Functionalization at position 3 of the phenyl ring of the potent mGluR5 noncompetitive antagonists MPEP

Bioorg Med Chem Lett. 2005 Feb 15;15(4):945-9. doi: 10.1016/j.bmcl.2004.12.047.

Abstract

We described the synthesis and biological evaluation of MPEP analogs functionalized at the position 3 of the phenyl ring. The results point out the limitation in the choice of a functional group at this position; the only substituents leading to retention of activity are NO(2) (IC(50)=13 nM) and CN (IC(50)=8 nM).

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Inhibitory Concentration 50
  • Mice
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry
  • Pyridines / pharmacology
  • Receptors, Kainic Acid / antagonists & inhibitors*
  • Structure-Activity Relationship

Substances

  • Gluk1 kainate receptor
  • Pyridines
  • Receptors, Kainic Acid
  • 6-methyl-2-(phenylethynyl)pyridine