Necrosulfonamide
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MedKoo CAT#: 525389

CAS#: 432531-71-0

Description: Necrosulfonamide is a novel inhibitor of MLKL (mixed lineage kinase domain-like). Necrosulfonamide is a cell-permeable inhibitor that covalently modifies Cys88 and blocks human MLKL adaptor function. Necrosulfonamide Attenuates Spinal Cord Injury via Necroptosis Inhibition.


Price and Availability

Size Price Shipping out time Quantity
25mg USD 320 Same Day
50mg USD 450 Same Day
100mg USD 750 Same Day
200mg USD 1250 Same Day
500mg USD 1950 Same Day
1g USD 2950 Same Day
2g USD 5450 2 Weeks
Inquire bulk and customized quantity

Pricing updated 2020-09-28. Prices are subject to change without notice.

Necrosulfonamide, purity > 95%, is in stock. The same day shipping out after order is received. Note: the estimated shipping out time for order > 200mg may be 2 weeks.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 525389
Name: Necrosulfonamide
CAS#: 432531-71-0
Chemical Formula: C18H15N5O6S2
Exact Mass: 461.0464
Molecular Weight: 461.467
Elemental Analysis: C, 46.85; H, 3.28; N, 15.18; O, 20.80; S, 13.89


Synonym: Necrosulfonamide, MLKL inhibitor; Necrosis Inhibitor III; Mixed Lineage Kinase Domain-Like Protein Inhibitor; Necrosome Inhibitor II;

IUPAC/Chemical Name: N-(4-(N-(3-Methoxypyrazin-2-yl)sulfamoyl)phenyl)-3-(5-nitrothiophene-2-yl)acrylamide

InChi Key: FNPPHVLYVGMZMZ-XBXARRHUSA-N

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)/b8-4+

SMILES Code: O=C(NC1=CC=C(S(=O)(NC2=NC=CN=C2OC)=O)C=C1)/C=C/C3=CC=C([N+]([O-])=O)S3


Technical Data

Appearance:
Solid powder

Purity:
>95% (or refer to the Certificate of Analysis)

Certificate of Analysis:

Safety Data Sheet (SDS):

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in 1:50 DMF:PBS (pH 7.2); DMSO; DMF

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001


References

1: Chen S, Lv X, Hu B, Shao Z, Wang B, Ma K, Lin H, Cui M. RIPK1/RIPK3/MLKL-mediated necroptosis contributes to compression-induced rat nucleus pulposus cells death. Apoptosis. 2017 May;22(5):626-638. doi: 10.1007/s10495-017-1358-2. PubMed PMID: 28289909.

2: Zhao W, Feng H, Sun W, Liu K, Lu JJ, Chen X. Tert-butyl hydroperoxide (t-BHP) induced apoptosis and necroptosis in endothelial cells: Roles of NOX4 and mitochondrion. Redox Biol. 2017 Apr;11:524-534. doi: 10.1016/j.redox.2016.12.036. Epub 2017 Jan 5. PubMed PMID: 28088644; PubMed Central PMCID: PMC5237803.

3: Filipczak PT, Thomas C, Chen W, Salzman A, McDonald JD, Lin Y, Belinsky SA. TSC2 Deficiency Unmasks a Novel Necrosis Pathway That Is Suppressed by the RIP1/RIP3/MLKL Signaling Cascade. Cancer Res. 2016 Dec 15;76(24):7130-7139. Epub 2016 Oct 18. PubMed PMID: 27756752.

4: Liu X, Zhou M, Mei L, Ruan J, Hu Q, Peng J, Su H, Liao H, Liu S, Liu W, Wang H, Huang Q, Li F, Li CY. Key roles of necroptotic factors in promoting tumor growth. Oncotarget. 2016 Apr 19;7(16):22219-33. doi: 10.18632/oncotarget.7924. PubMed PMID: 26959742; PubMed Central PMCID: PMC5008357.

5: Mulay SR, Desai J, Kumar SV, Eberhard JN, Thomasova D, Romoli S, Grigorescu M, Kulkarni OP, Popper B, Vielhauer V, Zuchtriegel G, Reichel C, Bräsen JH, Romagnani P, Bilyy R, Munoz LE, Herrmann M, Liapis H, Krautwald S, Linkermann A, Anders HJ. Cytotoxicity of crystals involves RIPK3-MLKL-mediated necroptosis. Nat Commun. 2016 Jan 28;7:10274. doi: 10.1038/ncomms10274. PubMed PMID: 26817517; PubMed Central PMCID: PMC4738349.

