Home Fluorides 863329-66-2
863329-66-2,MFCD19982668
Catalog No.:AA0039LJ

863329-66-2 | (2'R)-2'-Deoxy-2'-fluoro-2'-methyl-uridine

Pack Size
Purity
Availability
Price(USD)
Quantity
  
100mg
97%
in stock  
$6.00   $4.00
- +
1g
97%
in stock  
$7.00   $5.00
- +
5g
95%
in stock  
$24.00   $17.00
- +
25g
95%
in stock  
$54.00   $38.00
- +
50g
95%
in stock  
$105.00   $74.00
- +
100g
95%
in stock  
$193.00   $135.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0039LJ
Chemical Name:
(2'R)-2'-Deoxy-2'-fluoro-2'-methyl-uridine
CAS Number:
863329-66-2
Molecular Formula:
C10H13FN2O5
Molecular Weight:
260.2190
MDL Number:
MFCD19982668
SMILES:
OC[C@H]1O[C@H]([C@]([C@@H]1O)(C)F)n1ccc(=O)[nH]c1=O
Properties
Computed Properties
 
Complexity:
415  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
2  
XLogP3:
-1.1  

Downstream Synthesis Route
(2‘R)-2‘-deoxy-2’-fluoro-2-methyluridine-3’,5’-dibenzoate 
  863329-66-2 

[1]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]

[2]CurrentPatentAssignee:JIANGSUCOLLEGEOFENGINEERINGANDTECHNOLOGY-CN111253454,2020,ALocationinpatent:Paragraph0052;0071-0072

[3]CurrentPatentAssignee:JIANGSUALPHARMPHARMACEUTICALGROUP-CN113354694,2021,ALocationinpatent:Paragraph0030-0035;0036-0039

[4]CurrentPatentAssignee:ZHEJIANGA&FUNIVERSITY-CN106905398,2017,ALocationinpatent:Paragraph0039;0047

[5]CurrentPatentAssignee:JIANGSUFURUIBIOPHARMACEUTICAL-CN106432388,2017,ALocationinpatent:Paragraph0048-0050

[6]Locationinpatent:experimentalpartSofia,MichaelJ.;Bao,Donghui;Chang,Wonsuk;Du,Jinfa;Nagarathnam,Dhanapalan;Rachakonda,Suguna;Reddy,P.Ganapati;Ross,BruceS.;Wang,Peiyuan;Zhang,Hai-Ren;Bansal,Shalini;Espiritu,Christine;Keilman,Meg;Lam,AngelaM.;Steuer,HollyM.Micolochick;Niu,Congrong;Otto,MichaelJ.;Furman,PhillipA.[JournalofMedicinalChemistry,2010,vol.53,#19,p.7202-7218]

[7]CurrentPatentAssignee:GILEADSCIENCESINC-WO2010/135569,2010,A1Locationinpatent:Page/Pagecolumn39-40

[8]CurrentPatentAssignee:GILEADSCIENCESINC-WO2013/40492,2013,A2Locationinpatent:Page/Pagecolumn101

[9]Maiti,Munmun;Maiti,Mohitosh;Rozenski,Jef;DeJonghe,Steven;Herdewijn,Piet[OrganicandBiomolecularChemistry,2015,vol.13,#18,p.5158-5174]

[10]CurrentPatentAssignee:OPTIMUSDRUGSP-WO2018/15821,2018,A1Locationinpatent:Page/Pagecolumn5;8

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

[12]CurrentPatentAssignee:NANJINGSANHOMEINVESTMENTGROUPCOLTD-CN108218937,2018,ALocationinpatent:Paragraph0089;0092-0093

[13]CurrentPatentAssignee:NANJINGSANHOMEINVESTMENTGROUPCOLTD-CN108201539,2018,ALocationinpatent:Paragraph0033;0036;0037

[14]CurrentPatentAssignee:NANTONGCHANGYOOPHARMATECH;NANTONGCHANGYOUPHARMACEUTICALTECHNOLOGY-CN104610404,2016,BLocationinpatent:Paragraph0047;0048;0063;0064

