An iron chelator with antiproliferative effects
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Dp44mT

Item No. 20936

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(di-2-pyridinylmethylene)-N,N-dimethyl-hydrazinecarbothioamide
CAS Number
152095-12-0
Molecular Formula
C14H15N5S
Formula Weight
285.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 33 mg/mlDMSO: 33 mg/mlEthanol: 33 mg/mlEthanol:PBS (pH 7.2) (1:7): 0.12 mg/ml
λmax
233, 277, 338 nm
SMILES
S=C(N(C)C)N/N=C(C1=NC=CC=C1)/C2=CC=CC=N2
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $29

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    10 mg

    $54

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    50 mg

    $253

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    100 mg

    $478

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    Cayman Chemical
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    Product Description

    Dp44mT is an iron chelator with antiproliferative effects.1 It inhibits in vitro proliferation of SK-N-MC neuroepithelioma, SK-Mel-28 melanoma, and MCF-7 breast cancer cells (IC50s = 30, 60, and 60 nM, respectively) but not of normal MRC-5 fibroblasts (IC50 = >25 µM). Dp44mT increases mobilization of 59Fe from SK-N-MC cells and M109 mouse lung carcinoma cells when used at concentrations of 25 and 1 µM, respectively. It dose-dependently increases apoptosis in M109 cells in vitro. Dp44mT (2.5 µM) increases expression of the metastasis suppressor protein NDRG1 in the DU145 and PC3 human prostate cancer cell lines to a greater degree than normal prostate epithelial cells (PrECs), while also increasing expression of the tumor suppressor protein PTEN in both DU145 cells and normal PrECs.2 Dp44mT also enhances cytotoxicity in several multidrug resistant human cancer cell lines following transport to lysosomes by P-glycoprotein.3 Dp44mT (0.4 mg/kg) inhibits M109 tumor growth in mice, reducing tumor weight to 47% of control.1 It also reduces tumor size and weight in an oral squamous cell carcinoma mouse xenograft model when administered at a dose of 0.5 mg/kg.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yuan, J., Lovejoy, D.B., and Richardson, D.R. Novel di-2-pyridyl-derived iron chelators with marked and selective antitumor activity: In vitro and in vivo assessment. Blood 104(5), 1450-1458 (2004).

    2. Dixon, K.M., Lui, G.Y., Kovacevic, Z., et al. Dp44mT targets the AKT, TGF-β and ERK pathways via the metastasis suppressor NDRG1 in normal prostate epithelial cells and prostate cancer cells. Br. J. Cancer 108(2), 409-419 (2013).

    3. Jansson, P.J., Yamagishi, T., Arvind, A., et al. Di-2-pyridylketone 4,4-dimethyl-3-thiosemicarbazone (Dp44mT) overcomes multidrug resistance by a novel mechanism involving the hijacking of lysosomal P-glycoprotein (Pgp). The Journal of Biological Chemisty 290(15), 9588-9603 (2015).

    4. Lee, J.-C., Chiang, K.-C., Feng, T.-H., et al. The iron chelator, Dp44mT, effectively inhibits human oral squamous cell carcinoma cell growth in vitro and in vivo. Int. J. Mol. Sci. 17(9), pii: E1435 (2016).