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AR039649A1 - Compuestos de pirrolo-triazina anilina utiles como inhibidores de cinasa y las composiciones farmaceuticas que las contienen - Google Patents

Compuestos de pirrolo-triazina anilina utiles como inhibidores de cinasa y las composiciones farmaceuticas que las contienen

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Publication number
AR039649A1
AR039649A1 ARP030101401A ARP030101401A AR039649A1 AR 039649 A1 AR039649 A1 AR 039649A1 AR P030101401 A ARP030101401 A AR P030101401A AR P030101401 A ARP030101401 A AR P030101401A AR 039649 A1 AR039649 A1 AR 039649A1
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Argentina
Prior art keywords
alkyl
optionally substituted
aryl
substituted
heterocycle
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ARP030101401A
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English (en)
Inventor
Alaric Dyckman
John Hynes
Katerina Leftheris
Chunjian Liu
Stephen T Wrobleski
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Bristol Myers Squibb Co
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Publication of AR039649A1 publication Critical patent/AR039649A1/es

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Abstract

Derivados de pirrolo triazina anilina, caracterizado porque tienen la fórmula (1) y los enantiómeros, diaesterómeros, sales, y solvatos de los mismos, en donde X se selecciona de -O-, -OC(=O)-, -S-, -S(=O)-, -SO2-, -C(=O)-, -CO2-, -NR8-, -NR8C(=O)-, -NR8C(=O)NR9-, -NR8CO2-, -NR8SO2-, -NR8SO2NR9-, -SO2NR8-, -C(=O)NR8-, halógeno, nitro, y ciano, o X está ausente; Z es -C(=O)NR10-Bb, -(CH2)-C(=O)NR10-Bc, -NR10aC(=O)-Ba, -(CH2)-NR10aC(=O)-Bc, -NR10aC(=O)NR10-B, -NR10SO2-B, -SO2NR10-B, -C(=O)-Ba, -CO2-Be, -OC(=O)-Ba, -C(=O)NR10-NR10a-Bd, -NR10CO2-Ba o -C(=O)NR10-(CH2)C(=O)Ba; B es (a) cicloalquilo opcionalmente sustituido, heterociclo opcionalmente sustituido, o heteroarilo opcionalmente sustituido; o (b) arilo sustituido con un R11 y cero hasta dos R12; Ba es alquilo opcionalmente sustituido, cicloalquilo opcionalmente sustituido, heterociclo opcionalmente sustituido, arilo opcionalmente sustituido, o heteroarilo opcionalmente sustituido; Bb es (a) cicloalquilo opcionalmente sustituido, heterociclo opcionalmente sustituido, o heteroarilo opcionalmente sustituido; (b) arilo sustituido con un R11 y cero hasta dos R12; o (c) -C(=O)R13, -CO2R13, -C(=O)NR13R13a; Bc es alquilo opcionalmente sustituido, alcoxi opcionalmente sustituido, cicloalquilo opcionalmente sustituido, heterociclo opcionalmente sustituido, arilo opcionalmente sustituido, o heteroarilo opcionalmente sustituido; Bd es H, -C(=O)R13, o -CO2R13; Be es H, alquilo opcionalmente sustituido, cicloalquilo opcionalmente sustituido, heterociclo opcionalmente sustituido, arilo opcionalmente sustituido, o heteroarilo opcionalmente sustituido; R1 y R5 se seleccionan independientemente de H, alquilo, alquilo sustituido, -OR14, -SR14, -OC(=O)R14, -CO2R14, -C(=O)NR14R14a, -NR14R14a, -S(=O)R14, -SO2R14, -SO2NR14R14a, -NR14SO2NR14aR14b, -NR14aSO2R14, -NR14C(=O)R14a, -NR14CO2R14a, -NR14C(=O)NR14aR14b, halógeno, nitro y ciano; R2 es H o alquilo C1-4; R3 es H, metilo, perfluorometilo, metoxi, halógeno, ciano, NH2, o