Home Halogens 5,6-Dichlorobenzimidazole riboside

5,6-Dichlorobenzimidazole riboside

CAS No.:
53-85-0
Catalog Number:
AG00I9GQ
Molecular Formula:
C12H10Cl2N2O
Molecular Weight:
269.1266
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
100mg
>98.0%(HPLC)(N)
1 week
United States
$224
- +
1g
>98.0%(HPLC)(N)
1 week
United States
$1135
- +
Product Description
Catalog Number:
AG00I9GQ
Chemical Name:
5,6-Dichlorobenzimidazole riboside
CAS Number:
53-85-0
Molecular Formula:
C12H10Cl2N2O
Molecular Weight:
269.1266
MDL Number:
MFCD00036785
IUPAC Name:
(2R,3R,4S,5R)-2-(5,6-dichlorobenzimidazol-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol
InChI:
InChI=1S/C12H12Cl2N2O4/c13-5-1-7-8(2-6(5)14)16(4-15-7)12-11(19)10(18)9(3-17)20-12/h1-2,4,9-12,17-19H,3H2/t9-,10-,11-,12-/m1/s1
InChI Key:
XHSQDZXAVJRBMX-DDHJBXDOSA-N
SMILES:
Cc1cccc(c1)Cn1ncc(c(c1=O)Cl)Cl
UNII:
8153319T3Q
Properties
Complexity:
364  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
318.017g/mol
Formal Charge:
0
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
319.138g/mol
Monoisotopic Mass:
318.017g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
87.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.1  
Literature
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Functional expression and characterization of a sodium-dependent nucleoside transporter hCNT2 cloned from human duodenum. Biochemical and biophysical research communications 20030801
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Rabies virus nucleoprotein is phosphorylated by cellular casein kinase II. Biochemical and biophysical research communications 20030502
Differential effects of hyperphosphorylation on splicing factor SRp55. The Biochemical journal 20030501
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Sm and U2B' proteins redistribute to different nuclear domains in dormant and proliferating onion cells. Planta 20030501
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Halogenated benzimidazoles and benzotriazoles as inhibitors of the NTPase/helicase activities of hepatitis C and related viruses. European journal of biochemistry 20030401
Transcription and translation inhibitors permit metamorphosis up to radiole formation in the serpulid polychaete Hydroides elegans haswell. The Biological bulletin 20030401
Protein kinase CK2 and protein kinase D are associated with the COP9 signalosome. The EMBO journal 20030317
Hypoxia-inducible factor induction by tumour necrosis factor in normoxic cells requires receptor-interacting protein-dependent nuclear factor kappa B activation. The Biochemical journal 20030315
Mechanism of H-8 inhibition of cyclin-dependent kinase 9: study using inhibitor-immobilized matrices. Genes to cells : devoted to molecular & cellular mechanisms 20030301
The C-terminal domain of pol II and a DRB-sensitive kinase are required for 3' processing of U2 snRNA. The EMBO journal 20030217
Inhibition of mRNA and protein synthesis in the CA1 region of the dorsal hippocampus blocks reinstallment of an extinguished conditioned fear response. The Journal of neuroscience : the official journal of the Society for Neuroscience 20030201
Involvement of cytoplasmic free calcium in boar sperm: head-to-head agglutination induced by a cell-permeable cyclic adenosine monophosphate analog. Journal of andrology 20030101
A bicyclic monoterpene diol and UVB stimulate BRCA1 phosphorylation in human keratinocytes. Photochemistry and photobiology 20030101
Viability and protein phosphorylation patterns of boar spermatozoa agglutinated by treatment with a cell-permeable cyclic adenosine 3',5'-monophosphate analog. Journal of andrology 20030101
Effects of 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one on synaptic vesicle cycling at the frog neuromuscular junction. The Journal of neuroscience : the official journal of the Society for Neuroscience 20021215
Dynamic behavior of transcription factors on a natural promoter in living cells. EMBO reports 20021201
Role of G protein and protein kinase signalling in influenza virus budding in MDCK cells. The Journal of general virology 20021201
Mayaro virus infection cycle relies on casein kinase 2 activity. Biochemical and biophysical research communications 20020906
Lipopolysaccharide regulates proinflammatory cytokine expression in mouse myoblasts and skeletal muscle. American journal of physiology. Regulatory, integrative and comparative physiology 20020901
Two time periods of hippocampal mRNA synthesis are required for memory consolidation of fear-motivated learning. The Journal of neuroscience : the official journal of the Society for Neuroscience 20020801
