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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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CZK 5,940.00

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CZK 21,600.00

CZK 5,940.00

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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

Key Documents

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Quality Level

200

assay

≥90% (HPLC)

form

solid

mp

178-181 °C (lit.)

solubility

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

SMILES string

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

InChI key

NUZWLKWWNNJHPT-UHFFFAOYSA-N

Gene Information

mouse ... Alox12(11684)

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1 of 4

This Item
D2953000BP385PHR1677
Dithranol ≥90% (HPLC)

Sigma-Aldrich

D2773

Dithranol

Dithranol European Pharmacopoeia (EP) Reference Standard

D2953000

Dithranol

Dithranol British Pharmacopoeia (BP) Reference Standard

BP385

Dithranol

Anthralin (Dithranol) Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1677

Anthralin (Dithranol)

assay

≥90% (HPLC)

assay

-

assay

-

assay

-

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

300

solubility

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

solubility

-

solubility

-

solubility

-

form

solid

form

-

form

powder

form

-

mp

178-181 °C (lit.)

mp

178-181 °C (lit.)

mp

178-181 °C (lit.)

mp

178-181 °C (lit.)

Gene Information

mouse ... Alox12(11684)

Gene Information

-

Gene Information

-

Gene Information

-

General description

Dithranol (1, 8 - dihydroxy-9-anthrone) is also called as anthralin. It is a vital topical antipsoriatic drugs.[1] 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.[2] Dithranol may be used as a matrix for matrix assisted laser desorption/ionization imaging on a Fourier transform ion cyclotron resonance mass spectrometer.[3]

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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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
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
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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Global Trade Item Number

SKUGTIN
D2773-1G04061833562512
D2773-5G04061833562529

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