N-4-methansulfonamidobenzyl-N'-2-substituted-4-tert-butyl-benzyl thioureas as potent vanilloid receptor antagonistic ligands

Bioorg Med Chem Lett. 2004 Apr 5;14(7):1693-6. doi: 10.1016/j.bmcl.2004.01.041.

Abstract

A series of N-4-methansulfonamidobenzyl-N'-2-substituted-4-tert-butylbenzyl thioureas were prepared for the study of their agonistic/antagonistic activities to the vanilloid receptor in rat DRG neurons. Their structure-activity relationship reveals that there is a space for another hydrophobic binding interaction around 2-position in 4-tert-butylbenzyl region. Among the prepared derivatives, 6n show the highest antagonistic activity against the vanilloid receptor (IC(50)=15 nM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cells, Cultured
  • Ganglia, Spinal / drug effects
  • Ganglia, Spinal / metabolism
  • Ligands
  • Rats
  • Receptors, Drug / antagonists & inhibitors*
  • Receptors, Drug / metabolism
  • Sulfonamides / chemistry*
  • Sulfonamides / metabolism
  • Thiourea / chemistry*
  • Thiourea / metabolism

Substances

  • Ligands
  • Receptors, Drug
  • Sulfonamides
  • Thiourea