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Merck
CN

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
Beilstein:
2054360
EC Number:
214-538-0
MDL number:
MFCD00053409
UNSPSC Code:
12352201
PubChem Substance ID:
24893712
NACRES:
NA.25

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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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.

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.

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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
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
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
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
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