The topoisomerase I-binding RING protein, topors, is associated with promyelocytic leukemia nuclear bodies. Experimental cell research 20020715
Modulation by PKA of the hyperpolarization-activated current (Ih) in cultured rat olfactory receptor neurons. The Journal of membrane biology 20020715
1alpha,25-dihydroxyvitamin D3 induces vascular smooth muscle cell migration via activation of phosphatidylinositol 3-kinase. Circulation research 20020712
Phosphoinositide 3-kinase mediates protein kinase C beta II mRNA destabilization in rat A10 smooth muscle cell cultures exposed to high glucose. Archives of biochemistry and biophysics 20020701
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. The Biochemical journal 20020701
Phosphorylation of neuroglycan C, a brain-specific transmembrane chondroitin sulfate proteoglycan, and its localization in the lipid rafts. The Journal of biological chemistry 20020607
Roles of gene transcription and PKA subtype activation in maturation of murine oocytes. Reproduction (Cambridge, England) 20020601
Inhibitory effect and its kinetic analysis of tyrphostin AG1478 on recombinant human protein kinase CK2 holoenzyme. Acta pharmacologica Sinica 20020601
Osteoprotegerin levels increased by interleukin-1beta in human periodontal ligament cells are suppressed through prostaglandin E(2) synthesized de novo. Cytokine 20020507
Dynamic modulation of interendothelial gap junctional communication by 11,12-epoxyeicosatrienoic acid. Circulation research 20020419
PKA-dependent activation of PDE3A and PDE4 and inhibition of adenylyl cyclase V/VI in smooth muscle. American journal of physiology. Cell physiology 20020301
Two critical periods for cAMP-dependent protein kinase activity during long-term memory consolidation in the crab Chasmagnathus. Neurobiology of learning and memory 20020301
[Inhibitory effect and kinetic analysis of sodium quercetin-7,4'-disulphate on recombinant human protein kinase CK2 holoenzyme]. Yao xue xue bao = Acta pharmaceutica Sinica 20020301
Messenger RNA stability of parathyroid hormone-related protein regulated by transforming growth factor-beta1. Molecular and cellular endocrinology 20020225
[Inhibitory effect of AG1109 on recombinant human protein kinase CK2 holoenzyme]. Ai zheng = Aizheng = Chinese journal of cancer 20020201
The human PER1 gene is inducible by interleukin-6. Journal of molecular neuroscience : MN 20020101
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 of andrology 20020101
Inhibition of transcription results in accumulation of Wt p53 followed by delayed outburst of p53-inducible proteins: p53 as a sensor of transcriptional integrity. Cell cycle (Georgetown, Tex.) 20020101
Urocortin relaxes rat tail arteries by a PKA-mediated reduction of the sensitivity of the contractile apparatus for calcium. British journal of pharmacology 20011201
A highly purified RNA polymerase II elongation control system. The Journal of biological chemistry 20011109
A dopamine- and protein kinase A-dependent mechanism for network adaptation in retinal ganglion cells. The Journal of neuroscience : the official journal of the Society for Neuroscience 20011101
Access of a membrane protein to secretory granules is facilitated by phosphorylation. The Journal of biological chemistry 20011026
Common and reversible regulation of wild-type p53 function and of ribosomal biogenesis by protein kinases in human cells. Oncogene 20010920
The role of the -50 region of the human gamma-globin gene in switching. The EMBO journal 20010917
Phosphorylation of the leucocyte NADPH oxidase subunit p47(phox) by casein kinase 2: conformation-dependent phosphorylation and modulation of oxidase activity. The Biochemical journal 20010915
Ultraviolet radiation alters the phosphorylation of RNA polymerase II large subunit and accelerates its proteasome-dependent degradation. Mutation research 20010904
Direct comparison of the potency of three novel cAMP analogs to induce CREB-phophorylation in rat pinealocytes. Journal of pineal research 20010901
NF-kappaB binds P-TEFb to stimulate transcriptional elongation by RNA polymerase II. Molecular cell 20010801
Induction of long-term depression in cerebellar Purkinje cells requires a rapidly turned over protein. Journal of neurophysiology 20010701
The regulation of elongation by eukaryotic RNA polymerase II: a recent view. Molecules and cells 20010630
The HDV large-delta antigen fused with GFP remains functional and provides for studying its dynamic distribution. Virology 20010620
Gonadotropins decrease estrogen receptor-beta messenger ribonucleic acid stability in rat granulosa cells. Endocrinology 20010601
