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AR035979A1 - Derivados de quinolina, procedimientos para su preparacion, composiciones farmaceuticas que los comprenden, y usos de dichos compuestos para la preparacion de medicament0s - Google Patents

Derivados de quinolina, procedimientos para su preparacion, composiciones farmaceuticas que los comprenden, y usos de dichos compuestos para la preparacion de medicament0s

Info

Publication number
AR035979A1
AR035979A1 ARP020101836A ARP020101836A AR035979A1 AR 035979 A1 AR035979 A1 AR 035979A1 AR P020101836 A ARP020101836 A AR P020101836A AR P020101836 A ARP020101836 A AR P020101836A AR 035979 A1 AR035979 A1 AR 035979A1
Authority
AR
Argentina
Prior art keywords
alkyl
formula
compound
monoalkylamino
dialkylamino
Prior art date
Application number
ARP020101836A
Other languages
English (en)
Original Assignee
Hoffmann La Roche
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 Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of AR035979A1 publication Critical patent/AR035979A1/es

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Classifications

    • 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
    • C07D401/02Heterocyclic 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
    • C07D401/12Heterocyclic 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 linked by a chain containing hetero atoms as chain links
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00Drugs for skeletal disorders
    • A61P19/02Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/04Anorexiants; Antiobesity agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/38Nitrogen atoms
    • C07D215/42Nitrogen atoms attached in position 4
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • 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
    • C07D405/02Heterocyclic 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 two hetero rings
    • C07D405/12Heterocyclic 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 two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • 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
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Diabetes (AREA)
  • General Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Emergency Medicine (AREA)
  • Child & Adolescent Psychology (AREA)
  • Endocrinology (AREA)
  • Immunology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Rheumatology (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Quinoline Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Derivados de quinolina de fórmula (1) en la que R1 es hidrógeno, alquilo, alcoxialquilo, alquenilo, alquinilo, hidroxialquilo, aralquilo, heterociclilalquilo, cicloalquilalquilo, NH2-SO2-, monoalquilamino-SO2-, dialquilamino-SO2-, alquil-SO2-, arilo, NH2-alquilo, monoalquilaminoalquilo, dialquilaminoalquilo, alcoxicarbonilalquilo, carboxialquilo, aril-SO2-O-alquilo, cicloalquilo o cicloalquilalquilo; R2 es hidrógeno, halógeno, alquilo, alquenilo, alquinilo, aralquilo, heteroarilalquilo, hidroxialquilo, alcoxi, alcoxialcoxi, hidroxialcoxialquilo, ariloxi, arilamino, heteroarilamino, NH2-, monoalquilamino, dialquilamino, heterociclilo, arilalquilamino, heteroarilalquilamino, arilo, ariloxi o heteroarilalcoxi; R3 es hidrógeno, alquilo, NH2-, monoalquilamino, dialquilamino o alcoxi; R4 es hidrógeno, alquilo, cicloalquilo, alcoxi, hidroxi, NH2-, monoalquilamino, dialquilamino, acetilamino, ciano, hidroxialquilo, alcoxialquilo, cicloalcoxi, alcoxialcoxi, cicloalquilalcoxi, heterociclilo, heterocicliloxi, heterocicliloxialcoxi, hidroxialcoxi, alcoxicarbonilo, carboxi, heterociclilalquilo, alquil-SO2- o aril-SO2-; R5 es hidrógeno, alquilo, cicloalquilo, alcoxi, hidroxi, NH2-, monoalquilamino, dialquilamino, acetilamino, ciano, hidroxialquilo, alcoxialquilo, cicloalcoxi, alcoxialcoxi, cicloalquilalcoxi, heterociclilo, heterocicliloxi, heterocicliloxialcoxi, hidroxialcoxi, alcoxicarbonilo, carboxi, heterociclilalquilo, alquil-SO2- o aril-SO2-; A es un anillo heterocíclico saturado, mono- o bicíclico, de 5 a 10 miembros, que contiene un átomo de nitrógeno que forma parte del anillo quinolina y opcionalmente de uno a dos heteroátomos más que, con independencia entre sí, se eligen entre oxígeno, azufre y nitrógeno; y las sales y ésteres farmacéuticamente aceptables de los mismos. Dichos compuestos son ligandos de neuropéptidos, en particular antagonistas de neuropéptidos Y (NPY), y pueden emplearse en forma de preparaciones farmacéuticas para el tratamiento o prevención de artritis, enfermedades cardiovasculares, diabetes, insuficiencia renal, trastornos de la alimentación y obesidad. También se dan a conocer: procedimientos para la preparación de dichos compuestos, composiciones farmacéuticas que comprenden dichos compuestos, y los usos de dichos compuestos para la preparación de medicamentos. Reivindicación 20: Un procedimiento para la preparación de un compuesto según cualquiera de las reivindicaciones 1 a 19, caracterizado porque consta de una de las reacciones siguientes: a) reacción de un compuesto de la fórmula (2) en presencia de un compuesto de la fórmula R1-Hal, en la que R1, R2, R3, R4, R5 y A tienen los significados definidos en la reivindicación 1 y Hal es halógeno; o b) reacción de formación de enlaces C/O, C/N o C/C catalizada por Pd de un compuesto de la fórmula (3) con el fin de obtener un compuesto de la fórmula (1), en la que R1, R2, R3, R4, R5 y A tienen los significados definidos en la reivindicación 1 y Hal es halógeno; o c) reacción de intercambio halógeno/metal de un compuesto de la fórmula (3), ya definido en la etapa (b) y posterior condensación catalizada por Pd con un halogenuro de la fórmula R2-Hal para obtener un compuesto de la fórmula (1), en la que R1, R3, R4, R5 y A tienen los significados definidos en la reivindicación 1, Hal es halógeno y R2 es alquenilo, alquinilo, alcoxi, alcoxialcoxi, ariloxi, heteroarilamino, NH2-, monoalquilamino, dialquilamino, alquilalquilamino, heteroarilalquilamino, arilo, arilalcoxi o heteroarilalcoxi; o d) reacción de un compuesto de la fórmula (4) en presencia de un alcohol de la fórmula R1-OH y un catalizador de paladio con el fin de obtener un compuesto de la fórmula (1), en la que R2, R3, R4, R5 y A tienen los significados definidos en la reivindicación 1, Hal es halógeno y R1 es hidrógeno, alquilo, alcoxialquilo, alquenilo, alquinilo, hidroxialquilo, aralquilo, heterociclilalquilo, cicloalquilalquilo, NH2-SO2-, monoalquilamino-SO2-, dialquilamino-SO2-, alquil-SO2-, arilo, NH2-alquilo, monoalquilaminoalquilo, dialquilaminoalquilo, alcoxicarbonilalquilo, carboxialquilo, aril-SO2-O-alquilo, cicloalquilo o cicloalquilalquilo.
ARP020101836A 2001-05-21 2002-05-17 Derivados de quinolina, procedimientos para su preparacion, composiciones farmaceuticas que los comprenden, y usos de dichos compuestos para la preparacion de medicament0s AR035979A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP01112370 2001-05-21

Publications (1)

Publication Number Publication Date
AR035979A1 true AR035979A1 (es) 2004-07-28

Family

ID=8177497

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP020101836A AR035979A1 (es) 2001-05-21 2002-05-17 Derivados de quinolina, procedimientos para su preparacion, composiciones farmaceuticas que los comprenden, y usos de dichos compuestos para la preparacion de medicament0s

Country Status (19)

Country Link
US (2) US6818767B2 (es)
EP (1) EP1395564B1 (es)
JP (1) JP3715280B2 (es)
KR (1) KR100621287B1 (es)
CN (1) CN100376557C (es)
AR (1) AR035979A1 (es)
AT (1) ATE387428T1 (es)
AU (1) AU2002338896B2 (es)
BR (1) BR0209957A (es)
CA (1) CA2446324A1 (es)
DE (1) DE60225274T2 (es)
ES (1) ES2300478T3 (es)
GT (1) GT200200090A (es)
MX (1) MXPA03010565A (es)
PA (1) PA8545301A1 (es)
PE (1) PE20021155A1 (es)
UY (1) UY27300A1 (es)
WO (1) WO2002094789A1 (es)
ZA (1) ZA200308783B (es)

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KR20030096416A (ko) 2003-12-24
ES2300478T3 (es) 2008-06-16
UY27300A1 (es) 2002-11-29
DE60225274T2 (de) 2009-03-26
BR0209957A (pt) 2004-03-30
US20050049413A1 (en) 2005-03-03
AU2002338896B2 (en) 2006-04-27
EP1395564B1 (en) 2008-02-27
JP2004536066A (ja) 2004-12-02
EP1395564A1 (en) 2004-03-10
ZA200308783B (en) 2005-02-11
PE20021155A1 (es) 2002-12-17
US6818767B2 (en) 2004-11-16
JP3715280B2 (ja) 2005-11-09
CA2446324A1 (en) 2002-11-28
MXPA03010565A (es) 2004-03-02
CN1522249A (zh) 2004-08-18
DE60225274D1 (de) 2008-04-10
KR100621287B1 (ko) 2006-09-13
PA8545301A1 (es) 2003-01-24
GT200200090A (es) 2003-06-19
US20020198194A1 (en) 2002-12-26
ATE387428T1 (de) 2008-03-15
CN100376557C (zh) 2008-03-26
WO2002094789A1 (en) 2002-11-28

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