New chiral and isomeric cyclopropyl ketoxime propanolamine derivatives with potent .beta.-adrenergic blocking properties

Abstract
The synthesis of R-(+) and S-(-) isomers of O-[3-(tert-butylamino)-2-hydroxypropyl] cyclopropyl methyl ketone oxime (falintolol [an antiglaucoma-drug]) is described. The syn and anti isomers of falintolol were obtained in 2 different ways from cyclopropyl methyl ketoxime or from falintolol. For comparison purposes, the enantiomers of the dicyclopropyl ketone oxime derivatives were also prepared. Structure-activity relationships are described. [B-Adrenergic activities were determined on the atria and trachea of guinea pigs.].