AR058985A1 - Diaril piperidinas como moduladores de cb1. - Google Patents
Diaril piperidinas como moduladores de cb1.Info
- Publication number
- AR058985A1 AR058985A1 ARP070100120A ARP070100120A AR058985A1 AR 058985 A1 AR058985 A1 AR 058985A1 AR P070100120 A ARP070100120 A AR P070100120A AR P070100120 A ARP070100120 A AR P070100120A AR 058985 A1 AR058985 A1 AR 058985A1
- Authority
- AR
- Argentina
- Prior art keywords
- substituted
- groups
- aryl
- unsubstituted
- alkyl
- Prior art date
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- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
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- C07D211/20—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
- C07D211/22—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by oxygen atoms
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Abstract
Son utiles para tratar enfermedades, trastornos o afecciones tales como síndrome metabolico (por ej., obesidad, circunferencia de la cintura, perfil de lípidos y sensibilidad a la insulina), trastornos neuroinflamatorios, trastornos cognitivos, psicosis, comportamiento adictivo, trastornos gastrointestinales y afecciones cardiovasculares. Reivindicacion 1: Un compuesto de formula (1) o una sal, solvato o éster aceptable para uso farmacéutico del mismo, donde: A es -CH2- o -C(O)-; R1 se selecciona del grupo que consiste en H, -N(R4)(R5), heterociclilo no sustituido, heterociclilo sustituido con uno o más grupos X, -N3 y -O-R7; R2 se selecciona del grupo que consiste en H, -(C(R6)2)p-arilo, cicloalquilalquilo, cicloalquilalquilo sustituido con Z, -(C(R6)2)q-heterociclilo, -(C(R6)2)p-S(O)2-heterociclilo y -C(R6)2-O-R7, donde la porcion arilo de dicho -C(R6)2-arilo de R2 es no sustituida o está sustituida con uno o más grupos Y, donde la porcion heterociclilo de dicho - (C(R6)2)p-S(O)2-heterociclilo de R2 es no sustituida o está sustituida con uno o más grupos X, donde la porcion heterociclilo de dicho -(C(R6)2)g-heterociclilo de R2 es no sustituida o está sustituida con uno o más grupos X; R3 se selecciona del grupo que consiste en H, -C(R6)2-arilo, -C(R6)2-O-R7, -(C( R6)2)q-C(O)N(R12)2, -(C(R6)2)p-N(R9)-C(O)-(C( R6)2)q-R16, -(C(R6)2)q-S(O)2-N-(R9)-(C(R6)2)q-R15, -(C(R6)2)q-N(R9)-S(O)2-(C(R6)2)q-R15,y -C(R6)2)q-N(R8)2, donde la porcion arilo de dicho - C(R6)2-arilo de R3 es no sustituida o está sustituida con uno o más grupos Y; con las siguientes salvedades independientes:(i) al menos uno de R1, R2 y R3 no es H; (ii) cuando R1 es -OH, al menos uno de R2 y R3 no es H; y (iii) cuando A es -C(O)- , al menos uno de R2 y R3 no es H; o, R2 y R3 junto con el átomo de carbono anular al que se encuentran unidos forman un anillo heterociclilo no sustituido o un anillo heterociclilo sustituido con uno o más grupos X; R4 se selecciona del grupo que consiste en H, -C(O)-alquilo y alquilo; R5 se selecciona del grupo que consiste en -(C(R6)2)m-G, -S(O)2-alquilo, -S(O)2-cicloalquilo, alquilo, -S(O)-cicloalquilo, -C(O)-cicloalquilo, -S(O)2-arilo, S(O)2-(C(R6)2)m-arilo, -S(O)2-heteroarilo, -C(O)- alquilo, -C(O)-arilo, -C(O)-O-alquilo, -C(O)-O-arilo, -C(O)-(C(R6)2)m-arilo, -C(O)-cicloalquilen arilo, -C(O)-heteroarilo, -C(O)-heteroarilalquilo, -C(O)-(C(R6)2)m-O-arilo, -C(O)-(cicloalquilo benzofusionado), -S(O)2-(heterociclilo benzofusionado), C(O)-N(R9)-(C(R6)2)m-arilo, -C(O)-N(R9)-arilo, cicloalquilo, cicloalquilo benzofusionado, arilo no