AR041191A1 - Ligandos del receptor vanilloide y su uso en tratamientos - Google Patents
Ligandos del receptor vanilloide y su uso en tratamientosInfo
- Publication number
- AR041191A1 AR041191A1 ARP030102863A ARP030102863A AR041191A1 AR 041191 A1 AR041191 A1 AR 041191A1 AR P030102863 A ARP030102863 A AR P030102863A AR P030102863 A ARP030102863 A AR P030102863A AR 041191 A1 AR041191 A1 AR 041191A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- substituted
- nrara
- substituents
- independently selected
- Prior art date
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- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/38—Nitrogen atoms
- C07D231/40—Acylated on said nitrogen atom
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- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/34—One oxygen atom
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Abstract
Compuestos y composiciones que los contienen, para el tratamiento del dolor agudo, inflamatorio y neuropático, dolor de dientes, dolor general de cabeza, migrana, dolor de cabeza concentrado, síndromes vasculares mixtos y no vasculares, dolor de cabeza por tensión, inflamación general, artritis, enfermedades reumáticas, osteoartritis, desórdenes inflamatorios intestinales, desórdenes inflamatorios de los ojos, desórdenes inflamatorios o inestables de la vejiga, soriasis, afecciones de la piel con características inflamatorias, condiciones inflamatorias crónicas, dolor inflamatorio y alodinia e hiperalgesia asociadas, dolor neuropático alodinia e hiperalgesia asociadas, dolor neuropático diabético, causalgia, dolor mantenido por simpatía, sindromes de diferenciación, asma, disfunción o dano de tejido epitelial, herpes simple, desórdenes de motilidad visceral en regiones respiratorias, genitourinarias, gastrointestinales o vasculares, heridas, quemaduras, reacciones dérmicas alérgicas, prurito, vitiligo, desórdenes gastrointestinales generales, ulceración gástrica, úlceras duodenales, diarrea, lesiones gástricas provocadas por agentes necrotizantes, crecimiento de pelo, rinitis alérgica o vasomotora, desórdenes bronquiales o desórdenes de la vejiga. Reivindicación 1: Un compuesto que tiene la estructura (1); o una de sus sales farmacéuticamente aceptables, donde J es O ó S; X es =N- o =C(R2)-; Y es =N- o =C(R3)-, donde al menos uno de X e Y no es =N-; n es, independientemente, en cada instancia, 0, 1 o 2. R1 es de fórmula (2) o R1 es un naftilo substituido por 0, 1, 2 ó 3 substituyentes que se seleccionan independientemente de R5; o R1 es Rb substituido por 1, 2 ó 3 substituyentes que se seleccionan independientemente de R5; R2 es, independientemente, en cada instancia, R10, alquilo C1-8 substituido por 0, 1 ó 2 substituyentes que se seleccionan de R10, -(CH2)nfenilo substituido por 0, 1, 2 ó 3 substituyentes que se seleccionan independientemente de R10, o un heterociclo saturado o insaturado de cadena cerrada de 5 o 6 miembros, que contiene 1, 2 ó 3 heteroátomos que se seleccionan independientemente de N, S, y O, donde no más de 2 de los miembros de la cadena cerrada son O o S, donde el heterociclo está optativamente