The synthesis of substituted bipiperidine amide compounds as CCR3 antagonists

Bioorg Med Chem Lett. 2005 Mar 1;15(5):1375-8. doi: 10.1016/j.bmcl.2005.01.016.

Abstract

Bipiperidine amide 1 has been identified as a CC chemokine receptor 3 (CCR3) antagonist. Optimization of its structure-activity relationship has resulted in the identification of cis (R,R)-4-[(3,4-dichlorophenyl)methyl]-3-hydroxymethyl-1'(6-quinolinylcarbonyl)-1,4'-bipiperidine 14n, which exhibits potent receptor affinity and inhibition of both calcium flux and eosinophil chemotaxis.

MeSH terms

  • Amides / chemical synthesis*
  • Amides / pharmacology*
  • Animals
  • Humans
  • Molecular Structure
  • Piperidines / chemical synthesis*
  • Piperidines / pharmacology*
  • Receptors, CCR3
  • Receptors, Chemokine / antagonists & inhibitors*
  • Structure-Activity Relationship

Substances

  • Amides
  • CCR3 protein, human
  • Piperidines
  • Receptors, CCR3
  • Receptors, Chemokine