AR035310A1 - Difenilureas substituidas con omega carboxiarilo como inhibidores de raf quinasa; sus composiciones farmaceuticas y un metodo para el tratamiento del crecimiento de celulas cancerosas - Google Patents

Difenilureas substituidas con omega carboxiarilo como inhibidores de raf quinasa; sus composiciones farmaceuticas y un metodo para el tratamiento del crecimiento de celulas cancerosas

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Publication number
AR035310A1
AR035310A1 ARP000100153A ARP000100153A AR035310A1 AR 035310 A1 AR035310 A1 AR 035310A1 AR P000100153 A ARP000100153 A AR P000100153A AR P000100153 A ARP000100153 A AR P000100153A AR 035310 A1 AR035310 A1 AR 035310A1
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AR
Argentina
Prior art keywords
group
substituted
halogen
carbon
carbon atoms
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Application number
ARP000100153A
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English (en)
Original Assignee
Bayer Corp
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Application filed by Bayer Corp filed Critical Bayer Corp
Publication of AR035310A1 publication Critical patent/AR035310A1/es

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    • 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
    • C07D295/16—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 acylated on ring nitrogen atoms
    • C07D295/18—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 acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/192—Radicals derived from carboxylic acids from aromatic carboxylic acids
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    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D211/78—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
    • A61K31/4035—Isoindoles, e.g. phthalimide
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    • A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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    • A61K31/445—Non condensed piperidines, e.g. piperocaine
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Abstract

