Dithranol

Structural formula
General
Non-proprietary name	Dithranol
other names	1,8-dihydroxy-10 H -anthracen-9-one; Anthralin; Batridol; Chrysodermol;
Molecular formula	C 14 H 10 O 3
Brief description	yellow, crystalline solid
External identifiers / databases
EC number	214-538-0
ECHA InfoCard	100.013.216
PubChem	2202
ChemSpider	2117
DrugBank	DB11157
Wikidata	Q419397
Drug information
ATC code	D05 AC01 ; D05 AC51 ;
Drug class	antiseptic
properties
Molar mass	226.23 g mol −1
Physical state	firmly
Melting point	178-181 ° C
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances Caution
H and P phrases	H: 315-319-335
	P: 261-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Dithranol , in the United States as anthralin , in Germany as cignolin called, is an important drug , used to treat the psoriasis ( psoriasis is) available. Chemically, it belongs to the group of hydroxyanthrones .

properties

In 1913 Eugen Galewsky first gave a reference to this active ingredient. His brother, Paul Galewsky , worked on it at Bayer AG and the fabric was patented in 1916. It was the first drug specially developed for the therapy of psoriasis and was initially applied in topical formulations in concentrations of 0.25 to 1% to psoriatic skin with dwell times of up to 24 hours. It is now also used in concentrations of up to 4% in so-called minute therapy. The most common side effects are severe irritation and reversible brown discoloration of the treated skin areas. In addition, it is available for the treatment of verrucae vulgares ; here, in addition to the keratolytic effect , the local irritation is also used in the sense of an inflammation induction. Dithranol can also be used in the treatment of alopecia areata .

Besides its use as a drug it is used in the MALDI - mass spectrometry used as matrix substance.

Trade names

Monopreparations

Micanol (D, A); CH: only as a substance

Combination preparations

Psoradexan (D), Psoralon (D)

Individual evidence

↑ Entry on dithranol. In: Römpp Online . Georg Thieme Verlag, accessed on December 25, 2014.
↑ ^a ^b ^c data sheet dithranol from Sigma-Aldrich , accessed on October 22, 2016 ( PDF ).
↑ dithranol (PSO) .
^ Jean-Claude Blais, Cédric-Olivier Turrin, Anne-Marie Caminade, Jean-Pierre Majoral: MALDI TOF mass spectrometry for the characterization of phosphorus-containing dendrimers. Scope and limitations. In: Analytical Chemistry 72, No. 20, 2000, pp. 5097-5105, doi: 10.1021 / ac0003854 .

[1] Entry on dithranol. In: Römpp Online . Georg Thieme Verlag, accessed on December 25, 2014.

[Sigma-2] ta sheet dithranol from Sigma-Aldrich , accessed on October 22, 2016 ( PDF ).

[3] thranol (PSO) .

[4] Jean-Claude Blais, Cédric-Olivier Turrin, Anne-Marie Caminade, Jean-Pierre Majoral: MALDI TOF mass spectrometry for the characterization of phosphorus-containing dendrimers. Scope and limitations. In: Analytical Chemistry 72, No. 20, 2000, pp. 5097-5105, doi: 10.1021 / ac0003854 .