AR080433A1 - Derivados de benzofurancarboxamidas utiles para tratar o prevenir infecciones por vhc y composiciones farmaceuticas que los contienen. - Google Patents

Derivados de benzofurancarboxamidas utiles para tratar o prevenir infecciones por vhc y composiciones farmaceuticas que los contienen.

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Publication number
AR080433A1
AR080433A1 ARP110100621A ARP110100621A AR080433A1 AR 080433 A1 AR080433 A1 AR 080433A1 AR P110100621 A ARP110100621 A AR P110100621A AR P110100621 A ARP110100621 A AR P110100621A AR 080433 A1 AR080433 A1 AR 080433A1
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AR
Argentina
Prior art keywords
alkyl
group
independently selected
hydrogen
substituted
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Application number
ARP110100621A
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English (en)
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Merck Sharp & Dohme
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Publication date
Priority claimed from PCT/CN2010/070831 external-priority patent/WO2011106929A1/en
Priority claimed from PCT/CN2010/080332 external-priority patent/WO2011106986A1/en
Application filed by Merck Sharp & Dohme filed Critical Merck Sharp & Dohme
Publication of AR080433A1 publication Critical patent/AR080433A1/es

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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
    • C07D307/84—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
    • A61K31/343—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide condensed with a carbocyclic ring, e.g. coumaran, bufuralol, befunolol, clobenfurol, amiodarone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
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    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/10—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing aromatic rings
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
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    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
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    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
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    • C07—ORGANIC CHEMISTRY
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    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D473/00—Heterocyclic compounds containing purine ring systems
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
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    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
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    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
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    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04—Ortho-condensed systems
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    • C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/04—Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
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  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
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  • Bioinformatics & Cheminformatics (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Communicable Diseases (AREA)
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  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Furan Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

