ES2682398T3 - Derivados de 8-(piperazin-1-il)-1,2,3,4-tetrahidro-isoquinolina - Google Patents

Derivados de 8-(piperazin-1-il)-1,2,3,4-tetrahidro-isoquinolina Download PDF

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ES2682398T3
ES2682398T3 ES15714957.6T ES15714957T ES2682398T3 ES 2682398 T3 ES2682398 T3 ES 2682398T3 ES 15714957 T ES15714957 T ES 15714957T ES 2682398 T3 ES2682398 T3 ES 2682398T3
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alkyl
heteroaryl
aryl
phenyl
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Eva Caroff
Remy CASTRO
Thierry Kimmerlin
Emmanuel Meyer
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Idorsia Pharmaceuticals Ltd
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic 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
    • C07D471/02—Heterocyclic 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
    • C07D471/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • 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
    • A61K31/47—Quinolines; Isoquinolines
    • A61K31/472—Non-condensed isoquinolines, e.g. papaverine
    • A61K31/4725—Non-condensed isoquinolines, e.g. papaverine containing further heterocyclic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic 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
    • A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A—HUMAN NECESSITIES
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/10—Drugs for disorders of the urinary system of the bladder
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/12—Drugs for disorders of the urinary system of the kidneys
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/02—Immunomodulators
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    • A61P37/02—Immunomodulators
    • A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic 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
    • C07D401/14—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic 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
    • C07D417/14—Heterocyclic 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

Abstract

Un compuesto de Fórmula (I)**Fórmula** en el que R1 representa heteroaril-alquilo(C1-2), en el que el heteroarilo es un anillo aromático monocíclico o bicíclico de 5 a elementos que contiene 1, 2 o 3 heteroátomos seleccionados independientemente entre oxígeno, nitrógeno y azufre y en el que el heteroarilo está no sustituido o monosustituido o disustituido con alquilo(C1-4); o heterociclilalquilo( C1-2), en el que el heterociclilo es un anillo no aromático monocíclico de 5 o 6 elementos que contiene uno o dos átomos de nitrógeno que está anillado a un anillo de fenilo o piridinilo y en el que el heterociclilo está no sustituido o monosustituido o disustituido, en el que los sustituyentes se seleccionan independientemente entre el grupo que consiste en alquilo(C1-4) y oxo; R2 representa hidrógeno o metilo; R3 representa arilo, en el que el arilo es un grupo fenilo o naftilo, grupos que están independientemente no sustituidos o monosustituidos o disustituidos, en el que los sustituyentes se seleccionan independientemente entre el grupo que consiste en halógeno, alquilo(C1-4), alcoxi(C1-4), fluoroalquilo(C1-2), fluoroalcoxi(C1-2) y ciano; aril-alquilo(C1-2), en el que el arilo es un grupo fenilo o naftilo, grupos que están independientemente no sustituidos o monosustituidos con halógeno; heteroarilo, en el que el heteroarilo es un anillo aromático monocíclico o bicíclico de 5 a 10 elementos que contiene 1, 2 o 3 heteroátomos seleccionados independientemente entre oxígeno, nitrógeno y azufre y en el que el heteroarilo está no sustituido o monosustituido o disustituido, en el que los sustituyentes se seleccionan independientemente entre el grupo que consiste en halógeno, alquilo(C1-4), cicloalquilo(C3-6), alcoxi(C1-4), fluoroalquilo(C1-2), fluoroalcoxi(C1-2), dialquil( C1-2)-amino, hidroxi, ciano, fenilo, piridinilo y heteroaril-alquilo(C1-2), en el que el heteroarilo es un anillo aromático monocíclico de 5 o 6 elementos que contiene 1 o 2 heteroátomos seleccionados independientemente entre oxígeno, nitrógeno y azufre; aril-alquil(C1-2)-sulfonilo, en el que el arilo es un grupo fenilo o naftilo; o R6- carbonilo; R4 representa hidrógeno, halógeno, fluoroalquilo(C1-2) o ciano; R5 representa hidrógeno, halógeno o fluoroalquilo(C1-2); y R6 representa alquilo(C1-4); cicloalquilo(C3-6), en el que el cicloalquilo está no sustituido o monosustituido con fenilo; cicloalquilo(C5-6), en el que el cicloalquilo está anillado a un anillo de fenilo; alcoxi(C1-2)- alquilo(C1-2); arilo, en el que el arilo es un grupo fenilo o naftilo, grupos que están independientemente no sustituidos o monosustituidos o disustituidos, en el que los sustituyentes se seleccionan independientemente entre el grupo que consiste en halógeno, alquilo(C1-4), alcoxi(C1-4), fluoroalquilo(C1-2) y di-alquil(C1-2)-amino; aril-alquilo(C1-2), en el que el arilo es un grupo fenilo o naftilo, grupos que están independientemente no sustituidos o monosustituidos o disustituidos, en el que los sustituyentes se seleccionan independientemente entre el grupo que consiste en halógeno y alcoxi(C1-4); ariloxi-alquilo(C1-2), en el que el arilo es un grupo fenilo o naftilo; aril-alcoxi(C1-2), en el que el arilo es un grupo fenilo o naftilo; heterociclil-alquilo(C1-2), en el que el heterociclilo es un anillo no aromático monocíclico de 5 o 6 elementos que contiene uno o dos heteroátomos seleccionados independientemente entre oxígeno y nitrógeno; heteroarilo, en el que el heteroarilo es un anillo aromático monocíclico o bicíclico de 5 a 10 elementos que contiene 1, 2 o 3 heteroátomos seleccionados independientemente entre oxígeno, nitrógeno y azufre y en el que el heteroarilo está no sustituido o monosustituido con alquilo(C1-4); o heteroaril-alquilo(C1-2), en el que el heteroarilo es un anillo aromático monocíclico o bicíclico de 5 a 10 elementos que contiene 1, 2 o 3 heteroátomos seleccionados independientemente entre oxígeno, nitrógeno y azufre; o una sal del mismo.
ES15714957.6T 2014-03-24 2015-03-23 Derivados de 8-(piperazin-1-il)-1,2,3,4-tetrahidro-isoquinolina Active ES2682398T3 (es)

