Enantiomeric resolution of albuterol sulfate by preferential crystallization

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

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Resumen

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.

Tipo de documento:	Artículo
DOI:	https://doi.org/10.1016/j.tetasy.2007.05.010
Palabras clave:	Bronchodilatation. Crystallization. Drug solubility. Enantiomer. Racemic mixture.
Temas:	Q Ciencia > QD Química
Unidad académica:	Universidad Católica de Córdoba > Facultad de Ciencias Químicas
Google Académico:	Ver citaciones
URI:	http://pa.bibdigital.ucc.edu.ar/id/eprint/4026

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