SML2044
DMAT
≥98% (HPLC)
Synonym(s):
CK2 Inhibitor II, 2-Dimethylamino-4,5,6,7-tetrabromo-1H-benzimidazole, 4,5,6,7-Tetrabromo-N,N-dimethyl-1H-benzimidazol-2-amine, 4,5,6,7-Tetrabromo-N,N-dimethyl-1H-benzo[d]imidazol-2-amine, DMAT
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About This Item
Empirical Formula (Hill Notation):
C9H7Br4N3
CAS Number:
Molecular Weight:
476.79
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
InChI
1S/C9H7Br4N3/c1-16(2)9-14-7-5(12)3(10)4(11)6(13)8(7)15-9/h1-2H3,(H,14,15)
SMILES string
CN(C)c1nc2c(Br)c(Br)c(Br)c(Br)c2[nH]1
InChI key
SLPJGDQJLTYWCI-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
powder
color
white to beige
shipped in
wet ice
storage temp.
−20°C
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Application
DMAT has been used as a casein kinase 2 (CK2) inhibitor:
- to study its effects on parasite multiplication in a [3H]-hypoxanthine incorporation assay
- to study its effects on the intracellular response in prostate cancer cells
- to study its effects on cell division cycle 25C (cdc25C) phosphatase levels in prostate cancer cells
Biochem/physiol Actions
Casein kinase II inhibitor II (Ck2 Inhibitor II) is a ATP competitive inhibitor of casein kinase II.
Casein kinase II inhibitor II (Ck2 Inhibitor II) is a high affinity ATP-competitive inhibitor of casein kinase II. Ck2 Inhibitor II inhibits CK2 in rat liver with 1,300-fold greater selectivity for CK2 than for CK1 (IC50 = 140 nM and >200 μM respectively). Ki = 40 nM; In Jurkat human T-cell leukemia cells, Ck2 Inhibitor II does not display side effects on mitochondria polarization at concentrations up to 10 μM; Ck2 Inhibitor II is useful for in vivo studies due to cell permeability and high efficacy in cultured cells and has implications in research and treatment of neoplasia and infective diseases, in which CK2 plays a role and is highly active constitutively.
DMAT is an ATP-competitive (Ki = 40 nM) casein kinase 2 (CK2) inhibitor (IC50 = 140 nM; rat liver CK2, [ATP] = 20 nM) with greatly improved potency and selectivity than its structure analog TBB. With the exception of DYRK1a (IC50 = 120 nM), DMAT is reported to exhibit no CK1 inhibitiory potency up to 200 μM (50% inhibition by 29 μM TBB) and little or no activity against a panel of 32 other protein kinases, nor PI3K α and γ. When tested in Jurkat cultures, DMAT is shown to be a superior apoptosis inducer than TBB (DC50 = 2.7 μM/DMAT vs. 17 μM/TBB).
Disclaimer
Air sensitive
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Mario A Pagano et al.
Journal of medicinal chemistry, 47(25), 6239-6247 (2004-11-30)
Casein kinase 2 (CK2) is a ubiquitous, essential, and highly pleiotropic protein kinase whose abnormally high constitutive activity is suspected to underlie its pathogenic potential in neoplasia and infective diseases. Thus, CK2 inhibitors designed to dissect the signaling pathways affected
Mario A Pagano et al.
Biochemical and biophysical research communications, 321(4), 1040-1044 (2004-09-11)
Protein kinase CK2 is a highly pleiotropic enzyme whose high constitutive activity is suspected to be instrumental to the enhancement of the tumour phenotype and to the propagation of infectious diseases. Here we describe a novel compound, 2-dimethylamino-4,5,6,7-tetrabromo-1H-benzimidazole (DMAT), which
Claudia Götz et al.
Biochimica et biophysica acta, 1820(7), 970-977 (2012-03-06)
Abnormally high activity of protein kinase CK2 is linked to various diseases including cancer. Therefore, the inhibition of CK2 is a promising therapeutic strategy to fight this disease. We screened a library of synthetic molecules concerning their capacity to inhibit
Carolin C Schneider et al.
Oncology reports, 21(6), 1593-1597 (2009-05-09)
Elevated levels of protein kinase CK2 were found in tumour cells compared to normal cells. Thus, inhibition of CK2 kinase activity seems to be an attractive method to stop growth of cancer cells. Two drugs, namely tetrabromobenzotriazole, TBB, and 2-dimethylamino-4,5,6,7-tetrabromo-1H-benzimidazole
Qiang Chen et al.
Cell reports, 18(13), 3155-3166 (2017-03-30)
Preadipocytes initiate differentiation into adipocytes through a cascade of events. Mitotic clonal expansion, as one of the earliest events, is essential for adipogenesis. However, the underlying mechanisms that regulate mitotic clonal expansion remain elusive. SIRT6 is a member of the
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