133342-59-3Relevant articles and documents
Synthesis and antimuscarinic activity of 2-[N-(ethyl)-(N-β- hydroxyethyl)]aminoethyl 2,2-diphenylpropionate, a metabolite of aprophen
Brown,Leader,Phillips,Smejkal,Gordon,Chiang
, p. 563 - 564 (2007/10/02)
The preparation of 2-[N-(ethyl)-(N-β-hydroxyethyl)]aminoethyl 2,2- diphenylpropionate (1), a metabolite of aprophen [2-diethylaminoethyl 2,2- diphenylpropionate], is described. Hydrolysis of [2-(2- chloroethyl)ethylamino]ethyl acetate hydrochloride (2) in a basic solution, followed by acidic pH adjustment, gave the ethylcholineaziridinium ion (3) that upon treatment with 2,2-diphenylpropionic acid produced 1 in a 56% yield. Synthetic 1 was found to possess antimuscarinic activities, but was ~10-fold less potent than the parent compound aprophen.