ECSP088367A - Derivados de bifenilo y su uso en el tratamiento de la hepatitis c - Google Patents

Derivados de bifenilo y su uso en el tratamiento de la hepatitis c

Info

Publication number
ECSP088367A
ECSP088367A EC2008008367A ECSP088367A ECSP088367A EC SP088367 A ECSP088367 A EC SP088367A EC 2008008367 A EC2008008367 A EC 2008008367A EC SP088367 A ECSP088367 A EC SP088367A EC SP088367 A ECSP088367 A EC SP088367A
Authority
EC
Ecuador
Prior art keywords
hepatitis
treatment
bifenyl
derivatives
variables
Prior art date
Application number
EC2008008367A
Other languages
English (en)
Inventor
Malcom Carter
Neil Mathews
Christopher James Wheelhouse
Alexander James Floyd Thomas
David John Bushnell
James Lumley
James Iain Salter
Christopher John Pilkington
Richard Martyn Angell
Original Assignee
Arrow Therapeutics Ltd
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 GBGB0518971.7A external-priority patent/GB0518971D0/en
Priority claimed from GB0610664A external-priority patent/GB0610664D0/en
Priority claimed from GB0610663A external-priority patent/GB0610663D0/en
Application filed by Arrow Therapeutics Ltd filed Critical Arrow Therapeutics Ltd
Publication of ECSP088367A publication Critical patent/ECSP088367A/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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 ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
    • 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
    • A61K31/38—Heterocyclic compounds having sulfur as a ring hetero atom
    • A61K31/381—Heterocyclic compounds having sulfur as a ring hetero atom having five-membered rings
    • 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
    • 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
    • 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
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/26—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings condensed with carbocyclic rings or ring systems
    • C07D237/28—Cinnolines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D279/10—1,4-Thiazines; Hydrogenated 1,4-thiazines
    • C07D279/12—1,4-Thiazines; Hydrogenated 1,4-thiazines not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/135—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/22—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
    • C07D295/26—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D417/12—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 chain containing hetero atoms as chain links

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Virology (AREA)
  • Molecular Biology (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Hydrogenated Pyridines (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Furan Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Pyridine Compounds (AREA)
  • Indole Compounds (AREA)

