D1916

5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside

≥98% (HPLC), powder, RNA synthesis inhibitor

• Sinónimos: 5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole, 5,6-Dichlorobenzimidazole riboside, DRB
• Fórmula empírica (notación de Hill): C₁₂H₁₂Cl₂N₂O₄
• Número de CAS: 53-85-0
• Peso molecular: 319.14
• Beilstein: 39123
• Número MDL: MFCD00036785
• Código UNSPSC: 12352200
• eCl@ss: 32151902
• ID de la sustancia en PubChem: 24278361
• NACRES: NA.77

Propiedades

• Nombre del producto: 5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside,
• Formulario: powder
• Nivel de calidad: 200
• temp. de almacenamiento: −20°C
• cadena SMILES: OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3cc(Cl)c(Cl)cc23
• 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
• Clave InChI: XHSQDZXAVJRBMX-DDHJBXDOSA-N
• Información sobre el gen: human ... CSNK2A1(1457) , CSNK2B(1460)

Descripción

Aplicación

5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside has been used:

• as an inhibitor of RNA polymerase II in mouse melanoma cells[1]
• for the inhibition of cyclin D1 mRNA synthesis in human prostate epithelial cell lines[2]
• in the inhibition of interleukin-2 gene transcription in Jurkat cells[3]

Acciones bioquímicas o fisiológicas

5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside (DRB), a nucleoside analog that halts mRNA synthesis[4] by phosphorylation of the C-terminal domain of RNA polymerase II, making it inactive.[5] It also interferes with the DNA topoisomerase II, may modulate response to cytokines and blocks the human immunodeficiency virus (HIV) via RNA modification.[6] It also inhibits cyclin-dependent kinases (CDKs) 7 and 9 and favors apoptosis in leukemic cells. It may serve as a therapeutic agent in treating cancer.[7]

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

Características y beneficios

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Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable