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AR046133A1 - Derivados de benzazepina como inhibidores de mao-b, procesos para su obtencion, composiciones farmaceuticas que los contienen y su utilizacion en la fabricacion de medicamentos para el tratamiento de trastornos neurologicos - Google Patents

Derivados de benzazepina como inhibidores de mao-b, procesos para su obtencion, composiciones farmaceuticas que los contienen y su utilizacion en la fabricacion de medicamentos para el tratamiento de trastornos neurologicos

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Publication number
AR046133A1
AR046133A1 ARP040103808A ARP040103808A AR046133A1 AR 046133 A1 AR046133 A1 AR 046133A1 AR P040103808 A ARP040103808 A AR P040103808A AR P040103808 A ARP040103808 A AR P040103808A AR 046133 A1 AR046133 A1 AR 046133A1
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AR
Argentina
Prior art keywords
alkyl
ch2c
son
compound
formula
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Application number
ARP040103808A
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English (en)
Inventor
Synese Jolidon
Sarmiento Rosa Maria Rodriguez
Andrew William Thomas
Wolfgang Wostl
Rene Wyler
Original Assignee
Hoffmann La Roche
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Publication of AR046133A1 publication Critical patent/AR046133A1/es

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/16—Benzazepines; Hydrogenated benzazepines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • 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
    • A61K31/41—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
    • A61K31/415—1,2-Diazoles
    • A61K31/416—1,2-Diazoles condensed with carbocyclic ring systems, e.g. indazole
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
    • 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
    • A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P21/00—Drugs for disorders of the muscular or neuromuscular system
    • A61P21/04—Drugs for disorders of the muscular or neuromuscular system for myasthenia gravis
    • 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
    • A61P25/14—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
    • A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16—Anti-Parkinson drugs
    • 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
    • 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

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Pain & Pain Management (AREA)
  • Psychiatry (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Epidemiology (AREA)
  • Psychology (AREA)
  • Addiction (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Ophthalmology & Optometry (AREA)
  • Rheumatology (AREA)
  • Hospice & Palliative Care (AREA)
  • Nutrition Science (AREA)
  • Physiology (AREA)
  • Dermatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

La presente se refiere a derivados de benzazepina como inhibidores de MAO-B., composiciones farmacéuticas que contienen a dichos derivados y a su utilización para la fabricación de medicamentos útiles para la prevención y tratamiento de enfermedades en las que desempena un papel o está implicada la inhibición selectiva de la actividad de la monoamina oxidasa B. Reivindicación 1: Un compuesto de la fórmula (1) en la que R1 es H o metilo; R2 es H, alquilo C1-3, -CH2C(O)NH2, -CH(CH3)C(O)NH2, - S(O)2CH3 o -C(O)R6; R3, R4 y R5 con independencia entre si son H, halógeno, ciano, alquilo C1-3 u -O-alquilo C1-3-; R6 es H, -CH3, -CH2OCH3, -C(O)NH2, -CH2C(O)NH2, -OCH3, -NH2 o -NHCH2CH3, X-X´es-CH2-CH2-, -CH=CH- o -CH2-C(O)-; y Y-Y´ es -CH2-CH2-; - CH=CH- o -CH2-C(O)-; o X-X´ es -CH2- e Y-Y´ es -CH2-CH2-C(O)-; en la que cuando uno de X-X´e Y-Y´es -CH2-CH2- y el otro es -CH=CH-, o cuando los dos X-X´e Y-Y´son -CH=CH-, entonces R2 es -S(O)2CH3 o -C(O)R6; o cuando X-X´e Y-Y´son -CH2-C(O)- entonces R2 es H, alquilo C1-3, -CH2C(O)NH2 o -CH(CH3)C(O)NH2; y las sales farmacéuticamente aceptables de los mismos. Reivindicación 15: Un proceso de obtención de un compuesto de la fórmula (1) según la reivindicación 1 en la que R1 es H o metilo; R2 es H, R3, R4 y R5 con independencia entre si son H, halógeno, ciano, alquilo C1-3 u -O-alquilo C1-3; X-X´es-CH2-CH2-, -CH=CH- o -CH2-C(O)-; y Y-Y´ es -CH2-CH2-; -CH=CH- o -CH2-C(O)-; o X-X´ es -CH2- e Y-Y´ es -CH2-CH2-C(O)-; en la que cuando uno de X-X´e Y-Y´es -CH2-CH2- y el otro es -CH=CH-, o cuando los dos X-X´e Y-Y´son -CH=CH-, entonces R2 es -S(O)2CH3 o -C(O)R6; o cuando X-X´e Y-Y´son -CH2-C(O)- entonces R2 es H, alquilo C1-3, -CH2C(O)NH2 o -CH(CH3)C(O)NH2; que consiste en eliminar un grupo protector de un compuesto de la fórmula (2) en la que p1 es un grupo protector, elegido entre un grupo tert-butoxicarbonilo, metoxicarbonilo y 9-fluorenil-metoxi-carbonilo. Reivindicación 16: Un proceso de obtención de un compuesto de la fórmula (1) según la reivindicación 1 en la que: R1 es H o metilo; R2 es H, alquilo C1-3, -CH2C(O)NH2, -CH(CH3)C(O)NH2, -S(O)2CH3 o -C(O)R6; R3, R4 y R5 con independencia entre si son H, halógeno, ciano, alquilo C1-3 u -O-alquilo C1- 3-; R6 es H, -CH3, -CH2OCH3, -C(O)NH2, -CH2C(O)NH2, -OCH3, -NH2 o -NHCH2CH3, X-X´es-CH2-CH2-, -CH=CH- o -CH2-C(O)-; y Y-Y´ es -CH2-CH2-; -CH=CH- o -CH2-C(O)-; o X-X´ es -CH2- e Y-Y´ es -CH2-CH2-C(O)-; en la que cuando uno de X-X´e Y-Y´es -CH2-CH2- y el otro es -CH=CH-, o cuando los dos X-X´e Y-Y´son -CH=CH-, entonces R3 es -S(O)2CH3 o -C(O)R6; o cuando X-X´e Y-Y´son -CH2-C(O)- entonces R3 es H, alquilo C1-3, -CH2C(O)NH2 o -CH(CH3)C(O)NH2; que consiste en hacer reaccionar un compuesto de la fórmula (39 con un compuesto de la fórmula (4) en las que Z es OH, o cuando R2 es -S(O)2CH3 o -C(O)R6, entonces Z puede ser halógeno o un resto ácido sulfónico.
ARP040103808A 2003-10-23 2004-10-21 Derivados de benzazepina como inhibidores de mao-b, procesos para su obtencion, composiciones farmaceuticas que los contienen y su utilizacion en la fabricacion de medicamentos para el tratamiento de trastornos neurologicos AR046133A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP03024297 2003-10-23

