AR072281A1 - Isoquinolinas e isoquinolinonas sustituidas - Google Patents

Isoquinolinas e isoquinolinonas sustituidas

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Publication number
AR072281A1
AR072281A1 ARP090102285A ARP090102285A AR072281A1 AR 072281 A1 AR072281 A1 AR 072281A1 AR P090102285 A ARP090102285 A AR P090102285A AR P090102285 A ARP090102285 A AR P090102285A AR 072281 A1 AR072281 A1 AR 072281A1
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Argentina
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alkyl
alkylene
aryl
cycloalkyl
heterocycloalkyl
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ARP090102285A
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Sanofi Aventis
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    • C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
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Abstract

Estos compuestos son utiles para el tratamiento y/o prevencion de enfermedades asociadas con la Rho-quinasa y/o la fosforilacion mediada por la Rho-quinasa de la fosfatasa de miosina de cadena ligera, y a composiciones que contienen dichos compuestos. Reivindicacion 1: Un compuesto de la formula (1) en la que R1 es H, OH o NH2; R3 es H, halogeno, CN, alquilo C1-6, OH, NH2 o NHR'; R4 es H, halogeno, hidroxi, CN, alquilo C1-6, R' o alquileno C1-6-R'; R5 es H, halogeno, CN, alquilo C1-6, o R'; R7 es H, halogeno, CN, alquilo C1-6, O-alquilo C1-6, R' o SO2-NH2; R8 es H, halogeno o alquilo C1-6; R9 es R', OH, halogeno, alquilo C1-6, O-alquilo C1-6, alquileno C1-6-R', alquenilo C2-6, alquinilo C2-6, alquileno C1-6-O-R', alquileno C1-6-CH[R']2, alquileno C1-6-C(O)-R', alquileno C1-6-C(O)NH2, alquileno C1-6-C(O)NH-R', alquileno C1-6-C(O)NH-alquilo C1-6, alquileno C1-6-C(O)N[alquilo C1-6]2, alquileno C1-6-C(O)N[R']2, alquileno C1-6-C(O)O-alquilo C1-6, COOH, C(O)O-alquilo C1-6, C(O)OR', C(O)-alquilo C1-6, C(O)R', CONH2, C(O)-NH-alquenilo C2-6, C(O)-NH-alquinilo C2-6, C(O)NH-alquilo C1-6, C(O)NHR', C(O)-NH-alquileno C1-6-R', C(O)N[alquilo C1-6]R', C(O)N[alquilo C1-6]2, C(O)-alquileno C1-6-R', o C(O)O-alquileno C1-6-R'; R6 está ausente o es un alquileno C1-4 unido al anillo de cicloalquilo, donde el alquileno C1-4 forma un segundo enlace con un átomo de carbono diferente del anillo de cicloalquilo para formar un sistema de anillos bicíclicos, donde en el sistema de anillos bicíclicos opcionalmente uno o dos átomos de carbono se reemplazan por un grupo seleccionado independientemente entre O, N-R15, S, SO o SO2 o, si m y s son 2, m es 3 y s es 1, o m es 4 y s es 0, R6 es CH2-CH-(CH2)2, que se une con un CH2 al anillo de cicloalquilo y los otros dos CH2 se unen a átomos de carbono diferentes del anillo de cicloalquilo, y, si m es 3 y s es 3, R6 son dos grupos metileno unidos a átomos de carbono diferentes del anillo de cicloalquilo, donde los grupos metileno o el grupo CH2-CH-(CH2)2 se unen a átomos de carbono del anillo de cicloalquilo de tal manera que forman un sistema de adamantano de la formula (2) en la que L puede unirse a cualquier átomo de carbono secundario o terciario, y en la que el sistema de anillos bicíclicos o el sistema de adamantano está sin sustituir u opcionalmente sustituido por R9; R10 es H arilo C6-10, arilo C6-10, O-alquileno C1-6-arilo C6-10, o heteroarilo C5-10, donde el arilo C6-10 o el heteroarilo C5-10 está sin sustituir o sustituido; R11 es H, alquilo C1-6, alquileno C1-6-R'; cicloalquilo C3-8, heteroarilo C5-10, heterocicloalquilo C3-8, arilo C6-10, o R11 y R12, junto con el átomo de C al que están unidos, forman un anillo cicloalquilo C3-8 o heterocicloalquilo C3-8; R12 es alquilo C1-6, cicloalquilo C3-8, heteroarilo C5-10, heterocicloalquilo C3-8, o arilo C6-10; o R12 es H, con la condicion de que r =2 y el otro R12 no sea H; o R11 y R12, junto con el átomo de C al que están unidos, forman un anillo cicloalquilo C3-8 o heterocicloalquilo