alpha-Adrenergic activities of some substituted 2-(aminomethyl)imidazolines

J Med Chem. 1983 Dec;26(12):1769-72. doi: 10.1021/jm00366a022.


A series of 2-(aminomethyl)imidazolines related to the alpha-adrenergic antagonist phentolamine was prepared and evaluated for alpha-adrenergic agonist and antagonist activities in the isolated, field-stimulated rat vas deferens. Affinities for alpha-adrenergic receptors were determined by displacement of [3H]clonidine and [3H]prazosin from membrane binding sites of calf cerebral cortex. This series provided a variety of alpha-adrenergic profiles, with some of the (aminomethyl)imidazolines being nonselective alpha 1- and alpha 2-adrenergic antagonists like phentolamine, while others were either nonselective alpha 1- and alpha 2-agonists or mixed alpha 1-agonists/alpha 2-antagonists.

MeSH terms

  • Adrenergic alpha-Agonists / chemical synthesis*
  • Adrenergic alpha-Agonists / pharmacology
  • Adrenergic alpha-Antagonists / chemical synthesis*
  • Adrenergic alpha-Antagonists / pharmacology
  • Animals
  • Binding, Competitive
  • Clonidine / metabolism
  • Imidazoles / chemical synthesis*
  • Imidazoles / pharmacology
  • Male
  • Phentolamine / analogs & derivatives*
  • Phentolamine / pharmacology
  • Prazosin / metabolism
  • Rats
  • Vas Deferens / drug effects


  • Adrenergic alpha-Agonists
  • Adrenergic alpha-Antagonists
  • Imidazoles
  • Clonidine
  • Prazosin
  • Phentolamine