CA2863784C - A new class of diazepine derivative chelating agents and complexes with paramagnetic metals thereof as mri contrast agents - Google Patents

A new class of diazepine derivative chelating agents and complexes with paramagnetic metals thereof as mri contrast agents Download PDF

Info

Publication number
CA2863784C
CA2863784C CA2863784A CA2863784A CA2863784C CA 2863784 C CA2863784 C CA 2863784C CA 2863784 A CA2863784 A CA 2863784A CA 2863784 A CA2863784 A CA 2863784A CA 2863784 C CA2863784 C CA 2863784C
Authority
CA
Canada
Prior art keywords
compound
formula
group
mmol
preparation
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
CA2863784A
Other languages
English (en)
French (fr)
Other versions
CA2863784A1 (en
Inventor
Alessandro Maiocchi
Massimo Visigalli
Lorena Beltrami
Loredana Sini
Luciano Lattuada
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.)
Bracco Imaging SpA
Original Assignee
Bracco Imaging SpA
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 Bracco Imaging SpA filed Critical Bracco Imaging SpA
Publication of CA2863784A1 publication Critical patent/CA2863784A1/en
Application granted granted Critical
Publication of CA2863784C publication Critical patent/CA2863784C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
    • C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
    • C07D243/08—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 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
    • 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
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Radiology & Medical Imaging (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
CA2863784A 2012-03-14 2013-03-13 A new class of diazepine derivative chelating agents and complexes with paramagnetic metals thereof as mri contrast agents Active CA2863784C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP12159378.4A EP2639227A1 (en) 2012-03-14 2012-03-14 A new class of diazepine derivative chelating agents and complexes with paramagnetic metals as MRI contrast agents
EP12159378.4 2012-03-14
PCT/EP2013/055094 WO2013135750A1 (en) 2012-03-14 2013-03-13 A new class of diazepine derivative chelating agents and complexes with paramagnetic metals thereof as mri contrast agents

Publications (2)

Publication Number Publication Date
CA2863784A1 CA2863784A1 (en) 2013-09-19
CA2863784C true CA2863784C (en) 2018-04-17

Family

ID=47846054

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2863784A Active CA2863784C (en) 2012-03-14 2013-03-13 A new class of diazepine derivative chelating agents and complexes with paramagnetic metals thereof as mri contrast agents

Country Status (7)

Country Link
US (1) US9259491B2 (enExample)
EP (2) EP2639227A1 (enExample)
JP (1) JP6375231B2 (enExample)
CN (1) CN104203926B (enExample)
AU (1) AU2013231301B2 (enExample)
CA (1) CA2863784C (enExample)
WO (1) WO2013135750A1 (enExample)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104602715A (zh) * 2012-09-07 2015-05-06 伯拉考成像股份公司 用于MRI的包含金属两亲配合物的顺磁性固体脂质纳米颗粒(pSLN)
EP3003395B1 (en) * 2013-05-30 2019-07-17 Bracco Imaging S.p.A Fluorescent solid lipid nanoparticles composition and preparation thereof
US11370826B2 (en) 2016-02-09 2022-06-28 Bracco Suisse Sa Recombinant chimeric protein for selectins targeting
WO2017147418A1 (en) 2016-02-24 2017-08-31 Ohio State Innovation Foundation Methods and devices for contrast agent magnetic resonance imaging
DE102017129405A1 (de) 2017-12-11 2019-06-13 Universitätsklinikum Jena Neue DAZA-Chelatoren als Liganden in der Leberbildgebung
EP3880635B1 (en) 2018-11-12 2023-01-04 Bracco Imaging SPA Chelating aazta conjugate, complexes thereof and use

Family Cites Families (13)

