CA2286385C - Derives de quinoleines en tant qu'inhibiteurs de la vih integrase - Google Patents

Derives de quinoleines en tant qu'inhibiteurs de la vih integrase Download PDF

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Publication number
CA2286385C
CA2286385C CA2286385A CA2286385A CA2286385C CA 2286385 C CA2286385 C CA 2286385C CA 2286385 A CA2286385 A CA 2286385A CA 2286385 A CA2286385 A CA 2286385A CA 2286385 C CA2286385 C CA 2286385C
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CA
Canada
Prior art keywords
formula
group
derivatives
substituents
derivative
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 - Fee Related
Application number
CA2286385A
Other languages
English (en)
French (fr)
Other versions
CA2286385A1 (fr
Inventor
Khalid Mekouar
Jean D'angelo
Didier Desmaele
Jean-Francois Mouscadet
Frederic Subra
Christian Auclair
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Centre National de la Recherche Scientifique CNRS
Institut Gustave Roussy (IGR)
Original Assignee
Centre National de la Recherche Scientifique CNRS
Institut Gustave Roussy (IGR)
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 Centre National de la Recherche Scientifique CNRS, Institut Gustave Roussy (IGR) filed Critical Centre National de la Recherche Scientifique CNRS
Publication of CA2286385A1 publication Critical patent/CA2286385A1/fr
Application granted granted Critical
Publication of CA2286385C publication Critical patent/CA2286385C/fr
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic 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
    • C07D215/16—Heterocyclic 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
    • C07D215/20—Oxygen atoms
    • C07D215/24—Oxygen atoms attached in position 8
    • C07D215/26—Alcohols; Ethers thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/02—Immunomodulators
    • A61P37/04—Immunostimulants
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic 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
    • C07D215/12—Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D215/14—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic 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
    • C07D215/16—Heterocyclic 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
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Immunology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Virology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • AIDS & HIV (AREA)
  • Engineering & Computer Science (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Molecular Biology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
CA2286385A 1997-04-08 1998-04-07 Derives de quinoleines en tant qu'inhibiteurs de la vih integrase Expired - Fee Related CA2286385C (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR97/04289 1997-04-08
FR9704289A FR2761687B1 (fr) 1997-04-08 1997-04-08 Derives de quinoleines, possedant notamment des proprietes antivirales, leurs preparations et leurs applications biologiques
PCT/FR1998/000701 WO1998045269A1 (fr) 1997-04-08 1998-04-07 Derives de quinoleines en tant qu'inhibiteurs de la vih integrase

Publications (2)

Publication Number Publication Date
CA2286385A1 CA2286385A1 (fr) 1998-10-15
CA2286385C true CA2286385C (fr) 2011-02-01

Family

ID=9505648

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2286385A Expired - Fee Related CA2286385C (fr) 1997-04-08 1998-04-07 Derives de quinoleines en tant qu'inhibiteurs de la vih integrase

Country Status (12)

Country Link
US (1) US6670377B1 (https=)
EP (1) EP0975597B1 (https=)
JP (1) JP4697679B2 (https=)
AT (1) ATE441634T1 (https=)
CA (1) CA2286385C (https=)
CY (1) CY1109553T1 (https=)
DE (1) DE69841119D1 (https=)
DK (1) DK0975597T3 (https=)
ES (1) ES2332434T3 (https=)
FR (1) FR2761687B1 (https=)
PT (1) PT975597E (https=)
WO (1) WO1998045269A1 (https=)

