Crystal polymorphism of pharmaceuticals: probing crystal nucleation at the molecular level

J Enzyme Inhib Med Chem. 2007 Oct;22(5):550-5. doi: 10.1080/14756360701425147.

Abstract

Paracetamol, sulfathiazole and L-glutamic acid are presented as examples of pharmaceutical crystal polymorphic systems. The effect of N-acylated sulfathiazole derivatives (3-6) on sulfathiazole crystallisation is discussed, and possible modes of action presented. Methods for the control of the crystal polymorphism of L-glutamic acid which utilise the principles of conformation mimicry and co-operative binding are presented. The preparation of a series of bis-amides of EDTA derived from sulfathiazole, 5-aminoisophthalic acid and 4-hydroxyaniline (i.e. compounds 9a-c) is presented, as is data on the effect of these compounds on the crystallisation of, respectively, sulfathiazole, L-glutamic acid and paracetamol.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetaminophen / chemistry*
  • Chemistry, Pharmaceutical*
  • Crystallization
  • Crystallography, X-Ray
  • Edetic Acid / analogs & derivatives
  • Edetic Acid / chemistry*
  • Glutamic Acid / chemistry*
  • Molecular Structure
  • Sulfathiazole
  • Sulfathiazoles / chemistry*

Substances

  • Sulfathiazoles
  • Acetaminophen
  • Glutamic Acid
  • Edetic Acid
  • Sulfathiazole