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AR057987A1 - Compuestos agonistas de cb1 (receptor cannabinoide) - Google Patents

Compuestos agonistas de cb1 (receptor cannabinoide)

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Publication number
AR057987A1
AR057987A1 ARP060105092A ARP060105092A AR057987A1 AR 057987 A1 AR057987 A1 AR 057987A1 AR P060105092 A ARP060105092 A AR P060105092A AR P060105092 A ARP060105092 A AR P060105092A AR 057987 A1 AR057987 A1 AR 057987A1
Authority
AR
Argentina
Prior art keywords
alkyl
cycloalkyl
aryl
heteroaryl
haloalkoxy
Prior art date
Application number
ARP060105092A
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English (en)
Original Assignee
Astrazeneca Ab
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Publication date
Application filed by Astrazeneca Ab filed Critical Astrazeneca Ab
Publication of AR057987A1 publication Critical patent/AR057987A1/es

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    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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 ring carbon atoms
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Abstract

Los compuestos de la formula (1) son utiles en tratamientos del trastorno gastrointestinal funcional, dispepsia, intestino irritable, dolor. Reivindicacion 1: Un compuesto de la formula (1), donde por lo menos uno de A1 y A2 es N, y si ambos no son N, entonces el otro es CH; R1 se selecciona de hidrogeno, ciano, halogeno, hidroxi, NR6R7, alquenilo C2-6, alquinilo C2-6, alquilo C1-9, cicloalquilo C3-6 y haloalcoxi C1-6, donde dichos alquenilo C2-6, alquinilo C2-6, alquilo C1-9, cicloalquilo C3- 6 o haloalcoxi C1-6 están opcionalmente sustituidos con hidroxi, NR6aR7a, cicloalquilo C3-6, arilo y heteroarilo; R2 se selecciona de hidrogeno, ciano, halogeno, hidroxi, NR6R7, alquenilo C2-6, alquinilo C2-6, alquilo C1-6, cicloalquilo C3-6 y haloalcoxi C1-6, donde dichos alquenilo C2-6, alquinilo C2-6, alquilo C1-6, cicloalquilo C3-6 o haloalcoxi C1-6 están opcionalmente sustituidos con hidroxi, NR6aR7a, cicloalquilo C3-6, arilo y heteroarilo; R3 se selecciona del grupo de formulas (2), y donde R3 está opcionalmente sustituido con halogeno, ciano, nitro, NR6R7, alquilo C1-6, cicloalquilo C3-6, alcoxi C1-6, haloalcoxi C1-6, arilo o heteroarilo, donde dichos alquilo C1-6, cicloalquilo C3-6, arilo o heteroarilo están opcionalmente sustituidos con halogeno, ciano, nitro, NR6R7, alquilo C1-6, cicloalquilo C3-6, alcoxi C1-6, haloalcoxi C1-6, arilo, heteroarilo o un sistema de anillo saturado que consiste en 4 a 7 átomos seleccionados de C, N y O, y donde dichos alquilo C1-6, cicloalquilo C3-6, arilo, heteroarilo o sistema de anillo están opcionalmente sustituidos con alquilo C1-4, y donde dicho alquilo C1-4 está opcionalmente sustituido con NR6R7, arilo, hidroxi o alcoxi C1-4; R4 se selecciona de hidrogeno y alquilo C1- 6; R5 se selecciona de alquilo C1-6, cicloalquilo C3-6, alcoxi C1-6, haloalcoxi C1-6 heteroarilo y arilo, donde dichos alquilo C1-6, cicloalquilo C3-6, heteroarilo o arilo están opcionalmente sustituidos con halogeno, ciano, nitro, NR6R7, alquilo C1- 6, cicloalquilo C3-6, alcoxi C1-6, haloalcoxi C1-6, arilo