NH(CH3); R4 se selecciona de: a) H, con la condición de que R4 no es H si X es -S(=O)-, -SO2-, -NR8CO2-, o NR8SO2-; b) alquilo, alquenilo y alquinilo opcionalmente sustituido independientemente con ceto y/o uno hasta cuatro R17; c) arilo y heteroarilo cualquiera de los cuales puede estar opcionalmente sustituido independientemente con uno hasta tres R16; y d) heterociclo y cicloalquilo cualquiera de los cuales puede estar opcionalmente sustituido independientemente con ceto y/o uno hasta tres R16; o e) R4 está ausente si X es halógeno, nitro, o ciano; R6 se enlaza a cualquier átomo de C disponible del anillo fenilo A y cada que se presenta se selecciona independientemente de alquilo, halógeno, trifluorometoxi, trifluorometilo, hidroxi, alcoxi, alcanoilo, alcanoiloxi, tiol, alquiltio, ureido, nitro, ciano, carboxi, carboxialquilo, carbamilo, alcoxicarbonilo, alquiltiono, ariltiono, arilsulfonilamina, alquilsulfonilamina, ácido sulfónico, alquilsulfonilo, sulfonamido, fenilo, bencilo, ariloxi, y benciloxi, en donde cada grupo R6 nuevamente puede sustituirse a su vez por uno hasta dos R18; R8 y R9 se seleccionan independientemente de H, alquilo, alquilo sustituido, arilo, cicloalquilo, heterociclo, y heteroarilo; R10 y R10a se seleccionan independientemente de H, alquilo, alquilo sustituido, alcoxi, y arilo; R11 se selecciona de (a) alquilo, haloalquilo, alcoxi, haloalcoxi, -SO2alquilo, cicloalquilo, heterociclo, y heteroarilo cualquiera de los cuales puede opcionalmente sustituirse; o (b) halo, ciano, amino, alquilamino, y dialquilamino; R12 se selecciona de alquilo, R17, y alquilo C1-4 sustituido con ceto (=O) y/o uno hasta tres R17; R13 y R13a se seleccionan independientemente de H, alquilo opcionalmente sustituido, cicloalquilo opcionalmente sustituido y arilo opcionalmente sustituido; R14, R14a y R14b se seleccionan independientemente de H, alquilo, alquilo sustituido, arilo, cicloalquilo, heterociclo, y heteroarilo, excepto cuando R14 se une a un grupo sulfonilo como en -S(=O)R14, --SO2R14, y -NR14aSO2R14, entonces R14 no es H; R16 se selecciona de alquilo, R17, y alquilo C1-4 sustituido con ceto (=O) y/o uno hasta tres R17; R17 se selecciona de (a) halógeno, haloalquilo, haloalcoxi, nitro, ciano, -SR23, -OR23, NR23R24, -NR23SO2R25, -SO2R25, -SO2NR23R24, -CO2R23, -C(=O)R23, -C(=O)NR23R24, -OC(=O)R23, -OC(=O)NR23R24, -NR23C(=O)R24, -NR23CO2R24; (b) arilo o heteroarilo cualquiera de los cuales puede estar opcionalmente sustituido con uno hasta tres R26; o (c) cicloalquilo o heterociclo opcionalmente sustituido con ceto(=O) y/o uno hasta tres R26; R18 y R26 se seleccionan independientemente de alquilo C1-6, alquenilo C2-6, halógeno, haloalquilo, haloalcoxi, ciano, nitro, amino, alquilamino C1-4, amino-alquilo C1-4, hidroxi, hidroxi-alquilo C1-4, alcoxi, alquiltio C1-4, arilo, heterociclo, (arilo)alquilo, ariloxi, y (arilo)alcoxi; R23 y R24 se seleccionan cada uno independientemente de H, alquilo alquenilo, alquilo sustituido, alquenilo sustituido, arilo, cicloalquilo, heteroarilo, y heterociclo; R25 se selecciona de alquilo, alquilo sustituido, arilo, heteroarilo, cicloalquilo y heterociclo; y m es 0, 1, 2 o 3.
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