AR084388A1 - Compuestos nitrogenados heterociclicos inhibidores de la replicacion del vhc y composiciones farmaceuticas que los contienen - Google Patents

Compuestos nitrogenados heterociclicos inhibidores de la replicacion del vhc y composiciones farmaceuticas que los contienen

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Publication number
AR084388A1
AR084388A1 ARP110101775A ARP110101775A AR084388A1 AR 084388 A1 AR084388 A1 AR 084388A1 AR P110101775 A ARP110101775 A AR P110101775A AR P110101775 A ARP110101775 A AR P110101775A AR 084388 A1 AR084388 A1 AR 084388A1
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independently
heteroaryl
group
heterocycle
aryl
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Leping Li
Min Zhong
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Presidio Pharmaceuticals Inc
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    • A—HUMAN NECESSITIES
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    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
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    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
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    • C07D401/10—Heterocyclic 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 aromatic rings
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    • C07—ORGANIC CHEMISTRY
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    • C07D401/14—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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    • 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
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    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
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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
    • C07D417/14—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 three or more hetero rings
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    • 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
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    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
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    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
    • C07K5/06026—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atom, i.e. Gly or Ala
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    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
    • C07K5/06034—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms
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    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
    • C07K5/0606—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing heteroatoms not provided for by C07K5/06086 - C07K5/06139, e.g. Ser, Met, Cys, Thr
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    • C07—ORGANIC CHEMISTRY
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    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
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    • C07K5/06—Dipeptides
    • C07K5/06139—Dipeptides with the first amino acid being heterocyclic
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    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
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    • C07K5/08—Tripeptides
    • 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
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/4164—1,3-Diazoles
    • A61K31/4188—1,3-Diazoles condensed with other heterocyclic ring systems, e.g. biotin, sorbinil
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    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
    • A61K31/7052—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
    • A61K31/7056—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing five-membered rings with nitrogen as a ring hetero atom