sustituido, arilo sustituido con uno o más grupos Y, heterociclilo no sustituido, y heterociclilo sustituido con uno o más grupos X, donde la porcion arilo o heteroarilo de dicho -S(O)2-arilo, -S(O)2-(C(R6)2)m- arilo, -S(O)2-heteroarilo, -C(O)-arilo, -C(O)-(C(R6)2)m-arilo, -C(O)-cicloalquilen arilo, -C(O)-heteroarilo, -C(O)-(C(R6)2)m-O-arilo, C(O)-N(R9)(C(R6)2)m-arilo o -C(O)- N(R9)-arilo de R5 es no sustituida o está sustituida con uno o más grupos Y; donde la porcion heterociclilo de -S(O)2-(heterociclilo benzofusionado) arilo de R5 es no sustituida o está sustituida con uno o más grupos X; cada R6 se selecciona en forma independiente del grupo que consiste en H y alquilo; R7 se selecciona del grupo que consiste en H, alquilo, heteroarilo no sustituido y heteroarilo sustituido con uno o más grupos Y, arilo no sustituido, y arilo sustituido con uno o más grupos Y; cada R8 se selecciona en forma independiente del grupo que consiste en H, alquilo, arilalquilo, heteroarilalquilo, arilo no sustituido, heteroarilo no sustituido, -C(O)-alquilo, -C(O)-arilo, -C(O)-cicloalquilo, -C(O)N(R9)2, -S(O)2-arilo, - S(O)2-heteroarilo, -SO2N(R9)2, -S(O)2-cicloalquilo, arilo y heteroarilo sustituido con uno o más grupos Y, y -S(O)2-alquilo, donde la porcion arilo de dicho arilalquilo, -C(O)-arilo o -S(O)2-arilo y la porcion heteroarilo de dicho heteroarilalquilo, -S(O)2-heteroarilo de R8 es no sustituida o está sustituida con uno o más grupos Y, donde la porcion alquilo de dicho arilalquilo y heteroarilalquilo es no sustituida o está sustituida con uno o más grupos X con la salvedad que el grupo X sustituido en dichas porciones alquilo NO sea Cbz o Boc; cada R9 se selecciona en forma independiente del grupo que consiste en H, alquilo, haloalquilo, hidroxialquilo, cicloalquilo, arilo no sustituido y heteroarilo no sustituido; cada R12 se selecciona en forma independiente del grupo que consiste en H, alquilo, cicloalquilalquilo, -(C(R6)2)q-C(O)R13, benzoheterociclilo, benzocicloalquilo, -(C(R6)2)q-N(R9)-C(O)R13 , (C(R6)2)q-N(R14)2, arilaIquilo, heteroarilalquilo, HO- alquil-, alquil-O-, aril-O-, Y-alquilenil-O-, W-O-alquilenilo, heterociclilalquilo, cicloalquilo no sustituido, cicloalquilo sustituido con uno o más grupos X, heterociclilo no sustituido, heterociclilo sustituido con uno o más grupos X, heteroarilo no sustituido, heteroarilo sustituido con uno o más grupos Y, arilo no sustituido y arilo sustituido con uno o más grupos Y, y donde la porcion arilo y heteroarilo de dicho arilalquilo y heteroarilalquilo es no sustituida o está sustituida con uno o más grupos Y, donde la porcion alquilo de dicho cicloalquilalquilo, arilalquilo y heteroarilalquilo es no sustituida o está sustituida con uno o más grupos X, con la salvedad de que el grupo X sustituido en dichas porciones de alquilo NO sea Cbz o Boc, donde el cicloalquilo de dicho cicloalquilalquilo es no sustituido o está sustituido con uno o más grupos X, donde la porcion benzo de dicho benzoheterociclilo puede estar sustituida en forma opcional con uno o más grupos Y, y la porcion heterociclilo de benzoheterociclilo puede estar sustituida en forma opcional con uno o más grupos X, donde la porcion benzo de dicho benzocicloalquilo puede estar sustituida en forma opcional con uno o más grupos Y, y la porcion cicloalquilo de benzocicloalquilo puede estar sustituida en forma opcional con uno o más grupos X; con las siguientes salvedades que