AR051794A1 - 3-amino-pirazol[3,4b]piridinas como inhibidores de proteintirosinquinasas, su preparacion y uso como medicamento - Google Patents

3-amino-pirazol[3,4b]piridinas como inhibidores de proteintirosinquinasas, su preparacion y uso como medicamento

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AR051794A1
AR051794A1 ARP050105227A ARP050105227A AR051794A1 AR 051794 A1 AR051794 A1 AR 051794A1 AR P050105227 A ARP050105227 A AR P050105227A AR P050105227 A ARP050105227 A AR P050105227A AR 051794 A1 AR051794 A1 AR 051794A1
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alkyl
heterocycloalkyl
groups
ring
cycloalkyl
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ARP050105227A
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Benjamin Bader
Roman Hillig
Ter Antonius Laak
Arndt Schmitz
Wolfgang Schwede
Dieter Zopf
Hermann Kuenzer
Ursula Moenning
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Schering Ag
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Publication of AR051794A1 publication Critical patent/AR051794A1/es

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    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/60Heterocyclic 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
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/84Nitriles
    • C07D213/85Nitriles in position 3

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Abstract

La utilizacion de los compuestos de la formula general (1) como inhibidores de protein-tirosin quinasas para tratar distintas enfermedades, como aquellas donde participa la angiogénesis, linfangiogénesis o vasculogénesis, vasodilatacion hiperproliferacion de células corporales o enfermedades neurodegenerativas. Reivindicacion 1: Compuestos de la formula general (1), caracterizado porque: R1 representa C1-6-alquilo, C2-6-alquenilo, C2-6-alquinilo, -C3-10-cicloalquilo, C3-10- heterocicloalquilo, arilo o heteroarilo, sustituido opcionalmente con uno o más grupos K iguales o diferentes, donde el C3-10-heterocicloalquilo y/o el heteroarilo está interrumpido por al menos uno de los siguientes átomos en el anillo: nitrogeno, oxígeno y/o azufre, y el C3-10-heterocicloalquilo y/o heteroarilo puede estar unido a la pirazolpiridina solamente a través de un átomo de carbono del anillo, y el C3-10-cicloalquilo y/o el C3-10-heterocicloalquilo puede estar interrumpido por uno o más grupos -(CO)-, -SO- o -SO2- iguales o diferentes en el anillo, y opcionalmente puede contener uno o más enlaces dobles en el anillo, o C3-10-cicloalquilo, arilo, C3-10-heterocicloalquilo o heteroarilo sustituido con el grupo -O-(CH2)n-O-, donde el átomo de oxígeno terminal del grupo -O-(CH2)n-O- está unido directamente a un grupo igual o a un átomo de carbono de un grupo de anillo de C3-10-cicloalquilo, anillo de arilo, anillo de C3-10-heterocicloalquilo o anillo de heteroarilo adjunto; K representa halogeno, hidroxilo o el grupo -OR3, COR4 o -NR5R6, o representa -C3-10-cicloalquilo, C3-10-heterocicloalquilo, arilo o heteroarilo, sustituido opcionalmente con uno o más grupos L iguales o diferentes, donde el C3-10-heterocicloalquilo y/o el heteroarilo está interrumpido por al menos uno de los siguientes átomos en el anillo: nitrogeno, oxígeno y/o azufre, y el C3-10-cicloalquilo y/o el C3-10-heterocicloalquilo puede estar interrumpido opcionalmente en el anillo por uno o más grupos -C(O)-, -SO- o -SO2- iguales o diferentes, y opcionalmente puede contener uno o más enlaces dobles en el anillo; L representa C1-6-alquilo o los grupos -COR4, -OR3 o -NR5R6; R2 representa C1-6-alquilo, C3-10-cicloalquilo, arilo o heteroarilo, sustituido opcionalmente con uno o más grupos M iguales o diferentes; R3 representa C1-6-alquilo, arilo o -(CH2)n-arilo sustituido opcionalmente con uno o más grupos -NR5R6 iguales o diferentes; R4 representa hidrogeno, hidroxilo, C1-6-alquilo o C1- 6-alcoxilo; M representa amino, ciano, halogeno, hidroxilo, nitro o C1-6-alquilo sustituido opcionalmente con uno o más grupos amino, ciano, halogeno, hidroxilo, nitro, C1-6-alcoxilo