AU2018270520B2 - Compounds for use as iron(III) MRI contrast agents - Google Patents

Compounds for use as iron(III) MRI contrast agents Download PDF

Info

Publication number
AU2018270520B2
AU2018270520B2 AU2018270520A AU2018270520A AU2018270520B2 AU 2018270520 B2 AU2018270520 B2 AU 2018270520B2 AU 2018270520 A AU2018270520 A AU 2018270520A AU 2018270520 A AU2018270520 A AU 2018270520A AU 2018270520 B2 AU2018270520 B2 AU 2018270520B2
Authority
AU
Australia
Prior art keywords
macrocyclic
iii
groups
pendant
substituted
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.)
Active
Application number
AU2018270520A
Other languages
English (en)
Other versions
AU2018270520A1 (en
Inventor
Didar ASIK
Janet R. Morrow
Eric M. SNYDER
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.)
Research Foundation of the State University of New York
Original Assignee
Research Foundation of the State University of New York
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
Application filed by Research Foundation of the State University of New York filed Critical Research Foundation of the State University of New York
Publication of AU2018270520A1 publication Critical patent/AU2018270520A1/en
Application granted granted Critical
Publication of AU2018270520B2 publication Critical patent/AU2018270520B2/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/02Iron compounds
    • C07F15/025Iron compounds without a metal-carbon linkage
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00Preparations for testing in vivo
    • A61K49/06Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/08Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
    • A61K49/085Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier conjugated systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00Preparations for testing in vivo
    • A61K49/06Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/08Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
    • A61K49/10Organic compounds
    • A61K49/101Organic compounds the carrier being a complex-forming compound able to form MRI-active complexes with paramagnetic metals
    • A61K49/106Organic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00Preparations for testing in vivo
    • A61K49/06Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/08Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
    • A61K49/10Organic compounds
    • A61K49/12Macromolecular compounds
    • A61K49/124Macromolecular compounds dendrimers, dendrons, hyperbranched compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00Preparations for testing in vivo
    • A61K49/06Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/08Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
    • A61K49/10Organic compounds
    • A61K49/12Macromolecular compounds
    • A61K49/126Linear polymers, e.g. dextran, inulin, PEG
    • A61K49/128Linear polymers, e.g. dextran, inulin, PEG comprising multiple complex or complex-forming groups, being either part of the linear polymeric backbone or being pending groups covalently linked to the linear polymeric backbone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00Preparations for testing in vivo
    • A61K49/06Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/08Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
    • A61K49/10Organic compounds
    • A61K49/14Peptides, e.g. proteins
    • A61K49/143Peptides, e.g. proteins the protein being an albumin, e.g. HSA, BSA, ovalbumin
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D255/00Heterocyclic compounds containing rings having three nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D249/00 - C07D253/00
    • C07D255/02Heterocyclic compounds containing rings having three nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D249/00 - C07D253/00 not condensed with other rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D273/00Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D273/00Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00
    • C07D273/02Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00 having two nitrogen atoms and only one oxygen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/14Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Radiology & Medical Imaging (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Magnetic Resonance Imaging Apparatus (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)
AU2018270520A 2017-05-19 2018-05-21 Compounds for use as iron(III) MRI contrast agents Active AU2018270520B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201762508548P 2017-05-19 2017-05-19
US62/508,548 2017-05-19
PCT/US2018/033759 WO2018213853A1 (en) 2017-05-19 2018-05-21 Compounds for use as iron(iii) mri contrast agents

Publications (2)

Publication Number Publication Date
AU2018270520A1 AU2018270520A1 (en) 2019-12-12
AU2018270520B2 true AU2018270520B2 (en) 2022-01-06

Family

ID=64274805

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2018270520A Active AU2018270520B2 (en) 2017-05-19 2018-05-21 Compounds for use as iron(III) MRI contrast agents

Country Status (7)

