Histamine H3 and H4 receptor affinity of branched 3-(1H-imidazol-4-yl)propyl N-alkylcarbamates

Bioorg Med Chem Lett. 2009 Dec 1;19(23):6682-5. doi: 10.1016/j.bmcl.2009.10.005. Epub 2009 Oct 6.

Abstract

A series of imidazole-containing (non-)chiral carbamates were tested at human histamine H(3) receptor (H(3)R). All compounds displayed K(i) values below 100 nM. A trend for a stereoselectivity at human H(3)R was observed for the chiral alpha-branched ligands. Selected compounds were also tested at human histamine H(4) receptor and showed moderate to weak affinities (118-1460 nM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbamates / chemical synthesis
  • Carbamates / chemistry
  • Carbamates / pharmacology*
  • Drug Design
  • Humans
  • Imidazoles / chemistry
  • Molecular Structure
  • Receptors, G-Protein-Coupled / drug effects*
  • Receptors, Histamine / drug effects*
  • Receptors, Histamine H3 / drug effects*
  • Receptors, Histamine H4
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Carbamates
  • HRH4 protein, human
  • Imidazoles
  • Receptors, G-Protein-Coupled
  • Receptors, Histamine
  • Receptors, Histamine H3
  • Receptors, Histamine H4
  • imidazole