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The absolute configuration of the enantiomers of 6-chloro-9-(4′-diethylamino-1′-methylbutyl)-amino-2-methoxyacridine (quinacrine)

✍ Scribed by J. Cymerman Craig; Bruce Labelle; Ulrich Ohnsorge

Publisher: John Wiley and Sons
Year: 1991
Tongue: English
Weight: 176 KB
Volume: 3
Category: Article
ISSN: 0899-0042
DOI: 10.1002/chir.530030510

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✦ Synopsis

Absolute configurations have been assigned to the enantiomers of the antimalarial drug quinacrine dihydrochloride. Condensation of ( -)-(R)-4-amino-l-diethylaminopentane (from L-glutamic acid) with 6,9-dichloro-2-methoxyacridine gave ( -)-(R)-6-chloro-9-(4'diethylamino-1'-methylbutyl) amino-2-methoxyacridine [(-)-(R)-quinacrine] while ( + )-(S)-quinacrine was obtained from the enantiomeric diamine.

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