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AR060405A1 - Compuestos organicos y sus usos en tratamientos de infeccion por el virus de hepatitis c - Google Patents

Compuestos organicos y sus usos en tratamientos de infeccion por el virus de hepatitis c

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Publication number
AR060405A1
AR060405A1 ARP070101503A ARP070101503A AR060405A1 AR 060405 A1 AR060405 A1 AR 060405A1 AR P070101503 A ARP070101503 A AR P070101503A AR P070101503 A ARP070101503 A AR P070101503A AR 060405 A1 AR060405 A1 AR 060405A1
Authority
AR
Argentina
Prior art keywords
alkyl
aryl
ring
cycloalkyl
amino
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Application number
ARP070101503A
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English (en)
Original Assignee
Novartis Ag
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=38617501&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR060405(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Novartis Ag filed Critical Novartis Ag
Publication of AR060405A1 publication Critical patent/AR060405A1/es

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    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides
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    • A61P31/18—Antivirals for RNA viruses for HIV
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    • C07D401/12—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 chain containing hetero atoms as chain links
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    • 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
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    • 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
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    • C07D491/12—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 three hetero rings
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    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • 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
    • C07K5/06139—Dipeptides with the first amino acid being heterocyclic
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    • C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
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    • C07K5/1002—Tetrapeptides with the first amino acid being neutral
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  • Immunology (AREA)
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  • Gastroenterology & Hepatology (AREA)
  • Virology (AREA)
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  • Diabetes (AREA)
  • Tropical Medicine & Parasitology (AREA)
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  • AIDS & HIV (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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  • Peptides Or Proteins (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pyridine Compounds (AREA)

