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Chemical Structure| 53-85-0 Chemical Structure| 53-85-0

Structure of DRB
CAS No.: 53-85-0

Chemical Structure| 53-85-0

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DRB is a chemical compound that inhibits transcription elongation by RNA Polymerase II. It works as a transcription inhibitor.

Synonyms: 5,6-Dichlorobenzimidazole riboside; Benzimidazole; NSC 401575

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Product Citations

Product Citations

Yu, Pei ; Han, Yubao ; Meng, Lulu ; Tian, Yanyuan ; Jin, Zhiwei ; Luo, Jun , et al.

Abstract: Osteosarcoma, a prevalent primary malignant bone tumor, often presents with lung metastases, severely impacting patient survival rates. Extracellular vesicles, particularly exosomes, play a pivotal role in the formation and progression of osteosarcoma-related pulmonary lesions. However, the communication between primary osteosarcoma and exosome-mediated pulmonary lesions remains obscure, with the potential impact of pulmonary metastatic foci on osteosarcoma progression largely unknown. This study unveils an innovative mechanism by which exosomes originating from osteosarcoma pulmonary metastatic sites transport the miR-194/215 cluster to the primary tumor site. This transportation enhances lung metastatic capability by downregulating myristoylated alanine-rich C-kinase substrate (MARCKS) expression. Addressing this phenomenon, in this study we employ cationic bovine serum albumin (CBSA) to form nanoparticles (CBSA-anta-194/215) via electrostatic interaction with antagomir-miR-194/215. These nanoparticles are loaded into nucleic acid-depleted exosomal membrane vesicles (anta-194/215@Exo) targeting osteosarcoma lung metastatic sites. Intervention with bioengineered exosome mimetics (anta-194/215@Exo) not only impedes osteosarcoma progression but also significantly prolongs the lifespan of tumor-bearing mice. These findings suggest that pulmonary metastatic foci-derived exosomes initiate primary osteosarcoma lung metastasis by transferring the miR-194/215 cluster targeting MARCKS, making the miR-194/215 cluster a promising therapeutic target for inhibiting the progression of patients with osteosarcoma lung metastases.

Keywords: Lungebone transmission ; miR-194/215 cluster ; Exosome ; Lung metastasis ; Epithelialemesenchymal transition ; Vasculogenic mimicry ; Bioengineered exosome mimetics ; Osteosarcoma

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Product Details of DRB

CAS No. :53-85-0
Formula : C12H12Cl2N2O4
M.W : 319.14
SMILES Code : O[C@H]1[C@H](N2C=NC3=CC(Cl)=C(Cl)C=C23)O[C@H](CO)[C@H]1O
Synonyms :
5,6-Dichlorobenzimidazole riboside; Benzimidazole; NSC 401575
MDL No. :MFCD00036785
InChI Key :XHSQDZXAVJRBMX-DDHJBXDOSA-N
Pubchem ID :5894

Safety of DRB

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

Description
5,6-Dichlorobenzimidazole riboside (DRB) is a nucleoside analog that inhibits various carboxyl-terminal domain kinases, including casein kinase II and cell cycle-dependent kinases (CDK), and exhibits antitumor activity. It can also trigger apoptosis[1][2][3][4][5][6][7].
Target
  • CK2

In Vitro:

Cell Line
Concentration Treated Time Description References
HeLa cells 5-60 μM 15 min DRB significantly inhibits RNA synthesis and has a stronger inhibitory effect on uridine uptake in HeLa cells compared to L cells. J Cell Biol. 1976 May;69(2):229-40
HeLa cell extract 2-6 μM 60 minutes To determine the inhibitory effect of DRB on RNA polymerase II-mediated transcription in vitro, results showed that DRB significantly inhibited transcription at 2-6 μM concentration. Proc Natl Acad Sci U S A. 1982 May;79(10):3167-70
HeLa cells 4-6 μM 15-60 minutes To determine the inhibitory effect of DRB on RNA transcription, results showed that DRB significantly inhibited RNA synthesis at 4-6 μM concentration. Proc Natl Acad Sci U S A. 1982 May;79(10):3167-70
mouse embryos 80 μM 4 to 20 hours To study the effect of DRB on early mouse embryo development, found that inhibition of minor ZGA resulted in embryo arrest at the two-cell stage Proc Natl Acad Sci U S A. 2018 Jul 17;115(29):E6780-E6788
T-47D cells 75 μM 72 hours DRB inhibited T-47D cell proliferation, but no cleavage of PARP was observed. Sci Rep. 2023 Aug 3;13(1):12621
MCF-7 cells 75 μM 72 hours DRB inhibited MCF-7 cell proliferation and induced apoptosis, as evidenced by increased Annexin V-positive cells, DNA fragmentation, and activation of caspase-7, caspase-9, and PARP. Sci Rep. 2023 Aug 3;13(1):12621
HeLa cells 70 μM 1 hour To study the effect of DRB on adenovirus transcription, it was found that DRB inhibits transcription from the major late promoter, but the synthesis of polypeptide IX mRNA is resistant to DRB. Nucleic Acids Res. 1979 Nov 24;7(6):1405-18
Friend cells 125 μM 30 minutes To investigate the effect of DRB on β-globin mRNA, results showed that DRB inhibited the appearance of β-globin mRNA in the cytoplasm by greater than 87%. Nucleic Acids Res. 1981 Jul 24;9(14):3307-19
Chorioallantoic membrane cells 0.38 × 10⁻⁴ M 36 hours To study the inhibitory effect of DRB on Lee virus replication, results showed that DRB at 0.38 × 10⁻⁴ M concentration could inhibit 75% of virus replication. J Exp Med. 1954 Mar;99(3):227-50

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Chicken embryos and mice Embryonated chicken eggs and mice models Allantoic injection for chicken embryos; intraperitoneal injection for mice Chicken embryos: 4 mg; Mice: 4 mg/day Chicken embryos: single injection; Mice: twice daily for 48 hours To study the inhibitory effect of DRB on Lee virus replication in vivo, results showed that DRB significantly inhibited virus replication in both chicken embryos and mice without observable toxicity. J Exp Med. 1954 Mar;99(3):227-50
Mouse Mouse embryos In vitro culture 80 μM 4 to 20 hours To study the effect of DRB on early mouse embryo development, found that inhibition of minor ZGA resulted in embryo arrest at the two-cell stage Proc Natl Acad Sci U S A. 2018 Jul 17;115(29):E6780-E6788

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT02876146 Alveolar Echinococcosis COMPLETED 2025-08-21 -

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.13mL

0.63mL

0.31mL

15.67mL

3.13mL

1.57mL

31.33mL

6.27mL

3.13mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

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