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AR040700A1 - Derivados de pirimidilsulfonamida como moduladores de receptores de quimioquinas - Google Patents

Derivados de pirimidilsulfonamida como moduladores de receptores de quimioquinas

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Publication number
AR040700A1
AR040700A1 AR20030102688A ARP030102688A AR040700A1 AR 040700 A1 AR040700 A1 AR 040700A1 AR 20030102688 A AR20030102688 A AR 20030102688A AR P030102688 A ARP030102688 A AR P030102688A AR 040700 A1 AR040700 A1 AR 040700A1
Authority
AR
Argentina
Prior art keywords
phenyl
optionally substituted
halo
substituents independently
group
Prior art date
Application number
AR20030102688A
Other languages
English (en)
Inventor
Mark Ebden
Premji Meghani
Colin Bennion
Anthony Cook
Roger Victor Bonnert
Original Assignee
Astrazeneca Ab
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Astrazeneca Ab filed Critical Astrazeneca Ab
Publication of AR040700A1 publication Critical patent/AR040700A1/es

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    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members 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
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Abstract

Un compuesto caracterizado porque responde a la fórmula (1), sal aceptable para uso farmacéutico, solvato o éster hidrolizable in vivo del mismo donde: R1 es un grupo seleccionado entre C3-7carbociclilo, C1-8alquilo, C2-6alquenilo y C2-6alquinilo; donde el grupo está opcionalmente sustituido por 1,2 o 3 sustituyentes seleccionados en forma independiente entre fluoro, nitrilo,-OR4, -NR5R6, -CONR5R6, -COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9, fenilo o heteroarilo; donde fenilo y heteroarilo están opcionalmente sustituidos por 1, 2, o 3 sustituyentes seleccionados en forma independiente entre halo, ciano, nitro, -OR4, -NR5R6, -CONR5R6, -COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9, C1-6alquilo y trifluorometilo; donde R2 es C3-7carbociclilo, opcionalmente sustituido por 1, 2 o 3 sustituyentes seleccionados en forma independiente entre: (a) fluoro, -OR4, -NR5R6-CONR5R6, -COOR7, -NR8COR9, -SR10, SO2R10, -SO2NR5R6, -NR8SO2R9. (b) un anillo de 3-8 miembros que contiene opcionalmente 1, 2 o 3 átomos seleccionados entre O, S, -NR8 y con lo cual el anillo está opcionalmente sustituido por C1-3alquilo o fluoro; o (c) fenilo o heteroarilo, cada uno de los cuales está opcionalmente sustituido por 1, 2, o 3 sustituyentes seleccionados en forma independiente entre halo, ciano, nitro, -OR4, -NR5R6, -CONR5R6, -NR8COR9, -SO2NR5R6, -NR8SO2R9, C1-6alquilo y trifluorometilo; o R2 es un grupo seleccionado entre C1-8 alquilo, C2-6alquenilo o C2-6alquinilo donde el grupo está sustituido por 1, 2, o 3 sustituyentes seleccionados en forma independiente entre hidroxi, amino, C1-6alcoxi, C1-6alquilamino, di(C1-6alquil)amino, N-(C1-6alquil)-N-(fenil)-amino, N-C1-6alquilcarbonilo, N,N-di(C1-6alquil)carbonilo, N-(C1-6alquil)-N-(fenil)carbamoílo, carboxi, fenoxicarbonilo, -NR8COR9, -SO2R10, -SO2NR5R6 y NR8SO2R9; donde R3 es H o en forma independiente R2; R4 es H o un grupo seleccionado entre C1-6alquilo y fenilo, donde el grupo está opcionalmente sustituido por 1 o 2 sustituyentes seleccionados en forma independiente entre halo, fenilo, -OR11 y -NR12R13. R5 y R6 son en forma independiente H o un grupo seleccionado entre C1-6alquilo