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AR097009A1 - Compuestos isoindolina o isoquinolina, un proceso para su preparación, composiciones farmacéuticas que los contienen y su uso en la fabricación de un medicamento para diferentes tipos de cáncer - Google Patents

Compuestos isoindolina o isoquinolina, un proceso para su preparación, composiciones farmacéuticas que los contienen y su uso en la fabricación de un medicamento para diferentes tipos de cáncer

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Publication number
AR097009A1
AR097009A1 ARP140102713A ARP140102713A AR097009A1 AR 097009 A1 AR097009 A1 AR 097009A1 AR P140102713 A ARP140102713 A AR P140102713A AR P140102713 A ARP140102713 A AR P140102713A AR 097009 A1 AR097009 A1 AR 097009A1
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AR
Argentina
Prior art keywords
group
branched
linear
optionally substituted
alkyl
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ARP140102713A
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English (en)
Inventor
Tatai Janos
Kotschy Andras
Szlavik Zoltan
Geneste Olivier
Brooke Murray James
Lazlo Nyerges Miklos
chen I
Jen - Walmsley Claire
Dodsworth Mark
Meissner Johannes
Brough Paul
Fejes Imre
Edward Paul Davidson James
Le Diguarher Thierry
Starck Jrme
Benot - Le Tiran Arnaud
Henlin Jean
Michel - Guillouzic Anne
Franoise - De Nanteuil Guillaume
Original Assignee
Servier Lab
Vernalis R&D Ltd
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Application filed by Servier Lab, Vernalis R&D Ltd filed Critical Servier Lab
Publication of AR097009A1 publication Critical patent/AR097009A1/es

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic 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
    • A61K31/47Quinolines; Isoquinolines
    • A61K31/472Non-condensed isoquinolines, e.g. papaverine
    • A61K31/4725Non-condensed isoquinolines, e.g. papaverine containing further heterocyclic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/496Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/4965Non-condensed pyrazines
    • A61K31/497Non-condensed pyrazines containing further heterocyclic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/535Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
    • A61K31/53751,4-Oxazines, e.g. morpholine
    • A61K31/53771,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/66Phosphorus compounds
    • A61K31/675Phosphorus compounds having nitrogen as a ring hetero atom, e.g. pyridoxal phosphate
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61NELECTROTHERAPY; MAGNETOTHERAPY; RADIATION THERAPY; ULTRASOUND THERAPY
    • A61N5/00Radiation therapy
    • A61N5/10X-ray therapy; Gamma-ray therapy; Particle-irradiation therapy
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • A61P35/02Antineoplastic agents specific for leukemia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • A61P37/06Immunosuppressants, e.g. drugs for graft rejection
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic 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
    • C07D405/14Heterocyclic 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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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04Ortho-condensed systems
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    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6561Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
    • C07F9/65616Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings containing the ring system having three or more than three double bonds between ring members or between ring members and non-ring members, e.g. purine or analogs

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Epidemiology (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Immunology (AREA)
  • Biomedical Technology (AREA)
  • Pathology (AREA)
  • Molecular Biology (AREA)
  • Radiology & Medical Imaging (AREA)
  • Biochemistry (AREA)
  • Hematology (AREA)
  • Oncology (AREA)
  • Transplantation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Indole Compounds (AREA)

