A RIP1 kinase inhibitor
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Necrostatin-5

Item No. 10527

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[3,4,5,6,7,8-hexahydro-3-(4-methoxyphenyl)-4-oxo[1]benzothieno[2,3-d]pyrimidin-2-yl]thio]-acetonitrile
CAS Number
337349-54-9
Synonyms
  • Nec-5
Molecular Formula
C19H17N3O2S2
Formula Weight
383.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: 10 mg/mlDMF: Slightly SolubleDMSO: Slightly Soluble
λmax
229, 324 nm
SMILES
O=C(C(C(CCCC1)=C1S2)=C2N=C3SCC#N)N3C4=CC=C(OC)C=C4
InChi Code
InChI=1S/C19H17N3O2S2/c1-24-13-8-6-12(7-9-13)22-18(23)16-14-4-2-3-5-15(14)26-17(16)21-19(22)25-11-10-20/h6-9H,2-5,11H2,1H3
InChi Key
VGONMECBFMCKBS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $54

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    Product Description

    Necrostatin-5 is a RIP1 kinase inhibitor.1 It inhibits phosphorylation of RIP1 in Jurkat cells when used at concentrations of 10 and 30 µM. Necrostatin-5 inhibits TNF-α-induced necroptosis in Jurkat cells deficient in Fas-associated death domain protein (FADD; EC50 = 0.24 µM), a modification that prevents caspase activation in response to death-domain receptor signaling. It reduces lactate dehydrogenase (LDH) release in S. marcescens-infected MH-S macrophages in a concentration-dependent manner.2 Necrostatin-5 (100 µM, i.p.) improves survival in a mouse model of S. marcescens-induced pneumonia.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. González-Juarbe, N., Gilley, R.P., Hinojosa, C.A., et al. Pore-forming toxins induce macrophage necroptosis during acute bacterial pneumonia. PLoS Pathog. 11(12), e1005337 (2015).