fusionado con una cadena cerrada fenilo, y la cadena cerrada fenilo fusionada o el heterociclo es substituido por 0, 1, 2 ó 3 substituyentes que se seleccionan independientemente de R10; R3 es, independientemente, en cada instancia, H, halo, -NH2, -Nhalquilo C1-3, -N(alquilo C1-3)2, o alquilo C1-3; donde, cuando X es =C(R2)- e Y es =C(R3)-, al menos uno de R2 y R3 es diferente de H; R4 es de fórmula (3), o R4 es un heterocilo saturado o insaturado de cadena cerrada de 5 o 6 miembros, que contiene 1, 2 ó 3 átomos que se seleccionan de O, N y S que opcionalmente está fusionado en forma adyacente con un puente saturado o insaturado de 3 o 4 átomos, que contiene 0, 1, 2 o3 átomos que se seleccionan de O, N y S mientras que los átomos restantes son carbono, en la medida en que la combinación de los átomos de O y S no sea mayor que 2, donde los átomos de carbono del heterociclo y el puente son substituidos por 0, 1, 2 o 3 substituyentes que se seleccionan independientemente de Re, haloalquilo C1-4, halo, nitro, ciano, oxo, -ORf, -S(=O)nRe, -Ohaloalquilo C1-4, -Oalquilo C2-6NRaRf, -Oalquilo C2-6ORf, -Oalquilo C1-6C(=O)ORe, -NRaRf, -NRahaloalquilo C1-4, -NRaalquilo C2-6NRaRf, -NRaalquilo C2-6ORf, -C(=O)Re, -C(=O)Re, -OC(=O)Re, -C(=O)NraRf y -NRaC(=O)Re; y los átomos de carbono insaturados pueden estar adicionalmente substituidos por =O; y cualquier átomo de nitrógeno disponible en el heterociclo y en el puente es substituido por H, alquilo C1-6ORf, Re, -alquilo C1-6NraRf, -alquilo C1-3C(=O)Ore, -alquilo C1-6C(=O)NraRf, -alquilo C1-3OC(=O)Re, -alquilo C1-3NraC(=O)Re, -C(=O)Rc o -alquilo C1-3Rc; o bien R4 es naftilo substituido por 1, 2 o 3 substituyentes que se seleccionan independientemente de haloalquilo C1-4, halo, nitro, ciano, -S(=O)nRe, -Ohaloalquilo C1-4, -Oalquilo C2-6NRaRf, -Oalquilo C2-6ORf, -Oalquilo C1-6C(=O)ORe, -NRahaloalquilo C1-4, -NRaalquilo C2-6NRaRf, -NRaalquilo C2-6ORf, -C(=O)Re, -C(=O)Re, -OC(=O)Re, -C(=O)NraRf; pero en ninguna instancia es R4 3,5-ditrifluorometilfenilo, 3-trifluorometil-4-fluorofenilo, -fenilalquilo C1-8, -fenil-o-alquilo C1-6, -fenil-NraRa o -fenil-N(Ra)C(=O)(alquilo C1-8); R5 es, independientemente, en cada instancia, Rf, Rg, halo, nitro, ciano, -ORe, -ORg, -Oalquilo C2-6NRaRf, -Oalquilo C2-6ORf, -NRaRf, -NRaRg, -NRfC2 6alquiloNRaRf, -NRfalquilo C2-6ORf, naftilo,-CO2Re, -C(=O)Re, -C(=O)NRaRf, -C(=O)NRaRg, -NRfC(=O)Re, -NRfC(=O)Rg, -NRfC(=O)NRaRf, -NRfCO2Re, -alquilo C1-8ORf, -alquilo C1-6NRaRf, -S(=O)nRe, -S(=O)2NRaRf, -NRaS(=O)2Re y -OC(=O)NRaRf, una cadena cerrada fenilo substituida con 0, 1, 2 o 3 substituyentes que se seleccionan independientemente de R10; o bien R5 es un heterociclo saturado o insaturado de cadena cerrada de 5 a 6 miembros, que contiene 1, 2 o 3 átomos que se seleccionan de O, N y S substituido con 0, 1, 2 o 3 substituyentes que se seleccionan independientemente de R10; R6 es independientemente, en cada instancia, H, C1-5alquilo, haloalquilo C1-4, halo, -Oalquilo C1-6, -Ohaloalquilo C1-4, -Oalquilo C2-6NRaRa, -Oalquilo C2-6ORa, -NRaRa, -NRahaloalquilo C1-4, - NRaalquilo C2-6NRaRa o -NRaalquilo C2-6ORa, -alquilo C1-8ORa, -alquilo C1-6NRaRa, -S(alquilo C1-6), una cadena cerrada fenilo substituida con 1, 2, o 3 substituyentes que se seleccionan independientemente de R10; o R6 es un heterociclo saturado o insaturado de cadena cerrada de 5 o 6 miembros que contiene 1, 2 o 3 átomos que se seleccionan de O, N y S substituido con 0, 1, 2, o 3 substituyentes que se seleccionan independientemente de R10; R7 es independientemente, en cada instancia, H, alquilo C1-8, haloalquilo C1-4, halo, ciano, -Oalquilo C1-6, -Ohaloalquilo C1-4, -Oalquilo C2-6NRaRa, -Oalquilo C2-6ORa, -NRaRa, -NRahaloalquilo C1-4, -NRaalquilo C2-6NRaRa, -NRaalquilo C2-6ORa, -alquilo C1-8ORa, -alquilo C1-6NRaRa o -S(alquilo C1-6); o es un heterociclo saturado o insaturado de cadena cerrada de 4 o 5 miembros, que contiene un único átomo de nitrógeno, donde la cadena cerrada es substituida con 0, 1 o 2 substituyentes que se seleccionan independientemente de halo, C1-2haloalquilo y alquilo C1-3; R8 es independientemente, en cada instancia, H, C1-5alquilo, haloalquilo C1-4, halo, -Oalquilo C1-6, -Ohaloalquilo C1-4, -Oalquilo C2-6NRaRa, -Oalquilo C2-6ORa, -NRaRa, - NRahaloalquilo C1-4, -NRaalquilo C2-6NRaRa, -NRaalquilo C2-6ORa, -alquilo C1-8ORa, -alquilo C1-6NRaRa, -S(alquilo C1-6), una cadena cerrada fenilo substituida con 1, 2, o 3 substituyentes que se seleccionan independientemente de R10, o bien R8 es un heterociclo saturado o insaturado de cadena cerrada de 5 o 6 miembros que contiene 1, 2 o 3 átomos que se seleccionan de O, N y S substituido con 0,1, 2, o 3 substituyentes que se seleccionan independientemente de R10; R9 es independientemente,en cada instancia, Rf, Rg, halo, nitro, ciano, -ORe, -ORg, -Oalquilo C2-6NRaRf, -Oalquilo C2-6ORf, -NRaRf, -NRaRg, -NRfalquilo C2-6NRaRf, - NRfalquilo C2-6ORf, naftilo,-CO2Re, -OC(=O)Re, -C(=O)Re, -C(=O)NRaRf, -C(=O)NRaRg, -NRfC(=O)Re, -NRfC(=O)Rg, -NRfC(=O)NRaRf, -NRfCO2Re, -alquilo C1-8ORf, -alquilo C1-6NRaRf, -S(=O)nRe, -S(=O)2NRaRf, -NRaS(=O)2Re, -OC(=O)NRaRf, una cadena cerrada fenilo substituida con 1, 2, o 3 substituyentes que se seleccionan independientemente de R10, o bien R9 es un heterociclo saturado o insaturado de cadena cerrada de 5 o 6 miembros que contiene 1, 2 o 3 átomos que se seleccionan de O, N y S substituido con 0,1, 2, o 3 substituyentes que se seleccionan independientemente de R10; o bien R9 es un heterociclo saturado o insaturado de cadena cerrada de 4 o 5 miembros que contiene un único átomo de nitrógeno, donde la cadena cerrada está substituida con 1, 2 o 3 substituyentes que se seleccionan independientemente de halo, haloalquilo C1-2 y alquilo C1-3; donde al menos uno de R5, R6, R7, R8 y R9 es alquilo C1-8, haloalquilo C1-4, halo, -Ohaloalquilo C1-4, -Oalquilo C2-6NRaRa, -Oalquilo C2-6ORa, -NRahaloalquilo C1-4, -NRaalquilo C2-6NRaRa, -NRaalquilo C2-6ORa, -alquilo C1-8ORa, -alquilo C1-6NRaRa o -S(alquilo C1-6);R10 independientemente, en cada instancia, se selecciona de H, alquilo C1-8, haloalquilo C1-4, halo, ciano, nitro, -C(=O)(alquilo C1-8), -C(=O)O(alquilo C1-8), -C(=O)NraRa, -C(NRa)NraRa, -Ora, -OC(=O)(alquilo C1-8), -OC(=O)NraRa, -OC(=O)N(Ra)S(=O)2(alquilo C1-8), -Oalquilo