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SML0483

Sigma-Aldrich

DpC

≥98% (HPLC)

Synonyme(s) :

Di-2-pyridylketone-4-cyclohexyl-4-methyl-3-thiosemicarbazone

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About This Item

Formule empirique (notation de Hill):
C19H23N5S
Numéro CAS:
1382469-39-7
Poids moléculaire :
353.48
Numéro MDL:
MFCD22666593
Code UNSPSC :
12352200
ID de substance PubChem :
329825434
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

protect from light

Couleur

white to beige

Solubilité

DMSO: 5 mg/mL (clear solution)

Température de stockage

−20°C

Chaîne SMILES 

CN(C1CCCCC1)C(=S)N\N=C(\c2ccccn2)c3ccccn3

InChI

1S/C19H23N5S/c1-24(15-9-3-2-4-10-15)19(25)23-22-18(16-11-5-7-13-20-16)17-12-6-8-14-21-17/h5-8,11-15H,2-4,9-10H2,1H3,(H,23,25)

Clé InChI

GNLZNQJBZNOUBM-UHFFFAOYSA-N

Actions biochimiques/physiologiques

DpC is an iron-chelating agent.
DpC is an iron-chelating agent. In four separate human pancreatic tumor cell lines, DpC significantly increased the expression and phosphorylation of the growth and metastasis suppressor, N-myc down-stream regulated gene 1 (NDRG1) and the cdk inhibitpr p21CIP1/WAF. DpC completely blocked PANC-1 tumor growth in mouse xenografts.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301

Classification des risques

Acute Tox. 3 Oral

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Ye-Xing Xu et al.
Oncology letters, 15(5), 7999-8004 (2018-05-10)
The present study aimed to investigate the antitumor efficacy of di-2-pyridylketone-4-cyclohexyl-4-methyl-3-thiosemicarbazone (DpC) and di-2-pyridylketone-4,4,-dimethyl-3-thiosemicarbazone (Dp44mT) on head and neck squamous cell carcinoma (HNSCC) cells. The proliferation and apoptosis of HNSCC cells treated with the iron chelators DpC and Dp44mT were
Zaklina Kovacevic et al.
The Journal of biological chemistry, 291(3), 1029-1052 (2015-11-05)
N-MYC downstream-regulated gene-1 (NDRG1) is a potent growth and metastasis suppressor that acts through its inhibitory effects on a wide variety of cellular signaling pathways, including the TGF-β pathway, protein kinase B (AKT)/PI3K pathway, RAS, etc. To investigate the hypothesis
Ruxing Xi et al.
Molecular pharmacology, 91(5), 499-517 (2017-03-10)
Tumor necrosis factor α (TNFα) plays a vital role in cancer progression as it is associated with inflammation and promotion of cancer angiogenesis and metastasis. The effects of TNFα are mediated by its downstream target, the oncogene lysine-rich CEACAM1 coisolated
Sang Y Lee et al.
Anticancer research, 41(6), 2795-2804 (2021-06-05)
Neuroblastoma is the most common childhood extracranial solid malignancy. Although cancer cells need iron and lipids for active cell division, possible links between iron and lipid metabolism in neuroblastomas have not been studied. We evaluated the levels and association between
Wensheng Liu et al.
Oncotarget, 6(11), 8851-8874 (2015-04-11)
N-myc downstream regulated gene-1 (NDRG1) is a potent metastasis suppressor that plays a key role in regulating signaling pathways involved in mediating cancer cell invasion and migration, including those derived from prostate, colon, etc. However, the mechanisms and molecular targets

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