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AR054084A1 - Derivados de indolcarboxamida y composiciones farmaceuticas que los contienen - Google Patents

Derivados de indolcarboxamida y composiciones farmaceuticas que los contienen

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Publication number
AR054084A1
AR054084A1 ARP050103900A ARP050103900A AR054084A1 AR 054084 A1 AR054084 A1 AR 054084A1 AR P050103900 A ARP050103900 A AR P050103900A AR P050103900 A ARP050103900 A AR P050103900A AR 054084 A1 AR054084 A1 AR 054084A1
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Argentina
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alkyl
group
substituted
heterocycloalkyl
heteroaryl
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ARP050103900A
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Glaxo Group Ltd
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Abstract

Compuesto de indolcarboxamida, inhibidor de la actividad quinasa. Composicion farmacéutica que lo comprende y su uso para preparar un medicamento para tratar un trastorno debido a una actividad inadecuada de IKK2, como ser artritis reumatoide, enfermedad inflamatoria del intestino, asma, COPD (enfermedad pulmonar obstructiva cronica), osteoartritis, osteoporosis, psoriasis, dermatitis atopica, lesiones cutáneas inducidas por radiacion ultravioleta, lupus sistémico eritermatoso, esclerosis multiple, artritis psoriásica, espondilitis anquilosante, rechazo de tejidos, rechazo de organos, enfermedad de Alzheimer, apoplejía, aterosclerosis, reestenosis, diabetes, glomerulonefritis, enfermedad de Hodgkins, caquexia, inflamacion asociada con infecciones y ciertas infecciones víricas, incluyendo el síndrome de inmunodeficiencia adquirida (SIDA), síndrome de insuficiencia respiratoria en adultos y ataxia telangiectasia. Reivindicacion 1: Un compuesto de indolcarboxamida, caracterizado porque tiene la formula (1), en la que: R1 es H, halogeno o un grupo -YZ; R2 es H, fluor o cloro; R3 es H, fluor o cloro; Y es un enlace, alquileno C1-6, alquenileno C2-6 o alquinileno C2-6; Z es arilo opcionalmente sustituido o heteroarilo opcionalmente sustituido, donde dichos arilo y heteroarilo están opcionalmente sustituidos con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en: halo, -CN, -N(Rb)SO2Re, -N(Rb)C(O)Ra, -C(O)NRaRb, - C(O)NRfRg, -C(O)H, -SO2Ri, -NRaRb, -SO2NRaRb, -SO2NRfRg, -ORc, -N(Rb)C(O)NRaRb, -N(Rb)C(O)NRfRg, -N(Rb)C(O)ORd, alquilo C1-6, alquilo C1-6 sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en: - NRaRb, cicloalquilo C3-6, fenilo, -ORc, heterocicloalquilo y heterocicloalquilo sustituido con OH, -C(O)NH2, o uno o dos grupos alquilo C1-6; haloalquilo C1-6, haloalquilo C1-6 sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en -NRaRb, cicloalquilo C3-6, fenilo, heterocicloalquilo y heterocicloalquilo sustituido con uno o dos grupos alquilo C16; heterocicloalquilo y heterocicloalquilo sustituido con uno o dos grupos alquilo C1-6; U es un enlace, alquileno C1-6 o alquenileno C2-6; V es fenilo, heteroarilo de 5 o 6 miembros, heterocicloalquilo de 5-7 miembros, cicloalquilo C5-7 o cicloalquenilo C5-7, cada uno de ellos está sustituido con -N(Rb)S(O)mR4, -S(O)mN(Rb)R4 o -S(O)mR4; m es 1 o 2; R4 es el grupo -X-R5; X es un enlace, alquileno C1-6, alquenileno C2-6, alquinileno C2-6, arilo, alquilenoC1-6-arilo, heteroarilo, alquilenoC1-6-heteroarilo, heterocicloalquilo, alquilenoC1-6-heterocicloalquilo, cicloalquilo C4-7, alquilenoC1-6- cicloalquiloC4-7, cicloalquenilo C5-7 o alquilenoC1-6-cicloalqueniloC5-7; R5 es -NRaRb, -ORj, heterocicloalquilo opcionalmente sustituido o heteroarilo opcionalmente sustituido, donde dichos heterocicloalquilo opcionalmente sustituido y heteroarilo opcionalmente sustituido están opcionalmente sustituidos con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en: halo, heteroarilo, oxo, -CN, -C(O)Ra, -N(Rb)SO2Re, -N(Rb)C(O)Ra, -NRaRb, -C(O)NRaRb, -C(O)NRfRg, - SO2NRaRb, -SO2NRfRg, -ORc, -C(O)ORc, -N(Rb)C(O)NRaRb, -N(Rb)C(O)NRfRg, -N(Rb)C(O)ORd, alquilo C1-6, alquilo C1-6 sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en: -NRaRb, -ORc, -C(O)NRaRb, - C(O)Rc, cicloalquilo C3-6, heterocicloalquilo y fenilo; haloalquilo C1-6, haloalquilo C1-6 sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en: -NRaRb, -ORc, -C(O)NRaRb, cicloalquilo C3-6, heterocicloalquilo y fenilo; heterocicloalquilo, heterocicloalquilo sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en: alquilo C1-6, halo, -ORc, haloalquilo, CN y -SO2Ri; fenilo y fenilo sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en: halo, -ORc, haloalquilo, -CN y -SO2Ri; cada Ra se selecciona independientemente entre el grupo que consiste en: H, ORh, alquenilo C2-6, alquinilo C2-6, alquilo C1-6, alquilo C1-6 sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste e: halo, -CN, -C(O)NH2, -NRkRk, -SO2Ri, -N(Rb)SO2Re, -C(O)ORb, -N(Rb)C(O)Rb, -ORc, -SRc, cicloalquilo