CA3126268C - Complexe de gadolinium et d'un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de preparation et de purification - Google Patents

Complexe de gadolinium et d'un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de preparation et de purification Download PDF

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Publication number
CA3126268C
CA3126268C CA3126268A CA3126268A CA3126268C CA 3126268 C CA3126268 C CA 3126268C CA 3126268 A CA3126268 A CA 3126268A CA 3126268 A CA3126268 A CA 3126268A CA 3126268 C CA3126268 C CA 3126268C
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CA
Canada
Prior art keywords
formula
complex
gadolinium
rrr
isomers
Prior art date
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Active
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CA3126268A
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English (en)
French (fr)
Other versions
CA3126268A1 (fr
Inventor
Soizic Le Greneur
Alain Chenede
Martine Cerf
Myriam Petta
Emmanuelle MARAIS
Bruno Francois
Caroline ROBIC
Stephanie Louguet
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
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Publication date
Application filed by Guerbet SA filed Critical Guerbet SA
Publication of CA3126268A1 publication Critical patent/CA3126268A1/fr
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/003—Compounds containing elements of Groups 3 or 13 of the Periodic Table without C-Metal linkages
    • 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
    • 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
    • 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
    • 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

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Radiology & Medical Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (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)
CA3126268A 2019-01-17 2020-01-17 Complexe de gadolinium et d'un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de preparation et de purification Active CA3126268C (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR1900432A FR3091873B1 (fr) 2019-01-17 2019-01-17 Complexe de gadolinium et d’un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de preparation et de purification
FR1900432 2019-01-17
PCT/EP2020/051153 WO2020148436A1 (fr) 2019-01-17 2020-01-17 Complexe de gadolinium et d'un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de preparation et de purification

Publications (2)

Publication Number Publication Date
CA3126268A1 CA3126268A1 (fr) 2020-07-23
CA3126268C true CA3126268C (fr) 2024-01-09

Family

ID=67001953

Family Applications (1)

Application Number Title Priority Date Filing Date
CA3126268A Active CA3126268C (fr) 2019-01-17 2020-01-17 Complexe de gadolinium et d'un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de preparation et de purification

Country Status (28)

Country Link
US (3) US11590246B2 (cg-RX-API-DMAC7.html)
EP (2) EP3902800B1 (cg-RX-API-DMAC7.html)
JP (2) JP7071596B2 (cg-RX-API-DMAC7.html)
KR (2) KR102502862B1 (cg-RX-API-DMAC7.html)
CN (3) CN113646308B (cg-RX-API-DMAC7.html)
AR (1) AR117835A1 (cg-RX-API-DMAC7.html)
AU (1) AU2020208794B2 (cg-RX-API-DMAC7.html)
BR (1) BR112021014006B1 (cg-RX-API-DMAC7.html)
CA (1) CA3126268C (cg-RX-API-DMAC7.html)
CL (1) CL2021001868A1 (cg-RX-API-DMAC7.html)
CO (1) CO2021009261A2 (cg-RX-API-DMAC7.html)
DK (2) DK3943493T3 (cg-RX-API-DMAC7.html)
ES (2) ES2930136T3 (cg-RX-API-DMAC7.html)
FI (1) FI3943493T3 (cg-RX-API-DMAC7.html)
FR (1) FR3091873B1 (cg-RX-API-DMAC7.html)
HR (2) HRP20221402T1 (cg-RX-API-DMAC7.html)
HU (2) HUE062554T2 (cg-RX-API-DMAC7.html)
IL (1) IL284884B2 (cg-RX-API-DMAC7.html)
MA (2) MA55389A (cg-RX-API-DMAC7.html)
MX (1) MX2021008651A (cg-RX-API-DMAC7.html)
PH (1) PH12021551725A1 (cg-RX-API-DMAC7.html)
PL (2) PL3943493T3 (cg-RX-API-DMAC7.html)
PT (2) PT3902800T (cg-RX-API-DMAC7.html)
RS (1) RS64334B1 (cg-RX-API-DMAC7.html)
SG (1) SG11202107779SA (cg-RX-API-DMAC7.html)
TW (1) TWI811518B (cg-RX-API-DMAC7.html)
WO (1) WO2020148436A1 (cg-RX-API-DMAC7.html)
ZA (1) ZA202104994B (cg-RX-API-DMAC7.html)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020030618A1 (en) 2018-08-06 2020-02-13 Bracco Imaging Spa Gadolinium bearing pcta-based contrast agents
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
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
US20230339945A1 (en) * 2020-07-17 2023-10-26 Guerbet Method for preparing a chelating ligand derived from pcta
EP4222861A4 (en) * 2020-10-02 2024-10-02 Eagle Harbor Technologies, Inc. IONIC CURRENT DROP COMPENSATION
WO2022165424A1 (en) 2021-02-01 2022-08-04 Inventure, LLC Synthesis methods and compositions of low intermediate and low dichelate intermediate contrast agents
KR102845061B1 (ko) * 2022-09-01 2025-08-13 주식회사 테라노큐어 신규한 화합물 및 이를 포함하는 mri 조영제
JP7895667B2 (ja) * 2022-09-01 2026-07-28 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
WO2026027591A1 (en) 2024-07-31 2026-02-05 Bracco Imaging Spa Synthesis of an intermediate of a gadolinium-based contrast agent

