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Merck

D2773

Dithranol

≥90% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C14H10O3
CAS Number:
1143-38-0
Molecular Weight:
226.23
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
24893712
EC Number:
214-538-0
Beilstein/REAXYS Number:
2054360
MDL number:
MFCD00053409

Product Name

Dithranol, ≥90% (HPLC)

InChI key

NUZWLKWWNNJHPT-UHFFFAOYSA-N

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

SMILES string

Oc1cccc2Cc3cccc(O)c3C(=O)c12

assay

≥90% (HPLC)

form

solid

mp

178-181 °C (lit.)

solubility

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

Quality Level

200

Gene Information

mouse ... Alox12(11684)

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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.

General description

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.

Other Notes

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBG2227V
BCBG2229V
BCBV0837
BCBN3098V
BCBM5804V

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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
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
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
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
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
View All Related Papers

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