5.04297
RIP1 Inhibitor II, 7-Cl-O-Nec-1
別名:
RIP1 Inhibitor II, 7-Cl-O-Nec-1, 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-
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この商品について
実験式（ヒル表記法）:
C13H12ClN3O2
CAS番号:
分子量:
277.71
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
assay
≥95% (HPLC)
Quality Segment
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
off-white to pale yellow
solubility
DMSO: 100 mg/mL
storage temp.
2-8°C
SMILES string
Clc1c2[nH]cc(c2ccc1)CC3NC(=O)N(C3=O)C
InChI
1S/C13H12ClN3O2/c1-17-12(18)10(16-13(17)19)5-7-6-15-11-8(7)3-2-4-9(11)14/h2-4,6,10,15H,5H2,1H3,(H,16,19)
InChI key
WIKGAEMMNQTUGL-UHFFFAOYSA-N
General description
A 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.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
RIP1
RIP1
Reversible: yes
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Use only fresh DMSO for reconstitution.
Other Notes
Ofengeim, D., et al. 2015. Cell Reports10, 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.
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.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
保管分類
11 - Combustible Solids
一体何が起きているの？
WGK 3
引火点 (F)
Not applicable
引火点（°C）
Not applicable