The synthesis is described of a seris of derivaties of 1-(aryloxy)-3-(arylthioalkylamiho)propan-2-ols and 1-(alkylthioamino)- and 1-(aralkylamino)-3-(aryloxy)propan-2-ols. These compounds were investigated for their beta-adrenoreceptor blocking properties and their selectivity of action for the cardiac beta1 receptor. The structure-activity relationships are discussed with particular reference to the effects of the sulfur, sulfoxide, and sulfone groups on beta-adrenoreceptor blocking potency and selectivity.
It has been reported that a -silyl substituent enhances the solvolytic reactivity of secondary alkyl sulfonate esters by factors of 10-102.1 The carbocation involved is stabilized by interaction with the back lobe of the silicon-carbon bond in either a "W" or an "endo-Sickle" conformation.2
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