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Necrostatin-5

SIGMA/N0164 - ≥98% (HPLC), solid

Synonym: 2-[[3,4,5,6,7,8-hexahydro-3-(4-methoxyphenyl)-4-oxo[1]benzothieno[2,3-d]pyrimidin-2-yl]thio]-acetonitrile; 3-p-methoxyphenyl-5,6-tetramethylenothieno[2,3-d]pyrimidin-4-one-2-mercaptoethylcyanide

CAS Number: 337349-54-9
Empirical Formula (Hill Notation): C19H17N3O2S2
Molecular Weight: 383.49
MDL Number: MFCD01448275
Linear Formula: C19H17N3O2S2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-N0164-5MG 5 mg
 $84.80
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assay ≥98% (HPLC)
color white to off-white
form solid
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
Quality Level 100 
SMILES string COc1ccc(cc1)N2C(=O)c3c4CCCCc4sc3N=C2SCC#N
solubility DMSO: >10 mg/mL
storage temp. 2-8°C
Biochem/physiol Actions: Necrostatin-5 is an inhibitor of necroptosis (non-apoptotic cell death pathway) by indirect inhibition of RIP1 kinase.
Biochem/physiol Actions: Necrostatin-5 is an inhibitor of necroptosis (non-apoptotic cell death pathway) by indirect inhibition of RIP1 kinase. Necroptosis is defined as alternative active cell death pathway: Death-Domain Receptor (DRs, e.g. Fas/TNFR) mediated and caspase-inhibitor insensitive with specific morphology (nuclear condensation, organelle swelling, loss of plasma membrane integrity). The necrostatins have been discovered to inhibit this pathway by inhibition of the death domain receptor-associated adaptor kinase RIP1. Three distinct mechanisms appear to be involved: T-loop dependent inhibition by necrostatin-1; partially T-loop independent inhibition by necrostatin-3 and indirect inhibition of RIP1 by necrostatin-5, since necrostatin-5 is a potent inhibitor of immunnoprecipitated RIP1, but does not inhibit recombinant RIP1.
Packaging: 5, 25 mg in glass bottle
Symbol GHS07  GHS07
Signal word Warning
Hazard statements H319 - H413
Precautionary statements P273 - P305 + P351 + P338
Hazard Codes Xi
Risk Statements 36
Safety Statements 26
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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