| Identification | Back Directory | [Name]
2'-deoxy-2'-fluoro-2'-C-methylcytidine | [CAS]
817204-33-4 | [Synonyms]
R 1656
CS-1995
PSI 6130
PSI-6130;PSI 6130
PSI-6130;R 1656;PSI 6130
2'-Deoxy-2'-F-2'-C-methylcytidine
2'-deoxy-2'-fluoro-2'-C-methylcytidin
2'-deoxy-2'-fluoro-2'-C-methylcytidine
R 1656; R-1656; R1656; PSI6130; PSI 6130
(2'R)-2'-deoxy-2'-fluoro-2'-methyl-Cytidine
ethyl 4-broMo-1-Methyl-pyrrole-2-carboxylate
Cytidine, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)-
ethyl 4-broMo-1-Methyl-1H-pyrrole-2-carboxylate
4-Amino-1-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)pyr
4-Amino-1-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)pyrimi
4-AMino-1-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxyMethyl)-3-Methyltetrahydrofuran-2-yl)pyriMidin-2(1H)-one | [EINECS(EC#)]
200-001-2 | [Molecular Formula]
C10H14FN3O4 | [MDL Number]
MFCD13176566 | [MOL File]
817204-33-4.mol | [Molecular Weight]
259.23 |
| Chemical Properties | Back Directory | [Melting point ]
216-218℃ | [Boiling point ]
482.4±55.0 °C(Predicted) | [density ]
1.67 | [storage temp. ]
Hygroscopic, -20°C Freezer, Under inert atmosphere | [solubility ]
Methanol (Slightly), Water (Slightly) | [form ]
Solid | [pka]
12.86±0.70(Predicted) | [color ]
White to Light Brown | [Stability:]
Hygroscopic | [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]
OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@@](F)(C)[C@@H]1O |
| Hazard Information | Back Directory | [Description]
PSI-6130 is a nucleoside inhibitor of the NS5B RNA polymerase of hepatitis C virus (HCV; Ki = 4.3 μM).1 It inhibits HCV genotype 1b (GT-1b) Con1 and GT-1a H77 viral replication in Huh7 replicon cells using a luciferase-based assay (EC50s = 0.51 and 0.30 μM, respectively). PSI-6130 also inhibits replication of HCV GT-1b and GT-1a replicons from clinical isolates, with EC50 values ranging from 0.60 to 1.41 μM, and 0.20 to 0.43 μM, respectively, in the same assay. It has little or no activity against West Nile Virus (WNV), Dengue type 2 virus (DV), human immunodeficiency virus (HIV), or hepatitis B virus (HBV; EC90s = 46.3, >100, >100, and >10 μM, respectively).2 | [Uses]
PSI-6130 is an experimental treatment for hepatitis C. PSI-6130 is a member of a class of antiviral drugs known as nucleoside polymerase inhibitors. PSI-6130 inhibits the hepatitis C virus RNA dependant RNA polymerase called NS5B. | [target]
Hepatitis C Virus Nucleoside | [storage]
Store at -20°C | [References]
[1] EISUKE MURAKAMI. Mechanism of activation of beta-D-2’-deoxy-2’-fluoro-2’-c-methylcytidine and inhibition of hepatitis C virus NS5B RNA polymerase.[J]. Antimicrobial Agents and Chemotherapy, 2007, 51 2: 503-509. DOI: 10.1128/aac.00400-06
[2] LIEVEN J STUYVER. 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.[J]. Antiviral Chemistry and Chemotherapy, 2006, 17 2: 79-87. DOI: 10.1177/095632020601700203 |
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