CA2987993C - Gadolinium chelate compounds for use in magnetic resonance imaging - Google Patents

Gadolinium chelate compounds for use in magnetic resonance imaging Download PDF

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Publication number
CA2987993C
CA2987993C CA2987993A CA2987993A CA2987993C CA 2987993 C CA2987993 C CA 2987993C CA 2987993 A CA2987993 A CA 2987993A CA 2987993 A CA2987993 A CA 2987993A CA 2987993 C CA2987993 C CA 2987993C
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Prior art keywords
tetraazacyclododecan
tris
group
bis
general formula
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CA2987993A
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English (en)
French (fr)
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CA2987993A1 (en
Inventor
Markus Berger
Jessica LOHRKE
Christoph-Stephan Hilger
Gregor Jost
Thomas Frenzel
Detlev Sulzle
Johannes Platzek
Olaf Panknin
Hubertus Pietsch
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Bayer Pharma AG
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Bayer Pharma AG
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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
    • A61K49/10—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
    • A61K49/101—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
    • A61K49/105—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 the metal complex being Gd-DTPA
    • 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
    • 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
    • A61K49/106—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
    • A61K49/108—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 the metal complex being Gd-DOTA
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
    • C07C229/10—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
    • C07C229/16—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of hydrocarbon radicals substituted by amino or carboxyl groups, e.g. ethylenediamine-tetra-acetic acid, iminodiacetic acids

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Animal Behavior & Ethology (AREA)
  • Radiology & Medical Imaging (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Magnetic Resonance Imaging Apparatus (AREA)
CA2987993A 2015-06-04 2016-05-30 Gadolinium chelate compounds for use in magnetic resonance imaging Active CA2987993C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP15170658.7 2015-06-04
EP15170658.7A EP3101012A1 (en) 2015-06-04 2015-06-04 New gadolinium chelate compounds for use in magnetic resonance imaging
PCT/EP2016/062105 WO2016193190A1 (en) 2015-06-04 2016-05-30 New gadolinium chelate compounds for use in magnetic resonance imaging

Publications (2)

Publication Number Publication Date
CA2987993A1 CA2987993A1 (en) 2016-12-08
CA2987993C true CA2987993C (en) 2021-08-31

Family

ID=53396265

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2987993A Active CA2987993C (en) 2015-06-04 2016-05-30 Gadolinium chelate compounds for use in magnetic resonance imaging

Country Status (42)

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US (5) US10137209B2 (enExample)
EP (3) EP3101012A1 (enExample)
JP (1) JP6703012B2 (enExample)
KR (1) KR102162742B1 (enExample)
CN (1) CN107667096B (enExample)
AR (1) AR104897A1 (enExample)
AU (1) AU2016272602B2 (enExample)
CA (1) CA2987993C (enExample)
CL (1) CL2017003083A1 (enExample)
CO (1) CO2017012490A2 (enExample)
CU (1) CU24467B1 (enExample)
CY (2) CY1122323T1 (enExample)
DK (2) DK3611169T3 (enExample)
DO (1) DOP2017000282A (enExample)
EA (1) EA033612B1 (enExample)
EC (1) ECSP17080394A (enExample)
ES (2) ES2756703T3 (enExample)
GE (2) GEAP202014664A (enExample)
HR (2) HRP20211467T1 (enExample)
HU (2) HUE045967T2 (enExample)
IL (1) IL255945B (enExample)
JO (1) JO3702B1 (enExample)
LT (2) LT3611169T (enExample)
MA (2) MA43146B1 (enExample)
MX (1) MX374249B (enExample)
NI (1) NI201700149A (enExample)
NZ (1) NZ737707A (enExample)
PE (1) PE20180261A1 (enExample)
PH (1) PH12017502205B1 (enExample)
PL (2) PL3303307T3 (enExample)
PT (2) PT3303307T (enExample)
RS (2) RS59565B1 (enExample)
SA (1) SA517390476B1 (enExample)
SI (2) SI3611169T1 (enExample)
SM (1) SMT202100569T1 (enExample)
SV (1) SV2017005578A (enExample)
TN (1) TN2017000505A1 (enExample)
TW (1) TWI699358B (enExample)
UA (1) UA123313C2 (enExample)
UY (1) UY36711A (enExample)
WO (1) WO2016193190A1 (enExample)
ZA (1) ZA201800024B (enExample)

