480065

Necrostatin-1

≥95% (HPLC), crystalline solid, necroptosis inhibitor, Calbiochem

• Synonym(s): Necrostatin-1, Nec-1, Necrosome Inhibitor I, 5-(Indol-3-ylmethyl)-(2-thio-3-methyl)hydantoin, Necrosis Inhibitor II, Methyl-thiohydantoin-tryptophan, MTH-Trp, Receptor-Interacting Protein 1 Inhibitor I, RIPK 1 Inhibitor I, Nec1, RIP1 Inhibitor I
• Empirical Formula (Hill Notation): C₁₃H₁₃N₃OS
• CAS Number: 4311-88-0
• Molecular Weight: 259.33
• MDL number: MFCD00056916
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Product Name: Necrostatin-1, Necrostatin-1, CAS 4311-88-0, is a cell-permeable, potent, and selective blocker of necroptosis (EC₅₀ = 494 nM in FADD-deficient Jurkat cells treated with TNF-α).
• Quality Level: 100
• Assay: ≥95% (HPLC)
• form: crystalline solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: yellow
• solubility: DMSO: 10 mg/mL; methanol: 5 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: S=C1NC(C(=O)N1C)Cc2c3c([nH]c2)cccc3
• InChI: 1S/C13H13N3OS/c1-16-12(17)11(15-13(16)18)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,11,14H,6H2,1H3,(H,15,18)
• InChI key: TXUWMXQFNYDOEZ-UHFFFAOYSA-N

Description

General description

A cell-permeable, potent, and selective blocker of necroptosis (EC₅₀ = 494 nM in FADD-deficient Jurkat cells treated with TNF-α), a nonapoptotic necrotic cell death pathway mediated by death-domain receptors (DRs) that offers neuroprotection in a murine model of ischemic brain injury. Exhibits no effect on DR-induced apoptosis. Also acts as a selective and ATP-competitive inhibitor of RIP1 kinase with negligible effect of RIP2 kinase activity. Nec-1 target appears to be a critical common necroptotic step upstream of execution events and downstream of DRs. Inactive control, Nec-1i, is also available (Cat. No. 480066). Also available as a 25 mM solution in DMSO (Cat. No. 505224).

Biochem/physiol Actions

Cell permeable: yes

EC50 = 494 nM in blocking necrosis in FADD-deficient Jurkat cells treated with TNF-α

Primary Target
Blocker of necroptosis

Product competes with ATP.

Reversible: no

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.

Other Notes

Degterev, A., et al. 2013. Nat. Chem. Biol.9, 192.
Degterev, A., et al. 2012. 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.
Muller, A.J., et al. 2005. Nat. Med.11, 312.
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)

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable