(2R,3R,4S,5R)-2-(5,6-dichloro-1H-1,3-benzodiazol-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase编号: 6085
• 分子式: C12H12Cl2N2O4
• 平均质量: 319.14068
• 单一同位素质量: 318.01741223
• SMILES: c12cc(Cl)c(Cl)cc1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1cc(Cl)c(c2)Cl
• InChI: InChI=1S/C12H12Cl2N2O4/c13-5-1-7-8(2-6(5)14)16(4-15-7)12-11(19)10(18)9(3-17)20-12/h1-2,4,9-12,17-19H,3H2/t9-,10-,11-,12-/m1/s1
• InChIKey: XHSQDZXAVJRBMX-DDHJBXDOSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,4S,5R)-2-(5,6-dichloro-1H-1,3-benzodiazol-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC传统名: (2R,3R,4S,5R)-2-(5,6-dichloro-1,3-benzodiazol-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• 别名: 5,6-Dichlorobenzimidazole riboside; 5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole; 5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside; 5,6-Dichloro-1-beta-D-ribofuranosylbenzimidazole; 5,6-dichloro-1-beta-D-ribofuranosyl-1H-benzimidazole; 5,6-DICHLOROBENZIMIDAZOLE RIBOSIDE; DRB; 5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole

登记号

• CAS号: 53-85-0
• MDL号: MFCD00036785
• Beilstein号: 39123
• PubChem SID: 24861801; 99444944; 24278361; 160969510
• PubChem CID: 5894
• CHEMBL: 375530
• Chemspider ID: 5683
• DrugBank ID: DB08473
• 维基百科标题: 5,6-Dichloro-1-beta-D-ribofuranosylbenzimidazole

理论计算性质

JChem

• Acid pKa: 12.455603
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): 0.7447811
• LogD (pH = 7.4): 0.9050076
• Log P: 0.9076422
• 摩尔折射率: 71.1744 cm^3
• 极化性: 29.581772 Å^3
• 极化表面积: 87.74 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.01
• LOG S: -2.09
• 溶解度: 2.59e+00 g/l

分子性质

安全信息

• 保存条件: 0°C, Store Under Nitrogen
• RTECS编号: DD7310000
• 德国WGK号: 3
• 保存温度: -20°C

药理学性质

• 相关基因信息: human ... CSNK2A1(1457), CSNK2B(1460)

产品相关信息

• 纯度: ≥99.0% (HPLC); 98%
• 级别: purum
• Empirical Formula (Hill Notation): C12H12Cl2N2O4

详细说明

MP Biomedicals - 02157639

Purity: 98%
Selectively inhibits casein kinase II. Blocks RNA synthesis by inhibiting RNA polymerase II transcription dependent on CK-II.

DrugBank - DB08473

Drug information: experimental

Sigma Aldrich - D1916

Biochem/physiol Actions
Inhibitor of RNA synthesis; causes premature termination of transcription. CK2 (casein kinase-2) inhibitor.

Sigma Aldrich - 35290

Biochem/physiol Actions
Inhibitor of RNA synthesis; causes premature termination of transcription. CK2 (casein kinase-2) inhibitor.

参考文献

• Zandomeni, R., et al., J. Biol. Chem. , 261 : 3414 (1986).