-11T20:21:29Z http://pa.bibdigital.ucc.edu.ar/4026/ Enantiomeric resolution of albuterol sulfate by preferential crystallization Palacios, Sara María Palacio, Marcela A. QD Química Albuterol is a β2-adrenoceptor agonist prescribed for the treatment of bronchial asthma; it exists as a racemate and its bronchodilator activity resides in the (R)-isomer or levalbuterol. The aim of this study was to determine a methodology that would separate the enantiomers of albuterol by preferential crystallization after a conglomerate is identified within its derivatives. We found that albuterol sulfate behaves as a conglomerate showing the characteristic αx-value = 2 (mole fraction solubility ratio of racemate vs enantiomer), the V-shaped ternary phase diagram and the preferential crystallization by seeding with the pure enantiomer. On the basis of these characteristics, we separated the enantiomers by entrainment, and crystallizing out a saturated methanolic solution of albuterol sulfate at 15 °C. 2007-06-11 info:eu-repo/semantics/article info:eu-repo/semantics/closedAccess application/pdf spa http://pa.bibdigital.ucc.edu.ar/4026/1/A_Palacios_Palacio.pdf Palacios, Sara María and Palacio, Marcela A. (2007) Enantiomeric resolution of albuterol sulfate by preferential crystallization. Tetrahedron Asymmetry, 18 (10). pp. 1170-1175. ISSN 1362-511X info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tetasy.2007.05.010
institution Universidad Católica de Córdoba
institution_str I-38
repository_str R-144
collection Producción Académica Universidad Católica de Córdoba (UCCor)
language Español
orig_language_str_mv spa
topic QD Química
spellingShingle QD Química
Palacios, Sara María
Palacio, Marcela A.
Enantiomeric resolution of albuterol sulfate by preferential crystallization
topic_facet QD Química
description Albuterol is a β2-adrenoceptor agonist prescribed for the treatment of bronchial asthma; it exists as a racemate and its bronchodilator activity resides in the (R)-isomer or levalbuterol. The aim of this study was to determine a methodology that would separate the enantiomers of albuterol by preferential crystallization after a conglomerate is identified within its derivatives. We found that albuterol sulfate behaves as a conglomerate showing the characteristic αx-value = 2 (mole fraction solubility ratio of racemate vs enantiomer), the V-shaped ternary phase diagram and the preferential crystallization by seeding with the pure enantiomer. On the basis of these characteristics, we separated the enantiomers by entrainment, and crystallizing out a saturated methanolic solution of albuterol sulfate at 15 °C.
format Artículo
author Palacios, Sara María
Palacio, Marcela A.
author_facet Palacios, Sara María
Palacio, Marcela A.
author_sort Palacios, Sara María
title Enantiomeric resolution of albuterol sulfate by preferential crystallization
title_short Enantiomeric resolution of albuterol sulfate by preferential crystallization
title_full Enantiomeric resolution of albuterol sulfate by preferential crystallization
title_fullStr Enantiomeric resolution of albuterol sulfate by preferential crystallization
title_full_unstemmed Enantiomeric resolution of albuterol sulfate by preferential crystallization
title_sort enantiomeric resolution of albuterol sulfate by preferential crystallization
publishDate 2007
url http://pa.bibdigital.ucc.edu.ar/4026/1/A_Palacios_Palacio.pdf
work_keys_str_mv AT palaciossaramaria enantiomericresolutionofalbuterolsulfatebypreferentialcrystallization
AT palaciomarcelaa enantiomericresolutionofalbuterolsulfatebypreferentialcrystallization
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