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
Authority
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
Institut Gustave Roussy
Original Assignee
Centre National de la Recherche Scientifique
Institut Gustave Roussy
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, Institut Gustave Roussy filed Critical Centre National de la Recherche Scientifique
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)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Hydrogenated Pyridines (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
FR9704289A FR2761687B1 (fr) 1997-04-08 1997-04-08 Derives de quinoleines, possedant notamment des proprietes antivirales, leurs preparations et leurs applications biologiques
FR97/04289 1997-04-08
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 (enExample)
EP (1) EP0975597B1 (enExample)
JP (1) JP4697679B2 (enExample)
AT (1) ATE441634T1 (enExample)
CA (1) CA2286385C (enExample)
CY (1) CY1109553T1 (enExample)
DE (1) DE69841119D1 (enExample)
DK (1) DK0975597T3 (enExample)
ES (1) ES2332434T3 (enExample)
FR (1) FR2761687B1 (enExample)
PT (1) PT975597E (enExample)
WO (1) WO1998045269A1 (enExample)

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
CN1659143A (zh) 2001-03-01 2005-08-24 盐野义制药株式会社 具有hiv整合酶抑制活性的含氮杂芳基化合物
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
US7176220B2 (en) * 2002-11-20 2007-02-13 Japan Tobacco Inc. 4-oxoquinoline compound and use thereof as pharmaceutical agent
RU2275361C3 (ru) * 2002-11-20 2021-10-01 Джапан Тобакко Инк. Соединение 4-оксохинолина и его применение в качестве ингибитора вич интегразы
MY134672A (en) * 2004-05-20 2007-12-31 Japan Tobacco Inc Stable crystal of 4-oxoquinoline compound
KR100866296B1 (ko) * 2004-05-20 2008-11-11 니뽄 다바코 산교 가부시키가이샤 ４―옥소퀴놀린 화합물의 안정한 결정체
US7531554B2 (en) 2004-05-20 2009-05-12 Japan Tobacco Inc. 4-oxoquinoline compound and use thereof as HIV integrase inhibitor
JP2008542352A (ja) * 2005-06-01 2008-11-27 ビオアリアンス ファルマ キノリン化合物及び他のｈｉｖ感染治療薬を含む相乗作用のコンビネーション
JP4669040B2 (ja) 2006-03-06 2011-04-13 日本たばこ産業株式会社 ４−オキソキノリン化合物の製造方法
ES2569660T3 (es) 2007-06-08 2016-05-12 Mannkind Corporation Inhibidores de la IRE-1alfa
KR20100108337A (ko) * 2007-11-15 2010-10-06 베링거 인겔하임 인터내셔날 게엠베하 사람 면역결핍 바이러스 복제의 억제제
SI2220076T1 (sl) * 2007-11-15 2012-05-31 Gilead Sciences Inc Inhibitorji replikacije virusa humane imunske pomankljivosti
JP5269087B2 (ja) * 2007-11-16 2013-08-21 ギリアード サイエンシス インコーポレーテッド ヒト免疫不全ウイルス複製のインヒビター
US8354429B2 (en) * 2007-11-16 2013-01-15 Gilead Sciences, Inc. Inhibitors of human immunodeficiency virus replication
EP2147912A1 (en) 2008-07-23 2010-01-27 BioAlliance Pharma Styrylquinolines, their process of preparation and their therapeutic uses
EP2149557A1 (en) 2008-07-23 2010-02-03 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
CA2860015C (en) 2011-12-22 2020-07-07 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)
JP6426694B2 (ja) 2013-03-15 2018-11-21 グローバル ブラッド セラピューティクス インコーポレイテッド ヘモグロビンの修飾のための化合物及びその使用
EA201992707A1 (ru) 2013-11-18 2020-06-30 Глобал Блад Терапьютикс, Инк. Соединения и их применения для модуляции гемоглобина
TWI663160B (zh) 2016-05-12 2019-06-21 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
JP7337174B2 (ja) 2018-09-18 2023-09-01 ニカング セラピューティクス， インコーポレイテッド Ｓｒｃホモロジー－２ホスファターゼ阻害剤としての三置換ヘテロアリール誘導体

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
ES8801209A1 (es) * 1985-06-18 1988-01-01 Merck Frosst Canada Inc Un procedimiento para la preparacion de quinolinas 2-sustituidas.
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
AU4172197A (en) * 1996-09-10 1998-04-02 Pharmacia & Upjohn Company 8-hydroxy-7-substituted quinolines as anti-viral agents

Also Published As

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

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Effective date: 20130408