Difenilureas sustituidas con w-carboxiarilo como inhibidores de raf quinasa, de Fórmula A-D-B o una sal aceptable para uso farmacéutico del mismo, donde: D es -NH-C(O)-NH-; A es un grupo substituido con 40 átomos de carbono como máximo de fórmula: -L-(M-L1)q, donde L es una estructura cíclica de 5 ó 6 miembros unido directamente a D; L1 comprende un grupo cíclico substituido que posee por lo menos 5 miembros; M es un grupo puente que posee por lo menos un átomo; q es un número entero de 1-3; y cada estructura cíclica de L y L1 contiene 0-4 miembros del grupo formado por nitrógeno, oxígeno y azufre; y B es un grupo arilo o heteroarilo hasta tricíclico de 30 átomos de carbono como máximo, substituido o no substituido, con por lo menos una estructura cíclica de 6 miembros unida directamente a D que contiene 0-4 miembros del grupo formado por nitrógeno, oxígeno y azufre; donde L1 está substituido con por lo menos un substituyente seleccionado del grupo formado por -SO2Rx, -C(O)Rx y -C(NRy)Rz; Ry es hidrógeno o un grupo basado en carbono de hasta 24 átomos de carbono que optativamente contienen heteroátomos seleccionados entre N, S y O y opcionalmente halosubstituidos, hasta perhalo; Rz es hidrógeno o un grupo basado en carbono de 30 átomos de carbono como máximo, que optativamente contiene heteroátomos seleccionados entre N, S y O y está substituido opcionalmente por halógeno, hidroxi y substituyentes basados en carbono de hasta 24 átomos de carbono, que optativamente contienen heteroátomos seleccionados entre N, S y O y están opcionalmente substituidos por halógeno; Rx es Rz o NRaRb, donde Ra y Rb son (a) independientemente hidrógeno, un grupo basado en carbono de 30 átomos de carbono como máximo, que optativamente contiene heteroátomos seleccionados entre N, S y O y opcionalmente está substituido por halógeno, hidroxi y substituyentes basados en carbono de hasta 24 átomos de carbono, que optativamente contienen heteroátomos seleccionados entre N, S y O y están substituidos optativamente por halógeno, o -OSi(Rf)3, donde Rf es hidrógeno o un grupo basado en carbono de hasta 24 átomos de carbono, que optativamente contiene heteroátomos seleccionados entre N, S y O y está substituido opcionalmente por halógeno, hidroxi y substituyentes basados en carbono de hasta 24 átomos de carbono, que optativamente contienen heteroátomos seleccionados entre N, S y O y están substituidos opcionalmente por halógeno; o (b) Ra y Rb forman juntos una estructura heterocíclica de 5-7 miembros, de 1-3 heteroátomos seleccionados entre N, S y O, o una estructura heterocíclica de 5-7 miembros substituida de 1-3 heteroátomos seleccionados entre N, S y O substituidos por halógeno, hidroxi o substituyentes basados en carbono de hasta 24 átomos de carbono, que optativamente contienen heteroátomos seleccionados entre N, S y O y están substituidos opcionalmente por halógeno; o (c) uno de Ra o Rb es -C(O)-, un grupo alquileno divalente C1-5 o un grupo alquileno divalente C1-5 substituido unido a la porción L para formar una estructura cíclica con por lo menos 5 miembros, donde los substituyentes del grupo alquileno divalente C1-5 substituido se seleccionan del grupo formado por halógeno, hidroxi y substituyentes basados en carbono de hasta 24 átomos de carbono, que optativamente contienen heteroátomos seleccionados entre N, S y O y están substituidos optativamente por halógeno; donde B está substituido, L está substituido o L1 está substituido adicionalmente, los substituyentes se seleccionan del grupo formado por halógeno, hasta perhalo y Wn, donde n es 0-3; donde cada W se selecciona independientemente del grupo formado por -CN, -CO2R7, -C(O)NR7R7, -C(O)-R7, -NO2, -OR7, -SR7, -NR7R7, -NR7C(O)OR7, -NR7C(O)R7, -Q-Ar y grupos basados en carbono de hasta 24 átomos de carbono, que optativamente contienen heteroátomos seleccionados entre N, S y O y están substituidos opcionalmente por uno o varios substituyentes seleccionados independientemente del grupo formado por -CN, -CO2R7, -C(O)R7, -C(O)NR7R7, -OR7, -SR7, -NR7R7, -NO2, NR7C(O)R7, -NR7C(O)OR7 y halógeno hasta perhalo; donde cada R7 se selecciona independientemente entre H o un grupo basado en carbono de hasta 24 átomos de carbono, que optativamente contiene heteroátomos seleccionados entre N, S y O y está substituido opcionalmente por halógeno; donde Q es -O-, -S-, -N(R7)-, -(CH2)m-, -C(O)-, -CH(OH)-, -(CH2)mO-, -(CH2)mS-, -(CH2)mN(R7)-, -O(CH2)m-CHXa-, -CXa2-, -S-(CH2)m- y -N(R7)(CH2)m-, donde m = 1-3, y Xa es halógeno; y Ar es una estructura aromática de 5 ó 6 miembros que contiene 0-2 miembros seleccionados del grupo formado por nitrógeno, oxígeno y azufre, que está substituida opcionalmente por halógeno hasta perhalo, y optativamente substituida por Zn1, donde el valor de n1 es de 0 a 3 y cada Z se selecciona independientemente del grupo formado por -CN, -CO2R7, -C(O)R7, -C(O)NR7R7, -NO2, -OR7, -SR7, -NR7R7, -NR7C(O)OR7, -NR7C(O)R7 y un grupo basado en carbono de hasta 24 átomos de carbono, que optativamente contiene heteroátomos seleccionados entre N, S y O y está substituido opcionalmente por uno o varios substituyentes seleccionado del grupo formado por -CN, CO2R7, -COR7, -C(O)NR7R7, -OR7, -SR7, -NO2, -NR7R7, -NR7C(O)R7 y -NR7C(O)OR7, donde R7 es como se definió anteriormente. Estos compuestos son inhibidores de la enzima raf quinasa. Los inhibidores son útiles en composiciones farmacéuticas para uso humano y veterinario en el tratamiento de tumores y/o crecimiento de células cancerosas mediadas por la raf quinasa. En particular, estos compuestos son útiles en tratamiento de cánceres, incluyendo los tipos de cáncer sólidos, tales como, por ejemplo, carcinomas (por ejemplo de pulmón, páncreas, tiroides, vejiga o colon), trastornos mieloides (por ejemplo, leucemia mieloide) o adenomas (por ejemplo, adenoma velloso de colon).
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