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AR038703A1 - Derivados de 5-feniltiazol y uso como inhibidor de quinasa p i 3 - Google Patents

Derivados de 5-feniltiazol y uso como inhibidor de quinasa p i 3

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Publication number
AR038703A1
AR038703A1 ARP030100626A ARP030100626A AR038703A1 AR 038703 A1 AR038703 A1 AR 038703A1 AR P030100626 A ARP030100626 A AR P030100626A AR P030100626 A ARP030100626 A AR P030100626A AR 038703 A1 AR038703 A1 AR 038703A1
Authority
AR
Argentina
Prior art keywords
carbon atoms
alkyl
optionally substituted
hydroxyl
amino
Prior art date
Application number
ARP030100626A
Other languages
English (en)
Original Assignee
Novartis Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=27767104&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR038703(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from GB0204765A external-priority patent/GB0204765D0/en
Priority claimed from GB0229626A external-priority patent/GB0229626D0/en
Application filed by Novartis Ag filed Critical Novartis Ag
Publication of AR038703A1 publication Critical patent/AR038703A1/es

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    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole 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
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    • C07D277/38—Nitrogen atoms
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Abstract

Los compuestos son útiles para el tratamiento de enfermedades mediadas por fosfatidilinositol-3-cinasa. También se describen composiciones farmacéuticas que contienen a los compuestos, y procesos para preparar los compuestos. Reivindicación 1: Un compuesto de fórmula (1), en forma libre o de sal, en donde: R1 es hidrógeno o aminocarbonilo opcionalmente sustituido por nitrilo, ó R1 es alquilo de 1 a 8 átomos de carbono-carbonilo, o alquilo de 1 a 8 átomos de carbono-aminocarbonilo, cualquiera de los cuales está opcionalmente sustituido por halógeno, hidroxilo, amino, alquilo de 1 a 8 átomos de carbono-amino, di(alquilo de 1 a 8 átomos de carbono)amino, carboxilo, alcoxilo de 1 a 8 átomos de carbono-carbonilo, nitrilo, fenilo, haloalquilo de 1 a 8 átomos de carbono, o por alquilo de 1 a 8 átomos de carbono opcionalmente sustituido por hidroxilo, ó R1 es alquilo de 1 a 8 átomos de carbono-carbonilo, o alquilo de 1 a 8 átomos de carbono-aminocarbonilo, cualquiera de los cuales está opcionalmente sustituido por cicloalquilo de 3 a 8 átomos de carbono opcionalmente sustituido por hidroxilo, ó R1 es alquilo de 1 a 8 átomos de carbono-carbonilo, o alquilo de 1 a 8 átomos de carbono-aminocarbonilo, cualquiera de los cuales está opcionalmente sustituido por alcoxilo de 1 a 8 átomos de carbono opcionalmente sustituido por hidroxilo, ó R1 es alquilo de 1 a 8 átomos de carbono-carbonilo, o alquilo de 1 a 8 átomos de carbono-aminocarbonilo, cualquiera de los cuales está opcionalmente sustituido por alcoxilo de 1 a 8 átomos de carbono opcionalmente sustituido por hidroxilo, ó R1 es alquilo de 1 a 8 átomos de carbono-carbonilo, o alquilo de 1 a 8 átomos de carbono-aminocarbonilo, cualquiera de los cuales está opcionalmente sustituido por fenilo opcionalmente sustituido por hidroxilo o alquilo de 1 a 8 átomos de carbono, ó R1 es alquilo de 1 a 8 átomos de carbono-carbonilo, o alquilo de 1 a 8 átomos de carbono-aminocarbonilo, cualquiera de los cuales está opcionalmente sustituido por un anillo heterocíclico de 5 ó 6 miembros que tiene