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SML0483

Sigma-Aldrich

DpC

≥98% (HPLC)

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Synonym(s):
Di-2-pyridylketone-4-cyclohexyl-4-methyl-3-thiosemicarbazone
Empirical Formula (Hill Notation):
C19H23N5S
CAS Number:
Molecular Weight:
353.48
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

white to beige

solubility

DMSO: 5 mg/mL (clear solution)

storage temp.

−20°C

SMILES string

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)

InChI key

GNLZNQJBZNOUBM-UHFFFAOYSA-N

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This Item
SML0186SML1976SML1057
vibrant-m

SML0483

DpC

vibrant-m

SML0186

Dp44mT

vibrant-m

SML1976

DIM-C-pPhCO2Me

vibrant-m

SML1057

NPP

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

100

storage condition

protect from light

storage condition

-

storage condition

-

storage condition

-

color

white to beige

color

yellow to orange

color

pink to light red

color

white to beige

solubility

DMSO: 5 mg/mL (clear solution)

solubility

DMSO: ≥5 mg/mL

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

Biochem/physiol Actions

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.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_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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