[Synthesis and pharmacology of N-stereoisomers of quaternary tropane compounds]. / Synthese und Pharmakologie von N-stereoisomeren quartären Tropan-Verbindungen.

The synthesis of (8r)-8-(4-biphenylmethyl)-atropinium bromide (3) as N-isomeric form of xenytropium bromide, (8s)-8-(4-biphenylmethyl)-atropinium bromide (2), is reported. It was revealed, that the equatorial alkylation predominates in quaternization of tertiary tropane compounds. Furthermore, the preparation of other N-isomeric pairs of quaternary tropane derivatives in pure form is described. Xenytropium bromide is more active--16 times on the parasympathic endplate and 8 times on the ganglion--than its N-isomer.