AR071908A1 - Compuesto triazina, composiciones que lo comprenden, metodo para elaborar el compuesto y metodo para tratar un trastorno de tipo cancerigeno - Google Patents

Compuesto triazina, composiciones que lo comprenden, metodo para elaborar el compuesto y metodo para tratar un trastorno de tipo cancerigeno

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Publication number
AR071908A1
AR071908A1 ARP090101878A ARP090101878A AR071908A1 AR 071908 A1 AR071908 A1 AR 071908A1 AR P090101878 A ARP090101878 A AR P090101878A AR P090101878 A ARP090101878 A AR P090101878A AR 071908 A1 AR071908 A1 AR 071908A1
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AR
Argentina
Prior art keywords
alkyl
optionally substituted
heterocyclyl
amino
membered
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ARP090101878A
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English (en)
Inventor
Ariamala Gopalsamy
Kevin J Curran
Santos Osvaldo Dos
Zecheng Chen
Aranapakam Venkatesan
Mengxiao Shi
Tarek S Mansour
J Verheijen
Semiramis Ayral-Kaloustian
Arie Zask
Joshua Aaron Kaplan
David James Richard
Los Santos Efren Guillermo De
Christoph M Dehnhardt
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Wyeth Corp
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Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=40911929&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR071908(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Wyeth Corp filed Critical Wyeth Corp
Publication of AR071908A1 publication Critical patent/AR071908A1/es

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Abstract

Estos compuestos inhiben la quinasa PI3 y mTOR, y se pueden utilizar para tratar enfermedades mediadas por quinasa PI3 e y mTOR, tal como una variedad de c nceres. Y metodos para elaborar y utilizar los compuestos de esta solicitud y composiciones que contienen los compuestos de esta solicitud. Reivindicacion 1: Un compuesto de la formula 1 caracterizado porque: R1es como en formulas (2) o (3) en donde R6, R7, R8, R9 son cada uno independientemente seleccionados del grupo que consiste de un  tomo de hidrogeno, y un alquilo C1-6 opcionalmente sustituido con alquenilo C2-6, alcadienilo C4-6, alquinilo C2-6 o alcadiinilo C4-6, o uno de R6 y R7 o R8 y R9, junto con los  tomos de carbono a los cuales ellos se adhieren forman un anillo saturado o insaturado de 5-8 miembros opcionalmente sustituido conteniendo 0, 1 o 2  tomos independientemente seleccionados de O, NH y S; la l¡nea intermitente ------- representa un segundo enlace opcional; R2 es arilo C6-14 opcionalmente sustituido-NH-COR3, heteroarilo C1-9 opcionalmente sustituido-NH-COR3, -CH=CH-arilo C6-10-NH-COR3 o -CH=CH-heteroarilo C1-9-NH-COR3; R3 es OR5, NR5R5 o NHR5; R5 se selecciona independientemente del grupo que consiste de alquilo C1-6, alquenilo C3-6, alquinilo C3-6, arilo C6-10 opcionalmente sustituido, haloalquilo C1-6, heteroarilo C1-9 opcionalmente sustituido, hidroxialquilo C1-6, cicloalquilo C3-10 saturado o C3-10 mono o bic¡clico insaturado opcionalmente sustituido con OH, NR11R11 o heterociclilo C1-6 de 3-7 miembros, y heterociclilo C1-9 mono o bic¡clico saturado o insaturado de 3-10 miembros; con la condicion que anillos cicloalquilo y heterociclilo de tres miembros son saturados; o dos grupos R5 tomados juntos con el  tomo de nitrogeno al cual ellos se adhieren para formar un sistema de anillo de 3 a 8 miembros opcionalmente sustituido con alquilo C1-6, cuyo sistema de anillo es saturado o insaturado y tiene, en adicion a dicho  tomo de nitrogeno, 0 a 2 hetero tomos miembros del anillo seleccionados de O, S, S(O), S(O)2 y NR10; R10 se selecciona del grupo que consiste de H, alquilo C1-6, -SO2(alquilo C1-6), -COO(alquilo C1-6), -CONH(alquilo C1-6), -CON(alquilo C1-6)2, -CO(alquilo C1-6), y -SO2NHR11; R11 se selecciona del grupo que consiste de H, alquilo C1-6 