AR117900A1 - Pirazolopiridinas y triazolopiridinas como inhibidores de a2a / a2b - Google Patents
Pirazolopiridinas y triazolopiridinas como inhibidores de a2a / a2bInfo
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- AR117900A1 AR117900A1 ARP200100211A ARP200100211A AR117900A1 AR 117900 A1 AR117900 A1 AR 117900A1 AR P200100211 A ARP200100211 A AR P200100211A AR P200100211 A ARP200100211 A AR P200100211A AR 117900 A1 AR117900 A1 AR 117900A1
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- alkyl
- cycloalkyl
- aryl
- membered
- independently selected
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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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- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/444—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
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- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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Abstract
La presente solicitud hace referencia a compuestos de fórmula (1), o sales farmacéuticamente aceptables de estos, los que modulan la actividad de los receptores de adenosina, tales como los subtipos de receptor A2A y A2B, y son útiles en el tratamiento de enfermedades relacionadas con la actividad de los receptores de adenosina, las que incluyen, por ejemplo, cáncer, enfermedades inflamatorias, enfermedades cardiovasculares y enfermedades neurodegenerativas. Reivindicación 1: Un compuesto de la fórmula (1) o una sal farmacéuticamente aceptable de este, caracterizado porque: X³ es N o CR³; X⁴ es N o CR⁴; Cy¹ se selecciona de arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros y heterocicloalquilo de 4 - 10 miembros, en donde cada arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros o heterocicloalquilo de 4 - 10 miembros de Cy¹ se encuentra opcionalmente sustituido con 1, 2, 3, 4, 5 ó 6 sustituyentes R⁵ seleccionados independientemente; Cy² se selecciona de arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros y heterocicloalquilo de 4 - 10 miembros, en donde cada arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros o heterocicloalquilo de 4 - 10 miembros de Cy² se encuentra opcionalmente sustituido con 1, 2, 3, 4, 5 ó 6 sustituyentes R⁶ seleccionados independientemente; R¹ se selecciona de H, alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, haloalquilo C₁₋₆, C(O)Rᵇ¹, C(O)NRᶜ¹Rᵈ¹, C(O)ORᵃ¹, C(=NRᵉ¹)Rᵇ¹, C(=NRᵉ¹)NRᶜ¹Rᵈ¹, S(O)₂Rᵇ¹ y S(O)₂NRᶜ¹Rᵈ¹, en donde cada alquilo C₁₋₆, alquenilo C₂₋₆ y alquinilo C₂₋₆ de R¹ se encuentra opcionalmente sustituido con 1, 2, 3 ó 4 sustituyentes R¹A seleccionados independientemente; cada