Abstract

Un compuesto que es un derivado de bifenilo de la fórmula (I) o una sal farmacéuticamente aceptable del mismo, en donde: R1 es un grupo alquilo C1-C6 o una mitad -A1, -L1-A1, -A1-A1/, -L1-A1-A1/, -A1-L1-A1/, -A1-Y1-A1/, -A1-Het1-A1/, -L1-A1-Y1-A1/, -L1-A1-Het1-A1/, -L1-Het1-A1, -L1-Y1-A1, -L1-Y1-Het1-A1, -L1-Het1-Y1-A1, -L1-Y1-Het1-L1/, -A1-Y1-Het1-A1/, -A1-Het1-Y1-A1/, -A1-Het1-L1-A1/, -A1-L1-Het1-A1/ o -L1-Het1-L1/; - A y B son iguales o diferentes y cada uno representa un enlace directo o una mitad -CO-NR/-, -NR/-CO-, -NR/-CO2-, -CO-, -NR/-CO-NR//-, -NR/-S(O)2-, -S(O)2-NR/-, -SO2-, -NR/-, -NR/-CO-CO-, -CO-O-, -O-CO-, -(alquileno C1-C2)-NR/- o -(hidroxialquileno C1-C2)-NR/-, en donde R/ y R// son iguales o diferentes y cada uno representa hidrógeno o alquilo C1-C4; - R2 y R3 son iguales o diferentes y cada uno representa alquilo C1-C4, alcoxi C1-C4, haloalquilo C1-C4, haloalcoxi C1-C4 o halógeno; n y m son iguales o diferentes y cada uno representa 0 ó 1; R4 es un grupo alquilo C1-C6 o una mitad -A4, -L4-A4, -A4-A4/, -L4-A4-A4/, -A4-L4-A4/, -A4-Y4-A4/, -A4-Het4-A4/, -L4-A4-Y4-A4/, -L4-A4-Het4-A4/, -L4-Het4-A4, -L4-Y4-A4, -L4-Y4-Het4-A4, -L4-Het4-Y4-A4, -L4-Y4-Het4-L4/, -A4-Y4-Het4-A4/, -A4-Het4-Y4-A4/, -A4-Het4-L4-A4/, -A4-L4-Het4-A4/ o -L4-Het4-L4/, cada A1, A4, A1/ y A4/ son iguales o diferentes y representan una mitad fenilo, heteroarilo de 5 a 10 miembros, heterocicliclo de 5 a 10 miembros o carbociclilo C3-C8; cada L1 y L4 son iguales o diferentes y representan un grupo alquileno C1-C4 o hidroxialquileno C1-C4; cada Y1 y Y4 son iguales o diferentes y representan -CO-, -SO- o -S(O)2-; cada L1/ y L4/ son iguales o diferentes y representan hidrógeno o un grupo alquilo C1-C4; y cada Het1 y Het4 son iguales o diferentes y representan -O-, -S- o -NR/-, en donde R/ es hidrógeno o un grupo alquilo C1-C4, estando las mitades fenilo, heteroarilo, heterociclilo y carbociclilo en R1 y R4 opcionalmente fusionadas a un anillo fenilo, heteroarilo de 5 a 10 miembros o heterociclilo de 5 a 10 miembros; y estando las mitades fenilo, heteroarilo, heterociclilo y carbociclilo en R1 y R4 no sustituidas o sustituidas por (a) un solo sustituyente no sustituido seleccionado entre -(alquilo C1-C4)-X1, -CO2R/, -SO2NR/R//, -S(O)2-R/, -CONR/R//, -NR/-CO-R///, -NR/-S(O)2-R///, -CO-NR/-(alquilo C1-C4)-NR/R// y -CO-O-(alquilo C1-C4)-NR/R// y/o (b) 1, 2 ó 3 sustituyentes no sustituidos seleccionados entre -(alquilo C1-C4)-X2, halógeno, alquilo C1-C4, alcoxi C1-C4, haloalquilo C1-C4, haloalcoxi C1-C4, hidroxialquilo C1-C4, hidroxi, ciano, nitro y -NR/R//, en donde X1 es -CO2R/, -SO2-R/, -NR/-CO2-R//, -NR/-S(O)2-R///, -CONR/R// o -SO2-NR/R//, cada X2 es igual o diferente y es ciano, nitro o -NR/R//, cada R/ y R// son iguales o diferentes y representan hidrógeno o alquilo C1-C4 y cada R/// es igual o diferente y representa alquilo C1-C4.
EC2008008367A 2005-09-16 2008-04-14 Derivados de bifenilo y su uso en el tratamiento de la hepatitis c ECSP088367A (es)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GBGB0518971.7A GB0518971D0 (en) 2005-09-16 2005-09-16 Chemical compounds
GB0610664A GB0610664D0 (en) 2006-05-30 2006-05-30 Chemical compounds
GB0610663A GB0610663D0 (en) 2006-05-30 2006-05-30 Chemical compounds

Publications (1)

Publication Number Publication Date
ECSP088367A true ECSP088367A (es) 2008-06-30

Family

ID=37398704

Family Applications (1)

Application Number Title Priority Date Filing Date
EC2008008367A ECSP088367A (es) 2005-09-16 2008-04-14 Derivados de bifenilo y su uso en el tratamiento de la hepatitis c

Country Status (22)

Country Link
US (1) US8008303B2 (es)
EP (1) EP1940786B1 (es)
JP (1) JP2009508835A (es)
KR (1) KR20080050490A (es)
AT (1) ATE478044T1 (es)
AU (2) AU2006290442B2 (es)
BR (1) BRPI0615934A2 (es)
CA (1) CA2621364A1 (es)
CY (1) CY1110835T1 (es)
DE (1) DE602006016313D1 (es)
DK (1) DK1940786T3 (es)
EC (1) ECSP088367A (es)
ES (1) ES2348332T3 (es)
HR (1) HRP20100542T1 (es)
IL (1) IL189694A0 (es)
NO (1) NO20081846L (es)
NZ (1) NZ566276A (es)
PL (1) PL1940786T3 (es)
PT (1) PT1940786E (es)
RS (1) RS51470B (es)
SI (1) SI1940786T1 (es)
WO (1) WO2007031791A1 (es)

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