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287897 Dicoumarol - CAS 66-76-2 - Calbiochem

A cell-permeable quinone reductase inhibitor with anticoagulant properties.

Dicoumarol - CAS 66-76-2 - Calbiochem : FDS (Fiches de données de sécurité), certificats d’analyse (CoA) et de qualité (CoQ), dossiers, brochures et autres documents disponibles.

Synonymes: 3,3ʹ-Methylenebis(4-hydroxycoumarin), Bishydroxycoumarin, Dicumarol

Primary Target: Blocks brefeldin A-dependent mono-ADP-ribosylation in vitro
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287897
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Replacement Information

Tableau de caractéristiques principal

CAS #Empirical Formula
66-76-2C₁₉H₁₂O₆

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287897-500MG
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      Description
      OverviewA cell-permeable quinone reductase inhibitor with anticoagulant properties. Potentiates apoptosis by simultaneously blocking SAPK/JNK and NF-κB pathways. Does not affect phosphorylation of p38 or activation of AKT. Blocks brefeldin A-dependent mono-ADP-ribosylation in vitro and Golgi disassembly in living cells (IC50 = 180 µM and 150 µM, respectively).
      Catalogue Number287897
      Brand Family Calbiochem®
      Synonyms3,3ʹ-Methylenebis(4-hydroxycoumarin), Bishydroxycoumarin, Dicumarol
      References
      ReferencesSeanor, K.L., et al. 2003. Antioxid. Redox. Signal 5, 103.
      Krause, D., et al. 2001. J. Biol. Chem. 276, 19244.
      Pink, J.J., et al. 2000. J. Biol. Chem. 275, 5416.
      Cross, J.V., et al. 1999. J. Biol. Chem. 274, 31150.
      Morrow, C.S., et al. 1998. J. Biol. Chem. 273, 20114.
      Weigert, R., et al. 1997. J. Biol. Chem. 272, 14200.
      Product Information
      CAS number66-76-2
      ATP CompetitiveN
      FormWhite solid
      Hill FormulaC₁₉H₁₂O₆
      Chemical formulaC₁₉H₁₂O₆
      ReversibleN
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Primary TargetBlocks brefeldin A-dependent mono-ADP-ribosylation in vitro
      Primary Target IC<sub>50</sub>180 µM and 150 µM in blocking brefeldin A-dependent mono-ADP-ribosylation in vitro and Golgi disassembly in living cells, respectively
      Purity≥98% by titration
      Physicochemical Information
      Cell permeableY
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      RTECSGN7875000
      Safety Information
      R PhraseR: 22-48/25-51/53

      Harmful if swallowed.
      Toxic: danger of serious damage to health by prolonged exposure if swallowed.
      Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
      S PhraseS: 37-45-61

      Wear suitable gloves.
      In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
      Avoid release to the environment. Refer to special instructions/safety data sheet.
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Toxic & Carcinogenic / Teratogenic
      Hazardous Materials Attention: Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
      Storage +2°C to +8°C
      Protect from Light Protect from light
      Do not freeze Ok to freeze
      Special InstructionsUnstable in solution; reconstitute just prior to use.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Référence GTIN
      287897-500MG 04055977197907

      Documentation

      Dicoumarol - CAS 66-76-2 - Calbiochem FDS

      Titre

      Fiche de données de sécurité des matériaux (FDS) 

      Dicoumarol - CAS 66-76-2 - Calbiochem Certificats d'analyse

      TitreNuméro de lot
      287897

      Références bibliographiques

      Aperçu de la référence bibliographique
      Seanor, K.L., et al. 2003. Antioxid. Redox. Signal 5, 103.
      Krause, D., et al. 2001. J. Biol. Chem. 276, 19244.
      Pink, J.J., et al. 2000. J. Biol. Chem. 275, 5416.
      Cross, J.V., et al. 1999. J. Biol. Chem. 274, 31150.
      Morrow, C.S., et al. 1998. J. Biol. Chem. 273, 20114.
      Weigert, R., et al. 1997. J. Biol. Chem. 272, 14200.
      Fiche technique

      Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

      Revision04-January-2010 RFH
      Synonyms3,3ʹ-Methylenebis(4-hydroxycoumarin), Bishydroxycoumarin, Dicumarol
      DescriptionA cell-permeable quinone reductase inhibitor with anti-coagulant properties. Binds competitively with NADH or NADPH to inhibit NAD(P)H:quinone oxidoreductase (NQO1). Shown to inhibit IGF-I-, menadione-, and DMNQ-mediated activation of stress-activated protein kinase/c-jun NH2-terminal kinase (SAPK/JNK) and subsequent phosphorylation of c-Jun, as well as stress-induced activation (hypertonic sorbitol) of SAPK/JNK. Does not affect p38 phosphorylation or protein kinase B (AKT) activation. Also shown to induce apoptosis in MCF7 breast carcinoma cells. Inhibits glutathione-S transferase (GST) A1-1 enzyme (Kiu = 4.4 µM, Kic = 3.6 µM) in vitro and in MCF7/VPα cells (a multidrug resistant derivative of MCF7 transfected with GST A1-1). Blocks brefeldin A-dependent mono-ADP-ribosylation in vitro and Golgi disassembly in living cells (IC50 = 180 µM and 150 µM, respectively).
      FormWhite solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number66-76-2
      RTECSGN7875000
      Chemical formulaC₁₉H₁₂O₆
      Structure formulaStructure formula
      Purity≥98% by titration
      Solubility0.1 N NaOH (15 mg/ml) or Pyridine (50 mg/ml)
      Storage Protect from light
      +2°C to +8°C
      Do Not Freeze Ok to freeze
      Special InstructionsUnstable in solution; reconstitute just prior to use.
      Toxicity Toxic & Carcinogenic / Teratogenic
      Merck USA index14, 3090
      ReferencesSeanor, K.L., et al. 2003. Antioxid. Redox. Signal 5, 103.
      Krause, D., et al. 2001. J. Biol. Chem. 276, 19244.
      Pink, J.J., et al. 2000. J. Biol. Chem. 275, 5416.
      Cross, J.V., et al. 1999. J. Biol. Chem. 274, 31150.
      Morrow, C.S., et al. 1998. J. Biol. Chem. 273, 20114.
      Weigert, R., et al. 1997. J. Biol. Chem. 272, 14200.