Rᵃ¹, Rᵇ¹, Rᶜ¹ y Rᵈ¹ se selecciona independientemente de H, alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆ y haloalquilo C₁₋₆, en donde cada alquilo C₁₋₆, alquenilo C₂₋₆ y alquinilo C₂₋₆ de Rᵃ¹, Rᵇ¹, Rᶜ¹ y Rᵈ¹ se encuentra opcionalmente sustituido con 1, 2, 3 ó 4 sustituyentes R¹A seleccionados independientemente; cada Rᵉ¹ se selecciona independientemente de H, OH, CN, alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, alcoxi C₁₋₆, haloalquilo C₁₋₆ y haloalcoxi C₁₋₆; cada R¹A se selecciona independientemente de OH, CN, halo, alquilo C₁₋₃, alquenilo C₂₋₃, alquinilo C₂₋₃, haloalquilo C₁₋₃, alcoxi C₁₋₃, haloalcoxi C₁₋₃, amino, alquilamino C₁₋₃ y di(alquil C₁₋₃)amino; R² se selecciona de H, alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, haloalquilo C₁₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆-, (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆-, C(O)Rᵇ², C(O)NRᶜ²Rᵈ², C(O)ORᵃ², C(=NRᵉ²)Rᵇ², C(=NRᵉ²)NRᶜ²Rᵈ², S(O)₂Rᵇ² y S(O)₂NRᶜ²Rᵈ², en donde cada alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆- de R² se encuentra opcionalmente sustituido con 1, 2, 3, 4, 5 ó 6 sustituyentes R²A seleccionados independientemente; cada Rᵃ², Rᵇ², Rᶜ² y Rᵈ² se selecciona independientemente de H, alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, haloalquilo C₁₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆-, en donde cada alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆- de Rᵃ², Rᵇ², Rᶜ² y Rᵈ² se sustituye opcionalmente con 1, 2, 3, 4, 5 ó 6 sustituyentes R²A seleccionados independientemente; o cualesquiera Rᶜ² y Rᵈ², unidos al mismo átomo de N, junto con el átomo de N al cual están unidos, forman un grupo heterocicloalquilo de 4 - 10 miembros, en donde el grupo heterocicloalquilo de 4 - 10 miembros se sustituye opcionalmente con 1, 2, 3, 4, 5 ó 6 sustituyentes R²A seleccionados independientemente; cada Rᵉ² se selecciona independientemente de H, OH, CN, alquilo C₁₋₆, alcoxi C₁₋₆, haloalquilo C₁₋₆, haloalcoxi C₁₋₆, alquenilo C₂₋₆ y alquinilo C₂₋₆; cada R²A se selecciona independientemente de D, halo, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆-, (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆-, CN, NO₂, ORᵃ²¹, SRᵃ²¹, NHORᵃ²¹, C(O)Rᵇ²¹, C(O)NRᶜ²¹Rᵈ²¹, C(O)NRᶜ²¹(ORᵃ²¹), C(O)ORᵃ²¹, OC(O)Rᵇ²¹, OC(O)NRᶜ²¹Rᵈ²¹, NRᶜ²¹Rᵈ²¹, NRᶜ²¹NRᶜ²¹Rᵈ²¹, NRᶜ²¹C(O)Rᵇ²¹, NRᶜ²¹C(O)ORᵃ²¹, NRᶜ²¹C(O)NRᶜ²¹Rᵈ²¹, C(=NRᵉ²¹)Rᵇ²¹, C(=NRᵉ²¹)NRᶜ²¹Rᵈ²¹, NRᶜ²¹C(=NRᵉ²¹)NRᶜ²¹Rᵈ²¹, NRᶜ²¹C(=NRᵉ²¹)Rᵇ²¹, NRᶜ²¹S(O)NRᶜ²¹Rᵈ²¹, NRᶜ²¹S(O)Rᵇ²¹, NRᶜ²¹S(O)₂Rᵇ²¹, NRᶜ²¹S(O)(=NRᵉ²¹)Rᵇ²¹, NRᶜ²¹S(O)₂NRᶜ²¹Rᵈ²¹, S(O)Rᵇ²¹, S(O)NRᶜ²¹Rᵈ²¹, S(O)₂Rᵇ²¹, S(O)₂NRᶜ²¹Rᵈ²¹, OS(O)(=NRᵉ²¹)Rᵇ²¹, OS(O)₂Rᵇ²¹, SF₅, P(O)Rᶠ²¹Rᵍ²¹, OP(O)(ORʰ²¹)(ORⁱ²¹), P(O)(ORʰ²¹)(ORⁱ²¹) y