ES2188184T3 - Compuestos de beta-carbolinas. - Google Patents

Compuestos de beta-carbolinas.

Info

Publication number
ES2188184T3
ES2188184T3 ES99928479T ES99928479T ES2188184T3 ES 2188184 T3 ES2188184 T3 ES 2188184T3 ES 99928479 T ES99928479 T ES 99928479T ES 99928479 T ES99928479 T ES 99928479T ES 2188184 T3 ES2188184 T3 ES 2188184T3
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ES
Spain
Prior art keywords
alkyl
phenyl
optionally substituted
group
alkoxy
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Lifetime
Application number
ES99928479T
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English (en)
Inventor
Christophe Alain Thurieau
Lydie Francine Poitout
Marie-Odile Galcera
Christophe Philippe Moinet
Thomas D Gordon
Barry A Morgan
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Ipsen Pharma SAS
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Societe de Conseils de Recherches et dApplications Scientifiques SCRAS SAS
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Publication of ES2188184T3 publication Critical patent/ES2188184T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic 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
    • C07D471/02Heterocyclic 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
    • C07D471/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04Drugs 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00Drugs for disorders of the urinary system
    • A61P13/12Drugs for disorders of the urinary system of the kidneys
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/04Centrally acting analgesics, e.g. opioids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/08Antiepileptics; Anticonvulsants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16Anti-Parkinson drugs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00Drugs for disorders of the senses
    • A61P27/02Ophthalmic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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
    • A61P3/06Antihyperlipidemics
    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • A61P37/06Immunosuppressants, e.g. drugs for graft rejection
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/06Antiarrhythmics
    • 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
    • C07D403/14Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/14Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic 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
    • C07D471/02Heterocyclic 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
    • C07D471/10Spiro-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic 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
    • C07D471/12Heterocyclic 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 three hetero rings
    • C07D471/20Spiro-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D495/00Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04Ortho-condensed systems