Abstract

Se describen compuestos orgánicos, que son utiles para el tratamiento, la prevencion y/o el alivio de enfermedades humanas asociadas con el virus de la hepatitis C. Reivindicacion 1: Un compuesto de la formula 1 y las sales farmacéuticamente aceptables y estereoisomeros de! mismo; en donde y es 0 o 1; n y p se seleccionan cada uno independientemente a partir de 0, 1, o 2; R14 es C(O) o SO2; R1, R2, W, R13, y V se seleccionan cada uno independientemente a partir de hidrogeno o a partir del grupo que consiste en alquilo, alquil-arilo, heteroalquilo, heterociclilo, heteroarilo, aril-heteroarilo, alquil-heteroarilo, cicloalquilo, alquiloxilo, alquil-ariloxilo, ariloxilo, heteroariloxilo, heterocicliloxilo, cicloalquiloxilo, amino, alquil-amino, aril-amino, alquil-aril-amino, aril-amino, heteroaril-amino, cicloalquil-amino, carboxi-alquil-amino, mono- y di-alquil-carboxamida, aril-alquiloxilo, y heterociclil-amino; cada uno de los cuales puede estar además independientemente sustituido una o más veces por X1 y X2; en donde X1 es alquilo, alquenilo, alquinilo, cicloalquilo, cicloalquil-alquilo, heterociclilo, heterociclil-alquilo, arilo, alquil-arilo, aralquilo, ariloxilo, tioarilo, aril-heteroarilo, heteroarilo, heterociclil-amino, alquil-heteroarilo, o heteroaralquilo; en donde X1 puede estar independientemente sustituido con una o más fracciones X2, las cuales pueden ser iguales o diferentes, y se seleccionan de una manera independiente; en donde X2 es hidroxilo, oxo, alquilo, cicloalquilo, espiro-cicloalquilo, heterociclo-alquilo, arilo, heteroarilo, alcoxilo, ariloxilo, tio, tioalquilo, amino, mono- y di-alquil-amino, aril-amino, alquilsulfonilo, aril-sulfonilo, alquil-sulfonamido, aril- sulfonamido, carboxilo, carbalcoxilo, carboxamido, alcoxi-carbonil-amino, alcoxicarbonilo, alcoxi-carboniloxilo, alquil-ureido, aril-ureido, halogeno, ciano, o nitro; en donde cada residuo X2 seleccionado como alquilo, alcoxilo, y arilo puede estar insustituido o de manera opcional independientemente sustituido con una o más fracciones, las cuales pueden ser iguales o diferentes, y s seleccionan independientemente a partir de alquilo, alquenilo, alquinilo, cicloalquilo, cicloalquil-alquilo, heterociclilo, heterociclil-alquilo, arilo, alquil-arilo, aralquilo, aril-heteroarilo, heteroarilo, heterociclilamino, alquil-heteroarilo, y heteroaralquilo; W también se selecciona a partir del grupo que consiste en C(O)-C(O)H, C(=N-O-R24)-C(O)- amina, C(O)-C(O)-amina, C(O)NR24S(O)pR24, C(O)NR24S(O)pN(R24)2 y C(O)-[C(O)]a-heterociclo, en donde el heterociclo puede estar independientemente sustituido una o más veces con arilo, alquilo C1-4, alquilo C1-4 sustituido por uno o más átomos de halogeno, y cicloalquilo C3-6, en donde a es 0 o 1, en donde cada R24 se selecciona independientemente a partir de hidrogeno o a partir del grupo que consiste en alquilo C1-4, cicloalquilo C3-6-alquilo C0-4, arilo sustituido o insustituido, y heterociclo sustituido o insustituido, cada uno de los cuales puede estar independientemente sustituido una o más veces con un átomo de halogeno o alquilo C1-4; V también se selecciona a partir del grupo que consiste en -Q1-Q2, en donde Q1 está ausente, o es C(O), N(H). N(alquilo C1-4), C=N(CN), C=N(SO2CH3), C=N-COH-alquilo C1-4, o C=N-COH, y Q2 es hidrogeno, o se selecciona a partir del grupo que consiste en alquilo C1-4, O-alquilo C1-4, NH2, N(H)-alquilo C1-4, N(alquilo C1-4)2, SO2- arilo, SO2-alquilo C1-4, cicloalquilo C3-6 -alquilo C0-4, arilo, heteroarilo, y heterociclo, cada uno de los cuales puede estar independientemente sustituido una o más veces con un átomo de halogeno, alquilo C1-4, alquilo C1-4 sustituido por uno o más átomos de halogeno, o cicloalquilo C3-6; o R1 y R2 pueden formar juntos un anillo de 3, 4, 5, 6, o 7 miembros, que es aromático o no aromático, y puede contener uno o más heteroátomos, en donde el anillo puede estar adicionalmente sustituido una o más veces; R3 se selecciona a partir del grupo que consiste en hidrogeno, alquilo C1-4, y cicloalquilo C3-6-alquilo C0-4; X es O, S, N, NR5, CR5, 6 CR5R5a; R4 representa de 0 a 4 sustituyentes, cada uno de los cuales se selecciona independientemente a partir de hidrogeno, o a partir del grupo que consiste en alquilo C1-4, cicloalquilo C3-6, arilo, heterociclo, y heteroarilo, cada uno de los cuales puede estar independientemente sustituido una o más veces con un átomo de halogeno o alquilo C1-4; R5 se selecciona a partir de hidrogeno u oxo, o a partir del grupo que consiste en hidroxilo, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, cicloalquilo C3-8 -alquilo C0-4, aril-alquilo C0-4, heterociclo- alquilo C0-4, heteroaril- alquilo C0-4, cicloalquiloxilo C3-8, ariloxilo, y