ES2185316T3 - Butirolactonas alfa, beta-condensadas sustituidas. - Google Patents

Butirolactonas alfa, beta-condensadas sustituidas.

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Publication number
ES2185316T3
ES2185316T3 ES99904767T ES99904767T ES2185316T3 ES 2185316 T3 ES2185316 T3 ES 2185316T3 ES 99904767 T ES99904767 T ES 99904767T ES 99904767 T ES99904767 T ES 99904767T ES 2185316 T3 ES2185316 T3 ES 2185316T3
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alkyl
formula
substituted
same
different
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Andreas Stolle
Horst-Peter Antonicek
Stephen Lensky
Arnd Voerste
Thomas Muller
Jorg Baumgarten
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Bayer AG
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Bayer AG
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    • 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
    • C07D401/02—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 two hetero rings
    • C07D401/10—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 two hetero rings linked by a carbon chain containing aromatic rings
    • 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
    • A61P25/08—Antiepileptics; Anticonvulsants
    • 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
    • A61P9/10—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
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans
    • C07D307/88—Benzo [c] furans; Hydrogenated benzo [c] furans with one oxygen atom directly attached in position 1 or 3
    • C—CHEMISTRY; METALLURGY
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    • 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
    • C07D401/02—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 two hetero rings
    • C07D401/12—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 two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07D405/00—Heterocyclic 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
    • C07D405/02—Heterocyclic 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
    • C07D405/06—Heterocyclic 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 carbon chain containing only aliphatic carbon atoms
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    • C07D405/02—Heterocyclic 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
    • C07D405/10—Heterocyclic 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 carbon chain containing aromatic rings
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    • C07D405/00—Heterocyclic 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
    • C07D405/02—Heterocyclic 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
    • C07D405/12—Heterocyclic 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
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06—Heterocyclic 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 carbon chain containing only aliphatic carbon atoms
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
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    • C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
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    • 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
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • 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
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    • 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
    • C07D417/02—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 two hetero rings
    • C07D417/10—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 two hetero rings linked by a carbon chain containing aromatic rings
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    • 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
    • C07D417/02—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 two hetero rings
    • C07D417/12—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 two hetero rings linked by a chain containing hetero atoms as chain links

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  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Pain & Pain Management (AREA)
  • Vascular Medicine (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Urology & Nephrology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Furan Compounds (AREA)

