DRB

Product Name: DRB
CAS No.: 53-85-0
Chemical Name: DRB
Synonyms: DRB;DBR;NSC 401575;DRB USP/EP/BP;DRB (Benzimidazole);dichlororibofuranosylbenzimidazole;5,6-DICHLOROBENZIMIDAZOLE RIBOSIDE;Dichlorobenzimidazoleribofuranoside;5,6-dichloro-1-β-D-ribobenzimidazole;5,6-dichlorobenzimidazoleriboside(drb)
CBNumber: CB0367110
Molecular Formula: C12H12Cl2N2O4
Formula Weight: 319.14
MOL File: 53-85-0.mol

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DRB Property

Melting point:: 222-224°C
Boiling point:: 606.2±65.0 °C(Predicted)
Density: 1.5917 (rough estimate)
refractive index: 1.6200 (estimate)
storage temp.: -20°C
solubility: Soluble in DMSO (up to 20 mg/ml)
pka: 13.23±0.70(Predicted)
form: White solid
color: White
Water Solubility: Soluble in DMSO to 75mMSoluble in dimethyl sulfoxide, hot ethanol, dimethyl formamide, (1:2) dimethyl formamide:Phosphate buffer saline, water, methanol and pyridine. Slightly soluble in aqueous buffers.
λmax: 296nm(lit.)
BRN: 39123
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
InChIKey: XHSQDZXAVJRBMX-AYLPWXGPSA-N
CAS DataBase Reference: 53-85-0

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Safety

Safety Statements: 24/25
WGK Germany: 3
RTECS: DD7310000
HS Code: 29349990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: D1916
Product name: 5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside
Packaging: 10mg
Price: $66.2
Updated: 2024/03/01

Sigma-Aldrich

Product number: 287891
Product name: 5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole
Packaging: 50mg
Price: $172
Updated: 2024/03/01

TCI Chemical

Product number: D4292
Product name: 5,6-Dichlorobenzimidazole 1-beta-D-Ribofuranoside
Purity: >98.0%(HPLC)(N)
Packaging: 1g
Price: $988
Updated: 2024/03/01

TCI Chemical

Product number: D4292
Product name: 5,6-Dichlorobenzimidazole 1-beta-D-Ribofuranoside
Purity: >98.0%(HPLC)(N)
Packaging: 100mg
Price: $168
Updated: 2024/03/01

Alfa Aesar

Product number: J64870
Product name: 5,6-Dichlorobenzimidazole riboside, 98%
Packaging: 50mg
Price: $174
Updated: 2024/03/01

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DRB Chemical Properties,Usage,Production

Description

DRB (53-85-0) is a classic inhibitor of transcription by RNA polymerase II.?A relatively selective inhibitor of Cdk9 (IC50=3 μM), the kinase of the positive transcription elongation factor b (P-TEF-b) required for processive transcription elongation by RNA polymerase II.1,2?Also inhibits casein kinase II, IC50=4-10 μM.?3?Suppresses the SIRT1/CK2α pathway and enhances the radiosensitivity of human cancer cells.4?Kinase-independent activities of Cdk9 such as glucocorticoid receptor modulation are not inhibited by DRB.5

Chemical Properties

White Solid

Uses

Inhibits casein kinase II and blocks RNA synthesis. An adenosine analog.5,6-Dichlorobenzimidazole riboside is used as an inhibitor of RNA Polymerase II. It is nucleoside analogue and used in research to study the mechanisms of cellular regulation. Further, it inhibits some protein kinases.

Uses

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

Uses

DRB is an inhibitor of RNA synthesis (causes premature termination of transcription).

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.

References

1) Baumli?et al.?(2010),?Halogen bonds form the basis for selective P-TEFb inhibition by DRB; Chem. Biol.,?17?931 2) Yamaguchi?et al.?(1998),?Interplay between positive and negative elongation factors: drawing a new view of DRB; Genes Cells,?3?9 3) Zandomeni (1989), Kinetics of inhibition by 5,6-dichloro-1-beta-D-ribofuranosylbenzimidazole; Biochem.J., 262 469 4) Wang?et al.?(2014),?Inhibition of P-TEFb by DRB suppresses SIRT1/CK2α pathway and enhances radiosensitivity of human cancer cells; Anticancer Res.,?34?6981 5) Zhu?et al.?(2014),?A kinase-independent activity of Cdk9 modulates glucocorticoid receptor-mediated gene induction; Biochemistry,?53?1753

DRB Preparation Products And Raw materials

Raw materials

Preparation Products

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DRB Suppliers

Americas 1 Canada 1 China 75 Europe 1 Germany 2 India 3 Japan 2 Switzerland 2 United Kingdom 3 United States 15 Global 105

J & K SCIENTIFIC LTD.

Tel: 010-82848833 400-666-7788
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 94657
Advantage: 76

3B Pharmachem (Wuhan) International Co.,Ltd.

Tel: 821-50328103-801 18930552037
Fax: 86-21-50328109
Email: 3bsc@sina.com
Country: China
ProdList: 15839
Advantage: 69

TCI (Shanghai) Development Co., Ltd.

Tel: 021-67121386
Fax: 021-67121385
Email: Sales-CN@TCIchemicals.com
Country: China
ProdList: 24529
Advantage: 81

Chemsky（shanghai）International Co.,Ltd.

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
ProdList: 32321
Advantage: 50

TOKYO CHEMICAL INDUSTRY CO., LTD.

Tel: 03-36680489
Fax: 03-3668-0520
Email: Sales-JP@TCIchemicals.com
Country: Japan
ProdList: 28387
Advantage: 80

TCI Europe

Tel: 320-37350700
Fax: +32 (0)37350701
Email: sales@tcieurope.eu
Country: Europe
ProdList: 23671
Advantage: 75

TCI AMERICA

Tel: 800-4238616
Fax: +1-888-520-1075 / +1-503-283-1987
Email: sales@tciamerica.com
Country: Americas
ProdList: 23653
Advantage: 75

Shanghai Synmedia Chemical Co., Ltd.

Tel: 021-38681880 13817889927
Fax: 0213390-8196
Email: sales@synmedia-chem.com
Country: China
ProdList: 249
Advantage: 58

Bide Pharmatech Ltd.

Tel: 400-164-7117 13681763483
Fax: +86-21-61629029
Email: product02@bidepharm.com
Country: China
ProdList: 41462
Advantage: 60

Wuhan Chemduro Pharm Tech Co. Ltd.

Tel: 18040571231/1402788087
Fax: sales@chemduro.com
Country: China
ProdList: 1973
Advantage: 58

53-85-0, DRBRelated Search:

N-Ethylbenzimidazole DRB Cibanone Black DRB 6-CHLORO-1H-BENZIMIDAZOLE 1-METHYLBENZIMIDAZOLE 5,6-DICHLOROBENZIMIDAZOLE 5,6-DICHLORO-1-BETA-D-RIBOFURANOSYLBENZIMIDAZOLE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER SODIUM SALT (S)-3-AMINO-1,2-DIHYDROXYPROPANE HYDROCHLORIDE 1-HYDROXYMETHYLBENZIMIDAZOLE BASIONIC(TM) AC 75 1H-Benzimidazole,1-propyl-(9CI) N-ETHYL-5,6-DICHLOROBENZIMIDAZOLE HLA-DRB1 5,6-DICHLOROBENZIMIDAZOLE SP-5,6-DCI-CBIMPS BoLA-DRB3 antigen HLA-DRB5 HLA DRB4*01033

5,6-DICHLOROPURINE-1-BETA-D-RIBOFURANOSYL-H-BENZIMIDAZOLE

5,6-DICHLORO-1-BETA-D-RIBOFURANOSYLBENZIMIDAZOLE

5,6-dichloro-1-beta-d-ribofuranosyl-benzimidazol

5,6-dichlorobenzimidazoleriboside(drb)

Dichlorobenzimidazoleribofuranoside

dichlororibofuranosylbenzimidazole

5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole - CAS 53-85-0 - Calbiochem

5,6-Dichloro-1-b-D-ribofuranosylbenzimidazole

5,6-Dichloropurine-1-b-D-ribofuanosyl-H-benzimidazole

DBR,5,6-Dichlorobenzimidazole1-b-D-ribofuranoside

5,6-dichloro-1-β-d-ribofuranosylbenzimidazole

5,6-dichlorobenzimidazole 1-β-d-ribofuranoside

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

5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole, 5,6-Dichlorobenzimidazole riboside, DRB

5,6-DICHLOROBENZIMIDAZOLE RIBOSIDE 98%

5,6-DICHLOROBENZIMIDAZOLE RIBOSIDE (DRB)98%

5,6-Dichloropurine-1--D-ribofuanosyl-H-benzimidazole

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

5,6-Dichlorobenzimidazole-1-β-D-ribofuranoside ,98%

1-β-D-Ribofuranosyl-5,6-dichlorobenziMidazole

NSC 401575

4,5-dichloro-2-(3-methylbenzyl)pyridazin-3(2h)-one

5,6-DICHLOROBENZIMIDAZOLE-1-BETA-D-RIBOFURANOSIDE

5,6-DICHLOROBENZIMIDAZOLE RIBOSIDE

5,6-DICHLORO-BETA-D-RIBOFURANOSYL-BENZIMIDAZOLE

DRB (Benzimidazole)

DRB

DBR

5,6-Dichlororibofuranosylbenzimidazole

5,6-Dichlorobenzimidazole1-β-D-Ribofuranoside&gt

5,6-Dichloro-1-(beta-D-ribofuranosyl)-1H-benzimidazole

1H-Benzimidazole, 5,6-dichloro-1-β-D-ribofuranosyl-

5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole

DRB USP/EP/BP

(2R,3R,4S,5R)-2-(5,6-Dichloro-1H-benzo[d]imidazol-1-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

5,6-DICHLOROBENIMIDAZOLE-1-B-D- RIBOFURANOSIDE

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

5,6-Dichlorobenzimidazole riboside,DRB,inhibit,Inhibitor,CDK,Cyclin dependent kinase

5,6-Dichlorobenzimidazole riboside(DBR)

1H-Benzimidazole,5,6-dichloro-1-b-D-ribofuranosyl-

5,6-dichloro-1-β-D-ribobenzimidazole

,6-Dichlorobenzimidazole 1-β-D-Ribofuranoside

53-85-0

C12H12Cl2N2O4

DNA-RNA Transcription Regulators

Gene Regulation and Expression

Monosaccharides

Specialty Synthesis

BioChemical

Cell Biology

Carbohydrate Synthesis

Cell Signaling and Neuroscience

Bases & Related Reagents

Inhibitors

Nucleotides