Publications (1)

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AR046133A1 true AR046133A1 (es) 2005-11-23

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ARP040103808A AR046133A1 (es) 2003-10-23 2004-10-21 Derivados de benzazepina como inhibidores de mao-b, procesos para su obtencion, composiciones farmaceuticas que los contienen y su utilizacion en la fabricacion de medicamentos para el tratamiento de trastornos neurologicos

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US (2) US7173023B2 (es)
EP (1) EP1680127B1 (es)
JP (1) JP2007509094A (es)
KR (1) KR100856141B1 (es)
CN (1) CN100441188C (es)
AR (1) AR046133A1 (es)
AT (1) ATE411027T1 (es)
AU (1) AU2004283452A1 (es)
BR (1) BRPI0415842A (es)
CA (1) CA2543287A1 (es)
CO (1) CO5680409A2 (es)
DE (1) DE602004017206D1 (es)
IL (1) IL174845A0 (es)
MX (1) MXPA06004307A (es)
NO (1) NO20061907L (es)
RU (1) RU2006117366A (es)
TW (1) TWI254707B (es)
WO (1) WO2005039591A1 (es)
ZA (1) ZA200603177B (es)

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AU2004283452A1 (en) 2005-05-06
ATE411027T1 (de) 2008-10-15
MXPA06004307A (es) 2006-06-05
DE602004017206D1 (de) 2008-11-27
KR20060061390A (ko) 2006-06-07
EP1680127A1 (en) 2006-07-19
US20050107360A1 (en) 2005-05-19
CN100441188C (zh) 2008-12-10
US20070117791A1 (en) 2007-05-24
JP2007509094A (ja) 2007-04-12
KR100856141B1 (ko) 2008-09-03
TWI254707B (en) 2006-05-11
ZA200603177B (en) 2007-09-26
CA2543287A1 (en) 2005-05-06
BRPI0415842A (pt) 2007-01-02
NO20061907L (no) 2006-07-12
CN1871013A (zh) 2006-11-29
RU2006117366A (ru) 2007-12-10
US7173023B2 (en) 2007-02-06
CO5680409A2 (es) 2006-09-29
WO2005039591A1 (en) 2005-05-06

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