ES2627530T3 - Pirano y furanoquinolinas sustituidas, su preparación y uso como medicamentos - Google Patents

Pirano y furanoquinolinas sustituidas, su preparación y uso como medicamentos Download PDF

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ES2627530T3
ES2627530T3 ES13702004.6T ES13702004T ES2627530T3 ES 2627530 T3 ES2627530 T3 ES 2627530T3 ES 13702004 T ES13702004 T ES 13702004T ES 2627530 T3 ES2627530 T3 ES 2627530T3
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optionally
monosubstituted
substituted
cycloalkyl
unsaturated
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José-Luis DIAZ-FERNÁNDEZ
Ute Christmann
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Esteve Pharmaceuticals SA
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Laboratorios del Dr Esteve SA
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
    • C07D491/048—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being five-membered
    • 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
    • A61K31/4738—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/4741—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems condensed with ring systems having oxygen as a ring hetero atom, e.g. tubocuraran derivatives, noscapine, bicuculline
    • 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
    • A61K31/535—Heterocyclic 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
    • A61K31/5375—1,4-Oxazines, e.g. morpholine
    • A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
    • 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
    • A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • 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
    • 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
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • 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
    • A61P25/06—Antimigraine agents
    • 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
    • A61P25/08—Antiepileptics; Anticonvulsants
    • 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
    • A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • 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
    • A61P25/22—Anxiolytics
    • 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
    • A61P25/24—Antidepressants
    • 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
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
    • A61P25/36—Opioid-abuse
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A61P27/06—Antiglaucoma agents or miotics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/04—Anorexiants; Antiobesity agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/06—Antihyperlipidemics
    • 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
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/06—Antiarrhythmics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
    • C07D491/052—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being six-membered

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Epidemiology (AREA)
  • Psychiatry (AREA)
  • Pain & Pain Management (AREA)
  • Hematology (AREA)
  • Ophthalmology & Optometry (AREA)
  • Diabetes (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Addiction (AREA)
  • Obesity (AREA)
  • Child & Adolescent Psychology (AREA)
  • Immunology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Rheumatology (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Hospice & Palliative Care (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Un compuesto de fórmula general (I):**Fórmula** Donde R1 es un cicloalquilo C3-9 saturado o insaturado opcionalmente monosustituido, que contiene opcionalmente al menos un heteroátomo como miembro del anillo seleccionado de N, O o S, que se puede condensar con un sistema de anillo mono o policíclico opcionalmente monosustituido; R2 se selecciona del grupo que consiste en hidrógeno; un radical alifático C1-10 ramificado o no ramificado, saturado o insaturado, opcionalmente al menos monosustituido o -CH2R5; R3 y R4 se seleccionan independientemente del grupo que consiste en hidrógeno; -NO2; -CF3; -OH; -SH; -NR5R6; - CN; un radical alifático C1-10 ramificado o no ramificado, saturado o insaturado, opcionalmente al menos monosustituido; un cicloalquilo C3-9 saturado o insaturado opcionalmente al menos monosustituido, que contiene opcionalmente al menos un heteroátomo como miembro del anillo seleccionado de N, O o S que se puede condensar con un sistema de anillo mono o policíclico opcionalmente al menos monosustituido; un arilo sustituido o insustituido; -NHC(O)NHR7; -NHC(S)NHR7; -C(O)OR8; -OR9; -NR10C(O)R11; -SR12; -C(O)NR13R14; -SO2NR15R16 o halógeno; R5 a R12 se seleccionan independientemente de hidrógeno; un radical alifático C1-10 ramificado o no ramificado, saturado o insaturado, opcionalmente al menos monosustituido; arilo sustituido o insustituido; cicloalquilo C3-9 sustituido o insustituido, que contiene opcionalmente al menos un heteroátomo como miembro del anillo seleccionado de N, O o S que se puede condensar con un sistema de anillo mono o policíclico opcionalmente al menos monosustituido; o heteroarilo sustituido o insustituido que se puede condensar con un sistema de anillo mono o policíclico opcionalmente al menos monosustituido; R13 a R16 se seleccionan independientemente de hidrógeno; un radical alifático C1-10 ramificado o no ramificado, saturado o insaturado, opcionalmente al menos monosustituido; arilo sustituido o insustituido; cicloalquilo C3-9 sustituido o insustituido, que contiene opcionalmente al menos un heteroátomo como miembro del anillo seleccionado de N, O o S que se puede condensar con un sistema de anillo mono o policíclico opcionalmente al menos monosustituido; o heteroarilo sustituido o insustituido que se puede condensar con un sistema de anillo mono o policíclico opcionalmente al menos monosustituido; o R13 a R16 junto con el nitrógeno puente forman un cicloalquilo C3-9 que contiene opcionalmente al menos un heteroátomo adicional como miembro del anillo seleccionado de N, O o S; n es 0 o 1; en donde los sustituyentes para los radicales cicloalquilo C3-9, radical alifático C1-10, arilo y heteroarilo se seleccionan del grupo que consiste en grupo alquilo C1-6, un grupo alcoxi C1-6 lineal o ramificado, -F, -Cl, -I, -Br, -CF3, -CH2F, - CHF2, -CN, -OH, -SH, -NH2, oxo, -(C>=O)R', -SR', -SOR', -SO2R', -NHR', -NR'R" a través del cual R' y opcionalmente R" para cada sustituyente representa independientemente un grupo alquilo C1-6 lineal o ramificado, con la condición de que al menos uno de R3 o R4 sea siempre diferente de hidrógeno y con la condición de que cuando R1 es ciclohexilo, tetrahidrofurano insustituido o pirrolidina sustituida, si R3 o R4 están en la posición 8 cuando n>=0 o en la posición 9 cuando n>=1, no sean terc-butilo, o una sal, un racemato, estereoisómeros puros o mezclas de estereoisómeros o solvato farmacéuticamente aceptables de estos, y donde el compuesto no es uno de: * 9-terc-butil-5-ciclopropil-3,4,4a,5,6,10b-hexahidro-2H-pirano[3,2-c]quinolina * 9-n-butil-5-ciclopropil-3,4,4a,5,6,10b-hexahidro-2H-pirano[3,2-c]quinolina
ES13702004.6T 2012-01-24 2013-01-24 Pirano y furanoquinolinas sustituidas, su preparación y uso como medicamentos Active ES2627530T3 (es)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP12382020.1A EP2620438A1 (en) 2012-01-24 2012-01-24 Substituted pyrano and furanoquinolines, their preparation and use as medicaments
EP12382020 2012-01-24
PCT/EP2013/051328 WO2013110698A1 (en) 2012-01-24 2013-01-24 Substituted pyrano and furanoquinolines, their preparation and use as medicaments