* 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
DE3930674A1 (de) * 1989-09-11 1991-03-21 Diagnostikforschung Inst Bifunktionelle chelatbildner zur komplexierung von tc- und re-isotopen, verfahren zu ihrer herstellung und darstellung von konjugaten daraus sowie deren verwendung in diagnostik und therapie
US5833948A (en) 1995-06-15 1998-11-10 Bracco Research S.A. Blood-pool imaging composition comprising micelles containing a lipophilic chelating agent and a non-ionic surfactant
JP2002522514A (ja) * 1998-08-10 2002-07-23 ブラッコ・リサーチ・ソシエテ・アノニム ポジティブmriコントラスト剤とネガティブmriコントラスト剤との組合せ
US6342598B1 (en) 1998-11-26 2002-01-29 Bracco International B.V. Amphipatic polycarboxylic chelates and complexes with paramagnetic metals as MRI contrast agents
FR2795412B1 (fr) * 1999-06-23 2001-07-13 Adir Nouveaux derives d'ammonium quaternaire, leur procede de preparation et les compositions pharmaceutiques qui les contiennent
ITMI20011518A1 (it) 2001-07-17 2003-01-17 Bracco Imaging Spa Leganti azotati multidentati capaci di complessare ioni metallici e loro uso in diagnostica e in terapia
US7893223B2 (en) * 2001-07-17 2011-02-22 Bracco Imaging S.P.A. Multidentate AZA ligands able to complex metal ions and the use thereof in diagnostics and therapy
US7922998B2 (en) 2003-01-13 2011-04-12 Bracco Imaging S.P.A. Gastrin releasing peptide compounds
GB0305422D0 (en) * 2003-03-10 2003-04-16 Univ Open Detection, monitoring and treatment of cancer
EP1765812B1 (en) * 2004-07-02 2009-04-29 Bracco Imaging S.p.A Contrast agents endowed with high relaxivity for use in magnetic resonance imaging (mri) which contain a chelating moiety with polyhydroxylated substituents
EP1964846A1 (en) * 2007-02-27 2008-09-03 Bracco Imaging, S.P.A. Process for the preparation of contrast agents
FR2939318B1 (fr) * 2008-12-10 2012-07-13 Guerbet Sa Systeme d'encapsulation pour imagerie cest avec quelate q superieur ou egal a 2

Also Published As

Publication number Publication date
EP2834222B1 (en) 2016-03-09
CN104203926B (zh) 2017-12-15
EP2834222A1 (en) 2015-02-11
US9259491B2 (en) 2016-02-16
AU2013231301A1 (en) 2014-08-28
CN104203926A (zh) 2014-12-10
JP2015509966A (ja) 2015-04-02
WO2013135750A1 (en) 2013-09-19
US20150037261A1 (en) 2015-02-05
CA2863784A1 (en) 2013-09-19
JP6375231B2 (ja) 2018-08-15
EP2639227A1 (en) 2013-09-18
AU2013231301B2 (en) 2017-01-05

Similar Documents

Publication Publication Date Title
AU2016368545B2 (en) Dimeric contrast agents
JP4689775B2 (ja) 低毒性の常磁性金属のキレート錯体
KR102703312B1 (ko) 조영제
US9259491B2 (en) Class of diazepine derivative chelating agents and complexes with paramagnetic metals thereof as MRI contrast agents
JP6909234B2 (ja) 造影剤
RU2242477C2 (ru) Перфторалкилсодержащие соединения, способ их получения (варианты) и фармацевтическое средство, содержащее указанные соединения
JP7145156B2 (ja) 二量体造影剤
US20090104124A1 (en) Paramagnetic Complexes with Pendant Crown Compounds Showing Improved Targeting- Specificity as MRI Contrast Agents
ES2835065T3 (es) Agentes de contraste
NZ741900B2 (en) Dimeric contrast agents
HK1257515B (en) Dimeric contrast agents
HK1257515A1 (en) Dimeric contrast agents

Legal Events

Date Code Title Description
EEER Examination request

Effective date: 20160907

MPN Maintenance fee for patent paid

Free format text: FEE DESCRIPTION TEXT: MF (PATENT, 12TH ANNIV.) - STANDARD

Year of fee payment: 12

U00 Fee paid

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U00-U101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE REQUEST RECEIVED

Effective date: 20250307

U11 Full renewal or maintenance fee paid

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT DETERMINED COMPLIANT

Effective date: 20250307

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT PAID IN FULL

Effective date: 20250307

MPN Maintenance fee for patent paid

Free format text: FEE DESCRIPTION TEXT: MF (PATENT, 13TH ANNIV.) - STANDARD

Year of fee payment: 13

U00 Fee paid

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U00-U101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE REQUEST RECEIVED

Effective date: 20260306

U11 Full renewal or maintenance fee paid

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT PAID IN FULL

Effective date: 20260306