Syntheses and biological evaluation of 5-(piperidin-1-yl)-3-phenyl-pentylsulfones as CCR5 antagonists

Bioorg Med Chem Lett. 2004 Jul 5;14(13):3589-93. doi: 10.1016/j.bmcl.2004.03.112.

Abstract

Cellular proliferation of HIV-1 requires the cooperative assistance of both the CCR5 and CD4 receptors. Our medicinal chemistry efforts in this area have resulted in the identification of N-alkyl piperidine sulfones as CCR5 antagonists. These compounds display potent binding and show antiviral properties in HIV-1 spread cell-based assays.

MeSH terms

  • Anti-HIV Agents / chemical synthesis*
  • Anti-HIV Agents / pharmacology
  • Binding Sites
  • CCR5 Receptor Antagonists*
  • CD4 Antigens / metabolism
  • Cell Line
  • Drug Design
  • Humans
  • Inhibitory Concentration 50
  • Piperidines / chemistry
  • Receptors, CCR5 / metabolism
  • Stereoisomerism
  • Structure-Activity Relationship
  • Sulfones / chemical synthesis*
  • Sulfones / pharmacology

Substances

  • Anti-HIV Agents
  • CCR5 Receptor Antagonists
  • CD4 Antigens
  • Piperidines
  • Receptors, CCR5
  • Sulfones
  • piperidine