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Sofosbuvir

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:: 2024/6/3 14:46:32

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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

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 (EC_90s 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( 581)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	160	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	1541	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
Humble Healthcare Limited	+91-9720093000 +91-8006400378	Uttar Pradesh, India	141	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
Humble Healthcare Limited	58

The review of sofosbuvir
Sofosbuvir, a prodrug metabolized to the active antiviral drug 2'-deoxy-2'-α-fluoro-β-C-methyluridine-5'-monophosphate, is cur....
Feb 23，2022

Sofosbuvir Spectrum

Sofosbuvir(1190307-88-0)¹HNMR

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PSI-7977 Discontinued L-Alanine, N-[[P(S),2'R]-2'-deoxy-2'-fluoro-2'-Methyl-P-phenyl-5'-uridylyl]-, 1-Methylethyl ester 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 1190307-88-0 1334531-02-8 134678-17-9 119037-88-0 C22H29FN3O9P Pharmaceutical intermediate Liver Disease Series API Inhibitors PSI7977 1190307-88-0