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
• UNSPSC Code: 12352200
• eCl@ss: 32151902
• PubChem Substance ID: 24278361
• NACRES: NA.77
• Beilstein/REAXYS Number: 39123
• MDL number: MFCD00036785
• Form: powder

Eigenschaften

• Produktname: 5,6-Dichlorbenzimidazol 1-β-D-Ribofuranosid,
• 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)

Beschreibung

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 von RNA-Synthese; verursacht vorzeitige Termination der Transkription

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

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable