Piperazine-based CCR5 antagonists as HIV-1 inhibitors. I: 2(S)-methyl piperazine as a key pharmacophore element

Bioorg Med Chem Lett. 2001 Aug 20;11(16):2143-6. doi: 10.1016/s0960-894x(01)00381-x.


Optimization of the piperidino-piperazines 1 and 2 provided early leads 3 and 4, which showed good activity in the CCR5-RANTES binding assay and in antiviral assays. A systematic study around these structures showed that the 2(S)-methyl piperazine is essential for CCR5 affinity, which is further enhanced by forming the 2,6-dimethyl benzamide of the piperidine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-HIV Agents / chemical synthesis
  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / pharmacology*
  • CCR5 Receptor Antagonists*
  • HIV-1 / drug effects*
  • Microbial Sensitivity Tests
  • Piperazines / chemistry
  • Piperazines / pharmacology*
  • Structure-Activity Relationship


  • 2-methyl piperazine
  • Anti-HIV Agents
  • CCR5 Receptor Antagonists
  • Piperazines