Abstract

Compuestos de la fórmula general (I)**Fórmula** en la que A corresponde a restos de las fórmulas - CH2 - , - CO - , - CR4(OH) - ó - (CH2)a - CHR5, donde a significa un número 0, 1, 2, 3 ó 4, R4 significa hidrógeno o alquilo (C1 - C6) y R5 significa fenilo, o bien corresponde a alcanodiilo (C2 - C8), alquenodiilo (C2 - C6) o alquinodiilo (C2 - C6), R1 corresponde a hidrógeno, a cicloalquilo (C3 - C6) o a un heterociclo con 5 a 6 miembros, que puede contener hasta 3 heteroátomos de la serie S, O, N y/o un resto de la fórmula - NR6, donde R6 significa hidrógeno o metilo, o bien corresponde a un heterociclo benzocondensado, con 5 a 6 miembros, que puede contener hasta 2 heteroátomos de la serie S, O, N y/o un resto de la fórmula - NR7, y que puede estar ligado tanto a través del anillo de fenilo como a través del heterociclo, donde R7 tiene el significado arriba indicado de R6 siendo igual o distinto al mismo, o bien a restos de las fórmulas**Fórmula** donde b y c son iguales o distintos y significan un número 1 ó 2, o bien a arilo (C6 - C10), estando sustituidos todos los sistemas cíclicos antes mencionados, dado el caso de una a varias veces, de forma igual o distinta, por sustituyentes, seleccionados del grupo de halógeno, ciano, nitro, trifluorometilo, hidroxi, alcoxi (C1 - C6), alquil(C1 - C6)carbonilo y cicloalquilo (C3 - C6), fenilo, fenoxi, benciloxi y un heterociclo aromático con 5 a 6 miembros con hasta 3 heteroátomos de la serie S, N y/u O que a su vez pueden estar sustituidos hasta tres veces, de forma igual o distinta, por ciano o halógeno, y/o están sustituidos por alquilo (C1 - C6) y por alquileno (C2 - C6), que a su vez pueden estar sustituidos por halógeno, por arilo (C6 - C10) o por restos de la fórmula - SR8, - OR9 ó - NR10R11 ó**Fórmula** donde R8 significa alquilo (C1 - C6) o fenilo R9 significa hidrógeno o alquilo (C1 - C6), y R10 y R11 son iguales o distintos y significan hidrógeno, fenilo o alquilo (C1 - C6) que está sustituido dado el caso por fenilo quea su vez puede estar sustituido una a varias veces, de forma igual o distinta, por halógeno, nitro, hidroxi o alcoxi (C1 - C6), o bien R10 y R11 forman junto con el átomo de nitrógeno**Fórmula** en la que G significa un átomo de oxígeno, un grupo - CH2 - o un resto de la fórmula - NR12 - , en la que R12 significa hidrógeno, fenilo, bencilo, alquilo (C1 - C6), alcoxi(C1 - C6)carbonilo o un heterociclo aromático con 5 a 6 miembros con hasta 3 heteroátomos de la serie S, N y/u O, y/o están sustituidos por grupos de las formulas - CO2 - R13- NR14R15- NR16CO - R17, - NR18CO2 - R19 y - CO - NR20R21, donde R13 significa hidrógeno o alquilo (C1 - C6) o alquenilo (C2 - C6) que a su vez pueden estar sustituidos por restos de las fórmulas**Fórmula** arilo (C6 - C10) o por un heterociclo aromático con 5 a 7 miembros con hasta 3 heteroátomos de la serie S, N y/u O, donde d significa un número 1 ó 2 o bien significa arilo (C6 - C10) que está sustituido dado el caso por fenilo que a su vez puede estar sustituido por ciano o por halógeno, R14 y R15 son iguales o distintos y significan hidrógeno, cicloalquilo (C3 - C6), fenilo o alquilo (C1 - C6) que está sustituido dado el caso por cicloalquilo (C3 - C6) o fenilo que a su vez puede estar mono o polisustituido, de forma igual o distinta, por halógeno, hidroxi o alcoxi (C1 - C6), R16 significa hidrógeno o alquilo (C1 - C6), R17 significa hidrógeno, adamantilo, cicloalquilo (C3 - C8), alquenilo (C2 - C6) o alquilo (C1 - C12) que está sustituido dado el caso por adamantilo, por cicloalquilo (C3 - C6), por arilo (C6 - C10), por fenoxi o por un heterociclo aromático con 5 a 6 miembros, con hasta 4 heteroátomos de la serie S, N y/u O, pudiendo estar mono o polisustituidos el arilo y el heterociclo a su vez, de forma igual o distinta, por alquilo (C1 - C6), por alcoxi (C1 - C6), por hidroxi, por nitro o por halógeno, y/o el alquilo está sustituido dado el caso por un resto de la fórmula**Fórmula** en la que e significa un número 0 ó 1 y R22 significa alquilo (C1 - C6) o arilo (C6 - C10) que está dado el caso mono o polisustituido, de forma igual o distinta, por halógeno, nitro, hidroxi o alcoxi (C1 - C6), o bien significa arilo (C6 - C10) o un heterociclo aromático con 5 a 6 miembros, con hasta 3 heteroátomos de la serie S, N y/u O que a su vez pueden estar dado el caso mono o polisustituidos, de forma igual o distinta, por alcoxi (C1 - C6), alquilo (C1 - C6), hidroxi, nitro o halógeno, o bien significa un resto de la fórmula**Fórmula** donde L y M son iguales o distintos y significan hidrógeno o halógeno, R23 y R24 tienen el significado antes citado de R10 y R11, siendo iguales o distintos a los mismos, R18 tiene el significado arriba mencionado de R16, siendo igual o distinto al mismo, R19 significa cicloalquilo (C3 - C8), o significa alquilo (C1 - C8) o alquenilo (C2 - C8) que a su vez están sustituidos dado el caso por sustituyentes seleccionados del grupo de halógeno, fenilo, hidroxi, morfolinilo, cicloalquilo (C3 - C8) y por ungrupo de la fórmula - SiR25R26R27, donde R25, R26 y R27 son iguales o distintos y significan alquilo (C1 - C6), R20 y R21 son iguales o distintos y significan hidrógeno, adamantilo, cicloalquilo (C3 - C8), fenilo, fenilo sustituido por fenoxi o un heterociclo aromático con 5 a 6 miembros con hasta 3 heteroátomos de la serie S, N y/u O, o bien significan alquenilo (C2 - C8), alquilo (C1 - C12) o alquinilo (C2 - C6) que están sustituidos dado el caso por hidroxi, cicloalquilo (C3 - C6), alcoxi (C1 - C6), halógeno, triflúormetilo, fenilo o por un heterociclo aromático con 5 a 6 miembros, con hasta 3 heteroátomos de la serie S, N y/u O, estando sustituidos los sistemas cíclicos dado el caso hasta 2 veces, de forma igual o distinta, por alcoxi (C1 - C6), alcoxicarbonilo (C1 - C6), halógeno, fenoxi, hidroxi o alquilo (C1 - C6), y/o el alquilo indicado bajo R20/R21 está sustituido dado el caso por restos de las fórmulas**Fórmula** R28 y R29 son iguales o distintos y significan hidrógeno o alquilo(C1 - C6), o bien un resto de la fórmula**Fórmula** donde R30 tiene el significado mencionado de R12, siendo igual o distinto al mismo, o bien R20 y R21 forman junto con el átomo de nitrógeno un resto de la fórmula**Fórmula** donde G¿ tiene el significado antes citado de G, siendo igual o distinto al mismo, R2 y R3 son iguales o distintos y significan hidrógeno o alquilo (C1 - C6), y D y E forman juntos restos de las fórmulas**Fórmula** donde R31, R32, R33, R34, R35, R36, R37 y R38 son iguales o distintos y significan hidrógeno, fenilo o alquilo (C1 - C6), y sus sales farmacéuticamente aceptables, con la excepción de (3aS*, 6aR*) - 6a - metil - 3, 3a, 6, 6a - tetrahidro - 1H - ciclo - penta[c]furan - 1 - ona.
ES99904767T 1998-01-17 1999-01-12 Butirolactonas alfa, beta-condensadas sustituidas. Expired - Lifetime ES2185316T3 (es)

