sofosbuvir

Also known as GI-7977, PSI 7977, Sovaldi®, isopropyl (2S)-2-{[(S)-{[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl]methoxy}(phenoxy)phosphoryl]amino}propanoate, GS-7977, S)-Isopropyl 2-((S)-(((2R,3R,4R,5R)-5-(2,4-dioxo-3,4- dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)- (phenoxy)phosphorylamino)propanoate, Soforal

Sofosbuvir, sold under the brand name Sovaldi among others, is a medication used to treat hepatitis C. It is taken by mouth.

Chemical data

Formula: C22H29FN3O9P
Molecular weight: 529.5 g/mol
IUPAC name: 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
SMILES: C[C@@H](C(=O)OC(C)C)N[P@](=O)(OC[C@@H]1[C@H]([C@@]([C@@H](O1)N2C=CC(=O)NC2=O)(C)F)O)OC3=CC=CC=C3
InChIKey: TTZHDVOVKQGIBA-IQWMDFIBSA-N
XLogP: 1
Polar surface area: 153 Å²
H-bond donors: 3
H-bond acceptors: 11
Formal charge: 0

via PubChem

Wikidata facts

Mass: 529.162544
Official website: www.sovaldi.com

Show 5 more facts

chemical formula: C₂₂H₂₉FN₃O₉P
defined daily dose: 0.4
canonical SMILES: CC(C)OC(=O)C(C)NP(=O)(OCC1C(C(C(O1)N2C=CC(=O)NC2=O)(C)F)O)OC3=CC=CC=C3
isomeric SMILES: C[C@@H](C(=O)OC(C)C)N[P@](=O)(OC[C@@H]1[C@H]([C@@]([C@@H](O1)N2C=CC(=O)NC2=O)(C)F)O)OC3=CC=CC=C3
Commons category: Sofosbuvir

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Article

31 sections

Contents

Medical uses
Initial HCV treatment
Prior failed treatment
Pregnancy and breastfeeding
Contraindications
Side effects
Interactions
Pharmacology
Mechanism of action
Pharmacokinetics
Chemistry
History
Society and culture
Economics
United States
Japan and South Korea
Germany
Switzerland
United Kingdom
Croatia
India
Developing world
Controversies
Patent challenges
Medical tourism
Research
DIY Home Synthesis
See also
References
Further reading
External links

Sofosbuvir, sold under the brand name Sovaldi among others, is a medication used to treat hepatitis C. It is taken by mouth.

Common side effects include fatigue, headache, nausea, and trouble sleeping. Side effects are generally more common in interferon-containing regimens. Sofosbuvir may reactivate hepatitis B in those who have been previously infected. In combination with ledipasvir, daclatasvir or simeprevir, it is not recommended with amiodarone due to the risk of an abnormally slow heartbeat. Sofosbuvir is in the nucleotide analog family of medications and works by blocking the hepatitis C NS5B protein.