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4647447A (en) 1981-07-24 1987-03-03 Schering Aktiengesellschaft Diagnostic media
DE3640708C2 (de) 1986-11-28 1995-05-18 Schering Ag Verbesserte metallhaltige Pharmazeutika
DE4001655A1 (de) 1990-01-18 1991-07-25 Schering Ag 6-ring enthaltende makrocyclische tetraaza-verbindungen, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische mittel
JPH04154729A (ja) 1990-10-16 1992-05-27 Nippon Mejifuijitsukusu Kk 磁気共鳴造影剤
IT1292128B1 (it) 1997-06-11 1999-01-25 Bracco Spa Processo per la preparazione di chelanti macrociclici e loro chelati con ioni metallici paramagnetici
EP0992245A1 (en) 1998-09-16 2000-04-12 Goldham Bioglan Pharma GmbH Radio-contrast agents
FR2793795B1 (fr) * 1999-05-21 2001-08-03 Guerbet Sa Isomeres de tetramides du complexe de gadolinium de l'acide (1,4,7,10-tetrazacyclododecane)1,4,7,10-tetra(2-glutarique) leur procede de preparation et leur application en imagerie medicale
FR2794744B1 (fr) 1999-06-09 2001-09-21 Guerbet Sa Complexes metalliques de polyaminoacides bicycliques, leur procede de preparation et leur application en imagerie medicale
FR2891830B1 (fr) * 2005-10-07 2011-06-24 Guerbet Sa Composes a chaines aminoalcools courtes et complexes metalliques pour l'imagerie medicale
US20090208421A1 (en) * 2008-02-19 2009-08-20 Dominique Meyer Process for preparing a pharmaceutical formulation of contrast agents
US8119817B2 (en) * 2009-09-29 2012-02-21 Degussa-Huels Ag Process for separating the diastereomers of RSS-and SSS-N- α [1-carboxy-3-phenylpropyl] lysylproline
EP2786768A1 (en) 2013-04-04 2014-10-08 Agfa Healthcare Process for preparing a material comprising a macrocyclic ligand and for producing a pharmaceutical formulation comprising said ligand with a lanthanide
KR102231121B1 (ko) * 2013-04-26 2021-03-23 게르브 조영제 제형 및 이와 관련된 제조 방법
CN104188957B (zh) * 2014-05-28 2017-04-26 中国中医科学院西苑医院 一种防治再狭窄的药物及其制备和使用方法
US11155519B2 (en) * 2017-04-28 2021-10-26 Otsuka Pharmaceutical Factory, Inc. Method for manufacturing diastereomer of citric acid derivative
WO2020030618A1 (en) 2018-08-06 2020-02-13 Bracco Imaging Spa Gadolinium bearing pcta-based contrast agents
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
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

Also Published As

Publication number Publication date
EP3902800A1 (fr) 2021-11-03
FR3091873B1 (fr) 2020-12-25
JP7071596B2 (ja) 2022-05-19
MA54626A (fr) 2022-04-20
PH12021551725A1 (en) 2022-04-11
KR20210138134A (ko) 2021-11-18
KR102438394B1 (ko) 2022-09-01
US12064487B2 (en) 2024-08-20
US11590246B2 (en) 2023-02-28
HRP20230678T1 (hr) 2023-09-29
IL284884A (en) 2021-08-31
TWI811518B (zh) 2023-08-11
EP3943493B1 (fr) 2023-04-19
HUE062554T2 (hu) 2023-11-28
HUE060343T2 (hu) 2023-02-28
RS64334B1 (sr) 2023-08-31
JP2022508496A (ja) 2022-01-19
WO2020148436A1 (fr) 2020-07-23
ES2950118T3 (es) 2023-10-05
TW202043227A (zh) 2020-12-01
CN113735854A (zh) 2021-12-03
PT3902800T (pt) 2022-11-16
DK3902800T3 (da) 2022-11-28
ZA202104994B (en) 2023-04-26
FI3943493T3 (fi) 2023-07-19
MX2021008651A (es) 2021-10-26
CN113735854B (zh) 2024-05-14
CN113646308B (zh) 2024-12-13
SG11202107779SA (en) 2021-08-30
PL3902800T3 (pl) 2022-12-27
AU2020208794A1 (en) 2021-08-05
KR20210109039A (ko) 2021-09-03
US20240358863A1 (en) 2024-10-31
EP3943493A1 (fr) 2022-01-26
JP2022009463A (ja) 2022-01-14
HRP20221402T1 (hr) 2023-01-06
MA55389A (fr) 2022-01-26
AU2020208794B2 (en) 2023-01-12
PL3943493T3 (pl) 2023-08-07
IL284884B2 (en) 2025-09-01
US20220062443A1 (en) 2022-03-03
CN119552163A (zh) 2025-03-04
CO2021009261A2 (es) 2021-12-10
BR112021014006A2 (pt) 2021-09-21
FR3091873A1 (fr) 2020-07-24
CA3126268A1 (fr) 2020-07-23
DK3943493T3 (da) 2023-07-24
IL284884B1 (en) 2025-05-01
BR112021014006B1 (pt) 2023-05-02
CN113646308A (zh) 2021-11-12
CL2021001868A1 (es) 2022-01-21
KR102502862B1 (ko) 2023-02-23
ES2930136T3 (es) 2022-12-07
US20230149568A1 (en) 2023-05-18
PT3943493T (pt) 2023-07-12
AR117835A1 (es) 2021-08-25
EP3902800B1 (fr) 2022-09-07
JP7321230B2 (ja) 2023-08-04

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