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EP3101012A1 (en) 2015-06-04 2016-12-07 Bayer Pharma Aktiengesellschaft New gadolinium chelate compounds for use in magnetic resonance imaging
RU2755181C2 (ru) 2016-11-28 2021-09-14 Байер Фарма Акциенгезельшафт Новые хелатные соединения гадолиния с высокой релаксивностью для применения в магнитно-резонансной визуализации
US12262983B2 (en) * 2018-02-07 2025-04-01 University Of Cincinnati System and method for detecting small blood-tissue barrier disruption
IL321215B2 (en) * 2018-11-23 2026-05-01 Bayer Ag Contrast media formulation and process for its preparation
CN110396122B (zh) * 2019-08-13 2020-10-27 牡丹江医学院 一种核磁共振造影剂、制备方法及其用于肿瘤诊断中的用途
EP4048322A1 (en) * 2019-10-25 2022-08-31 Bracco Imaging SPA Pharmaceutical compositions of gd-based contrast agents
KR102386595B1 (ko) * 2019-10-29 2022-04-14 경북대학교 산학협력단 신규한 가돌리늄계 화합물, 이의 제조 방법, 및 이를 함유하는 mri 조영제
CN111393544A (zh) * 2020-03-02 2020-07-10 合肥工业大学 一种具有靶向核磁共振造影和荧光成像功能的聚合物、制备方法及应用
KR102548998B1 (ko) * 2020-03-31 2023-06-29 재단법인 아산사회복지재단 혈전영상을 위한 방사성의약품 및 조성물
JP2024517820A (ja) * 2021-05-07 2024-04-23 バイエル・アクチエンゲゼルシヤフト 動的造影磁気共鳴断層撮影を使用した肝臓における病変の特性決定
CN114181233B (zh) * 2021-11-24 2023-10-31 复旦大学 一种钆基T1磁共振造影剂FD-Gd-123及其制备方法和应用
CN114276309B (zh) * 2021-12-24 2023-08-11 南京科技职业学院 一类含乙氧基芳环的钆磁共振造影剂及其制备方法与应用
WO2024046831A1 (de) 2022-08-30 2024-03-07 Bayer Aktiengesellschaft Erzeugen von synthetischen radiologischen aufnahmen
WO2024046832A1 (de) 2022-08-30 2024-03-07 Bayer Aktiengesellschaft Erzeugen von synthetischen radiologischen aufnahmen
US20260087709A1 (en) 2022-08-30 2026-03-26 Bayer Aktiengesellschaft Generation of synthetic radiological images
CN119816744B (zh) * 2022-09-05 2025-09-26 拜耳公司 生成人工对比度增强的放射图像
EP4335461A1 (en) 2022-09-09 2024-03-13 Bayer AG Combinations of contrast agents
WO2024063529A1 (ko) * 2022-09-20 2024-03-28 주식회사 테라노큐어 신규 화합물 및 이를 포함하는 염증성 질환과 암에 대한 진단 및 치료에 사용되는 mri 조영제
WO2024083466A1 (de) 2022-10-17 2024-04-25 Bayer Aktiengesellschaft Automatisches analysieren von radiologischen aufnahmen
EP4360660A1 (en) 2022-10-24 2024-05-01 Bayer AG Process for the preparation of a gadolinium contrast agent
EP4369353A1 (de) 2022-11-12 2024-05-15 Bayer Aktiengesellschaft Erzeugung von künstlichen kontrastmittelverstärkten radiologischen aufnahmen
EP4369285A1 (de) 2022-11-12 2024-05-15 Bayer AG Erzeugung von künstlichen kontrastmittelverstärkten radiologischen aufnahmen
KR102875030B1 (ko) * 2022-12-09 2025-10-22 재단법인 대구경북첨단의료산업진흥재단 신규한 가돌리늄계 화합물 및 이를 포함하는 mri 조영제
EP4471710B1 (de) 2023-05-30 2025-12-17 Bayer Aktiengesellschaft Erkennen von artefakten in synthetischen medizinischen aufnahmen
WO2024251601A1 (de) 2023-06-05 2024-12-12 Bayer Aktiengesellschaft Erzeugen von künstlichen kontrastverstärkten radiologischen aufnahmen
EP4475137B1 (de) 2023-06-05 2025-12-03 Bayer Aktiengesellschaft Erzeugen von künstlichen kontrastverstärkten radiologischen aufnahmen
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EP4567716B1 (en) 2023-12-06 2026-05-13 Bayer Aktiengesellschaft Generating synthetic representations
EP4567715B1 (en) 2023-12-06 2026-05-13 Bayer Aktiengesellschaft Generating synthetic representations
WO2025190828A1 (en) 2024-03-15 2025-09-18 Bayer Aktiengesellschaft Correction of an mri image
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EP4671232A1 (en) 2024-06-26 2025-12-31 Bayer Aktiengesellschaft EVOLUTIONARY PROCESS FOR THE MANUFACTURE OF 2,2-BIS(AMINOMETHYL)PROPANE-1,3-DIAMINE TETRAHYDROCHLORIDE
WO2026000248A1 (en) 2024-06-26 2026-01-02 Bayer Aktiengesellschaft A scalable process for the manufacture of 2, 2-bis (aminomethyl) propane-1, 3-diamine tetrahydrochloride

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