5,6-Dichlorobenzimidazole riboside

Modify Date: 2026-06-30 08:07:51

5,6-Dichlorobenzimidazole riboside Structure
5,6-Dichlorobenzimidazole riboside structure
Common Name 5,6-Dichlorobenzimidazole riboside
CAS Number 53-85-0 Molecular Weight 319.141
Density 1.8±0.1 g/cm3 Boiling Point 606.2±65.0 °C at 760 mmHg
Molecular Formula C12H12Cl2N2O4 Melting Point 222-224ºC
MSDS Chinese USA Flash Point 320.4±34.3 °C

 Use of 5,6-Dichlorobenzimidazole riboside


5,6-Dichlorobenzimidazole riboside is a nucleoside analog that inhibits several carboxyl-terminal domain (CTD) kinases including casein kinase II and CDKs[1][2][3][4]. 5,6-Dichlorobenzimidazole riboside trigger p53-dependent apoptosis of human colon adenocarcinoma cells without inducing genotoxic stress to healthy cells[5].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole
Synonym More Synonyms

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.8±0.1 g/cm3
Boiling Point 606.2±65.0 °C at 760 mmHg
Melting Point 222-224ºC
Molecular Formula C12H12Cl2N2O4
Molecular Weight 319.141
Flash Point 320.4±34.3 °C
Exact Mass 318.017426
PSA 87.74000
LogP 2.05
Vapour Pressure 0.0±1.8 mmHg at 25°C
Index of Refraction 1.750
InChIKey XHSQDZXAVJRBMX-DDHJBXDOSA-N
SMILES OCC1OC(n2cnc3cc(Cl)c(Cl)cc32)C(O)C1O
Storage condition −20°C
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.

 MSDS

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

 Toxicological Information

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DD7310000
CHEMICAL NAME :
Benzimidazole, 5,6-dichloro-1-beta-D-ribofuranosyl-
CAS REGISTRY NUMBER :
53-85-0
BEILSTEIN REFERENCE NO. :
0039123
LAST UPDATED :
199806
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C12-H12-Cl2-N2-O4
MOLECULAR WEIGHT :
319.16
WISWESSER LINE NOTATION :
T56 BN DNJ GG HG B- BT5OTJ CQ DQ E1Q

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
Mutation test systems - not otherwise specified
TEST SYSTEM :
Human HeLa cell
DOSE/DURATION :
40 umol/L
REFERENCE :
PNASA6 Proceedings of the National Academy of Sciences of the United States of America. (National Academy of Sciences, Printing & Pub. Office, 2101 Constitution Ave., Washington, DC 20418) V.1- 1915- Volume(issue)/page/year: 79,2569,1982

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Safety Phrases 24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS DD7310000
HS Code 29349990

 Precursor & DownStream

This table lists upstream starting materials and downstream derivative products related to this chemical.

Precursor  5

DownStream  0

 Articles70

More Articles

This table lists relevant public references with title, journal and publication metadata for this compound.

Direct regulation of gonadotrophin-releasing hormone (GnRH) transcription by RF-amide-related peptide-3 and kisspeptin in a novel GnRH-secreting cell line, mHypoA-GnRH/GFP.

J. Neuroendocrinol. 26(12) , 888-97, (2014)

RF-amide-related peptide-3 [RFRP-3; also often referred to as the mammalian orthologue of the avian gonadotrophin-inhibitory hormone (GnIH)] and kisspeptin have emerged as potent modulators of neuroen...

GSK-3β Phosphorylation of Cytoplasmic Dynein Reduces Ndel1 Binding to Intermediate Chains and Alters Dynein Motility.

Traffic 16 , 941-61, (2015)

Glycogen synthase kinase 3 (GSK-3) has been linked to regulation of kinesin-dependent axonal transport in squid and flies, and to indirect regulation of cytoplasmic dynein. We have now found evidence ...

Upregulation of CYP1B1 expression by inflammatory cytokines is mediated by the p38 MAP kinase signal transduction pathway.

Carcinogenesis 35(11) , 2534-43, (2014)

Cytochrome P450 1B1 (CYP1B1) is an enzyme that has a unique tumor-specific pattern of expression and is capable of bioactivating a wide range of carcinogenic compounds. We have reported previously tha...

