JP5743905B2 - ジエチレントリアミン五酢酸（ｄｔｐａ）−デキストランを放射標識するための組成物 - Google Patents

ジエチレントリアミン五酢酸（ｄｔｐａ）−デキストランを放射標識するための組成物 Download PDF

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Publication number
JP5743905B2
JP5743905B2 JP2011547973A JP2011547973A JP5743905B2 JP 5743905 B2 JP5743905 B2 JP 5743905B2 JP 2011547973 A JP2011547973 A JP 2011547973A JP 2011547973 A JP2011547973 A JP 2011547973A JP 5743905 B2 JP5743905 B2 JP 5743905B2
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dtpa
dextran
sodium
formulation
mannosyl
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Expired - Fee Related
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Japanese (ja)
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JP2012516328A (ja
Inventor
ジェラルド、ロス、マグネソン
リチャード、クシュマン、オラフッド
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Navidea Biopharmaceuticals Inc
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Navidea Biopharmaceuticals Inc
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
    • C07B59/005—Sugars; Derivatives thereof; Nucleosides; Nucleotides; Nucleic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
    • A61K51/02—Preparations 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
    • A61K51/04—Organic compounds
    • A61K51/0491—Sugars, nucleosides, nucleotides, oligonucleotides, nucleic acids, e.g. DNA, RNA, nucleic acid aptamers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
    • A61K51/02—Preparations 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
    • A61K51/04—Organic compounds
    • A61K51/06—Macromolecular compounds, carriers being organic macromolecular compounds, i.e. organic oligomeric, polymeric, dendrimeric molecules
    • A61K51/065—Macromolecular compounds, carriers being organic macromolecular compounds, i.e. organic oligomeric, polymeric, dendrimeric molecules conjugates with carriers being macromolecules
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
    • C07B59/001—Acyclic or carbocyclic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
    • C07B59/004—Acyclic, carbocyclic or heterocyclic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur, selenium or tellurium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B63/00—Purification; Separation; Stabilisation; Use of additives
    • C07B63/04—Use of additives
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/531—Production of immunochemical test materials
    • G01N33/532—Production of labelled immunochemicals
    • G01N33/534—Production of labelled immunochemicals with radioactive label
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/58—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
    • G01N33/60—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances involving radioactive labelled substances
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/05—Isotopically modified compounds, e.g. labelled

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Immunology (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • General Health & Medical Sciences (AREA)
  • Urology & Nephrology (AREA)
  • Biomedical Technology (AREA)
  • Hematology (AREA)
  • Medicinal Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Physics & Mathematics (AREA)
  • Food Science & Technology (AREA)
  • Microbiology (AREA)
  • Analytical Chemistry (AREA)
  • Cell Biology (AREA)
  • Pathology (AREA)
  • Optics & Photonics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Medicinal Preparation (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
JP2011547973A 2009-01-30 2010-01-28 ジエチレントリアミン五酢酸（ｄｔｐａ）−デキストランを放射標識するための組成物 Expired - Fee Related JP5743905B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US12/362,778 US20100196272A1 (en) 2009-01-30 2009-01-30 Compositions for radiolabeling diethylenetriaminepentaacetic acid (dtpa)-dextran
US12/362,778 2009-01-30
PCT/US2010/000222 WO2010087959A1 (en) 2009-01-30 2010-01-28 Compositions for radiolabeling diethylenetriaminepentaacetic acid (dtpa)-dextran

Related Child Applications (1)

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JP2015090380A Division JP6040276B2 (ja) 2009-01-30 2015-04-27 ジエチレントリアミン五酢酸（ｄｔｐａ）−デキストランを放射標識するための組成物

Publications (2)

Publication Number Publication Date
JP2012516328A JP2012516328A (ja) 2012-07-19
JP5743905B2 true JP5743905B2 (ja) 2015-07-01

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Family Applications (5)

