PSI-6130

For research use only. Not for therapeutic Use.

  • CAT Number: I004964
  • CAS Number: 817204-33-4
  • Molecular Formula: C10H14FN3O4
  • Molecular Weight: 259.20
  • Purity: ≥95%
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PSI-6130(Cat No.:I004964)is a potent nucleoside analog and a key antiviral compound targeting RNA-dependent RNA polymerase (RdRp) in hepatitis C virus (HCV) research. It functions by incorporating into viral RNA, causing chain termination and disrupting viral replication. PSI-6130 exhibits broad-spectrum activity against various HCV genotypes, making it a valuable tool in studying viral polymerase mechanisms and drug resistance. As a precursor to advanced therapies, it has contributed to the development of modern direct-acting antivirals (DAAs). PSI-6130 remains significant in exploring nucleoside analogs for antiviral drug discovery.


Catalog Number I004964
CAS Number 817204-33-4
Synonyms

4-amino-1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]pyrimidin-2-one

Molecular Formula C10H14FN3O4
Purity ≥95%
Target HCV
Solubility 10 mM in DMSO
Storage Store at -20°C
IUPAC Name 4-amino-1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]pyrimidin-2-one
InChI InChI=1S/C10H14FN3O4/c1-10(11)7(16)5(4-15)18-8(10)14-3-2-6(12)13-9(14)17/h2-3,5,7-8,15-16H,4H2,1H3,(H2,12,13,17)/t5-,7-,8-,10-/m1/s1
InChIKey NYPIRLYMDJMKGW-VPCXQMTMSA-N
SMILES C[C@]1([C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)CO)O)F
Reference

</br>1:A general and enantioselective approach to pentoses: a rapid synthesis of PSI-6130, the nucleoside core of sofosbuvir. Peifer M, Berger R, Shurtleff VW, Conrad JC, MacMillan DW.J Am Chem Soc. 2014 Apr 23;136(16):5900-3. doi: 10.1021/ja502205q. Epub 2014 Apr 9. PMID: 24670208 Free PMC Article</br>2:An efficient and diastereoselective synthesis of PSI-6130: a clinically efficacious inhibitor of HCV NS5B polymerase. Wang P, Chun BK, Rachakonda S, Du J, Khan N, Shi J, Stec W, Cleary D, Ross BS, Sofia MJ.J Org Chem. 2009 Sep 4;74(17):6819-24. doi: 10.1021/jo901345j. PMID: 19642660 </br>3:Selected replicon variants with low-level in vitro resistance to the hepatitis C virus NS5B polymerase inhibitor PSI-6130 lack cross-resistance with R1479. Ali S, Leveque V, Le Pogam S, Ma H, Philipp F, Inocencio N, Smith M, Alker A, Kang H, Najera I, Klumpp K, Symons J, Cammack N, Jiang WR.Antimicrob Agents Chemother. 2008 Dec;52(12):4356-69. doi: 10.1128/AAC.00444-08. Epub 2008 Oct 6. PMID: 18838588 Free PMC Article</br>4: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. Ma H, Jiang WR, Robledo N, Leveque V, Ali S, Lara-Jaime T, Masjedizadeh M, Smith DB, Cammack N, Klumpp K, Symons J.J Biol Chem. 2007 Oct 12;282(41):29812-20. Epub 2007 Aug 13. PMID: 17698842 Free Article

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