Amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines as CXCR4 antagonists with potent activity against HIV-1

Bioorg Med Chem Lett. 2009 Sep 1;19(17):5048-52. doi: 10.1016/j.bmcl.2009.07.037. Epub 2009 Jul 10.

Abstract

Several novel amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines were synthesized which had potent activity against HIV-1. The synthetic approaches adopted allowed for variation of the substitution pattern and resulting changes in antiviral activity are highlighted. This led to the identification of compounds with low and sub-nanomolar anti-HIV-1 activity.

MeSH terms

  • Acquired Immunodeficiency Syndrome / drug therapy
  • Amines / chemical synthesis
  • Amines / chemistry*
  • Amines / pharmacology
  • Anti-HIV Agents / chemical synthesis
  • Anti-HIV Agents / chemistry*
  • Anti-HIV Agents / pharmacology
  • Benzimidazoles / chemical synthesis
  • Benzimidazoles / chemistry*
  • Benzimidazoles / pharmacology
  • Cell Line, Tumor
  • HIV-1 / drug effects*
  • Heterocyclic Compounds, 1-Ring / chemistry
  • Humans
  • Receptors, CXCR4 / antagonists & inhibitors*
  • Receptors, CXCR4 / metabolism

Substances

  • Amines
  • Anti-HIV Agents
  • Benzimidazoles
  • Heterocyclic Compounds, 1-Ring
  • Receptors, CXCR4
  • mavorixafor