Synthesis and activity of N-cyanoguanidine-piperazine P2X7 antagonists

Bioorg Med Chem Lett. 2008 Jul 15;18(14):3848-51. doi: 10.1016/j.bmcl.2008.06.055. Epub 2008 Jun 20.

Abstract

A novel series of cyanoguanidine-piperazine P2X(7) antagonists were identified and structure-activity relationship (SAR) studies described. Compounds were assayed for activity at human and rat P2X(7) receptors in addition to their ability to inhibit IL-1 beta release from stimulated human whole blood cultures. Compound 27 possesses potent activity (0.12 microM) in this latter assay and demonstrates moderate clearance in-vivo.

MeSH terms

  • Animals
  • Chemistry, Pharmaceutical / methods
  • Drug Design
  • Guanidines / chemistry*
  • Humans
  • Inhibitory Concentration 50
  • Interleukin-1beta / antagonists & inhibitors
  • Models, Chemical
  • Molecular Structure
  • Piperazine
  • Piperazines / chemistry*
  • Purinergic P2 Receptor Antagonists*
  • Rats
  • Receptors, Purinergic P2 / chemistry
  • Receptors, Purinergic P2X7
  • Structure-Activity Relationship

Substances

  • Guanidines
  • Interleukin-1beta
  • P2RX7 protein, human
  • P2rx7 protein, rat
  • Piperazines
  • Purinergic P2 Receptor Antagonists
  • Receptors, Purinergic P2
  • Receptors, Purinergic P2X7
  • Piperazine
  • dicyandiamido