iguales o diferentes, C2-6-alquenilo, C2-6-alquinilo o los grupos - O-R3, -COR4 o -CO-N-R7; R5 y R6, independientemente uno del otro, representan hidrogeno, C1-6-alquilo o el grupo -COR4; y R7 representa hidrogeno o NH2; n tiene un valor de entre 1 y 4; teniendo en cuenta que cuando: R1 representa metilo, R2 no puede ser simultáneamente metilo, -CH2-O-CH3, fenilo, clorofenilo, benzofuranilo sustituido con hidroxilo y/o metoxilo, -CF3 o furanilo, o cuando R1 representa -CH2-O-CH3, R2 no puede ser simultáneamente metilo, o cuando R1 representa -CH=CH-fenilo, R2 no puede ser simultáneamente fenilo, o cuando R1 representa -CH=CH-clorofenilo, R2 no puede ser simultáneamente fenilo o clorofenilo, o cuando R1 representa -CH=CH-metoxifenilo, R2 no puede ser simultáneamente fenilo o metoxifenilo, o cuando R1 representa fenilo, R2 no puede ser simultáneamente -CF3, metilo, metoxifenilo o fenilo, o cuando R1 representa metoxifenilo, R2 no puede ser simultáneamente -CF3, cuando: R1 representa metilfenilo, R2 no puede ser simultáneamente -CF3, o cuando R1 representa clorofenilo, R2 no puede ser simultáneamente clorofenilo o -CF3, o cuando R1 representa diclorofenilo, R2 no puede ser simultáneamente trimetoxifenilo, o cuando R1 representa bromofenilo, R2 no puede ser simultáneamente trimetoxifenilo, o cuando R1 representa alquilo, alquenilo, arilo, aralquilo, cicloalquilo, un alquilo sustituido con fenilo o p-metoxifenilo, R2 tampoco puede ser simultáneamente alquilo, alquenilo, arilo, aralquilo, ciano, un residuo heterocíclico o cicloalquilo, o cuando R1 representa un radical alquilo inferior, alcoxilo o ariloxilo, R2 no puede ser simultáneamente un radical alquilo inferior, o cuando R1 representa hidroxifenilo, R2 no puede ser simultáneamente heterociclilo o heterocicloalquilo sustituido con -COO-ter-butilo, o cuando R1 representa benciloxifenilo, R2 no puede ser simultáneamente heterocicloalquilo sustituido con -COO-ter-butilo, los solvatos, los hidratos, los estereoisomeros, los diastereomeros, los enantiomeros y las sales de éstos. Reivindicacion 15: Compuestos de las formulas generales (2) y/o (3), caracterizado porque: X representa halogeno u -O-SOz-CmF2m+1; m tiene un valor de entre 1 y 4; y R1a y R2a tienen el mismo significado que el que tienen R1 y R2 de acuerdo con una de las reivindicaciones 1 a 8, donde K puede representar adicionalmente los grupos -COR4 y R3, y también puede representar los grupos trimetilsililo (TMS), ter-butil-dimetilsililo (TBDMS), ter-butil-difenilsililo (TBDPS), trietilsililo (TES), C1-2-alquilo, C3-6-alilo, bencilo o el grupo -COR4a, los solvatos, los hidratos, los estereoisomeros, los diastereomeros, los enantiomeros y las sales de éstos, como intermediarios para la preparacion de compuestos de la formula (1).
ARP050105227A 2004-12-14 2005-12-14 3-amino-pirazol[3,4b]piridinas como inhibidores de proteintirosinquinasas, su preparacion y uso como medicamento AR051794A1 (es)

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DE102004061288A DE102004061288A1 (de) 2004-12-14 2004-12-14 3-Amino-Pyrazolo[3,4b]pyridine als Inhibitoren von Proteintyrosinkinasen, deren Herstellung und Verwendung als Arzneimittel

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US (1) US7977325B2 (es)
EP (1) EP1846402B1 (es)
JP (1) JP2008523018A (es)
AR (1) AR051794A1 (es)
CA (1) CA2604463C (es)
DE (1) DE102004061288A1 (es)
DO (1) DOP2005000251A (es)
GT (1) GT200500363A (es)
PA (1) PA8656401A1 (es)
PE (1) PE20060737A1 (es)
TW (1) TW200634012A (es)
UY (1) UY29253A1 (es)
WO (1) WO2006063805A1 (es)

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CN103298809B (zh) 2010-11-08 2016-08-31 杨森制药公司 1,2,4-三唑并[4,3-a]吡啶衍生物及其作为MGLUR2受体的正变构调节剂的用途
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CA2604463C (en) 2014-03-25
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JP2008523018A (ja) 2008-07-03
US7977325B2 (en) 2011-07-12
WO2006063805A1 (de) 2006-06-22
PE20060737A1 (es) 2006-08-17
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