D1916

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

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

• Synonyme(s) : 5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole, 5,6-Dichlorobenzimidazole riboside, DRB
• Formule empirique (notation de Hill) : C₁₂H₁₂Cl₂N₂O₄
• Numéro CAS: 53-85-0
• Poids moléculaire : 319.14
• UNSPSC Code: 12352200
• eCl@ss: 32151902
• PubChem Substance ID: 24278361
• NACRES: NA.77
• Beilstein/REAXYS Number: 39123
• MDL number: MFCD00036785
• Form: powder

Propriétés

• Nom du produit: 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)

Description

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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Informations sur la sécurité

• Classe de stockage: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable