Anthralin

Title: Anthralin
CAS Registry Number: 1143-38-0
CAS Name: 1,8-Dihydroxy-9(10H)-anthracenone
Additional Names: 1,8-dihydroxyanthrone; dithranol
Trademarks: Anthraforte (Stiefel); Anthranol (Stiefel); Anthrascalp (Stiefel); Antraderm (Protea); Cignolin (Bayer); Dithrocream (Dermal); Drithocreme (Dermik); Dritho-Scalp (Dermik); Micanol (Bioglan); Psoradrate (Procter & Gamble); Psoriderm (Istoria)
Molecular Formula: C14H10O3
Molecular Weight: 226.23
Percent Composition: C 74.33%, H 4.46%, O 21.22%
Literature References: Prepn: Y. Hirosé, Ber. 45, 2474 (1912); K. Zahn, H. Koch, ibid. 71B, 172 (1938). Revised structure: H. M. Avdovich, G. A. Neville, Can. J. Spectrosc. 25, 110 (1980); F. R. Ahmed, Acta Crystallogr. B36, 3184 (1980). Historical review: R. E. Ashton et al., J. Am. Acad. Dermatol. 9, 173-192 (1983). Review of mechanism of action: L. Kemény et al., Skin Pharmacol. 3, 1-20 (1990); of clinical pharmacology and efficacy in psoriasis: G. Mahrle, Clin. Dermatol. 15, 723-737 (1997).
Properties: Lemon yellow leaflets or needles from ligroin, mp 176-181°. Practically insol in water. Sol in chloroform, acetone, benzene. Slightly sol in alcohol, ether, glacial acetic acid. Sol in dil NaOH with yellow color and green fluorescence, becoming orange-red on exposure to air.
Melting point: mp 176-181°
Therap-Cat: Antipsoriatic.
Keywords: Antipsoriatic.
Anthramycin Anthranol Anthraquinone Anthrarobin Anthrarufin

Dithranol
Dithranol structure.svg
Dithranol-3D-balls.png
Systematic (IUPAC) name
1,8-dihydroxy-9,10-dihydroanthracen-9-one
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
Pregnancy cat. B2 (AU)
Legal status P (UK)
Routes topical
Pharmacokinetic data
Bioavailability 0%, trace amounts metabolites
Protein binding 0%
Metabolism absorbed and oxidised within the skin
Half-life n/a
Excretion n/a
Identifiers
CAS number 1143-38-0 YesY
ATC code D05AC01
PubChem CID 2202
ChemSpider 2117 YesY
UNII U8CJK0JH5M YesY
KEGG D00233 YesY
ChEBI CHEBI:37510 YesY
ChEMBL CHEMBL46469 YesY
Chemical data
Formula C14H10O3 
Mol. mass 226.227 g/mol
 YesY (what is this?)  (verify)

Dithranol (INN) or Anthralin (USAN and former BAN) is a Hydroxyanthrone, anthracene derivative, medicine applied to the skin of people with psoriasis. It is available as creams, ointment or pastes in 0.1 to 2% strengths (Drithocreme, Dithrocream, Zithranol-RR, Micanol, Psorlin, Dritho-Scalp, Anthraforte, Anthranol and Anthrascalp). The terms dithranol and anthralin are sometimes used synonymously.