Synonym: 2-(Di-2-pyridinylmethylene)-N,N-dimethyl-hydrazinecarbothioamide; Di-2-pyridylketone-4,4,-dimethyl-3-thiosemicarbazone
CAS Number: 152095-12-0
Empirical Formula (Hill Notation): C14H15N5S
Molecular Weight: 285.37
MDL Number: MFCD20527329
Linear Formula: C14H15N5S
Product Type: Chemical
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This image depicts SML0186-25MG.
| assay |
≥98% (HPLC) |
| color |
yellow to orange |
| form |
powder |
| InChI |
1S/C14H15N5S/c1-19(2)14(20)18-17-13(11-7-3-5-9-15-11)12-8-4-6-10-16-12/h3-10H,1-2H3,(H,18,20) |
| InChI key |
XOBIGRNRXCAMJQ-UHFFFAOYSA-N |
| originator |
Bayer |
| Quality Level |
100  |
| SMILES string |
CN(C)C(=S)NN=C(c1ccccn1)c2ccccn2 |
| solubility |
DMSO: ≥5 mg/mL |
| storage temp. |
2-8°C |
| Application: |
Dp44mT may be used in cell signaling studies. |
| Biochem/physiol Actions: |
Cell-permeable iron chelator and top2a activity inhibitor |
| Biochem/physiol Actions: |
Dp44mT (di-2-pyridylketone-4,4,-dimethyl-3-thiosemicarbazone) influences lysosome integrity through copper binding. It induces reactive oxygen species (ROS) generation by redox cycling of iron complex. Dp44mT exhibits anti cancer action by attenuating Ndrg-1 (N-myc downstream regulated 1), a metastasis suppressor protein. It also alters the cyclin family of proteins (A, B, D1, D2,D3 and cyclin-dependent kinase 2) known for cell-cycle regulation. Dp44mT is known to promote apoptosis in neuroepithelioma, melanoma and breast cancer. |
| Biochem/physiol Actions: |
Dp44mT is an iron chelator that works as a selective anticancer agent. As other iron chelators it can serve as a therapeutic adjunct to doxorubicin treatment. Additionally Dm44mT possess DNA-damaging activity. It appears that that activity is mediated by top2a inhibition. |
| Disclaimer: |
Material appears to be unstable in solution; make solutions immediately before use. |
| Features and Benefits: |
This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm . |
| Features and Benefits: |
This compound was developed by Bayer . To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here . |
| Packaging: |
5, 25 mg in glass bottle |
| Symbol |
GHS06 |
| Signal word |
Danger |
| Hazard statements |
H301 |
| Precautionary statements |
P301 + P310 |
| Hazard Codes |
Xn |
| Risk Statements |
22 |
| RIDADR |
UN 2811 6.1 / PGIII |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% (HPLC) |
| Storage Temp. |
2-8°C |
| UNSPSC |
12352200 |