Reivindicacion 1: Un compuesto que tiene la formula estructural (1) o una sal farmacéuticamente aceptable del mismo, en la que cada R1 se selecciona independientemente entre el grupo que consiste en halo, alquilo C1-6, -O-(alquilo C1-6), -O-(haloalquilo C1-6) y -CN; n es 0, 1 , 2 , 3 o 4; R2 es C(O)NRaRb; Ra y Rb se seleccionan independientemente entre el grupo que consiste en hidrogeno, alquilo C1-6 y O(alquilo C1-6); R3 es ArA, donde ArA es un sistema de anillo aromático seleccionado entre el grupo que consiste en: i) anillos monocíclicos de 5 o 6 miembros, y ii) anillos bicíclicos de 8, 9 o 10 miembros, y donde dicho ArA está sustituido por 0, 1, 2, 3 o 4 sustituyentes Rc; cada Rc se selecciona independientemente entre el grupo que consiste en halogeno, OH, alquilo C1-6, O(alquilo C1-6), CN, (CH2)0-3-ArB, donde cada ArB es un sistema de anillo aromático seleccionado independientemente entre el grupo que consiste en: i) anillos monocíclicos de 5 o 6 miembros con 0, 1, 2, 3 o 4 átomos heteroátomos en el anillo seleccionados independientemente entre el grupo que consiste en N, O o S, y ii) anillos bicíclicos de 8, 9 o 10 miembros con 0, 1, 2, 3 o 4 átomos heteroátomos en el anillo seleccionados independientemente entre el grupo que consiste en N, O o S, (CH2)0-3NRdC(O)Re, (CH2)0-3NRdSO2Re, (CH2)0-3C(O)NRdRe, (CH2)0-3SO2Re, y -OSO2(alquilo C1-6), donde cada Rc alquilo C1-6, O(alquilo C1-6), y (CH2)0-3-ArB está sustituido por 0, 1, 2, 3 o 4 sustituyentes Rf; cada Rd se selecciona independientemente entre el grupo que consiste en hidrogeno y alquilo C1-6; cada Re se selecciona independientemente entre el grupo que consiste en hidrogeno, alquilo C1-6, Oalquilo C1-6 y anillos monocíclicos de 5 o 6 miembros con 0, 1, 2, 3 o 4 átomos heteroátomos en el anillo seleccionados independientemente entre el grupo que consiste en N, O o S, donde cada Re alquilo C1-6, Oalquilo C1-6 y anillos monocíclicos de 5 o 6 miembros está sustituido por 0, 1, 2, 3 o 4 sustituyentes seleccionados independientemente entre el grupo que consiste en alquilo C1-6, O(alquilo C1-6), halogeno y OH; cada Rf se selecciona independientemente entre el grupo que consiste en: halogeno, alquilo C1-6, O(alquilo C1-6), CN, N(Rq)2, OH, C(O)H, NHC(O)Rs, NHS(O)2Rs, C(O)NHRq, C(O)ORq, OS(O)2(alquilo C1-6), (CH2)0-3-ArC, donde cada ArC es un sistema de anillo aromático seleccionado independientemente entre el grupo que consiste en: i) anillos monocíclicos de 5 o 6 miembros con 0, 1, 2, 3 o 4 átomos heteroátomos en el anillo seleccionados independientemente entre el grupo que consiste en N, O o S, y ii) anillos bicíclicos de 8, 9 o 10 miembros con 0, 1, 2, 3 o 4 átomos heteroátomos en el anillo seleccionados independientemente entre el grupo que consiste en N, O o S, donde cada Rf alquilo C1-6, O(alquilo C1-6), y (CH2)0-3-ArC está sustituido por 0, 1, 2, 3 o 4 sustituyentes Rg; cada Rg se selecciona independientemente entre el grupo que consiste en halogeno, N(Rq)2, alquilo C1-6, CN, O(alquilo C1-6), CF3 y C(O)OH; R4 selecciona entre el grupo que consiste en NRhRi; Rh se selecciona entre el grupo que consiste en: hidrogeno, alquilo C1-6, C(O)O(alquilo C1-6), y SO2Rj; Rj se selecciona entre el grupo que consiste en alquilo C1-6, arilo C6-10, cicloalquilo C3-7 y NRxRy, donde Rx y Ry se seleccionan independientemente entre el grupo que consiste en hidrogeno y alquilo C1-6; Ri se selecciona entre el grupo que consiste en: alquilo C1-6, alquenilo C2-6, alquinilo C2-6, (CH2)0-3(cicloalquilo C3-8), (CH2)0-3(cicloalquenilo C3-8), alquilo C(O) C1-6, y heterociclilo, donde Ri está sustituido por 0, 1, 2, 3 o 4 grupos Rk; cada Rk se selecciona independientemente entre el grupo que consiste en: OR1, halogeno, CN, NRmRn, Oalquilo C(O) C1-6, C(O)Oalquilo C1-6, (CH2)0-3-ArD, donde cada ArD es un sistema de anillo aromático seleccionado independientemente entre el grupo que consiste en: i) anillos monocíclicos de 5 o 6 miembros con 0, 1, 2, 3 o 4 átomos heteroátomos en el anillo seleccionados independientemente entre el grupo que consiste en N, O o S, y ii) anillos bicíclicos de 8, 9 o 10 miembros con 0, 1, 2, 3 o 4 átomos heteroátomos en el anillo seleccionados independientemente entre el grupo que consiste en N, O o S, donde cada Rk Oalquilo C(O) C1-6, C(O)Oalquilo C1-6, y (CH2)0-3-ArD está sustituido por 0, 1, 2, 3 o 4 grupos Ro; Rl se selecciona entre el grupo que consiste en hidrogeno, alquilo C1-6 y fenilo; Rm se selecciona entre el grupo que consiste en hidrogeno, alquilo C1-6 y (CH2)0-3(fenilo); Rn se selecciona entre el grupo que consiste en hidrogeno, alquilo C1-6, SO2(alquilo C1-6), -C(O)H, -C(O)OH, -C(O)O(alquilo C1-6) y C(O)(alquilo C1-6); o Rm y Rn se toman junto con el átomo de N al que están unidos para formar un anillo de 5 a 7 miembros sustituido por 0, 1, 2 o 3 Rp; cada Ro se selecciona independientemente entre el grupo que consiste en halogeno, alquilo C1-6, Oalquilo C1-6 y C(O)O(alquilo C1-6); cada Rp se selecciona independientemente entre el grupo que consiste en halogeno, alquilo C1-6, Oalquilo C1-6, oxo y C(O)O(alquilo C1-6); cada Rq se selecciona independientemente entre el grupo que consiste en H y alquilo C1-6; cada Rs se selecciona independientemente entre el grupo que consiste en alquilo C1-6, heterociclilo y arilo C6-10, donde dicho grupo heterociclilo puede estar opcionalmente sustituido en un nitrogeno o en un átomo de carbono del anillo por un grupo -C(O)O-(alquilo C1-6); y cada Rt se selecciona independientemente entre el grupo que consiste en alquilo C1-6 y arilo C6-10; o Rh y Ri se toman junto con el átomo de N al que están unidos para formar un anillo de 5 a 7 miembros.
ARP110100621A 2010-03-02 2011-03-01 Derivados de benzofurancarboxamidas utiles para tratar o prevenir infecciones por vhc y composiciones farmaceuticas que los contienen. AR080433A1 (es)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
PCT/CN2010/070831 WO2011106929A1 (en) 2010-03-02 2010-03-02 Inhibitors of hepatitis c virus ns5b polymerase
US32046310P 2010-04-02 2010-04-02
PCT/CN2010/080332 WO2011106986A1 (en) 2010-03-02 2010-12-27 Inhibitors of hepatitis c virus ns5b polymerase

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AR080433A1 true AR080433A1 (es) 2012-04-11

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US (1) US20120328569A1 (es)
EP (1) EP2542545A4 (es)
JP (1) JP2013521237A (es)
AR (1) AR080433A1 (es)
AU (1) AU2011223394A1 (es)
CA (1) CA2791426A1 (es)
TW (1) TW201136919A (es)
WO (1) WO2011106992A1 (es)

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PE20141201A1 (es) 2011-08-19 2014-10-03 Glaxo Group Ltd Compuestos de benzofurano para el tratamiento de infecciones por el virus de hepatitis c (hcv)
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WO2013033901A1 (en) * 2011-09-08 2013-03-14 Merck Sharp & Dohme Corp. Heterocyclic-substituted benzofuran derivatives and methods of use thereof for the treatment of viral diseases
WO2013033899A1 (en) * 2011-09-08 2013-03-14 Merck Sharp & Dohme Corp. Substituted benzofuran compounds and methods of use thereof for the treatment of viral diseases
US9303020B2 (en) 2012-02-08 2016-04-05 Bristol-Myers Squibb Company Compounds for the treatment of hepatitis C
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