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