Imidazole acetic acid TAFIa inhibitors: SAR studies centered around the basic P(1)(') group

Bioorg Med Chem Lett. 2004 May 3;14(9):2141-5. doi: 10.1016/j.bmcl.2004.02.033.


Structural modifications of the aminopyridine P(1)(') group of imidazole acetic acid based TAFIa inhibitors led to the discovery of the aminocyclopentyl analog 28, a 1 nM TAFIa inhibitor with CLT(50) functional activity of 14 nM but without selectivity against CPB. While not as active, aminobutyl derivative 27 provided an improved 6.7-fold selectivity for TAFIa versus CPB.

MeSH terms

  • Carboxypeptidase B2 / antagonists & inhibitors*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Imidazoles / chemistry
  • Imidazoles / pharmacology*
  • Models, Molecular
  • Structure-Activity Relationship


  • Enzyme Inhibitors
  • Imidazoles
  • imidazole
  • Carboxypeptidase B2