CA2632618C - Demethylpenclomedine analogs and their use as anticancer agents - Google Patents

Demethylpenclomedine analogs and their use as anticancer agents Download PDF

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Publication number
CA2632618C
CA2632618C CA2632618A CA2632618A CA2632618C CA 2632618 C CA2632618 C CA 2632618C CA 2632618 A CA2632618 A CA 2632618A CA 2632618 A CA2632618 A CA 2632618A CA 2632618 C CA2632618 C CA 2632618C
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CA
Canada
Prior art keywords
compound
prodrug
salt
cancer
optionally substituted
Prior art date
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CA2632618A
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English (en)
French (fr)
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CA2632618A1 (en
Inventor
Lee Roy Morgan
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.)
Dekk Tek Inc
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Dekk Tek Inc
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Publication date
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Publication of CA2632618A1 publication Critical patent/CA2632618A1/en
Application granted granted Critical
Publication of CA2632618C publication Critical patent/CA2632618C/en
Active legal-status Critical Current
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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
    • A61K31/4412Non condensed pyridines; Hydrogenated derivatives thereof having oxo groups directly attached to the heterocyclic ring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • 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
    • A61P35/00Antineoplastic agents
    • A61P35/04Antineoplastic agents specific for metastasis
    • 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
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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
    • C07D213/62Oxygen or sulfur atoms
    • C07D213/63One oxygen atom
    • C07D213/64One oxygen atom attached in position 2 or 6
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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
    • C07D213/62Oxygen or sulfur atoms
    • C07D213/63One oxygen atom
    • C07D213/68One oxygen atom attached in position 4

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epidemiology (AREA)
  • Oncology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Hematology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Steroid Compounds (AREA)
  • Pyridine Compounds (AREA)
CA2632618A 2005-12-13 2006-12-12 Demethylpenclomedine analogs and their use as anticancer agents Active CA2632618C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US75021105P 2005-12-13 2005-12-13
US60/750,211 2005-12-13
PCT/US2006/047526 WO2007070568A2 (en) 2005-12-13 2006-12-12 Demethylpenclomedine analogs and their use as anticancer agents

Publications (2)

Publication Number Publication Date
CA2632618A1 CA2632618A1 (en) 2007-06-21
CA2632618C true CA2632618C (en) 2014-04-22

Family

ID=38163494

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2632618A Active CA2632618C (en) 2005-12-13 2006-12-12 Demethylpenclomedine analogs and their use as anticancer agents

Country Status (6)

Country Link
US (5) US8124596B2 (https=)
EP (1) EP1981850B1 (https=)
JP (1) JP5324921B2 (https=)
AU (1) AU2006326506B9 (https=)
CA (1) CA2632618C (https=)
WO (1) WO2007070568A2 (https=)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1578341A2 (en) 2000-10-11 2005-09-28 Tularik Inc. Modulation of ccr4 function
US7144903B2 (en) 2001-05-23 2006-12-05 Amgen Inc. CCR4 antagonists
WO2018187414A1 (en) * 2017-04-05 2018-10-11 The Regents Of The University Of California Inhibitors of mtor-rictor interactions

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4717726A (en) 1986-09-10 1988-01-05 The Dow Chemical Company 3,5-dichloro-2,4-dimethoxy-6-(trichloromethyl)pyridine having anti-tumor activity
US6235761B1 (en) 1996-06-03 2001-05-22 Neil Hartman Compound, composition and method for treating cancer
WO2000043009A1 (en) * 1999-01-21 2000-07-27 Southern Research Institute Pyridine compounds, use and preparation thereof
HK1041648B (en) 1999-01-21 2011-01-14 南方研究所 Acyl derivatives of 4-demethylpenclomedine, use thereof and preparation thereof
US7122563B2 (en) 2005-02-01 2006-10-17 Southern Research Institute Derivatives of 4-demethylpenclomedine, use thereof and preparation thereof

Also Published As

Publication number Publication date
US9422241B2 (en) 2016-08-23
EP1981850B1 (en) 2017-03-22
WO2007070568A3 (en) 2007-11-08
JP5324921B2 (ja) 2013-10-23
US9884051B2 (en) 2018-02-06
US8124596B2 (en) 2012-02-28
WO2007070568A2 (en) 2007-06-21
US20090197844A1 (en) 2009-08-06
AU2006326506A2 (en) 2008-07-31
AU2006326506B9 (en) 2012-11-15
US20200375964A1 (en) 2020-12-03
US20120177634A1 (en) 2012-07-12
AU2006326506B2 (en) 2012-05-17
JP2009519344A (ja) 2009-05-14
CA2632618A1 (en) 2007-06-21
AU2006326506A1 (en) 2007-06-21
US20160354354A1 (en) 2016-12-08
US20180117022A1 (en) 2018-05-03
EP1981850A2 (en) 2008-10-22
US10772878B2 (en) 2020-09-15

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