An internal standard for the quantification of necrosulfonamide
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Necrosulfonamide-d4

Item No. 34702

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(4-(N-(3-methoxypyrazin-2-yl)sulfamoyl)phenyl-2,3,5,6-d4)-3-(5-nitrothiophen-2-yl)acrylamide
CAS Number
1795144-22-7
Synonyms
  • NSA-d4
Molecular Formula
C18H11D4N5O6S2
Formula Weight
465.5
Purity
≥99% deuterated forms (d1-d4)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleMethanol: slightly soluble
SMILES
O=S(NC1=NC=CN=C1OC)(C2=C([2H])C([2H])=C(C([2H])=C2[2H])NC(C=CC3=CC=C([N+]([O-])=O)S3)=O)=O
InChi Code
InChI=1S/C18H15N5O6S2/c1-29-18-17(19-10-11-20-18)22-31(27,28)14-6-2-12(3-7-14)21-15(24)8-4-13-5-9-16(30-13)23(25)26/h2-11H,1H3,(H,19,22)(H,21,24)/i2D,3D,6D,7D
InChi Key
FNPPHVLYVGMZMZ-USSMZTJJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Necrosulfonamide-d4 is intended for use as an internal standard for the quantification of necrosulfonamide by GC- or LC-MS. Necrosulfonamide is an inhibitor of necroptosis, apoptosis, and pyroptosis.1,2 It inhibits IL-8-induced increases in receptor-interacting serine/threonine kinase 1 (RIPK1), RIPK3, mixed lineage kinase domain-like protein (MLKL), caspase-3, and caspase-8 levels, as well as IL-8-induced necroptosis and apoptosis in isolated human nucleus pulposus cells.1 Necrosulfonamide binds to gasdermin D and inhibits NLRP3- and pyrin-mediated pyroptosis in mouse bone marrow-derived macrophages (BMDMs) when used at a concentration of 5 µM.2 In vivo, necrosulfonamide (20 mg/kg) increases survival in a mouse model of LPS-induced sepsis. It also improves motor function and reduces spinal edema in a mouse model of surgically induced spinal cord injury (SCI).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhang, Q.-X., Guo, D., Wang, F.-C., et al. Necrosulfonamide (NSA) protects intervertebral disc degeneration via necroptosis and apoptosis inhibition. Eur. Rev. Med. Pharmacol. Sci. 24(5), 2683-2691 (2020).

    2. Rathkey, J.K., Zhao, J., Liu, Z., et al. Chemical disruption of the pyroptotic pore-forming protein gasdermin D inhibits inflammatory cell death and sepsis. Sci. Immunol. 3(26), eaat2738 (2018).

    3. Jiao, J., Wang, Y., Ren, P., et al. Necrosulfonamide ameliorates neurological impairment in spinal cord injury by improving antioxidative capacity. Front. Pharmacol. 10, 1538 (2020).