Abstract

Medicamentos contra el cáncer. Reivindicación 1: Compuesto de fórmula (1), en la que: Het representa un grupo heteroarilo; T representa un átomo de hidrógeno, un grupo alquilo C₁₋₆ lineal o ramificado sustituido opcionalmente con uno a tres átomos de halógeno, un grupo alquil C₁₋₄-NR¹R², o un grupo alquil C₁₋₄-OR⁶; R¹ y R² representan independientemente el uno del otro un átomo de hidrógeno o un grupo alquilo C₁₋₆ lineal o ramificado, o R¹ y R² forman con el átomo de nitrógeno al que están unidos un grupo heterocicloalquilo; R³ representa un grupo alquilo C₁₋₆ lineal o ramificado, un grupo alquenilo C₂₋₆ lineal o ramificado, un grupo alquinilo C₂₋₆ lineal o ramificado, un grupo cicloalquilo, un grupo cicloalquil C₃₋₁₀-alquilo C₁₋₆ en el que el grupo alquilo puede ser lineal o ramificado, un grupo heterocicloalquilo, un grupo arilo o un grupo heteroarilo, entendiéndose que uno o más átomos de carbono de los grupos definidos aquí anteriormente, o átomos de carbono de sus posibles sustituyentes, puede(n) estar deuterado(s); R⁴ representa un grupo arilo, heteroarilo, cicloalquilo o alquilo C₁₋₆ lineal o ramificado, entendiéndose que uno o más átomos de carbono de los grupos definidos aquí anteriormente, o átomos de carbono de sus posibles sustituyentes, puede(n) estar deuterado(s); R⁵ representa un átomo de hidrógeno o un átomo de halógeno, un grupo alquilo C₁₋₆ lineal o ramificado, o un grupo alcoxi C₁₋₆ lineal o ramificado; R⁶ representa un átomo de hidrógeno o un grupo alquilo C₁₋₆ lineal o ramificado; R⁷ representa un grupo seleccionado de R⁷, R⁷-CO-, R⁷-O-CO-, NR⁷R⁷-CO-, R⁷-SO₂-, R⁷NR⁷-SO₂- en los que R⁷ y R⁷ representan independientemente el uno del otro un átomo de hidrógeno, un grupo alquilo C₁₋₆ lineal o ramificado, un grupo alquenilo C₂₋₆ lineal o ramificado o un grupo alquinilo C₂₋₆ lineal o ramificado, un cicloalquilo, un heterocicloalquilo, un grupo arilo o un heteroarilo; R⁸ y R⁹ representan, independientemente el uno del otro, un grupo oxo o un átomo de halógeno; p y p son, independientemente el uno del otro, números enteros iguales a 0, 1, 2, 3 ó 4; q y q son, independientemente el uno del otro, números enteros iguales a 1, 2 ó 3; entendiéndose que cuando el compuesto de fórmula (1) contiene un grupo hidroxi, este último grupo puede estar sustituido opcionalmente con uno de los grupos siguientes: -PO(OM)(OM), -PO(OM)(O⁻M₁⁺), -PO(O⁻M₁⁺)(O⁻M₂⁺), -PO(O⁻)(O⁻)M₃²⁺, -PO(OM)(O[CH₂CH₂O]ₙCH₃), o -PO(O⁻M₁⁺)(O[CH₂CH₂O]ₙCH₃), en los que M y M representan independientemente el uno del otro un átomo de hidrógeno, un grupo alquilo C₁₋₆ lineal o ramificado, un grupo alquenilo C₂₋₆ lineal o ramificado, un grupo alquinilo C₂₋₆ lineal o ramificado, un cicloalquilo o un heterocicloalquilo, estando los dos compuestos por de 5 a 6 miembros en el anillo, mientras que M₁⁺ y M₂⁺ representan independientemente el uno del otro un catión monovalente farmacéuticamente aceptable, M₃²⁺ representa un catión divalente farmacéuticamente aceptable y n es un número entero comprendido entre 1 y 5; entendiéndose también que: arilo significa un grupo fenilo, naftilo, bifenilo o indenilo; heteroarilo significa cualquier grupo mono o bicíclico compuesto por de 5 a 10 miembros en el anillo, que tiene al menos una parte aromática y que contiene de 1 a 4 heteroátomos seleccionados de oxígeno, azufre y nitrógeno (incluyendo los nitrógenos cuaternarios); cicloalquilo significa cualquier grupo carbocíclico no aromático mono o bicíclico que contiene de 3 a 10 miembros en el anillo, que puede incluir sistemas de anillo fusionados, con puente o espiro; heterocicloalquilo significa cualquier grupo carbocíclico no aromático mono o bicíclico, compuesto por de 3 a 10 miembros en el anillo, y que contiene de uno a 3 heteroátomos seleccionados de oxígeno, azufre, SO, SO₂ y nitrógeno; entendiéndose que el grupo bicíclico puede ser de tipo fusionado o espiro, siendo posible para los grupos arilo, heteroarilo, cicloalquilo y heterocicloalquilo así definidos y los alquilo, alquenilo, alquinilo, alcoxi, estar sustituidos con de 1 a 3 grupos seleccionados de: alquilo C₁₋₆ lineal o ramificado sustituido opcionalmente; grupo alquenilo C₂₋₆ lineal o ramificado sustituido opcionalmente; grupo alquinilo C₂₋₆ lineal o ramificado sustituido opcionalmente; espiro C₃₋₆; alcoxi C₁₋₆ lineal o ramificado sustituido opcionalmente; alquil C₁₋₆-S-; hidroxilo; oxo (o N-óxido cuando sea apropiado); nitro; ciano; -COOR; -OCOR; -NRR; RCONR-; NRRCO-; polihaloalquilo C₁₋₆ lineal o ramificado; trifluorometoxi; alquil C₁₋₆sulfonilo; halógeno; arilo sustituido opcionalmente; heteroarilo sustituido opcionalmente; ariloxi sustituido opcionalmente; ariltio sustituido opcionalmente; cicloalquilo sustituido opcionalmente o heterocicloalquilo sustituido opcionalmente, entendiéndose que R y R representan, independientemente el uno del otro, un átomo de hidrógeno, un grupo alquilo C₁₋₆ lineal o ramificado sustituido opcionalmente o un grupo arilo; sus enantiómeros y diastereoisómeros, y sales de adición de éstos con un ácido o a una base farmacéuticamente aceptable.
ARP140102713A 2013-07-23 2014-07-22 Compuestos isoindolina o isoquinolina, un proceso para su preparación, composiciones farmacéuticas que los contienen y su uso en la fabricación de un medicamento para diferentes tipos de cáncer AR097009A1 (es)

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FR1357276A FR3008977A1 (fr) 2013-07-23 2013-07-23 Nouveaux derives d'isoindoline ou d'isoquinoline, leur procede de preparation et les compositions pharmaceutiques qui les contiennent

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KR (1) KR102008431B1 (es)
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AP (1) AP2016008989A0 (es)
AR (1) AR097009A1 (es)
AU (1) AU2014295101B2 (es)
BR (1) BR112016001080B1 (es)
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