ChemicalBook > Product Catalog >Biochemical Engineering >Inhibitors >Proteases >HCV Protease Inhibitors >Ledipasvir

Ledipasvir

Ledipasvir Structure
CAS No.
1256388-51-8
Chemical Name:
Ledipasvir
Synonyms
GS 588;GS5885;CS-948;GS 5885;GS-5885;Ledipasvir;Leidipawei;332382-54-7;gs-5885/gs5885;Ledipasvir API
CBNumber:
CB52666650
Molecular Formula:
C49H54F2N8O6
Molecular Weight:
889
MOL File:
1256388-51-8.mol
Modify Date:
2024/3/28 13:39:29

Ledipasvir Properties

Melting point 186-190oC
Density 1.42±0.1 g/cm3(Predicted)
storage temp. -20°C Freezer
solubility DMSO (Slightly, Heated), Methanol (Slightly)
pka 11.20±0.10(Predicted)
form Solid
color White to Pale Beige

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Safety Statements  24/25
RIDADR  3077
HS Code  29333990

Ledipasvir Chemical Properties,Uses,Production

Description

Ledipasvir is a potent NS5A inhibitor that is approved for use in combination with sofosbuvir, a nucleotide inhibitor of viral polymerase, for the treatment of chronic hepatitis C virus genotype 1 infection. This combination was discovered and developed at Gilead Sciences and is marketed as the fixed combination with brand name of Harvoni.

Uses

Ledipasvir is most commonly used in combination with sofosbuvir for treatment in chronic hepatitis C genotype 1 patients. It inhibits an important viral phosphoprotein, NS5A, which is involved in viral replication, assembly, and secretion.

Definition

ChEBI: Ledipasvir is a benzimidazole derivative that is used in combination with sofosbuvir (under the trade name Harvoni) for the treatment of chronic hepatitis C genotype 1 infection. It has a role as an antiviral drug and a hepatitis C protease inhibitor. It is a carbamate ester, a L-valine derivative, a bridged compound, a carboxamide, a benzimidazole, a member of fluorenes, an organofluorine compound, a member of imidazoles, a N-acylpyrrolidine and an azaspiro compound.

Mode of action

Ledipasvir is a potent inhibitor of HCV nonstructural protein 5A (NS5A), a viral phosphoprotein that plays an important but poorly understood role in viral replication, assembly, and secretion. ;Ledipasvir is approved for the treatment of genotype 1 HCV. Its safety and efficacy have not been fully established for genotypes 2 through 6. NS5A amino acid substitutions Y93H (in genotypes 1a and 1b) and Q30E (in genotype 1a) significantly reduce susceptibility to ledipasvir in cell culture and in clinical studies. Other amino acid substitutions observed in virologic treatment failures are K24R, M28T/V, Q30H/K/L (genotype 1a), and L31V/M/I (genotype 1b). Viruses with these resistance-associated mutations remained susceptible to sofosbuvir.

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Ledipasvir Spectrum

GS 5885 GS5885 GS-5885 Ledipasvir GS-5885/Ledipasvir gs-5885/gs5885 Ledipasvir / GS 5885 GS 588 HY-15602 (GS-5885 Solid dispersion of ledipasvir Ledipasvir (API, Amorphous) Ledipasvir: copovidone solid dispersion 1:1 N-[(1S)-1-[[(6S)-6-[5-[9,9-difluoro-7-[2-[(1R,3S,4S)-2-[(2S)-2-[(methoxycarbonyl)amino]-3-methyl-1-oxobutyl]-2-azabicyclo[2.2.1]hept-3-yl]-1H-benzimidazol-6-yl]-9H-fluoren-2-yl]-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl]carbonyl]-2-methylpropyl]-carbamic acid methyl ester Leidipawei N-[(1S)-1-[[(6S)-6-[5-[9,9-difluoro-7-[2-[(1R,3S,4S)-2-[(2S)-2-[(methoxycarbonyl)amino]-3-methyl-1-oxoButyl]-2-azabicyclo[2.2.1]hept-3-yl]-1H-benzimidazol-6-yl]-9H-fluoren-2-yl]-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl]carbonyl]-2-methylpropyl]-carbamic Ledipasvir API N-[(1S)-1-[[(6S)-6-[5-[9,9-Difluoro-7-[2-[(1R,3S,4S)-2-[(2S)-2-[(methoxycarbonyl)amino]-3-methyl-1-oxobutyl]-2-azabicyclo[2.2.1]hept-3-yl]-1H-benzimidazol-6-yl]-9H-fluoren-2-yl]-1H-imidazol-2-yl]-5-azaspi Ledipasvir, 98%, HCV NS5A polymerase inhibitor GS 5885;GS-5885;GS5885 CS-948 Carbamic acid, N-[(1S)-1-[[(6S)-6-[5-[9,9-difluoro-7-[2-[(1R,3S,4S)-2-[(2S)-2-[(methoxycarbonyl)amino]-3-methyl-1-oxobutyl]-2-azabicyclo[2.2.1]hept-3-yl]-1H-benzimidazol-6-yl]-9H-fluoren-2-yl]-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl]carbonyl]-2-methylpropyl]-, methyl ester Ledipasvir (10mM in DMSO) methyl((S)-1-((S)-6-(5-(9,9-difluoro-7-(2-((1R,3S,4S)-2-((methoxycarbonyl)-L-valyl)-2-azabicyclo[2.2.1]heptan-3-yl)-1H-benzo[d]imidazol-6-yl)-9H-fluoren-2-yl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptan-5-yl)-3-methyl-1-oxobutan-2-yl)carbamate Ledipasvir 13C2 D6Q: What is Ledipasvir 13C2 D6 Q: What is the CAS Number of Ledipasvir 13C2 D6 Q: What is the storage condition of Ledipasvir 13C2 D6 Q: What are the applications of Ledipasvir 13C2 D6 Ledipasvir D16 Ledipasvir D8Q: What is Ledipasvir D8 Q: What is the CAS Number of Ledipasvir D8 Q: What is the storage condition of Ledipasvir D8 Q: What are the applications of Ledipasvir D8 LedipasvirQ: What is Ledipasvir Q: What is the CAS Number of Ledipasvir Q: What is the storage condition of Ledipasvir Q: What are the applications of Ledipasvir 332382-54-7 1H-Pyrazol-5-amine,1-(6-methylethyl)- Ledipasvir undefined salt form 1256388-51-8 256388-51-8 C49H54F2N8O6 Inhibitors API