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

504297
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
852391-15-2C₁₃H₁₂ClN₃O₂

Products

Catalogue NumberPackaging Qty/Pack
5.04297.0001 Sklená flaša 10 mg
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®
Synonyms5-((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, 7-Cl-O-MH-Trp, Nec-1s, Nec-1 stable, RIPK1 Inhibitor II, Receptor-Interacting Protein 1 Inhibitor II, Necrosis Inhibitor IV, 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 MSDS

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
Synonyms5-((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, 7-Cl-O-MH-Trp, Nec-1s, Nec-1 stable, RIPK1 Inhibitor II, Receptor-Interacting Protein 1 Inhibitor II, Necrosis Inhibitor IV, 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.