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JP2011547973A Expired - Fee Related JP5743905B2 (ja) 2009-01-30 2010-01-28 ジエチレントリアミン五酢酸（ｄｔｐａ）−デキストランを放射標識するための組成物
JP2015090380A Active JP6040276B2 (ja) 2009-01-30 2015-04-27 ジエチレントリアミン五酢酸（ｄｔｐａ）−デキストランを放射標識するための組成物
JP2016217326A Expired - Fee Related JP6509796B2 (ja) 2009-01-30 2016-11-07 ジエチレントリアミン五酢酸（ｄｔｐａ）−デキストランを放射標識するための組成物
JP2019071387A Expired - Fee Related JP6833892B2 (ja) 2009-01-30 2019-04-03 ジエチレントリアミン五酢酸（ｄｔｐａ）−デキストランを放射標識するための組成物
JP2021015866A Withdrawn JP2021088566A (ja) 2009-01-30 2021-02-03 ジエチレントリアミン五酢酸（ｄｔｐａ）−デキストランを放射標識するための組成物

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JP2015090380A Active JP6040276B2 (ja) 2009-01-30 2015-04-27 ジエチレントリアミン五酢酸（ｄｔｐａ）−デキストランを放射標識するための組成物
JP2016217326A Expired - Fee Related JP6509796B2 (ja) 2009-01-30 2016-11-07 ジエチレントリアミン五酢酸（ｄｔｐａ）−デキストランを放射標識するための組成物
JP2019071387A Expired - Fee Related JP6833892B2 (ja) 2009-01-30 2019-04-03 ジエチレントリアミン五酢酸（ｄｔｐａ）−デキストランを放射標識するための組成物
JP2021015866A Withdrawn JP2021088566A (ja) 2009-01-30 2021-02-03 ジエチレントリアミン五酢酸（ｄｔｐａ）−デキストランを放射標識するための組成物

Country Status (9)

Country Link
US (4) US20100196272A1 (OSRAM)
EP (2) EP2392012B1 (OSRAM)
JP (5) JP5743905B2 (OSRAM)
KR (2) KR101765717B1 (OSRAM)
CN (1) CN102301429A (OSRAM)
AU (1) AU2010208624B2 (OSRAM)
BR (1) BRPI1007487A2 (OSRAM)
CA (1) CA2750230C (OSRAM)
WO (1) WO2010087959A1 (OSRAM)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100196272A1 (en) * 2009-01-30 2010-08-05 Neoprobe Corporation Compositions for radiolabeling diethylenetriaminepentaacetic acid (dtpa)-dextran
JP6163698B2 (ja) * 2013-03-21 2017-07-19 国立大学法人 千葉大学 マクロファージマンノース受容体を認識する新規多糖金属錯体化合物、及び、その医薬組成物
EP3024493A1 (en) 2013-07-22 2016-06-01 Navidea Biopharmaceuticals, Inc. Compositions, methods and kits for diagnosing and treating cd206 expressing cell-related disorders
US10328149B2 (en) 2014-06-13 2019-06-25 Tenboron Oy Conjugates comprising an anti-EGFR1 antibody
CA2955438C (en) * 2014-07-17 2024-07-02 Ohio State Innovation Foundation DEXTRANE CONJUGATES TO TARGET MACROPHAGES AND OTHER CELLS EXPRESSING THE D-MANBOSE BINDING TYPE C LECTIN RECEPTOR
US10806803B2 (en) 2014-07-17 2020-10-20 Ohio State Innovation Foundation Compositions for targeting macrophages and other CD206 high expressing cells and methods of treating and diagnosis
CN115536714B (zh) * 2014-11-13 2026-04-24 沃特世科技公司 快速标记的n-聚糖的液相色谱校准方法
GB201504064D0 (en) 2015-03-10 2015-04-22 Accretion Biotechnology Ltd Method and kits for preparing radionuclide complexes
CN106317237B (zh) * 2015-07-03 2019-07-19 华中科技大学 一种用于spect成像的当归多糖衍生物及其合成方法
CN106188226B (zh) * 2016-07-04 2019-12-24 江苏省原子医学研究所 一种用于淋巴结检查的大分子显像剂及其制备方法
US10695450B2 (en) 2016-07-26 2020-06-30 Laboratoires Cyclopharma Synthesis of a radioactive agent composition
FR3054445B1 (fr) * 2016-07-26 2019-07-05 Laboratoires Cyclopharma Synthese d'une composition d'agent radioactif
IL265846B2 (en) 2016-10-07 2024-02-01 Navidea Biopharmaceuticals Inc Compounds and methods for diagnosis and treatment of viral infections
JP6329302B2 (ja) * 2017-05-10 2018-05-23 国立大学法人千葉大学 マクロファージマンノース受容体を認識する新規多糖金属錯体化合物、及び、その医薬組成物
US20220175973A1 (en) * 2019-03-29 2022-06-09 National Institutes for Quantum Science and Technology Method for producing radiopharmaceutical and radiopharmaceutical
CA3168879A1 (en) 2020-07-08 2022-01-13 Navidea Biopharmaceuticals, Inc. Synthesis of uniformly defined molecular weight mannosylated dextrans and derivatives thereof
WO2023225273A1 (en) 2022-05-20 2023-11-23 Navidea Biopharmaceuticals, Inc. Cd206 targeted drug delivery vehicles carrying novel bisphosphonate drug payloads via a degradable linker
JP2025535006A (ja) 2022-10-03 2025-10-22 ナビディア、バイオファーマスーティカルズ、インコーポレイテッド 炭水化物ポリマーに結合されたアミン終端リーシュへの糖部分のアミド結合