Applications Claiming Priority (3)

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WOPCT/IB2014/060092 2014-03-24
IB2014060092 2014-03-24
PCT/IB2015/052098 WO2015145322A1 (en) 2014-03-24 2015-03-23 8-(piperazin-1-yl)-1,2,3,4-tetrahydro-isoquinoline derivatives

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US (1) US9951063B2 (es)
EP (1) EP3122741B1 (es)
JP (1) JP6424234B2 (es)
KR (1) KR102356410B1 (es)
CN (1) CN106103426B (es)
AR (1) AR099789A1 (es)
AU (1) AU2015237826A1 (es)
BR (1) BR112016022046A8 (es)
CA (1) CA2939893C (es)
ES (1) ES2682398T3 (es)
MX (1) MX2016012451A (es)
RU (1) RU2016141443A (es)
TW (1) TW201623280A (es)
WO (1) WO2015145322A1 (es)

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CN106103426B (zh) 2019-03-19
TW201623280A (zh) 2016-07-01
JP6424234B2 (ja) 2018-11-14
CN106103426A (zh) 2016-11-09
CA2939893A1 (en) 2015-10-01
EP3122741B1 (en) 2018-06-06
BR112016022046A8 (pt) 2017-12-26
JP2017508773A (ja) 2017-03-30
BR112016022046A2 (pt) 2017-08-15
KR20160135798A (ko) 2016-11-28
AR099789A1 (es) 2016-08-17
US20170107214A1 (en) 2017-04-20
CA2939893C (en) 2022-07-19
KR102356410B1 (ko) 2022-01-26
AU2015237826A1 (en) 2016-11-03
US9951063B2 (en) 2018-04-24
WO2015145322A1 (en) 2015-10-01

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