KR102502862B1 - 가돌리늄과 부분입체이성질체적으로 풍부한 pcta로부터 유래된 킬레이트화 리간드의 착물, 및 제조 및 정제 공정 - Google Patents

가돌리늄과 부분입체이성질체적으로 풍부한 pcta로부터 유래된 킬레이트화 리간드의 착물, 및 제조 및 정제 공정 Download PDF

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KR102502862B1
KR102502862B1 KR1020217036451A KR20217036451A KR102502862B1 KR 102502862 B1 KR102502862 B1 KR 102502862B1 KR 1020217036451 A KR1020217036451 A KR 1020217036451A KR 20217036451 A KR20217036451 A KR 20217036451A KR 102502862 B1 KR102502862 B1 KR 102502862B1
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formula
complex
rrr
sss
gadolinium
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KR20210138134A (ko
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수아지크 르 그루너
알랑 셰네드
마틴 세흐
미리암 페타
엠마누엘 마헤
브루노 프랑수아
카롤린 로비크
스테파니 루게
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게르브
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    • 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
    • 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
    • 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
    • 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

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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)
KR1020217036451A 2019-01-17 2020-01-17 가돌리늄과 부분입체이성질체적으로 풍부한 pcta로부터 유래된 킬레이트화 리간드의 착물, 및 제조 및 정제 공정 Active KR102502862B1 (ko)

Applications Claiming Priority (4)

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
KR1020217025766A KR102438394B1 (ko) 2019-01-17 2020-01-17 가돌리늄과 부분입체이성질체적으로 풍부한 pcta로부터 유래된 킬레이트화 리간드의 착물, 및 제조 및 정제 공정
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

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KR1020217025766A Division KR102438394B1 (ko) 2019-01-17 2020-01-17 가돌리늄과 부분입체이성질체적으로 풍부한 pcta로부터 유래된 킬레이트화 리간드의 착물, 및 제조 및 정제 공정

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KR20210138134A KR20210138134A (ko) 2021-11-18
KR102502862B1 true KR102502862B1 (ko) 2023-02-23

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KR1020217025766A Active KR102438394B1 (ko) 2019-01-17 2020-01-17 가돌리늄과 부분입체이성질체적으로 풍부한 pcta로부터 유래된 킬레이트화 리간드의 착물, 및 제조 및 정제 공정

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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)
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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

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US20110077412A1 (en) 2009-09-29 2011-03-31 Boisivon Frederic Process for separating the diastereomers of RSS-snd SSS-N- a [1-carboxy -3-Phenylpropyl] lysylproline
CN104188957A (zh) 2014-05-28 2014-12-10 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
WO2018199040A1 (ja) 2017-04-28 2018-11-01 株式会社大塚製薬工場 クエン酸誘導体のジアステレオマーの製造方法

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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
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
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

Patent Citations (3)

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Publication number Priority date Publication date Assignee Title
US20110077412A1 (en) 2009-09-29 2011-03-31 Boisivon Frederic Process for separating the diastereomers of RSS-snd SSS-N- a [1-carboxy -3-Phenylpropyl] lysylproline
CN104188957A (zh) 2014-05-28 2014-12-10 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
WO2018199040A1 (ja) 2017-04-28 2018-11-01 株式会社大塚製薬工場 クエン酸誘導体のジアステレオマーの製造方法

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EP3902800A1 (fr) 2021-11-03
FR3091873B1 (fr) 2020-12-25
CA3126268C (fr) 2024-01-09
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
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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