FR2891830B1 - Composes a chaines aminoalcools courtes et complexes metalliques pour l'imagerie medicale - Google Patents

Composes a chaines aminoalcools courtes et complexes metalliques pour l'imagerie medicale

Info

Publication number
FR2891830B1
FR2891830B1 FR0510289A FR0510289A FR2891830B1 FR 2891830 B1 FR2891830 B1 FR 2891830B1 FR 0510289 A FR0510289 A FR 0510289A FR 0510289 A FR0510289 A FR 0510289A FR 2891830 B1 FR2891830 B1 FR 2891830B1
Authority
FR
France
Prior art keywords
medical imaging
metal complexes
aminoalcohol compounds
short
short aminoalcohol
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 - Lifetime
Application number
FR0510289A
Other languages
English (en)
French (fr)
Other versions
FR2891830A1 (fr
Inventor
Marc Port
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.)
Guerbet SA
Original Assignee
Guerbet SA
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
Priority to FR0510289A priority Critical patent/FR2891830B1/fr
Application filed by Guerbet SA filed Critical Guerbet SA
Priority to CN201310087412.9A priority patent/CN103224495B/zh
Priority to CA2625196A priority patent/CA2625196C/fr
Priority to DK06807100.0T priority patent/DK1931673T3/da
Priority to PL06807100T priority patent/PL1931673T3/pl
Priority to JP2008534028A priority patent/JP5368099B2/ja
Priority to ES06807100T priority patent/ES2390092T3/es
Priority to KR1020087010991A priority patent/KR20080080495A/ko
Priority to PT06807100T priority patent/PT1931673E/pt
Priority to US12/083,092 priority patent/US8114863B2/en
Priority to EP06807100A priority patent/EP1931673B1/en
Priority to EP06807097.8A priority patent/EP1940841B9/fr
Priority to JP2008534029A priority patent/JP5317270B2/ja
Priority to ES12153144.6T priority patent/ES2519369T3/es
Priority to US12/083,269 priority patent/US8926945B2/en
Priority to KR1020147009046A priority patent/KR101440761B1/ko
Priority to PCT/EP2006/067214 priority patent/WO2007042506A1/en
Priority to CA2625207A priority patent/CA2625207C/en
Priority to EP12153144.6A priority patent/EP2457914B1/en
Priority to CN2006800416152A priority patent/CN101305006B/zh
Priority to BRPI0617151A priority patent/BRPI0617151B8/pt
Priority to PCT/EP2006/067211 priority patent/WO2007042504A2/fr
Publication of FR2891830A1 publication Critical patent/FR2891830A1/fr
Application granted granted Critical
Publication of FR2891830B1 publication Critical patent/FR2891830B1/fr
Priority to US13/205,352 priority patent/US8986650B2/en
Priority to JP2013105720A priority patent/JP5731572B2/ja
Priority to JP2013107700A priority patent/JP5706926B2/ja
Priority to FR24C1006C priority patent/FR24C1006I2/fr
Priority to NL301259C priority patent/NL301259I2/nl
Priority to FIC20240003C priority patent/FIC20240003I1/fi
Priority to BE2024C510C priority patent/BE2024C510I2/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/08—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
    • A61K49/085—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier conjugated systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/08—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
    • A61K49/10—Organic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/08—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
    • A61K49/10—Organic compounds
    • A61K49/101—Organic compounds the carrier being a complex-forming compound able to form MRI-active complexes with paramagnetic metals
    • A61K49/103—Organic compounds the carrier being a complex-forming compound able to form MRI-active complexes with paramagnetic metals the complex-forming compound being acyclic, e.g. DTPA
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/08—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
    • A61K49/10—Organic compounds
    • A61K49/101—Organic compounds the carrier being a complex-forming compound able to form MRI-active complexes with paramagnetic metals
    • A61K49/106—Organic compounds the carrier being a complex-forming compound able to form MRI-active complexes with paramagnetic metals the complex-forming compound being cyclic, e.g. DOTA
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/08—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
    • A61K49/10—Organic compounds
    • A61K49/14—Peptides, e.g. proteins
    • 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
    • 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
    • A61K51/0402—Organic compounds carboxylic acid carriers, fatty 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
    • A61K51/0474—Organic 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
    • A61K51/0478—Organic 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
    • 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
    • A61K51/0474—Organic 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
    • A61K51/0482—Organic 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 chelates from cyclic ligands, e.g. DOTA
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C211/03—Monoamines
    • C07C211/05—Mono-, di- or tri-ethylamine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
    • C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Radiology & Medical Imaging (AREA)
  • Physics & Mathematics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Optics & Photonics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
FR0510289A 2005-10-07 2005-10-07 Composes a chaines aminoalcools courtes et complexes metalliques pour l'imagerie medicale Expired - Lifetime FR2891830B1 (fr)

