The TosMIC approach to 3-(oxazol-5-yl) indoles: application to the synthesis of indole-based IMPDH inhibitors

Bioorg Med Chem Lett. 2002 Nov 18;12(22):3305-8. doi: 10.1016/s0960-894x(02)00748-5.


A modified approach to the synthesis of 3-(oxazolyl-5-yl) indoles is reported. This method was applied to the synthesis of series of novel indole based inhibitors of inosine monophosphate dehydrogenase (IMPDH). The synthesis and the structure-activity relationships (SARs), derived from in vitro studies, for this new series of inhibitors is given.

MeSH terms

  • Binding Sites
  • Cyanides / chemistry
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / pharmacology
  • Humans
  • IMP Dehydrogenase / antagonists & inhibitors*
  • Indoles / chemical synthesis
  • Indoles / pharmacology*
  • Lymphocyte Activation / drug effects
  • Structure-Activity Relationship
  • T-Lymphocytes / drug effects
  • Tumor Cells, Cultured


  • Cyanides
  • Enzyme Inhibitors
  • Indoles
  • tosylmethyl isocyanide
  • IMP Dehydrogenase