BRʲ²¹Rᵏ²¹, en donde cada alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆- de R²A se sustituye opcionalmente con 1, 2, 3, 4, 5 ó 6 sustituyentes R²B seleccionados independientemente; cada Rᵃ²¹, Rᵇ²¹, Rᶜ²¹ y Rᵈ²¹ se selecciona independientemente de H, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆-, en donde cada alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆- de Rᵃ²¹, Rᵇ²¹, Rᶜ²¹ y Rᵈ²¹ se sustituye opcionalmente con 1, 2, 3, 4, 5 ó 6 sustituyentes R²B seleccionados independientemente; o, cualesquiera Rᶜ²¹ y Rᵈ²¹, unidos al mismo átomo de N, junto con el átomo de N al que están unidos, forman un grupo heterocicloalquilo de 4 - 10 miembros, en donde el grupo heterocicloalquilo de 4 - 10 miembros se encuentra opcionalmente sustituido con 1, 2, 3, 4, 5 ó 6 sustituyentes R²B seleccionados independientemente; cada Rᵉ²¹ se selecciona independientemente de H, OH, CN, alquilo C₁₋₆, alcoxi C₁₋₆, haloalquilo C₁₋₆, haloalcoxi C₁₋₆, alquenilo C₂₋₆ y alquinilo C₂₋₆; cada Rᶠ²¹ y Rᵍ²¹ se selecciona independientemente de H, alquilo C₁₋₆, alcoxi C₁₋₆, haloalquilo C₁₋₆, haloalcoxi C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆-; cada Rʰ²¹ y Rⁱ²¹ se selecciona independientemente de H, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆-; cada Rʲ²¹ y Rᵏ²¹ se selecciona independientemente de OH, alcoxi C₁₋₆ y haloalcoxi C₁₋₆; o cualesquiera Rʲ²¹ y Rᵏ²¹, unidos al mismo átomo de B y junto con el átomo de B al cual están unidos, forman un grupo heterocicloalquilo de 5 ó 6 miembros sustituido opcionalmente con 1, 2, 3 ó 4 sustituyentes que se seleccionan independientemente de alquilo C₁₋₆ y haloalquilo C₁₋₆; cada R²B se selecciona independientemente de D, halo, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆-, (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆-, CN, NO₂, ORᵃ²², SRᵃ²², NHORᵃ²², C(O)Rᵇ²², C(O)NRᶜ²²Rᵈ²², C(O)NRᶜ²²(ORᵃ²²), C(O)ORᵃ²², OC(O)Rᵇ²², OC(O)NRᶜ²²Rᵈ²², NRᶜ²²Rᵈ²², NRᶜ²²NRᶜ²²Rᵈ²², NRᶜ²²C(O)Rᵇ²², NRᶜ²²C(O)ORᵃ²², NRᶜ²²C(O)NRᶜ²²Rᵈ²², C(=NRᵉ²²)Rᵇ²², C(=NRᵉ²²)NRᶜ²²Rᵈ²², NRᶜ²²C(=NRᵉ²²)NRᶜ²²Rᵈ²², NRᶜ²²C(=NRᵉ²²)Rᵇ²², NRᶜ²²S(O)NRᶜ²²Rᵈ²², NRᶜ²²S(O)Rᵇ²², NRᶜ²²S(O)₂Rᵇ²², NRᶜ²²S(O)(=NRᵉ²²)Rᵇ²², NRᶜ²²S(O)₂NRᶜ²²Rᵈ²², S(O)Rᵇ²², S(O)NRᶜ²²Rᵈ²², S(O)₂Rᵇ²², S(O)₂NRᶜ²²Rᵈ²², OS(O)(=NRᵉ²²)Rᵇ²², OS(O)₂Rᵇ²², SF₅, P(O)Rᶠ²²Rᵍ²², OP(O)(ORʰ²²)(ORⁱ²²), P(O)(ORʰ²²)(ORⁱ²²) y BRʲ²²Rᵏ²², en donde cada alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆- de R²B se encuentra opcionalmente sustituido con 1, 2, 3 ó 4 sustituyentes R²C seleccionados independientemente; cada Rᵃ²², Rᵇ²², Rᶜ²² y Rᵈ²² se selecciona independientemente de H, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆-, en donde