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Synthese kernhydroxylierter Metaboliten des Dimetacrins
Author(s) -
Molnar I.,
WagnerJauregg Th.
Publication year - 1969
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19690520207
Subject(s) - chemistry , alkoxy group , stereochemistry , medicinal chemistry , organic chemistry , alkyl
To prove the chemical structure of metabolites of the antidepressant drug (dimetacrin 2 ) (Istonil® 3 ), 2‐ and 3‐hydroxy‐9,9‐dimethyl‐10‐dimethylaminopropyl‐acridane and 2‐hydroxy‐monometacrin 4 were synthesized using substituted alkoxy diphenylamines (V) as intermediates. The methoxy compounds on treatment with strong acids cyclized either to the corresponding acridanes or to their O‐demethylated derivatives, VI (X OCH 3 or OH), depending on concentration and temperature.