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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    • 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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    • 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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    • 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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    • C07D417/14—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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    • C07D471/02—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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    • C07K5/06—Dipeptides
    • C07K5/06139—Dipeptides with the first amino acid being heterocyclic
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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
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    • 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)
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  • Biophysics (AREA)
  • Biochemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Genetics & Genomics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
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  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
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  • Gastroenterology & Hepatology (AREA)
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  • 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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