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An Attempt to Achieve Hydrated Imidazoline Ring Expansion (HIRE) of Diarene-Fused [1,4]Diazepinones Delivers Selective Dopamine D2 Receptor Ligands

An Attempt to Achieve Hydrated Imidazoline Ring Expansion (HIRE) of Diarene-Fused [1,4]Diazepinones Delivers Selective Dopamine D2 Receptor Ligands

Authors :
Mikhail Krasavin
Andrzej J. Bojarski
Beata Duszyńska
Alexander Sapegin
Sergey Grintsevich
Source :
Synthesis. 54:658-666
Publication Year :
2021
Publisher :
Georg Thieme Verlag KG, 2021.

Abstract

Attempts to extend the hydrated imidazoline ring expansion (HIRE) strategy to a series of diarene-fused [1,4]diazepinones (earlier applied successfully to bis-pyrido substrate nevirapine) did not result in ring expansion but, rather, led to 2-aminoethyl side chain expulsion. This seeming setback (setting the limitations to the HIRE methodology substrate scope) led to the discovery of selective dopamine D2 ligands with elements of structure–activity relationships.

Details

ISSN :
1437210X and 00397881
Volume :
54
Database :
OpenAIRE
Journal :
Synthesis
Accession number :
edsair.doi...........d51ac502f38d3d029aa2dd0abb5e3896
Full Text :
https://doi.org/10.1055/a-1649-5317