ES2194692T3 - Derivados de dihidro-furo-(3,4-b)-quinolein-1-onas, su procedimiento de preparacion y las composiciones farmceuticas que los contienen. - Google Patents

Derivados de dihidro-furo-(3,4-b)-quinolein-1-onas, su procedimiento de preparacion y las composiciones farmceuticas que los contienen.

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Publication number
ES2194692T3
ES2194692T3 ES00403255T ES00403255T ES2194692T3 ES 2194692 T3 ES2194692 T3 ES 2194692T3 ES 00403255 T ES00403255 T ES 00403255T ES 00403255 T ES00403255 T ES 00403255T ES 2194692 T3 ES2194692 T3 ES 2194692T3
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ES
Spain
Prior art keywords
group
linear
branched
alkyl
formula
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
ES00403255T
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English (en)
Inventor
Henri-Philippe Husson
Sylviane Giorgi-Renault
Christophe Tratrat
Ghanem Atassi
Alain Pierre
Pierre Renard
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Laboratoires Servier SAS
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Laboratoires Servier SAS
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Application granted granted Critical
Publication of ES2194692T3 publication Critical patent/ES2194692T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D491/00Heterocyclic 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
    • C07D491/02Heterocyclic 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
    • C07D491/04Ortho-condensed systems
    • C07D491/044Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
    • C07D491/048Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being five-membered
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D491/00Heterocyclic 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
    • C07D491/02Heterocyclic 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
    • C07D491/04Ortho-condensed systems
    • 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
    • A61P35/00Antineoplastic agents
    • A61P35/02Antineoplastic agents specific for leukemia
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D219/00Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
    • C07D219/04Heterocyclic compounds containing acridine or hydrogenated acridine ring systems 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 carbon atoms of the ring system
    • C07D219/06Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D221/00Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04Ortho- or peri-condensed ring systems
    • C07D221/06Ring systems of three rings
    • C07D221/16Ring systems of three rings containing carbocyclic rings other than six-membered
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D221/00Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04Ortho- or peri-condensed ring systems
    • C07D221/18Ring systems of four or more rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D491/00Heterocyclic 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
    • C07D491/12Heterocyclic 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 three hetero rings
    • C07D491/14Ortho-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

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Hematology (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Quinoline Compounds (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Compuestos de fórmula (I): **FORMULA** en la cual: ***- - - representa un doble enlace, R0 representa un átomo de hidrógeno o un grupo hidroxilo o alcoxilo - (C1 - C6) lineal o ramificado, R1 y R2, idénticos o diferentes, representan cada uno: - un átomo de hidrógeno, - un átomo de halógeno, - un grupo alquilo - (C1 - C6) lineal o ramificado, - un grupo alcoxilo - (C1 - C6) lineal o ramificado, - un grupo hidroxilo, - un grupo polihalo - alquilo - (C1 - C6) lineal o ramificado, - un grupo nitrilo, - un grupo amino eventualmente sustituido por uno o dos grupos alquilo - (C1 - C6) lineal o ramificado, - un grupo de fórmula N1-1 en la cual m representa un entero tal como que 1< m < r )M - 4, o forman junto con los átomos de carbono que los llevan un grupo mono - o bi - cíclico de 5 a 12 eslabones, aromático o no, que contiene eventualmente 1 o 2 heteroátomos elegidos entre O, S y N, R3 representa un átomo de hidrógeno o un grupo de fórmula R4 en la cual R4 representa: - un grupo arilo, - un grupo heteroarilo, - un grupo cicloalquilo - (C3 - C8), - un grupo alquilo - (C1 - C6) lineal o ramificado, eventualmente sustituido por un grupo arilo, por un grupo heteroarilo, por un grupo hidroxilo, por un grupo alcoxilo - (C1 - C6) lineal o ramificado, o por un grupo de fórmula NR5R6 en la cual R5 y R6 idénticos o diferentes, representan cada uno un grupo alquilo - (C1 - C6) lineal o ramificado, hidroxi - alquilo - (C1 C6) lineal o ramificado, o forman junto con el átomo de nitrógeno que los llevan un heterociclo nitrogenado, - o un grupo de fórmula COR7 en la cual R7 representa un grupo: - arilo, - alquilo - (C1 - C6) lineal o ramificado (eventualmente sustituido por un grupo de fórmula NR8R9 en la cual R8 y R9, idénticos o diferentes, representan cada uno un grupo alquilo (C1 - C6) lineal o ramificado, hidroxi - alquilo - (C1 - C6) lineal o ramificado o forman junto con el átomo de nitrógeno que los llevan un heterociclo nitrogenado), 29
ES00403255T 1999-11-24 2000-11-22 Derivados de dihidro-furo-(3,4-b)-quinolein-1-onas, su procedimiento de preparacion y las composiciones farmceuticas que los contienen. Expired - Lifetime ES2194692T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR9914771A FR2801310B1 (fr) 1999-11-24 1999-11-24 NOUVEAUX DERIVES DE DIHYDROFURO-[3,4-b]QUINOLEIN-1-ONES, LEUR PROCEDE DE PREPARATION ET LES COMPOSITIONS PHARMACEUTIQUES QUI LES CONTIENNENT

Publications (1)

Publication Number Publication Date
ES2194692T3 true ES2194692T3 (es) 2003-12-01

Family

ID=9552476

Family Applications (1)

Application Number Title Priority Date Filing Date
ES00403255T Expired - Lifetime ES2194692T3 (es) 1999-11-24 2000-11-22 Derivados de dihidro-furo-(3,4-b)-quinolein-1-onas, su procedimiento de preparacion y las composiciones farmceuticas que los contienen.

