CA2683433C - Nitro-imidazole hypoxia imaging agents - Google Patents

Nitro-imidazole hypoxia imaging agents Download PDF

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Publication number
CA2683433C
CA2683433C CA2683433A CA2683433A CA2683433C CA 2683433 C CA2683433 C CA 2683433C CA 2683433 A CA2683433 A CA 2683433A CA 2683433 A CA2683433 A CA 2683433A CA 2683433 C CA2683433 C CA 2683433C
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CA
Canada
Prior art keywords
group
alkyl
alkylenyl
substituted
compound
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.)
Expired - Fee Related
Application number
CA2683433A
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English (en)
French (fr)
Other versions
CA2683433A1 (en
Inventor
Hartmuth C Kolb
Joseph C. Walsh
Umesh B. Gangadharmath
Farhad Karimi
Henry Clifton Padgett
Dhanalakshmi Kasi
Zhiyong Gao
Qianwa Liang
Thomas Lee Collier
Brian A. Duclos
Tieming Zhao
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.)
Molecular Templates Inc
Original Assignee
Threshold Pharmaceuticals Inc
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 Threshold Pharmaceuticals Inc filed Critical Threshold Pharmaceuticals Inc
Publication of CA2683433A1 publication Critical patent/CA2683433A1/en
Application granted granted Critical
Publication of CA2683433C publication Critical patent/CA2683433C/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/41921,2,3-Triazoles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B59/00Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
    • C07B59/002Heterocyclic compounds
    • 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
    • C07D403/12Heterocyclic 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 chain containing hetero atoms as chain links

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epidemiology (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Plural Heterocyclic Compounds (AREA)
CA2683433A 2007-04-05 2008-04-04 Nitro-imidazole hypoxia imaging agents Expired - Fee Related CA2683433C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US92193207P 2007-04-05 2007-04-05
US60/921,932 2007-04-05
US96425407P 2007-08-10 2007-08-10
US60/964,254 2007-08-10
PCT/US2008/059505 WO2008124651A2 (en) 2007-04-05 2008-04-04 Nitro-imidazole hypoxia imaging agents

Publications (2)

Publication Number Publication Date
CA2683433A1 CA2683433A1 (en) 2008-10-16
CA2683433C true CA2683433C (en) 2016-10-11

Family

ID=39831553

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2683433A Expired - Fee Related CA2683433C (en) 2007-04-05 2008-04-04 Nitro-imidazole hypoxia imaging agents

Country Status (7)

