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 CAS: 53-85-0
• Peso molecular: 319.14
• UNSPSC Code: 12352200
• eCl@ss: 32151902
• PubChem Substance ID: 24278361
• NACRES: NA.77
• Beilstein/REAXYS Number: 39123
• MDL number: MFCD00036785
• Form: powder

Propiedades

• Nombre del producto: 5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside,
• Quality Segment: 200
• form: powder
• storage temp.: −20°C
• SMILES string: 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
• InChI key: XHSQDZXAVJRBMX-DDHJBXDOSA-N
• Gene Information: human ... CSNK2A1(1457), CSNK2B(1460)

Descripción

Application

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

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

Biochem/physiol Actions

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

5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside (DRB), a nucleoside analog that halts mRNA synthesis by phosphorylation of the C-terminal domain of RNA polymerase II, making it inactive. It also interferes with the DNA topoisomerase II, may modulate response to cytokines and blocks the human immunodeficiency virus (HIV) via RNA modification. 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.

Features and Benefits

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Información de seguridad

• Clase de almacenamiento: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable