ChemicalBook CAS DataBase List 53-85-0

53-85-0

Name	DRB
CAS	53-85-0
Molecular Formula	C12H12Cl2N2O4
MDL Number	MFCD00036785
Molecular Weight	319.14
MOL File	53-85-0.mol

Chemical Properties

Appearance	White Solid
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)
form	White solid
pka	13.23±0.70(Predicted)
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

Safety Data

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

Hazard Information

Chemical Properties

White Solid

Uses

An inhibitor of RNA synthesis (causes premature termination of transcription)

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

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.

in vivo

5,6-Dichlorobenzimidazole riboside (2.0-3.0 mg/0.25 mL water, ?intraperitoneally injected twice a day for 5 days) does not inhibit the multiplication of the PR8 strain of influenza virus in mice^[7].

storage

Store at -20°C

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

Spectrum Detail

Supplier

J & K SCIENTIFIC LTD.

Telephone18210857532 18210857532

Websitehttps://www.jkchemical.com

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

Telephone 18930552037

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList13285/0_EN.htm

TCI (Shanghai) Development Co., Ltd.

Telephone021-67121386

Websitehttps://www.tcichemicals.com/CN/zh/

Chemsky（shanghai）International Co.,Ltd.

Telephone021-50135380

Websitehttp://www.shchemsky.com

Shanghai Synmedia Chemical Co., Ltd.

Telephone021-38681880 13817889927

Websitehttp://www.synmedia-chem.com

Bide Pharmatech Ltd.

Telephone400-164-7117 18317119277

Websitehttp://www.bidepharm.com

Wuhan Chemduro Pharm Tech Co. Ltd.

Telephone18040571231/1402788087

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList16292/0_EN.htm

Shanghai Macklin Biochemical Co.,Ltd.

Telephone15221275939 15221275939

Websitehttp://www.macklin.cn

Sigma-Aldrich

Telephone021-61415566 800-8193336

Websitehttps://www.sigmaaldrich.cn

Shanghai Lollane Biological Technology Co.,Ltd.

Telephone021-52996696，15000506266 15000506266

Websitehttp://www.bioll.com

Shanghai EFE Biological Technology Co., Ltd.

Telephone021-65675885 18964387627

Websitehttp://www.efebio.com

Shanghai YuanYe Biotechnology Co., Ltd.

Telephone 15026964105

Websitehttps://www.shyuanye.com

Chengdu Push Bio-Technology Co., Ltd.

Telephone028-85370565-229 18080489829

Websitehttps://www.push-herbchem.com/

9ding chemical ( Shanghai) Limited

Telephone021-021-52271985 17721149837

Websitehttp://www.9dingchem.com

Aikon International Limited

Telephone025-58859352 19370895928

Websitehttp://www.aikonchem.com

Fan De(Beijing) Biotechnology Co., Ltd.

Telephone 15911056312

Websitehttp://www.bio-fount.com/

NewCan Biotech Limited

Telephone+86-571-86912261 19975279805

Websitehttps://www.newcanbio.com/

Amel Pharmatech Corporation

Telephone027-888-4366503 13986279625

Websitehttp://www.amelpharmatech.com/

1of4

Related Products

Send Inquriy