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D2773

Sigma-Aldrich

Dithranol

≥90% (HPLC)

Synonyme(s) :

1,8,9-Anthracenetriol, 1,8-Dihydroxy-9(10H)-anthracenone, 1,8-Dihydroxyanthrone, Anthralin

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About This Item

Formule empirique (notation de Hill):
C14H10O3
Numéro CAS:
1143-38-0
Poids moléculaire :
226.23
Numéro Beilstein :
2054360
Numéro CE :
214-538-0
Numéro MDL:
MFCD00053409
Code UNSPSC :
12352201
ID de substance PubChem :
24893712
Nomenclature NACRES :
NA.25

Niveau de qualité

200

Pureté

≥90% (HPLC)

Forme

solid

Pf

178-181 °C (lit.)

Solubilité

chloroform: 20 mg/mL, clear to very slightly hazy, yellow

Chaîne SMILES 

Oc1cccc2Cc3cccc(O)c3C(=O)c12

InChI

1S/C14H10O3/c15-10-5-1-3-8-7-9-4-2-6-11(16)13(9)14(17)12(8)10/h1-6,15-16H,7H2

Clé InChI

NUZWLKWWNNJHPT-UHFFFAOYSA-N

Informations sur le gène

mouse ... Alox12(11684)

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Catégories apparentées

Description générale

Dithranol (1, 8 - dihydroxy-9-anthrone) is also called as anthralin. It is a vital topical antipsoriatic drugs. Dithranol, an athracene derivative, is a free radical generating mitochondrial poison that induces apoptosis in keratinocytes.

Application

Dithranol, a potential anti-psoriasis medication, may be used to study its safety, efficacy, metabolism and pharmacological profile. Dithranol may be used to study is physicochemical properties, as a reference compound and to develop effective drug delivery vehicles. Dithranol may be used as a matrix for matrix assisted laser desorption/ionization imaging on a Fourier transform ion cyclotron resonance mass spectrometer.

Autres remarques

To gain a comprehensive understanding of our extensive range of Polysaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Wing Man Lau et al.
Pharmaceutics, 5(2), 232-245 (2013-12-05)
Psoriasis is a common, chronic and relapsing inflammatory skin disease. It affects approximately 2% of the western population and has no cure. Combination therapy for psoriasis often proves more efficacious and better tolerated than monotherapy with a single drug. Combination
Alison McGill et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 19(8), 1012-1014 (2005-04-02)
Anthralin is a potent topical drug, inducing clearance of psoriatic plaques. Anthralin disrupts mitochondrial function and structure, but its mechanism of action remains undefined. This study aimed to determine whether anthralin induced keratinocyte apoptosis as well as to investigate molecular
Brian L Watson et al.
Physical chemistry chemical physics : PCCP, 17(24), 15788-15796 (2015-05-29)
A new sensitizer motif for dye sensitized solar cells (DSSC) has been developed. A heteroaromatic moiety containing a pyrazine ring links two porphyrin chromophores to the metal oxide surface via two carboxylic acid attachment groups. A test DSSC sensitized with
C Salet et al.
Archives of dermatological research, 283(3), 186-190 (1991-01-01)
Isolated mitochondria were used to determine what causes anthralin inhibition of oxidative phosphorylation. In good agreement with other results, the rate of oxygen consumption was not modified by anthralin when mitochondria were first uncoupled with FCCP, suggesting that only the
G C Hsieh et al.
Toxicology and applied pharmacology, 107(1), 16-26 (1991-01-01)
Primary cultured rat epidermal keratinocytes were used as an experimental model to detect oxidant-mediated adverse effects of dithranol (anthralin), a widely used antipsoriasis drug with tumor-promoting and skin-irritating properties. Keratinocytes were isolated and prepared from the skin of neonatal rats
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