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AR050617A1 - Derivados de pirimidin sulfonamidas como moduladores de receptores de quimioquinas - Google Patents

Derivados de pirimidin sulfonamidas como moduladores de receptores de quimioquinas

Info

Publication number
AR050617A1
AR050617A1 ARP050103584A ARP050103584A AR050617A1 AR 050617 A1 AR050617 A1 AR 050617A1 AR P050103584 A ARP050103584 A AR P050103584A AR P050103584 A ARP050103584 A AR P050103584A AR 050617 A1 AR050617 A1 AR 050617A1
Authority
AR
Argentina
Prior art keywords
phenyl
alkyl
group
substituents independently
independently selected
Prior art date
Application number
ARP050103584A
Other languages
English (en)
Inventor
David Cheshire
Rhona Jane Cox
Premji Meghani
Cherylin Francis Preston
Neal Michael Smith
Jeffrey Paul Stonehause
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=35549576&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR050617(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from GB0419235A external-priority patent/GB0419235D0/en
Priority claimed from GB0502544A external-priority patent/GB0502544D0/en
Application filed by Astrazeneca Ab filed Critical Astrazeneca Ab
Publication of AR050617A1 publication Critical patent/AR050617A1/es

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    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—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
    • 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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    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
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    • A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
    • A61K31/5375—1,4-Oxazines, e.g. morpholine
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Abstract

