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    Anthralin

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    Anthralin

    SKU
    D0308

    Category: API's & Intermediates

    Synonyms
    Dithranol , 1,8-Dihydroxyanthrone , Anthracene-1,8,9-triol , NSC 43970 , NSC 629313
    1143-38-0
    CAS-Number
    C14H10O3
    Molecular Formula
    226.23
    Molecular Weight

    • Product Data
    • Handling
    • Safety Information
    • Details

    Specifications

    Purity
    ≥98% (HPLC)
    Identity
    1H-NMR
    Appearance
    Faint yellow to yellow powder

    Properties

    Solvents
    acetone
    Handling Advice
    Protect from light and moisture.
    Use / Stability
    Stable for at least 2 years after receipt when stored at -20°C.
    Long Term Storage
    -20°C
    Short Term Storage
    +4°C
    Shipping
    AMBIENT
    Transportation
    Not dangerous goods
    Signal word
    Warning
    GHS Symbol
    GHS07
    Precautionary statements
    P261-P305 + P351 + P338
    Hazard statements
    H315-H319-H335
    Description
    Anthralin is a leukotriene biosynthesis inhibitor. It inhibits LTB4 omega-oxidation and disrupts mitochondria function. Anthralin is used in the treatment of psoriasis, as a fungicide, in the treatment of ringworm infections and in chronic dermatoses. It accumulates in mitochondria where it interferes with the supply of energy to the cell, probably by the oxidation of dithranol releasing free radicals. This impedes DNA replication and so slows the excessive cell division that occurs in psoriatic plaques. Numerous studies have demonstrated anti-proliferative and anti-inflammatory effects of anthralin on psoriatic and normal skin. It is also used as matrix substance for MALDI-MS (matrix-assisted laser desorption ionization MS).
    InChi
    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
    References
    (1) R.E. Ashton, et al.: J. Am. Acad. Dermatol. 9, 173 (1983) , (2) J.M. Schröder: J. Invest. Dermatol. 87, 624 (1986) , (3) C.E. Orfanos, et al.: Drugs 34, 459 (1987) (Review) , (4) L. Kemeny, et al.: Skin Pharmacol. 3, 1 (1990) , (5) K. Müller: Biochem. Pharmacol. 53, 1215 (1997) (Review) , (6) K. Pavithran: Indian J. Dermatol. Venereol. Leprol. 67, 104 (2001) , (7) C.H. Le, et al.: Anal. Chem. 84, 8391 (2012) , (8) C. Ronpirin & T. Tencomnao: Genet. Mol. Res. 11, 412 (2012) , (9) S.E. George, et al.: J. Pharm. Pharmacol. 65, 552 (2013)
    InChi Key
    NUZWLKWWNNJHPT-UHFFFAOYSA-N
    Smiles
    OC1=CC=CC2=C1C(=O)C1=C(O)C=CC=C1C2

    Anthralin is a leukotriene biosynthesis inhibitor. It inhibits LTB4 omega-oxidation and disrupts mitochondria function. Anthralin is used in the treatment of psoriasis, as a fungicide, in the treatment of ringworm infections and in chronic dermatoses. It accumulates in mitochondria where it interferes with the supply of energy to the cell, probably by the oxidation of dithranol releasing free radicals. This impedes DNA replication and so slows the excessive cell division that occurs in psoriatic plaques. Numerous studies have demonstrated anti-proliferative and anti-inflammatory effects of anthralin on psoriatic and normal skin. It is also used as matrix substance for MALDI-MS (matrix-assisted laser desorption ionization MS).

    SKU: D0308 Category: API's & Intermediates
    • Additional information

    Additional information

    Synonyms

    Dithranol, 1,8-Dihydroxyanthrone, Anthracene-1,8,9-triol, NSC 43970, NSC 629313

    Purity

    ≥98% (HPLC)

    Appearance

    Faint yellow to yellow powder

    CAS-Number

    1143-38-0

    Molecular Formula

    C14H10O3

    Molecular Weight

    226.23

    Identity

    1H-NMR

    Solvents

    acetone

    Smiles

    OC1=CC=CC2=C1C(=O)C1=C(O)C=CC=C1C2

    InChi Key

    NUZWLKWWNNJHPT-UHFFFAOYSA-N

    Shipping

    AMBIENT

    Short Term Storage

    +4°C

    Long Term Storage

    -20°C

    Handling Advice

    Protect from light and moisture.

    Use / Stability

    Stable for at least 2 years after receipt when stored at -20°C.

    Hazard statements

    H315-H319-H335

    Precautionary statements

    P261-P305 + P351 + P338

    GHS Symbol

    GHS07

    Signal word

    Warning

    Transportation

    Not dangerous goods

    References

    (1) R.E. Ashton, et al.: J. Am. Acad. Dermatol. 9, 173 (1983), (2) J.M. Schröder: J. Invest. Dermatol. 87, 624 (1986), (3) C.E. Orfanos, et al.: Drugs 34, 459 (1987) (Review), (4) L. Kemeny, et al.: Skin Pharmacol. 3, 1 (1990), (5) K. Müller: Biochem. Pharmacol. 53, 1215 (1997) (Review), (6) K. Pavithran: Indian J. Dermatol. Venereol. Leprol. 67, 104 (2001), (7) C.H. Le, et al.: Anal. Chem. 84, 8391 (2012), (8) C. Ronpirin & T. Tencomnao: Genet. Mol. Res. 11, 412 (2012), (9) S.E. George, et al.: J. Pharm. Pharmacol. 65, 552 (2013)

    InChi

    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

    Quantity

    1 g, 5 g, Bulk

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