CA2491612C - 4-'7-halo-2-quino(xa-)linyloxy!phenoxy-propionic acid derivatives as antineoplastic agents - Google Patents

4-'7-halo-2-quino(xa-)linyloxy!phenoxy-propionic acid derivatives as antineoplastic agents Download PDF

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Publication number
CA2491612C
CA2491612C CA2491612A CA2491612A CA2491612C CA 2491612 C CA2491612 C CA 2491612C CA 2491612 A CA2491612 A CA 2491612A CA 2491612 A CA2491612 A CA 2491612A CA 2491612 C CA2491612 C CA 2491612C
Authority
CA
Canada
Prior art keywords
compound
nitrogen linked
day
alkyl
dose
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
CA2491612A
Other languages
English (en)
French (fr)
Other versions
CA2491612A1 (en
Inventor
Jerome P. Horwitz
Thomas H. Corbett
Eduardo Palomino
Lisa Polin
Stuart T. Hazeldine
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.)
Wayne State University
Original Assignee
Wayne State University
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 Wayne State University filed Critical Wayne State University
Publication of CA2491612A1 publication Critical patent/CA2491612A1/en
Application granted granted Critical
Publication of CA2491612C publication Critical patent/CA2491612C/en
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
    • C07D215/22—Oxygen atoms attached in position 2 or 4
    • C07D215/227—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 2
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/02—Antineoplastic agents specific for leukemia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
    • C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
    • C07D241/40—Benzopyrazines
    • C07D241/44—Benzopyrazines 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 hetero ring

Landscapes

  • 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)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Hematology (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CA2491612A 2002-07-03 2003-07-03 4-'7-halo-2-quino(xa-)linyloxy!phenoxy-propionic acid derivatives as antineoplastic agents Expired - Fee Related CA2491612C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US39385802P 2002-07-03 2002-07-03
US60/393,858 2002-07-03
PCT/US2003/021062 WO2004005260A1 (en) 2002-07-03 2003-07-03 A-`7-halo-2-quino (xa-) linyloxy!phenoxy-propionic acid derivatives as antineoplastic agents

Publications (2)

Publication Number Publication Date
CA2491612A1 CA2491612A1 (en) 2004-01-15
CA2491612C true CA2491612C (en) 2012-01-03

Family

ID=30115656

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2491612A Expired - Fee Related CA2491612C (en) 2002-07-03 2003-07-03 4-'7-halo-2-quino(xa-)linyloxy!phenoxy-propionic acid derivatives as antineoplastic agents

Country Status (18)

Country Link
US (3) US7109341B2 (enExample)
EP (1) EP1539699A1 (enExample)
JP (1) JP2005532397A (enExample)
CN (1) CN1688547A (enExample)
AU (2) AU2003249722A1 (enExample)
BR (1) BR0311491A (enExample)
CA (1) CA2491612C (enExample)
EA (1) EA009679B1 (enExample)
GE (1) GEP20074058B (enExample)
IL (1) IL164555A0 (enExample)
MX (1) MXPA05000233A (enExample)
NO (1) NO20050573L (enExample)
NZ (1) NZ535887A (enExample)
PL (1) PL373624A1 (enExample)
SG (1) SG145570A1 (enExample)
UA (1) UA79293C2 (enExample)
WO (2) WO2004005260A1 (enExample)
ZA (1) ZA200408191B (enExample)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL367340A1 (en) * 2001-07-31 2005-02-21 Wayne State University Quinoline derivatives and use thereof as antitumor agents
UA79293C2 (en) * 2002-07-03 2007-06-11 Univ Wayne State 4-(7'-halo-2-quino (xa-) linyloxy)phenoxy propionic acid derivatives as antineoplastic agents
WO2004024149A1 (de) * 2002-08-24 2004-03-25 Zentaris Gmbh Arzneimittel enthaltend disorale und ihre derivate und deren anwendung zur behandlung gutartiger und bosärtiger tumorerkrankungen
CN100427482C (zh) * 2005-08-01 2008-10-22 复旦大学 N,n-二甲胺酰基-2,3-二呋喃基-6-氨基喹噁啉,其制备方法与应用
US7470788B2 (en) * 2005-09-07 2008-12-30 Wayne State University Antitumor agents
US20070054938A1 (en) * 2005-09-07 2007-03-08 Horwitz Jerome P Antitumor agents
US8183379B2 (en) * 2005-09-07 2012-05-22 Wayne State University Antitumor agents
EP1897542A1 (en) * 2006-09-07 2008-03-12 Sanofi-Aventis Aqueous formulation comprising an antitumor agent
CN101686983A (zh) * 2007-05-10 2010-03-31 Amr科技公司 芳基和杂芳基取代的四氢苯并-1,4-二氮杂䓬及其阻断去甲肾上腺素、多巴胺和5-羟色胺重摄取的用途
US9096544B2 (en) 2009-12-23 2015-08-04 Wayne State University Therapeutic compounds
CN103127112A (zh) * 2013-02-27 2013-06-05 江苏先声药物研究有限公司 一类喹啉酮衍生物在肿瘤治疗中的应用
CN105085506B (zh) * 2014-05-16 2018-01-19 湖南大学 2‑[4‑(苯并噁唑‑2‑氧基)苯氧基]脂肪酰吡啶胺的医药用途
CN105085480B (zh) * 2014-05-16 2017-12-29 湖南大学 2‑[4‑（喹喔啉‑2‑氧基）苯氧基]脂肪酰吡啶胺的医药用途
CN107827828B (zh) * 2017-11-21 2021-03-30 南京华漫新材料科技有限公司 含苯酰肼骨架的喹喔啉衍生物及其制备方法和在制备抗肿瘤药物中的应用
CN110698418B (zh) * 2019-09-11 2022-07-01 广西师范大学 一种3-芳胺基喹喔啉-2-甲酰胺类衍生物及其制备方法和应用
TWI826034B (zh) * 2022-10-07 2023-12-11 宏碁股份有限公司 影像過曝改善方法及電子裝置

