CCR5 receptor antagonists: discovery and SAR study of guanylhydrazone derivatives

Bioorg Med Chem Lett. 2007 Jan 1;17(1):231-4. doi: 10.1016/j.bmcl.2006.09.052. Epub 2006 Nov 1.

Abstract

High throughput screening (HTS) led to the identification of the guanylhydrazone of 2-(4-chlorobenzyloxy)-5-bromobenzaldehyde as a CCR5 receptor antagonist. Initial modifications of the guanylhydrazone series indicated that substitution of the benzyl group at the para-position was well tolerated. Substitution at the 5-position of the central phenyl ring was critical for potency. Replacement of the guanylhydrazone group led to the discovery of a novel series of CCR5 antagonists.

MeSH terms

  • Anti-HIV Agents / chemical synthesis
  • Anti-HIV Agents / chemistry*
  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry*
  • CCR5 Receptor Antagonists*
  • Cells, Cultured
  • Drug Evaluation, Preclinical
  • Humans
  • Inhibitory Concentration 50
  • Mitoguazone / analogs & derivatives*
  • Structure-Activity Relationship

Substances

  • Anti-HIV Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • CCR5 Receptor Antagonists
  • Mitoguazone