AR064225A1 - Derivados de 5- alquiloxi -indolin -2-ona- su preparacion y sus aplicaciones en terapeutica - Google Patents

Derivados de 5- alquiloxi -indolin -2-ona- su preparacion y sus aplicaciones en terapeutica

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AR064225A1
AR064225A1 ARP070105529A ARP070105529A AR064225A1 AR 064225 A1 AR064225 A1 AR 064225A1 AR P070105529 A ARP070105529 A AR P070105529A AR P070105529 A ARP070105529 A AR P070105529A AR 064225 A1 AR064225 A1 AR 064225A1
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Argentina
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alkyl
group
mono
polyfluoro
substituted
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Gerard Valette
Lodc Foulon
Pierrick Rochard
Claudine Serradeil-Legal
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Sanofi Aventis
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Abstract

Se refiere asimismo al procedimiento de preparacion así como a las utilizaciones en terapéutica de los compuestos de formula (1). Reivindicacion 1: Compuesto que responde a la formula general (1): en la que R0 representa alquilo C1-4, mono o polifluoro-alquilo C1-4, -(CH2)n-ciclopropilo, o bien R0 representa alquenilo C2-4 o alquinilo C2-4; R1 representa un átomo de hidrogeno, alquilo C1-5, mono o polifluoro-alquilo C1-5, hidroxi-alquilo C1-5, -(CH2)m-cicIoalquilo C3-5; Z1 representa un átomo de hidrogeno o de halogeno, alquilo C1-4, mono o polifluoro-alquilo C1-4, alcoxi C1-4, mono o polifluoro-alcoxi C1-4, -(CH2)-ciclopropiIo, estando dicho grupo ciclopropilo no sustituido o sustituido con uno o varios átomos de fluor; Z2 representa un átomo de halogeno o un grupo T1W, en el que T1 representa un grupo -(CH2)n y W representa un átomo de hidrogeno, alquilo C1-4, mono o polifluoro-alquilo C1-4 o ciclopropilo no sustituido o sustituido con uno o varios átomos de fluor, o bien W representa un grupo -C(O)NR6R7 en el que R6 y R7 representan independientemente uno del otro un átomo de hidrogeno, alquilo C1-6, mono o polifluoro-alquilo C1-6 o -(CH2)-cicloalquilo C3-6, estando dicho grupo cicloalquilo no sustituido o sustituido con uno o varios átomos de fluor, un hidroxi, un grupo NRR', o bien R6, R7 representan independientemente uno del otro un grupo -(CH2)p- pirrolidinilo, -(CH2)p-piperidilo, -(CH2)p-piridilo, estando dichos grupos pirrolidinilo, piperidilo y piridilo no sustituidos o sustituidos con uno o más átomos de halogeno, alquilo C1-4, mono o polifluoro-alquilo C1-4, un bencilo o con un grupo -OR, o bien R6 y R7 representan independientemente uno del otro un grupo -(CH2)q-NRaRb, o bien R6 y R7 representan independientemente uno del otro un grupo -(CH2)s-C(O)NRaRb, o bien R6 y R7 representan independientemente uno del otro un grupo -(CH2)q-OR, o bien R6 y R7 forman junto con el átomo de nitrogeno al que están unidos un heterociclo monocíclico no sustituido o sustituido con uno o varios átomos de fluor, uno o varios grupos alquilo C1-4, mono o polifluoro-alquilo C1-4, -NR'R, u -OR; o bien R6 y R7 forman junto con el átomo de nitrogeno al que están unidos un heterociclo bicíclico no sustituido o sustituido con uno o varios átomos de fluor, alquilo C1-4, mono o polifluoro-alquilo C1-4, -OR o -NR'R; o bien W representa un grupo -NR8C(O)R9 en el que R8 representa un átomo de hidrogeno, alquilo C1-4, mono o polifluoro- alquilo C1-4, R9 representa un átomo de hidrogeno, alquilo C1-4, mono o polifluoro-alquilo C1-4, -(CH2)r-NRdRe, -(CH2)m-pirrolidinilo, -(CH2)m-piperidilo, -(CH2)m-piridilo, estando dichos grupos pirrolidinilo, piperidilo o piridilo no sustituidos o sustituidos con uno o varios grupos alquilo C1-4, halogeno, mono o polifluoro-alquilo C1-4, bencilo, o bien W representa un grupo -NR10R11 en el que R10 y R11 representan independientemente uno del otro un átomo de hidrogeno, un grupo hidroxi, alquilo C1-6 o un grupo mono o polifluoro-alquilo C1-6, o bien R10 y R11 forman junto con el átomo de nitrogeno al que están unidos un heterociclo monociclico no sustituido o sustituido con uno o varios grupos alquilo C1-4, un grupo mono o polifluoro-alquilo C1-4 u oxo; o bien W representa un grupo -OR12 en el que R12 representa un átomo de hidrogeno, alquilo C1-4, un grupo mono o polifluoro-alquilo C1-4, un bencilo o un grupo -(CH2)q-NR'R; o bien W representa un grupo -C(O)OR19; R4 representa alquilo C1-4, un grupo mono o polifluoro-alquilo C1-4, un grupo -OR, alquenilo C2-4, nitro, COORc, un benciloxi, o bien R4 representa un grupo -C(O)NR13R14 en el que R13 y R14 representan independientemente uno del otro un átomo de hidrogeno, alquilo C1-6, estando dicho grupo alquilo no sustituido o sustituido con uno o varios átomos de fluor, un hidroxi, NRR', alcoxi C1-6-carbonilamino, alquiloxi C1-6-carbonilo, o en el que R13 y R14 representan independientemente uno del otro un grupo -(CH2)n-cicloalquilo C3-6, estando dicho grupo cicloalquilo no sustituido o sustituido con uno o varios átomos de fluor, o bien R4 representa un grupo -NR15R16 en el que R15 y R16 representan independientemente uno del otro un átomo de hidrogeno, un hidroxi, alquilo C1-4, un grupo mono o polifluoro-alquilo C1-4, -(CH2)-cicloalquilo C3-5, no sustituido o sustituido con uno o varios átomos de fluor, o bien R15 y R16 forman junto con el átomo de nitrogeno al que están unidos un heterociclo monociclico, o bien R4 representa un grupo -NR17C(O)R18 en el que R17 representa un átomo de hidrogeno, alquilo C1-4, un grupo mono o polifluoro-alquilo C1-4, R18 representa alquilo C1-6, un grupo mono o polifluoro-alquilo C1-6, -(CH2)n- cicloaIquilo C3-6, -NRdRe, fenilo, estando dicho fenilo él mismo no sustituido o sustituido con uno o varios grupos alquilo C1-4, un grupo mono o polifluoro-alquilo C1-4, R19 representa un átomo de hidrogeno, alquilo C1-6, un grupo mono o polifluoro- alquilo C1-6, -(CH2)q-NRaRb, -(CH2)q-OR, -(CH2)p-pirrolidinilo o -(CH2)-piperidilo, estando dichos grupos pirrolidinilo y piperidilo no sustituidos o sustituidos con uno o varios átomos de fluor, alquilo C1-4, un grupo mono o polifluoro-alquilo C1- 4, R3 y R5 representan independientemente uno del otro un átomo de hidrogeno, de halogeno, alquilo C1-4, un grupo mono o polifluoro-alquilo C1-4, alcoxi C1-4 o mono o polifluoro-alcoxi C1-4; Ra y Rb representan independientemente uno del otro: un átomo de hidrogeno, alquilo C1-4, un grupo mono o polifluoro-alquilo C1-4, -(CH2)n-ciclopropilo, estando dicho ciclopropilo no sustituido o sustituido con uno o varios átomos de fluor, o bien Ra y Rb forman junto con el átomo de nitrogeno al que están unidos un grupo heterociclo monociclo, estando dicho grupo heterociclo monociclo no sustituido o sustituido con uno o varios grupos hidroxilo, alquilo C1-4, mono o polifluoro-alquilo C1-4, alcoxi C1-4, mono o polifluoro-alcoxi C1-4, o con un grupo -NRR', R' y R representan independientemente uno del otro un átomo de hidrogeno, alquilo C1-4 o mono o polifluoro-alquilo C1-4, Rc representa un átomo de hidrogeno, alquilo C1-4, mono o polifluoro-alquilo C1-4 o un bencilo; Rd y Re representan independientemente uno del otro un átomo de hidrogeno, de halogeno, alquilo C1-6 o mono o polihalogeno-alquilo C1-6, o bien Rd y Re forman junto con el átomo de nitrogeno al que están unidos un grupo heterociclo monociclo, no sustituido o sustituido con uno o varios átomos de fluor, uno o varios grupos alquilo C1-4) o mono o polifluoro-alquiIo C1-4) o un grupo -OR; m puede representar el valor 0, 1 o 2, n puede representar el valor 0 o 1; p puede representar el valor 0, 1, 2 o 3; q puede representar el valor 2, 3, 4 o 5; r puede representar el valor 0, 1, 2, 3 o 4, s puede representar el valor 1, 2 o 3; en estado de base, de hidrato o de solvato, en forma de isomeros cis/trans o de sus mezclas.
ARP070105529A 2006-12-12 2007-12-11 Derivados de 5- alquiloxi -indolin -2-ona- su preparacion y sus aplicaciones en terapeutica AR064225A1 (es)

