| Identification | Back Directory | [Name]
Necrosulfonamide | [CAS]
1360614-48-7 | [Synonyms]
100318
CS-2351
NecrosulfonaMide
(E)-NECROSULFONAMIDE
Necrosulfonamide (NSA)
(E)-N-(4-(N-(3-Methoxypyrazin-2-yl)sulfaMoyl)phenyl)-3-(5-nitrothiophen-2-yl)acrylaMide
(2E)-N-[4-[[(3-Methoxy-2-pyrazinyl)amino]sulfonyl]phenyl]-3-(5-nitro-2-thienyl)-2-propenamide
2-Propenamide, N-[4-[[(3-methoxy-2-pyrazinyl)amino]sulfonyl]phenyl]-3-(5-nitro-2-thienyl)-, (2E)- | [Molecular Formula]
C18H15N5O6S2 | [MDL Number]
MFCD02370191 | [MOL File]
1360614-48-7.mol | [Molecular Weight]
461.47 |
| Chemical Properties | Back Directory | [Melting point ]
200-204°C(dec.) | [density ]
1.578±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
Soluble in DMSO (up to 10 mg/ml) | [form ]
solid | [pka]
6.37±0.40(Predicted) | [color ]
Yellow | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month. |
| Hazard Information | Back Directory | [Description]
Necrosulfonamide (1360614-48-7) specifically blocks necroptosis downstream of RIP3 activation by preventing MLKL-RIP3 interaction.1 Displays neuroprotective effects after ischemic brain injury.2 Prevents cystine-starvation-induced necroptosis and ferroptosis in human triple negative breast cancer cells.3 Binds to gasdermin D inhibiting pyroptosis and associated inflammatory cell death and sepsis.4 Rescues cells from TLR3 ligand-induced death.5 | [Uses]
Necrosulfonamide is a necroptosis inhibitor. Necrosulfonamide is a pharmacological inhibitor of mixed lineage kinase domain-like protein (MLKL). | [Definition]
ChEBI: Necrosulfonamide is a sulfonamide that is a 3-methoxypyrazin-2-yl derivative of (E)-N-(4-(N-(4,6-dimethylpyrimidin-2-yl)sulfamoyl)phenyl)-3-(5-nitrothiophene-2-yl)acrylamide. Necrosulfonamide specifically blocks necrosis downstream of the activation of RIP3 (the receptor-interacting serine-threonine kinase 3), a key signalling molecule in the programmed necrosis (necroptosis) pathway. It is a sulfonamide, a member of pyrazines and a member of thiophenes. | [storage]
Store at +4°C | [References]
1) Sun et al. (2012) Mixed lineage kinase domain-like protein mediates necrosis signaling downstream of RIP3 kinase; Cell 148 213
2) Zhou et al. (2017) The degradation of mixed linage kinase domain-like protein promotes neuroprotection after ischemic brain injury; Oncotarget, 8 68393
3) Chen et al. (2017) CHAC1 degradation of glutathione enhances cysteine-starvation-induced necroptosis and ferroptosis in human triple negative breast cancer cells via the GCN2-elF2α-ATF4 pathway; Oncotarget, 8 114588
4) Rathkey et al. (2018) Chemical disruption of the pyroptotic pore-forming protein gasdermin D inhibits inflammatory cell death and sepsis; Sci Immunol., 3 eaat2738
5) Cuchet-Lourenco et al. (2018) Biallelic RIPK1 mutations in humans cause severe immunodeficiency, arthritis, and intestinal inflammation; Science, 361 810 |
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