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Oxidation of Antipsoriatic 10‐Acyldithranol Derivatives and Dithranol to 1,8‐Dihydroxyanthraquinone
Author(s) -
Taskinen Jyrki,
Haarala Jorma,
Wartiovaara Eeva,
Halmekoski Jaakko
Publication year - 1988
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19883210214
Subject(s) - dithranol , chemistry , decomposition , chemical decomposition , photochemistry , organic chemistry , dermatology , psoriasis , medicine
Decompositions of dithranol and butantrone (10‐butyryldithranol) were studied in buffer solutions. Half lives at pH 9.4, 7.4 and 6.5 were 0.6, 1.2 and 3.0 h for dithranol, and 1.3, 15 and 30 h for butantrone, respectively. 1,8‐Dihydroxyanthraquinone accounted for 50% of the decomposition products from dithranol and for 20% of those from butantrone at pH 9.4. Dithranol was not found as the decomposition product of butantrone. Based on kinetic considerations it is suggested that butantrone anion rather than dithranol anion is the intermediate of the main reaction in the oxidation of butantrone to 1,8‐dihydroxyanthraquinone.