20724-73-6 | 2'-C-Methylcytidine

Packsize	Purity	Availability	Price	Discounted Price
5mg	≥98%	in stock	$111.00	$78.00
250mg	98%	in stock	$171.00	$120.00
1g	95%	in stock	$443.00	$310.00
5g	98%	in stock	$1,505.00	$1,054.00

Description

• Catalog Number: AB17634
• Chemical Name: 2'-C-Methylcytidine
• CAS Number: 20724-73-6
• Molecular Formula: C10H15N3O5
• Molecular Weight: 257.2432
• MDL Number: MFCD02682947
• SMILES: OC[C@H]1O[C@H]([C@]([C@@H]1O)(C)O)n1ccc(nc1=O)N

Computed Properties

• Complexity: 424
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 4
• Heavy Atom Count: 18
• Hydrogen Bond Acceptor Count: 5
• Hydrogen Bond Donor Count: 4
• Rotatable Bond Count: 2
• XLogP3: -2.4

Literature

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  Journal of medicinal chemistry 20140313

• Inhibition of norovirus replication by the nucleoside analogue 2'-C-methylcytidine.

  Biochemical and biophysical research communications 20121102

• Synthesis and characterization of 2'-C-Me branched C-nucleosides as HCV polymerase inhibitors.

  Bioorganic & medicinal chemistry letters 20120615

• Anti-hepatitis C virus activity of 3-hydroxy caruilignan C from Swietenia macrophylla stems.

  Journal of viral hepatitis 20120501

• Novel substituted 9-norbornylpurines and their activities against RNA viruses.

  Bioorganic & medicinal chemistry letters 20120301

• Synthesis and antiviral activity of 2'-deoxy-2'-fluoro-2'-C-methyl-7-deazapurine nucleosides, their phosphoramidate prodrugs and 5'-triphosphates.

  Bioorganic & medicinal chemistry letters 20111201

• Quinoline tricyclic derivatives. Design, synthesis and evaluation of the antiviral activity of three new classes of RNA-dependent RNA polymerase inhibitors.

  Bioorganic & medicinal chemistry 20111201

• Synthesis and in vitro activity of novel N-3 acylated TSAO-T compounds against HIV-1 and HCV.

  European journal of medicinal chemistry 20111001

• Synthesis and antiviral activity of cyclopropyl-spirocarbocyclic adenosine, (4R,5S,6R,7R)-4-(6-amino-9H-purin-9-yl)-7-(hydroxymethyl)spiro[2.4]heptane-5,6-diol against hepatitis C virus.

  Bioorganic & medicinal chemistry letters 20110701

• San-Huang-Xie-Xin-Tang extract suppresses hepatitis C virus replication and virus-induced cyclooxygenase-2 expression.

  Journal of viral hepatitis 20110701

• Anti-hepatitis C virus activity of Acacia confusa extract via suppressing cyclooxygenase-2.

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  Genetic vaccines and therapy 20110101

• 2'-Deoxy-2'-spirocyclopropylcytidine revisited: a new and selective inhibitor of the hepatitis C virus NS5B polymerase.

  Journal of medicinal chemistry 20101125

• Efficacy of 2'-C-methylcytidine against yellow fever virus in cell culture and in a hamster model.

  Antiviral research 20100601

• Enhancement of intestinal absorption of 2-methyl cytidine prodrugs.

  Drug delivery 20100501

• Evaluation of the role of three candidate human kinases in the conversion of the hepatitis C virus inhibitor 2'-C-methyl-cytidine to its 5'-monophosphate metabolite.

  Antiviral research 20100301

• Phosphoramidate prodrugs of 2'-C-methylcytidine for therapy of hepatitis C virus infection.

  Journal of medicinal chemistry 20090910

• Cyclic phosphoramidates as prodrugs of 2'-C-methylcytidine.

  European journal of medicinal chemistry 20090901

• Synthesis and evaluation of novel phosphoramidate prodrugs of 2'-methyl cytidine as inhibitors of hepatitis C virus NS5B polymerase.

  Bioorganic & medicinal chemistry letters 20090301

• Synthesis and anti-hepatitis B virus and anti-hepatitis C virus activities of 7-deazaneplanocin A analogues in vitro.

  Journal of medicinal chemistry 20090108

• The hepatitis C virus replicon presents a higher barrier to resistance to nucleoside analogs than to nonnucleoside polymerase or protease inhibitors.

  Antimicrobial agents and chemotherapy 20080501

• 2'-deoxy-4'-azido nucleoside analogs are highly potent inhibitors of hepatitis C virus replication despite the lack of 2'-alpha-hydroxyl groups.

  The Journal of biological chemistry 20080125

• Nitazoxanide, tizoxanide and other thiazolides are potent inhibitors of hepatitis B virus and hepatitis C virus replication.

  Antiviral research 20080101

• Combinations of 2'-C-methylcytidine analogues with interferon-alpha2b and triple combination with ribavirin in the hepatitis C virus replicon system.

  Antiviral chemistry & chemotherapy 20080101

• Design, synthesis, and antiviral properties of 4'-substituted ribonucleosides as inhibitors of hepatitis C virus replication: the discovery of R1479.

  Bioorganic & medicinal chemistry letters 20070501

• 2'-C-methylcytidine as a potent and selective inhibitor of the replication of foot-and-mouth disease virus.

  Antiviral research 20070301

• 2'-C-Methyl branched pyrimidine ribonucleoside analogues: potent inhibitors of RNA virus replication.

  Antiviral chemistry & chemotherapy 20070101

• Synthesis and pharmacokinetics of valopicitabine (NM283), an efficient prodrug of the potent anti-HCV agent 2'-C-methylcytidine.

  Journal of medicinal chemistry 20061102

• Hemin potentiates the anti-hepatitis C virus activity of the antimalarial drug artemisinin.

  Biochemical and biophysical research communications 20060915

• In vitro selected Con1 subgenomic replicons resistant to 2'-C-methyl-cytidine or to R1479 show lack of cross resistance.

  Virology 20060801

• Synthesis of 3'-beta-carbamoylmethylcytidine (CAMC) and its derivatives as potential antitumor agents.

  Organic & biomolecular chemistry 20060407

• Nucleoside analog inhibitors of hepatitis C virus replication.

  Infectious disorders drug targets 20060301

• The novel nucleoside analog R1479 (4'-azidocytidine) is a potent inhibitor of NS5B-dependent RNA synthesis and hepatitis C virus replication in cell culture.

  The Journal of biological chemistry 20060217

• Inhibition of hepatitis C replicon RNA synthesis by beta-D-2'-deoxy-2'-fluoro-2'-C-methylcytidine: a specific inhibitor of hepatitis C virus replication.

  Antiviral chemistry & chemotherapy 20060101

• Design, synthesis, and antiviral activity of 2'-deoxy-2'-fluoro-2'-C-methylcytidine, a potent inhibitor of hepatitis C virus replication.

  Journal of medicinal chemistry 20050825

• Inhibitory effect of 2'-substituted nucleosides on hepatitis C virus replication correlates with metabolic properties in replicon cells.

  Antimicrobial agents and chemotherapy 20050501

• Nm 283, an efficient prodrug of the potent anti-HCV agent 2'-C-methylcytidine.

  Nucleosides, nucleotides & nucleic acids 20050101