Family Cites Families (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1053508B (it) * 1970-07-06 1981-10-10 Searle & Co Procedimento per prepare composizioni marcate adatte a mettere in evidenza alterazioni della mucosa gastrointestinale prodotto ottenuto e relativo metodo di impiego
US4364920A (en) * 1975-04-30 1982-12-21 Medi-Physics, Inc. Stable diagnostic reagents
US4048296A (en) * 1975-05-27 1977-09-13 Mallinckrodt, Inc. Radiopharmaceutical scanning agents
JPS5569517A (en) * 1978-11-20 1980-05-26 Nippon Mejifuijitsukusu Kk Labelling preparation for labelling of erythrocytes with radio-active technetium
SE465907B (sv) 1984-11-01 1991-11-18 Nyegaard & Co As Diagnosticeringsmedel innehaallande en paramagnetisk metall
US5336762A (en) 1985-11-18 1994-08-09 Access Pharmaceuticals, Inc. Polychelating agents for image and spectral enhancement (and spectral shift)
US4822594A (en) 1987-01-27 1989-04-18 Gibby Wendell A Contrast enhancing agents for magnetic resonance images
CS263561B1 (en) 1987-09-18 1989-04-14 Kery Vladimir Process for preparing water soluble allylderivatives of oligo and polysaccharides
GB8801646D0 (en) * 1988-01-26 1988-02-24 Nycomed As Chemical compounds
US5328679A (en) * 1988-04-01 1994-07-12 Immunomedics, Inc. Methods for technetium/rhenium labeling of proteins
DD286598A5 (de) 1989-06-29 1991-01-31 Adw Der Ddr,Zi F. Mulekularbiologie,De Verfahren zur einfuehrung von primaeren aminogruppen in wasserloesliche polymere
EP0516873A1 (en) * 1991-06-06 1992-12-09 THE STATE of ISRAEL Atomic Energy Commission Soreq Nuclear Research Center A method and kit for protein labelling with 99 mTC
US5789578A (en) 1996-01-11 1998-08-04 Massey University Methods for the preparation of resins with ligands attached thereto through a linking group comprising sulfide, sulfoxide or sulfone functionality
WO1997028181A2 (en) * 1996-02-02 1997-08-07 Rhomed Incorporated Post-labeling stabilization of radiolabeled proteins and peptides
US20010055563A1 (en) * 1999-09-09 2001-12-27 Rhomed Incorporated Post-labeling stabilization of radiolabeled proteins and peptides
US6066309A (en) * 1996-02-02 2000-05-23 Rhomed Incorporated Post-labeling stabilization of radiolabeled proteins and peptides
WO1998023293A1 (en) 1996-11-28 1998-06-04 Nihon Schering K.K. Contrast compound, contrast medium for mri, and method for mri
ATE277642T1 (de) * 1999-05-14 2004-10-15 Univ California Makromolekular träger auf basis von dextran fur arzneimittel und diagnosticum abgabe
US6887462B2 (en) * 2001-04-09 2005-05-03 Chiron Corporation HSA-free formulations of interferon-beta
US7666979B2 (en) 2002-03-01 2010-02-23 Bracco International B.V. Methods for preparing multivalent constructs for therapeutic and diagnostic applications and methods of preparing the same
NZ536475A (en) * 2002-05-24 2008-06-30 Schering Corp Neutralizing human anti-igfr antibody
EP2284180B1 (en) 2003-03-03 2015-09-09 Dyax Corp. Uses of peptides that specifically bind HGF receptor (cMET)
KR101188691B1 (ko) * 2004-10-29 2012-10-09 파르마 마르 에스.에이. 엑티나시딘 및 디사카라이드를 포함하는 제제
TWI398272B (zh) * 2005-03-08 2013-06-11 Intervet Int Bv 化學定義的安定劑
EP1933867A1 (en) * 2005-10-04 2008-06-25 Alk-Abello A/S Solid vaccine formulation
AU2007234612B2 (en) * 2006-12-14 2013-06-27 Johnson & Johnson Regenerative Therapeutics, Llc Protein stabilization formulations
ATE512660T1 (de) * 2007-03-05 2011-07-15 Cadila Healthcare Ltd Zusammensetzungen mit peg-interferon-alpha- konjugaten und raffinose als kryoschutzmittel
US20100196272A1 (en) 2009-01-30 2010-08-05 Neoprobe Corporation Compositions for radiolabeling diethylenetriaminepentaacetic acid (dtpa)-dextran
EP3024493A1 (en) 2013-07-22 2016-06-01 Navidea Biopharmaceuticals, Inc. Compositions, methods and kits for diagnosing and treating cd206 expressing cell-related disorders
CA2955438C (en) 2014-07-17 2024-07-02 Ohio State Innovation Foundation DEXTRANE CONJUGATES TO TARGET MACROPHAGES AND OTHER CELLS EXPRESSING THE D-MANBOSE BINDING TYPE C LECTIN RECEPTOR
EP3169336A4 (en) 2014-07-17 2018-04-04 Ohio State Innovation Foundation Compositions for targeting macrophages and other cd206 high expressing cells and methods of treating and diagnosis

