1190308-01-0

1190308-01-0 structure

Name: PSI-7976
Chemical Name: Sofosbuvir Impurity 27
CAS Number: 1190308-01-0
Molecular Formula: C₂₂H₂₉FN₃O₉P
Molecular Weight: 529.45300
Catalog: Signaling Pathways Anti-infection HCV
Create Date: 2018-06-10 11:55:07
Modify Date: 2024-01-14 16:40:32
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.

Name	Sofosbuvir Impurity 27
Synonyms	(S)-2-{(R)-[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-ylmethoxy](phenoxy)phosphorylamino}propionic acid isopropyl ester PSI-7976 (S)((((2R,3R,4R,5R)-5-(2,4-dicarbonyl-3,4-dihydropyrimidine-1(2Η)-yl)-4-fluoro-3-hydroxy-4-tetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)-L-alanine isopropyl ester (2S)-isopropyl 2-(((((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4- methyltetrahydrofuran-2-yl)methoxy)phenoxyphosphoryl)amino)propanoate (S)-isopropyl 2-((R)-(((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)propionoate (S)-2-{(R)-[(1R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(R)-fluoro-3-hydroxy-4-methyI-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}propionic acid (S)-isopropyl ester

Description	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.
Related Catalog	Signaling Pathways >> Anti-infection >> HCV Research Areas >> Infection
In Vitro	PSI-7851 is a mixture of two diastereoisomers, PSI-7976 and PSI-7977, with PSI-7977 being the more active inhibitor of HCV RNA replication in the HCV replicon assay. Carboxylesterase 1 (CES1) preferentially hydrolyzes PSI-7976 over PSI-7977. The kinetic data also indicates that PSI-7976 is a better substrate for CES1 than for cathepsin A (CatA)[1]
References	[1]. Murakami E, et al. Mechanism of activation of PSI-7851 and its diastereoisomer PSI-7977. J Biol Chem. 2010 Nov 5;285(45):34337-47.