title: [Synthesis and pharmacology of N-stereoisomers of quaternary tropane compounds].
abstract: 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.
authors.affiliation: Chemischen Institut der Tierärztlichen Universität, Budapest.
authors.forename: K
authors.initials: K
authors.lastname: Nádor
authors.forename: P
authors.initials: P
authors.lastname: Scheiber
authors.forename: E
authors.initials: E
authors.lastname: Kárpáti
authors.forename: K
authors.initials: K
authors.lastname: Gröber
mesh_terms: D001286:Atropine Derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D013237:Stereoisomerism; D014326:Tropanes / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D001286:Atropine Derivatives; D014326:Tropanes
vernacular_title: Synthese und Pharmakologie von N-stereoisomeren quartären Tropan-Verbindungen.