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

Telaprevir

Telaprevir Structure
CAS No.
402957-28-2
Chemical Name:
Telaprevir
Synonyms
Incivek;CS-61;VX-950;MP-424;CS-1855;LY-570310;elaprevir;Telaprevir;tellaprevir;Telaprevir-d4
CBNumber:
CB41519837
Molecular Formula:
C36H53N7O6
Molecular Weight:
679.85
MOL File:
402957-28-2.mol
MSDS File:
SDS
Modify Date:
2023/6/30 15:45:59

Telaprevir Properties

Melting point 116-123°C
Density 1.25
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility Chloroform, Methanol (Slightly)
pka 11.84±0.20(Predicted)
form Solid
color Pale Yellow to Light Yellow

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Warning
Hazard statements  H361fd
Precautionary statements  P201-P202-P280-P308+P313-P405-P501
Safety Statements  24/25
HS Code  29339900
NFPA 704
0
2 0

Telaprevir price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SML2654 Telaprevir ≥90% (HPLC) 402957-28-2 5MG ₹6007.88 2022-06-14 Buy
Sigma-Aldrich(India) SML2654 Telaprevir ≥90% (HPLC) 402957-28-2 25MG ₹24345.43 2022-06-14 Buy
Product number Packaging Price Buy
SML2654 5MG ₹6007.88 Buy
SML2654 25MG ₹24345.43 Buy

Telaprevir Chemical Properties,Uses,Production

Description

The hepatitis C virus (HCV) protease inhibitor telaprevir (VX-950, MP- 424,LY-570310) was approved by the U.S. FDA in May 2011 for the treatment of genotype 1 chronic HCV infection in adult patients in combination with peginterferon alfa and ribavirin (PR). Telaprevir and boceprevir (vide supra) are the first two HCV protease inhibitors to be approved for treatment of HCV infection. Telaprevir is a HCV NS3-4A protease inhibitor that exerts its antiviral effect by blocking the release of nonstructural viral proteins from a polyprotein precursor. Telaprevir is a potent inhibitor of the protease (IC50=10 nM) and is active in cell culture (HCV 1b replicon assay, EC50=354 nM). Telaprevir was identified from efforts to truncate a decamer peptide inhibitor derived from the natural substrate NS5A-5B and was guided by structure-based design. The ketoamide group of telaprevir forms a covalent, reversible bond with the active site serine hydroxyl of the protease and compensates for the loss of affinity resulting from truncation of the peptide. Despite the presence of the reactive keto-amide group, telaprevir is >500-fold less potent against other serine proteases. Synthesis of the key octahydrocyclopenta[c]pyrrole-1-carboxylic acid fragment of telaprevir is achieved by a-deprotonation of Boc-protected 3-azabicyclo[3.3.0]nonane followed by reaction with CO2 and resolution of the racemic acid. Alternatively, deprotonation is carried out in the presence of a chiral amine to give the enantiomerically enriched acid.

Chemical Properties

Telaprevir is White Solid

Uses

Telaprevir is a peptidomimetic inhibitor of hepatitis C virus protease.

Definition

ChEBI: An oligopeptide consisting of N-(pyrazin-2-ylcarbonyl)cyclohexylalanyl, 3-methylvalyl, octahydrocyclopenta[c]pyrrole-1-carboxy, and 3-amino-N-cyclopropyl-2-oxohexanamide residues joined in sequence. Used f r treatment of chronic hepatitis C virus genotype 1 infection.

Clinical Use

Telaprevir is a potent peptide mimetic inhibitor of Hepatitis C virus (HCV) and works via covalent reversible binding to the NSV-3A protease enzyme. Telaprevir was discovered and developed by Vertex pharmaceuticals. The drug is marketed as an oral treatment for HCV infection in combination with Peg interferon and ribavarin for patients who are refractory to the initial standard therapy. The initial SAR studies and the discovery of teleprevir have been published. In addition, a full review of the discovery process that led to the development of telaprevir, including several iterations of the syntheses of teleprevir leading to the process route, has been reported.

Telaprevir Preparation Products And Raw materials

Global( 288)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
BDR Pharmaceuticals International Pvt Ltd +91-2240560560 +91-7718884418 Maharashtra, India 206 58 Inquiry
GLENMARK LIFE SCIENCES LTD +91 22 4018 9999 New Delhi, India 103 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Chiral Biosciences Limited 09441920381 Mallapur, India 41 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
Chiral BioSciences Ltd 91-9133330369 Mallapur, India 10 58 Inquiry
BDR Pharmaceuticals International Pvt., Ltd. 91-22-40560560 Maharashtra, India 91 58 Inquiry
Archerchem Healthcare Pvt., Ltd. (part of Archerchem Group) 91-22-42361111 Maharashtra, India 147 58 Inquiry
Global Chem Asia Pacific 91-9849161572 Hyderabad, India 255 58 Inquiry

