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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).

      Artikelnummer: D0308 Kategorie: API's & Intermediates
      • Zusätzliche Information

      Zusätzliche 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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