Synonym: 4,5,6,7-Tetrabromobenzimidazole
CAS Number: 577779-57-8
Empirical Formula (Hill Notation): C7H2N2Br4
Molecular Weight: 433.72
MDL Number: MFCD04116202
Linear Formula: C7H2N2Br4
Product Type: Chemical
| assay |
≥98% (HPLC) |
| form |
powder |
| InChI |
1S/C7H2Br4N2/c8-2-3(9)5(11)7-6(4(2)10)12-1-13-7/h1H,(H,12,13) |
| InChI key |
LOEIRDBRYBHAJB-UHFFFAOYSA-N |
| Quality Level |
100  |
| SMILES string |
Brc1c(Br)c(Br)c2[nH]cnc2c1Br |
| solubility |
DMSO: >10 mg/mL at 60 °C, clear |
| storage temp. |
2-8°C |
| Application: |
TBBz has been used as a CK2 inhibitor in HeLa cells and rat septal neurons. |
| Biochem/physiol Actions: |
TBBz is a cell-permeable Casein Kinase-2 (CK2) inhibitor. CK2 inhibitors, 4,5,6,7-tetrabromobenzotriazole (TBBt, Sigma Cat. # T0826) and rabromobenzimidazole (TBBz), the latter of which was shown to discriminate between different molecular forms of CK2 in yeast. TBBt, with a pK(a) ~5, exists in solution at physiological pH almost exclusively (>99%) as the monoanion; whereas TBBz, with a pKa ~9, is predominantly (>95%) in the neutral form, both of obvious relevance to their modes of binding. In vitro, TBBt inhibits different forms of CK2 with Ki values ranging from 80 to 210 nM. TBBz discriminates better between CK2 forms, with Ki values ranging from 70-510 nM. TBBz is more effective than TBBt in inducing apoptosis and to a lesser degree, necrosis in transformed human cell lines. Dvelopment of shRNA strategies for the selective knockdown of the CK2α and CK2α′ isoforms reinforces the foregoing results, indicating that inhibition of CK2 leads to attenuation of proliferation. |
| Packaging: |
5, 25 mg in glass bottle |
| Preparation Note: |
TBBz is soluble in DMSO (60 deg C) at a concentration that is greater than 10 mg/ml. |
| Hazard Codes |
T |
| Risk Statements |
25-36 |
| Safety Statements |
26-45 |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% (HPLC) |
| Storage Temp. |
2-8°C |
| UNSPSC |
12352200 |