Priority Applications (29)

Application Number Priority Date Filing Date Title
FR0510289A FR2891830B1 (fr) 2005-10-07 2005-10-07 Composes a chaines aminoalcools courtes et complexes metalliques pour l'imagerie medicale
CA2625207A CA2625207C (en) 2005-10-07 2006-10-09 Compounds comprising short aminoalcohol chains and metal complexes for medical imaging
DK06807100.0T DK1931673T3 (da) 2005-10-07 2006-10-09 Forbindelser, der omfatter korte aminoalkoholkæder og metalkomplekser, til medicinsk billeddannelse
PL06807100T PL1931673T3 (pl) 2005-10-07 2006-10-09 Związki zawierające krótkie łańcuchy aminoalkoholowe i kompleksy metali do obrazowania medycznego
JP2008534028A JP5368099B2 (ja) 2005-10-07 2006-10-09 ガリウムと錯体形成することが可能なシグナル部分にカップリングされた、生物学的標的の認識のための部分を含んでなる化合物
ES06807100T ES2390092T3 (es) 2005-10-07 2006-10-09 Compuestos que comprenden cadenas de aminoalcohol cortas y complejos metálicos para la obtención de imágenes médicas
KR1020087010991A KR20080080495A (ko) 2005-10-07 2006-10-09 의학 영상용 짧은 아미노알코올 사슬과 금속착물을포함하는 화합물
PT06807100T PT1931673E (pt) 2005-10-07 2006-10-09 Compostos que compreendem cadeias de aminoálcoois e complexos metálicos para imagiologia médica
US12/083,092 US8114863B2 (en) 2005-10-07 2006-10-09 Compounds comprising short aminoalcohol chains and metal complexes for medical imaging
EP06807100A EP1931673B1 (en) 2005-10-07 2006-10-09 Compounds comprising short aminoalcohol chains and metal complexes for medical imaging
EP06807097.8A EP1940841B9 (fr) 2005-10-07 2006-10-09 Composes comprenant une partie de reconnaissance d'une cible biologique, couplee a une partie de signal capable de complexer le gallium
JP2008534029A JP5317270B2 (ja) 2005-10-07 2006-10-09 医用画像のための短いアミノアルコール鎖および金属錯体を含む化合物
ES12153144.6T ES2519369T3 (es) 2005-10-07 2006-10-09 Compuestos que comprenden cadenas de aminoalcohol cortas y complejos metálicos para la obtención de imágenes médicas
US12/083,269 US8926945B2 (en) 2005-10-07 2006-10-09 Compounds comprising a biological target recognizing part, coupled to a signal part capable of complexing gallium
CN201310087412.9A CN103224495B (zh) 2005-10-07 2006-10-09 含有短氨基醇链的化合物和用于医学成像的金属络合物
PCT/EP2006/067214 WO2007042506A1 (en) 2005-10-07 2006-10-09 Compounds comprising short aminoalcohol chains and metal complexes for medical imaging
CN2006800416152A CN101305006B (zh) 2005-10-07 2006-10-09 含有短氨基醇链的化合物和用于医学成像的金属络合物
CA2625196A CA2625196C (fr) 2005-10-07 2006-10-09 Composes comprenant une partie de reconnaissance d'une cible biologique, couplee a une partie de signal capable de complexer le gallium
EP12153144.6A EP2457914B1 (en) 2005-10-07 2006-10-09 Compounds comprising short aminoalcohol chains and metal complexes for medical imaging
BRPI0617151A BRPI0617151B8 (pt) 2005-10-07 2006-10-09 composto, multímero, composto vetorizado, complexo do referido composto, bem como composições farmacêutica, farmacêutica lipídica e de diagnóstico para imagiologia por ressonância magnética e processo para a preparação de um complexo metálico
PCT/EP2006/067211 WO2007042504A2 (fr) 2005-10-07 2006-10-09 Composes comprenant une partie de reconnaissance d'une cible biologique, couplee a une partie de signal capable de complexer le gallium
KR1020147009046A KR101440761B1 (ko) 2005-10-07 2006-10-09 의학 영상용 짧은 아미노알코올 사슬과 금속착물을 포함하는 화합물
US13/205,352 US8986650B2 (en) 2005-10-07 2011-08-08 Complex folate-NOTA-Ga68
JP2013105720A JP5731572B2 (ja) 2005-10-07 2013-05-20 医用画像のための短いアミノアルコール鎖および金属錯体を含む化合物
JP2013107700A JP5706926B2 (ja) 2005-10-07 2013-05-22 ガリウムと錯体形成することが可能なシグナル部分にカップリングされた、生物学的標的の認識のための部分を含んでなる化合物
FR24C1006C FR24C1006I2 (fr) 2005-10-07 2024-02-19 Composes comprenant des chaines aminoalcool courtes et des complexes metalliques en imagerie medicale
NL301259C NL301259I2 (nl) 2005-10-07 2024-02-21 Gadopiclenol
FIC20240003C FIC20240003I1 (fi) 2005-10-07 2024-02-26 Gadopiklenoli
BE2024C510C BE2024C510I2 (enExample) 2005-10-07 2024-03-13

