Synthesis of Pyrrolidine Derivatives with Anticholinergic Properties. IV. Synthesis, Stereochemistry, and Pharmacological Activity of N, N-Diethyl- and N, N-(epimeric)-Ethylmethyl-2-methyl-3-diphenylmethylenepyrrolidinium Salts

Abstract

The ethobromide (IV) (Pyrodifenium bromide) and methiodide (VI) of N-ethyl-2-methyl-3-diphenylmethylenepyrrolidine (II) and the ethiodide (V) of N-methyl-2-methyl-3-diphenylmethylenepyrrolidine (I) were synthesized. Anti-acetylcholine action of IV, V, and VI was 0.5, 1.95, and 0.25 times, respectively, of that of atropine. A marked difference was found in the intensity of the action of the epimeric N, N-ethylmethyl compounds, V and VI.