cada alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆- de Rᵃ²², Rᵇ²², Rᶜ²² y Rᵈ²² se sustituye opcionalmente con 1, 2, 3 ó 4 sustituyentes R²C seleccionados independientemente; o cualesquiera Rᶜ²² y Rᵈ²², unidos al mismo átomo de N, junto con el átomo de N al cual están unidos, forman un grupo heterocicloalquilo de 4 - 7 miembros, en donde el grupo heterocicloalquilo de 4 - 7 miembros se sustituye opcionalmente con 1, 2, 3 ó 4 sustituyentes R²C seleccionados independientemente; cada Rᵉ²² se selecciona independientemente de H, OH, CN, alquilo C₁₋₆, alcoxi C₁₋₆, haloalquilo C₁₋₆, haloalcoxi C₁₋₆, alquenilo C₂₋₆ y alquinilo C₂₋₆; cada Rᶠ²² y Rᵍ²² se selecciona independientemente de H, alquilo C₁₋₆, alcoxi C₁₋₆, haloalquilo C₁₋₆, haloalcoxi C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆-; cada Rʰ²² y Rⁱ²² se selecciona independientemente de H, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆-; cada Rʲ²² y Rᵏ²² se selecciona independientemente de OH, alcoxi C₁₋₆ y haloalcoxi C₁₋₆; o cualesquiera Rʲ²² y Rᵏ²², unidos al mismo átomo de B y junto con el átomo de B al cual están unidos, forman un grupo heterocicloalquilo de 5 ó 6 miembros sustituido opcionalmente con 1, 2, 3 ó 4 sustituyentes que se seleccionan independientemente de alquilo C₁₋₆ y haloalquilo C₁₋₆; cada R²C se selecciona independientemente de D, halo, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆-, (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆-, CN, NO₂, ORᵃ²³, SRᵃ²³, NHORᵃ²³, C(O)Rᵇ²³, C(O)NRᶜ²³Rᵈ²³, C(O)NRᶜ²³(ORᵃ²³), C(O)ORᵃ²³, OC(O)Rᵇ²³, OC(O)NRᶜ²³Rᵈ²³, NRᶜ²³Rᵈ²³, NRᶜ²³NRᶜ²³Rᵈ²³, NRᶜ²³C(O)Rᵇ²³, NRᶜ²³C(O)ORᵃ²³, NRᶜ²³C(O)NRᶜ²³Rᵈ²³, C(=NRᵉ²³)Rᵇ²³, C(=NRᵉ²³)NRᶜ²³Rᵈ²³, NRᶜ²³C(=NRᵉ²³)NRᶜ²³Rᵈ²³, NRᶜ²³C(=NRᵉ²³)Rᵇ²³, NRᶜ²³S(O)NRᶜ²³Rᵈ²³, NRᶜ²³S(O)Rᵇ²³, NRᶜ²³S(O)₂Rᵇ²³, NRᶜ²³S(O)(=NRᵉ²³)Rᵇ²³, NRᶜ²³S(O)₂NRᶜ²³Rᵈ²³, S(O)Rᵇ²³, S(O)NRᶜ²³Rᵈ²³, S(O)₂Rᵇ²³, S(O)₂NRᶜ²³Rᵈ²³, OS(O)(=NRᵉ²³)Rᵇ²³, OS(O)₂Rᵇ²³, SF₅, P(O)Rᶠ²³Rᵍ²³, OP(O)(ORʰ²³)(ORⁱ²³), P(O)(ORʰ²³)(ORⁱ²³) y BRʲ²³Rᵏ²³, en donde cada alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆- de R²C se encuentra opcionalmente sustituido con 1, 2, 3 ó 4 sustituyentes R²D seleccionados independientemente; cada Rᵃ²³, Rᵇ²³, Rᶜ²³ y Rᵈ²³ se selecciona independientemente de H, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆-, en donde cada alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆- de Rᵃ²³, Rᵇ²³, Rᶜ²³ y Rᵈ²³ se sustituye opcionalmente con 1, 2, 3 ó 4 sustituyentes R²D seleccionados independientemente; o cualesquiera Rᶜ²³ y Rᵈ²³, unidos al mismo átomo de N, junto con el átomo de N al cual están unidos, forman un grupo heterocicloalquilo de 4 - 7 miembros, en donde el grupo heterocicloalquilo