y fenilo donde el grupo está opcionalmente sustituido por 1, 2 o 3 sustituyentes seleccionados en forma independiente entre halo, fenilo, -OR14, -NR15R16, -COOR14, -CONR15R16, -NR15COR16, -SO2R10, -SONR15R16 y NR15SO2R16 o R5 y R6 junto con el átomo de N al cual están unidos forman un sistema de anillos heterocíclico saturado de 4 a 7 miembros que contiene opcionalmente un heteroátomo adicional seleccionado entre átomos de O y N, estando dicho anillo opcionalmente sustituido por 1, 2, o 3 sustituyentes seleccionados en forma independiente entre fenilo, -OR14, -COOR14, -NR15R16, CONR15R16, -NR15COR16, -SO2R10, -SONR15R16, -NR15SO2R16 o C1-6alquilo (opcionalmente sustituido por 1 o 2 sustituyentes seleccionados en forma independiente entre halo, -NR15R16 y -OR17 grupos); R10 es H o un grupo seleccionado entre C1-6 alquilo o fenilo, donde el grupo está opcionalmente sustituido por 1, 2, o 3 sustituyentes seleccionados en forma independiente entre halo, fenilo, -OR17 y -NR15R16, y cada uno de R7, R8, R9, R11, R12, R13, R14, R15, R16, R17 es en forma independiente H, C1-6alquilo o fenilo; X es H, halo, ciano, nitro, hidroxi, C1-6alcoxi (opcionalmente sustituido por 1s 2 sustituyentes seleccionados entre halo, -OR11 y -NR12R13);, -NR5R6, -COOR7, -NR8COR9, tio, C1-6alquilo (opcionalmente sustituido por 1 o 2 sustituyentes seleccionados entre halo, -OR17, -NR15R16), -SO2R10 o un grupo seleccionado entre C3-7carbociclilo, C1-8alquilo, C2-6alquenilo o C2-6alquinilo, donde el grupo está opcionalmente sustituido por 1, 2, o 3 sustituyentes seleccionados en forma independiente entre halo, -OR4, -NR5R6, -CONR5R6, -COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6 y -NR8SO2R9; Rx es trifluorometilo, -NR5R6, fenilo, naftilo, heteroarilo monocíclico o bicíclico donde un anillo heterocíclico puede ser parcial o totalmente saturado y uno o más átomos de C el anillo pueden formar un grupo carbonilo, y donde cada grupo fenilo o heteroarilo está opcionalmente sustituido por 1, 2, o 3 sustituyentes seleccionados en forma independiente entre halo, ciano, nitro, -OR4, -NR5R6, -CONR5R6, -COR7, -COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9, C1-6alquilo o trifluorometilo; o Rx es un grupo seleccionado entre C3-7carbociclilo, C1-8alquilo, C2-6alquenilo, C2-6alquinilo con lo cual el grupo está opcionalmente sustituido por 1,2 o 3 sustituyentes seleccionados en forma independiente entre halo, -OR4, -NR5R6, -CONR5R6, -COR7, -COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9, fenilo o heteroarilo; y donde cada grupo fenilo o heteroarilo está opcionalmente sustituido por 1, 2 o 3 sustituyentes seleccionados en forma independiente entre halo, ciano, nitro, -OR4, -NR5R6, -CONR5R6, -COR7, -COOR7, -NR8COR9, SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9, C1-6alquilo o trifluorometilo; o Rx y X forman juntos un anillo sulfonamida de 4 a 8 miembros opcionalmente sustituido por 1, 2 o 3 sustituyentes seleccionados en forma independiente entre halo, -OR4, -NR5R6, -CONR5R6, -COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9, fenilo o heteroarilo; done fenilo y heteroarilo están opcionalmente sustituidos por 1, 2 o 3 sustituyentes seleccionados en forma independiente entre halo, ciano, nitro, -OR4, -NR5R6, -CONR5R6, -COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9, C1-6alquilo y trifluorometilo.
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