opcionalmente sustituido con OH, NR11R11 o a heterociclilo C1-6 de 3-7 miembros, -CO(alquilo C1-6), arilo C6-10 opcionalmente sustituido, y heteroarilo C1-9 opcionalmente sustituido; R4 se selecciona del grupo que consiste de: a) alquilo C1-6 opcionalmente sustituido con: i) heterociclilo C1-9 de 3-10 miembros opcionalmente sustituido con alquilo C1-6-, ii) H2N-, iii) (alquilo C1-6)NH-, iv) (alquilo C1-6)2N-, y) NH(CH2)aN(alquilo C-16)2 en donde a es 2, 3 o 4, y vi) CHO, b) alquenilo C3-6, c) alquinilo C3-6, d) -O-alquilo C1-8 opcionalmente sustituido con -O-alquilo C1-8, e) -O-alquenilo C3-8, f) -O-alquinilo C3-8, g) cicloalquilo C3-8 mono o bic¡clico saturado o insaturado; y -h) -O-cicloalquilo C3-12 mono o bic¡clico saturado o insaturado, todos los anteriores opcionalmente sustituidos con OH, NR11R11 o un heterociclilo C1-6 de 3-7 miembros opcionalmente sustituido con alquilo C1-6-, dado que un OH o NR11R11 no se une directamente en un  tomo de carbono que se une doble o triple a otro  tomo de carbono; i) -CH=CH-arilo C6-10; j)-CH=CH-heteroarilo C1-9, k) arilo C6-10 opcionalmente sustituido; l) heteroarilo C1-9 de 5-10 miembros opcionalmente sustituido adherido al grupo funcional triazina por v¡a del  tomo de carbono; m) heteroc¡clico C1-9 monoc¡clico saturado o insaturado de 3-10 miembros adherido al grupo funcional triazina a traves de un  tomo de nitrogeno o carbono y opcionalmente sustituido con de 1 a 3 sustituyentes seleccionados independientemente de: OH, NR11R11, alquilo C1-6, (alquilo C1-6)amido-, (alquilo C1-6)C(O)-, (alcoxi C1-6)carbonil-, adamantilo, hidroxialquilo C1-6-, (alquilo C1-6)amido-, o un heterociclilo C1-6 de 3-7 miembros, con la condicion que el heterociclilo de 3 miembros se satura y se adhiere al grupo funcional triazina a traves de un  tomo de nitrogeno, y el heterociclilo bic¡clico de 5 miembros se satura; n) -O-arilo C6-10 opcionalmente sustituido; o) -O-heteroarilo C1-9 opcionalmente sustituido; p) -O-heterociclilo C1-9 (mono o bic¡clico saturado o insaturado de 3-12 miembros) opcionalmente sustituido con (alcoxi C1-6)carbonil-, H2NS(O)2, o alquilo C1-6 adicionalmente opcionalmente sustituido con OH, NR11R11 o un heterociclilo C1-6 de 3-7 miembros, con la condicion que se sature el heterociclilo de tres miembros; q) -NHarilo C6-10, r) -NHheteroarilo C1-9, s) -NHNH2, t) -NHNHalquilo C1-6, u) -NHN(alquilo C1-6)2, v) -NHOH, w) -COOH, x) COO-alquilo C1-6, y) -CONR12R13, z) -NR12R13, el grupo de formulas (4) en donde Z es CH2, O, S(O)n o NR10 y n es 0, 1 o 2; ee) halogeno, ff) arilo C6-14-S(O)2NH-, gg) R11NHC(O)NH-O-, y hh) heteroarilo C1-4 monoc¡clico de 5 miembros opcionalmente sustituido adherido al grupo funcional triazina por v¡a de un  tomo de nitrogeno; R12 y R13 se seleccionan cada uno independientemente de H, alquilo C1-8 opcionalmente mono o disustituido, alquenilo C3-8 opcionalmente sustituido, y alquinilo C3-8 opcionalmente sustituido, los sustituyentes opcionales se seleccionan de alcoxi C1-6, OH, NR11R11, y heterociclilo C1-6 de 3-7 miembros, dado que un OH o NR11R11 no se une directamente en un  tomo de carbono que se une doble o triple a otro  tomo de carbono; o R12 y R13 tomados junto con el  tomo de nitrogeno al cual ellos se adhieren forman un sistema de anillo monoc¡clico de 3 a 8 miembros opcionalmente sustituido con alquilo C1-6, cuyo sistema de anillo es saturado o insaturado y tiene, en adicion a dicho  tomo de nitrogeno, 0 a 2 hetero tomos miembros del anillo seleccionados de O, S(O)n y NR10; o R12 y R13 tomados junto con el  tomo de nitrogeno al cual ellos se adhieren forman un compuesto como en formulas (5) en donde a y b son cada uno independientemente -CH2-, O, S, o NR10, y x es 1-3; heteroarilo C1-9 se refiere a un sistema de anillo arom tico de 5-10 miembros que tiene uno o m s anillos y 1, 2, 3 o 4 miembros del anillo independientemente seleccionados de O, NR10, y