Journal of Chemical Crystallography

, Volume 37, Issue 11, pp 771–777 | Cite as

X-ray Crystallographic Structures of Neuroprotective Pyrimidine Derivatives: (I) the Mesylate Salt of BW1003C87 and (II) Sipatrigine Base

Original Paper


Drugs based on 5-phenyl-2,4 diamino pyrimidine and 6-phenyl-1,2,4 triazine derivatives are well known for their effects on the central nervous system. The study presented here provides detailed crystal structures of two pyrimidine derivatives which have neuroprotective properties in models of both grey and white matter ischemia. Recently published studies suggest that the compounds lamotrigine (a triazine derivative), and the two pyrimidines BW1003C87 (I) and sipatrigine (II) mediate their primary in vivo mode of action by inhibiting voltage-gated Na+ channels. The X-ray crystal structures will contribute valuable data for applications involving binding and modelling studies of the biological actions of these drugs.

Graphical Abstract

X-ray crystallographic structures of neuroprotective pyrimidine derivatives: (I) the mesylate salt of BW1003C87 and (II) sipatrigine base

Rex A. Palmer*, Brian S. Potter, Michael J. Leach and Babur Z. Chowdhry

Surface representations, [20] are a useful tool with respect to considerations employed for the purposes of drug design. Shown here are the neuroprotective drug molecules (a) BW1003C87 and (b) Sipatrigine Base (BW619C89) derived from their solid state structures reported in this paper. The molecules are viewed edge on to ring B with the two adjacent Cl atoms uppermost on the left.


Central nervous system drugs Pyrimidines Lamotrigines Voltage-gated Na+ channel inhibitors Crystal structures and drug design 



We thank Dr P. Barraclough (University of Greenwich) for the synthesis and provision of samples of BW1003C87 and sipatrigine.


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Copyright information

© Springer Science+Business Media, LLC 2007

Authors and Affiliations

  1. 1.School of Crystallography, Birkbeck CollegeUniversity of LondonLondonUK
  2. 2.School of ScienceUniversity of Greenwich (Medway Campus)KentUK

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