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JPS6033389B2 (ja) * 1979-02-22 1985-08-02 日産化学工業株式会社 複素環エ−テル系フェノシキ脂肪酸誘導体、その製造法および該誘導体を含有する除草剤
US6197728B1 (en) * 1980-08-06 2001-03-06 Nissan Chemical Industries Ltd. Quinoxaline derivatives and herbicidal composition
US5364831A (en) * 1980-08-06 1994-11-15 Nissan Chemical Industries Ltd. Quinoxaline derivatives and herbicidal composition
US4760066A (en) * 1982-09-21 1988-07-26 Wayne State University Method for treating human tumor cell metastasis
US4559157A (en) 1983-04-21 1985-12-17 Creative Products Resource Associates, Ltd. Cosmetic applicator useful for skin moisturizing
LU84979A1 (fr) 1983-08-30 1985-04-24 Oreal Composition cosmetique ou pharmaceutique sous forme aqueuse ou anhydre dont la phase grasse contient un polyether oligomere et polyethers oligomeres nouveaux
PT79699B (en) 1983-12-22 1986-12-10 Pfizer Process for preparing quinolone inotropic agents
US5250690A (en) * 1985-05-02 1993-10-05 Dowelanco Haloalkoxy anilide derivatives of 2-4(-heterocyclic oxyphenoxy)alkanoic or alkenoic acids and their use as herbicides
JPS62190172A (ja) * 1986-02-14 1987-08-20 Teijin Ltd フエノキシ脂肪族カルボン酸誘導体および除草剤
US4820508A (en) 1987-06-23 1989-04-11 Neutrogena Corporation Skin protective composition
US4992478A (en) 1988-04-04 1991-02-12 Warner-Lambert Company Antiinflammatory skin moisturizing composition and method of preparing same
US4938949A (en) 1988-09-12 1990-07-03 University Of New York Treatment of damaged bone marrow and dosage units therefor
WO1994013647A1 (en) * 1992-12-15 1994-06-23 The Du Pont Merck Pharmaceutical Company (2-quinoxalinyloxy)phenoxypropanoic acids and related derivatives as anticancer agents
US6680311B1 (en) * 1996-08-30 2004-01-20 Eli Lilly And Company Cryptophycin compounds
EP0932601A4 (en) * 1996-08-30 2000-02-02 Lilly Co Eli METHOD FOR PRODUCING PHARMACEUTICALS
BR9712805A (pt) * 1996-09-06 1999-11-23 Lilly Co Eli Processo para a preparação de compostos farmecêuticos
US6160006A (en) * 1996-10-18 2000-12-12 Wayne State University 6',7'-dihydroxybergamottin, a cytochrome P450 inhibitor in grapefruit
US6352991B1 (en) * 1997-01-08 2002-03-05 Wayne State University 2-hydroxymethylcyclopropylidenemethylpurines and -pyrimidines as antiviral agents
US6238644B1 (en) * 1997-09-03 2001-05-29 Wayne State University Method for treating and/or imaging breast cancer using radioactive iodide
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WO2001092244A1 (en) * 2000-05-30 2001-12-06 Wayne State University Inhibitors of matrix metalloproteinases
US6747021B2 (en) * 2000-10-02 2004-06-08 Eli Lilly And Company Cryptophycin compound
PL367340A1 (en) * 2001-07-31 2005-02-21 Wayne State University Quinoline derivatives and use thereof as antitumor agents
UA79293C2 (en) 2002-07-03 2007-06-11 Univ Wayne State 4-(7'-halo-2-quino (xa-) linyloxy)phenoxy propionic acid derivatives as antineoplastic agents

Also Published As

Publication number Publication date
US7585863B2 (en) 2009-09-08
EA200500095A1 (ru) 2005-06-30
AU2003249704B2 (en) 2010-05-20
AU2003249704A1 (en) 2004-01-23
GEP20074058B (en) 2007-03-12
US20060293333A1 (en) 2006-12-28
WO2004004651A2 (en) 2004-01-15
US7109341B2 (en) 2006-09-19
JP2005532397A (ja) 2005-10-27
BR0311491A (pt) 2005-04-26
MXPA05000233A (es) 2005-04-11
UA79293C2 (en) 2007-06-11
US20040132618A1 (en) 2004-07-08
WO2004005260A1 (en) 2004-01-15
ZA200408191B (en) 2006-07-26
PL373624A1 (en) 2005-09-05
EP1539699A1 (en) 2005-06-15
AU2003249722A1 (en) 2004-01-23
US20090076073A1 (en) 2009-03-19
SG145570A1 (en) 2008-09-29
NO20050573L (no) 2005-02-02
US7728007B2 (en) 2010-06-01
IL164555A0 (en) 2005-12-18
CA2491612A1 (en) 2004-01-15
NZ535887A (en) 2006-11-30
EA009679B1 (ru) 2008-02-28
CN1688547A (zh) 2005-10-26

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Effective date: 20150703