AR071319A1 - Compuestos de piridilo inhibidores de la via de senalizacion hedgehog(hh). - Google Patents

Compuestos de piridilo inhibidores de la via de senalizacion hedgehog(hh).

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Publication number
AR071319A1
AR071319A1 ARP090101292A AR071319A1 AR 071319 A1 AR071319 A1 AR 071319A1 AR P090101292 A ARP090101292 A AR P090101292A AR 071319 A1 AR071319 A1 AR 071319A1
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AR
Argentina
Prior art keywords
alkyl
acyl
alkoxy
carbocycle
heterocycle
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English (en)
Original Assignee
Genentech Inc
Curis Inc
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Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=41162633&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR071319(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Genentech Inc, Curis Inc filed Critical Genentech Inc
Publication of AR071319A1 publication Critical patent/AR071319A1/es

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    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C07D213/16—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing only one pyridine ring
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    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
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    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
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    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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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    • C07D213/70—Sulfur atoms
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    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
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    • C07F9/576—Six-membered rings
    • C07F9/58—Pyridine rings

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  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Reivindicacion 1: Un compuesto de la formula 1 en la cual A es un carbociclo o heterociclo; X es alquileno, NR4C(O), NR4C(S), N(C(O)R1)C(O), NR4SO, NR4SO2, NR4C(O)NH, NR4C(S)NH, C(O)NR4, C(S)NR4, NR4PO o NR4PO(OH); Y está ausente, CHR4, O, S, SO, SO2 o NR4; R1 es seleccionado del grupo que consiste en alquilo, un carbociclo o un heterociclo cada uno de los cuales está optativamente sustituido con hidroxilo, halogeno, amino, carboxilo, amidino, guanidino, carbonilo, nitro, ciano, acilo, alquilo, haloalquilo, sulfonilo, sulfinilo, alcoxi, alquiltio, carbamoilo, acilamino, sulfamoilo, sulfonamida, un carbociclo o un heterociclo; donde dicho amino, amidino, alquilo, acilo, sulfonilo, sulfinilo, alcoxi, alquiltio, carbamoilo, acilamino, sulfamoilo, sulfonamida, carbociclo y heterociclo está optativamente sustituido con, halogeno, haloalquilo, hidroxilo, carboxilo, carbonilo, o un amino, alquilo, alcoxi, acilo, sulfonilo, sulfinilo, fosfinato, carbociclo o heterociclo que está optativamente sustituido con hidroxilo, carboxilo, carbonilo, amino, halogeno, haloalquilo, alquilo, alcoxi, alquiltio, sulfonilo, sulfinilo, acilo, un carbociclo o un heterociclo; R2 es halogeno, hidroxilo, alquilo, acilo o alcoxi, donde cada alquilo, acilo y alcoxi está optativamente sustituido con hidroxilo, halogeno, amino, nitro, alquilo, acilo, alquilsulfonilo o alcoxi; R3 es halogeno, hidroxilo, carboxilo, alquilo, acilo, alcoxi, alcoxicarbonilo, carbamoilo, alquilsulfuro, sulfinilo, sulfonilo, un carbociclo o un heterociclo donde cada alquilo, acilo, alcoxi, alcoxicarbonilo, carbamoilo, alquilsulfuro, sulfinilo, sulfonilo, carbociclo y heterociclo está optativamente sustituido con hidroxilo, halogeno, amino, nitro, alquilo, acilo, sulfonilo o alcoxi; R4 es H o alquilo; m es 0-3; n es 0-3; y las sales y solvatos de los mismos. Reivindicacion 37: Proceso para preparar un compuesto de la formula 2 donde el anillo B es un carbociclo o heterociclo; R3 es halogeno, hidroxilo, carboxilo, alquilo, acilo, alcoxi, alcoxicarbonilo, carbamoilo, alquilsulfuro, alquilsulfinilo, alquilsulfonilo, un carbociclo o un heterociclo donde cada alquilo, acilo, alcoxi, alcoxicarbonilo, carbamoilo, alquilsulfuro, alquilsulfinilo, alquilsulfonilo, carbociclo y heterociclo está optativamente sustituido con hidroxilo, halogeno, amino, nitro, alquilo, acilo, alquilsulfonilo o alcoxi; R6 en cada caso es independientemente hidroxilo, halogeno, amino, carbonilo, nitro, ciano, acilo, alquilo, sulfonilo, alquilsulfonilo, alquilsulfinilo, alcoxi, alquilcarbamoilo, alcanoilamina, alquilsulfamoilo, alquilsulfonamida, un carbociclo o un heterociclo; donde dicho sustituyente amino, alquilo, carbonilo, acilo, sulfonilo, alquilsulfonilo, alquilsulfinilo, alcoxi, alquilcarbamoilo, alcanoilamina, alquilsulfamoilo, alquilsulfonamida, carbociclo y heterociclo está optativamente sustituido con amino, halogeno, hidroxilo, carbonilo, o un carbociclo o heterociclo que está optativamente sustituido con hidroxilo, amino, halogeno, haloalquilo, alquilo, alcoxi o acilo; o es 0-3; y m es 0-3; donde dicho proceso comprende la reaccion de un compuesto de la formula (3) en la cual Q es CI, Br o I; con un compuesto de la formula (4) donde L es Br, I o OTf; para producir un compuesto de la formula (5); la reduccion de dicho compuesto de la formula (5) para dar un compuesto de la formula (6) y hacer reaccionar dicho compuesto de la formula (6) con un compuesto de la formula (7) donde Q' es halogeno, OH, OR donde R es un grupo activador; para producir dicho compuesto de la formula 2.
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