D1916

5,6-Dichlorbenzimidazol 1-β-D-Ribofuranosid

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

• Synonym(e): 5,6-Dichlor-1-β-D-ribofuranosylbenzimidazol, DRB
• Empirische Formel (Hill-System): C₁₂H₁₂Cl₂N₂O₄
• CAS-Nummer: 53-85-0
• Molekulargewicht: 319.14
• Beilstein: 39123
• MDL-Nummer: MFCD00036785
• UNSPSC-Code: 12352200
• eCl@ss: 32151902
• PubChem Substanz-ID: 24278361
• NACRES: NA.77

Eigenschaften

• Produktbezeichnung: 5,6-Dichlorbenzimidazol 1-β-D-Ribofuranosid,
• Form: powder
• Qualitätsniveau: 200
• Lagertemp.: −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
• InChIKey: XHSQDZXAVJRBMX-DDHJBXDOSA-N
• Angaben zum Gen: human ... CSNK2A1(1457) , CSNK2B(1460)

Beschreibung

Anwendung

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]

Biochem./physiol. Wirkung

Inhibitor von RNA-Synthese; verursacht vorzeitige Termination der Transkription

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]

Leistungsmerkmale und Vorteile

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Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable