Gmeiner P, Hübner H (2000)
Publication Type: Journal article
Publication year: 2000
Publisher: Wiley-VCH Verlag
Book Volume: 333
Pages Range: 287-292
DOI: 10.1002/1521-4184(20009)333:9<287::AID-ARDP287>3.0.CO;2-R
Starting from the readily available building blocks 7, 10, 11, and 15, the synthesis of the fused indoles 1, 2, 5, and 6, respectively, is reported. The syntheses involved Pictet-Spengler cyclizations, Michael addition reactions, lactamization, directed metallation, and reductive amination as the key reaction steps. Radioligand displacement studies comprising the dopamine receptor subtypes D 1, D(2long) D(2short), D3, and D4.4 were performed when the diazepinoindole 6 revealed D1 and D4 affinities (K(i) = 0. 11 μM and 1.7 μM, respectively) which are comparable to the partial D1 agonist SKF 38393 (3b). In contrast to the benzazepine 3b, the indole based test compounds turned out less selective over the D2 and D3 receptor subtype.
APA:
Gmeiner, P., & Hübner, H. (2000). Azepino- and Diazepinoindoles: Synthesis and Dopamine Receptor Binding Profiles. Archiv Der Pharmazie, 333, 287-292. https://doi.org/10.1002/1521-4184(20009)333:9<287::AID-ARDP287>3.0.CO;2-R
MLA:
Gmeiner, Peter, and Harald Hübner. "Azepino- and Diazepinoindoles: Synthesis and Dopamine Receptor Binding Profiles." Archiv Der Pharmazie 333 (2000): 287-292.
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