CA2537978C - Utilisation de quinolines substituees comme inhibiteurs de la tyrosine kinase - Google Patents

Utilisation de quinolines substituees comme inhibiteurs de la tyrosine kinase Download PDF

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Publication number
CA2537978C
CA2537978C CA2537978A CA2537978A CA2537978C CA 2537978 C CA2537978 C CA 2537978C CA 2537978 A CA2537978 A CA 2537978A CA 2537978 A CA2537978 A CA 2537978A CA 2537978 C CA2537978 C CA 2537978C
Authority
CA
Canada
Prior art keywords
chloro
cyano
anilino
compound
ethoxy
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
CA2537978A
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English (en)
Other versions
CA2537978A1 (fr
Inventor
Allan Wissner
Sridhar Krishna Rabindran
Hwei-Ru Tsou
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.)
Wyeth LLC
Original Assignee
Wyeth LLC
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
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=34435322&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CA2537978(C) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Wyeth LLC filed Critical Wyeth LLC
Publication of CA2537978A1 publication Critical patent/CA2537978A1/fr
Application granted granted Critical
Publication of CA2537978C publication Critical patent/CA2537978C/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • 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
    • C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • 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
    • C07D409/12—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 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
    • C07D413/02—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
    • 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 & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

La présente invention concerne des composés représentés par la formule (1), présentant la structure (I), dans laquelle R¿1?, R¿2? et R¿3? désignent des éléments décrits dans la partie descriptive de la présente demande. Ces composés agissent comme des agents anticancéreux et inhibent HER-2 et EGFR.
CA2537978A 2003-09-15 2003-10-15 Utilisation de quinolines substituees comme inhibiteurs de la tyrosine kinase Expired - Lifetime CA2537978C (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US66227303A 2003-09-15 2003-09-15
US10/662,273 2003-09-15
PCT/US2003/032612 WO2005034955A1 (fr) 2003-09-15 2003-10-15 Utilisation de quinolines substituees comme inhibiteurs de la tyrosine kinase

Publications (2)

Publication Number Publication Date
CA2537978A1 CA2537978A1 (fr) 2005-04-21
CA2537978C true CA2537978C (fr) 2011-08-02

Family

ID=34435322

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2537978A Expired - Lifetime CA2537978C (fr) 2003-09-15 2003-10-15 Utilisation de quinolines substituees comme inhibiteurs de la tyrosine kinase

Country Status (7)

Country Link
EP (1) EP1670473A1 (fr)
AU (1) AU2003304497B2 (fr)
BR (1) BR0318503A (fr)
CA (1) CA2537978C (fr)
MX (1) MXPA06002846A (fr)
UA (1) UA85394C2 (fr)
WO (1) WO2005034955A1 (fr)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE602006021142D1 (de) 2005-02-03 2011-05-19 Gen Hospital Corp Verfahren zur behandlung von gefitinib-resistentem krebs
KR20080016671A (ko) * 2005-05-25 2008-02-21 와이어쓰 치환된 3-시아노퀴놀린 및 그것의 중간체를 합성하는 방법
RU2451524C2 (ru) 2005-11-04 2012-05-27 Вайет Противоопухолевые комбинации с ингибиторами mtor, герцептином и/или hki-272
CA2649146A1 (fr) * 2006-04-14 2007-10-25 Astrazeneca Ab 4-anilinoquinoleine-3-carboxamides en tant qu'inhibiteurs de la csf-ir kinase
US8022216B2 (en) 2007-10-17 2011-09-20 Wyeth Llc Maleate salts of (E)-N-{4-[3-chloro-4-(2-pyridinylmethoxy)anilino]-3-cyano-7-ethoxy-6-quinolinyl}-4-(dimethylamino)-2-butenamide and crystalline forms thereof
EP2310011B1 (fr) 2008-06-17 2013-07-24 Wyeth LLC Combinaisons antinéoplasiques contenant du hki-272 et de la vinorelbine
KR101434009B1 (ko) 2008-08-04 2014-08-25 와이어쓰 엘엘씨 4-아닐리노-3-사이아노퀴놀린과 카페시타빈의 항신생물성 조합물
CN101723854A (zh) 2008-10-24 2010-06-09 上海特化医药科技有限公司 6-取代氨基-3-氰基喹啉类化合物的制备方法及其中间体
PT3000467T (pt) 2009-04-06 2023-03-30 Wyeth Llc Regime de tratamento utilizando neratinib para o cancro de mama
GB0922302D0 (en) * 2009-12-22 2010-02-03 Imp Innovations Ltd Compounds
CN102146084B (zh) * 2010-02-04 2014-05-07 江苏恒瑞医药股份有限公司 3-氰基-6-氨基喹啉类衍生物、其制备方法及其在医药上的应用
EP2688565A1 (fr) 2011-03-23 2014-01-29 Semorex Technologies Ltd. Traitement des troubles de la prolifération
CN102718679B (zh) * 2011-03-30 2016-06-08 北京万全阳光医药科技有限公司 一种诺那替尼关键中间体的制备方法
CN102731395B (zh) * 2011-04-15 2015-02-04 中国科学院上海药物研究所 抗肿瘤药物来那替尼的中间体及其制备与应用
RS55704B1 (sr) 2012-01-17 2017-07-31 Astellas Pharma Inc Jedinjenje pirazin karboksamida
CN104926669A (zh) * 2014-03-18 2015-09-23 江苏豪森医药集团连云港宏创医药有限公司 反式-4-二甲基胺基巴豆酸盐酸盐的制备方法
EP3677583A4 (fr) * 2017-09-01 2021-07-21 Shanghai Pharmaceuticals Holding Co., Ltd. Composé hétérocyclique azoté, procédé de préparation, intermédiaire, composition et application
CN110357854A (zh) * 2018-03-26 2019-10-22 江苏创诺制药有限公司 一种来那替尼的制备方法
CN111848581B (zh) * 2020-08-19 2021-08-10 昆明学院 3-氰基-4-苯胺基-6-氨基喹啉衍生物的制备方法
CN111995618B (zh) * 2020-09-02 2021-06-11 重庆医科大学 一种来那替尼杂质g的制备方法
CN111943933B (zh) * 2020-09-02 2021-05-28 重庆医科大学 一种来那替尼杂质d的制备方法
CN114920695B (zh) * 2022-06-29 2023-06-20 深圳大学总医院 一种喹唑啉衍生物及其制备方法、药物组合物和应用

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6288082B1 (en) * 1998-09-29 2001-09-11 American Cyanamid Company Substituted 3-cyanoquinolines
DE60221886D1 (de) * 2001-11-27 2007-09-27 Wyeth Corp 3-cyanochinoline als inhibitoren von egf-r- und her2-kinasen

Also Published As

Publication number Publication date
BR0318503A (pt) 2006-09-12
UA85394C2 (ru) 2009-01-26
EP1670473A1 (fr) 2006-06-21
CA2537978A1 (fr) 2005-04-21
AU2003304497A1 (en) 2005-04-27
WO2005034955A1 (fr) 2005-04-21
MXPA06002846A (es) 2006-06-14
AU2003304497B2 (en) 2010-06-24

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