Método de preparacion y composiciones farmacéuticas que los contienen, y usos para tratamiento de enfermedades y trastornos mediados por quimioquinas. Reivindicacion 1: Un compuesto caracterizado porque responde a la formula (1) en donde R1 es un grupo seleccionado entre C3-7 carbociclilo, C1-8 alquilo, C2-6 alquenilo y C2-6 alquinilo; en el grupo está opcionalmente sustituido con 1, 2 o 3 sustituyentes seleccionados en forma independiente entre fluoro, nitrilo, -OR4, -NR5R6, -CONR5R6, - COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9, fenilo o heteroarilo; en donde fenilo y heteroarilo están opcionalmente sustituidos con 1, 2 o 3 sustituyentes seleccionados en forma independiente entre halo, ciano, nitro, -OR4, -NR5R6, - CONR5R6, -COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9, alquilo C1-6 y trifluorometilo; X es -CH2-, un enlace, O, S, sulfoxido, o sulfona; R2 es C3-7 carbociclilo, opcionalmente sustituido con 1, 2 o 3 sustituyentes seleccionados en forma independiente entre: fluoro, -OR4, -NR5R6, -CONR5R6, -COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9; o R2 es un anillo de 3 a 8 miembros que contiene opcionalmente 1, 2 o 3 átomos seleccionados entre O, S, -NR8 y con lo cual el anillo está opcionalmente sustituido con 1, 2 o 3 sustituyentes seleccionados en forma independiente entre C1-3 alquilo, fluoro, -OR4, -NR5R6, -CONR5R6, -COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9, o R2 es fenilo o heteroarilo, cada uno de los cuales está opcionalmente sustituido con 1, 2 o 3 sustituyentes seleccionados en forma independiente entre halo, ciano, nitro, -OR4, -NR5R6, -CONR5R6, -COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9, C1-6 alquilo y trifluorometilo; o R2 es un grupo seleccionado entre alquilo C1-8, alquenilo C2-6 o alquinilo C2-6 en donde el grupo está sustituido con 1, 2 o 3 sustituyentes seleccionados en forma independiente entre hidroxi, amino, C1-6 alcoxi, C1-6 alquilamino, di(C1-6 alquil)amino, N-(C1-6 alquil)-N-(fenil)amino, N-C1-6 alquilcarbamoilo, N,N-di(C1-6 alquil)carbamoílo, N-(C1-6 alquil)-N-(fenil)carbamoílo, carboxi, fenoxicarbonilo, -NR8COR9, -SO2R10, -SO2NR5R6, --NR8SO2R9 y -CONR5R6; R3 es trifluorometilo o un grupo -NR5R6, o R3 es fenilo, naptilo, heteroarilo monocíclico o bicíclico en donde un heteroátomo puede ser parcial o totalmente saturado y uno o más átomos de carbono del anillo pueden formar un grupo carbonilo, y en donde cada grupo fenilo o heteroarilo está opcionalmente sustituido con 1, 2 o 3 sustituyentes seleccionados en forma independiente entre halo, ciano, nitro, fenilo, heteroarilo, -OR4, -NR5R6, -CONR5R6, -COR7, -COR20, --COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9, trifluorometilo o C1-6 alquilo [opcionalmente sustituido adicionalmente por 1, 2 o 3 sustituyentes seleccionados en forma independiente entre halo, ciano, nitro, -OR20, -COOR20, -COR20, -NR18R19, -NR18COR19, -SO2R20, -SO2NR18R19, -NR18SO2R19, fenilo o heteroarilo monocíclico o bicíclico, en donde un anillo heterocíclico puede estar parcial o totalmente saturado; y en donde cada grupo fenilo o heteroarilo está opcionalmente sustituido con 1, 2 o 3 sustituyentes seleccionados en forma independiente entre halo, ciano, nitro, -OR20, -NR5R6, -CONR5R6, -COR7, -COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9, heteroarilo, C1-6 alquilo (opcionalmente sustituido adicionalmente por 1, 2 o 3 sustituyentes seleccionados en forma independiente entre halo, ciano, nitro, -OR20, -COOR20, -COR20, -NR18R19, -CONR18R19, NR18COR19, -SO2R20, -SO2NR18R19, -NR18SO2R19, o R3 es un grupo seleccionado entre C3-7 carbociclilo, C1-8 alquilo, C2-6 alquenilo y C2-6 alquinilo con lo cual el grupo está opcionalmente sustituido con 1, 2 o 3 sustituyentes seleccionados en forma independiente entre halo, -OR4, -NR5R6, -CONR5R6, -COR7, -COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9, fenilo o heteroarilo monocíclico o bicíclico, en donde un anillo heterocíclico puede estar parcial o totalmente saturado; y en donde cada grupo fenilo o heteroarilo monocíclico o bicíclico está opcionalmente sustituido con 1, 2 o 3 sustituyentes seleccionados en forma independiente entre halo, ciano, nitro, -OR4, -NR5R6, -CONR5R6, -COR7, -COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR5R6, -NR8SO2R9, C1-6 alquilo, o trifluorometilo; R4 es H o un grupo seleccionado entre alquilo C1-6 y fenilo, en el grupo está opcionalmente sustituido con 1 o 2 sustituyentes seleccionados en forma independiente entre halo, fenilo, -OR11 y -NR12R13; R5 y R6 son de forma independiente H o un grupo seleccionado entre C1-6 alquilo y fenilo y heteroarilo monocíclico o bicíclico, en donde un anillo heterocíclico puede estar parcial o totalmente saturado; en el grupo está opcionalmente sustituido con 1, 2 o 3 sustituyentes seleccionados en forma independiente entre halo, fenilo, -OR14, -NR15R16, -COOR14, -CONR15R16, -NR15COR16, -SO2R10, -SO2NR15R16 y NR15SO2R16; o R5 y R6 junto con el átomo de N al cual están unidos forman un sistema de anillo heterocíclico de 4 a 7 miembros que contiene opcionalmente un heteroátomo adicional seleccionado entre O, -SO(n)- (donde n = 0, 1 o 2) y átomos de N, en el cual el anillo está opcionalmente sustituido con 1, 2 o 3 sustituyentes seleccionados en forma independiente entre fenilo, heteroarilo, -OR14, -COR20, -COOR14, -NR15R16, -CONR15R16, -NR15COR16, -SO2R10, -SO2NR15R16, - NR15SO2R16 o C1-6 alquilo (opcionalmente sustituido adicionalmente por 1, 2 o 3 sustituyentes seleccionados en forma independiente entre grupos halo, -NR15R16 y -OR17 o ciano, nitro, -OR20, -COOR20, -COR20, -NR18R19, -CONR18R19, -NR18COR19, -SO2R20, -SO2NR18R19, -NR18SO2R19); R10 es H o un grupo seleccionado entre C1-6 alquilo o fenilo, en el grupo está opcionalmente sustituido con 1, 2 o 3 sustituyentes seleccionados en forma independiente entre halo, -OR17 y -NR15R16; y cada uno de R7, R8, R9,R11, R12, R13, R14, R15, R16, R17 es en forma independiente H, C1-6 alquilo o fenilo. R18, R19, y R20 son H o un grupo seleccionado entre C1-6 alquilo o heteroarilo (en donde un anillo heterocíclico puede estar parcial o totalmente saturado) o fenilo, en el grupo está opcionalmente sustituido con 1, 2 o 3 sustituyentes seleccionados en forma independiente entre halo, nitro, -CN, -OR4, -NR8R9, -CONR8R9, -COR7, -COOR7, -NR8COR9, -SR10, -SO2R10, -SO2NR8R9, -NR8SO2R9, C1-6 alquilo o heteroarilo o una sal aceptable para uso farmacéutico, solvato o un éster hidrolizable en vivo del mismo.
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