de 4 - 7 miembros se sustituye opcionalmente con 1, 2, 3 ó 4 sustituyentes R²D seleccionados independientemente; cada Rᵉ²³ se selecciona independientemente de H, OH, CN, alquilo C₁₋₆, alcoxi C₁₋₆, haloalquilo C₁₋₆, haloalcoxi C₁₋₆, alquenilo C₂₋₆ y alquinilo C₂₋₆; cada Rᶠ²³ y Rᵍ²³ se selecciona independientemente de H, alquilo C₁₋₆, alcoxi C₁₋₆, haloalquilo C₁₋₆, haloalcoxi C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆-; cada Rʰ²³ y Rⁱ²³ se selecciona independientemente de H, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, arilo C₆₋₁₀, cicloalquilo C₃₋₁₀, heteroarilo de 5 - 10 miembros, heterocicloalquilo de 4 - 10 miembros, arilo C₆₋₁₀-alquilo C₁₋₆-, cicloalquilo C₃₋₁₀-alquilo C₁₋₆-, (heteroarilo de 5 - 10 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 10 miembros)-alquilo C₁₋₆-; cada Rʲ²³ y Rᵏ²³ se selecciona independientemente de OH, alcoxi C₁₋₆ y haloalcoxi C₁₋₆; o cualesquiera Rʲ²³ y Rᵏ²³, unidos al mismo átomo de B y junto con el átomo de B al cual están unidos, forman un grupo heterocicloalquilo de 5 ó 6 miembros sustituido opcionalmente con 1, 2, 3 ó 4 sustituyentes que se seleccionan independientemente de alquilo C₁₋₆ y haloalquilo C₁₋₆; cada R²D se selecciona independientemente de D, halo, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, fenilo, cicloalquilo C₃₋₇, heteroarilo de 5 - 6 miembros, heterocicloalquilo de 4 - 7 miembros, fenil-alquilo C₁₋₆-, cicloalquilo C₃₋₇-alquilo C₁₋₆-, (heteroarilo de 5 - 6 miembros)-alquilo C₁₋₆-, (heterocicloalquilo de 4 - 7 miembros)-alquilo C₁₋₆-, CN, NO₂, ORᵃ²⁴, SRᵃ²⁴, NHORᵃ²⁴, C(O)Rᵇ²⁴, C(O)NRᶜ²⁴Rᵈ²⁴, C(O)NRᶜ²⁴(ORᵃ²⁴), C(O)ORᵃ²⁴, OC(O)Rᵇ²⁴, OC(O)NRᶜ²⁴Rᵈ²⁴, NRᶜ²⁴Rᵈ²⁴, NRᶜ²⁴NRᶜ²⁴Rᵈ²⁴, NRᶜ²⁴C(O)Rᵇ²⁴, NRᶜ²⁴C(O)ORᵃ²⁴, NRᶜ²⁴C(O)NRᶜ²⁴Rᵈ²⁴, C(=NRᵉ²⁴)Rᵇ²⁴, C(=NRᵉ²⁴)NRᶜ²⁴Rᵈ²⁴, NRᶜ²⁴C(=NRᵉ²⁴)NRᶜ²⁴Rᵈ²⁴, NRᶜ²⁴C(=NRᵉ²⁴)Rᵇ²⁴, NRᶜ²⁴S(O)NRᶜ²⁴Rᵈ²⁴, NRᶜ²⁴S(O)Rᵇ²⁴, NRᶜ²⁴S(O)₂Rᵇ²⁴, NRᶜ²⁴S(O)(=NRᵉ²⁴)Rᵇ²⁴, NRᶜ²⁴S(O)₂NRᶜ²⁴Rᵈ²⁴, S(O)Rᵇ²⁴, S(O)NRᶜ²⁴Rᵈ²⁴, S(O)₂Rᵇ²⁴, S(O)₂NRᶜ²⁴Rᵈ²⁴, OS(O)(=NRᵉ²⁴)Rᵇ²⁴, OS(O)₂Rᵇ²⁴, SF₅, P(O)Rᶠ²⁴Rᵍ²⁴, OP(O)(ORʰ²⁴)(ORⁱ²⁴), P(O)(ORʰ²⁴)(ORⁱ²⁴) y BRʲ²⁴Rᵏ²⁴, en donde cada alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, fenilo, cicloalquilo C₃₋₇, heteroarilo de 5 - 6 miembros, heterocicloalquilo de 4 - 7 miembros, fenil-alquilo C₁₋₆-, cicloalquilo C₃₋₇-alquilo C₁₋₆-, (heteroarilo de 5 - 6 miembros)-alquilo C₁₋₆- y (heterocicloalquilo de 4 - 7 miembros)-alquilo C₁₋₆- de R²D se encuentra opcionalmente sustituido con 1, 2, 3 ó 4 sustituyentes R²E seleccionados independientemente; cada Rᵃ²⁴, Rᵇ²⁴, Rᶜ²⁴ y Rᵈ²⁴ se selecciona independientemente de H, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo
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