Piperidine-containing histamine H3 receptor antagonists of the carbamate series: the influence of the additional ether functionality

Pharmazie. 2002 Dec;57(12):791-5.

Abstract

Recently novel leads for histamine H3 receptor antagonists of the non-imidazole type have been described. As a continuation of this research eleven new carbamate derivatives possessing an additional ether functionality were prepared. The compounds were evaluated in vitro for their antagonist activity on isolated organs of guinea-pig (GP) H3 as well as H2, H1, and M3 receptors, respectively. All compounds investigated possessed moderate antagonist affinities at guinea-pig histamine H3 receptors (pA2 6.11-6.76). An ether functionality introduced in different places of the lipophilic part of carbamates differently influenced activity and selectivity toward H3, M3, and other histamine receptors tested.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Carbamates / chemical synthesis*
  • Carbamates / pharmacology*
  • Electric Stimulation
  • Ethers / chemistry
  • Guinea Pigs
  • Histamine Antagonists / pharmacology*
  • Histamine H1 Antagonists / pharmacology
  • Histamine H2 Antagonists / pharmacology
  • Ileum / drug effects
  • In Vitro Techniques
  • Magnetic Resonance Spectroscopy
  • Muscle Contraction / drug effects
  • Muscle, Smooth / drug effects
  • Piperidines / chemical synthesis*
  • Piperidines / pharmacology*
  • Receptor, Muscarinic M3
  • Receptors, Histamine H3 / drug effects*
  • Receptors, Muscarinic / drug effects
  • Structure-Activity Relationship

Substances

  • Carbamates
  • Ethers
  • Histamine Antagonists
  • Histamine H1 Antagonists
  • Histamine H2 Antagonists
  • Piperidines
  • Receptor, Muscarinic M3
  • Receptors, Histamine H3
  • Receptors, Muscarinic