para -N(R14)2 de R12, los dos grupos R14, con el átomo de nitrogeno del anillo al que se ven unidos, forman un anillo heterociclilo no sustituido o un anillo heterociclilo sustituido con uno o más grupos X; cada R13 se selecciona en forma independiente del grupo que consiste en H, alquilo, cicloalquilalquilo, arilalquilo, heteroarilalquilo, HO-alquil-, alquil-O-, aril-O-, cicloalquilo no sustituido, cicloalquilo sustituido con uno o más grupos X, heterociclilo no sustituido, heterociclilo sustituido con uno o más grupos X, heteroarilo no sustituido, heteroarilo sustituido con uno o más grupos Y, arilo no sustituido y arilo sustituido con uno o más grupos Y; donde la porcion arilo y heteroarilo de dicho arilalquilo y heteroarilalquilo es no sustituida o está sustituida con uno o más grupos Y, donde la porcion alquilo de dicho cicloalquilalquilo, arilalquilo y heteroarilalquilo es no sustituida o está sustituida con uno o más grupos X con la salvedad de que el grupo X sustituido en dicha porcion alquilo NO sea Cbz o Boc, donde el cicloalquilo de dicho cicloalquilalquilo es no sustituido o está sustituido con uno o más grupos X; cada R14 se selecciona en forma independiente del grupo que consiste en H, Boc, alquilo no sustituido, alquilo sustituido con uno o más grupos X, cicloalquilo no sustituido, cicloalquilo sustituido con uno o más grupos Y, arilo no sustituido, arilo sustituido con uno o más grupos Y, heterociclilo, heteroarilo no sustituido, heteroarilo sustituido con uno o más grupos Y; cada R15 se selecciona en forma independiente del grupo que consiste en H, alquilo, - N(R4)(R5), (C(R6)2)q-N(R14)2, alquilenil-CF3, -CF3, cicloalquilalquilo, cicloalquilo no sustituido, cicloalquilo sustituido con uno o más grupos X, heterociclilo no sustituido, heterociclilo sustituido con uno o más grupos X, benzoheterociclilo, benzocicloalquilo, heteroarilo no sustituido, heteroarilo no sustituido con uno o más grupos Y, arilo no sustituido y arilo sustituido con uno o más grupos Y, donde la porcion alquilo de dicho cicloalquilalquilo es no sustituida o está sustituida con uno o más grupos X, con la salvedad de que el grupo X sustituido en dicha porcion alquilo NO sea Cbz o Boc, donde el cicloalquilo de dicho cicloalquilalquilo es no sustituido o está sustituido con uno o más grupos X, donde la porcion benzo de dicho benzoheterociclilo puede estar sustituida en forma opcional con uno o más grupos Y y la porcion heterociclilo de benzoheterociclilo puede estar sustituida en forma opcional con uno o más grupos X, donde la porcion benzo de dicho benzocicloalquilo puede estar sustituida en forma opcional con uno o más grupos Y y la porcion cicloalquilo de benzocicloalquilo puede estar sustituida en forma opcional con uno o más grupos X; cada R16 se selecciona en forma independiente del grupo que consiste en H, alquilo, cicloalquilalquilo, -(C(R6)2)p-C(O)R13, -(C(R6)2)p-N(R9)-C(O)R13, -(C(R6)2)p-N(R14)2, arilalquilo, heteroarilalquilo, HO-alquil-, alquil-O-, aril-O-, cicloalquilo no sustituido, cicloalquilo sustituido con uno o más grupos X, heterociclilo no sustituido, heterociclilo sustituido con uno o más grupos X, heteroarilo no sustituido, heteroarilo sustituido con uno o más grupos Y, arilo no sustituido y arilo sustituido con uno o más grupos Y, y donde la porcion arilo y heteroarilo de dicho arilalquilo y heteroarilalquilo es no sustituida o está sustituida con uno o más grupos