1-Amido-1-phenyl-3-piperidinylbutanes - CCR5 antagonists for the treatment of HIV. Part 1

Bioorg Med Chem Lett. 2009 Feb 15;19(4):1075-9. doi: 10.1016/j.bmcl.2009.01.009. Epub 2009 Jan 10.

Abstract

The development of a new class of CCR5 antagonist replacing the tropane core of maraviroc by piperidine with a branched N-substituent is described. Compound 15h shows good whole cell antiviral activity together with microsomal stability and only weak activity at the hERG ion channel.

MeSH terms

  • Acquired Immunodeficiency Syndrome / drug therapy
  • Anti-HIV Agents / chemical synthesis*
  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / pharmacology*
  • Butanes / chemical synthesis*
  • Butanes / chemistry
  • Butanes / pharmacology*
  • CCR5 Receptor Antagonists*
  • Combinatorial Chemistry Techniques
  • Ether-A-Go-Go Potassium Channels / drug effects
  • HIV / drug effects
  • HIV Infections / drug therapy
  • Humans
  • Molecular Structure
  • Piperidines / pharmacology*
  • Structure-Activity Relationship
  • Tropanes / chemistry

Substances

  • Anti-HIV Agents
  • Butanes
  • CCR5 Receptor Antagonists
  • Ether-A-Go-Go Potassium Channels
  • KCNH1 protein, human
  • Piperidines
  • Tropanes