S(O)n; heterociclilo C1-9 se refiere a un sistema de anillo de 3-10 miembros que tiene uno o m s anillos y 1, 2, 3 o 4 miembros de anillo independientemente seleccionados de O, NR10, y S(O)n; y los grupos arilo y heteroarilo opcionalmente sustituidos son no sustituidos o sustituidos con 1 o 2 grupos funcionales seleccionados del grupo que consiste de: a) alquilo C1-6 opcionalmente sustituido con OH, NH2, NH(alquilo C1-6), N(alquilo C1-6)2, -NH(CH2)wN(alquilo C1-6)2 en donde w es 2, 3 o 4, o heterociclilo C1-9 de 3-10 miembros opcionalmente sustituido con de 1 a 3 sustituyentes alquilo C1-6 seleccionados independientemente; b) halogeno; c) hidroxi; d) NH2 e) NO2 f) SO2NH2 g) COOH; h) COO(alquilo C1-6); i) NHCOO(alquilo C1-6); j) NH(alquilo C1-6); k) N(alquilo C1-6)2, l) C(O)NRaRb, en donde Ra es H o alquilo C1-6, y Rb es H, alquilo C1-6, (arilo C6-14)alquil-, o (heteroarilo C1-9)alquil-; m) Y-Q, en donde y es : i) O, ii) NH, iii) N(alquilo C1-6), iv) NHSO2, v) SO2NH, vi) NHCONH, vii) NHCON(alquilo C1-6), viii) S(O)q, q es 0 1 o 2, ix) -C(O)NH-, x) -C(O)N(CH3)-, xi) -NHC(O)-, xii) C(O), o xiii) ausente, y Q se selecciona de: i) arilo C6-10, opcionalmente sustituido con de 1 a 3 sustituyentes independientemente seleccionados de: A) alcoxi C1-6- opcionalmente sustituido con 1) H2N-, 2) (alquilo C1-6)amino-, 3) di(alquilo C1-6)amino-, 4) heterociclilo C1-9- opcionalmente sustituido por alquilo C1-6-, o 5) hidroxilo, B) (alcoxi C1-6)carbonil-, C) (alcoxi C1-6)C(O)NH-, D) alquilo C1-6- opcionalmente sustituido con 1) H2N-, 2) (alquilo C1-6)amino-, o 3) di(alquilo C1-6)amino-, E) (alquilo C1-6)amino-, F) di(alquilo C1-6)amino-, G) (alquilo C1-6)amido- opcionalmente sustituido con 1) H2N-, 2) (alquilo C1-6)amino-, o 3) di(alquilo C1-6)amino-, H) (alquilo C1-6)carboxiamido-, l) heterociclilo C1-9- opcionalmente sustituido por alquilo C1-6- o hidroxialquilo C1-6-, J) heterociclilo(alquilo C1-6)- opcionalmente sustituido por alquilo C1-6-, K) halogeno. L) hidroxilo, M) hidroxialquilo C1-6-, N) perfluoroalquilo C1-6-, O) H2N-, P) O2N-, Q) H2NSO2-, R) HO2C-, y S) NC-, ii) heteroarilo C1-9 de 5-10 miembros, opcionalmente sustituido con de 1 a 3 sustituyentes independientemente seleccionados de: A) alcoxi C1-6 opcionalmente sustituido con 1) H2N-, 2) (alquilo C1-6)amino-, 3) di(alquilo C1-6)amino-, 4) heterociclilo C1-9- opcionalmente sustituido por alquilo C1-6-, o 5) hidroxilo, B) (alcoxi C1-6)carbonil-, C) (alcoxi C1-6)C(O)NH-, D) alquilo C1-6- opcionalmente sustituido con 1) H2N-, 2) (alquilo C1-6)amino-, o 3) di(alquilo C1-6)amino-, E) (alquilo C1-6)amino-, F) di(alquilo C1-6)amino-, G) (alquilo C1-6)amido- opcionalmente sustituido con 1) H2N-, 2) (alquilo C1-6)amino-, o 3) di(alquilo C1-6)amino-, H) (alquilo C1-6)carboxiamido-, I) heterociclilo C1-9- opcionalmente sustituido por alquilo C1-6- o hidroxialquilo C1-6, J) heterociclilo(alquilo C1-6)- opcionalmente sustituido por alquilo C1-6-, K) halogeno, L) hidroxilo, M) hidroxialquilo C1-6-, N) perfluoroalquilo C1-6-, O) H2N-, P) O2N-, Q) H2NSO2, R) HO2C-, y S) NC-, iii) heterociclilo C1-9 de 3-10 miembros, opcionalmente sustituido con de 1 a 3 sustituyentes independientemente seleccionados de: A) alquilo C1-6-, B) heterociclilo(alquilo C1-6)-, C) (arilo C6-14)alquil-, D) acilo C1-8-, E) (alcoxi C1-6)carbonil-, F) (alquilo C1-6)carboxil-, G) halogeno, H) haloalquilo C1-6, I) hidroxilo, J) hidroxialquilo C1-6-, K) H2N-, L) (alquilo C1-6)amino-, M) di(alquilo C1-6)amino-, N) HO2C-, O) (alcoxi C1-6)carbonil-, P) (alquilo C1-6)carboxil-, Q) (alquilo C1-6)amido-, R) H2NC(O)-, S) (alquilo C1-6)carboxiamido-, T) heteroarilo C1-9 de 5-10 miembros, U) arilo C6-14, V) cicloalquilo C3-8, W) heterociclilo C1-9 de 3-10 miembros, X) NC-; y Y) -NO2 iv) cicloalquilo C3-10, v) alquilo C1-6, vi) alquenilo C2-6, vii) alquinilo C2-6, viii) hidroxial
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