[15]CurrentPatentAssignee:ANHUIBIOCHEMUNITEDPHARMACEUTICALCO.,LTD.-CN103848876,2016,BLocationinpatent:Paragraph0109-0111

[16]CurrentPatentAssignee:CHENGDUPORTONPHARMACEUTICAL;PORTONFINECHEMICALSLIMITED-CN106366145,2017,ALocationinpatent:Paragraph0027

[17]CurrentPatentAssignee:SINOBIOPHARMACEUTICALLIMITED;SUZHOULANXITEBIOTECHNOLOGYCOLTD-CN104558079,2017,BLocationinpatent:Paragraph0041;0042

[18]CurrentPatentAssignee:FUZHOUXINGCHENPHARAMCEUTICAL-CN106810515,2017,ALocationinpatent:Paragraph0064;0066-0068

[19]Wang,Gang;Lim,SiewPheng;Chen,Yen-Liang;Hunziker,Jürg;Rao,Ranga;Gu,Feng;Seh,CheahChen;Ghafar,NahdiyahAbdul;Xu,Haoying;Chan,Katherine;Lin,Xiaodong;Saunders,OliverL.;Fenaux,Martijn;Zhong,Weidong;Shi,Pei-Yong;Yokokawa,Fumiaki[BioorganicandMedicinalChemistryLetters,2018,vol.28,#13,p.2324-2327]

[1]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]

[2]Maiti,Munmun;Maiti,Mohitosh;Rozenski,Jef;DeJonghe,Steven;Herdewijn,Piet[OrganicandBiomolecularChemistry,2015,vol.13,#18,p.5158-5174]

[3]CurrentPatentAssignee:NANTONGCHANGYOOPHARMATECH;NANTONGCHANGYOUPHARMACEUTICALTECHNOLOGY-CN104610404,2016,B

[4]CurrentPatentAssignee:ANHUIBIOCHEMUNITEDPHARMACEUTICALCO.,LTD.-CN103848876,2016,B

[5]CurrentPatentAssignee:ZHEJIANGA&FUNIVERSITY-CN106905398,2017,A

[6]CurrentPatentAssignee:OPTIMUSDRUGSP-WO2018/15821,2018,A1

[7]CurrentPatentAssignee:NANJINGSANHOMEINVESTMENTGROUPCOLTD-CN108218937,2018,A

[8]CurrentPatentAssignee:GILEADSCIENCESINC-US2010/16251,2010,A1

[1]Murakami,Eisuke;Niu,Congrong;Bao,Haiying;MicolochickSteuer,HollyM.;Whitaker,Tony;Nachman,Tammy;Sofia,MichaelA.;Wang,Peiyuan;Otto,MichaelJ.;Furman,PhillipA.[AntimicrobialAgentsandChemotherapy,2008,vol.52,#2,p.458-464]

[2]CurrentPatentAssignee:GILEADSCIENCESINC-WO2013/40492,2013,A2Locationinpatent:Page/Pagecolumn108

[3]CurrentPatentAssignee:GILEADSCIENCESINC-US2010/16251,2010,A1Locationinpatent:Page/Pagecolumn36

[1]CurrentPatentAssignee:GILEADSCIENCESINC-US2010/16251,2010,A1Locationinpatent:Page/Pagecolumn36

[1]CurrentPatentAssignee:GILEADSCIENCESINC-US2010/16251,2010,A1Locationinpatent:Page/Pagecolumn36-37

Literature

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: 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: Clark JL, et al. Design, Synthesis, and Antiviral Activity of 2'-Deoxy-2'-fluoro-2'-C-methyl-cytidine, a Potent Inhibitor of Hepatitis C Virus Replication. J Med Chem. 2005 Aug 25;48(17):5504-8.

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):29

Title: Wang P, et al. An efficient and diastereoselective synthesis of PSI-6130: a clinically efficacious inhibitor of HCV NS5B polymerase. J Org Chem. 2009 Sep 4;74(17):6819-24.

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Tags:863329-66-2 Molecular Formula|863329-66-2 MDL|863329-66-2 SMILES|863329-66-2 (2'R)-2'-Deoxy-2'-fluoro-2'-methyl-uridine |Heterocyclic_Building_Blocks