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Merck
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SML2044

Sigma-Aldrich

DMAT

≥98% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C9H7Br4N3
Numéro CAS:
749234-11-5
Poids moléculaire :
476.79
Numéro MDL:
MFCD08705322
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Conditions d'expédition

wet ice

Température de stockage

−20°C

Chaîne SMILES 

CN(C)c1nc2c(Br)c(Br)c(Br)c(Br)c2[nH]1

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)

Clé InChI

SLPJGDQJLTYWCI-UHFFFAOYSA-N

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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

Actions biochimiques/physiologiques

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).

Attention

Air sensitive

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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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
Da Hye Jung et al.
Immunologic research, 62(1), 35-45 (2015-03-11)
Macrophage-associated nitric oxide (NO) production plays a crucial role in the pathogenesis of tissue damage. However, negative factors that regulate NO production remains poorly understood despite its significance of NO homeostasis. Here, we show that activating transcription factor 3 (ATF3)
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
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