4,5,6,7-tetrabromo-1H-1,3-benzodiazole

• ChemBase编号: 154004
• 分子式: C7H2Br4N2
• 平均质量: 433.72018
• 单一同位素质量: 429.69514607
• SMILES: c1[nH]c2c(n1)c(c(c(c2Br)Br)Br)Br
• Canonical SMILES: Brc1c(Br)c(Br)c2c(c1Br)[nH]cn2
• InChI: InChI=1S/C7H2Br4N2/c8-2-3(9)5(11)7-6(4(2)10)12-1-13-7/h1H,(H,12,13)
• InChIKey: LOEIRDBRYBHAJB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4,5,6,7-tetrabromo-1H-1,3-benzodiazole
• IUPAC传统名: 4,5,6,7-tetrabromo-1H-1,3-benzodiazole
• 别名: 4,5,6,7-Tetrabromobenzimidazole; TBBz; TBBz; 4,5,6,7-Tetrabromobenzimidazole

登记号

• CAS号: 577779-57-8
• MDL号: MFCD04116202
• PubChem SID: 162248143
• PubChem CID: 5149739

理论计算性质

• Acid pKa: 10.666
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 4.2870874
• LogD (pH = 7.4): 4.3336635
• Log P: 4.3345146
• 摩尔折射率: 65.4597 cm^3
• 极化性: 26.760044 Å^3
• 极化表面积: 28.68 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; DMSO: >10 mg/mL at 60 °C, clear; Ethanol; Methanol
• 外观: Light Yellow Solid; powder
• 熔点: 330-332°C

安全信息

• 保存条件: -20°C Freezer; under inert gas
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 25-36
• 安全公开号: 26-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H319
• GHS警示性声明: P301 + P310-P305 + P351 + P338
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C7H2N2Br4

详细说明

Sigma Aldrich - T6951

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.

Toronto Research Chemicals - T291150

A selective ATP-competitive inhibitor of protein kinase CK2 from such divergent sources as yeast, rat liver, Neurospora erassa and Candida tropicalis, with Ki values in the range of 0.5-1uM. It is virtually inactive against PKA, PKC, and a very weak inhi

参考文献

• Zien, P., et al.: Biochemical and Biophysical Res. Commun., 306, 129 (2003)