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533718 NOD2 Signaling Inhibitor II, GSK717 - CAS 1595278-21-9 - Calbiochem

A cell-permeable diamide that selectively blocks MDP-stimulated cytokine release and downstream NF-κB and MAPK signaling pathways.

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

Synonyms: N-(2-(1-(2-(2,3-Dihydro-1H-inden-5-ylamino)-2-oxoethyl)-1H-benzo[d]imidazol-2-yl)ethyl)-N-methylbenzamide, Nucleotide-binding Oligomerization Domain 2 Signaling Inhibitor II, MDP/NOD2-Mediated Signaling Inhibitor, GSK 717

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533718
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      Description
      OverviewA cell-permeable benzimidazole diamide compound that acts as a potent, selective, reversible and muramyl dipeptide (MDP)-induced NOD2 (MDP/nucleotide-binding oligomerization domain 2)-mediated signaling inhibitor (IC50 = 400 nM for MDP-stimulated IL-8 secretion in HEK293/hNOD2 cells). Does not affect NOD1, TNFR1, or TLR-2-mediated responses. Also shown to diminish synergy between NOD2 and TLR2. Reduces MDP-stimulated IL-8, IL-6, IL-1β, and TNFα release in primary human monocytes (~5 µM), but does not affect Pam2CSK4-stimulated IL-8 release. Due to a lack of typical activation loop/hinge-binding motif it is unlikely to act as a kinase inhibitor. NOD1 Inhibitor, Nodinitib-1 (Cat. No. 488004) is also available.

      Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.
      Catalogue Number533718
      Brand Family Calbiochem®
      SynonymsN-(2-(1-(2-(2,3-Dihydro-1H-inden-5-ylamino)-2-oxoethyl)-1H-benzo[d]imidazol-2-yl)ethyl)-N-methylbenzamide, Nucleotide-binding Oligomerization Domain 2 Signaling Inhibitor II, MDP/NOD2-Mediated Signaling Inhibitor, GSK 717
      DescriptionNOD2 Signaling Inhibitor II, GSK717
      References
      ReferencesRickard, D.J., et al. 2013. PLoS ONE.D40 8, e69619.
      Product Information
      CAS number1595278-21-9
      FormWhite solid
      Hill FormulaC₂₈H₂₈N₄O₂
      Chemical formulaC₂₈H₂₈N₄O₂
      ReversibleY
      Quality LevelMQ100
      Applications
      Biological Information
      Primary TargetNOD2
      Primary Target IC<sub>50</sub>400 nM for MDP-stimulated IL-8 secretion in HEK293/hNOD2 cells
      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
      5.33718.0001 04055977286663

      Documentation

      NOD2 Signaling Inhibitor II, GSK717 - CAS 1595278-21-9 - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      NOD2 Signaling Inhibitor II, GSK717 - CAS 1595278-21-9 - Calbiochem Certificates of Analysis

      TitleLot Number
      533718

      References

      Reference overview
      Rickard, D.J., et al. 2013. PLoS ONE.D40 8, e69619.
      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.

      Revision23-September-2016 JSW
      SynonymsN-(2-(1-(2-(2,3-Dihydro-1H-inden-5-ylamino)-2-oxoethyl)-1H-benzo[d]imidazol-2-yl)ethyl)-N-methylbenzamide, Nucleotide-binding Oligomerization Domain 2 Signaling Inhibitor II, MDP/NOD2-Mediated Signaling Inhibitor, GSK 717
      DescriptionA cell-permeable benzimidazole diamide compound that selectively inhibits muramyl dipeptide/MDP-induced, nucleotide-binding oligomerization domain 2/NOD2-mediated cytokine production (% inhibiton/cytokine = 91%/IL-8, 89%/IL-6, 87%/IL-1β, 80%/TNFα 25 h post 5 µM drug addition & 24 h post 100 ng/mL MDP stimulation) in primary human monocyte cultures, but not but not TLR2/6 agonist Pam2CSK4- (100 pg/mL) stimulated IL-8 secretion even at concentrations as high as 16 µM. Based on selectivity studies using the less potent, non-N-methylated analog GSK669, GSK717 is not expected to act as a kinase inhibitor or display significant potency against MDP-independent NOD2 activation, TNFα receptor- and NOD1-mediated cytokine productions. A great complement to the NOD1 signaling-selective inhibitor Nodinitib-1 (Cat. No. Cat. No. 488004). The exact mechanism of inhibition is not yet determined.
      FormWhite solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number1595278-21-9
      Chemical formulaC₂₈H₂₈N₄O₂
      Purity≥98% by HPLC
      SolubilityDMSO (50 mg/ml)
      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
      ReferencesRickard, D.J., et al. 2013. PLoS ONE.D40 8, e69619.