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DE19801646A DE19801646A1 (de) 1998-01-17 1998-01-17 Substituierte alpha,beta-annellierte Butyrolactone

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ES2185316T3 true ES2185316T3 (es) 2003-04-16

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US (2) US6462074B1 (es)
EP (1) EP1047684B1 (es)
JP (1) JP2002509144A (es)
AU (1) AU2517299A (es)
DE (2) DE19801646A1 (es)
ES (1) ES2185316T3 (es)
WO (1) WO1999036416A1 (es)

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US5945417A (en) 1995-07-31 1999-08-31 Novo Nordisk Heterocyclic compounds, their preparation and use
AU6514296A (en) 1995-07-31 1997-02-26 Novo Nordisk A/S Heterocyclic compounds, their preparation and use
GB9605429D0 (en) 1995-11-16 1996-05-15 Lilly Co Eli Excitatory amino acid receptor antagonists
US5688826A (en) 1995-11-16 1997-11-18 Eli Lilly And Company Excitatory amino acid derivatives
EA001617B1 (ru) 1995-11-16 2001-06-25 Эли Лилли Энд Компани Антагонисты рецепторов возбудительной аминокислоты

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US20030158424A1 (en) 2003-08-21
DE59902921D1 (en) 2002-11-07
DE19801646A1 (de) 1999-07-22
WO1999036416A1 (de) 1999-07-22
US6723718B2 (en) 2004-04-20
US6462074B1 (en) 2002-10-08
EP1047684A1 (de) 2000-11-02
EP1047684B1 (de) 2002-10-02

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