AR064730A1 - Derivados de 2,4-dianilinopirimidinas, su preparacion, composiciones farmaceuticas y usos como inhibidores de ikk - Google Patents

Derivados de 2,4-dianilinopirimidinas, su preparacion, composiciones farmaceuticas y usos como inhibidores de ikk

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Publication number
AR064730A1
AR064730A1 ARP080100012A ARP080100012A AR064730A1 AR 064730 A1 AR064730 A1 AR 064730A1 AR P080100012 A ARP080100012 A AR P080100012A AR P080100012 A ARP080100012 A AR P080100012A AR 064730 A1 AR064730 A1 AR 064730A1
Authority
AR
Argentina
Prior art keywords
radicals
optionally substituted
radical
alkyl
different
Prior art date
Application number
ARP080100012A
Other languages
English (en)
Inventor
Bernard Tonnerre
Jean Wagnon
Serge Mignani
Jean-Flaubert Nguefack
Jacob-Alsboek Olsen
Maria Mendez-Perez
Monsif Bouaboula
Didier Babin
Pierre Casellas
Original Assignee
Sanofi Aventis Us Llc
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 Sanofi Aventis Us Llc filed Critical Sanofi Aventis Us Llc
Publication of AR064730A1 publication Critical patent/AR064730A1/es

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    • C07D407/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings

Abstract

Procesos de obtencion y composiciones farmacéuticas que los contienen. Reivindicacion 1: Productos de formula (1), en la que: R representa un átomo de hidrogeno o de halogeno, R2, R3 y R4, idénticos o diferentes, son tales que uno representa un átomo de halogeno o CF3 y los otros dos, idénticos o diferentes, representan un átomo de hidrogeno o un átomo de halogeno o un radical alquilo o un radical alcoxi opcionalmente sustituidos por uno o varios átomos de halogeno; R5 representa un átomo de hidrogeno o un átomo de halogeno; Z representa CO o SO2; estando el ciclo (N) sustituido en el mismo átomo de carbono por R1 y R6, que tiene 4 a 7 eslabones, estando saturado y pudiendo además contener un puente carbonado constituido por 1 a 3 carbonos, entendiéndose que R1 y R6 representan una de las 6 alternativas siguientes i) a vi): i) R1 representa -X1-R7, representando X1 -(CH2)m- y R7 representa un ciclo heterocicloalquilo, arilo o heteroarilo, todos opcionalmente sustituidos y R6 representa el átomo de hidrogeno o los radicales: hidroxilo, metilo, metoxi, -(CH2)mOH, -CO-NRaRb, -CH2-NRaRb, -CO2H y -CO2alq; ii) R1 representa -X2-R7, representando X2: -O-; -O-(CH2)m-; -CH(OH)-(Ch2)n-; -CO-;-CO-NRc-; -CO-NRc-O-; -CH(NRaRb)-; - C=NOH-; -C=N-NH2-; -(CH2)n1-NRc-(CH2)n2- y R7 representa un ciclo heterocicloalquilo, arilo o heteroarilo, todos opcionalmente sustituidos y R6 representa hidrogeno o el radical metilo; iii) R1 representa -NRc-W, representando W el átomo de hidrogeno o un radical alquilo C1-4, lineal o ramificado a partir de 3 átomos de carbono, opcionalmente sustituido por un radical elegido entre: -PO(OEt)2, -OH, -OaIq, -CF3, -CO-NR8R9 y SO2-alq y R6 representa hidrogeno; entendiéndose que cuando W representa un átomo de hidrogeno entonces z representa CO; iv) R1 representa -CH2-NRc-W, representando W el átomo de hidrogeno o un radical alquilo que tiene de 1 a 4 átomos de carbono, lineal o ramificado a partir de 3 átomos de carbono y opcionalmente sustituido por un radical elegido entre: -PO(OEt)2, -OH, -OEt, -CF3, -CO-N(alq)2 y SO2-alq y R6 representa hidrogeno; v) R1 representa -CO-N(Rc)-OR'c y R6 representa hidrogeno; vi) R1 representa X3-R7, representando X3: -CH(OH)-(CH2)n- ; -CO-; -CH(NRaRb)-; -C=NOH-; -C=N-NH2- y R7 representa un ciclo heterocicloalquilo, arilo o heteroarilo, todos opcionalmente sustituidos y R6 representa el átomo de hidrogeno o los radicales: hidroxilo, metilo, metoxi, -(CH2)mOH, -CO-NRaRb, -CH2- NRaRb y -CO2alq; representando n, n1 y n2, idénticos o diferentes, un numero entero de 0 a 3; m representa un numero entero de 1 a 3; Rc y R'c, idénticos o diferentes, representan el átomo de hidrogeno o un radical alquilo C1-4, opcionalmente sustituido por uno o varios átomos de halogeno; NRaRb es tal que Ra y Rb, idénticos o diferentes, representan el átomo de hidrogeno o un radical alquilo C1-4 o un radical cicloalquilo, estando estos radicales alquilo y cicloalquilo opcionalmente sustituidos por uno o varios átomos de halogeno, un radical hidroxilo o un radical NH2, NHalquilo o N(alquilo)2; formando Ra y Rb con el átomo de nitrogeno al que están unidos una amina cíclica que puede contener opcionalmente uno o dos heteroátomos distintos elegidos entre: O, S, N o NR10, formándose así la amina cíclica opcionalmente sustituida por uno o varios radicales idénticos o diferentes elegidos entre los átomos de halogeno y los radicales oxo; hidroxilo; alquilo opcionalmente sustituidos por uno o varios átomos de halogeno o incluso por un radical metilo y un radical hidroxilo sobre el mismo carbono; estando todos los radicales heterocicloalquilo, arilo y heteroarilo opcionalmente sustituidos por uno o varios radicales, idénticos o diferentes, elegidos entre: átomos de halogeno; radicales hidroxilo; ciano; NR8R9 y los radicales: alquilo, cicloalquilo, alcoxi, fenilo, heterocicloalquilo y heteroarilo, opcionalmente sustituidos por uno o varios radicales idénticos o diferentes elegidos entre los átomos de halogeno y los radicales: hidroxilo, alcoxi, alquilo, hidroxialquilo, alcoxialquilo, CN, CF3, OCF3 o NRaRb; NR8R9 es tal que R8 y R9, idénticos o diferentes, son tales que R8 representa el átomo de hidrogeno o un radical alquilo C1-4 o un radical cicloalquilo, estando estos radicales alquilo y cicloalquilo opcionalmente sustituidos por uno o varios átomos de halogeno, un radical hidroxilo o un radical NH2, NHalquilo o N(alquilo)2 y R9 representa el átomo de hidrogeno y los radicales: alquilo, cicloalquilo o heterocicloalquilo opcionalmente sustituidos por uno o varios radicales idénticos o diferentes, elegidos entre los átomos de halogeno y los radicales: hidroxilo, alcoxi, NH2, NHalquilo, N(alquilo)2, estando los radicales alquilo que representa R9 además opcionalmente sustituidos por un radical: fenilo, heterocicloalquilo o heteroarilo opcionalmente sustituidos por uno o varios radicales elegidos entre los átomos de halogeno y los radicales: hidroxilo, alcoxi, alquilo, hidroxialquilo, alcoxialquilo, CN, CF3, OCF3, NH2, NHalq o N(alq)2; formando R8 y R9 con el átomo de nitrogeno al que están unidos una amina cíclica que puede contener opcionalmente uno o dos heteroátomos diferentes elegidos entre: O, S, N o NR10, estando la amina cíclica así formada opcionalmente sustituida por uno o varios radicales idénticos o diferentes, elegidos entre los átomos de halogeno y los radicales alquilo opcionalmente sustituidos por uno o varios átomos de halogeno; todos los radicales heterocicloalquilo y heteroarilo anteriores opcionalmente sustituidos como se indico anteriormente, estando constituidos por 4 a 10 eslabones y con 1 a 3 heteroátomos elegido(s) entre: O, S, N y NR10; R10 representa un átomo de hidrogeno o un radical alquilo, estando dichos productos de formula (1) en todas las formas isomeras posibles: racémicos, enantiomeros y diastereoisomeros, así como las sales de adicion de los ácidos minerales y orgánicos de dichos productos de formula (1).
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