Structure-activity relationships in 1,4-benzodioxan-related compounds. 2. Role of the amine function on alpha-adrenoreceptor blocking activity

Farmaco. 1990 Dec;45(12):1289-98.

Abstract

Several WB4101 (1)-related compounds were synthesized. Their alpha-adrenoreceptor blocking properties were evaluated in order to understand the kind of interaction occurring between the amine function of (1)-related compounds and the alpha-adrenoreceptor anionic site. The results suggest that a charge reinforced hydrogen bond rather than an ion pairing might play a most important role in receptor binding.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adrenergic alpha-Antagonists / chemical synthesis*
  • Adrenergic alpha-Antagonists / pharmacology
  • Animals
  • Clonidine / antagonists & inhibitors
  • Clonidine / pharmacology
  • Cocaine / pharmacology
  • Dioxanes / chemical synthesis*
  • Dioxanes / pharmacology
  • Electric Stimulation
  • In Vitro Techniques
  • Male
  • Muscle Contraction / drug effects
  • Muscle, Smooth / drug effects
  • Norepinephrine / antagonists & inhibitors
  • Propranolol / pharmacology
  • Rats
  • Structure-Activity Relationship
  • Vas Deferens / drug effects

Substances

  • Adrenergic alpha-Antagonists
  • Dioxanes
  • Propranolol
  • (2-(2',6'-dimethoxy)phenoxyethylamino)methylbenzo-1,4-dioxane
  • Cocaine
  • Clonidine
  • Norepinephrine