 5,6-Dichlorobenzimidazole ribosideBioassay

View more

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Inhibition of RNA polymerase II in mouse B16-F1 migrating cells assessed as fold chan...
Source: ChEMBL
Target: DNA-directed RNA polymerase II subunit RPB3
External Id: CHEMBL5677507
Name: Inhibition of RNA polymerase II in mouse B16-F1 migrating cells assessed as fold chan...
Source: ChEMBL
Target: DNA-directed RNA polymerase II subunit RPB3
External Id: CHEMBL5677506
Name: Inhibition of RNA polymerase II in mouse B16-F1 migrating cells assessed as fold chan...
Source: ChEMBL
Target: DNA-directed RNA polymerase II subunit RPB3
External Id: CHEMBL5677509
Name: Inhibition of RNA polymerase II in mouse B16-F1 migrating cells assessed as fold chan...
Source: ChEMBL
Target: DNA-directed RNA polymerase II subunit RPB3
External Id: CHEMBL5677508
Name: Inhibition of RNA polymerase II in mouse B16-F1 migrating cells assessed as fold chan...
Source: ChEMBL
Target: DNA-directed RNA polymerase II subunit RPB3
External Id: CHEMBL5677511
Name: Inhibition of RNA polymerase II in mouse B16-F1 migrating cells assessed as fold chan...
Source: ChEMBL
Target: DNA-directed RNA polymerase II subunit RPB3
External Id: CHEMBL5677510
Name: Inhibition of RNA polymerase II in mouse B16-F1 migrating cells assessed as fold chan...
Source: ChEMBL
Target: DNA-directed RNA polymerase II subunit RPB3
External Id: CHEMBL5677513
Name: Inhibition of RNA polymerase II in mouse B16-F1 migrating cells assessed as fold chan...
Source: ChEMBL
Target: DNA-directed RNA polymerase II subunit RPB3
External Id: CHEMBL5677512
Name: Inhibition of RNA polymerase II in mouse B16-F1 migrating cells assessed as fold chan...
Source: ChEMBL
Target: DNA-directed RNA polymerase II subunit RPB3
External Id: CHEMBL5677515
Name: Compound was evaluated for the visual cytotoxicity scored on HFF cells at time of HCM...
Source: ChEMBL
Target: HFF
External Id: CHEMBL694723
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

1H-Benzimidazole, 5,6-dichloro-1-β-D-ribofuranosyl- (9CI)
5,6-Dichloro-1-(β-D-ribofuranosyl)benzimidazole
5,6-Dichloro-1-(β-D-ribofuranosyl)-1H-benzimidazole
DRB
5,6-Dichlorobenzimidazole riboside
5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole
MFCD00036785
5,6-Dichlorobenzimidazole 1-β-D-Ribofuranoside

 5,6-Dichlorobenzimidazole riboside | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: How is the water solubility of 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole?
A: Water solubility of 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole: 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.
Q: What is the polar surface area (PSA) of 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole?
A: Polar surface area (PSA) of 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole is 87.74000.
Q: What is the CAS number of 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole?
A: CAS number of 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole is 53-85-0.
Q: What is the molecular weight of 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole?
A: Molecular weight of 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole is 319.141.
Q: What is the molecular formula of 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole?
A: Molecular formula of 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole is C12H12Cl2N2O4.
Q: What is the safety information for 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole?
A: Safety information for 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole: 24/25.
Q: What are the storage conditions for 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole?
A: Storage conditions for 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole: −20°C.
Q: What is the SMILES notation of 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole?
A: SMILES notation of 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole is OCC1OC(n2cnc3cc(Cl)c(Cl)cc32)C(O)C1O.
Q: What English synonyms does 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole have?
A: English synonyms of 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole: 1H-Benzimidazole, 5,6-dichloro-1-β-D-ribofuranosyl- (9CI), 5,6-Dichloro-1-(β-D-ribofuranosyl)benzimidazole, 5,6-Dichloro-1-(β-D-ribofuranosyl)-1H-benzimidazole, DRB, 5,6-Dichlorobenzimidazole riboside, 5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole, MFCD00036785, 5,6-Dichlorobenzimidazole 1-β-D-Ribofuranoside.
Q: What is the boiling point of 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole?
A: Boiling point of 5,6-Dichloropurine-1-β-D-ribofuanosyl-H-benzimidazole is 606.2±65.0 °C at 760 mmHg.

 5,6-Dichlorobenzimidazole ribosidefactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Dayang Chem (Hangzhou) Co., Ltd.
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