67226-29-3Relevant academic research and scientific papers
Cardioselectivity as a function of molecular structure in β-adrenoceptor blocking agents of the 1-(para-substituted aryloxy)-3-(isopropylamino) propan-2-ol type
Erez,Shtacher,Weinstock
, p. 982 - 983 (1978)
The relationship between molecular structure and cardioselectivity is described in the 1-(para-substituted aryloxy)-3-(isopropylamino)propan-2-ol type of β-adrenoceptor blocking agents. Cardioselectivity in the aforementioned series requires that the aromatic substitution in the position para to the amino alcohol side chain will have a minimal linear length of 5.0 A. Highest cardioselectivity is obtained when this para substituent is a rigid group coplanar with the aromatic ring. This may result from steric hindrance for binding at the β2-adrenoceptor subtype which does not occur in the β1 subtype. Evidence in favor of this suggestion was obtained by the finding that the trans isomer of 1-[4-(1-propenyl)-2-methoxyphenoxy]-3-(isopropylamino)propan-2-ol is cardioselective (β1/β2=25), whereas the cis isomer is β2 selective (β1/β2=0.1).
