A RIP1 kinase inhibitor
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Necrostatin-1

Item No. 11658

Technical Information
Formal Name
5-(1H-indol-3-ylmethyl)-3-methyl-2-thioxo-4-imidazolidinone
CAS Number
4311-88-0
Synonyms
  • Nec-1
Molecular Formula
C13H13N3OS
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 20 mg/mlDMF:PBS (pH 7.2) (1:1): 0.50 mg/mlDMSO: 14 mg/mlEthanol: 3 mg/ml
λmax
220, 266 nm
SMILES
O=C(C(N1)CC2=CNC3=CC=CC=C32)N(C)C1=S
InChi Code
InChI=1S/C13H13N3OS/c1-16-12(17)11(15-13(16)18)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,11,14H,6H2,1H3,(H,15,18)
InChi Key
TXUWMXQFNYDOEZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Necroptosis is a regulated caspase-independent cell death mechanism that results in morphological features resembling necrosis. Serine/threonine kinase activity of the death domain receptor-associated molecule RIP1 is thought to be essential for Fas ligand–induced and tumor necrosis factor-α (TNF-α) induced necrosis.1 Necrostatin-1 is an inhibitor of RIP1 kinase that prevents the death of TNF-α-treated FADD-deficient Jurkat cells with an EC50 value of 490 nM.2,1 It has been used to investigate the pathological importance of necroptosis in ischemic brain injury and myocardial infarction.2,1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Teng, X., Degterev, A., Jagtap, P., et alStructure-activity relationship study of novel necroptosis inhibitors. Bioorg. Med. Chem. Lett. 15(22), 5039-5044 (2005).

    2. Degterev, A., Hitomi, J., Germscheid, M., et alIdentification of RIP1 kinase as a specific cellular target of necrostatins. Nat. Chem. Biol. 4(5), 313-321 (2008).

    Product Citations

    Zhang, L.J., Salekeen, R., Soto-Palma, C., et alArticle polyunsaturated lipid senolytics exploit a ferroptotic vulnerability in senescent cells. Cell Press Blue 1(1), 100004 (2026).

    Yoshioka, H., Kawamura, T., Muroi, M., et alIdentification of a small molecule that enhances ferroptosis via inhibition of ferroptosis suppressor protein 1 (FSP1). ACS Chem Biol. 17(2), 483-491 (2022).

    Hendricks, J.M., Doubravsky, C., Wehri, E., et alIdentification of structurally diverse FSP1 inhibitors that sensitize cancer cells to ferroptosis. Cell Chem. Biol. 30(9), P1090-P1103 (2022).

    Li, Z., Ferguson, L., Deol, K.K., et alRibosome stalling during selenoprotein translation exposes a ferroptosis vulnerability. Nat. Chem. Biol. (2022).

    Du, W., Gu, M., Hu, M., et alLysosomal Zn2+ release triggers rapid, mitochondria-mediated, non-apoptotic cell death in metastatic melanoma. Cell Rep. 37(3), 109848 (2021).

    Lien, T.S., Sun, D.-S., Hung, S.-C., et alDengue virus envelope protein domain III induces Nlrp3 inflammasome-dependent NETosis-mediated inflammation in mice. Front. Immunol. 12, 618577 (2021).

    Nakajima, W., Miyazaki, K., Asano, Y., et alKrüppel-like factor 4 and its activator APTO-253 induce NOXA-mediated, p53-independent apoptosis in triple-negative breast cancer cells. Genes (Basel) 12(4), 539 (2021).

    Kremer, D.M., Nelson, B.S., Lin, L., et alGOT1 inhibition primes pancreatic cancer for ferroptosis through the autophagic release of labile iron. bioRxiv (2020).

    Bersuker, K., Hendricks, J., Li, Z., et alThe CoQ oxidoreductase FSP1 acts parallel to GPX4 to inhibit ferroptosis. Nature 575(7784), 688-692 (2019).