C3- 7, haloalquilo C1-6, heterocicloalquilo, fenilo, fenolilo y heteroarilo; fenilo, fenilo sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en: halo, oxo, alquilo C1-6, haloalquilo C1-6, NH2, heteroarilo, -ORc y -NRfRg; heteroarilo, heteroarilo sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en: halo, oxo, alquilo C1-6, haloalquilo C1-6, NH2, heteroarilo, -ORc y -NRfRg; cicloalquilo C3- 7, cicloalquilo C3-7 sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en: halo, oxo, alquilo C1-6, haloalquilo C1-6, NH2, heteroarilo, -ORc y -NRfRg; heterocicloalquilo y heterocicloalquilo sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en: halo, oxo, alquilo C1-6, -CH2C(O)Rb, haloalquilo C1-6, -C(O)ORb, NH2. heteroarilo, -ORc y NRfRg; cada Rb se selecciona independientemente entre el grupo que consiste en: H, alquilo C1-6, alquilo C1-6 sustituido con un -ORc y cicloalquilo C3-7; cada Rc se selecciona independientemente entre el grupo que consiste en: H, alquilo C1-6, alquilo C1-6 sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en: OH, cicloalquilo C3-6, fenilo, heterocicloalquilo y heteroarilo; haloalquilo C1-6, haloalquilo C1-6 sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en: OH, cicloalquilo C3-6, fenilo, heterocicloalquilo y heteroarilo; cicloalquilo C3-7, cicloalquilo C3-7 sustituido con uno a tres grupos alquilo C1-3; heterocicloalquilo, heterocicloalquilo sustituido con uno a tres grupos alquilo C1-3; arilo, arilo sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en: halo, alquilo C1-3, haloalquilo C1-3 y OH; heteroarilo y heteroarilo sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en: halo, alquilo C1-3, haloalquilo C1-3 y OH; cada Rd es independientemente un alquilo C1-3 opcionalmente sustituido, donde dicho alquilo C1-3 está opcionalmente sustituido con uno a tres sustituyentes seleccionados entre el grupo que consiste en: cicloalquilo C3-6, heterocicloalquilo, fenilo opcionalmente sustituido y heteroarilo opcionalmente sustituido; donde dichos fenilo y heteroarilo están opcionalmente sustituidos con uno a tres sustituyentes seleccionados entre el grupo que consiste en: halo, alquilo C1-6 y cicloalquilo C3-6; cada Re se selecciona independientemente entre el grupo que consiste en: alquilo C1-6, alquilo C1-6 sustituido con un sustituyentes seleccionado entre el grupo que consiste en: fenilo, heteroarilo, heterocicloalquilo y NRaRb; fenilo, fenilo sustituido con uno a tres sustituyentes seleccionados entre el grupo que consiste en: halo, CN, alquilo C1-6, haloalquilo C16 y ORh; heteroarilo, heteroarilo sustituido con uno a tres sustituyentes seleccionados entre el grupo que consiste en: halo, CN, alquilo C1-6, haloalquilo C1-6 y -ORh; cicloalquilo C5-7; cicloalquilo C5-7 sustituido con uno a tres sustituyentes seleccionados entre el grupo que consiste en: halo, alquilo C1-6 y cicloalquilo C3-6; heterocicloalquilo y heterocicloalquilo sustituido con uno a tres sustituyentes seleccionados entre el grupo que consiste en: halo, alquilo C1-6 y cicloalquiloC3-6; Rf y Rg tomados junto con el átomo de nitrogeno al que están unidos forman un anillo que tiene de 5 a 7 átomos miembros donde dicho anillo contiene opcionalmente un heteroátomo más como un átomo miembro, estando dicho anillo saturado o insaturado pero no aromático y estando dicho anillo opcionalmente sustituido con uno o dos sustituyentes alquilo C1-3; cada Rh se selecciona independientemente entre el grupo que consiste en: H, alquilo C1-6 y haloalquilo C1-6; cada Ri se selecciona independientemente entre el grupo que consiste en: alquilo C1-3 y fenilo; Rj se selecciona entre el grupo que consiste en H, alquilo C1-6 opcionalmente sustituido, haloalquilo C1-6, heteroarilo y fenilo opcionalmente sustituido, donde dicho alquilo C1-6 opcionalmente sustituido está opcionalmente sustituido con uno o dos sustituyentes seleccionados cada uno independientemente entre los siguientes: hidroxi, alcoxi C1-6, -OCH2CH2N(CH3)2, metiltio, cicloalquilo C3-6, cicloalquilo C3-6 sustituido con un grupo alquilo C1-3; heterocicloalquilo, heterocicloalquilo sustituido con un alquilo C1-3, un grupo oxo o un grupo 4-flurobencilo, -NRkRk, heteroarilo, -NHC(O)CH3 y S(O)2Ri; donde dicho fenilo está opcionalmente sustituido con uno a tres sustituyentes seleccionados cada uno independientemente entre los siguientes: alcoxi C1-3, -NHC(O)CH3, -C(O)NH2, halo, CF3, -S(O)2Ri, -S(O)2NHRi, hidroxi, -alquilC1-3-NRkRk, -NRkRk, alquilo C1-3, heterocicloalquilo y heterocicloalquilo sustituido con un grupo - C(O)CH3; y cada Rk se selecciona independientemente entre H, alquilo C1-6, alquilo C1-6 sustituido con uno o dos grupos hidroxilo; fenilo y fenilo sustituido con un grupo alquilo C1-3; o una sal farmacéuticamente aceptable, solvato o polimorfo del mismo.
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