Country Link
US (2) US11261208B2 (https=)
EP (1) EP3624859A4 (https=)
JP (1) JP7390284B2 (https=)
KR (2) KR20250073575A (https=)
CN (1) CN110944676A (https=)
AU (1) AU2018270520B2 (https=)
WO (1) WO2018213853A1 (https=)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3624859A4 (en) * 2017-05-19 2021-03-03 The Research Foundation for The State University of New York Compounds for use as iron(iii) mri contrast agents
AU2019381793B2 (en) * 2018-11-16 2025-02-27 The Research Foundation For The State University Of New York Compounds for use as iron (III) MRI contrast agents containing anionic pendents and ancillary groups
US20240228524A1 (en) * 2021-03-20 2024-07-11 The Research Foundation For The State University Of New York Iron(iii) macrocyclic complexes with mixed hyroxyl pendants as mri contrast agents
DE102021214708A1 (de) 2021-12-20 2023-06-22 Henkel Ag & Co. Kgaa Metallkomplexe und Geschirrspülmittel, die sie enthalten
AU2023313342A1 (en) 2022-07-28 2024-12-19 Bracco Imaging Spa 1,4-bis-(2-hydroxy-benzyl)-1,4,7-triazacyclononane derivatives and similar compounds as ligands in iron(iii) complexes for use as mri contrast agents
WO2025163025A1 (en) * 2024-01-31 2025-08-07 Bracco Imaging Spa Pyridophane macrocyclic ligands and fe(iii) complexes thereof

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4885363A (en) * 1987-04-24 1989-12-05 E. R. Squibb & Sons, Inc. 1-substituted-1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane and analogs
US10556873B2 (en) 2008-02-22 2020-02-11 Illinois Institute Of Technology Bimodal ligands with macrocyclic and acyclic binding moieties, complexes and compositions thereof, and methods of using
WO2012155076A2 (en) * 2011-05-11 2012-11-15 The Research Foundation Of State University Of New York Imaging contrast agents and uses thereof
US10960088B2 (en) * 2013-09-12 2021-03-30 The Research Foundation For The State University Of New York Macrocycles, cobalt and iron complexes of same, and methods of making and using same
EP3624859A4 (en) * 2017-05-19 2021-03-03 The Research Foundation for The State University of New York Compounds for use as iron(iii) mri contrast agents

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
AUERBACH, U. et al., Inorg. Chem., 1990, vol. 29, pages 938-944 *
STOCKHEIM, C. et al., J. Chem. Soc., Dalton Trans., 1996, no. 23, pages 4409-4416 *
WIEGHARDT, K. et al., Inorg. Chem., 1982, no. 21, pages 4308-4314 *
YANG, C-T. et al., "Synthesis and Characterization of a Novel Macrocyclic Chelator with 3-Hydroxy-4-Pyrone Chelating Arms and Its Complexes with Medicinally Important Metals", Inorg. Chem., 2008, vol. 47, no. 7, pages 2719-2727 *

Also Published As

Publication number Publication date
CN110944676A (zh) 2020-03-31
US20200079806A1 (en) 2020-03-12
KR20200010385A (ko) 2020-01-30
JP2020520998A (ja) 2020-07-16
EP3624859A4 (en) 2021-03-03
US12534487B2 (en) 2026-01-27
EP3624859A1 (en) 2020-03-25
KR20250073575A (ko) 2025-05-27
JP7390284B2 (ja) 2023-12-01
US11261208B2 (en) 2022-03-01
WO2018213853A1 (en) 2018-11-22
KR102811655B1 (ko) 2025-05-21
US20220259244A1 (en) 2022-08-18
AU2018270520A1 (en) 2019-12-12

Similar Documents

Publication Publication Date Title
AU2018270520B2 (en) Compounds for use as iron(III) MRI contrast agents
KR101469900B1 (ko) Do3a-디아미노바이페닐 화합물 및 이를 리간드로 포함하는 가돌리늄 착물
Phukan et al. A new bis (aquated) high relaxivity Mn (II) complex as an alternative to Gd (III)-based MRI contrast agent
US10960088B2 (en) Macrocycles, cobalt and iron complexes of same, and methods of making and using same
Uzal-Varela et al. Thermodynamic stability of Mn (II) complexes with aminocarboxylate ligands analyzed using structural descriptors
JP2024178308A (ja) アニオン性ペンダントおよび補助基を含む、鉄(iii)mri造影剤として使用するための化合物
WO2012155076A2 (en) Imaging contrast agents and uses thereof
US20240228524A1 (en) Iron(iii) macrocyclic complexes with mixed hyroxyl pendants as mri contrast agents
WO2015142583A1 (en) New gadolinium-based contrast agents for sensitive detection of zn2+ with mri
JP6246378B2 (ja) Do3a−トラネキサム酸コンジュゲートを含むガドリニウム錯体
WO2020263761A1 (en) Iron(iii) and gallium(iii) metal organic polyhedra, methods of making same, and uses thereof
EP3641835A1 (en) Contrast agents for magnetic resonance imaging
Rivera 1, 2 Hydroxypyridinone Ligands for the Formation of Metal Organic Polyhedra

Legal Events

Date Code Title Description
FGA Letters patent sealed or granted (standard patent)