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR0510289A FR2891830B1 (fr) 2005-10-07 2005-10-07 Composes a chaines aminoalcools courtes et complexes metalliques pour l'imagerie medicale

Publications (2)

Publication Number Publication Date
FR2891830A1 FR2891830A1 (fr) 2007-04-13
FR2891830B1 true FR2891830B1 (fr) 2011-06-24

Family

ID=36636179

Family Applications (2)

Application Number Title Priority Date Filing Date
FR0510289A Expired - Lifetime FR2891830B1 (fr) 2005-10-07 2005-10-07 Composes a chaines aminoalcools courtes et complexes metalliques pour l'imagerie medicale
FR24C1006C Active FR24C1006I2 (fr) 2005-10-07 2024-02-19 Composes comprenant des chaines aminoalcool courtes et des complexes metalliques en imagerie medicale

Family Applications After (1)

Application Number Title Priority Date Filing Date
FR24C1006C Active FR24C1006I2 (fr) 2005-10-07 2024-02-19 Composes comprenant des chaines aminoalcool courtes et des complexes metalliques en imagerie medicale

Country Status (16)

Country Link
US (1) US8114863B2 (enExample)
EP (2) EP2457914B1 (enExample)
JP (2) JP5317270B2 (enExample)
KR (2) KR20080080495A (enExample)
CN (2) CN101305006B (enExample)
BE (1) BE2024C510I2 (enExample)
BR (1) BRPI0617151B8 (enExample)
CA (1) CA2625207C (enExample)
DK (1) DK1931673T3 (enExample)
ES (2) ES2519369T3 (enExample)
FI (1) FIC20240003I1 (enExample)
FR (2) FR2891830B1 (enExample)
NL (1) NL301259I2 (enExample)
PL (1) PL1931673T3 (enExample)
PT (1) PT1931673E (enExample)
WO (1) WO2007042506A1 (enExample)