Y, donde la porcion alquilo de dicho cicloalquilalquilo, arilalquilo y heteroarilalquilo es no sustituida o está sustituida con uno o más grupos X, con la salvedad de que el grupo X sustituido en dicha porcion alquilo NO sea Cbz o Boc, donde el cicloalquilo de dicho cicloalquilalquilo es no sustituido o está sustituido con uno o más grupos X, para -N(R14)2, los dos grupos R14, con el átomo de nitrogeno del anillo al que se encuentran unidos, forman un anillo heterociclilo no sustituido o un anillo heterociclilo sustituido con uno o más grupos X; G se seleccion
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JP2010523540A (ja) * | 2007-04-03 | 2010-07-15 | ファイザー・インク | スルホンアミドおよびその医薬組成物 |
US20100197564A1 (en) * | 2007-04-19 | 2010-08-05 | Schering Corporation | Diaryl morpholines as cb1 modulators |
RU2010102478A (ru) * | 2007-06-28 | 2011-08-10 | Интэрвэт Интэрнэшнл Б.Ф. (NL) | Замещенные пиперазины как антагонисты св1 |
WO2009005671A2 (en) * | 2007-06-28 | 2009-01-08 | Schering Corporation | Substituted piperazines as cb1 antagonists |
EP2025674A1 (de) | 2007-08-15 | 2009-02-18 | sanofi-aventis | Substituierte Tetrahydronaphthaline, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
MX2010004929A (es) | 2007-11-05 | 2010-05-27 | Novartis Ag | Derivados de 4-bencil-amino-1-carboxi-acil-piperidina como inhibidores de proteina de transferencia de colesterol-ester (cetp) utiles para el tratamiento de enfermedades tales como hiperlipidemia o arteriosclerosis. |
AR072707A1 (es) | 2008-07-09 | 2010-09-15 | Sanofi Aventis | Compuestos heterociclicos, procesos para su preparacion, medicamentos que comprenden estos compuestos y el uso de los mismos |
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WO2011023754A1 (en) | 2009-08-26 | 2011-03-03 | Sanofi-Aventis | Novel crystalline heteroaromatic fluoroglycoside hydrates, pharmaceuticals comprising these compounds and their use |
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EP2683699B1 (de) | 2011-03-08 | 2015-06-24 | Sanofi | Di- und trisubstituierte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
US8828994B2 (en) | 2011-03-08 | 2014-09-09 | Sanofi | Di- and tri-substituted oxathiazine derivatives, method for the production thereof, use thereof as medicine and drug containing said derivatives and use thereof |
US8901114B2 (en) | 2011-03-08 | 2014-12-02 | Sanofi | Oxathiazine derivatives substituted with carbocycles or heterocycles, method for producing same, drugs containing said compounds, and use thereof |
US8871758B2 (en) | 2011-03-08 | 2014-10-28 | Sanofi | Tetrasubstituted oxathiazine derivatives, method for producing them, their use as medicine and drug containing said derivatives and the use thereof |
EP2683704B1 (de) | 2011-03-08 | 2014-12-17 | Sanofi | Verzweigte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
PL2771003T3 (pl) | 2011-10-28 | 2017-10-31 | Lumena Pharmaceuticals Llc | Inhibitory ponownego wykorzystania kwasów żółciowych do leczenia pediatrycznych cholestatycznych chorób wątroby |
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US20070203183A1 (en) | 2007-08-30 |
WO2007084319A3 (en) | 2007-09-20 |
WO2007084319A2 (en) | 2007-07-26 |
MX2008009060A (es) | 2008-09-26 |
CA2637057A1 (en) | 2007-07-26 |
EP1987000A2 (en) | 2008-11-05 |
TW201031636A (en) | 2010-09-01 |
TW200738633A (en) | 2007-10-16 |
JP2009525954A (ja) | 2009-07-16 |
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