Also Published As

Publication number Publication date
US20140023586A1 (en) 2014-01-23
JP6040276B2 (ja) 2016-12-07
US20120213700A1 (en) 2012-08-23
EP2392012A4 (en) 2012-11-14
KR20170027874A (ko) 2017-03-10
US20100196272A1 (en) 2010-08-05
JP2021088566A (ja) 2021-06-10
JP2012516328A (ja) 2012-07-19
CA2750230C (en) 2018-06-05
KR20110115148A (ko) 2011-10-20
AU2010208624B2 (en) 2016-02-04
CN102301429A (zh) 2011-12-28
US8545808B2 (en) 2013-10-01
EP2392012A1 (en) 2011-12-07
US9439985B2 (en) 2016-09-13
BRPI1007487A2 (pt) 2018-02-20
JP2019178133A (ja) 2019-10-17
JP6833892B2 (ja) 2021-02-24
JP2015164933A (ja) 2015-09-17
CA2750230A1 (en) 2010-08-05
JP6509796B2 (ja) 2019-05-08
KR101713559B1 (ko) 2017-03-08
JP2017066148A (ja) 2017-04-06
US20160347679A1 (en) 2016-12-01
EP3884965A1 (en) 2021-09-29
AU2010208624A1 (en) 2011-08-25
WO2010087959A1 (en) 2010-08-05
KR101765717B1 (ko) 2017-08-07
EP2392012B1 (en) 2021-01-20

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