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Racemic species of sodium ibuprofen: Characterization and polymorphic relationships

โœ Scribed by Geoff G.Z. Zhang; Sophia Y.L. Paspal; Raj Suryanarayanan; David J.W. Grant

Publisher
John Wiley and Sons
Year
2003
Tongue
English
Weight
299 KB
Volume
92
Category
Article
ISSN
0022-3549

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โœฆ Synopsis

Racemic and homochiral sodium ibuprofen were characterized by thermal analysis and powder X-ray diffractometry. The melting point phase diagram was constructed and thermodynamic calculation was performed. In contrast to racemic ibuprofen, which is a racemic compound, racemic sodium ibuprofen forms both a racemic conglomerate (termed the gamma-form) as well as two polymorphic racemic compounds, alpha and beta, which are less stable monotropes. From the supercooled liquid, alpha and beta crystallized along with the original gamma-form. Forms alpha and beta are "enantiotropically related" with a transition temperature between 75 degrees and 113 degrees C, but can be considered to be metastable monotropes of the racemic conglomerate, the stable gamma-form.

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Ibuprofen is a chiral drug which is used clinically as a racemate. The pharmacological properties of ibuprofen reside almost exclusively with the S( +)-enantiomer. However, a portion of R( -)-ibuprofen is metabolically inverted to its pharmacologically active, mirror-image form. To investigate the i