Country Link
US (2) US7807394B2 (index.php)
EP (1) EP2132200B1 (index.php)
JP (1) JP5347164B2 (index.php)
KR (1) KR101523257B1 (index.php)
CN (1) CN101652360B (index.php)
CA (1) CA2683433C (index.php)
WO (1) WO2008124651A2 (index.php)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2683433C (en) * 2007-04-05 2016-10-11 Siemens Medical Solutions Usa, Inc. Nitro-imidazole hypoxia imaging agents
CN101709060B (zh) * 2009-12-02 2013-05-01 北京师范大学 一种f-三唑环-聚乙二醇-甲硝唑化合物及其制备方法
CN109200296B (zh) 2010-02-08 2021-12-14 兰休斯医疗成像公司 用于合成显像剂和其中间体的方法和装置
CA2795762C (en) 2010-04-08 2017-03-28 Siemens Medical Solutions Usa, Inc. Synthesis of 18f-labeled tracers in hydrous organic solvents
US10639608B2 (en) 2010-04-08 2020-05-05 Siemens Medical Solutions Usa, Inc. System, device and method for preparing tracers and transferring materials during radiosynthesis
CN101921263A (zh) * 2010-04-16 2010-12-22 兰州大学 2-硝基咪唑衍生物及其用途和制备方法
AU2011253052B2 (en) 2010-05-11 2015-05-14 Lantheus Medical Imaging, Inc. Compositions, methods and systems for the synthesis and use of imaging agents
EP3567029A1 (en) 2011-09-09 2019-11-13 Lantheus Medical Imaging, Inc. Compositions, methods, and systems for the synthesis and use of imaging agents
WO2013054788A1 (ja) * 2011-10-14 2013-04-18 住友重機械工業株式会社 荷電粒子線照射システム及び荷電粒子線照射計画方法
US20150010474A1 (en) * 2011-12-23 2015-01-08 Auckland Uniservices Limited Compounds And Methods For Selective Imaging And/Or Ablation
US9278124B2 (en) 2012-10-16 2016-03-08 Halozyme, Inc. Hypoxia and hyaluronan and markers thereof for diagnosis and monitoring of diseases and conditions and related methods
WO2015104589A1 (en) 2014-01-13 2015-07-16 Shanghai Lawring Biomedical Co., Ltd Dendrimer compositions, methods of synthesis, and uses thereof
CA2959776A1 (en) * 2014-09-25 2016-03-31 Nihon Medi-Physics Co., Ltd. Renal imaging agent
US10695446B2 (en) 2015-05-01 2020-06-30 Vanderbilt University Composition and method for detecting hypoxia
US10695450B2 (en) 2016-07-26 2020-06-30 Laboratoires Cyclopharma Synthesis of a radioactive agent composition
CN106977501A (zh) * 2017-03-20 2017-07-25 华东师范大学 一种基于2‑硝基咪唑‑1‑烷基醇的低氧激活前药
FR3068695B1 (fr) * 2017-07-05 2019-08-16 Centre National De La Recherche Scientifique Composes utiles comme agent d'imagerie de l'hypoxie
CN111356698B (zh) * 2017-09-19 2025-02-25 威奇生物科技公司 用于低氧成像、映射和治疗的标记物、缀合物、组合物和方法
WO2019056098A1 (en) * 2017-09-19 2019-03-28 The Governors Of The University Of Alberta BIOREDUCTION-ACTIVATED COMPOUNDS, THEIR PRODRUGS, RADIOPHARMACEUTICAL PRODUCTS, COMPOSITIONS AND THEIR APPLICATIONS IN THE MULTIMODAL THERANOSTIC MANAGEMENT OF HYPOXIA, INCLUDING CANCER
EP4085056A1 (en) 2020-01-03 2022-11-09 Berg LLC Polycyclic amides as ube2k modulators for treating cancer
CN111233821B (zh) * 2020-01-20 2022-12-27 上海交通大学医学院附属仁济医院 含3-羟基苯甲酸基团的新抗霉素衍生物及其制备方法和应用
CN114478489B (zh) * 2022-01-18 2023-04-28 中国科学院精密测量科学与技术创新研究院 一种氟-19修饰的硝基咪唑化合物及其衍生物的制备方法和应用

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5674693A (en) * 1994-03-18 1997-10-07 Natural Pharmacia International Inc. Derivatives of 2-nitro-imidazoles as hypoxic cell markers
US5721265A (en) * 1994-08-05 1998-02-24 Sri International Fluorinated 2-nitroimidazole analogs for detecting hypoxic tumor cells
WO2001012575A1 (en) * 1999-08-11 2001-02-22 Universite Catholique De Louvain Methods for preparing perfluorinated [18f]-radiolabelled nitroimidazole derivatives for cellular hypoxia detection
CA2683433C (en) * 2007-04-05 2016-10-11 Siemens Medical Solutions Usa, Inc. Nitro-imidazole hypoxia imaging agents

Also Published As

Publication number Publication date
CN101652360B (zh) 2014-06-25
CN101652360A (zh) 2010-02-17
CA2683433A1 (en) 2008-10-16
WO2008124651A2 (en) 2008-10-16
EP2132200B1 (en) 2016-03-23
KR101523257B1 (ko) 2015-05-27
US7807394B2 (en) 2010-10-05
JP2010523596A (ja) 2010-07-15
US7977361B2 (en) 2011-07-12
US20090010846A1 (en) 2009-01-08
WO2008124651A3 (en) 2009-04-02
KR20090130106A (ko) 2009-12-17
US20110002850A1 (en) 2011-01-06
EP2132200A2 (en) 2009-12-16
JP5347164B2 (ja) 2013-11-20

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Effective date: 20130130

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Effective date: 20190404