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ES2627530T3 true ES2627530T3 (es) 2017-07-28

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ES13702004.6T Active ES2627530T3 (es) 2012-01-24 2013-01-24 Pirano y furanoquinolinas sustituidas, su preparación y uso como medicamentos

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US (2) US9193738B2 (es)
EP (2) EP2620438A1 (es)
JP (1) JP2015504908A (es)
CN (1) CN104245704A (es)
CA (1) CA2862535A1 (es)
ES (1) ES2627530T3 (es)
HK (1) HK1204613A1 (es)
IN (1) IN2014MN01492A (es)
MX (1) MX2014008957A (es)
WO (1) WO2013110698A1 (es)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2620438A1 (en) * 2012-01-24 2013-07-31 Laboratorios Del. Dr. Esteve, S.A. Substituted pyrano and furanoquinolines, their preparation and use as medicaments
WO2021050721A1 (en) * 2019-09-10 2021-03-18 Emory University Quinoline derivatives and uses in managing cancer
WO2024105225A1 (en) 2022-11-18 2024-05-23 Universitat De Barcelona Synergistic combinations of a sigma receptor 1 (s1r) antagonist and a soluble epoxide hydrolase inhibitor (sehi) and their use in the treatment of pain

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3631050A (en) * 1968-11-13 1971-12-28 Parke Davis & Co Hexahydro-9b-methylfuro(3 2-c) quinoline compounds
JP4222893B2 (ja) 2003-07-15 2009-02-12 シャープ株式会社 画像補正装置、画像補正方法、画像補正プログラム、および画像補正プログラムを記録したコンピュータ読取り可能な記録媒体
SI2033959T1 (sl) 2003-12-20 2011-08-31 Merck Patent Gmbh Derivati tetrahidropiranokinolina
JP2007084437A (ja) 2003-12-26 2007-04-05 Dai Ichi Seiyaku Co Ltd アミノアルキルピラゾール誘導体
CA2577089A1 (en) * 2004-08-27 2006-03-02 Laboratorios Del Dr. Esteve, S.A. Sigma receptor inhibitors
EP1634873A1 (en) 2004-08-27 2006-03-15 Laboratorios Del Dr. Esteve, S.A. Sigma receptor inhibitors
EP1829869A1 (en) 2006-03-02 2007-09-05 Laboratorios Del Dr. Esteve, S.A. 4,5,6,7-Tetrahydrobenzo[b]thiophene derivatives and their use as sigma receptor ligands
EP1847542A1 (en) 2006-04-21 2007-10-24 Laboratorios del Dr. Esteve S.A. Spiro[benzopyran] or spiro[benzofuran] derivatives which inhibit the sigma receptor
EP2070933A1 (en) 2007-12-07 2009-06-17 Laboratorios del Dr. Esteve S.A. Tricyclic triazolic compounds
EP2620438A1 (en) * 2012-01-24 2013-07-31 Laboratorios Del. Dr. Esteve, S.A. Substituted pyrano and furanoquinolines, their preparation and use as medicaments

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MX2014008957A (es) 2014-10-14
US9408842B2 (en) 2016-08-09
HK1204613A1 (en) 2015-11-27
EP2807169B1 (en) 2017-03-01
EP2620438A1 (en) 2013-07-31
EP2807169A1 (en) 2014-12-03
US20150352098A1 (en) 2015-12-10
CA2862535A1 (en) 2013-08-01
US20150031692A1 (en) 2015-01-29
JP2015504908A (ja) 2015-02-16
WO2013110698A1 (en) 2013-08-01
IN2014MN01492A (es) 2015-04-17
US9193738B2 (en) 2015-11-24
CN104245704A (zh) 2014-12-24

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