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Merck

N9037

Sigma-Aldrich

Necrostatin-1

≥98% (HPLC), powder, necroptosis inhibitor

Sinónimos:

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

Fórmula empírica (notación de Hill):
C13H13N3OS
Número de CAS:
Peso molecular:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «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)
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)
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)

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