Synthesis and preliminary pharmacological activity of aminoalkoxy isosteres of glycolate ester anticholinergics

Article abstract of DOI:10.1021/jm00220a005

A series of 2-(N-substituted amino)alkoxy-1,1-diphenylethanols was synthesized and evaluated for anticholinergic activity. The compounds differ structurally from the glycolate ester-type anticholinergic compounds by the bioisosteric substitution of a methylene group for the ester carbonyl moiety. The esters which result from this change have increased lipophilicity compared to their ester isosteres. Compounds in the series have significant anticholinergic activity when tested on isolated rat jejunum or for their ability to inhibit perphenazine-induced catatonia in rats. Structure-activity relationships of the compounds are discussed.