Abstract

Un compuesto de fórmula (I), **(Fórmula)** las mezclas racémico - diastereoméricas y los isómeros ópticos de dicho compuesto de fórmula (I), las sales o profármacos farmacéuticamente aceptables del mismo o una sal farmacéuticamente aceptable de dicho profármaco, en donde ------ representa un enlace opcional; X es N o N - R4, donde X es N cuando ambos enlaces opcionales están presentes y X es N - R4 cuando los enlaces opcionales no están presentes; R1 es: H, - (CH2)m - C(O) - (CH2)m - Z1, - (CH2)m - Z1, - (CH2)m - O - Z1 o alquil(C0 - C6) C(O) - NH - (CH2)m - Z3; Z1 es un resto opcionalmente sustituid escogido entre el grupo formado por: alquilo(C1 - C12), benzo[b]tiofeno, fenilo, naftilo, benzo[b]furanilo, tiofeno, isoxazolilo, indolilo, **(Fórmula)** R2 es: alquilo(C1 - C12), alquil(C0 - C5) - C(O) - O - Z5, alquil(C0 - C6) - C(O) - NH - (CH2)m - Z3 o fenilo opcionalmente sustituido; Z5 es: H, alquilo(C1 - C12) o (CH2)m - arilo; Z3 es: amino, alquil(C1 - C12)amino, N, N - di - alquil(C1 -C12)amino, - NH - C(O) - O - (CH2)m fenilo, - NH - C(O) - O - (CH2)m - alquilo(C1 - C6) o un resto opcionalmente sustituido escogido entre el grupo formado por: imidazolilo, piridinilo y morfolinilo, piperidinilo, piperacinilo, pirazolidinilo, furanilo y tiofeno R3 es: H; R4 es: H, - C(=Y) - N(X1X2), C(=O)X2 o X2; Y es: O o S; X2 es: - (CH2)m - Y1 - X3 0 X3 es: H o un resto opcionalmente sustituido escogido entre el grupo formado por: alquilo(C1 C12), cicloalquilo(C3 - C8), alcoxi(C1 - C12), ariloxi, alquil(C1 - C12) - amino, N, N - di - alquil(C1 C12) - amino, - CH - di - alcoxi(C1 - C12) o fenilo; R5 es: alquilo(C1 - C12), - (CH2), , , , - Y1 - (CH2), , , , - fenil - (X1), , , , cicloalquilo(C3 - C12), - (CH2), , , , S - alquilo(C1 - C12), alquil(C1 - C12) - S - S - alquilo(C1 - C12), - (CH2)m - alquenilo(C1 - C12) o un resto opcionalmente sustituido escogido entre el grupo formado por: fenilo, furanilo, tiofeno, pirrolilo, piridinilo y **Fórmula** Y1 es: O, S, NH o un enlace; R6 es H o SO2 - fenilo; R7 es H, alquilo opcionalmente sustituido con alcoxi o dialquilamino; en donde un resto opcionalmente sustituido un fenilo opcionalmente sustituido, se sustituye opcionalmente por uno o más sustituyentes, cada uno escogido independientemente entre el grupo formado por: Cl, F, Br, I, CF3, NO2, OH, SO2NH2, CN, N3, - OCF3, alcoxi(C1 - C12), - (CH2), , , , - fenil - (X1), , , , - NH - CO - alquilo(C1 - C6), - S - fenil - (X1), , , , O - (CH2), , , . - fenil - (X1), , , , - (CH2), , , . - C(O) O - alquilo(C1 - C6), - (CH2), , , , , - C(O) - alquilo(C1 - C6), - O - (CH), , , , , - NH - alquilo(C1 - C6), - O - (CH2)-, , , , - N - di - (alquilo(C1 - C6)) y alquil(C0 - C12) - (X1)n; X1, cada vez que aparezca se escoge independientemente entre el grupo formado por: hidrógeno, Cl, F, Br, I, NO2, OH, - CF3, - OCF3 - , alquilo(C1 - C12), alcoxi(C1 - C12), - S - alquilo(C1 - C6), - (CH2)-, , , , - amino, - (CH2)-, , , , - NH - alquilo(C1 - C6), - (CH2)-, , , , - N - di - (alquilo(C1 - C6)),- (CH2)-, , , , fenilo y, - (CH2)-, , , , - NH - cicloalquilo(C3 - C6); m, cada vez que aparezca, es independientemente 0 ¿ o un número entero entre 1 y 6; y n, cada vez que aparezca, es independientemente un número entero entre 1 y 5.
ES99928479T 1998-06-12 1999-06-08 Compuestos de beta-carbolinas. Expired - Lifetime ES2188184T3 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US9729798A 1998-06-12 1998-06-12
US8918098P 1998-06-12 1998-06-12

Publications (1)

Publication Number Publication Date
ES2188184T3 true ES2188184T3 (es) 2003-06-16

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ES99928479T Expired - Lifetime ES2188184T3 (es) 1998-06-12 1999-06-08 Compuestos de beta-carbolinas.

Country Status (22)

Country Link
US (1) US6586445B1 (es)
EP (1) EP1086101B1 (es)
JP (1) JP2002517500A (es)
KR (1) KR20010071461A (es)
CN (1) CN1169808C (es)
AR (1) AR019153A1 (es)
AT (1) ATE229954T1 (es)
AU (1) AU761020B2 (es)
CA (1) CA2335339A1 (es)
CZ (1) CZ20004580A3 (es)
DE (1) DE69904595T2 (es)
DK (1) DK1086101T3 (es)
ES (1) ES2188184T3 (es)
HK (1) HK1032049A1 (es)
HU (1) HUP0302962A2 (es)
IL (1) IL140197A0 (es)
NO (1) NO319532B1 (es)
NZ (1) NZ508765A (es)
PL (1) PL345589A1 (es)
RU (1) RU2233841C2 (es)
TW (1) TWI236477B (es)
WO (1) WO1999064420A1 (es)

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CN107163041B (zh) * 2017-05-26 2019-06-21 广西师范大学 一种β-咔啉化合物及其合成方法和应用
CN106995440B (zh) * 2017-05-26 2019-09-03 广西师范大学 1-吡啶-6-甲氧基-9-(2,3,4,5-四氟苄基)β-咔啉化合物及其合成方法和应用
CN107141285B (zh) * 2017-05-26 2019-12-03 广西师范大学 1-吡啶-6-甲氧基-9-甲基苄-β-咔啉及其合成和应用

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