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
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  • Proteomics, Peptides & Aminoacids (AREA)
  • Biophysics (AREA)
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  • Biochemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Communicable Diseases (AREA)
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  • Gastroenterology & Hepatology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Reivindicación 1: Un compuesto caracterizado porque tiene la fórmula (1), donde: A’ se selecciona del grupo formado por un enlace simple, -(CR2)n-C(O)-(CR2)p-, -(CR2)n-O-(CR2)p-, -(CR2)n-N(RN)(CR2)p-, -(CR2)n-S(O)k-N(RN)-(CR2)p-, -(CR2)n-C(O)-N(RN)-(CR2)p-, -(CR2)n-N(RN)-C(O)-N(RN)-(CR2)p-, -(CR2)n-C(O)-O-(CR2)p-, -(CR2)n-N(RN)-S(O)k-N(RN)-(CR2)p-, y -(CR2)n-N(RN)-C(O)-O-(CR2)p- y un grupo heteroarilo seleccionado del grupo de formulas (2) donde: X1 es CH2, NH, O ó S; Y1, Y2 y Z1 son, cada una, independientemente CH o N; X2 es NH, O ó S; V es -CH2-CH2-, -CH=CH-, -N=CH-, (CH2)a-N(RN)-(CH2)b o (CH2)a-O-(CH2)b, donde a y b son independientemente 0, 1, 2 ó 3 con la condición de que a y b no sean ambas 0, el resto de formula (3) opcionalmente incluye 1 ó 2 nitrógenos como heteroátomos en el residuo fenilo, los carbonos del grupo heteroarilo están, cada uno, independiente y opcionalmente sustituidos con un sustituyente seleccionado del grupo que consiste en halógeno, -OH, -CN, -NO2, halógeno, alquilo C1-12, heteroalquilo C1-12 heteroalquilo, cicloalquilo, heterociclo, arilo, heteroarilo, aralquilo, alcoxilo, alcoxicarbonilo, alcanoilo, carbamoilo, sulfonilo sustituido, sulfonato, sulfonamida y amino, los nitrógenos, si están presentes, del grupo heteroarilo son, cada una, independiente y opcionalmente sustituidos con un sustituyente seleccionado del grupo formado por -OH, alquilo C1-12, heteroalquilo C1-12, cicloalquilo, heterociclo, arilo, heteroarilo, aralquilo, alcoxilo, alcoxicarbonilo, alcanoilo, carbamoilo, sulfonilo sustituido, sulfonato y sulfonamida; a y b son independientemente 1, 2 ó 3; c y d son independientemente 1 ó 2; n y p son independientemente 0, 1, 2 ó 3; k es 0, 1 ó 2; cada R se selecciona independientemente del grupo formado por hidrógeno, halógeno, -OH, -CN, -NO2, halógeno, alquilo C1-12, heteroalquilo C1-12, cicloalquilo, heterociclo, arilo, heteroarilo, aralquilo, alcoxilo, alcoxicarbonilo, alcanoilo, carbamoilo, sulfonilo sustituido, sulfonato, sulfonamida y amino; cada RN se selecciona independientemente del grupo formado por hidrógeno, -OH, alquilo C1-12, heteroalquilo C1-12, cicloalquilo, heterociclo, arilo, heteroarilo, aralquilo, alcoxilo, alcoxicarbonilo, alcanoilo, carbamoilo, sulfonilo sustituido, sulfonato y sulfonamida y donde B puede estar unido a cualquiera de los lados de A’ de manera que, cuando el resto de la formula (4), es el ejemplo A’, W-B-A’ puede ser un compuesto de formula (5) ó (6); B y B’ son, cada una, independientemente un anillo de 4 a 8 miembros que es un arilo, heteroarilo, cicloalquilo o heterociclo donde cada heteroátomo, si está presente, es, independientemente N, O ó S y donde al menos uno de B o B’ es aromático; cada Ra se selecciona independientemente del grupo formado por -OH, -CN, -NO2, halógeno, alquilo C1-12, alquilo C1-12, cicloalquilo, heterociclo, arilo, heteroarilo, aralquilo, alcoxilo, alcoxicarbonilo, alcanoilo, carbamoilo, sulfonilo sustituido, sulfonato, sulfonamida y amino; y si B o B’ no es aromático, también puede sustituirse con uno o más oxo; cada r es, independientemente 0, 1, 2 ó 3; W se selecciona independientemente entre el grupo de formulas (7), donde: X1 es CH2, NH, O ó S; Y1, Y2 y Z1 son, cada una, independientemente CH o N; X2 es NH, O ó S; V es -CH2-CH2-, -CH=CH-, -N=CH, (CH2)a-N(RN)-(CH2)b- o -(CH2)a-O-(CH2)b, donde a y b son independientemente 0, 1, 2 ó 3 con la condición de que a y b no sean ambas 0, el resto de formula (3) opcionalmente incluye 1 ó 2 nitrógenos como heteroátomos en el residuo fenilo; W se sustituye opcionalmente con uno o más sustituyentes seleccionados del grupo formado por -OH, -CN, -NO2, halógeno, alquilo C1-12, heteroalquilo C1-12, cicloalquilo, heterociclo, arilo, heteroarilo, aralquilo, alcoxilo, alcoxicarbonilo, alcanoilo, carbamoilo, sulfonilo sustituido, sulfonato, sulfonamida y amino, W y el anillo B’ pueden conectarse a través de un átomo de carbono o un átomo de nitrógeno en B’; y Cy es un grupo cicloalquilo, heterociclo, arilo o heteroarilo monocíclico, bicíclico o tricíclico de 5 a 12 miembros donde hasta tres heteroátomos son independientemente N, S u O y que está opcionalmente sustituido con uno o más sustituyentes seleccionados del grupo formado por -OH, -CN, -NO2, halógeno, alquilo C1-12, heteroalquilo C1-12, cicloalquilo, heterociclo, arilo, heteroarilo, aralquilo, alcoxilo, alcoxicarbonilo, alcanoilo, carbamoilo, sulfonilo sustituido, sulfonato, sulfonamida y amino; cada Rc, Rd, Re y Rf se selecciona independientemente del grupo formado por: hidrógeno, alquilo C1-8, heteroalquilo C1-8, aralquilo y un anillo de 4 a 8 miembros que puede ser cicloalquilo, heterociclo, heteroarilo o arilo, donde, cada heteroátomo, si está presente, es independientemente N, O ó S, cada uno de Rc, Rd, Re y Rf puede estar opcionalmente sustituido por alquilo C1-8, heteroalquilo C1-8, aralquilo, o un anillo de 4 a 8 miembros que puede ser cicloalquilo, heterociclo, heteroarilo o arilo y donde cada heteroátomo, si está presente, es independientemente N, O ó S, Re y Rd están opcionalmente ligados para formar un heterociclo de 4 a 8 miembros que está opcionalmente fusionado a otro anillo heterociclo o heteroarilo de 3 a 5 miembros, y Re y Rf están opcionalmente ligados para formar un heterociclo de 4 a 8 miembros que está opcionalmente fusionado a otro anillo heterociclo o heteroarilo de 3 a 5 miembros; Y e Y’ son, cada uno, independientemente carbono o nitrógeno; y Z y Z’ se seleccionan independientemente del grupo formado por hidrógeno, alquilo C1-8 alquilo, heteroalquilo C1-8, cicloalquilo, heterociclo, arilo, heteroarilo, aralquilo, 1 - 3 aminoácidos, -[U-(CR42)t-NR5-C(R42)t]u-U-(CR42)t-NR7-(CR42)t-R8, -U-(CR42)t-R8, y -[U-(CR42)t-NR5-(CR42)t]u-U-(CR42)t-O-(CR42)t-R8, donde, U se selecciona del grupo formado por -C(O)-, -C(S)- y -S(O)2-; cada R4, R5 y R7 se selecciona independientemente del grupo formado por hidrógeno, alquilo C1-8, heteroalquilo C1-8, cicloalquilo, heterociclo, arilo, heteroarilo y aralquilo; R8 se selecciona del grupo formado por hidrógeno, alquilo C1-8, heteroalquilo C1-8, cicloalquilo, heterociclo, arilo, heteroarilo, aralquilo, -C(O)-R81, -C(S)-R81, -C(O)-O-R81, -C(O)-N-R812, -S(O)2-R81 y -S(O)2-N-R812, donde cada R81 se elige independientemente del grupo formado por hidrógeno, alquilo C1-8, heteroalquilo C1-8, cicloalquilo, heterociclo, arilo, heteroarilo y aralquilo, opcionalmente, R7 y R8 juntos forman un anillo de 4 - 7 miembros; cada t es independientemente 0, 1, 2, 3 ó 4, y u es 0, 1 ó 2.
ARP110101775A 2010-05-24 2011-05-24 Compuestos nitrogenados heterociclicos inhibidores de la replicacion del vhc y composiciones farmaceuticas que los contienen AR084388A1 (es)

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