N-[[P(S),2'R]-2'-Deoxy-2'-fluoro-2'-Methyl-6-O-Methyl-P-phenyl-5'-guanylyl]- L-alanine 1-Methylethyl ester
Modify Date: 2023-01-17 08:33:32
![N-[[P(S),2'R]-2'-Deoxy-2'-fluoro-2'-Methyl-6-O-Methyl-P-phenyl-5'-guanylyl]- L-alanine 1-Methylethyl ester Structure](https://www.chemsrc.com/caspic/319/1231747-08-2.png)
N-[[P(S),2'R]-2'-Deoxy-2'-fluoro-2'-Methyl-6-O-Methyl-P-phenyl-5'-guanylyl]- L-alanine 1-Methylethyl ester structure
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Common Name | N-[[P(S),2'R]-2'-Deoxy-2'-fluoro-2'-Methyl-6-O-Methyl-P-phenyl-5'-guanylyl]- L-alanine 1-Methylethyl ester | ||
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| CAS Number | 1231747-08-2 | Molecular Weight | 582.51800 | |
| Density | 1.53 | Boiling Point | N/A | |
| Molecular Formula | C24H32FN6O8P | Melting Point | N/A | |
| MSDS | N/A | Flash Point | N/A | |
Use of N-[[P(S),2'R]-2'-Deoxy-2'-fluoro-2'-Methyl-6-O-Methyl-P-phenyl-5'-guanylyl]- L-alanine 1-Methylethyl esterPSI-353661 (GS-558093) is a purine nucleotide NS5B polymerase inhibitor against HCV infection (EC90: 8 nM). PSI-353661 can produce high concentrations of the active triphosphate in primary human hepatocytes[1][3]. |
| Name | (S)-2-{(S)-[(1R,4R,5R)-5-(2-amino-6-methoxy-purin-9-yl)-4-(R)-fluoro-3-hydroxy-4-methyl-tetrahydrofuran-2-ylmethoxy]phenoxy-phosphorylamino}propionic acid isopropyl ester |
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| Synonym | More Synonyms |
| Description | PSI-353661 (GS-558093) is a purine nucleotide NS5B polymerase inhibitor against HCV infection (EC90: 8 nM). PSI-353661 can produce high concentrations of the active triphosphate in primary human hepatocytes[1][3]. |
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| Related Catalog | |
| Target |
NS5B polymerase[3] |
| In Vitro | PSI-353661 exhibits strong inhibition of HCV in the cell-based replicon assay, with EC90s of 8 nM and 11 nM for wild type and S282T resistant replicons[1]. PSI-353661 (24 h) produces high concentrations of (0.44 mM) triphosphate (TP) level in primary human hepatocytes[1]. PSI-353661 (4 days) inhibits viral replication with EC50 and EC90 value of 0.0030 μM and 0.0085 μM for genotype 1b replicon cells[2]. PSI-353661 (8 days) shows little cytotoxicity in Huh7, HepG2, BxPC3, and CEM cells, with IC50 more than 80 μM[2]. PSI-353661 (8-160 nM, 2 weeks) clears HCV replicon RNA and prevents viral rebound[2]. |
| In Vivo | PSI-353661 (50 mg/kg, p.o., together with 400 mg/kg of Telaprevir (HY-10235), daily for 4 weeks) is effective against human hepatocyte chimeric mice infected with HCV[3]. Animal Model: Human hepatocyte chimeric mice infected with HCV Dosage: 50 mg/kg, together with 400 mg/kg of Telaprevir Administration: Oral administration (p.o.) Result: Achieved sustained eradication of the mutant virus or the end-of-treatment response. Reduced serum levels of HCV RNA. |
| Density | 1.53 |
|---|---|
| Molecular Formula | C24H32FN6O8P |
| Molecular Weight | 582.51800 |
| Exact Mass | 582.20000 |
| PSA | 191.98000 |
| LogP | 3.50910 |
| PSI-353661 |
| (2S)-isopropyl-2-((((2R,3R,4R,5R)-5(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro- 3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate |
| (S)-isopropyl 2-(((S)-((5-(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate |