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SML1043

Sigma-Aldrich

KC7F2

≥98% (HPLC)

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Synonym(s):
N,N′-(Dithiodi-2,1-ethanediyl)bis[2,5-dichloro-benzenesulfonamide
Empirical Formula (Hill Notation):
C16H16Cl4N2O4S4
CAS Number:
927822-86-4
Molecular Weight:
570.38
MDL number:
MFCD22683809
UNSPSC Code:
12352200
PubChem Substance ID:
329825637
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

shipped in

wet ice

storage temp.

−20°C

SMILES string

ClC1=CC=C(Cl)C=C1S(NCCSSCCNS(C2=C(Cl)C=CC(Cl)=C2)(=O)=O)(=O)=O

InChI

1S/C16H16Cl4N2O4S4/c17-11-1-3-13(19)15(9-11)29(23,24)21-5-7-27-28-8-6-22-30(25,26)16-10-12(18)2-4-14(16)20/h1-4,9-10,21-22H,5-8H2

InChI key

REQLACDIZMLXIC-UHFFFAOYSA-N

Biochem/physiol Actions

KC7F2 is a cell permeable potent HIF-1 pathway inhibitor. KC7F2 inhibits the activation of HIF-target genes such as carbonic anhydrase IX, matrix metalloproteinase 2 (MMP2), enolase 1, and endothelin 1. KC7F2 suppresses the protein accumulation of HIF-1? in cancer cell lines by inhibition of its protein synthesis at the translation level. KC7F2 is preferentially cytotoxicity to cancer cells, an effect that is increased in hypoxia.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Other Notes

air sensitive

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Jiao Cheng et al.
International journal of molecular medicine, 43(2), 945-955 (2018-12-21)
Angiogenesis is an essential process involved in various physiological, including placentation, and pathological, including cancer and endometriosis, processes. Melatonin (MLT), a well‑known natural hormone secreted primarily in the pineal gland, is involved in regulating neoangiogenesis and inhibiting the development of
Yao Wang et al.
Acta biochimica et biophysica Sinica, 50(3), 281-287 (2018-01-03)
High-glucose level exerts deleterious effects on pancreatic β cells, but the mechanisms remain unclear. Calcium/calmodulin-dependent serine protein kinase (CASK) plays a vital role in neural development and release of neurotransmitters, and probably plays a role in the anchoring of insulin
Yun-Sung Lim et al.
Anticancer research, 37(2), 599-606 (2017-02-10)
Tumor hypoxia induces hypoxia-inducible factor-1α (HIF1α), which can influence tumorigenesis and metastasis. We evaluated the expression of HIF1α and the effect of HIF1α inhibitors in adenoid cystic carcinoma (ACC). HIF1α expression was demonstrated in ACC cell lines (ACC2 and ACCM).
Chengjun Yuan et al.
Die Pharmazie, 74(3), 157-162 (2019-04-10)
The aim of this study was to observe the effects of HIF-1α activation on myocardial I/R in diabetes. Diabetes was induced in an experimental rat model, and regulators of HIF-1α including KC7F2, deferoxamine and ginsenoside Rg1 were administered to observe
Nadine Mahfouz et al.
PloS one, 12(6), e0179202-e0179202 (2017-06-09)
Targeting angiogenesis has been considered a promising treatment of choice for a large number of malignancies, including gastrointestinal cancers. Bevacizumab is an anti-vascular endothelial growth factor (anti-VEGF) being used for this purpose. However, treatment efficacy is largely questioned. Telomerase activity
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