1496551-77-9
1496551-77-9
Chemical Structure
Uprifosbuvir
Synonym(s): IDX21437; MK-3682
- CAS No.: 1496551-77-9
- Formula:C22H29ClN3O9P
- Molecular Weight:545.91
IUPAC Name: isopropyl ((R)-(((2R,3R,4R,5R)-4-chloro-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)-D-alaninate
InChIKey: SFPFZQKYPOWCSI-KHFYHRBSSA-N
SMILES: C[C@]([C@@](N(C=CC1=O)C(N1)=O)([H])O[C@@H]2CO[P@@](OC3=CC=CC=C3)(N[C@H](C)C(OC(C)C)=O)=O)([C@@H]2O)Cl
Biological Activity: Uprifosbuvir (IDX21437; MK-3682) is a nucleotide analog inhibitor that inhibits YFV NS5 RNA-dependent RNA polymerase (RNA polymerase) and HCV NS5b. Uprifosbuvir can be used for research on yellow fever and chronic hepatitis C virus (HCV) infection[1][2].
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Uprifosbuvir | 98.17% | Uprifosbuvir (IDX21437; MK-3682) is a nucleotide analog inhibitor that inhibits YFV NS5 RNA-dependent RNA polymerase (RNA polymerase) and HCV NS5b. Uprifosbuvir can be used for research on yellow fever and chronic hepatitis C virus (HCV) infection. | ||||||||||||||||||||
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GS-9851 | GS-9851 (PSI-7851) is a HCV nonstructural protein 5B (NS5B) inhibitor with potential activity for the study of HCV infection. GS-9851 shows good tolerability with initial HCV genotype 1 infection. GS-9851 is rapidly cleared from the body with a half-life of approximately 1 hour. | |||||||||||||||||||||
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Sofosbuvir | 99.97% | Sofosbuvir (GS-7977) is an HCV RNA replication inhibitor with an EC50 of 92 nM. | ||||||||||||||||||||
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PSI-7976 | 98.24% | PSI-7976 is the isomer of PSI-7977. PSI-7977 is an active inhibitor of HCV RNA replication in the HCV replicon assay, demonstrates potent anti-hepatitis C virus (HCV) activity. | ||||||||||||||||||||
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Sofosbuvir impurity C | 97.43% | Sofosbuvir impurity C is an impurity of Sofosbuvir, Sofosbuvir is an active inhibitor of HCV RNA replication in the HCV replicon assay, demonstrates potent anti-hepatitis C virus (HCV) activity. | ||||||||||||||||||||
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Sofosbuvir impurity A | Sofosbuvir impurity A, an diastereoisomer of Sofosbuvir, is the impurity of Sofosbuvir. Sofosbuvir (PSI-7977) is an inhibitor of HCV RNA replication, demonstrates potent anti-hepatitis C virus activity. | |||||||||||||||||||||
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Sofosbuvir-13C,d3 | Sofosbuvir-13C,d3 is the deuterium labeled Sofosbuvir. Sofosbuvir (PSI-7977) is an active inhibitor of HCV RNA replication in the HCV replicon assay, demonstrates potent anti-hepatitis C virus (HCV) activity. | |||||||||||||||||||||
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N-[[P(S)]-2'-C-Methyl-P-phenyl-5'-uridylyl]-L-Ala-1-methylethyl ester | N-[[P (S)]-2'-C-Methyl-P-phenyl-5'-uridylyl]-L-Ala-1-methylethyl ester is a 5'(S)-C-methyl phosphoramidate prodrug of 2',5'-C-dimethyluridine, as well as a HCV inhibitor. N-[[P (S)]-2'-C-Methyl-P-phenyl-5'-uridylyl]-L-Ala-1-methylethyl ester induces anti-HCV activity in HCV genotype 1b replicons with extremely low cytotoxicity. N-[[P (S)]-2'-C-Methyl-P-phenyl-5'-uridylyl]-L-Ala-1-methylethyl ester can be used in studies related to HCV infection. | |||||||||||||||||||||
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Sofosbuvir impurity N | Sofosbuvir impurity N, an diastereoisomer of Sofosbuvir, is the impurity of Sofosbuvir. Sofosbuvir (PSI-7977) is an inhibitor of HCV RNA replication, demonstrates potent anti-hepatitis C virus activity. | |||||||||||||||||||||
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Sofosbuvir impurity K | Sofosbuvir impurity K, an diastereoisomer of Sofosbuvir, is the impurity of Sofosbuvir. Sofosbuvir (PSI-7977) is an inhibitor of HCV RNA replication, demonstrates potent anti-hepatitis C virus activity. | |||||||||||||||||||||
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Sofosbuvir impurity M | 99.24% | Sofosbuvir impurity M, an diastereoisomer of Sofosbuvir, is the impurity of Sofosbuvir. Sofosbuvir (PSI-7977) is an inhibitor of HCV RNA replication, demonstrates potent anti-hepatitis C virus activity. | ||||||||||||||||||||
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References
- [1]. Binderup A, et al. Substitutions M478K and A482G in the polymerase of yellow fever virus confer resistance to sofosbuvir and uprifosbuvir in vitro. Antiviral research. 2026 May;249:106381. [Content Brief]
- [2]. Klapars A, et al. Efficient synthesis of antiviral agent uprifosbuvir enabled by new synthetic methods. Chemical science. 2021 Jul 07;12(26):9031-9036. [Content Brief]
