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About This Item
Empirical Formula (Hill Notation):
C12H12Cl2N2O4
CAS Number:
Molecular Weight:
319.14
Beilstein/REAXYS Number:
39123
MDL number:
UNSPSC Code:
12352200
eCl@ss:
32151902
PubChem Substance ID:
NACRES:
NA.77
Product Name
5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside,
form
powder
Quality Level
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)
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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
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.
Inhibitor of RNA synthesis; causes premature termination of transcription. CK2 (casein kinase-2) inhibitor.
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.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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