uno o más heteroátomos del anillo seleccionados a partir del grupo que consiste en oxígeno, nitrógeno, y azufre, estando este anillo opcionalmente sustituido por hidroxilo, alquilo de 1 a 8 átomos de carbono, o alcoxilo de 1 a 8 átomos de carbono, ó R1 es -(C=O)-(NH)a-Het, en donde a es 0 ó 1, y Het denota un anillo heterocíclico de 4, 5, ó 6 miembros, que tiene uno o más heteroátomos del anillo seleccionados a partir del grupo que consiste en oxígeno, nitrógeno, y azufre, estando este anillo opcionalmente sustituido por hidroxilo, alquilo de 1 a 8 átomos de carbono, alcoxilo de 1 a 8 átomos de carbono, o por un anillo heterocíclico de 5 ó 6 miembros que tiene uno o más heteroátomos del anillo seleccionados a partir del grupo que consiste en oxígeno, nitrógeno, y azufre, ó R1 es -(C=O)-(NH)b-T, en donde b es 0 ó 1, y T denota cicloalquilo de 3 a 8 átomos de carbono, o fenilo, cualquiera de los cuales está opcionalmente sustituido por hidroxilo, alquilo de 1 a 8 átomos de carbono, alcoxilo de 1 a 8 átomos de carbono, o por alquilo de 1 a 8 átomos de carbono sustituido por hidroxilo, R2 es alquilo de 1 a 3 átomos de carbono, ó halógeno; uno de R3 y R4 es R6, y el otro es R7; R5 es hidrógeno o halógeno; R6 es hidrógeno, hidroxilo, amino, -SOR8, -SO2R8, -SO2NH2, -SO2NR9R10, -COR8, -CONHR8, -NHSO2R8, nitrilo, carboxilo, -OR8, ó haloalquilo de 1 a 8 átomos de carbono; R7 es hidrógeno, R11, -OR11, halógeno, carboxilo, -SO2R8, nitrilo o haloalquilo de 1 a 8 átomos de carbono, o, cuando R4 es R7, R7 también puede ser -NR12R13, R14, u OR14; R8 y R11 son independientemente alquilo de 1 a 8 átomos de carbono o cicloalquilo de 3 a 8 átomos de carbono, opcionalmente sustituido por halógeno, hidroxilo, alcoxilo de 1 a 8 átomos ce carbono, nitrilo, amino, alquilo de 1 a 8 átomos de carbono-amino, ó di(alquilo de 1 a 8 átomos de carbono)amino; R9 es alquilo de 1 a 8 átomos de carbono o cicloalquilo de 3 a 8 átomos de carbono, opcionalmente sustituido por hidroxilo, alcoxilo de 1 a 8 átomos de carbono de nitrilo, amino, alquilo de 1 a 8 átomos de carbono-amino, di(alquilo de 1 a 8 átomos de carbono)amino, o un anillo heterocíclico de 5 ó 6 miembros que tiene uno o más heteroátomos del anillo seleccionados a partir del grupo que consiste en oxígeno, nitrógeno, y azufre, estando este anillo opcionalmente sustituido por alquilo de 1 a 8 átomos de carbono, y R10 es hidrógeno o alquilo de 1 a 8 átomos de carbono; o R9 y R10, junto con el átomo de nitrógeno con el que están unidos, forman un anillo heterocíclico de 5 ó 6 miembros que contiene uno o más heteroátomos adicionales seleccionados a partir del grupo que consiste en oxígeno, nitrógeno y azufre, estando este anillo opcionalmente sustituido por alquilo de 1 a 8 átomos de carbono; R12 es alquilo de 1 a 8 átomos de carbono o cicloalquilo de 3 a 8 átomos de carbono opcionalmente sustituido por hidroxilo, amino, alquilo de 1 a 8 átomos de carbono-amino, o di(alquilo de 1 a 8 átomos de carbono)amino, y R13 es hidrógeno o alquilo de 1 a 8 átomos de carbono; ó R12 y R13, junto con el átomo de nitrógeno con el que están unidos, forman un anillo heterocíclico de 5 ó 6 miembros que contiene uno o más heteroátomos adicionales seleccionados a partir del grupo que consiste en oxígeno, nitrógeno, y azufre, estando este anilo opcionalmente sustituido por alquilo de 1 a 8 átomos de carbono; y R14 es alquilo de 1 a 8 átomos de carbono opcionalmente sustituido por hidroxilo ó -NR12R13.
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