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Merck

D2773

Sigma-Aldrich

Dithranol

≥90% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C14H10O3
Número de CAS:
Peso molecular:
226.23
Beilstein:
2054360
Número CE:
Número MDL:
Código UNSPSC:
12352201
ID de la sustancia en PubChem:
NACRES:
NA.25

Nivel de calidad

Ensayo

≥90% (HPLC)

Formulario

solid

mp

178-181 °C (lit.)

solubilidad

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

cadena 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

Clave InChI

NUZWLKWWNNJHPT-UHFFFAOYSA-N

Información sobre el gen

mouse ... Alox12(11684)

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Descripción general

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.

Aplicación

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.

Otras notas

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

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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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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