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US5663431A (en) * 1992-01-30 1997-09-02 Sanofi 1-benzenesulfonyl-1,3-dihydro-indol-2-one derivatives, their preparation and pharmaceutical compositions in which they are present
FR2686878B1 (fr) * 1992-01-30 1995-06-30 Sanofi Elf Derives du n-sulfonyl oxo-2 indole, leur preparation, les compositions pharmaceutiques en contenant.
US5849780A (en) * 1992-01-30 1998-12-15 Sanofi 1-benzenesulfonyl-1-1,3-dihydroindol-2-one derivatives, their preparation and pharmaceutical compositions in which they are present
US5686624A (en) * 1992-01-30 1997-11-11 Sanofi 1-benzenesulfonyl-1,3-dihydro-indol-2-one derivatives, their preparation and pharmaceutical compositions in which they are present
US5726233A (en) * 1995-08-31 1998-03-10 Caterpillar Inc. Method for manufacturing a coating additive, an additive, and a paint formulation
FR2807038B1 (fr) * 2000-04-03 2002-08-16 Sanofi Synthelabo Nouveaux derives d'indolin-2-one, leur preparation et les compositions pharmaceutiques les contenant
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WO2006080574A1 (ja) * 2005-01-28 2006-08-03 Taisho Pharmaceutical Co., Ltd. １，３－ジヒドロ－２ｈ－インドール－２－オン化合物、及び芳香族複素環が縮合したピロリジン－２－オン化合物
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UY30782A1 (es) 2008-07-31
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FR2909668A1 (fr) 2008-06-13
FR2909668B1 (fr) 2009-01-23
JP5297386B2 (ja) 2013-09-25
US20100069384A1 (en) 2010-03-18
WO2008087278A3 (fr) 2008-09-18
CL2007003579A1 (es) 2008-04-11
ATE470659T1 (de) 2010-06-15
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