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53-85-0,MFCD00036785
Catalog No.:AA00I9DY

53-85-0 | 5,6-Dichlorobenzimidazole riboside

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Purity
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5mg
95%
in stock  
$39.00   $27.00
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10mg
≥98%
in stock  
$45.00   $31.00
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100mg
98%
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$130.00   $91.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00I9DY
Chemical Name:
5,6-Dichlorobenzimidazole riboside
CAS Number:
53-85-0
Molecular Formula:
C12H10Cl2N2O
Molecular Weight:
269.1266
MDL Number:
MFCD00036785
SMILES:
Cc1cccc(c1)Cn1ncc(c(c1=O)Cl)Cl
Properties
Properties
 
BP:
606.2°C at 760 mmHg  
Form:
Solid  
MP:
>210°C (dec.)  
Storage:
Keep in dry area;-20 ℃;  

Computed Properties
 
Complexity:
364  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
2  
XLogP3:
1.1  

Downstream Synthesis Route

[1]Kissmanetal.[JournaloftheAmericanChemicalSociety,1957,vol.79,p.1185,1187]

[1]Ruf,Klaus;Pfleiderer,Wolfgang[CarbohydrateResearch,1991,vol.216,#1,p.421-439]

[1]Birnbaum,GeorgeI.;Stolarski,Ryszard;Kazimierczuk,Zygmunt;Shugar,David[CanadianJournalofChemistry,1985,vol.63,p.1215-1221]

53-85-0   
5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole3',5'-phosphate 

[1]Genieser,Hans-Gottfried;Winkler,Elisabeth;Butt,Elke;Zorn,Michaela;Schulz,Susanne;etal.[CarbohydrateResearch,1992,vol.234,p.217-236]

53-85-0   
SP-5,6-dichloro-1-β-D-ribofuranosylbenzimidazole-3′,5′-monophosphorothioate 
 
Sp-5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole3',5'-phosphorothioate 

[1]Genieser,Hans-Gottfried;Winkler,Elisabeth;Butt,Elke;Zorn,Michaela;Schulz,Susanne;etal.[CarbohydrateResearch,1992,vol.234,p.217-236]

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Title: Developmental capacity of bovine cumulus oocyte complexes after transcriptional inhibition of germinal vesicle breakdown.

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Title: Phosphorylation and nuclear accumulation are distinct events contributing to the activation of p53.

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Title: Casein kinase II-mediated phosphorylation regulates alpha-synuclein/synphilin-1 interaction and inclusion body formation.

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Title: Phosphorylation of the potyvirus capsid protein by protein kinase CK2 and its relevance for virus infection.

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Journal: The Journal of biological chemistry 20030801

Title: Functional expression and characterization of a sodium-dependent nucleoside transporter hCNT2 cloned from human duodenum.

Journal: Biochemical and biophysical research communications 20030801

Title: Phosphorylation of the N-terminal domain regulates subcellular localization and DNA binding properties of the peptidyl-prolyl cis/trans isomerase hPar14.

Journal: Journal of molecular biology 20030725

Title: Interplay between transcriptional and post-transcriptional regulation of Cyp2a5 expression.

Journal: Biochemical pharmacology 20030515

Title: Rabies virus nucleoprotein is phosphorylated by cellular casein kinase II.

Journal: Biochemical and biophysical research communications 20030502

Title: Differential effects of hyperphosphorylation on splicing factor SRp55.

Journal: The Biochemical journal 20030501

Title: Memory extinction requires gene expression in rat hippocampus.

Journal: Neurobiology of learning and memory 20030501

Title: Sm and U2B' proteins redistribute to different nuclear domains in dormant and proliferating onion cells.

Journal: Planta 20030501

Title: Bone morphogenetic protein-2 enhances osterix gene expression in chondrocytes.

Journal: Journal of cellular biochemistry 20030415

Title: The phosphatidylinositol 3-kinase inhibitor LY294002 potently blocks K(V) currents via a direct mechanism.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20030401

Title: Halogenated benzimidazoles and benzotriazoles as inhibitors of the NTPase/helicase activities of hepatitis C and related viruses.

Journal: European journal of biochemistry 20030401

Title: Transcription and translation inhibitors permit metamorphosis up to radiole formation in the serpulid polychaete Hydroides elegans haswell.

Journal: The Biological bulletin 20030401

Title: Protein kinase CK2 and protein kinase D are associated with the COP9 signalosome.

Journal: The EMBO journal 20030317

Title: Hypoxia-inducible factor induction by tumour necrosis factor in normoxic cells requires receptor-interacting protein-dependent nuclear factor kappa B activation.

Journal: The Biochemical journal 20030315

Title: Mechanism of H-8 inhibition of cyclin-dependent kinase 9: study using inhibitor-immobilized matrices.

Journal: Genes to cells : devoted to molecular & cellular mechanisms 20030301

Title: The C-terminal domain of pol II and a DRB-sensitive kinase are required for 3' processing of U2 snRNA.

Journal: The EMBO journal 20030217

Title: Inhibition of mRNA and protein synthesis in the CA1 region of the dorsal hippocampus blocks reinstallment of an extinguished conditioned fear response.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20030201

Title: Involvement of cytoplasmic free calcium in boar sperm: head-to-head agglutination induced by a cell-permeable cyclic adenosine monophosphate analog.

Journal: Journal of andrology 20030101

Title: A bicyclic monoterpene diol and UVB stimulate BRCA1 phosphorylation in human keratinocytes.

Journal: Photochemistry and photobiology 20030101

Title: Viability and protein phosphorylation patterns of boar spermatozoa agglutinated by treatment with a cell-permeable cyclic adenosine 3',5'-monophosphate analog.

Journal: Journal of andrology 20030101

Title: Effects of 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one on synaptic vesicle cycling at the frog neuromuscular junction.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20021215

Title: Dynamic behavior of transcription factors on a natural promoter in living cells.

Journal: EMBO reports 20021201

Title: Role of G protein and protein kinase signalling in influenza virus budding in MDCK cells.

Journal: The Journal of general virology 20021201

Title: Mayaro virus infection cycle relies on casein kinase 2 activity.

Journal: Biochemical and biophysical research communications 20020906

Title: Lipopolysaccharide regulates proinflammatory cytokine expression in mouse myoblasts and skeletal muscle.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20020901

Title: Two time periods of hippocampal mRNA synthesis are required for memory consolidation of fear-motivated learning.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20020801

Title: The topoisomerase I-binding RING protein, topors, is associated with promyelocytic leukemia nuclear bodies.

Journal: Experimental cell research 20020715

Title: Modulation by PKA of the hyperpolarization-activated current (Ih) in cultured rat olfactory receptor neurons.

Journal: The Journal of membrane biology 20020715

Title: 1alpha,25-dihydroxyvitamin D3 induces vascular smooth muscle cell migration via activation of phosphatidylinositol 3-kinase.

Journal: Circulation research 20020712

Title: Phosphoinositide 3-kinase mediates protein kinase C beta II mRNA destabilization in rat A10 smooth muscle cell cultures exposed to high glucose.

Journal: Archives of biochemistry and biophysics 20020701

Title: Activation of protein kinase CK2 is an early step in the ultraviolet B-mediated increase in interstitial collagenase (matrix metalloproteinase-1; MMP-1) and stromelysin-1 (MMP-3) protein levels in human dermal fibroblasts.

Journal: The Biochemical journal 20020701

Title: Phosphorylation of neuroglycan C, a brain-specific transmembrane chondroitin sulfate proteoglycan, and its localization in the lipid rafts.

Journal: The Journal of biological chemistry 20020607

Title: Roles of gene transcription and PKA subtype activation in maturation of murine oocytes.

Journal: Reproduction (Cambridge, England) 20020601

Title: Inhibitory effect and its kinetic analysis of tyrphostin AG1478 on recombinant human protein kinase CK2 holoenzyme.

Journal: Acta pharmacologica Sinica 20020601

Title: Osteoprotegerin levels increased by interleukin-1beta in human periodontal ligament cells are suppressed through prostaglandin E(2) synthesized de novo.

Journal: Cytokine 20020507

Title: Dynamic modulation of interendothelial gap junctional communication by 11,12-epoxyeicosatrienoic acid.

Journal: Circulation research 20020419

Title: PKA-dependent activation of PDE3A and PDE4 and inhibition of adenylyl cyclase V/VI in smooth muscle.

Journal: American journal of physiology. Cell physiology 20020301

Title: Two critical periods for cAMP-dependent protein kinase activity during long-term memory consolidation in the crab Chasmagnathus.