Vitamin D(3) enhances the expression of I-mfa, an inhibitor of the MyoD family, in osteoblasts. Biochimica et biophysica acta 20010528
Accumulation of soluble and nucleolar-associated p53 proteins following cellular stress. Journal of cell science 20010501
Phosphorylation of xanthine dehydrogenase/oxidase in hypoxia. The Journal of biological chemistry 20010427
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. The Journal of biological chemistry 20010420
Regulation of phosphatidylinositol-phosphate kinase IIgamma gene transcription by thyroid-stimulating hormone in thyroid cells. Journal of molecular endocrinology 20010401
Regulation of hepatic cytochrome P450 2C11 via cAMP: implications for down-regulation in diabetes, fasting, and inflammation. The Journal of pharmacology and experimental therapeutics 20010401
Interaction of CD163 with the regulatory subunit of casein kinase II (CKII) and dependence of CD163 signaling on CKII and protein kinase C. European journal of immunology 20010401
Inhibition of rat cardiac fibroblast growth by cAMP--but not by cGMP-dependent protein kinase. Basic research in cardiology 20010401
Differential regulation of placental and germ cell alkaline phosphatases by glucocorticoid and sodium butyrate in human gastric carcinoma cell line TMK-1. Archives of biochemistry and biophysics 20010401
Androgen receptor interacts with the positive elongation factor P-TEFb and enhances the efficiency of transcriptional elongation. The Journal of biological chemistry 20010330
Superinduction of TNF-alpha and IL-6 in macrophages by vomitoxin (deoxynivalenol) modulated by mRNA stabilization. Toxicology 20010321
Interaction of phospholipase D1 with a casein-kinase-2-like serine kinase. The Biochemical journal 20010301
Transcription elongation: the 'Foggy' is liftingellipsis. Current biology : CB 20010220
Regulation of the urokinase-type plasminogen activator receptor gene in different grades of human glioma cell lines. Clinical cancer research : an official journal of the American Association for Cancer Research 20010201
The tumor suppressor PTEN is phosphorylated by the protein kinase CK2 at its C terminus. Implications for PTEN stability to proteasome-mediated degradation. The Journal of biological chemistry 20010112
A nuclear casein kinase 2 activity is involved in early events of transcriptional activation induced by salicylic acid in tobacco. Plant physiology 20010101
Fibroblast growth factor-2 (FGF-2) increases N-cadherin expression through protein kinase C and Src-kinase pathways in human calvaria osteoblasts. Journal of cellular biochemistry 20010101
Differential regulation of liver-specific and ubiquitously-expressed genes in primary rat hepatocytes by the extracellular matrix. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20010101
Genomic-scale measurement of mRNA turnover and the mechanisms of action of the anti-cancer drug flavopiridol. Genome biology 20010101
Specific inhibition of rRNA transcription and dynamic relocation of fibrillarin induced by mercury. Experimental cell research 20000825
Design, synthesis, and biological evaluation of tricyclic nucleosides (dimensional probes) as analogues of certain antiviral polyhalogenated benzimidazole ribonucleosides. Journal of medicinal chemistry 20000615
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 of virology 19990901
P-TEFb kinase is required for HIV Tat transcriptional activation in vivo and in vitro. Genes & development 19971015
Dexamethasone suppresses apoptosis in a human gastric cancer cell line through modulation of bcl-x gene expression. FEBS letters 19970922
Synthesis and antiviral evaluation of certain disubstituted benzimidazole ribonucleosides. Journal of medicinal chemistry 19960830
Comparison of benzimidazole nucleosides and ganciclovir on the in vitro proliferation and colony formation of human bone marrow progenitor cells. British journal of haematology 19960501
Design, synthesis, and antiviral activity of certain 2,5,6-trihalo-1-(beta-D-ribofuranosyl)benzimidazoles. Journal of medicinal chemistry 19950929
Benzimidazole ribonucleosides: design, synthesis, and antiviral activity of certain 2-(alkylthio)- and 2-(benzylthio)-5,6-dichloro-1-(beta-D-ribofuranosyl)benzimidazoles. Journal of medicinal chemistry 19940902
Phosphorylation of the RNA polymerase II largest subunit during heat shock and inhibition of transcription in HeLa cells. Journal of cellular physiology 19940301
Casein kinase type II is involved in the inhibition by 5,6-dichloro-1-beta-D-ribofuranosylbenzimidazole of specific RNA polymerase II transcription. The Journal of biological chemistry 19860305
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