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C9867

Sigma-Aldrich

CGK733

≥98% (HPLC), solid

Synonym(s):

2,2-Diphenyl-n-(2,2,2-trichloro-1-[3-(4-fluoro-3-nitrophenyl)thioureido]ethyl)acetamide

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About This Item

Empirical Formula (Hill Notation):
C23H18Cl3FN4O3S
CAS Number:
905973-89-9
Molecular Weight:
555.84
MDL number:
MFCD09038682
UNSPSC Code:
12352200
PubChem Substance ID:
24724454
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

solid

color

off-white

solubility

DMSO: >5 mg/mL

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1cc(NC(=S)NC(NC(=O)C(c2ccccc2)c3ccccc3)C(Cl)(Cl)Cl)ccc1F

InChI

1S/C23H18Cl3FN4O3S/c24-23(25,26)21(30-22(35)28-16-11-12-17(27)18(13-16)31(33)34)29-20(32)19(14-7-3-1-4-8-14)15-9-5-2-6-10-15/h1-13,19,21H,(H,29,32)(H2,28,30,35)

InChI key

HLCDNLNLQNYZTK-UHFFFAOYSA-N

Biochem/physiol Actions

Originally published as a selective ataxia telangiectasia-mutated (ATM) and ATM- and Rad3-related (ATR) kinase inhibitor, which causes reversible reprogramming of cellular lifespan, conferred robust growth to senescent cells that had ceased proliferation.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Ling Hui Xu et al.
The Journal of biological chemistry, 286(45), 39546-39559 (2011-09-16)
Perturbation of cell cycle regulation is a characteristic feature of infection by many DNA and RNA viruses, including Coronavirus infectious bronchitis virus (IBV). IBV infection was shown to induce cell cycle arrest at both S and G(2)/M phases for the
Huan Wang et al.
Biochemical and biophysical research communications, 422(1), 103-108 (2012-05-09)
Hepatocellular carcinoma (HCC) is one of the most deadly human cancers. Chronic hepatitis B virus (HBV) infection is one of the predominant risk factors associated with the development of HCC and complicates the treatment of HCC. In this study, we
Yi Na Jiang et al.
Experimental cell research, 381(2), 165-171 (2019-05-18)
Matrix metalloproteinases (MMPs) and the epithelial-mesenchymal transition (EMT) contribute to metastasis. As shown in our previous studies, interleukin-6 (IL-6) induces ATM phosphorylation to increase MMP expression and metastasis in lung cancer. However, the exact roles of ATM activation in the
Olga V Leontieva et al.
Aging, 3(11), 1078-1091 (2011-12-14)
In yeast, chronological senescence (CS) is defined as loss of viability in stationary culture. Although its relevance to the organismal aging remained unclear, yeast CS was one of the most fruitful models in aging research. Here we described a mammalian
Guanmin Meng et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 31(9), 4064-4077 (2017-05-26)
We have previously established that adipose tissue adjacent to breast tumors becomes inflamed by tumor-derived cytokines. This stimulates autotaxin (ATX) secretion from adipocytes, whereas breast cancer cells produce insignificant ATX. Lysophosphatidate produced by ATX promotes inflammatory cytokine secretion in a
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