N0164

Necrostatin-5

≥98% (HPLC), solid

• Synonym(s): 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
• Empirical Formula (Hill Notation): C₁₉H₁₇N₃O₂S₂
• CAS Number: 337349-54-9
• Molecular Weight: 383.49
• MDL number: MFCD01448275
• UNSPSC Code: 12352200
• PubChem Substance ID: 329818404
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: solid
• color: white to off-white
• solubility: DMSO: >10 mg/mL
• storage temp.: 2-8°C
• SMILES string: COc1ccc(cc1)N2C(=O)c3c4CCCCc4sc3N=C2SCC#N
• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H319,H413
• Precautionary Statements: P264 - P273 - P280 - P305 + P351 + P338 - P337 + P313 - P501
• Hazard Classifications: Aquatic Chronic 4 - Eye Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves