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504297 RIP1 Inhibitor II, 7-Cl-O-Nec-1 - Calbiochem

RIP1 Inhibitor II, 7-Cl-O-Nec-1, CAS 852391-15-2, is a cell-permeable, highly selective RIP1 inhibitor. Blocks RIP1-dependent necroptosis (EC50 = 206 nM in Jurkat cells).

RIP1 Inhibitor II, 7-Cl-O-Nec-1 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: 7-Cl-O-MH-Trp, Nec-1s, Nec-1 stable, RIPK1 Inhibitor II, Receptor-Interacting Protein 1 Inhibitor II, Necrosis Inhibitor IV, 5-((7-Chloro-1H-indol-3-yl)methyl)-3-methyl-2,4-imidazolidinedione, 5-((7-Chloro-1H-indol-3-yl)methyl)-3-methylimidazolidine-2,4-dione, 7N-1

Primary Target: RIP1
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504297
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
852391-15-2C₁₃H₁₂ClN₃O₂

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      Description
      OverviewA cell-permeable 7-chloroindolylmethyl-hydantoin that exhibits highly RIP1-selective inhibitory activity among >400 human kinases and is superior to its structural analog Necrostatin-1 (Cat. No. 480065) in blocking RIP1-dependent necroptosis due to improved potency (EC50 = 206 nM vs. 494 nM with Nec-1 for protecting FADD-deficient Jurkat from 30 h 10 ng/mL TNF-α-induced death), selectivity, metabolic stability, as well as reduced in vitro and in vivo toxicity. Reported to be blood-brain barrier permeable in mice and be efficacious in reducing brain infarct size when applied via intracerebroventricular injections in a murine MCAO model in vivo (8 nmol/2 µL/mouse).
      Catalogue Number504297
      Brand Family Calbiochem®
      Synonyms7-Cl-O-MH-Trp, Nec-1s, Nec-1 stable, RIPK1 Inhibitor II, Receptor-Interacting Protein 1 Inhibitor II, Necrosis Inhibitor IV, 5-((7-Chloro-1H-indol-3-yl)methyl)-3-methyl-2,4-imidazolidinedione, 5-((7-Chloro-1H-indol-3-yl)methyl)-3-methylimidazolidine-2,4-dione, 7N-1
      References
      ReferencesOfengeim, D., et al. 2015. Cell Reports 10, In press.
      Muller, A.J., et al. 2005. Nat. Med. 11, 312.
      Degterev, A., et al. 2013. Nat. Chem. Biol. 9, 192.
      Degterev, A., et al. 2013. Cell Death Differ. 20, 366.
      Christofferson, D.E., et al. 2012. Cell Death Dis. 3, e320.
      Takahashi, N., et al. 2012. Cell Death Dis. 3, e437.
      Degterev, A., et al. 2008. Nat. Chem. Biol. 4, 313.
      Degterev, A., et al. 2005. Nat. Chem. Biol. 1, 112.
      Teng, X., et al. 2005. Bioorg. Med. Chem. Lett. 15, 5039.
      Product Information
      CAS number852391-15-2
      FormOff-white to pale yellow solid
      Hill FormulaC₁₃H₁₂ClN₃O₂
      Chemical formulaC₁₃H₁₂ClN₃O₂
      ReversibleY
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      ApplicationRIP1 Inhibitor II, 7-Cl-O-Nec-1, CAS 852391-15-2, is a cell-permeable, highly selective RIP1 inhibitor. Blocks RIP1-dependent necroptosis (EC50 = 206 nM in Jurkat cells).
      Biological Information
      Primary TargetRIP1
      Purity≥95% 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
      5.04297.0001 04055977263916

      Documentation

      RIP1 Inhibitor II, 7-Cl-O-Nec-1 - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      References

      Reference overview
      Ofengeim, D., et al. 2015. Cell Reports 10, In press.
      Muller, A.J., et al. 2005. Nat. Med. 11, 312.
      Degterev, A., et al. 2013. Nat. Chem. Biol. 9, 192.
      Degterev, A., et al. 2013. Cell Death Differ. 20, 366.
      Christofferson, D.E., et al. 2012. Cell Death Dis. 3, e320.
      Takahashi, N., et al. 2012. Cell Death Dis. 3, e437.
      Degterev, A., et al. 2008. Nat. Chem. Biol. 4, 313.
      Degterev, A., et al. 2005. Nat. Chem. Biol. 1, 112.
      Teng, X., et al. 2005. Bioorg. Med. Chem. Lett. 15, 5039.
      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.

      Revision18-September-2015 JSW
      Synonyms7-Cl-O-MH-Trp, Nec-1s, Nec-1 stable, RIPK1 Inhibitor II, Receptor-Interacting Protein 1 Inhibitor II, Necrosis Inhibitor IV, 5-((7-Chloro-1H-indol-3-yl)methyl)-3-methyl-2,4-imidazolidinedione, 5-((7-Chloro-1H-indol-3-yl)methyl)-3-methylimidazolidine-2,4-dione, 7N-1
      DescriptionA cell-permeable 7-chloroindolylmethyl-hydantoin that exhibits highly RIP1-selective inhibitory activity among >400 human kinases and is superior to its structural analog Necrostatin-1 (Cat. No. 480065) in blocking RIP1-dependent necroptosis due to improved potency (EC50 = 206 nM vs. 494 nM with Nec-1 for protecting FADD-deficient Jurkat from 30 h 10 ng/mL TNF-α-induced death), selectivity (no inhibition against IDO/indolamine 2,3-deoxygenase vs. IC50 = 11.4 µM with Nec-1), metabolic stability, as well as reduced in vitro and in vivo toxicity. In addition, 7-Cl-O-Nec-1 is reported to exhibit blood-brain barrier permeability in mice (Brain and plasma conc. = 0.74 and 0.31 µM, respectively, 30 min post 1 mg/6.25 mL/kg i.v. injection using male mice) and is efficacious in reducing brain infarct size when applied via intracerebroventricular injections (63% of control size 18 h post occlusion; two 8 nmol/2 µL/mouse injections at 4 h & 6 h post occlusion) in a murine MCAO model in vivo.
      FormOff-white to pale yellow solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number852391-15-2
      Chemical formulaC₁₃H₁₂ClN₃O₂
      Structure formulaStructure formula
      Purity≥95% 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
      ReferencesOfengeim, D., et al. 2015. Cell Reports 10, In press.
      Muller, A.J., et al. 2005. Nat. Med. 11, 312.
      Degterev, A., et al. 2013. Nat. Chem. Biol. 9, 192.
      Degterev, A., et al. 2013. Cell Death Differ. 20, 366.
      Christofferson, D.E., et al. 2012. Cell Death Dis. 3, e320.
      Takahashi, N., et al. 2012. Cell Death Dis. 3, e437.
      Degterev, A., et al. 2008. Nat. Chem. Biol. 4, 313.
      Degterev, A., et al. 2005. Nat. Chem. Biol. 1, 112.
      Teng, X., et al. 2005. Bioorg. Med. Chem. Lett. 15, 5039.