The discovery of novel cyclohexylamide CCR2 antagonists

Bioorg Med Chem Lett. 2011 Dec 15;21(24):7496-501. doi: 10.1016/j.bmcl.2011.09.113. Epub 2011 Oct 8.

Abstract

As a result of further SAR studies on a piperidinyl piperidine scaffold, we report the discovery of compound 44, a potent, orally bioavailable CCR2 antagonist. While having some in vitro hERG activity, this molecule was clean in an in vivo model of QT prolongation. In addition, it showed excellent efficacy when dosed orally in a transgenic murine model of acute inflammation.

MeSH terms

  • Acute Disease
  • Administration, Oral
  • Amides / chemistry*
  • Amides / pharmacology
  • Amides / therapeutic use
  • Animals
  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / pharmacokinetics
  • Anti-Inflammatory Agents / pharmacology
  • Anti-Inflammatory Agents / therapeutic use
  • Drug Evaluation, Preclinical
  • Humans
  • Inflammation / drug therapy
  • Mice
  • Mice, Transgenic
  • Rats
  • Receptors, CCR2 / antagonists & inhibitors*
  • Receptors, CCR2 / metabolism
  • Structure-Activity Relationship

Substances

  • Amides
  • Anti-Inflammatory Agents
  • Receptors, CCR2