First synthesis of thiazepinoisoquinolines, a facile new synthetic route to diazepinoisoquinolines and assessment of their dopamine and σ receptor affinities

Heterocycles that bear the novel 5,6,14,14a‐tetrahydro‐8H‐benzo[6,7][1,4]thiazepino[3,4‐a]isoquinoline and the 5,6,14,14a‐tetrahydro‐8H‐13l2‐benzo[6,7][1,4]diazepino[3,4‐a]isoquinoline frameworks were synthesized in a facile manner. These tetrahydroprotoberberine (THPB)‐inspired scaffolds demonstrat...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2020-10, Vol.57 (10), p.3709-3713
Main Authors: Cordone, Pierpaolo, Namballa, Hari Krishna, Harding, Wayne Wesley
Format: Article
Language:English
Subjects:
Affinity
Congeners
Dopamine
Selectivity
Online Access:Get full text
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Summary:Heterocycles that bear the novel 5,6,14,14a‐tetrahydro‐8H‐benzo[6,7][1,4]thiazepino[3,4‐a]isoquinoline and the 5,6,14,14a‐tetrahydro‐8H‐13l2‐benzo[6,7][1,4]diazepino[3,4‐a]isoquinoline frameworks were synthesized in a facile manner. These tetrahydroprotoberberine (THPB)‐inspired scaffolds demonstrate selective affinity for the σ1R in contrast to the naturally occurring THPB congeners that show D1R and σ2R selectivity.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.4086