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(2'R)-2'-deoxy-2'-fluoro-2'-C-methyluridine

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Category Hepatitis C Virus (HCV)
CAS 863329-66-2
Description PSI-6206 is a selective HCV RNA polymerase inhibitor. It is the unphosphorylated parent compound of triphosphate analog PSI-7409, which is a potent inhibitor of the HCV NS5B RNA dependent RNA polymerase.
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Product Information

Synonyms RO-2433; RO 2433; RO2433; PSI6206; PSI 6206; PSI-6206; GS331007; GS-331007; GS 331007; 2'-Deoxy-2'-fluoro-2'-C-methyluridine; Sofosbuvir Metabolite GS331007; 1-((2R,3R,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione; (2'R)-2'-Deoxy-2'-fluoro-2'-methyluridine; ZL-01 metabolite M9; 2'-Deoxy-2'-Fluoro-2'-methyluridine
IUPAC Name 1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]pyrimidine-2,4-dione
Molecular Weight 260.22
Molecular Formula C10H13FN2O5
Canonical SMILES CC1(C(C(OC1N2C=CC(=O)NC2=O)CO)O)F
InChI InChI=1S/C10H13FN2O5/c1-10(11)7(16)5(4-14)18-8(10)13-3-2-6(15)12-9(13)17/h2-3,5,7-8,14,16H,4H2,1H3,(H,12,15,17)/t5-,7-,8-,10-/m1/s1
InChIKey ARKKGZQTGXJVKW-VPCXQMTMSA-N
Melting Point 237.3-238.0 °C
Purity ≥95%
Density 1.55±0.1 g/cm3
Solubility Soluble in DMSO (Slightly), Methanol (Slightly, Heated)
Appearance White to Light Beige Solid
Storage Store at -20°C
Complexity 415
Exact Mass 499.979828
Index Of Refraction 1.601
In Vitro PSI-6206 (RO2433) is tested for anti-HCV activity in both a cell-based quantitative real-time RT-PCR assay and surrogate bovine viral diarrhea virus (BVDV) assays. PSI-6206 demonstrates no activity or cytoxicity in any assay. The formation of the 5'-triphosphate (TP) of PSI-6130 (PSI-6130-TP) and RO2433 (RO2433-TP) increases with time and reached steady state levels at 48 h. RO2433-TP also inhibits RNA synthesis by the native HCV replicase isolated from HCV replicon cells and the recombinant HCV polymerase NS5B. PSI-6206 (RO2433) is the deaminated derivative of PSI-6130, which is a potent and selective inhibitor of HCV NS5B polymerase.
PSA 273.57000
Target HCV
XLogP3-AA -1.1

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