hetero-ariloxilo, cada uno de los cuales puede estar independientemente sustituido una o más veces con un átomo de halogeno, arilo, trihalo-metilo, o alquilo C1-4; R5a es hidrogeno, o se selecciona a partir del grupo que consiste en hidroxilo, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, cicloalquilo C3-8-alquilo C0-4, aril-alquilo C0-4, y heteroaril-alquilo C0-4; o R4 y R5 pueden formar juntos un anillo de dimetil-ciclopropilo fusionado, un anillo de ciclopentano fusionado, un anillo de fenilo fusionado, o un anillo de piridilo fusionado, cada uno de los cuales puede estar sustituido con un átomo de halogeno, arilo, trihalometilo, o alquilo C1-4; o R5 y R6 pueden formar juntos un anillo de dimetil-ciclopropilo fusionado, un anillo de ciclopentano fusionado, un anillo de fenilo fusionado, o un anillo de piridilo fusionado, cada uno de los cuales puede estar sustituido con un átomo de halogeno, arilo; trihalometilo, o alquilo C1-4; o R5 y R5a pueden formar juntos un anillo espirocíclico que tiene entre 3 y 7 átomos del anillo, y que tiene 0, 1, o 2 heteroátomos del anillo, el cual está opcionalmente sustituido por 0 a 4 sustituyentes seleccionados a partir de ciano, halogeno, hidroxilo, amino, tiol, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, alcoxilo C1-8-alquilo C0-4, haloalquilo C1-8, haloalquenilo C2-8, haloalquinilo C2-8, haloalcoxilo C1-8, tioalquilo C1-8, alquilo C1-8-sulfonilo, alquilo C1-8- sulfoxilo, alcanoilo C1-8, alcoxilo C1-8-carbonilo, cicloalquilo C3-7-alquilo C0-4, aril-alquilo C0-4, heteroaril-alquilo C0-4, COOH, C(O)NH2, mono- y di-alquilo C1-4-carboxamida, mono- y di-alquilo C1-4 -amino-alquilo C0-4, SO3H, SO2NH2, y mono- y di-alquilo C1-4sulfonamida, o dos de estos 0 a 4 sustituyentes, tomados juntos, forman un anillo fusionado o espirocíclico de 3 a 7 miembros que tiene 0, 1, o 2 heteroátomos del anillo seleccionados a partir de N, O, y S, cuyo anillo fusionado o espirocíclico tiene de 0 a 2 sustituyentes independientemente seleccionados a partir de ciano, halogeno, hidroxilo, amino, tiol, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, alcoxilo C1-8-alquilo C0-4, haloalquilo C1-8, haloalquenilo C2-8, haloalquinilo C2-8, haloalcoxilo C1-8, tioalquilo C1-8, alquilo C1-8-sulfonilo, alquilo C1-8-sulfoxilo, alcanoilo C1-8, alcoxilo C1-8-carbonilo, cicloalquilo C3-7-alquilo C0-4, aril-alquilo C0-4, heteroaril-alquilo C0-4, COOH, C(O)NH2, mono- y di- alquilo C1-4-carboxamida, mono- y di-alquilo C1-4-amino-alquilo C0-4, SO3H, SO2NH, y mono- y di-alquilo C1-4-sulfonamida; R6 y R7 se seleccionan cada uno independientemente a partir del grupo que consiste en hidrogeno, hidroxilo, amino, alquilo C1- 4, alcoxilo C1-4, y mono- y di-alquilo C1-4-amino, y cicloalquilo C3-6-alquilo C0-4; R8, R9, R10, R11 y R12 se seleccionan cada uno independientemente a partir del grupo que consiste en hidrogeno, alquilo C1-4, y cicloalquilo C3-6-alquilo C0-4; o R6 y R7 pueden formar juntos un anillo espirocíclico que tiene entre 3 y 7 átomos del anillo, y. que tiene 0, 1, o 2 heteroátomos del anillo, el cual está opcionalmente sustituido por 0 a 4 sustituyentes seleccionados a partir de ciano, halogeno, hidroxilo, amino, tiol, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, alcoxilo C1-8-alquilo C0-4, haloalquilo C1-8, haloalquenilo C2-8, haloalquinilo C2-8, haloalcoxilo C1-8, tioalquilo C1-8, alquilo C1-8-sulfonilo, alquilo C1-8-sulfoxilo, alcanoilo C1-8, alcoxilo C1-8-carbonilo, cicloalquilo C3-7-alquilo C0-4, arilalquilo C0-4, heteroaril-alquilo C0-4, COOH, C(O)NH2, mono- y di-alquilo C1-4-carboxamida, mono- y di-alquilo C1-4-amino-alquilo C0-4, SO3H, SO2NH2, y mono- y di-alquilo C1- 4sulfonamida, o dos sustituyentes, tomados juntos, forman un anillo fusionado o espirocíclico de 3 a 7 miembros que tiene 0, 1, o 2 heteroátomos del anillo seleccionados a partir de N, O, y S, cuyo anillo fusionado o espirocíclico tiene de 0 a 2 sustituyentes independientemente seleccionados a partir de halogeno, alquilo C1-4, alcoxilo C1-4, alcanoílo C1-4, mono- y di-alquilo C1-4-amino, mono- y di-alquilo C1-4-carboxamida, alcoxilo C1-4carbonilo, y fenilo; o R3 y W pueden formar juntos un anillo de 3, 4, 5, 6, o 7 miembros, que es aromático o no aromático, y puede contener uno o más heteroátomos, en donde el anillo puede estar adicionalmente sustituido una o más veces; y o cuando y es 0, R10 y V pueden formar juntos un anillo de 3, 4, 5, 6, o 7 miembros, que es aromático o no aromático, y puede contener uno o más heteroátomos, en donde el anillo puede estar adicionalmente sustituido una o más veces.
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US7825152B2 (en) 2010-11-02
US8211932B2 (en) 2012-07-03
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