N9037
Necrostatin-1
≥98% (HPLC), powder, necroptosis inhibitor
Synonym(s):
5-(1H-Indol-3-ylmethyl)-3-methyl-2-thioxo-4-Imidazolidinone, 5-(Indol-3-ylmethyl)-3-methyl-2-thio-Hydantoin, MTH-DL-Tryptophan
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About This Item
Empirical Formula (Hill Notation):
C13H13N3OS
CAS Number:
Molecular Weight:
259.33
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Necrostatin-1, ≥98% (HPLC)
Quality Level
assay
≥98% (HPLC)
form
powder
solubility
DMSO: >10 mg/mL
storage temp.
−20°C
SMILES string
CN1C(=S)NC(Cc2c[nH]c3ccccc23)C1=O
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
Application
Necrostatin-1has been used to investigate its effect on the regulation of interleukin (IL)-33 expression during liver injury in mice in vivo and in hepatic stellate cells in vitro. It has also been used as an inhibitor of receptor-interacting protein kinase 1 (RIPK1) in experimental studies.
Biochem/physiol Actions
Necrostatin-1 is an inhibitor of necroptosis (non-apoptotic cell death pathway).
Necrostatin-1(Nec-1) might exhibit therapeutic benefit against patients with traumatic brain injury (TBI). In addition, it might also be used to treat other acute central nervous system (CNS) disorders that feature necroptosis as a mode of cell death. It is extensively used to study the effect of receptor-interacting protein kinase 1 (RIPK1) on cell death and inflammation in experimental disease models. Nec‐1 protects hippocampal (HT‐22) cells from glutamate‐induced oxytosis via increasing cellular glutathione (GSH) levels, decreasing reactive oxygen species production, inhibiting the nuclear translocation of apoptosis‐inducing factor and B-cell lymphoma 2 (Bcl‐2) /adenovirus E1B 19kDa‐interacting protein 3‐related pathways.
Features and Benefits
This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Necrostatin-1 analogues: critical issues on the specificity, activity and in vivo use in experimental disease models
Takahashi N, et al.
Cell Death & Disease, 3(11), e437-e437 (2012)
Necrostatin-1 protects against glutamate-induced glutathione depletion and caspase-independent cell death in HT-22 cells
Xu X, et al.
Journal of Neurochemistry, 103(5), 2004-2014 (2007)
Cho Rong Kim et al.
Current eye research, 42(5), 771-779 (2016-10-13)
A recent study revealed a novel form of cell death, termed necroptosis, or programmed necrosis. Previous research indicated that after ischemia-reperfusion (IR) injury to the retina, Tumor Necrosis Factor α (TNFα) is increased, which may activate necroptosis. This study observed