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817204-33-4,MFCD13176566
Catalog No.:AA00G3MT

817204-33-4 | Psi-6130

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1mg
≥98%
in stock  
$133.00   $93.00
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5mg
≥98%
in stock  
$459.00   $321.00
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10mg
≥98%
in stock  
$874.00   $612.00
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50mg
≥98%
in stock  
$2,366.00   $1,657.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00G3MT
Chemical Name:
Psi-6130
CAS Number:
817204-33-4
Molecular Formula:
C10H14FN3O4
Molecular Weight:
259.2343
MDL Number:
MFCD13176566
SMILES:
OC[C@H]1O[C@H]([C@]([C@@H]1O)(C)F)n1ccc(=N)[nH]c1=O
Properties
Computed Properties
 
Complexity:
427  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
2  
XLogP3:
-1.4  

Downstream Synthesis Route

[1]CurrentPatentAssignee:GILEADSCIENCESINC-WO2013/178571,2013,A1Locationinpatent:Page/Pagecolumn12

[2]CurrentPatentAssignee:GILEADSCIENCESINC-US2013/324709,2013,A1Locationinpatent:Paragraph0053;0054

[3]CurrentPatentAssignee:ROCHEHOLDINGAG-WO2008/45419,2008,A1Locationinpatent:Page/Pagecolumn11-12

[4]Locationinpatent:experimentalpartWang,Peiyuan;Chun,Byoung-Kwon;Rachakonda,Suguna;Du,Jinfa;Khan,Noshena;Shi,Junxing;Stec,Wojciech;Cleary,Darryl;Ross,BruceS.;Sofia,MichaelJ.[JournalofOrganicChemistry,2009,vol.74,#17,p.6819-6824]

[5]Clark,JeremyL.;Hollecker,Laurent;Mason,J.Christian;Stuyver,LievenJ.;Tharnish,PhillipM.;Lostia,Stefania;McBrayer,TamaraR.;Schinazi,RaymondF.;Watanabe,KyoichiA.;Otto,MichaelJ.;Furman,PhillipA.;Stec,WojciechJ.;Patterson,StevenE.;Pankiewicz,KrzysztofW.[JournalofMedicinalChemistry,2005,vol.48,#17,p.5504-5508]

[6]CurrentPatentAssignee:GILEADSCIENCESINC-US2013/273005,2013,A1Locationinpatent:Paragraph0360

[7]CurrentPatentAssignee:ENANTAPHARMACEUTICALSINC-WO2013/173759,2013,A2Locationinpatent:Page/Pagecolumn138

[1]CurrentPatentAssignee:GILEADSCIENCESINC-US2010/16251,2010,A1Locationinpatent:Page/Pagecolumn35

[1]OrganicLetters,2017,vol.19,p.2218-2221

[2]JournalofOrganicChemistry,2011,vol.76,p.8311-8319

[3]Patent:WO2019/60740,2019,A1.Locationinpatent:Paragraph0199-0200

817204-33-4    23429-44-9   
C30H30FN3O4 

[1]BioorganicandMedicinalChemistryLetters,2013,vol.23,p.3354-3357

817204-33-4    88-09-5   
N4-(2-ethylbutyryl)-2'-deoxy-2'-fluoro-2'-methylcytidine 

[1]CurrentPatentAssignee:CHINAPHARMACEUTICALUNIVERSITY-CN104447923,2018,BLocationinpatent:Paragraph0105;0126;0127-0130

[2]Zhen,Le;Dai,Liang;Wen,Xiaoan;Yao,Lan;Jin,Xiaoliang;Yang,Xiao-Wen;Zhao,Wenfeng;Yu,Sheng-Qi;Yuan,Haoliang;Wang,Guangji;Sun,Hongbin[JournalofMedicinalChemistry,2017,vol.60,#14,p.6077-6088]

Literature

Title: Intracellular effects of the Hepatitis C virus nucleoside polymerase inhibitor RO5855 (Mericitabine Parent) and Ribavirin in combination.

Journal: Antimicrobial agents and chemotherapy 20140501

Title: Use of 2'-spirocyclic ethers in HCV nucleoside design.

Journal: Journal of medicinal chemistry 20140313

Title: Nucleotide prodrugs of 2'-deoxy-2'-spirooxetane ribonucleosides as novel inhibitors of the HCV NS5B polymerase.

Journal: Journal of medicinal chemistry 20140313

Title: Antiviral activity of nucleoside analogues against norovirus.

Journal: Antiviral therapy 20120101

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

Journal: Journal of medicinal chemistry 20101125

Title: PSI-7851, a pronucleotide of beta-D-2'-deoxy-2'-fluoro-2'-C-methyluridine monophosphate, is a potent and pan-genotype inhibitor of hepatitis C virus replication.

Journal: Antimicrobial agents and chemotherapy 20100801

Title: Synthesis and anti-HCV activity of 3',4'-oxetane nucleosides.

Journal: Bioorganic & medicinal chemistry letters 20100801

Title: New directly acting antivirals for hepatitis C: potential for interaction with antiretrovirals.

Journal: The Journal of antimicrobial chemotherapy 20100601

Title: An efficient and diastereoselective synthesis of PSI-6130: a clinically efficacious inhibitor of HCV NS5B polymerase.

Journal: The Journal of organic chemistry 20090904

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

Journal: Antimicrobial agents and chemotherapy 20080501

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

Journal: Antiviral chemistry & chemotherapy 20080101

Title: Characterization of the metabolic activation of hepatitis C virus nucleoside inhibitor beta-D-2'-Deoxy-2'-fluoro-2'-C-methylcytidine (PSI-6130) and identification of a novel active 5'-triphosphate species.

Journal: The Journal of biological chemistry 20071012

Title: 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.

Journal: Antiviral chemistry & chemotherapy 20060101

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

Journal: Journal of medicinal chemistry 20050825

Title: Ali S, et al. Selected replicon variants with low-level in vitro resistance to the hepatitis C virus NS5B polymerase inhibitor PSI-6130 lack cross-resistance with R1479. Antimicrob Agents Chemother. 2008 Dec;52(12):4356-69.

Title: Ma H, et al. Characterization of the metabolic activation of hepatitis C virus nucleoside inhibitor beta-D-2'-Deoxy-2'-fluoro-2'-C-methylcytidine (PSI-6130) and identification of a novel active 5'-triphosphate species. J Biol Chem. 2007 Oct 12;282(41):29812-20. Epub 2007 Aug 13.

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