Journal: Neurobiology of learning and memory 20020301

Title: [Inhibitory effect and kinetic analysis of sodium quercetin-7,4'-disulphate on recombinant human protein kinase CK2 holoenzyme].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20020301

Title: Messenger RNA stability of parathyroid hormone-related protein regulated by transforming growth factor-beta1.

Journal: Molecular and cellular endocrinology 20020225

Title: [Inhibitory effect of AG1109 on recombinant human protein kinase CK2 holoenzyme].

Journal: Ai zheng = Aizheng = Chinese journal of cancer 20020201

Title: The human PER1 gene is inducible by interleukin-6.

Journal: Journal of molecular neuroscience : MN 20020101

Title: Bicarbonate stimulation of boar sperm motility via a protein kinase A-dependent pathway: between-cell and between-ejaculate differences are not due to deficiencies in protein kinase A activation.

Journal: Journal of andrology 20020101

Title: Inhibition of transcription results in accumulation of Wt p53 followed by delayed outburst of p53-inducible proteins: p53 as a sensor of transcriptional integrity.

Journal: Cell cycle (Georgetown, Tex.) 20020101

Title: Urocortin relaxes rat tail arteries by a PKA-mediated reduction of the sensitivity of the contractile apparatus for calcium.

Journal: British journal of pharmacology 20011201

Title: A highly purified RNA polymerase II elongation control system.

Journal: The Journal of biological chemistry 20011109

Title: A dopamine- and protein kinase A-dependent mechanism for network adaptation in retinal ganglion cells.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20011101

Title: Access of a membrane protein to secretory granules is facilitated by phosphorylation.

Journal: The Journal of biological chemistry 20011026

Title: Common and reversible regulation of wild-type p53 function and of ribosomal biogenesis by protein kinases in human cells.

Journal: Oncogene 20010920

Title: The role of the -50 region of the human gamma-globin gene in switching.

Journal: The EMBO journal 20010917

Title: Phosphorylation of the leucocyte NADPH oxidase subunit p47(phox) by casein kinase 2: conformation-dependent phosphorylation and modulation of oxidase activity.

Journal: The Biochemical journal 20010915

Title: Ultraviolet radiation alters the phosphorylation of RNA polymerase II large subunit and accelerates its proteasome-dependent degradation.

Journal: Mutation research 20010904

Title: Direct comparison of the potency of three novel cAMP analogs to induce CREB-phophorylation in rat pinealocytes.

Journal: Journal of pineal research 20010901

Title: NF-kappaB binds P-TEFb to stimulate transcriptional elongation by RNA polymerase II.

Journal: Molecular cell 20010801

Title: Induction of long-term depression in cerebellar Purkinje cells requires a rapidly turned over protein.

Journal: Journal of neurophysiology 20010701

Title: The regulation of elongation by eukaryotic RNA polymerase II: a recent view.

Journal: Molecules and cells 20010630

Title: The HDV large-delta antigen fused with GFP remains functional and provides for studying its dynamic distribution.

Journal: Virology 20010620

Title: Gonadotropins decrease estrogen receptor-beta messenger ribonucleic acid stability in rat granulosa cells.

Journal: Endocrinology 20010601

Title: Vitamin D(3) enhances the expression of I-mfa, an inhibitor of the MyoD family, in osteoblasts.

Journal: Biochimica et biophysica acta 20010528

Title: Accumulation of soluble and nucleolar-associated p53 proteins following cellular stress.

Journal: Journal of cell science 20010501

Title: Phosphorylation of xanthine dehydrogenase/oxidase in hypoxia.

Journal: The Journal of biological chemistry 20010427

Title: DSIF and NELF interact with RNA polymerase II elongation complex and HIV-1 Tat stimulates P-TEFb-mediated phosphorylation of RNA polymerase II and DSIF during transcription elongation.

Journal: The Journal of biological chemistry 20010420

Title: Regulation of phosphatidylinositol-phosphate kinase IIgamma gene transcription by thyroid-stimulating hormone in thyroid cells.

Journal: Journal of molecular endocrinology 20010401

Title: Regulation of hepatic cytochrome P450 2C11 via cAMP: implications for down-regulation in diabetes, fasting, and inflammation.

Journal: The Journal of pharmacology and experimental therapeutics 20010401

Title: Interaction of CD163 with the regulatory subunit of casein kinase II (CKII) and dependence of CD163 signaling on CKII and protein kinase C.

