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N9037

Sigma-Aldrich

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
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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(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.
Necrostatin-1 is an inhibitor of necroptosis (non-apoptotic cell death pathway).

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.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The chemical inhibitors of cellular death, PJ34 and Necrostatin-1, down-regulate IL-33 expression in liver
Arshad MI, et al.
Journal of Molecular Medicine, 93(8), 867-878 (2015)
T Suzuki et al.
Canadian journal of biochemistry, 55(5), 521-527 (1977-05-01)
Proton magnetic resonance spectra of methylthiohydantoin (3-methyl-2-thiohydantoin), thiohydantoin (2-thiohydantoin), and hydantoin derivatives of amino acids were studied in dimethyl sulfoxide-d6. Their parent amino acids could be identified by the spectra. An application to the N- and C-terminal amino acid analysis
Necrostatin-1 reduces histopathology and improves functional outcome after controlled cortical impact in mice
You Z, et al.
Journal of Cerebral Blood Flow and Metabolism, 28(9), 1564-1573 (2008)
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
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)

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