o heteroarilo; n se selecciona de 0, 1, 2, 3, 4 y 5; o R4 y R5 juntos forman un sistema de anillo saturado, insaturado o parcialmente saturado que consiste en 3 a 7 átomos seleccionados de C, O y N; o R4 y R5 juntos forman un sistema de anillo condensado saturado, insaturado o parcialmente saturado que consiste en 7 a 13 átomos seleccionados de C, O y N; donde dicho sistema de anillo está opcionalmente sustituido con halogeno, ciano, nitro, NR6R7, alquilo C1-6, cicloalquilo C3-6, alcoxi C1-6, haloalcoxi C1-6, arilo o heteroarilo, y donde dichos alquilo C1-6, cicloalquilo C3-6, arilo o heteroarilo están opcionalmente sustituidos con halogeno, ciano, nitro, NR6R7, alquilo C1-6, cicloalquilo C3-6, alcoxi C1-6, haloalcoxi C1-6, arilo o heteroarilo; R6, R6a, R7 y R7a se seleccionan de manera independiente de hidrogeno, alquilo C1-6, cicloalquilo C3-6, alcoxi C1-6, haloalcoxi C1-6, alquenilo C2-6, alquinilo C2-6, arilo y heteroarilo; o R6 y R7 juntos pueden formar un sistema de anillo saturado que consiste en 4 a 7 átomos seleccionados de C, O y N, donde el sistema de anillo está opcionalmente sustituido con alquilo C1-6, alcoxi C1-6, halogeno o hidroxi; donde uno o más átomos de carbono de cada grupo alquilo o cicloalquilo definido para R1 pueden estar sustituidos con O, NH, C(O), SO o SO2, donde ningun N u O está en una posicion adyacente a cualquier otro O o N, y donde ningun SO o SO2 está en una posicion adyacente a cualquier otro SO o SO2; donde uno o más átomos de carbono de cada grupo alquilo o cicloalquilo definido para R2, R3, R4, R5, R6, R6a, R7 y R7a pueden estar sustituidos con O, NH, C(O) o SO2, donde ningun N u O está en una posicion adyacente a cualquier otro O o N; donde uno o más átomos de carbono de cada grupo alquilo o cicloalquilo definido para R1, R2, R3, R4, R5, R6, R6a, R7 y R7a pueden estar sustituidos con fluor; y con la condicion de que R1 no sea hidrogeno, halogeno, ciano, acetilamino, hidroxi, alcoxi C1-6, alquilo C1-6, haloalcoxi C1-6, alquenilo C2-6, haloalquilo C1-6, haloalquenilo C2-6 o NR6R7; al mismo tiempo que R2 es hidrogeno, halogeno, ciano, acetilamino, hidroxi, alcoxi C1-6, alquilo C1-6, haloalcoxi C1-6, alquenilo C2-6, haloalquilo C1-6, haloalquenilo C2-6 o NR6R7; a menos que R3 esté sustituido con un alquilo C1-4, donde dicho alquilo C1-4 está sustituido con un heteroarilo, cicloalquilo C3-6, arilo o un sistema de anillo saturado que consiste en 4 a 7 átomos seleccionados de C, O y N, donde dicho heteroarilo, cicloalquilo C3-6 o arilo está adicionalmente sustituido con alquilo C1-4 o halogeno, donde dicho alquilo C1-4 está opcionalmente sustituido con NR6R7, arilo, hidroxi o alcoxi C1-4, y donde dicho sistema de anillo está opcionalmente sustituido con alquilo C1-4, donde dicho alquilo C1-4 está opcionalmente sustituido con NR6R7, arilo, hidroxi o alcoxi C1-4; o a menos que R3 se seleccione entre el grupo de formulas (3), opcionalmente sustituidos con halogeno, ciano, nitro, NR6R7, alquilo C1-6, cicloalquilo C3-6, alcoxi C1-6, haloalcoxi C1-6, arilo o heteroarilo; o una de sus sales aceptables para uso farmacéutico, o diastereomeros, enantiomeros o sus mezclas.
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