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ChemicalBook > Product Catalog >Biochemical Engineering >Amino Acids and Derivatives >Alanine derivatives >Sofosbuvir

Sofosbuvir

Sofosbuvir Structure
CAS No.
1190307-88-0
Chemical Name:
Sofosbuvir
Synonyms
Suofeibuwei;(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)phosphoryl)aMino)propanoate;Sophy Bouvet;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;propan-2-yl (2S)-2-[[[(2R,3R,4R,5S)-5-(2,4-dioxopyrimidin-1-yl)-4-fluoro-3-hydroxy-4-methyloxolan-2-yl]methoxy-phenoxyphosphoryl]amino]propanoate;Isopropyl (2S)-2-{[(S)-{[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl)-4-fluoro-3-hydroxy-4-methyltetrahydro-2-furanyl]methoxy}(phenoxy)phosphoryl]amino}propanoate;GS-7977;PSI 7977;Sofosbubir;sofosbuvir
CBNumber:
CB02604350
Molecular Formula:
C22H29FN3O9P
Molecular Weight:
529.45
MOL File:
1190307-88-0.mol
Modify Date:
2025/4/29 15:35:11
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Sofosbuvir Properties

Melting point 122-124°C
Density 1.41
storage temp. Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka 9.39±0.10(Predicted)
color White
InChIKey TTZHDVOVKQGIBA-YBSJRAAASA-N
SMILES C(OC(C)C)(=O)[C@@H](N[P@@](OC[C@@H]1[C@@H](O)[C@](F)(C)[C@H](N2C(=O)NC(=O)C=C2)O1)(OC1=CC=CC=C1)=O)C
CAS DataBase Reference 1190307-88-0

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Warning
Hazard statements  H373
Precautionary statements  P260-P314-P501
HS Code  29339900
Hazardous Substances Data 1190307-88-0(Hazardous Substances Data)
NFPA 704
0
2 0

Sofosbuvir Chemical Properties,Uses,Production

Description

Sofosbuvir is a drug used for the treatment of hepatitis C. It is recommended to be used in combination with other drugs (such as velpatasvir) for the first-line treatment for HCV genotypes 1, 2, 3, 4, 5, and 6. It takes effect through acting as a nucleotide analog inhibitor, being capable of specially inhibiting the HCV NS5B (non-structural protein 5B) RNA-dependent RNA polymerase.

Uses

PSI-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 PSI-7977 as a nucleotide inhibitor of hepatitis C virus, exerting selective inhibitory effects towards HCV NS5B polymerase.

Definition

ChEBI: A nucleotide conjugate that is used in combination with ledipasvir (under the trade name Harvoni) for the treatment of chronic hepatitis C genotype 1 infection.

Clinical Use

In December 2013, sofosbuvir (also known as GS-7977 and PSI-7977) was approved in the United States for the treatment of hepatitis C virus (HCV) infection as a component of a combination antiviral treatment regimen. Sofosbuvir was discovered from an effort to enhance the activity of the parent nucleoside by bypassing rate-limiting monophosphorylation with a prodrug that would liberate the intactmonophosphate in the liver, where it would then be converted by cellular kinases to the active triphosphate species. In addition, the prodrug was designed to be amenable to oral delivery. In the initial synthesis of sofosbuvir, the iso-propyl ester of (L)-alanine was coupled with phenyl dichlorophosphate to provide a diastereomeric intermediate that was coupled with the uridine nucleoside. The diastereomeric mixture (GS-9851) was shown to produce high levels of triphosphate in vitro in primary hepatocytes and in the livers of rats, dogs, and monkeys after oral dosing. The individual diastereomers were obtained by chromatography or by crystallization. The diastereomer with the Sp configuration at the phosphorous center (sofosbuvir) was found to be >10-fold more potent in an HCV replicon assay than the corresponding Rp diastereomer (EC90s of 0.42 and 7.5 μM, respectively).

