CA2944069C - Sigma-2 receptor ligand drug conjugates as antitumor compounds, methods of synthesis and uses thereof - Google Patents

Sigma-2 receptor ligand drug conjugates as antitumor compounds, methods of synthesis and uses thereof Download PDF

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Publication number
CA2944069C
CA2944069C CA2944069A CA2944069A CA2944069C CA 2944069 C CA2944069 C CA 2944069C CA 2944069 A CA2944069 A CA 2944069A CA 2944069 A CA2944069 A CA 2944069A CA 2944069 C CA2944069 C CA 2944069C
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CA
Canada
Prior art keywords
compound
salt
rch3
recited
cancer
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Application number
CA2944069A
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English (en)
French (fr)
Other versions
CA2944069A1 (en
Inventor
William Hawkins
Robert Mach
Dirk Spitzer
Suwanna Vangveravong
Brian Van Tine
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.)
Washington University in St Louis WUSTL
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Washington University in St Louis WUSTL
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Application filed by Washington University in St Louis WUSTL filed Critical Washington University in St Louis WUSTL
Publication of CA2944069A1 publication Critical patent/CA2944069A1/en
Application granted granted Critical
Publication of CA2944069C publication Critical patent/CA2944069C/en
Active legal-status Critical Current
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
    • C07D451/14—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing 9-azabicyclo [3.3.1] nonane ring systems, e.g. granatane, 2-aza-adamantane; Cyclic acetals thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic 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
    • A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic 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
    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/517—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • 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
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/08—Bridged systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
CA2944069A 2014-04-01 2015-04-01 Sigma-2 receptor ligand drug conjugates as antitumor compounds, methods of synthesis and uses thereof Active CA2944069C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201461973366P 2014-04-01 2014-04-01
US61/973,366 2014-04-01
PCT/US2015/023954 WO2015153814A1 (en) 2014-04-01 2015-04-01 Sigma-2 receptor ligand drug conjugates as antitumor compounds, methods of synthesis and uses thereof

Publications (2)

Publication Number Publication Date
CA2944069A1 CA2944069A1 (en) 2015-10-08
CA2944069C true CA2944069C (en) 2022-03-08

Family

ID=54241267

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2944069A Active CA2944069C (en) 2014-04-01 2015-04-01 Sigma-2 receptor ligand drug conjugates as antitumor compounds, methods of synthesis and uses thereof

Country Status (8)

Country Link
US (5) US10087175B2 (enExample)
EP (1) EP3126356B1 (enExample)
JP (1) JP6557253B2 (enExample)
CN (1) CN106459011B (enExample)
AU (2) AU2015240775B2 (enExample)
CA (1) CA2944069C (enExample)
ES (1) ES2743701T3 (enExample)
WO (1) WO2015153814A1 (enExample)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3126356B1 (en) 2014-04-01 2019-07-31 Washington University Sigma-2 receptor ligand drug conjugates as antitumor compounds, methods of synthesis and uses thereof
US11175296B2 (en) 2016-10-26 2021-11-16 Washington University Methods of diagnosing and treating cancer comprising ME1
EP3630089A4 (en) * 2017-05-24 2021-06-09 Ferro Therapeutics, Inc. PROCEDURE FOR CANCER THERAPY
US11541116B1 (en) 2022-01-07 2023-01-03 Kojin Therapeutics, Inc. Methods and compositions for inducing ferroptosis in vivo

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7358262B2 (en) 2003-01-29 2008-04-15 Whitehead Institute For Biomedical Research Identification of genotype-selective anti-tumor agents
EP1848698B1 (en) * 2005-01-25 2013-03-13 Prolexys Pharmaceuticals, Inc. Quinoxaline derivatives as antitumor agents
US20070161644A1 (en) 2005-01-25 2007-07-12 Stockwell Brent R Erastin analogs and uses thereof
JP2008537726A (ja) * 2005-01-25 2008-09-25 ホワイトヘッド インスティチュート フォー バイオメディカル リサーチ 癌細胞を殺傷するためのエラスチンアナログおよびその使用
WO2006130426A2 (en) 2005-05-27 2006-12-07 Kemia, Inc. Modulators of ccr-5 activity
AU2006330883A1 (en) * 2005-12-22 2007-07-05 Prolexys Pharmaceuticals, Inc. 3-aryl-substituted quinazolones, and uses thereof
WO2008013987A2 (en) * 2006-07-27 2008-01-31 Prolexys Pharmaceuticals, Inc. N-alkyl substituted piperazinylmethylquinazolinones and azepanylmethylquinazolinones
US8324251B2 (en) * 2006-10-04 2012-12-04 Bristol-Myers Squibb Company Cyclic modulators of chemokine receptor activity
US8143222B2 (en) 2007-10-22 2012-03-27 Washington University Modular platform for targeted therapeutic delivery
EP3126356B1 (en) 2014-04-01 2019-07-31 Washington University Sigma-2 receptor ligand drug conjugates as antitumor compounds, methods of synthesis and uses thereof

Also Published As

Publication number Publication date
CN106459011B (zh) 2019-11-15
US10975069B2 (en) 2021-04-13
JP2017509672A (ja) 2017-04-06
US10087175B2 (en) 2018-10-02
WO2015153814A1 (en) 2015-10-08
US20190002457A1 (en) 2019-01-03
JP6557253B2 (ja) 2019-08-07
AU2015240775A1 (en) 2016-10-20
US20250145617A1 (en) 2025-05-08
EP3126356A1 (en) 2017-02-08
EP3126356B1 (en) 2019-07-31
AU2015240775B2 (en) 2019-01-03
ES2743701T3 (es) 2020-02-20
US20170015660A1 (en) 2017-01-19
EP3126356A4 (en) 2017-08-16
US20200123149A1 (en) 2020-04-23
US10344029B2 (en) 2019-07-09
AU2019200353A1 (en) 2019-02-07
CN106459011A (zh) 2017-02-22
AU2019200353B2 (en) 2020-01-30
NZ724819A (en) 2020-09-25
CN106459011A8 (zh) 2017-06-30
CA2944069A1 (en) 2015-10-08
US20210221805A1 (en) 2021-07-22

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Effective date: 20200228