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Necrosulfonamide

Product Name
Necrosulfonamide
CAS No.
1360614-48-7
Chemical Name
Necrosulfonamide
Synonyms
100318;CS-2351;NecrosulfonaMide;(E)-NECROSULFONAMIDE;(Z)-Necrosulfonamide;Necrosulfonamide (NSA);(2Z)-N-{4-[(3-Methoxy-2-pyrazinyl)sulfamoyl]phenyl}-3-(5-nitro-2-thienyl)acrylamide;(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)-
CBNumber
CB62669623
Molecular Formula
C18H15N5O6S2
Formula Weight
461.47
MOL File
1360614-48-7.mol
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Necrosulfonamide Property

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.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
20844
Product name
Necrosulfonamide
Purity
≥95%
Packaging
5mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
20844
Product name
Necrosulfonamide
Purity
≥95%
Packaging
10mg
Price
$92
Updated
2024/03/01
Cayman Chemical
Product number
20844
Product name
Necrosulfonamide
Purity
≥95%
Packaging
25mg
Price
$216
Updated
2024/03/01
Cayman Chemical
Product number
20844
Product name
Necrosulfonamide
Purity
≥95%
Packaging
50mg
Price
$356
Updated
2024/03/01
Tocris
Product number
5025
Product name
Necrosulfonamide
Purity
≥98%(HPLC)
Packaging
50
Price
$458
Updated
2021/12/16
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Necrosulfonamide Chemical Properties,Usage,Production

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

Necrosulfonamide Preparation Products And Raw materials

Raw materials

Preparation Products

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1360614-48-7, NecrosulfonamideRelated Search:


  • (E)-N-(4-(N-(3-Methoxypyrazin-2-yl)sulfaMoyl)phenyl)-3-(5-nitrothiophen-2-yl)acrylaMide
  • (E)-NECROSULFONAMIDE
  • (2E)-N-[4-[[(3-Methoxy-2-pyrazinyl)amino]sulfonyl]phenyl]-3-(5-nitro-2-thienyl)-2-propenamide
  • 100318
  • CS-2351
  • Necrosulfonamide (NSA)
  • NecrosulfonaMide
  • 2-Propenamide, N-[4-[[(3-methoxy-2-pyrazinyl)amino]sulfonyl]phenyl]-3-(5-nitro-2-thienyl)-, (2E)-
  • (Z)-Necrosulfonamide
  • formation,necrosis,necrosome,substrate,RIP3,Inhibitor,inhibit,complex,Necrosulfonamide,Mixed Lineage Kinase,MLKs
  • (2Z)-N-{4-[(3-Methoxy-2-pyrazinyl)sulfamoyl]phenyl}-3-(5-nitro-2-thienyl)acrylamide
  • 1360614-48-7
  • C18H15N5O6S2