Sofosbuvir Preparation Products And Raw materials

Raw materials

N-[(S)-(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-L-alanine 1-Methylethyl ester N-[(S)-(4-Nitrophenoxy)phenoxyphosphinyl]-L-alanine 1-Methylethyl ester 2'-deoxy-2'-fluoro-2'-C-methyluridine

Preparation Products

Sofosbuvir Suppliers

Global( 596)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Jigs Chemical ltd +919099003427 Gujarat, India 239 58 Inquiry
Bulat Pharmaceutical Pvt Ltd +91-8448085659 +91-8448085660 Haryana, India 123 58 Inquiry
J S LABS +91-7330612784 +91-7330612784 Tamil Nadu, India 159 58 Inquiry
Viruj Pharmaceuticals Pvt Ltd +91-9441591589 +91-9441591589 Hyderabad, India 33 58 Inquiry
Varanous Labs Pvt Ltd +91-7036248882 +91-7036248882 Hyderabad, India 1537 58 Inquiry
Prayosha Health Care Pvt Ltd +91-9924448881 +91-9924448881 Gujarat, India 15 58 Inquiry
Lupin Ltd +91-8019896181 +91-8019896181 Maharashtra, India 93 58 Inquiry
Alembic Pharmaceuticals Limited +91-2652280880 +91-2652280550 Gujarat, India 115 58 Inquiry
Hetero Drugs Limited +91-4023704923 +91-4023704923 Telangana, India 296 58 Inquiry
VIVIN DRUGS AND PHARMACEUTICALS LTD +91-22670456625 +91-224067045635 Telangana, India 22 58 Inquiry
Supplier Advantage
Jigs Chemical ltd 58
Bulat Pharmaceutical Pvt Ltd 58
J S LABS 58
Viruj Pharmaceuticals Pvt Ltd 58
Varanous Labs Pvt Ltd 58
Prayosha Health Care Pvt Ltd 58
Lupin Ltd 58
Alembic Pharmaceuticals Limited 58
Hetero Drugs Limited 58
VIVIN DRUGS AND PHARMACEUTICALS LTD 58

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Sofosbuvir Spectrum

Sofosbuvir(1190307-88-0)1HNMR

1190307-88-0(Sofosbuvir)Related Search:

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PSI-7977 Discontinued 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 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 sofosbuvir, PSI7977 GS-7977 N-[[P(S),2'R]-2'-Deoxy-2'-fluoro-2'-methyl-P-phenyl-5'-uridylyl]-L-alanine 1-methylethyl ester PSI 7977 sofosbuvir GS-7977/sofosbuvir Sofosbuvir and intermediates Sofosbuvir1190307-88-0 PSI-7977;GS-7977;PSI 7977;GS 7977;SOFOSBUVIR PSI-7977;GS-7977;PSI 7977;GS 7977 1-((2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione Sofosbuvir (W.S) Sofesbuvir isopropyl ((((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)-L-alaninate Sofosbuvir USP/EP/BP Sofosbuvir (cGMP) (S)-isopropyl 2-(((S)-(((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-3-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate Sophie Bwe SofosbuvirQ: What is Sofosbuvir Q: What is the CAS Number of Sofosbuvir Q: What is the storage condition of Sofosbuvir Q: What are the applications of Sofosbuvir (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)phosphoryl)aMino)propanoate Sophy Bouvet 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 Isopropyl (2S)-2-{[(S)-{[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl)-4-fluoro-3-hydroxy-4-methyltetrahydro-2-furanyl]methoxy}(phenoxy)phosphoryl]amino}propanoate propan-2-yl (2S)-2-[[[(2R,3R,4R,5S)-5-(2,4-dioxopyrimidin-1-yl)-4-fluoro-3-hydroxy-4-methyloxolan-2-yl]methoxy-phenoxyphosphoryl]amino]propanoate Wei SuoFei cloth Benzenemethanamine,N-2-propen-3-yl- (phenoxy)phosphoryl]amino}propanoate (non-preferred name) Sophobuvir (S)-2-{[(1R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(R)-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-ylmethoxy]phenoxyphosphorylamino}propionic acid (S)-isopropyl ester Sofosbuvir In-House L-Alanine, N-[[P(S),2'R]-2'-deoxy-2'-fluoro-2'-methyl-P-phenyl-5'-uridylyl]-, 1-methylethyl ester Sofosbuvir, 10 mM in DMSO Sofosbuvir - Bio-X ? 1190307-88-0 1334531-02-8 134678-17-9 119037-88-0 C22H29FN3O9P Pharmaceutical intermediate Liver Disease Series API Inhibitors PSI7977 1190307-88-0