MF:C22H29FN3O9P
MW:529.4525242
EINECS:11-000-0
Synonyms:Sofosbuvir (PSI-7977, GS-7977);Sofosbuvir N-[[P(S),2’R]-2′-Deoxy-2′-fluoro-2′-methyl-P-phenyl-5′-uridylyl]-L-alanine 1-methylethyl ester;propan-2-yl (2S)-2-[[[(2R,3R,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-fluoro-3-hydroxy-4-methyloxolan-2-yl]methoxy-phenoxyphosphoryl]amino]propanoate;Suofeibuwei;Sofosbuvir, >=98%;Sofosbubir;Sofosbuvir,GS-7977;(S)-Isopropyl 2-(((S)-(((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-h
Abstract
Sofosbuvir (brand names Sovaldi, Hepcinat, Resof, Hepcvir, SoviHep) is a nucleotide analog used in combination with other drugs for the treatment of hepatitis C virus (HCV) infection.
Sofosbuvir is a prodrug nucleotide analog used as part of combination therapy to treat hepatitis C virus (HCV) infection or to treat co-infection of HIV and HCV. After metabolism to the active antiviral agent 2′-deoxy-2′-α-fluoro-β-C-methyluridine-5′-triphosphate (also known as GS-461203), the triphosphate serves as a defective substrate for the NS5B protein, an RNA-dependent RNA polymerase required for replication of viral RNA. Sofosbuvir and other nucleotide inhibitors of the HCV RNA polymerase exhibit a very high barrier to resistance development.
This is an important advantage relative to HCV drugs that target other viral enzymes such as the protease, for which rapid resistance development has proved to be an important cause of therapeutic failure. More recently, sofosbuvir has become available as a fixed dose drug combination product with levipasvir (tradename Harvoni) used for the treatment of chronic Hepatitis C, an infectious liver disease caused by infection with Hepatitis C Virus (HCV). Approved in October 2014 by the FDA, ledipasvir and sofosbuvir are direct-acting antiviral agents indicated for the treatment of HCV genotype 1 with or without cirrhosis.
HCV is a single-stranded RNA virus that is categorized into nine distinct genotypes, with genotype 1 being the most common in the United States affecting 72% of all chronic HCV patients. Prior to development of this drug, the main treatment available was weekly injections of pegylated interferon with weight-based ribavirin over 48 weeks, which achieved a sustained virological response (SVR) of 45-50% and had multiple unpleasant side effects. When combined together, ledipasvir and sofosbuvir have been shown to have a SVR between 93 and 100% after 12 weeks of treatment. Its use has also proven successful in the treatment of HCV in patients co-infected with HIV.
Specification
Items |
Specifications |
Test results |
Appearance |
White to off-white crystalline powder |
Conforms |
Identification |
High-performance liquid chromatograph HPLC |
The retention time of the test sample major peak complies to reference standard |
Conforms |
Inspection |
Water |
≤1.0% |
0.2% |
Residue on Ignition |
≤0.1% |
Conforms |
Heavy metals |
≤20ppm |
Conforms |
Related Impurities |
Total impurities ≤1.5% |
0.65% |
Single impurity ≤0.5% |
Conforms |
Purity (HPLC) |
≥98.5% |
99.35% |
Usage of Sofosbuvir (GS-7977)
GS 7977 is a prodrug that is metabolized to the active antiviral agent 2′ deoxy 2′ α fluoro β C methyluridine 5′ monophosphate and is currently being investigated in phase 3 clinical trials for the t reatment of hepatitis C.
Studies have profiled GS-7977 as a nucleotide inhibitor of hepatitis C virus, exerting selective inhibitory effects towards HCV NS5B polymerase
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