CA2684037C - Compounds with anti-cancer activity - Google Patents

Compounds with anti-cancer activity Download PDF

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Publication number
CA2684037C
CA2684037C CA2684037A CA2684037A CA2684037C CA 2684037 C CA2684037 C CA 2684037C CA 2684037 A CA2684037 A CA 2684037A CA 2684037 A CA2684037 A CA 2684037A CA 2684037 C CA2684037 C CA 2684037C
Authority
CA
Canada
Prior art keywords
compound
amino
dione
trifluoromethyl
methyl
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.)
Active
Application number
CA2684037A
Other languages
English (en)
French (fr)
Other versions
CA2684037A1 (en
Inventor
Takumi Kawabe
Machiyo Ishigaki
Takuji Sato
Sayaka Yamamoto
Yoko Hasegawa
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.)
Canbas Co Ltd
Original Assignee
Canbas Co Ltd
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 Canbas Co Ltd filed Critical Canbas Co Ltd
Priority to CA2913840A priority Critical patent/CA2913840C/en
Publication of CA2684037A1 publication Critical patent/CA2684037A1/en
Application granted granted Critical
Publication of CA2684037C publication Critical patent/CA2684037C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4439Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47Quinolines; Isoquinolines
    • A61K31/472Non-condensed isoquinolines, e.g. papaverine
    • A61K31/4725Non-condensed isoquinolines, e.g. papaverine containing further heterocyclic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/496Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • A61P35/02Antineoplastic agents specific for leukemia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/44Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members
    • C07D207/444Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5
    • C07D207/448Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. maleimide
    • C07D207/452Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. maleimide with hydrocarbon radicals, substituted by hetero atoms, directly attached to the ring nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/46Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with hetero atoms directly attached to the ring nitrogen atom
    • C07D207/50Nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/12Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/14Heterocyclic 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 three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic 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
    • C07D405/14Heterocyclic 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 three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/02Heterocyclic 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
    • C07D417/12Heterocyclic 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Hematology (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
CA2684037A 2007-04-11 2008-04-11 Compounds with anti-cancer activity Active CA2684037C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA2913840A CA2913840C (en) 2007-04-11 2008-04-11 Compounds with anti-cancer activity

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US91125807P 2007-04-11 2007-04-11
US60/911,258 2007-04-11
PCT/IB2008/003036 WO2009031040A2 (en) 2007-04-11 2008-04-11 Compounds with anti-cancer activity

Related Child Applications (1)

Application Number Title Priority Date Filing Date
CA2913840A Division CA2913840C (en) 2007-04-11 2008-04-11 Compounds with anti-cancer activity

Publications (2)

Publication Number Publication Date
CA2684037A1 CA2684037A1 (en) 2009-03-12
CA2684037C true CA2684037C (en) 2016-02-16

Family

ID=39939984

Family Applications (4)

Application Number Title Priority Date Filing Date
CA2684037A Active CA2684037C (en) 2007-04-11 2008-04-11 Compounds with anti-cancer activity
CA3188320A Pending CA3188320A1 (en) 2007-04-11 2008-04-11 Azole dione compounds with anti-cancer activity
CA3030510A Active CA3030510C (en) 2007-04-11 2008-04-11 Azole dione compounds with anti-cancer activity
CA2913840A Active CA2913840C (en) 2007-04-11 2008-04-11 Compounds with anti-cancer activity

Family Applications After (3)

Application Number Title Priority Date Filing Date
CA3188320A Pending CA3188320A1 (en) 2007-04-11 2008-04-11 Azole dione compounds with anti-cancer activity
CA3030510A Active CA3030510C (en) 2007-04-11 2008-04-11 Azole dione compounds with anti-cancer activity
CA2913840A Active CA2913840C (en) 2007-04-11 2008-04-11 Compounds with anti-cancer activity

Country Status (17)

Country Link
US (2) US8084454B2 (enExample)
EP (4) EP4074704A1 (enExample)
JP (2) JP5635396B2 (enExample)
KR (1) KR101475311B1 (enExample)
CN (2) CN101720323A (enExample)
AU (1) AU2008294410B2 (enExample)
BR (2) BRPI0810911B1 (enExample)
CA (4) CA2684037C (enExample)
DK (2) DK3567035T3 (enExample)
ES (3) ES2927954T3 (enExample)
HU (2) HUE029370T2 (enExample)
IL (4) IL289165B2 (enExample)
MX (3) MX391154B (enExample)
NZ (1) NZ580237A (enExample)
RU (1) RU2482111C2 (enExample)
WO (1) WO2009031040A2 (enExample)
ZA (1) ZA200906960B (enExample)

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EP4415700A1 (en) * 2021-10-15 2024-08-21 The Curators of the University of Missouri Inhibitors of p1b-type atpases
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Also Published As

Publication number Publication date
EP4074704A1 (en) 2022-10-19
HK1139143A1 (zh) 2010-09-10
HUE059861T2 (hu) 2023-01-28
WO2009031040A2 (en) 2009-03-12
ES2927954T3 (es) 2022-11-14
RU2482111C2 (ru) 2013-05-20
CA2684037A1 (en) 2009-03-12
DK3567035T3 (da) 2022-09-05
US20080275057A1 (en) 2008-11-06
NZ580237A (en) 2012-06-29
EP3567035B1 (en) 2022-06-01
CA3030510A1 (en) 2009-03-12
CA3030510C (en) 2023-03-14
CA2913840C (en) 2019-03-05
US8415357B2 (en) 2013-04-09
ES2732230T3 (es) 2019-12-12
CN105175394B (zh) 2018-06-08
IL242883B (en) 2022-01-01
BR122022005149B1 (pt) 2022-09-27
JP2010523644A (ja) 2010-07-15
CN101720323A (zh) 2010-06-02
EP2152692B9 (en) 2020-03-25
CN105175394A (zh) 2015-12-23
KR101475311B1 (ko) 2014-12-23
JP2014012706A (ja) 2014-01-23
EP3088397A1 (en) 2016-11-02
IL289165B2 (en) 2024-05-01
IL289165B1 (en) 2024-01-01
IL309201A (en) 2024-02-01
AU2008294410A1 (en) 2009-03-12
EP3088397B1 (en) 2019-04-10
AU2008294410B2 (en) 2012-09-06
RU2009141619A (ru) 2011-05-20
US20110092514A1 (en) 2011-04-21
US8084454B2 (en) 2011-12-27
BRPI0810911A2 (pt) 2021-03-30
EP2152692A2 (en) 2010-02-17
EP3567035A1 (en) 2019-11-13
KR20090128560A (ko) 2009-12-15
IL201380A0 (en) 2010-05-31
HUE029370T2 (hu) 2017-02-28
JP5635396B2 (ja) 2014-12-03
BRPI0810911B1 (pt) 2022-05-17
MX2009011025A (es) 2010-01-25
IL289165A (en) 2022-02-01
ES2594704T3 (es) 2016-12-22
ZA200906960B (en) 2010-12-29
DK2152692T3 (en) 2016-09-26
CA2913840A1 (en) 2009-03-12
CA3188320A1 (en) 2009-03-12
MX2020009403A (es) 2022-03-31
EP2152692B1 (en) 2016-06-15
WO2009031040A3 (en) 2009-05-14
MX374896B (es) 2025-03-04
MX391154B (es) 2025-03-21

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