Necrosulfonamide

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Cat.No. 5025 - Necrosulfonamide | C18H15N5O6S2 | CAS No. 1360614-48-7
Description: Necroptosis inhibitor; also inhibits pyroptosis
Chemical Name: (2E)-N-[4-[[(3-Methoxy-2-pyrazinyl)amino]sulfonyl]phenyl]-3-(5-nitro-2-thienyl)-2-propenamide
Purity: ≥98% (HPLC)
Datasheet
Citations (8)
Reviews (1)
Literature (2)
Pathways (1)

Biological Activity

Necroptosis inhibitor. Blocks mixed lineage kinase domain-like protein (MLKL), a critical substrate of receptor-interacting serine-threonine kinase 3 (RIP3) during necrosis. Prevents MLKL-RIP1-RIP3 necrosome complex from interacting with downstream necrosis effectors. Binds and inhibits gasdermin D. Inhibits pyroptosis.

Technical Data

M. Wt 461.47
Formula C18H15N5O6S2
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 1360614-48-7
PubChem ID 1566236
InChI Key FNPPHVLYVGMZMZ-XBXARRHUSA-N
Smiles O=C(NC2=CC=C(S(NC3=C(OC)N=CC=N3)(=O)=O)C=C2)/C=C/C1=CC=C([N+]([O-])=O)S1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 9.23 20

Preparing Stock Solutions

The following data is based on the product molecular weight 461.47. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.2 mM 10.83 mL 54.17 mL 108.35 mL
1 mM 2.17 mL 10.83 mL 21.67 mL
2 mM 1.08 mL 5.42 mL 10.83 mL
10 mM 0.22 mL 1.08 mL 2.17 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Zhou et al (2012) New components of the necroptotic pathway. Protein Cell 3 811 PMID: 23073834

Sun et al (2012) Mixed lineage kinase domain-like protein mediates necrosis signaling downstream of RIP3 kinase. Cell 148 213 PMID: 22265413

Kreuzaler et al (2012) Killing a cancer: what are the alternatives? Nat.Rev.Cancer. 12 411 PMID: 22576162

Pandeya et al (2019) Gasdermin D (GSDMD) as a new target for the treatment of infection. Medchemcomm 10 660 PMID: 31191857


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View all Necroptosis Inhibitors

Keywords: Necrosulfonamide, Necrosulfonamide supplier, non-apoptotic, cell, death, necroptosis, necrosis, necrosome, mixed, lineage, kinase, domain-like, protein, MLKL, receptor, interacting, serine, threonine, kinases, 3, RIP3, Gasdermin, D, GSDMD, pyroptosis, inhibitors, inhibits, Necroptosis, Inflammasomes, 5025, Tocris Bioscience

8 Citations for Necrosulfonamide

Citations are publications that use Tocris products. Selected citations for Necrosulfonamide include:

Chefetz et al (2019) A Pan-ALDH1A Inhibitor Induces Necroptosis in Ovarian Cancer Stem-like Cells. Cell Rep 26 3061 PMID: 30865894

Gonzalez-Juarbe et al (2015) Pore-Forming Toxins Induce Macrophage Necroptosis during Acute Bacterial Pneumonia. Channels (Austin) 11 e1005337 PMID: 26659062

Bagnjuk et al (2019) Necroptosis in primate luteolysis: a role for ceramide. Cell Death Discov 5 67 PMID: 30774995

Greer et al (2018) ONC201 kills breast cancer cells in vitro by targeting mitochondria. Oncotarget 9 18454 PMID: 29719618


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Reviews for Necrosulfonamide

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Necrosulfonamide work well to block pyroptosis.
By Xiaogang Wang on 06/12/2020
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: THP-1 cell line

We used Necrosulfonamide as a positive control to inhibit the induction of pyroptosis by staphylococcal cytolysin. Differentiated THP-1 cells were pretreated with 25uM Necrosulfonamide (NSA) for 1 h before treating with or without 1 ug/ml Staphylococcal pore-forming toxin for 4 h. The LDH release in culture supernatants of treated cells was measured. Our data indicated that Necrosulfonamide treatment can significantly inhibit staphylococcal cytolysin induced pyroptosis.

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Programmed Cell Death Poster

There are two currently recognized forms of programmed cell death: apoptosis and necroptosis. This poster summarizes the signaling pathways involved in apoptosis, necroptosis and cell survival following death receptor activation, and highlights the influence of the molecular switch, cFLIP, on cell fate.

Pathways for Necrosulfonamide

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