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

Dorota Łazewska; Małgorzata Wiecek; Xavier Ligneau; Tim Kottke; Lilia Weizel; Roland Seifert; Walter Schunack; Holger Stark; Katarzyna Kieć-Kononowicz

doi:10.1016/j.bmcl.2009.10.005

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.

Authors

Dorota Łazewska¹, Małgorzata Wiecek, Xavier Ligneau, Tim Kottke, Lilia Weizel, Roland Seifert, Walter Schunack, Holger Stark, Katarzyna Kieć-Kononowicz

Affiliation

¹ Department of Technology and Biotechnology of Drugs, Jagiellonian University Medical College, 30-688 Kraków, Poland.

PMID: 19846299
DOI: 10.1016/j.bmcl.2009.10.005

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