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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.

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

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

530351
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
1554271-18-9C₁₅H₁₃ClO₃S

Products

Catalogue NumberPackaging Qty/Pack
5.30351.0001 Glass bottle 10 mg
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
Catalogue Number GTIN
5.30351.0001 04055977260731

Documentation

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

Title

Safety Data Sheet (SDS) 

Nrf2 Activator IV, VSC2 - CAS 1554271-18-9 - Calbiochem Certificates of Analysis

TitleLot Number
530351

References

Reference overview
Lee, J.A., et al. 2015. Br. J. Pharmacol. 172, 1087.
Woo, S.Y., et al. 2014. J. Med. Chem. 57, 1473.
Data Sheet

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.