AR100059A1 - Compuestos útiles como inmunomoduladores - Google Patents

Compuestos útiles como inmunomoduladores

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Publication number
AR100059A1
AR100059A1 ARP150101104A ARP150101104A AR100059A1 AR 100059 A1 AR100059 A1 AR 100059A1 AR P150101104 A ARP150101104 A AR P150101104A AR P150101104 A ARP150101104 A AR P150101104A AR 100059 A1 AR100059 A1 AR 100059A1
Authority
AR
Argentina
Prior art keywords
alkyl
halo
hydrogen
methyl
cyano
Prior art date
Application number
ARP150101104A
Other languages
English (en)
Inventor
S Chupak Louis
Ding Min
w martin Scott
Zheng Xiaofan
Hewawasam Piyasena
p connolly Timothy
Xu Ningning
Yeung Kap
Sun - Zhu Juliang
R Langley David
J Tenney Daniel
Michael Scola Paul
Original Assignee
Bristol Myers Squibb Co
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.)
Filing date
Publication date
Application filed by Bristol Myers Squibb Co filed Critical Bristol Myers Squibb Co
Publication of AR100059A1 publication Critical patent/AR100059A1/es

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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
    • C07D319/14—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems
    • C07D319/16—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D319/18—Ethylenedioxybenzenes, not substituted on the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
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    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
    • A—HUMAN NECESSITIES
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    • A61K31/275—Nitriles; Isonitriles
    • A61K31/277—Nitriles; Isonitriles having a ring, e.g. verapamil
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    • A61K31/33—Heterocyclic compounds
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/357—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having two or more oxygen atoms in the same ring, e.g. crown ethers, guanadrel
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    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
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    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/4015—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil having oxo groups directly attached to the heterocyclic ring, e.g. piracetam, ethosuximide
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    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
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    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4433—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with oxygen as a ring hetero atom
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    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445—Non condensed piperidines, e.g. piperocaine
    • A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/453—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with oxygen as a ring hetero atom
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    • A61K31/445—Non condensed piperidines, e.g. piperocaine
    • A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/4545—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
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Abstract

Reivindicación 1: Un compuesto, caracterizado porque tiene la fórmula (1), o una sal de este aceptable desde el punto de vista farmacéutico, en donde: m es 0 1 ó 2; R¹ se selecciona de hidrógeno, -(CH₂)ₙX y -(CH₂)ₙAr; en donde n es 1, 2, 3 ó 4; X se selecciona de -CH₃, -CF₃, CN, -CO₂R⁴, -C(O)NH₂, OR⁴ y pirrolidonilo; R⁴ es H o C₁₋₃ alquilo; Ar se selecciona de benzodioxanilo, indazolilo, isoquinolinilo, isoxazolilo, naftilo, oxadiazolilo, fenilo, piridinilo, pirimidinilo y quinolinilo; en donde cada anillo se sustituye opcionalmente con 1, 2, 3, ó 4 sustituyentes independientemente seleccionados de C₁₋₄ alcoxi, C₁₋₄ alcoxicarbonilo, C₁₋₄ alcoxicarbonilamino, C₁₋₄ alquilo, (C₁₋₄ alquil)carbonilo, (C₁₋₄ alquil)sulfonilo, amido, aminocarbonilo, aminocarbonil(C₁₋₄ alquilo), -(CH₂)qCO₂C₁₋₄ alquilo, -(CH₂)qOH, carboxi, ciano, formilo, halo, halo-C₁₋₄ alquilo, halo-C₁₋₄ alcoxi, nitro, fenilo opcionalmente sustituido con un grupo ciano, feniloxi opcionalmente sustituido con un grupo halo, fenilcarbonilo, pirrol y tetrahidropirano; y en donde q es 0, 1, 2, 3 ó 4; R² se selecciona del compuesto de fórmula (2)Y (3), en donde Y se selecciona de ciano, cloro y metilo; Rq se selecciona de hidrógeno, C₁₋₃ alquilo y bencilo; R³ se selecciona de los compuestos del grupo de fórmulas (4) en donde Rᶻ se selecciona de C₁₋₃ alquilo, C₁₋₃ alquilsulfonil C₁₋₃ alquilo, C₁₋₃ alquilsulfoxil-C₁₋₃ alquilo, amido-C₁₋₃ alquilo, amino-C₁₋₄ alquilo, carboxi-C₁₋₃ alquilo, ciano-C₁₋₃ alquilo, dimetilamido-C₁₋₃ alquilo, dimetilamino-C₁₋₄ alquilo, halo-C₁₋₃ alquilo, hidroxi-C₁₋₃ alquilo, C₁₋₃ alquilsulfanil-C₁₋₃ alquilo, piridinil-C₁₋₃ alquilo, tetrazolil-C₁₋₃ alquilo, imidazolil-C₁₋₃ alquilo, en donde el imidazol se sustituye opcionalmente con metilo o un grupo bencilo, fenil-C₁₋₃ alquilo, en donde el fenilo se sustituye opcionalmente con ciano, metilo o hidroxi, tiazolil-C₁₋₃ alquilo; R⁶ se selecciona de hidrógeno, bencilo y metilo; cada R⁶ se selecciona independientemente de hidrógeno y metilo; R⁷ se selecciona de hidrógeno, C₁₋₃ alquilo y bencilo; o es 1 ó 2; X es CH o N; p es 0 ó 1; Rᵃ es hidroxi; y Rᵇ se selecciona de hidrógeno, bencilo y metilo; o R³ y Rq, junto con el átomo de nitrógeno al que están unidos, forman un anillo seleccionado del grupo de fórmulas (5); s es 0 ó 1; z es 1, 2 ó 3; y R⁸ se selecciona de hidroxi y -NHSO₂R¹¹; R⁹ se selecciona de hidrógeno y -CO₂H; R¹⁰ se selecciona de halo e hidroxi; R¹¹ se selecciona de trifluorometilo, ciclopropilo, C₁₋₃ alquilo, dimetilamino e imidazolilo sustituido con un grupo metilo; Q se selecciona de CH₂, S, O y NCH₃; y R⁵ se selecciona de C₂₋₄ alquenilo, C₁₋₄ alquilo, ciano, metoxi, halo y trifluorometilo.
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EA030811B1 (ru) 2018-09-28
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UY36076A (es) 2015-10-30
EP3131876B1 (en) 2018-11-07
CN106536515B (zh) 2019-08-16
BR112016023558A2 (pt) 2017-08-15
US9850225B2 (en) 2017-12-26
CN106536515A (zh) 2017-03-22
EP3131876A2 (en) 2017-02-22
ES2707534T3 (es) 2019-04-03
WO2015160641A2 (en) 2015-10-22
US20150291549A1 (en) 2015-10-15
WO2015160641A3 (en) 2015-12-23
EA201691857A1 (ru) 2017-02-28
TW201623221A (zh) 2016-07-01
JP6556755B2 (ja) 2019-08-07
JP2017518961A (ja) 2017-07-13

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