CA2944450C - Composes bicycliques de cyclopentapyrimidine substitues ayant une activite antimitotique et/ou antitumorale et leurs methodes d'utilisation - Google Patents

Composes bicycliques de cyclopentapyrimidine substitues ayant une activite antimitotique et/ou antitumorale et leurs methodes d'utilisation Download PDF

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Publication number
CA2944450C
CA2944450C CA2944450A CA2944450A CA2944450C CA 2944450 C CA2944450 C CA 2944450C CA 2944450 A CA2944450 A CA 2944450A CA 2944450 A CA2944450 A CA 2944450A CA 2944450 C CA2944450 C CA 2944450C
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Prior art keywords
substituted
compound
alkyl
carbon atoms
hydrogen
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CA2944450A
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CA2944450A1 (fr
Inventor
Aleem Gangjee
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Duquesne University of the Holy Spirit
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Duquesne University of the Holy Spirit
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Priority claimed from US14/244,445 external-priority patent/US9624178B2/en
Application filed by Duquesne University of the Holy Spirit filed Critical Duquesne University of the Holy Spirit
Publication of CA2944450A1 publication Critical patent/CA2944450A1/fr
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic 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
    • C07D491/02—Heterocyclic 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
    • C07D491/04—Ortho-condensed systems
    • C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
    • C07D491/048—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being five-membered
    • 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
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

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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)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Cette invention concerne des composés bicycliques de cyclopentapyrimidine et de cyclopentylpyrimidine substitués de Formule III, et leurs sels 5,6-saturés et insaturés pharmaceutiquement acceptables, promédicaments, solvates et hydrates de ceux-ci, ayant une activité antimitotique, une activité anti-multirésistance aux médicaments, comme, par exemple, ayant une activité d'inhibition de la glycoprotéine P, et une activité antitumorale, et qui inhibent les cellules tumorales sensibles et résistantes au paclitaxel. L'invention concerne également des méthodes d'utilisation de ces composés pour traiter des cellules tumorales et inhiber la mitose des cellules cancéreuses.
CA2944450A 2014-04-03 2015-03-27 Composes bicycliques de cyclopentapyrimidine substitues ayant une activite antimitotique et/ou antitumorale et leurs methodes d'utilisation Active CA2944450C (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US14/244,445 2014-04-03
US14/244,445 US9624178B2 (en) 2008-07-10 2014-04-03 Substituted cyclopenta pyrimidine bicyclic compounds having antitmitotic and/or antitumor activity methods of use thereof
PCT/US2015/022871 WO2015160489A2 (fr) 2014-04-03 2015-03-27 Composés bicycliques de cyclopentapyrimidine substitués ayant une activité antimitotique et/ou antitumorale et leurs méthodes d'utilisation

Publications (2)

Publication Number Publication Date
CA2944450A1 CA2944450A1 (fr) 2015-10-22
CA2944450C true CA2944450C (fr) 2023-03-21

Family

ID=54324696

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2944450A Active CA2944450C (fr) 2014-04-03 2015-03-27 Composes bicycliques de cyclopentapyrimidine substitues ayant une activite antimitotique et/ou antitumorale et leurs methodes d'utilisation

Country Status (4)

Country Link
EP (1) EP3125897A4 (fr)
JP (1) JP6532887B2 (fr)
CA (1) CA2944450C (fr)
WO (1) WO2015160489A2 (fr)

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57203072A (en) * 1981-06-05 1982-12-13 Sankyo Co Ltd 4-anilinopyrimidine derivative, its preparation, antidepressant comprising it as active ingredient
US8309562B2 (en) * 2003-07-03 2012-11-13 Myrexis, Inc. Compounds and therapeutical use thereof
US8946239B2 (en) * 2008-07-10 2015-02-03 Duquesne University Of The Holy Spirit Substituted pyrrolo, -furano, and cyclopentylpyrimidines having antimitotic and/or antitumor activity and methods of use thereof
JP2013516420A (ja) * 2009-12-30 2013-05-13 アークル インコーポレイテッド 置換されたピロロ−アミノピリミジン化合物
EP2670244B1 (fr) * 2011-02-04 2018-04-11 Duquesne University of The Holy Spirit Inhibiteurs pyrimidines bicycliques et tricycliques de tyrosine kinase ayant une activité antitubuline, et méthodes de traitement d'un patient

Also Published As

Publication number Publication date
WO2015160489A2 (fr) 2015-10-22
JP6532887B2 (ja) 2019-06-19
CA2944450A1 (fr) 2015-10-22
JP2017512805A (ja) 2017-05-25
EP3125897A2 (fr) 2017-02-08
EP3125897A4 (fr) 2017-11-15
WO2015160489A3 (fr) 2016-03-31

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CA2944450C (fr) Composes bicycliques de cyclopentapyrimidine substitues ayant une activite antimitotique et/ou antitumorale et leurs methodes d'utilisation

Legal Events

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EEER Examination request

Effective date: 20200317

H11 Ip right ceased following rejected request for revival

Free format text: ST27 STATUS EVENT CODE: T-6-6-H10-H11-H101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: TIME LIMIT FOR REVERSAL EXPIRED

Effective date: 20240927