Design, synthesis, and structure-activity relationships of acetylene-based histamine H3 receptor antagonists.

  title={Design, synthesis, and structure-activity relationships of acetylene-based histamine H3 receptor antagonists.},
  author={S. M. Ali and Clark E. Tedford and Rosilyn Gregory and Michael Handley and Stephen L. Yates and Walter W. Hirth and James G. Phillips},
  journal={Journal of medicinal chemistry},
  volume={42 5},
New, potent, and selective histamine H3 receptor antagonists have been synthesized by employing the use of (1) an appropriately positioned nonpolar acetylene spacer group, (2) either a two-carbon straight chain linker or a conformationally restricting trans-cyclopropane ring between the C-4 position of an imidazole headgroup and the acetylene spacer, and (3) a Topliss operational scheme for side-chain substitution for optimizing the hydrophobic domain. Compounds 9-18 are examples synthesized… 

Influence of imidazole replacement in different structural classes of histamine H(3)-receptor antagonists.

  • G. MeierJ. Apelt H. Stark
  • Chemistry
    European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences
  • 2001

Identification and pharmacological characterization of a series of new 1H-4-substituted-imidazoyl histamine H3 receptor ligands.

The present studies demonstrate the development of novel HA H3-selective ligands, and lend support for the use of such agents in the treatment of disorders associated with cognitive or attentional deficits.

Synthesis and three-dimensional quantitative structure-activity relationship analysis of H3 receptor antagonists containing a neutral heterocyclic polar group.

3D-QSAR models obtained showed that H(3) receptor affinity is modulated by the position and direction of the intermolecular interaction elicited by the polar group in the ligands.