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[Stability of cignolin (dithranol) in ointments containing tar with and without the addition of salicylic acid. Oxidation to danthron and dithranol dimer].

Abstract
The stability of dithranol in white petrolatum was investigated over a period of 10 weeks in dithranol ointments containing liquor carbonis detergens (LCD) and/or coal tar, in the presence and absence of salicylic acid. Qualitative and semiquantitative analysis using high-pressure liquid chromatography (HPLC) showed that dithranol (0.1%, 0.5%, 1.0%) remained rather stable in white petrolatum for 10 weeks, regardless of the presence or absence of salicylic acid. The addition of 5% LCD or 5% crude coal tar resulted, however, in the rather rapid oxidation of dithranol into its products, danthron and dithranol dimer. The addition of 2% salicylic acid to these combined ointments did not stabilize the dithranol: rather, it reduced the amount of danthron but resulted in a considerable increase in the amount of dithranol dimer. The oxidation of dithranol into its products danthron and dithranol-dimer was almost complete in 0.1% ointments and ranged between 16.3% and 53.8% in 0.5% white petrolatum after 10 weeks. These findings may explain why the addition of tar minimizes dithranol-induced erythema, as reported in clinical studies. Such combinations may have an important influence on the antipsoriatic activity of dithranol and the appearance of brownish discoloration.
AuthorsR Müller, E Naumann, M Detmar, C E Orfanos
JournalDer Hautarzt; Zeitschrift fur Dermatologie, Venerologie, und verwandte Gebiete (Hautarzt) Vol. 38 Issue 2 Pg. 107-11 (Feb 1987) ISSN: 0017-8470 [Print] Germany
Vernacular TitleStabilität von Cignolin (Dithranol) in teerhaltigen Salben mit und ohne Salicylsäurezusatz. Oxidation in Danthron und Dithranoldimer.
PMID3570777 (Publication Type: English Abstract, Journal Article)
Chemical References
  • Anthraquinones
  • Ointments
  • Salicylates
  • Coal Tar
  • Anthralin
  • danthron
Topics
  • Anthralin (analysis)
  • Anthraquinones (analysis)
  • Chromatography, High Pressure Liquid
  • Coal Tar (analysis)
  • Drug Stability
  • Humans
  • Ointments
  • Oxidation-Reduction
  • Salicylates (analysis)
  • Structure-Activity Relationship

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