Synthesis and ocular antihypertensive activity of new imidazolidine derivatives containing a beta-blocking side chain

J Med Chem. 1991 Nov;34(11):3197-204. doi: 10.1021/jm00115a008.


The syntheses of new phenylimidazolidine derivatives (3-6)1 containing a propanolamine oxime or an oxypropanolamine moiety attached either to the aromatic or to the imidazolidine ring are described. These compounds were evaluated for potential ocular antihypertensive activity in alpha-chymotrypsin-induced ocular hypertension in rabbits. These compounds represent a unique series of effective ocular antihypertensive agents that despite possessing structural characteristics of beta-blockers and of imidazolidine derivatives, exhibit weak alpha- and beta-adrenergic agonist and antagonist activities. These findings may be of significant therapeutic importance in the medical management of glaucoma.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antihypertensive Agents / chemical synthesis*
  • Antihypertensive Agents / therapeutic use
  • Glaucoma / chemically induced
  • Glaucoma / drug therapy
  • Guinea Pigs
  • Hypertension / drug therapy
  • Imidazoles / chemical synthesis*
  • Imidazoles / therapeutic use
  • Male
  • Muscle, Smooth / drug effects
  • Muscle, Smooth, Vascular / drug effects
  • Rabbits
  • Rats
  • Receptors, Adrenergic / drug effects
  • Structure-Activity Relationship


  • Antihypertensive Agents
  • Imidazoles
  • Receptors, Adrenergic