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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:
4311-88-0
Molecular Weight:
259.33
MDL number:
MFCD00056916
UNSPSC Code:
12352200
PubChem Substance ID:
24724559
NACRES:
NA.77

product name

Necrostatin-1, ≥98% (HPLC)

Quality Level

100

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.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Anahita Kyani et al.
ChemMedChem, 13(2), 164-177 (2017-12-14)
Protein disulfide isomerase (PDI) is overexpressed in glioblastoma, the most aggressive form of brain cancer, and folds nascent proteins responsible for the progression and spread of the disease. Herein we describe a novel nanomolar PDI inhibitor, pyrimidotriazinedione 35G8, that is
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)
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
Sorafenib-induced defective autophagy promotes cell death by necroptosis
Kharaziha P, et al.
Testing, 6(35), 37066-37066 (2015)
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)
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