9-Amino Acridines Undergo Reversible Amine Exchange Reactions in Water: Implications on Their Mechanism of Action in Vivo

9-Amino Acridines Undergo Reversible Amine Exchange Reactions in Water: Implications on Their Mechanism of Action in Vivo

9-Amino substituted acridines undergo a reversible amine exchange reaction in water under near-physiological conditions via an unstable hemiaminal intermediate. This thermodynamically controlled reaction may have implications in understanding the mode of action of 9-aminoacridines in vivo and in the...

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Veröffentlicht in:Organic letters 2009-11, Vol.11 (21), p.4894-4897
Hauptverfasser: Paul, Alexis, Ladame, Sylvain
Format: Artikel
Sprache:eng
Schlagworte:
Amines - chemistry
Aminoacridines - chemical synthesis
Aminoacridines - chemistry
Drug Design
Models, Chemical
Molecular Structure
Water - chemistry
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Zusammenfassung:9-Amino substituted acridines undergo a reversible amine exchange reaction in water under near-physiological conditions via an unstable hemiaminal intermediate. This thermodynamically controlled reaction may have implications in understanding the mode of action of 9-aminoacridines in vivo and in the future design of drugs based on this scaffold.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol9019925