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FR2891830B1 (fr) * 2005-10-07 2011-06-24 Guerbet Sa Composes a chaines aminoalcools courtes et complexes metalliques pour l'imagerie medicale
FR2914303A1 (fr) * 2007-03-28 2008-10-03 Guerbet Sa Composes pour le diagnostic de l'apoptose.
US20110077396A1 (en) * 2009-09-30 2011-03-31 General Electric Company Intermediates for hydroxylated contrast enhancement agents
US8378134B2 (en) 2009-09-30 2013-02-19 General Electric Company Hydroxylated contrast enhancement agents
FR2968999B1 (fr) 2010-12-20 2013-01-04 Guerbet Sa Nanoemulsion de chelate pour irm
WO2013024035A1 (en) * 2011-08-17 2013-02-21 Merck & Cie Folate conjugates of albumin-binding entities
FR2980364B1 (fr) 2011-09-26 2018-08-31 Guerbet Nanoemulsions et leur utilisation comme agents de contraste
FR3001154B1 (fr) 2013-01-23 2015-06-26 Guerbet Sa Magneto-emulsion vectorisee
HRP20170874T4 (hr) * 2013-04-26 2022-09-02 Guerbet Formulacija kontrastnog medija i odgovarajući postupak dobivanja
CN103467504B (zh) * 2013-09-23 2015-06-24 武汉工程大学 18f-氟标记卟啉-异氮杂茚自由基配合物及合成方法
CN104485193B (zh) * 2014-12-29 2016-11-02 广西师范大学 一种以酰腙类希夫碱为配体构筑的磁性材料及其制备方法
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FR3039767B1 (fr) 2015-08-04 2017-09-08 Guerbet Sa Composition destinee a vectoriser un agent anticancereux
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JP7258753B2 (ja) * 2016-12-21 2023-04-17 ジーイー・ヘルスケア・アクスイェ・セルスカプ Ｍｒｉイメージング剤として好適なテトラアザビシクロ大員環系マンガンキレート化合物
FR3069245B1 (fr) * 2017-07-21 2019-07-26 Guerbet Ligands macrocycliques lipophiles, leurs complexes ainsi que leurs utilisations medicales
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EP3883613A1 (en) 2018-11-23 2021-09-29 Bayer Aktiengesellschaft Formulation of contrast media and process of preparation thereof
FR3091872B1 (fr) * 2019-01-17 2020-12-25 Guerbet Sa Complexe de gadolinium et d’un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de synthese
FR3091873B1 (fr) 2019-01-17 2020-12-25 Guerbet Sa Complexe de gadolinium et d’un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de preparation et de purification
US11426470B2 (en) 2019-01-17 2022-08-30 Guerbet Complex of gadolinium and a chelating ligand derived of a diastereoisomerically enriched PCTA and synthesis method
US11370804B2 (en) 2019-01-17 2022-06-28 Guerbet Complex of gadolinium and a chelating ligand derived from a diastereoisomerically enriched PCTA and preparation and purification process
HUE064567T2 (hu) 2020-07-16 2024-03-28 Guerbet Sa Eljárás 2-bróm-glutársav-diészterek elõállítására
CN111875667B (zh) * 2020-07-16 2021-12-21 南方科技大学 有机金属螯合物及其制备方法与应用、探针
CN116209661B (zh) 2020-07-17 2026-01-27 法国加栢 用于制备基于pcta的螯合配体的方法
CN114105983B (zh) * 2021-11-09 2023-08-11 国科温州研究院(温州生物材料与工程研究所) 手性1,4,7,10-四氮杂-2,6-吡啶环蕃衍生物及其金属螯合物的制备和应用
JP2025529949A (ja) * 2022-09-01 2025-09-09 テラノキュア カンパニー リミテッド 新規化合物、およびこれを含むｍｒｉ造影剤
KR102845061B1 (ko) * 2022-09-01 2025-08-13 주식회사 테라노큐어 신규한 화합물 및 이를 포함하는 mri 조영제
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PL1931673T3 (pl) 2012-11-30
CN101305006B (zh) 2013-04-24
CA2625207A1 (en) 2007-04-19
ES2390092T3 (es) 2012-11-06
EP2457914A1 (en) 2012-05-30
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ES2519369T3 (es) 2014-11-06
FR2891830A1 (fr) 2007-04-13
CN103224495B (zh) 2015-07-15
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CA2625207C (en) 2014-05-13
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EP1931673B1 (en) 2012-08-29
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US8114863B2 (en) 2012-02-14
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