Telaprevir

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

Originator

Eli Lilly (United States)

Uses

A labelled peptidomimetic inhibitor of hepatitis C virus protease.

Uses

Telaprevir is a peptidomimetic inhibitor of hepatitis C virus protease.

Uses

Labeled Telaprevir, intended for use as an internal standard for the quantification of Telaprevir by GC- or LC-mass spectrometry.

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.

brand name

Incivek

Telaprevir Preparation Products And Raw materials

Raw materials

Preparation Products

Telaprevir Suppliers

Supplier	Tel	Fax	Email	Country	ProdList	Advantage
Alpha Biopharmaceuticals Co., Ltd	0086-411-39042497	0086-411-39042693	sales@alphabiopharm.com	China	921	58
Capot Chemical Co.,Ltd.	+86-571-85586718	+86-571-85864795	sales@capotchem.com	China	19927	60
Henan DaKen Chemical CO.,LTD.	+86-371-55531817		info@dakenchem.com	CHINA	21826	58
Beijing Cooperate Pharmaceutical Co.,Ltd.	+86-10-60279497 +86(0)15646567669	+86-10-60279497	sales01@cooperate-pharm.com	CHINA	1817	55
Henan Tianfu Chemical Co.,Ltd.	0371-55170693	0371-55170693	info@tianfuchem.com	CHINA	22626	55
Hangzhou FandaChem Co.,Ltd.	0086 158 5814 5714 (Mobile	+86-571-56059825	fandachem@gmail.com	CHINA	3224	55
Shanghai Yingrui Biopharma Co., Ltd.	+86-21-33585366 E-mail：sales03@shyrchem.com	+86-21-34979012	sales03@shyrchem.com	CHINA	739	60
ATK CHEMICAL COMPANY LIMITED	+86 21 5161 9050/ 5187 7795	+86 21 5161 9052/ 5187 7796	ivan@atkchemical.com	CHINA	24698	60
career henan chemical co	+86-371-86658258		sales@coreychem.com	CHINA	30050	58
Biochempartner	0086-13720134139		candy@biochempartner.com	CHINA	969	58

402957-28-2(Telaprevir)Related Search:

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• 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, 98%, Hepatitis c virus (HCV)NS3-4Aserine protease inhibitors
• Telaprevir intermediates
• 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
• VX-950(Telaprevir)
• (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
• (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)
• 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)-(2S)-2-Cyclohexyl-N-(2-pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-[(1S)-1-[2-(cyclopropylamino)-2-oxoacetyl]butyl]octahydrocyclopenta[c]pyrrole-1-carboxamide
• 402957-28-2
• 402957-28-7
• C36H49D4N7O6
• VX-950
• Inhibitors
• Telaprevir intermediates
• Aromatics
• Chiral Reagents
• Heterocycles
• Intermediates & Fine Chemicals
• Pharmaceuticals
• Isotope Labelled Compounds
• Pharmaceutical intermediate
• Inhibitor