C2-6NraRa, -Oalquilo C2-6Ora, -SRa, -S(=O)(alquilo C1-8), -S(=O)2(alquilo C1-8), -S(=O)2NraRa, -S(=O)2NraC(=O)(alquilo C1-8), -S(=O)2NraC(=O)O(alquilo C1-8), -S(=O)2NraC(=O) NraRa, -NraRa, -N(ra)C(=O)(alquilo C1-8), -N(ra)C(=O)O(alquilo C1-8), -N(ra)C(=O)NraRa, -N(ra)C(=Nra)NraRa, -N(ra)S(=O)2(alquilo C1-8), -N(ra)S(=O)2NraRa, -NRaalquilo C2-6NraRa y -NRaalquilo C2-6ORa; o R10 es una cadena cerrada saturada o insaturada monocíclica de 5, 6 o 7 miembros o bicíclica de 6, 7, 8, 9, 10 u 11-miembros que contiene 1, 2 o 3 átomos que se seleccionan de O, N y S, donde hay no más de 2 átomos de N, y donde la cadena cerrada está fusionada con 0 o 1 grupo benzo y 0 o 1 cadena cerrada heterocíclica, saturada o insaturada, de 5, 6 o 7 miembros que contiene 1, 2 o 3 átomos que se seleccionan de O, N y S; donde los átomos de carbono de la cadena cerrada son substituidos por 0, 1 o 2 grupos oxo, donde la cadena cerrada es substituida por 1, 2 o 3 grupos que se seleccionan de alquilo C1-8, haloalquilo C1-4, halo, ciano, nitro, -C(=O)(alquilo C1-8), -C(=O)O(alquilo C1-8), -C(=O)NraRa, -C(NRa)NraRa, -Ora, -OC(=O)(alquilo C1-8), -OC(=O)NraRa, -OC(=O)N(Ra)S(=O)2(alquilo C1-8), -Oalquilo C2-6NraRa, -Oalquilo C2-6Ora, -SRa, -S(=O)(alquilo C1-8), -S(=O)2(alquilo C1-8), -S(=O)2NraRa, -S(=O)2NraC(=O)(alquilo C1-8), -S(=O)2NraC(=O)O(alquilo C1-8), -S(=O)2NraC(=O)NraRa, -NraRa, -N(ra)C(=O)(alquilo C1-8), -N(ra)C(=O)O(alquilo C1-8), -N(ra)C(=O)NraRa, -N(ra)C(=Nra)NraRa, -N
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2003
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- 2003-08-08 EA EA200500168A patent/EA010380B1/ru not_active IP Right Cessation
- 2003-08-08 EP EP06008555A patent/EP1717220A3/en not_active Withdrawn
- 2003-08-08 KR KR1020057001929A patent/KR20050055694A/ko not_active Application Discontinuation
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- 2003-08-08 AU AU2003264047A patent/AU2003264047B2/en not_active Ceased
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2005
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NZ537952A (en) | 2008-04-30 |
CA2493667A1 (en) | 2004-02-19 |
TW200410945A (en) | 2004-07-01 |
IL166396A0 (en) | 2006-01-15 |
BR0313255A (pt) | 2005-07-12 |
PL376372A1 (en) | 2005-12-27 |
CN1694873A (zh) | 2005-11-09 |
EA200500168A1 (ru) | 2005-08-25 |
US7332511B2 (en) | 2008-02-19 |
JP2006504670A (ja) | 2006-02-09 |
CA2493667C (en) | 2010-04-27 |
EP2270006A1 (en) | 2011-01-05 |
NO20051193L (no) | 2005-05-04 |
ZA200501332B (en) | 2007-04-25 |
KR20050055694A (ko) | 2005-06-13 |
AU2003264047A1 (en) | 2004-02-25 |
US20050272777A1 (en) | 2005-12-08 |
WO2004014871A1 (en) | 2004-02-19 |
JP4555082B2 (ja) | 2010-09-29 |
AU2003264047B2 (en) | 2008-06-26 |
WO2004014871A8 (en) | 2005-04-07 |
EP1717220A3 (en) | 2007-08-22 |
US20050277631A1 (en) | 2005-12-15 |
AU2008202517A1 (en) | 2008-06-26 |
US20040082780A1 (en) | 2004-04-29 |
EP1717220A2 (en) | 2006-11-02 |
MXPA05001456A (es) | 2005-06-06 |
EP1546116A1 (en) | 2005-06-29 |
EA010380B1 (ru) | 2008-08-29 |
RS20050161A (en) | 2007-09-21 |
US7144888B2 (en) | 2006-12-05 |
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