CA2407592C - Small technetium-99m and rhenium labeled agents and methods for imaging tumors - Google Patents

Small technetium-99m and rhenium labeled agents and methods for imaging tumors Download PDF

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Publication number
CA2407592C
CA2407592C CA2407592A CA2407592A CA2407592C CA 2407592 C CA2407592 C CA 2407592C CA 2407592 A CA2407592 A CA 2407592A CA 2407592 A CA2407592 A CA 2407592A CA 2407592 C CA2407592 C CA 2407592C
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CA
Canada
Prior art keywords
carbon atoms
groups
compound
complexes
technetium
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
CA2407592A
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English (en)
French (fr)
Other versions
CA2407592A1 (en
Inventor
Ashfaq Mahmood
Matthais Friebe
Christina Bolzati
Alun G. Jones
Alan Davison
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.)
Massachusetts Institute of Technology
Harvard University
Original Assignee
Massachusetts Institute of Technology
Harvard 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 Massachusetts Institute of Technology, Harvard University filed Critical Massachusetts Institute of Technology
Publication of CA2407592A1 publication Critical patent/CA2407592A1/en
Application granted granted Critical
Publication of CA2407592C publication Critical patent/CA2407592C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/125Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/13Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00Preparations containing radioactive substances for use in therapy or testing in vivo
    • A61K51/02Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
    • A61K51/04Organic compounds
    • A61K51/0474Organic compounds complexes or complex-forming compounds, i.e. wherein a radioactive metal (e.g. 111In3+) is complexed or chelated by, e.g. a N2S2, N3S, NS3, N4 chelating group
    • A61K51/0478Organic compounds complexes or complex-forming compounds, i.e. wherein a radioactive metal (e.g. 111In3+) is complexed or chelated by, e.g. a N2S2, N3S, NS3, N4 chelating group complexes from non-cyclic ligands, e.g. EDTA, MAG3
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/39Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
    • C07C323/40Y being a hydrogen or a carbon atom
    • C07C323/41Y being a hydrogen or an acyclic carbon atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F13/00Compounds containing elements of Groups 7 or 17 of the Periodic Table
    • C07F13/005Compounds without a metal-carbon linkage
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K5/00Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06Dipeptides
    • C07K5/06008Dipeptides with the first amino acid being neutral
    • C07K5/06017Dipeptides with the first amino acid being neutral and aliphatic
    • C07K5/06026Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atom, i.e. Gly or Ala

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Optics & Photonics (AREA)
  • Epidemiology (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Physics & Mathematics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CA2407592A 2000-04-28 2001-04-27 Small technetium-99m and rhenium labeled agents and methods for imaging tumors Expired - Fee Related CA2407592C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US20063300P 2000-04-28 2000-04-28
US60/200,633 2000-04-28
PCT/US2001/013550 WO2001083436A2 (en) 2000-04-28 2001-04-27 Small technetium-99m and rhenium labeled agents and methods for imaging tumors

Publications (2)

Publication Number Publication Date
CA2407592A1 CA2407592A1 (en) 2001-11-08
CA2407592C true CA2407592C (en) 2011-03-22

Family

ID=22742530

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2407592A Expired - Fee Related CA2407592C (en) 2000-04-28 2001-04-27 Small technetium-99m and rhenium labeled agents and methods for imaging tumors

Country Status (8)

Country Link
US (2) US7321027B2 (enExample)
EP (1) EP1276718B1 (enExample)
JP (1) JP5186075B2 (enExample)
AT (1) ATE359998T1 (enExample)
AU (2) AU6968301A (enExample)
CA (1) CA2407592C (enExample)
DE (1) DE60127951T2 (enExample)
WO (1) WO2001083436A2 (enExample)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6515131B2 (en) 2000-02-22 2003-02-04 Biostream Therapeutics, Inc. Imagining agents for diagnosis of Parkinson's disease
WO2004043380A2 (en) * 2002-11-08 2004-05-27 President And Fellows Of Harvard College Small technetium-99m and rhenium labeled agents and methods for imaging tissues, organs and tumors
JP2009051784A (ja) * 2007-08-28 2009-03-12 Inst Nuclear Energy Research Rocaec 癌を抑制する放射性物質及びその調整方法
WO2010144891A1 (en) * 2009-06-13 2010-12-16 President And Fellows Of Harvard College Compositions and methods for imaging tissues, organs and tumors
US10550139B2 (en) 2014-06-09 2020-02-04 Triad National Security, Llc Polydentate ligands and their complexes for molecular catalysis
WO2015191505A1 (en) * 2014-06-09 2015-12-17 Los Alamos National Security, Llc Polydentate ligands and their complexes for molecular catalysis
WO2015200187A1 (en) 2014-06-27 2015-12-30 Reiley Pharmaceuticals, Inc. Conjugates derived from non-steroidal anti-inflammatory drugs and methods of use thereof in imaging
EP3242688B1 (en) 2015-01-09 2020-01-29 Reiley Pharmaceuticals, Inc. Cox-2-targeting, platinum-containing conjugates and their use in the treatment of tumors and cancers
WO2017019664A1 (en) 2015-07-28 2017-02-02 University Of Iowa Research Foundation Compositions and methods of treating cancer
WO2017223428A1 (en) 2016-06-24 2017-12-28 Cornell University Rhenium complexes and methods of use for treating cancer
AU2017281940C1 (en) 2016-06-24 2024-11-07 University Of Iowa Research Foundation Compositions and methods of treating melanoma
US10487100B1 (en) 2017-04-04 2019-11-26 Triad National Security, Llc Macrocyclic ligands and their complexes for bifunctional molecular catalysis
US11529335B2 (en) 2020-07-31 2022-12-20 University Of Iowa Research Foundation Compositions and methods for treating cancer
WO2023009442A1 (en) * 2021-07-26 2023-02-02 Rapid Therapeutic Sciences Laboratories, Inc. Improved process for ph-balanced cbg (# 10)

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4638051A (en) * 1984-04-30 1987-01-20 The Johns Hopkins University Brain imaging radiopharmaceuticals
ZA852981B (en) * 1984-04-30 1985-11-27 Univ Johns Hopkins Brain imaging radiopharmaceuticals
US5136038A (en) * 1984-07-19 1992-08-04 University Of Florida Radiopharmaceuticals and chelating agents useful in their preparation
ZA863205B (en) * 1985-05-01 1987-08-26 Univ New York State Res Found Diagnostic radiopharmaceutical compounds
JPH02180865A (ja) * 1987-12-29 1990-07-13 Nippon Mejifuijitsukusu Kk キレート形成性化合物とその用途
AU3778989A (en) * 1988-04-29 1989-11-29 Mallinckrodt, Inc. Diaminedithiol chelating agents for radiopharmaceuticals
US5919934A (en) * 1997-02-19 1999-07-06 The George Washington University Compounds, compositions, and methods for cancer imaging and therapy

Also Published As

Publication number Publication date
DE60127951D1 (de) 2007-05-31
WO2001083436A2 (en) 2001-11-08
AU6968301A (en) 2001-11-12
EP1276718B1 (en) 2007-04-18
ATE359998T1 (de) 2007-05-15
JP2004501093A (ja) 2004-01-15
US20080226550A1 (en) 2008-09-18
AU2001269683B2 (en) 2006-12-21
US7321027B2 (en) 2008-01-22
JP5186075B2 (ja) 2013-04-17
DE60127951T2 (de) 2008-01-17
EP1276718A2 (en) 2003-01-22
WO2001083436A3 (en) 2002-06-20
US20040097735A1 (en) 2004-05-20
CA2407592A1 (en) 2001-11-08

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Effective date: 20160427