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Published on: August 16, 2018
1-Substituted beta-carboline-3-carboxylates with high affinities to the benzodiazepine recognition site
Franz Bracher1, Dirk Hildebrand, Hanns Häberlein
1Department Pharmazie-Zentrum für Pharmaforschung, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, 81377 Munich, Germany. Franz.Bracher@cup.uni-muenchen.de
Abstract:
Naturally occurring derivatives of beta-carboline-3-carboxylic acid bearing acetyl or vinyl groups at C-1 were prepared by Pd-catalyzed cross-coupling reactions of methyl 1-chloro-beta-carboline-3-carboxylate with appropriate organostannanes. Esters with chloro or acetyl groups at C-1 showed high affinity for the brain benzodiazepine recognition site. Thus, in contrast to 1-alkyl and 1-aryl analogs, these beta-carboline-3-carboxylates with electron-withdrawing substituents at C-1 show high affinities.
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