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PE20040940A1 - Derivados de 3-cicloalquil-indol como inhibidores de la polimerasa del virus de hepatitis c - Google Patents

Derivados de 3-cicloalquil-indol como inhibidores de la polimerasa del virus de hepatitis c

Info

Publication number
PE20040940A1
PE20040940A1 PE2004000084A PE2004000084A PE20040940A1 PE 20040940 A1 PE20040940 A1 PE 20040940A1 PE 2004000084 A PE2004000084 A PE 2004000084A PE 2004000084 A PE2004000084 A PE 2004000084A PE 20040940 A1 PE20040940 A1 PE 20040940A1
Authority
PE
Peru
Prior art keywords
alkyl
cycloalkyl
hepatitis
inhibitors
joined
Prior art date
Application number
PE2004000084A
Other languages
English (en)
Inventor
Pierre Louis Beaulieu
Christian Brochu
Catherine Chabot
Eric Jolicoeur
Stephen Kawai
Marc-Andre Poupart
Youla S Tsantrizos
Original Assignee
Boehringer Ingelheim Int
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
Application filed by Boehringer Ingelheim Int filed Critical Boehringer Ingelheim Int
Publication of PE20040940A1 publication Critical patent/PE20040940A1/es

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/16Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • A61P31/14Antivirals for RNA viruses
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/08Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/30Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic 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
    • C07D405/02Heterocyclic 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
    • C07D405/04Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic 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
    • C07D405/14Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/14Heterocyclic 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 three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D513/00Heterocyclic 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
    • C07D513/02Heterocyclic 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
    • C07D513/04Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Virology (AREA)
  • Engineering & Computer Science (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Molecular Biology (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Indole Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

SE REFIERE ISOMEROS, ENANTIOMEROS, DIESTEREOISOMEROS O TAUTOMEROS DERIVADOS DE LA FORMULA I, INCLUYENDO SUS SALES, EN DONDE A o B ES N Y EL OTRO B o A ES C; ---- ENTRE DOS ATOMOS DE C REPRESENTA UN DOBLE ENLACE Y ---- ENTRE UN ATOMO DE C Y UNO DE N REPRESENTA UN ENLACE SENCILLO; -C(=Y1)-Z SE UNE COVALENTEMENTE A CUALQUIER M2 o M3; M1 ES CR4a; M2 o M3, CUANDO NO SE UNEN A -C(=Y1)-Z, ES CR5; M4 ES CR4b; ADEMAS UNO O DOS DE M1, M2, M3 o M4 TAMBIEN PUEDE SER N, CON LA CONDICION DE QUE M2 o M3 AL QUE SE UNE -C(=Y1)-Z SEA UN ATOMO DE C; Sp ES UN GRUPO ESPACIADOR DE FORMULA (CR51R52)k1; Y0 ES O, S, NR11, ENTRE OTROS; L ES ALQUILO C1-C6, CICLOALQUILO C3-C6, ENTRE OTROS; Y1 ES O, S o NR14; Z ES OR0, COOR0, ENTRE OTROS; R2 ES HALOGENO o R21; R3 ES ALQUILO C1-C6, CICLOALQUILO C3-C7, ALQUILO C1-C3-CICLOALQUILO C3-C7, ENTRE OTROS; R4a, R4b Y R5 SON, H, HALOGENO, OPO3H, NO2, CN, ENTRE OTROS; k1 ES 1, 2 o 3; R51 Y R52 SON H, ALQUILO C1-C6, ENTRE OTROS; R11 ES R0; R14 ES H o ALQUILO C1-C6; R0 ES ALQUILO C1-C6, CICLOALQUILO C3-C6, ALQUIL C1-C4-CICLOALQUILO C3-C6, ENTRE OTROS; R21 ES ARILO O HET; HET ES UN HETEROCICLICO DE 4-7 MIEMBROS CON 1-4 HETEROATOMOS. SON COMPUESTOS PREFERIDOS: ACIDO 3-CICLOHEXIL-2-FENILINDOL-6-CARBOXILICO; 2-BROMO-3-CICLOHEXIL-6-INDOL CARBOXILATO DE METILO; 2-BROMO-3-CICLOPENTIL-6-INDOL CARBOXILATO DE METILO, ENTRE OTROS. ESTOS COMPUESTOS SON INHIBIDORES DE LA POLIMERASA DE RNA DEPENDIENTES DE RNA, PARTICULARMENTE A LA POLIMERASA DEL VIRUS DE LA HEPATITIS C (VHC)
PE2004000084A 2003-01-22 2004-01-20 Derivados de 3-cicloalquil-indol como inhibidores de la polimerasa del virus de hepatitis c PE20040940A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US44187103P 2003-01-22 2003-01-22

Publications (1)

Publication Number Publication Date
PE20040940A1 true PE20040940A1 (es) 2005-01-11

Family

ID=32771985

Family Applications (1)

Application Number Title Priority Date Filing Date
PE2004000084A PE20040940A1 (es) 2003-01-22 2004-01-20 Derivados de 3-cicloalquil-indol como inhibidores de la polimerasa del virus de hepatitis c

Country Status (25)

Country Link
US (2) US7223785B2 (es)
EP (1) EP1587787A1 (es)
JP (2) JP4585507B2 (es)
KR (1) KR20050095863A (es)
CN (1) CN1764641A (es)
AR (1) AR047754A1 (es)
AU (1) AU2004205429A1 (es)
BR (1) BRPI0406926A (es)
CA (1) CA2511307C (es)
CL (1) CL2004000076A1 (es)
CO (1) CO5590912A2 (es)
EA (1) EA009323B1 (es)
EC (1) ECSP055913A (es)
HR (1) HRP20050662A2 (es)
IL (1) IL169777A0 (es)
MX (1) MXPA05007754A (es)
NO (1) NO20053892L (es)
NZ (1) NZ541852A (es)
PE (1) PE20040940A1 (es)
PL (1) PL378194A1 (es)
RS (1) RS20050556A (es)
TW (1) TW200418843A (es)
UA (1) UA83651C2 (es)
WO (1) WO2004065367A1 (es)
ZA (1) ZA200504893B (es)

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US20040171626A1 (en) 2004-09-02
JP2010077139A (ja) 2010-04-08
MXPA05007754A (es) 2005-09-30
AR047754A1 (es) 2006-02-22
ECSP055913A (es) 2006-03-01
US20070142380A1 (en) 2007-06-21
TW200418843A (en) 2004-10-01
US7223785B2 (en) 2007-05-29

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