CA2474156C - Tripeptides comprenant un hydroxyproline ether d'une quinoline substituee destines a inhiber ns3 (hepatite c) - Google Patents

Tripeptides comprenant un hydroxyproline ether d'une quinoline substituee destines a inhiber ns3 (hepatite c) Download PDF

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Publication number
CA2474156C
CA2474156C CA2474156A CA2474156A CA2474156C CA 2474156 C CA2474156 C CA 2474156C CA 2474156 A CA2474156 A CA 2474156A CA 2474156 A CA2474156 A CA 2474156A CA 2474156 C CA2474156 C CA 2474156C
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CA
Canada
Prior art keywords
compound
formula
hcv
cyclopentyl
butyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
CA2474156A
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English (en)
Other versions
CA2474156A1 (fr
Inventor
Montse Llinas-Brunet
Vida J. Gorys
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Boehringer Ingelheim International GmbH
Original Assignee
Boehringer Ingelheim International GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from CA002370396A external-priority patent/CA2370396A1/fr
Application filed by Boehringer Ingelheim International GmbH filed Critical Boehringer Ingelheim International GmbH
Priority to CA2474156A priority Critical patent/CA2474156C/fr
Publication of CA2474156A1 publication Critical patent/CA2474156A1/fr
Application granted granted Critical
Publication of CA2474156C publication Critical patent/CA2474156C/fr
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/08—Tripeptides
    • C07K5/0827—Tripeptides containing heteroatoms different from O, S, or N
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/08—Tripeptides
    • C07K5/0802—Tripeptides with the first amino acid being neutral
    • C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
    • C07K5/0808—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms, e.g. Val, Ile, Leu
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/08—Tripeptides
    • C07K5/0802—Tripeptides with the first amino acid being neutral
    • C07K5/0812—Tripeptides with the first amino acid being neutral and aromatic or cycloaliphatic

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Biophysics (AREA)
  • Genetics & Genomics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biochemistry (AREA)
  • Virology (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

L'invention concerne des composés de la formule (I) ou un sel pharmaceutiquement acceptable desdits composés. Dans ladite formule, R?1¿ est hydroxy ou NHSO¿2?R?1A¿ (R?1A¿ étant alkyle (C¿1-8?), cycloalkyle (C¿3-7?) ou {alkyle (C¿1-6?)-cycloalkyle (C¿3-7?)}, tous éventuellement substitués 1 à 3 fois par halo, cyano, nitro, O-alkyle ( C¿1-6?), amido, amino ou phényle; ou bien R?1A¿ est aryle C¿6? ou C¿10? éventuellement substitué 1 à 3 fois par halo, cyano, nitro, alkyle (C¿1-6?), O-alkyle ( C¿1-6?), amido, amino ou phényle); R?2¿ est cycloalkyle (C¿4-6?); R?3¿ est t-btuyle ou cycloalkyle (C¿5-6?); et R?4¿ est cycloalkyle (C¿4-6?). Les composés de l'invention sont utiles comme inhibiteurs de la protéase NS3 du VHC destinés au traitement de l'hépatite C.
CA2474156A 2002-02-01 2003-01-24 Tripeptides comprenant un hydroxyproline ether d'une quinoline substituee destines a inhiber ns3 (hepatite c) Expired - Fee Related CA2474156C (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA2474156A CA2474156C (fr) 2002-02-01 2003-01-24 Tripeptides comprenant un hydroxyproline ether d'une quinoline substituee destines a inhiber ns3 (hepatite c)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CA2,370,396 2002-02-01
CA002370396A CA2370396A1 (fr) 2002-02-01 2002-02-01 Tri-peptides inhibiteur de l'hepatite c
PCT/CA2003/000090 WO2003064456A1 (fr) 2002-02-01 2003-01-24 Tripeptides comprenant un hydroxyproline ether d'une quinoline substituee destines a inhiber ns3 (hepatite c)
CA2474156A CA2474156C (fr) 2002-02-01 2003-01-24 Tripeptides comprenant un hydroxyproline ether d'une quinoline substituee destines a inhiber ns3 (hepatite c)

Publications (2)

Publication Number Publication Date
CA2474156A1 CA2474156A1 (fr) 2003-08-07
CA2474156C true CA2474156C (fr) 2011-09-20

Family

ID=32991607

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2474156A Expired - Fee Related CA2474156C (fr) 2002-02-01 2003-01-24 Tripeptides comprenant un hydroxyproline ether d'une quinoline substituee destines a inhiber ns3 (hepatite c)

Country Status (1)

Country Link
CA (1) CA2474156C (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
UY28323A1 (es) 2003-05-21 2004-12-31 Boehringer Ingelheim Int Compuestos inhibidores de la hepatitis c
US20080200497A1 (en) * 2005-07-20 2008-08-21 Bailey Murray D Hepatitis C Inhibitor Peptide Analogs

Also Published As

Publication number Publication date
CA2474156A1 (fr) 2003-08-07

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Effective date: 20150126