Telaprevir Spectrum

(1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxaMido)acetaMido)-3,3-diMethylbutanoyl)-N-((S)-1-(cyclopropylaMino)-1,2-dioxohexan-3-yl)octahydrocyclopenta[c]pyrrole-1-carboxaMide Cyclopenta(c)pyrrole-1-carboxamide, (2S)-2-cyclohexyl-N-(pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-((1S)-1-((cyclopropylamino)oxoacetyl)butyl)octahydro-, (1S,3aR,6aS)- VX-950 VX-950 (Teleprevir) (1S,3aR,6aS)-(2S)-2-Cyclohexyl-N-(pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-((1S)-1-((cyclopropylamino)oxoacetyl)butyl)octahydrocyclopenta[c]pyrrole-1-carboxamide Telaprevir (1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-6-carboxamido)acetamido)-3,3-dimethylbutanoyl)-N-((S)-1-(cyclopropylamino)-1,2-dioxohexan-3-yl)-octahydrocyclopenta[c]pyrrole-1-carboxamide VX-950 TELAPREVIR; VX-950 VX-950(Telaprevir) LY-570310 MP-424 (1S,3aR,6aS)-(2S)-2-Cyclohexyl-N-(pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-((1S)-1-((cyclopropylamino)oxoacetyl)butyl)octahydrocyclopenta[c]pyrrole-1-carboxamide Telaprevir(VX950) (1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxaMido)acetaMido)-3,3-diMethylbutanoyl)-N-((R)-1-(cyclopropylaMino)-1,2-dioxohexan-3-yl)octahydrocyclopenta[c]pyrrole-1-carboxaMid telaprevir (VX-950) (Incivek) Cyclopenta(c)pyrrole-1-carboxamide, (2S)-2-cyclohexyl-N-(pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N Telaprevir (1S,3aR,6aS)-(2S)-2-Cyclohexyl-N-(pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-((1S)-1-((cyclopropylamino)oxoacetyl)butyl)octahydrocyclopenta[c]pyrrole-1-carboxamide Telaprevir-d4 Telaprevir, >=98% tellaprevir (1S,3aR,6aS)-N-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)-N-((S)-1-(cyclopropylamino)-1,2-dioxohexan-3-yl)octahydrocyclopenta[c]pyrrole-1-carboxamide Cyclopenta(c)pyrrole-1-carboxamide Telaprevir intermediates Telaprevir, 98%, Hepatitis c virus (HCV)NS3-4Aserine protease inhibitors (1S,3aR,6aS)-(2S)-2-Cyclohexyl-N-(2-pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-[(1S)-1-[2-(cyclopropylamino)-2-oxoacetyl]butyl]octahydrocyclopenta[c]pyrrole-1-carboxamide CS-1855 CS-61 VX950;TELAPREVIR;VX 950 Incivek (1S,3AR,6AS)-2-((S)-2-((S)-2-CYCLOHEXYL-2-(PYRAZINE-6-CARBOXAMIDO)ACETAMIDO)-3,3-DIMETHYLBUTANOYL)-N-((S)-1-(CYCLOPROPYLAMINO)-1,2-DIOXOHEXAN-3-YL)-OCTAHYDROCYCLOPENTA[C]PYRROLE-1-CARBOXAMIDE Cyclopenta[c]pyrrole-1-carboxamide, (2S)-2-cyclohexyl-N-(2-pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-[(1S)-1-[2-(cyclopropylamino)-2-oxoacetyl]butyl]octahydro-, (1S,3aR,6aS)- Telaprevir (10mM in DMSO) Telaprevir ( LY-570310 Cyclopenta(c)pyrrole-1-carboxamide, (2S)-2-cyclohexyl-N-(pyr... (3S)-3-{[(1S,3aR,6aS)-2-[(2S)-2-[(2S)-2-cyclohexyl- 2-[(pyrazin-2-yl)formamido]acetamido]-3,3-dimeth ylbutanoyl]-octahydrocyclopenta[c]pyrrol-1-yl]for mamido}-N-cyclopropyl-2-oxohexanamide Telaprevir D4Q: What is Telaprevir D4 Q: What is the CAS Number of Telaprevir D4 Q: What is the storage condition of Telaprevir D4 Q: What are the applications of Telaprevir D4 TelaprevirQ: What is Telaprevir Q: What is the CAS Number of Telaprevir Q: What is the storage condition of Telaprevir Q: What are the applications of Telaprevir TIANFU CHEM---Cyclopenta(c)pyrrole-1-carboxamide, (2S)-2-cyclohexyl-N-(pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-((1S)-1-((cyclopropylamino)oxoacetyl)butyl)octahydro-, (1S,3aR,6aS)- elaprevir (1S,3aR,6aS)-2-((S)-2-((S)-2-Cyclohexyl-2-(pyrazine-2-carboxcarboxamido)-acetcarboxamido)-3,3-dimethylbutanoyl)-N-((S)-1-(cyclopropylamino)-1,2-dioxohexan-3-yl)octahydrocyclopentacpyrrol-1-carboxamide Telaprevir, Hepatitis c virus (HCV)NS3-4Aserine protease inhibitors 402957-28-2 402957-28-7 C36H49D4N7O6 Inhibitors VX-950 Inhibitor Pharmaceutical intermediate Aromatics Chiral Reagents Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Isotope Labelled Compounds Telaprevir intermediates