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530351 Nrf2 Activator IV, VSC2 - CAS 1554271-18-9 - Calbiochem

A cell-permeable, potent Nrf-2 activator that stimulates HO-1 expression in murine microglial BV-2 cultures. Induces overall Nrf2 cellular accumulation and nuclear translocation.

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Sinónimos: (E)-1-Chloro-2-(2-(2-methoxyphenylsulfonyl)vinyl)benzene, Nuclear Factor E2-related Factor 2 Activator IV, VSC2

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530351
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CAS #Empirical Formula
1554271-18-9C₁₅H₁₃ClO₃S

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      Description
      OverviewA cell-permeable vinylsulfone that acts as a more potent Nrf-2 activator than the chalcones (e.g. Cat. No. 492040) in stimulating HO-1 expression in murine microglial BV-2 cultures (3.82-fold of control in 24 h; 20 µM). Shown to induce overall Nrf2 cellular accumulation & nuclear translocation (1 to10 µM) in murine dopaminergic CATH.a cultures, presumably by freeing Nrf2 from its negative regulator keap1, with concomitant upregulation of Nrf2-regulated antioxidant enzymes expression, effectively protecting CATH.a against BH4 toxicity (effective conc. 0.1 to 1.0 µM against 200 µM BH4; 24 h) in vitro and preventing MPTP- (Cat. No. 506382) induced motor dysfunctions and neurodegeneration in a murine PD model in vivo (3X 10 mg drug/kg/d p.o.; 4X 20 mg MPTP/kg/2 h i.p.).
      Catalogue Number530351
      Brand Family Calbiochem®
      Synonyms(E)-1-Chloro-2-(2-(2-methoxyphenylsulfonyl)vinyl)benzene, Nuclear Factor E2-related Factor 2 Activator IV, VSC2
      References
      ReferencesLee, J.A., et al. 2015. Br. J. Pharmacol. 172, 1087.
      Woo, S.Y., et al. 2014. J. Med. Chem. 57, 1473.
      Product Information
      CAS number1554271-18-9
      FormOff-white solid
      Hill FormulaC₁₅H₁₃ClO₃S
      Chemical formulaC₁₅H₁₃ClO₃S
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Purity≥98% by HPLC
      Physicochemical Information
      Cell permeableY
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Standard Handling
      Storage +2°C to +8°C
      Protect from Light Protect from light
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Número de referencia GTIN
      5.30351.0001 04055977260731

      Documentation

      Nrf2 Activator IV, VSC2 - CAS 1554271-18-9 - Calbiochem Ficha datos de seguridad (MSDS)

      Título

      Ficha técnica de seguridad del material (MSDS) 

      Nrf2 Activator IV, VSC2 - CAS 1554271-18-9 - Calbiochem Certificados de análisis

      CargoNúmero de lote
      530351

      Referencias bibliográficas

      Visión general referencias
      Lee, J.A., et al. 2015. Br. J. Pharmacol. 172, 1087.
      Woo, S.Y., et al. 2014. J. Med. Chem. 57, 1473.
      Ficha técnica

      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.

      Revision27-March-2015 JSW
      Synonyms(E)-1-Chloro-2-(2-(2-methoxyphenylsulfonyl)vinyl)benzene, Nuclear Factor E2-related Factor 2 Activator IV, VSC2
      DescriptionA cell-permeable vinylsulfone compound that acts as a more potent Nrf-2 activator than the analogous α,β-unsaturated ketone-based chalcones (e.g. Cat. No. 492040) in stimulating HO-1 expression in murine microglial BV-2 cultures (382% of control protein level in 24 h; 20 µM). Drug treatment in murine dopaminergic (DAergic) CATH.a cultures likewise effectively induces Nrf2 nuclear translocation (Fold of control in 3 h/dose = 1.4/1 µM, 2.3/5 µM, 3.4/10 µM) and overall Nrf2 cellular accumulation (Fold of control in 24 h/dose = 1.5/0.5 µM, 2.0/1 µM, 2.8/2 µM, 4.3/5 µM), presumably by freeing Nrf2 from its negative regulator keap1, with concomitant upregulation of Nrf2-regulated antioxidant enzymes expression, including heme oxygenase-1/OH-1, NAD(P)H quinone oxidoreductase 1/NQO1, glutamate-cysteine ligase modifier & catalytic subunits, QCLM & GCLC. Shown to protect CATH.a against BH4 toxicity (effective conc. 0.1 to 1.0 µM against 200 µM BH4 for 24 h) in vitro and prevent MPTP- (Cat. No. 506382) induced motor deficits/dysfunctions (by vertical grid test 6 d post MPTP injection) and neurodegeneration (by TH staining 7 d post MPTP injection) in a murine PD model in vivo (3 X 10 mg drug/kg/d oral dosages; 4X 20 mg MPTP/kg/2 h i.p. dosages starting 24 h post the 1st drug dosage).
      FormOff-white solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number1554271-18-9
      Chemical formulaC₁₅H₁₃ClO₃S
      Structure formulaStructure formula
      Purity≥98% by HPLC
      SolubilityDMSO (100 mg/ml). Use only fresh DMSO for reconstitution.
      Storage Protect from light
      +2°C to +8°C
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Toxicity Standard Handling
      ReferencesLee, J.A., et al. 2015. Br. J. Pharmacol. 172, 1087.
      Woo, S.Y., et al. 2014. J. Med. Chem. 57, 1473.