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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

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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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

Kaisar Raza et al.
Journal of microencapsulation, 28(3), 190-199 (2011-03-15)
The objective of this study was to develop and characterize a novel dithranol-containing phospholipid microemulsion systems for enhanced skin permeation and retention. Based on the solubility of dithranol, the selected oils were isopropyl myristate (IPM) and tocopherol acetate (TA), and
Iyad Hailat et al.
Rapid communications in mass spectrometry : RCM, 28(2), 149-158 (2013-12-18)
Free sterols are neutral molecules that are difficult to analyze by MALDI or ESI and their molecular ions easily fragment. In order to increase their ionization efficiency and selectivity, sterols were derivatized by different reagents. Selected sterols were converted into
C Ronpirin et al.
Genetics and molecular research : GMR, 11(1), 412-420 (2012-03-01)
Although the precise causes of psoriasis remain to be elucidated, psoriasis has been known as a disorder in which factors in the immune system, enzymes and other biochemical substances that regulate skin cell division are functionally imbalanced, thereby resulting in
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
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
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