Development of CXCR3 antagonists. Part 4: discovery of 2-amino-(4-tropinyl)quinolines

Bioorg Med Chem Lett. 2008 Jan 15;18(2):629-33. doi: 10.1016/j.bmcl.2007.11.075. Epub 2007 Nov 28.

Abstract

The synthesis and biological evaluation of a novel series of 2-aminoquinoline substituted piperidines and tropanes incorporating a homotropene moiety is herein described. The series exhibits potent antagonism of the CXCR3 receptor and superior physicochemical properties. Compound 24d was found to be orally bioavailable, and PK/PD studies suggested it as a suitable tool for studying the role of CXCR3 in models of disease.

MeSH terms

  • Animals
  • Area Under Curve
  • Biological Availability
  • Mice
  • Mice, Inbred BALB C
  • Quinolines / chemistry
  • Quinolines / pharmacokinetics
  • Quinolines / pharmacology*
  • Receptors, CXCR3 / antagonists & inhibitors*

Substances

  • Cxcr3 protein, mouse
  • Quinolines
  • Receptors, CXCR3