Country Status (22)

Country Link
US (1) US6548515B1 (es)
EP (1) EP1103554B9 (es)
JP (1) JP3566649B2 (es)
KR (1) KR100433705B1 (es)
CN (1) CN1157394C (es)
AT (1) ATE234305T1 (es)
AU (1) AU781300B2 (es)
BR (1) BR0005557A (es)
CA (1) CA2326710C (es)
DE (1) DE60001622T2 (es)
DK (1) DK1103554T5 (es)
EA (1) EA003996B1 (es)
ES (1) ES2194692T3 (es)
FR (1) FR2801310B1 (es)
HK (1) HK1036983A1 (es)
HU (1) HUP0004704A3 (es)
MX (1) MXPA00011240A (es)
NO (1) NO20005922L (es)
NZ (1) NZ508390A (es)
PL (1) PL344100A1 (es)
SI (1) SI1103554T1 (es)
ZA (1) ZA200006912B (es)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2825091B1 (fr) * 2001-05-23 2003-07-04 Servier Lab Nouveaux derives tricycliques de dihydro-quinnoleines, leur procede de preparation et les compositions pharmaceutiques qui les contiennent
FR2825092B1 (fr) * 2001-05-23 2005-01-14 Servier Lab Nouveau derives trycicliques de dihydro-quinoleines, leur procede de preparation et les compositions pharmaceutiques qui les contiennent
CN100376582C (zh) * 2006-04-26 2008-03-26 浙江大学 一种六氢呋喃[3,2-c]喹啉衍生物的制备方法
CN101092419B (zh) * 2006-06-23 2010-05-12 北京师范大学 (1z,4z,5z)-6-n-烷基-6-氮杂-2-氧代-3-氧杂-4-甲氧基-双环[3.1.0]己烷及其制备方法和用途
CN101092420B (zh) * 2006-06-23 2010-08-25 北京师范大学 (1z,4e,5z)-6-n-异丙基-6-氮杂-2-氧代-3-氧杂-4-甲氧基-双环[3.1.0]己烷及其制备方法和用途
US8927560B2 (en) 2010-12-06 2015-01-06 Council Of Scientific & Industrial Research 4-Aza-2, 3-didehydropodophyllotoxin compounds and process for the preparation thereof
EP3094622A1 (en) 2014-01-15 2016-11-23 Centre National de la Recherche Scientifique (C.N.R.S.) Water soluble 4-azapodophyllotoxin analogs
US11098052B2 (en) * 2016-03-02 2021-08-24 Arizona Board Of Regents On Behalf Of Arizona State University 4-azapodophylotoxins compounds
CN110256457A (zh) * 2019-06-21 2019-09-20 江苏师范大学 一种4,7-二氢噻吩并[3,4-b]吡啶-5(1H)-酮化合物的合成方法
CN110684033B (zh) * 2019-09-06 2021-05-11 广西师范大学 四氢呋喃二喹啉化合物及其合成方法和应用
CN114989180B (zh) * 2022-05-26 2024-06-04 广东海洋大学 杨叶肖槿内生真菌来源的化合物及其制备方法与应用
US11731980B1 (en) 2023-03-22 2023-08-22 King Faisal University Furo[3,4-b]quinolone compounds as antibacterial agents

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2310746A1 (de) * 1973-03-03 1974-09-12 Bayer Ag Verfahren zur herstellung von neuen 1,4-dihydrochinolinen sowie ihre verwendung als arzneimittel
IT1228293B (it) * 1989-02-06 1991-06-07 Angeli Inst Spa Benzoderivati di composti eterociclici contenenti azoto.
US5482967A (en) * 1992-09-04 1996-01-09 Takeda Chemical Industries, Ltd. Condensed heterocyclic compounds, their production and use
DE69422450T2 (de) * 1993-06-29 2000-06-08 Takeda Chemical Industries, Ltd. Chinoline oder Chinazolin-Derivate und deren Verwendung zur Herstellung eines Medikaments für die Behandlung von Osteoporose
US6376516B1 (en) * 1997-08-19 2002-04-23 Emory University Noscapine and noscapine derivatives, useful as anticancer agents

Also Published As

Publication number Publication date
NO20005922L (no) 2001-05-25
AU781300B2 (en) 2005-05-12
KR20010051924A (ko) 2001-06-25
EA200001101A1 (ru) 2001-06-25
US6548515B1 (en) 2003-04-15
NO20005922D0 (no) 2000-11-23
HUP0004704A2 (hu) 2001-11-28
CN1157394C (zh) 2004-07-14
EP1103554A1 (fr) 2001-05-30
KR100433705B1 (ko) 2004-05-31
HUP0004704A3 (en) 2003-11-28
PL344100A1 (en) 2001-06-04
SI1103554T1 (en) 2003-08-31
JP3566649B2 (ja) 2004-09-15
EA003996B1 (ru) 2003-12-25
CA2326710A1 (fr) 2001-05-24
DE60001622T2 (de) 2004-02-05
ATE234305T1 (de) 2003-03-15
FR2801310B1 (fr) 2004-04-16
EP1103554B9 (fr) 2003-12-17
BR0005557A (pt) 2001-07-17
HK1036983A1 (en) 2002-01-25
DK1103554T3 (da) 2003-07-14
HU0004704D0 (es) 2001-02-28
ZA200006912B (en) 2001-06-05
FR2801310A1 (fr) 2001-05-25
DK1103554T5 (da) 2004-04-26
CN1302804A (zh) 2001-07-11
CA2326710C (fr) 2006-06-27
MXPA00011240A (es) 2002-05-23
NZ508390A (en) 2001-03-30
JP2001151756A (ja) 2001-06-05
DE60001622D1 (de) 2003-04-17
EP1103554B1 (fr) 2003-03-12
AU7182500A (en) 2001-05-31

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