Racemic species of sodium ibuprofen: characterization and polymorphic relationships

J Pharm Sci. 2003 Jul;92(7):1356-66. doi: 10.1002/jps.10393.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ibuprofen / analysis*
  • Ibuprofen / chemistry*
  • Stereoisomerism

Substances

  • Ibuprofen