Families Citing this family (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2321348A1 (en) * 2000-09-27 2002-03-27 Blaise Magloire N'zemba Aromatic derivatives with hiv integrase inhibitory properties
FR2819507B1 (fr) 2001-01-17 2007-09-28 Inst Rech Developpement Ird Quinoleines substituees pour le traitement de co-infections a protozoaires et a retrovirus
JP3616628B2 (ja) 2001-03-01 2005-02-02 塩野義製薬株式会社 Ｈｉｖインテグラーゼ阻害活性を有する含窒素芳香族複素環化合物
FR2830863B1 (fr) * 2001-10-12 2004-01-30 Bioalliance Pharma Derives de quinoleine, procede de synthese, et medicaments renfermant ces derives
FR2839646B1 (fr) * 2002-05-17 2008-04-11 Bioalliance Pharma Utilisation de derives de quinoleine a effet anti-integrase et ses applications
ATE404537T1 (de) 2002-08-13 2008-08-15 Shionogi & Co Heterocyclische verbindungen mit hiv-integrase- hemmender wirkung
SK2662004A3 (sk) 2002-11-20 2005-06-02 Japan Tobacco, Inc. Zlúčenina s obsahom 4-oxochinolínu a jej použitie ako inhibítora integráz
RU2275361C3 (ru) * 2002-11-20 2021-10-01 Джапан Тобакко Инк. Соединение 4-оксохинолина и его применение в качестве ингибитора вич интегразы
US7531554B2 (en) 2004-05-20 2009-05-12 Japan Tobacco Inc. 4-oxoquinoline compound and use thereof as HIV integrase inhibitor
KR100866296B1 (ko) * 2004-05-20 2008-11-11 니뽄 다바코 산교 가부시키가이샤 ４―옥소퀴놀린 화합물의 안정한 결정체
MY134672A (en) * 2004-05-20 2007-12-31 Japan Tobacco Inc Stable crystal of 4-oxoquinoline compound
WO2006129134A1 (en) * 2005-06-01 2006-12-07 Bioalliance Pharma Synergic combinations comprising a styrylquinoline compound and other hiv infection therapeutic agents
ES2531190T3 (es) 2006-03-06 2015-03-11 Japan Tobacco Inc Método para producir un compuesto de 4-oxoquinolina
MX2009013332A (es) 2007-06-08 2010-01-25 Mannkind Corp Inhibidores de ire-1 alfa.
ES2402322T3 (es) * 2007-11-15 2013-04-30 Gilead Sciences, Inc. Inhibidores de la replicación del virus de la inmunodeficiencia humana
ATE541841T1 (de) * 2007-11-15 2012-02-15 Boehringer Ingelheim Int Inhibitoren der replikation des human immunodeficiency virus
ES2463720T3 (es) * 2007-11-16 2014-05-29 Gilead Sciences, Inc. Inhibidores de la replicación del virus de inmunodeficiencia humana
EA019259B1 (ru) * 2007-11-16 2014-02-28 Джилид Сайенсиз, Инк. Ингибиторы репликации вируса иммунодефицита человека
EP2149557A1 (en) 2008-07-23 2010-02-03 BioAlliance Pharma Styrylquinolines, their process of preparation and their therapeutic uses
EP2147912A1 (en) 2008-07-23 2010-01-27 BioAlliance Pharma Styrylquinolines, their process of preparation and their therapeutic uses
EP2147913A1 (en) * 2008-07-23 2010-01-27 BioAlliance Pharma Styrylquinolines, their process of preparation and their therapeutic uses
EP2588455B1 (en) * 2010-07-02 2018-04-04 Gilead Sciences, Inc. 2-quinolinyl-acetic acid derivatives as hiv antiviral compounds
US9731001B2 (en) 2011-12-22 2017-08-15 Universite Laval Three-dimensional cavities of dendritic cell immunoreceptor (DCIR), compounds binding thereto and therapeutic applications related to inhibition of human immunodeficiency virus type-1 (HIV-1)
SG10201802911RA (en) 2013-03-15 2018-05-30 Global Blood Therapeutics Inc Compounds and uses thereof for the modulation of hemoglobin
EA202092627A1 (ru) 2013-11-18 2021-09-30 Глобал Блад Терапьютикс, Инк. Соединения и их применения для модуляции гемоглобина
TWI825524B (zh) 2016-05-12 2023-12-11 美商全球血液治療公司 用於合成2-羥基-6-((2-(1-異丙基-1h-吡唑-5-基)-吡啶-3-基)甲氧基)苯甲醛之方法
CR20210175A (es) 2018-09-18 2021-06-01 Nikang Therapeutics Inc Derivados de anillo tricíclico condensado como inhibidores de la fosfatasa de homología a src 2 (shp2)

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59152891A (ja) * 1983-02-18 1984-08-31 Yamada Kagaku Kogyo Kk 発色性記録材料
IE861607L (en) * 1985-06-18 1986-12-18 Bunce Roger A 2-substituted quinolines
EP0219307A3 (en) * 1985-10-16 1987-10-14 Merck Frosst Canada Inc. 2-substituted quinolines
JPS61189988A (ja) * 1986-08-11 1986-08-23 Yamada Kagaku Kogyo Kk 発色性記録材料
JPH01199979A (ja) * 1987-04-07 1989-08-11 Kanebo Ltd 新規キノリンカルボン酸誘導体および該化合物を有効成分とする抗菌剤
EP0318093A3 (en) * 1987-11-25 1990-12-05 Merck Frosst Canada Inc. Diarylquinoline diacids and their use as medicaments
US5438141A (en) * 1993-05-21 1995-08-01 Merck Frosst Canada, Inc. Heteroaryl and haloaryl quinoline derivatives of cyclopropaneacetic acid as leukotriene antagonists
EP0643045B1 (de) * 1993-09-10 2000-03-08 Novartis AG Chinolin-Verbindungen als Leukotriene Antagonisten
GB9414590D0 (en) * 1994-07-20 1994-09-07 Leo Pharm Prod Ltd Chemical compounds
ES2103180B1 (es) * 1994-08-01 1998-04-01 Menarini Lab Fenilacetamidas con accion antagonista de los leucotrienos.
EP0725063A1 (de) * 1995-02-01 1996-08-07 Ciba-Geigy Ag Chinolin-Derivate
US6310211B1 (en) * 1996-09-10 2001-10-30 Pharmacia & Upjohn Company 8-hydroxy-7-substituted quinolines as anti-viral agents

Also Published As

Publication number Publication date
WO1998045269A1 (fr) 1998-10-15
JP4697679B2 (ja) 2011-06-08
ES2332434T3 (es) 2010-02-04
DE69841119D1 (de) 2009-10-15
JP2001518890A (ja) 2001-10-16
DK0975597T3 (da) 2009-11-02
FR2761687B1 (fr) 2000-09-15
PT975597E (pt) 2010-01-04
EP0975597B1 (fr) 2009-09-02
CA2286385A1 (fr) 1998-10-15
ATE441634T1 (de) 2009-09-15
CY1109553T1 (el) 2014-08-13
FR2761687A1 (fr) 1998-10-09
EP0975597A1 (fr) 2000-02-02
US6670377B1 (en) 2003-12-30

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Effective date: 20130408