6: Desai J, Kumar SV, Mulay SR, Konrad L, Romoli S, Schauer C, Herrmann M, Bilyy R, Müller S, Popper B, Nakazawa D, Weidenbusch M, Thomasova D, Krautwald S, Linkermann A, Anders HJ. PMA and crystal-induced neutrophil extracellular trap formation involves RIPK1-RIPK3-MLKL signaling. Eur J Immunol. 2016 Jan;46(1):223-9. doi: 10.1002/eji.201545605. Epub 2015 Nov 30. PubMed PMID: 26531064.

7: Qiu X, Klausen C, Cheng JC, Leung PC. CD40 ligand induces RIP1-dependent, necroptosis-like cell death in low-grade serous but not serous borderline ovarian tumor cells. Cell Death Dis. 2015 Aug 27;6:e1864. doi: 10.1038/cddis.2015.229. PubMed PMID: 26313915; PubMed Central PMCID: PMC4558516.

8: Skrzeczyńska-Moncznik J, Bzowska M, Nogieć A, Sroka A, Zarębski M, Vallières L, Guzik K. Rapid externalization of 27-kDa heat shock protein (HSP27) and atypical cell death in neutrophils treated with the sphingolipid analog drug FTY720. J Leukoc Biol. 2015 Oct;98(4):591-9. doi: 10.1189/jlb.3VMA1114-522RR. Epub 2015 Jul 27. PubMed PMID: 26216939.

9: Koo MJ, Rooney KT, Choi ME, Ryter SW, Choi AM, Moon JS. Impaired oxidative phosphorylation regulates necroptosis in human lung epithelial cells. Biochem Biophys Res Commun. 2015 Aug 28;464(3):875-80. doi: 10.1016/j.bbrc.2015.07.054. Epub 2015 Jul 14. PubMed PMID: 26187663.

10: Steinwascher S, Nugues AL, Schoeneberger H, Fulda S. Identification of a novel synergistic induction of cell death by Smac mimetic and HDAC inhibitors in acute myeloid leukemia cells. Cancer Lett. 2015 Sep 28;366(1):32-43. doi: 10.1016/j.canlet.2015.05.020. Epub 2015 May 28. PubMed PMID: 26028172.

11: Blohberger J, Kunz L, Einwang D, Berg U, Berg D, Ojeda SR, Dissen GA, Fröhlich T, Arnold GJ, Soreq H, Lara H, Mayerhofer A. Readthrough acetylcholinesterase (AChE-R) and regulated necrosis: pharmacological targets for the regulation of ovarian functions? Cell Death Dis. 2015 Mar 12;6:e1685. doi: 10.1038/cddis.2015.51. PubMed PMID: 25766324; PubMed Central PMCID: PMC4385929.

12: Melo-Lima S, Celeste Lopes M, Mollinedo F. Necroptosis is associated with low procaspase-8 and active RIPK1 and -3 in human glioma cells. Oncoscience. 2014 Oct 22;1(10):649-64. eCollection 2014. PubMed PMID: 25593994; PubMed Central PMCID: PMC4278276.

13: El-Mesery M, Seher A, Stühmer T, Siegmund D, Wajant H. MLN4924 sensitizes monocytes and maturing dendritic cells for TNF-dependent and -independent necroptosis. Br J Pharmacol. 2015 Mar;172(5):1222-36. doi: 10.1111/bph.12998. Epub 2015 Jan 13. PubMed PMID: 25363690; PubMed Central PMCID: PMC4337697.

14: Steinhart L, Belz K, Fulda S. Smac mimetic and demethylating agents synergistically trigger cell death in acute myeloid leukemia cells and overcome apoptosis resistance by inducing necroptosis. Cell Death Dis. 2013 Sep 12;4:e802. doi: 10.1038/cddis.2013.320. PubMed PMID: 24030154; PubMed Central PMCID: PMC3789178.

15: Dunai ZA, Imre G, Barna G, Korcsmaros T, Petak I, Bauer PI, Mihalik R. Staurosporine induces necroptotic cell death under caspase-compromised conditions in U937 cells. PLoS One. 2012;7(7):e41945. doi: 10.1371/journal.pone.0041945. Epub 2012 Jul 31. PubMed PMID: 22860037; PubMed Central PMCID: PMC3409216.

16: Sun L, Wang H, Wang Z, He S, Chen S, Liao D, Wang L, Yan J, Liu W, Lei X, Wang X. Mixed lineage kinase domain-like protein mediates necrosis signaling downstream of RIP3 kinase. Cell. 2012 Jan 20;148(1-2):213-27. doi: 10.1016/j.cell.2011.11.031. PubMed PMID: 22265413.