Thermodynamic study of the separation of racemic ibuprofen by chiral liquid chromatography

Thermodynamic study of the separation of racemic ibuprofen by chiral liquid chromatography

FERRARI, W. M.; CREMASCO, M. A.

Artigo:

ABSTRACT: The chiral drug (RS)-2-(4-(2-methylpropyl)phenyl) propanoic acid, known as ibuprofen, is an important non-steroidal anti-inflammatory drug, also notorious for its analgesic and antipyretic properties. This medicine is market in racemic form R-(-)-ibuprofen and S-(+)-ibuprofen, however, in some countries only the second enantiomer is applied. This paper refers to the study of the thermodynamic parameters relative for separation of the racemic mixture in analytical chiral chromatographic columns packed with cellulose tris (3,5-dimethylphenylcarbamate). In this analysis, the enthalpy (ΔH0), entropy (ΔS0), enthalpy difference (ΔΔH0), entropy difference (ΔΔS0), and isoenantioselective temperature (Tiso) was determined by van’t Hoff approach. KEYWORDS: ibuprofen, thermodynamic parameters, chiral separation, adsorption

ABSTRACT: The chiral drug (RS)-2-(4-(2-methylpropyl)phenyl) propanoic acid, known as ibuprofen, is an important non-steroidal anti-inflammatory drug, also notorious for its analgesic and antipyretic properties. This medicine is market in racemic form R-(-)-ibuprofen and S-(+)-ibuprofen, however, in some countries only the second enantiomer is applied. This paper refers to the study of the thermodynamic parameters relative for separation of the racemic mixture in analytical chiral chromatographic columns packed with cellulose tris (3,5-dimethylphenylcarbamate). In this analysis, the enthalpy (ΔH0), entropy (ΔS0), enthalpy difference (ΔΔH0), entropy difference (ΔΔS0), and isoenantioselective temperature (Tiso) was determined by van’t Hoff approach. KEYWORDS: ibuprofen, thermodynamic parameters, chiral separation, adsorption

Palavras-chave:

DOI: 10.5151/chemeng-cobeq2014-1476-19091-177605

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Como citar:

FERRARI, W. M.; CREMASCO, M. A.; "Thermodynamic study of the separation of racemic ibuprofen by chiral liquid chromatography", p-15714-15721. In: Anais do XX Congresso Brasileiro de Engenharia Química - COBEQ 2014 [= Blucher Chemical Engineering Proceedings, v.1, n.2]. São Paulo: Blucher, 2015.
ISSN 23591757, DOI 10.5151/chemeng-cobeq2014-1476-19091-177605