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Key Documents

SML0454

Sigma-Aldrich

SM-7368

≥98% (HPLC)

Synonym(s):

3-Chloro-4-nitro-N-(5-nitro-2-thiazolyl)-benzamide, SM 7368

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About This Item

Empirical Formula (Hill Notation):
C10H5ClN4O5S
CAS Number:
Molecular Weight:
328.69
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL (clear solution)

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1cnc(NC(=O)c2ccc(c(Cl)c2)[N+]([O-])=O)s1

InChI

1S/C10H5ClN4O5S/c11-6-3-5(1-2-7(6)14(17)18)9(16)13-10-12-4-8(21-10)15(19)20/h1-4H,(H,12,13,16)

InChI key

XCHLNGBTHLJLFG-UHFFFAOYSA-N

Biochem/physiol Actions

SM-7368 is a cell-permeable NF-kB inhibitor.
SM-7368 is a cell-permeable inhibitor of TNF-α-induced MMP-9 upregulation. Also, SM-7368 strongly inhibits TNF-α-induced NF-kB activity but not AP-1 activity. The compound inhibits the TNF-α-induced invasion of HT1080 human fibrosarcoma cell line.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3


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Dorthe Aasland et al.
Cancer research, 79(1), 99-113 (2018-10-27)
The DNA-methylating drug temozolomide, which induces cell death through apoptosis, is used for the treatment of malignant glioma. Here, we investigate the mechanisms underlying the ability of temozolomide to induce senescence in glioblastoma cells. Temozolomide-induced senescence was triggered by the

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