Beta 1-selective adrenoceptor antagonists: examples of the 2-[4-[3-(substituted-amino)-2-hydroxypropoxy]phenyl]imidazole class.

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Baldwin JJ, Denny GH, Hirschmann R, Freedman MB, Ponticello GS, Gross DM, Sweet CS

Beta 1-selective adrenoceptor antagonists: examples of the 2-[4-[3-(substituted-amino)-2-hydroxypropoxy]phenyl]imidazole class.

J Med Chem. 1983 Jul;26(7):950-7.

PubMed ID

6134834 [ View in PubMed

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Abstract

A series of 2-[4-[3-(substituted-amino)-2-hydroxypropoxy]phenyl]imidazoles is described. The compounds were investigated in vitro for beta-adrenoceptor antagonism, and several examples were found to be selective for the beta 1-adrenoceptor. The structure--activity relationship exhibited by this series of compounds is discussed. (S)-2-[p-[3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-2-hydroxypropoxy]phenyl]-4-(2 -thienyl)imidazole [(S)-13] was over 100 times more selective than atenolol for the beta 1-adrenergic receptor and has been selected for in-depth studies.

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Atenolol	Beta-1 adrenergic receptor	Kd (nM)	23.99	N/A	N/A	Details
Betaxolol	Beta-1 adrenergic receptor	Kd (nM)	1.74	N/A	N/A	Details
Metoprolol	Beta-1 adrenergic receptor	Kd (nM)	14.79	N/A	N/A	Details
Practolol	Beta-1 adrenergic receptor	Kd (nM)	104.71	N/A	N/A	Details
Propranolol	Beta-1 adrenergic receptor	Kd (nM)	1.74	N/A	N/A	Details
Timolol	Beta-1 adrenergic receptor	Kd (nM)	0.363	N/A	N/A	Details