Journal: European journal of immunology 20010401

Title: Inhibition of rat cardiac fibroblast growth by cAMP--but not by cGMP-dependent protein kinase.

Journal: Basic research in cardiology 20010401

Title: Differential regulation of placental and germ cell alkaline phosphatases by glucocorticoid and sodium butyrate in human gastric carcinoma cell line TMK-1.

Journal: Archives of biochemistry and biophysics 20010401

Title: Androgen receptor interacts with the positive elongation factor P-TEFb and enhances the efficiency of transcriptional elongation.

Journal: The Journal of biological chemistry 20010330

Title: Superinduction of TNF-alpha and IL-6 in macrophages by vomitoxin (deoxynivalenol) modulated by mRNA stabilization.

Journal: Toxicology 20010321

Title: Interaction of phospholipase D1 with a casein-kinase-2-like serine kinase.

Journal: The Biochemical journal 20010301

Title: Transcription elongation: the 'Foggy' is liftingellipsis.

Journal: Current biology : CB 20010220

Title: Regulation of the urokinase-type plasminogen activator receptor gene in different grades of human glioma cell lines.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20010201

Title: The tumor suppressor PTEN is phosphorylated by the protein kinase CK2 at its C terminus. Implications for PTEN stability to proteasome-mediated degradation.

Journal: The Journal of biological chemistry 20010112

Title: A nuclear casein kinase 2 activity is involved in early events of transcriptional activation induced by salicylic acid in tobacco.

Journal: Plant physiology 20010101

Title: Fibroblast growth factor-2 (FGF-2) increases N-cadherin expression through protein kinase C and Src-kinase pathways in human calvaria osteoblasts.

Journal: Journal of cellular biochemistry 20010101

Title: Differential regulation of liver-specific and ubiquitously-expressed genes in primary rat hepatocytes by the extracellular matrix.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20010101

Title: Genomic-scale measurement of mRNA turnover and the mechanisms of action of the anti-cancer drug flavopiridol.

Journal: Genome biology 20010101

Title: Specific inhibition of rRNA transcription and dynamic relocation of fibrillarin induced by mercury.

Journal: Experimental cell research 20000825

Title: Design, synthesis, and biological evaluation of tricyclic nucleosides (dimensional probes) as analogues of certain antiviral polyhalogenated benzimidazole ribonucleosides.

Journal: Journal of medicinal chemistry 20000615

Title: Inhibition of Epstein-Barr virus replication by a benzimidazole L-riboside: novel antiviral mechanism of 5, 6-dichloro-2-(isopropylamino)-1-beta-L-ribofuranosyl-1H-benzimidazole.

Journal: Journal of virology 19990901

Title: P-TEFb kinase is required for HIV Tat transcriptional activation in vivo and in vitro.

Journal: Genes & development 19971015

Title: Dexamethasone suppresses apoptosis in a human gastric cancer cell line through modulation of bcl-x gene expression.

Journal: FEBS letters 19970922

Title: Synthesis and antiviral evaluation of certain disubstituted benzimidazole ribonucleosides.

Journal: Journal of medicinal chemistry 19960830

Title: Comparison of benzimidazole nucleosides and ganciclovir on the in vitro proliferation and colony formation of human bone marrow progenitor cells.

Journal: British journal of haematology 19960501

Title: Design, synthesis, and antiviral activity of certain 2,5,6-trihalo-1-(beta-D-ribofuranosyl)benzimidazoles.

Journal: Journal of medicinal chemistry 19950929

Title: Benzimidazole ribonucleosides: design, synthesis, and antiviral activity of certain 2-(alkylthio)- and 2-(benzylthio)-5,6-dichloro-1-(beta-D-ribofuranosyl)benzimidazoles.

Journal: Journal of medicinal chemistry 19940902

Title: Phosphorylation of the RNA polymerase II largest subunit during heat shock and inhibition of transcription in HeLa cells.

Journal: Journal of cellular physiology 19940301

Title: Casein kinase type II is involved in the inhibition by 5,6-dichloro-1-beta-D-ribofuranosylbenzimidazole of specific RNA polymerase II transcription.

Journal: The Journal of biological chemistry 19860305

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Tags:53-85-0 Molecular Formula|53-85-0 MDL|53-85-0 SMILES|53-85-0 5,6-Dichlorobenzimidazole riboside