Iron Chelator, Dp44mT

Base Information

• Chemical Name: Iron Chelator, Dp44mT
• CAS No.: 152095-12-0
• Molecular Formula: C14H15N5S
• Molecular Weight: 285.36700
• European Community (EC) Number: 694-427-5
• NSC Number: 744381
• DSSTox Substance ID: DTXSID80438322
• Nikkaji Number: J3.157.012C
• ChEMBL ID: CHEMBL385064
• Mol file: 152095-12-0.mol

Synonyms:di-2-pyridyl ketone-4,4-dimethyl-3-thiosemicarbazone;di-2-pyridylketone-4,4-dimethyl-3-thiosemicarbazone;Dp44mt;HDp44mt

Chemical Property of Iron Chelator, Dp44mT

Chemical Property:

• PSA: 92.54000
• LogP: 2.07640
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: DMSO: ≥5mg/mL
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 285.10481667
• Heavy Atom Count: 20
• Complexity: 336

Purity/Quality:

97% ^*data from raw suppliers

IronChelator,Dp44mT ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=S)NN=C(C1=CC=CC=N1)C2=CC=CC=N2
• Description: Dp44mT (152095-12-0) is a metal chelator with potent antitumor activity.1,2?It displayed an average IC50?of 30 nM over 28 cancer cell lines (IC50?range was 5 nM to 400 nM).2?Dp44mT retained its antiproliferative activity in both etoposide-resistant MCF-7/VP clones (MCF-7 breast cancer cells) and vinblastine-resistant KB-VB1 clones (KB3-1 epidermoid carcinoma cells) with an IC50?= 12 nM for both lines.2?The potency of Dp44mT has been attributed to the high redox activity of the Dp44mT-Fe complex leading to cytotoxic ROS generation. The antitumor activity of Dp44mT may also be mediated by a redox active copper complex that causes cellular glutathione depletion and lysosomal damage.3,4?It also inhibited T-cell activation and prevented CD25 up-regulation?via?a copper-dependent mechanism.5?Dp44mT has recently been shown to effectively inhibit c-Met though metalloprotease-mediated cleavage and lysosomal degradation.6
• Uses: Iron Chelator, Dp44mT is a cell-permeable di-2-pyridyl thiosemicarbazone (DpT) based tridentate ligand.

Technology Process of Iron Chelator, Dp44mT

There total 2 articles about Iron Chelator, Dp44mT which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

2,2'-dipyridyl ketone (19437-26-4) + 4,4-dimethylthiosemicarbazide (6926-58-5) → di-2-pyridylketone-4,4-dimethyl-3-thiosemicarbazone (152095-12-0)

Guidance literature:

With acetic acid; In ethanol; water; for 2h; Heating;

DOI:10.1021/jm0606342

Reference yield:

→ di-2-pyridylketone-4,4-dimethyl-3-thiosemicarbazone (152095-12-0)

Guidance literature:

upstream raw materials:

2,2'-dipyridyl ketone

4,4-dimethylthiosemicarbazide