C3-8; R13 y R14 son independientemente entre sí H, R', alquilo C1-6; alquileno C1-6-R', alquileno C1-6-O-alquilo C1-6, alquileno C1-6-O-R', alquileno C1-6-CH[R']2, alquileno C1-6-C(O)-R', alquileno C1-6-C(O)NH2, alquileno C1-6-C(O)NH-R', alquileno C1-6-C(O)NH-alquilo C1-6, alquileno C1-6-C(O)N[alquilo C1-6]2, alquileno C1-6-C(O)N[R']2, alquileno C1-6-C(O)O-alquilo C1-6, C(O)O-alquilo C1-6, C(O)OR', C(O)-alquilo C1-6, C(O)R', C(O)NH-alquilo C1-6, C(O)NHR', C(O)N[alquil C1-6]R', C(O)N[alquilo C1-6]2, C(O)-alquileno C1-6-R', C(O)O-alquileno C1-6-R'; o R13 y R14, junto con el átomo de N al que están unidos, forman un heterocicloalquilo C3-8; R15 es H o alquilo C1-6; n es 0, 1, 2, 3 o 4; m es 1, 2, 3 o 4; s es 0, 1, 2 o 3; r es 1 o 2; L es O(CH2)p, S(CH2)p, S(O)(CH2)p, SO2(CH2)p, NH(CH2)p, N-alquil C1-6-(CH2)p, N-cicloalquil C3-6-(CH2)p; o N[alquileno C1-3-R']-(CH2)p; p es 0, 1, 2, 3 o 4; R' es cicloalquilo C3-8, heteroarilo C5-10, heterocicloalquilo C3-8, arilo C6-10; donde en los restos R3 a R15, el alquilo o alquileno está sin sustituir u opcionalmente sustituido una o más veces con OH, OCH3, C(O)OH, C(O)OCH3, NH2, NHCH3, N(CH3)2, C(O)NH2, C(O)NHCH3 o C(O)N(CH3)2; donde en los restos R3 a R15 el cicloalquilo o heterocicloalquilo está sin sustituir u opcionalmente sustituido una o más veces con alquilo C1-6, halogeno, OH, OCH3, C(O)OH, C(O)OCH3, NH2, NHCH3, N(CH3)2, C(O)NH2, C(O)NHCH3 o C(O)N(CH3)2, donde en los restos R3 a R15 el alquilo o alquileno está sin sustituir u opcionalmente sustituido una o más veces con halogeno; donde en los restos R3 a R15 el arilo C6-10 y el heteroarilo C5-10 están sin sustituir u opcionalmente sustituidos, una o más veces, por un grupo seleccionado independientemente entre halogeno, OH, NO2, N3, CN, C(O)-alquilo C1-6, C(O)-arilo C6-10, COOH, COO-alquilo C1-6, C(O)NH2, C(O)NH-alquilo C1-6, C(O)N[alquilo C1-6]2, cicloalquilo C3-8, alquilo C1-6, alquileno C1-6-NH-alquilo C1-6, alquileno C1-6-N[alquilo C1-6]2, alquenilo C2-6, alquinilo C2-6, O-alquilo C1-6, O-C(O)-alquilo C1-6, PO3H2, SO3H, SO2-NH2, SO2NH-alquilo C1-6, SO2-N[alquilo C1-6]2, S-alquilo C1-6; SO-alquilo C1-6, SO2-alquilo C1-6, SO2-N=CH-N[alquilo C1-6]2, SF5, C(NH)(NH2), NH2, NH-alquilo C1-6, N[alquilo C1-6]2, NH-C(O)-alquilo C1-6, NH-C(O)O-alquilo C1-6, NH-SO2-alquilo C1-6, NH-SO2-arilo C6-10, NH-SO2-heteroarilo C5-10, NH-SO2-heterocicloalquilo C3-8, N-alquil C1-6-C(O)-alquilo C1-6, N-alquil C1-6-C(O)O-alquilo C1-6, N-alquil C1-6-C(O)-NH-alquilo C1-6, arilo C6-10, alquileno C1-6-arilo C6-10, O-arilo C6-10, O-alquileno C1-6-arilo C6-10, heteroarilo C5-10, heterocicloalquilo C3-8, alquileno C1-6-heteroarilo C5-10, alquileno C1-6-heterocicloalquilo C3-8, O-alquileno C1-6-heteroarilo C5-10, O-alquileno C1-6-heterocicloalquilo C3-8, donde dicho arilo C6-10, heteroarilo C5-10, heterocicloalquilo C3-8 o cicloalquilo C3-8 puede estar sustituido, de una a tres veces, con un grupo, seleccionado independientemente entre halogeno, OH, NO2, CN, O-alquilo C1-6, alquilo C1-6, NH2, NH-alquilo C1-6, N[alquilo C1-6]2, SO2CH3, COOH, C(O)O-alquilo C1-6, CONH2, alquileno C1-6-O-alquilo C1-6, alquileno C1-6-O-arilo C6-10 u O-alquileno C1-6-arilo C6-10; o donde el grupo arilo C6-10 está sustituido vecinalmente con un grupo O-alquileno C1-4-O, por lo que se forma, junto con los átomos de carbono a los que están unidos los átomos de oxígeno, un anillo de 5-8 miembros; y donde los sustituyentes arilo de los grupos arilo C6-10, heteroarilo C5-10, heterocicloalquilo C3-8 o cicloalquilo C3-8 pueden no estar más sustituidos adicionalmente con un grupo que contiene arilo, heteroarilo, heterocicloalquilo o cicloalquilo C3-8; sus formas estereoisoméricas y/o tautoméricas y/o sus sales farmacéuticamente aceptables.
ARP090102285A 2008-06-24 2009-06-22 Isoquinolinas e isoquinolinonas sustituidas AR072281A1 (es)

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