Synthesis and biological activities of 2-[(heteroaryl)methyl]imidazolines

Bioorg Med Chem. 2012 Jan 1;20(1):108-16. doi: 10.1016/j.bmc.2011.11.025. Epub 2011 Nov 25.

Abstract

A series of 2-[(heteroaryl)methyl]imidazolines was synthesized and tested for their activities at α(1)- and α(2)-adrenoceptors and imidazoline I(1) and I(2) receptors. The most active 2-[(indazol-1-yl)methyl]imidazolines showed high or moderate affinities for α(1)- and α(2)-adrenoceptors. However, their intrinsic activities at α(2A)-adrenoceptors proved to be negligible. A selected 7-chloro derivative behaved as a potent α(1)-adrenoceptor antagonist and exhibited peripherally mediated hypotensive effects in rats.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adrenergic alpha-Antagonists / chemical synthesis*
  • Adrenergic alpha-Antagonists / chemistry
  • Adrenergic alpha-Antagonists / pharmacology
  • Animals
  • Blood Pressure / drug effects
  • Heart Rate / drug effects
  • Humans
  • Imidazolines / chemical synthesis
  • Imidazolines / chemistry*
  • Imidazolines / pharmacology
  • Motor Activity / drug effects
  • Rats
  • Receptors, Adrenergic, alpha-1 / chemistry
  • Receptors, Adrenergic, alpha-1 / metabolism
  • Receptors, Adrenergic, alpha-2 / chemistry
  • Receptors, Adrenergic, alpha-2 / metabolism
  • Structure-Activity Relationship

Substances

  • Adrenergic alpha-Antagonists
  • Imidazolines
  • Receptors, Adrenergic, alpha-1
  • Receptors, Adrenergic, alpha-2