CN106459059B - 氘化杂环化合物和其作为成像剂的用途 - Google Patents

氘化杂环化合物和其作为成像剂的用途 Download PDF

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Publication number
CN106459059B
CN106459059B CN201580025219.XA CN201580025219A CN106459059B CN 106459059 B CN106459059 B CN 106459059B CN 201580025219 A CN201580025219 A CN 201580025219A CN 106459059 B CN106459059 B CN 106459059B
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compound
pharmaceutically acceptable
certain embodiments
deuterated
compounds
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CN106459059A (zh
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扬·马里克
约瑟夫·P·利丝卡托斯
西蒙·威廉姆斯
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F Hoffmann La Roche AG
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
    • A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
    • A61K51/04—Organic compounds
    • A61K51/041—Heterocyclic compounds
    • A61K51/044—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins
    • A61K51/0459—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins having six-membered rings with two nitrogen atoms as the only ring hetero atoms, e.g. piperazine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
    • C07B59/002—Heterocyclic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/05—Isotopically modified compounds, e.g. labelled

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Epidemiology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Physics & Mathematics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Optics & Photonics (AREA)
  • Psychiatry (AREA)
  • Hospice & Palliative Care (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Hydrogenated Pyridines (AREA)
CN201580025219.XA 2014-05-13 2015-05-12 氘化杂环化合物和其作为成像剂的用途 Active CN106459059B (zh)

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US201461992717P 2014-05-13 2014-05-13
US61/992,717 2014-05-13
PCT/EP2015/060447 WO2015173225A1 (en) 2014-05-13 2015-05-12 Deuterated heterocyclic compounds and their use as imaging agents

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Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106459059B (zh) 2014-05-13 2019-09-24 豪夫迈·罗氏有限公司 氘化杂环化合物和其作为成像剂的用途
WO2018015546A1 (en) 2016-07-22 2018-01-25 Ac Immune S.A. Compounds for imaging tau protein aggregates
IL264239B (en) 2016-07-22 2022-08-01 Ac Immune Sa Compounds for imaging tau protein aggregates
EP3535265A4 (en) 2016-11-01 2020-07-08 Arvinas, Inc. PROTACS TARGETING ON TAU PROTEIN AND RELATED METHODS FOR USE
US11247987B2 (en) 2017-10-06 2022-02-15 Forma Therapeutics, Inc. Inhibiting ubiquitin specific peptidase 30
US20210041447A1 (en) 2018-01-24 2021-02-11 Ac Immune Sa Azacarboline compounds for the detection of tau aggregates
US11306089B2 (en) 2018-01-24 2022-04-19 Life Molecular Imaging Limited Gamma-carboline compounds for the detection of Tau aggregates
US11623927B2 (en) 2018-03-02 2023-04-11 The Trustees Of The University Of Pennsylvania Substituted [1,2,4]triazolo[1,5-a]pyrimidines for stabilizing microtubules
ES2988920T3 (es) 2018-05-17 2024-11-22 Forma Therapeutics Inc Compuestos bicíclicos fusionados útiles como inhibidores de la peptidasa 30 específica de ubiquitina
JP7297053B2 (ja) 2018-08-20 2023-06-23 アルビナス・オペレーションズ・インコーポレイテッド 神経変性疾患を治療するためのｅ３ユビキチンリガーゼ結合活性を有するキメラ（ｐｒｏｔａｃ）化合物を標的とし、アルファ－シヌクレインタンパク質を標的とするタンパク質分解
US20200115389A1 (en) 2018-09-18 2020-04-16 Nikang Therapeutics, Inc. Fused tricyclic ring derivatives as src homology-2 phosphatase inhibitors
MX2021002981A (es) 2018-10-05 2021-05-14 Forma Therapeutics Inc Pirrolinas fusionadas que actuan como inhibidores de la proteasa 30 especifica de la ubiquitina (usp30).
TWI833819B (zh) 2018-10-05 2024-03-01 美商安尼波那生物公司 用於治療與apj受體活性相關的病狀的化合物及組成物
TWI767148B (zh) 2018-10-10 2022-06-11 美商弗瑪治療公司 抑制脂肪酸合成酶(fasn)
JP7119978B2 (ja) * 2018-12-20 2022-08-17 オムロン株式会社 制御装置およびプログラム
WO2020227576A1 (en) * 2019-05-09 2020-11-12 Genentech, Inc. Regio-selective synthesis of imidazo[1,2-a]pyrimidines
CN114867727B (zh) 2019-07-17 2025-02-21 阿尔维纳斯运营股份有限公司 Tau蛋白靶向化合物及相关使用方法
CN113526526A (zh) * 2021-07-12 2021-10-22 苏州大学 氘代氨制备方法及以其作为氘源参与的氘代反应
MX2024002295A (es) 2021-08-27 2024-03-07 Genentech Inc Metodos para tratar las patologias de tau.
EP4536358A1 (en) 2022-06-13 2025-04-16 Genentech Inc. Methods of delaying or preventing the onset of alzheimer's disease using crenezumab
WO2025155625A1 (en) * 2024-01-16 2025-07-24 Eli Lilly And Company Novel compounds for tau imaging
CN118957609B (zh) * 2024-07-23 2025-09-09 无锡绿能电合科技有限公司 一种氟代芳环的氘代方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DD76515A (enExample) *
CN101522624A (zh) * 2006-03-30 2009-09-02 宾夕法尼亚大学理事会 苯乙烯基吡啶衍生物及其用于结合和成像淀粉样蛋白斑的用途
US20110182812A1 (en) * 2009-03-23 2011-07-28 Siemens Medical Solutions Usa, Inc. Imaging Agents for Detecting Neurological Disorders
EP2450332A1 (en) * 2010-10-22 2012-05-09 Bayer Pharma Aktiengesellschaft Compounds for use in Imaging, diagnosing and/or treatment of diseases of the central nervous system (F-D2-Deprenyl)
WO2012065963A2 (en) * 2010-11-15 2012-05-24 Katholieke Universiteit Leuven Novel antiviral compounds

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE76515C (de) F. MORA in Mailand Verfahren zur Herstellung imitirter Ledertapete aus Baumwollstoff
EP1340759A1 (en) 2002-02-28 2003-09-03 Sanofi-Synthelabo 1-[alkyl], 1-[(heteroaryl)alkyl] and 1-[(aryl)alkyl]-7-(pyrimidin-4-yl)-imidazo[1,2-a]pyrimidin-5(1H)-one derivatives
US6875784B2 (en) 2002-10-09 2005-04-05 Pharmacia & Upjohn Company Antimibicrobial [3.1.0.] bicyclic oxazolidinone derivatives
JP5647519B2 (ja) 2007-09-13 2014-12-24 コンサート ファーマシューティカルズ インコーポレイテッド 重水素化カテコールおよびベンゾ［ｄ］［１，３］ジオキソールおよびその誘導体の合成
US8318132B2 (en) 2008-02-14 2012-11-27 Siemens Medical Solutions Usa, Inc. Imaging agents for detecting neurological dysfunction
US8932557B2 (en) 2008-02-14 2015-01-13 Eli Lilly And Company Imaging agents for detecting neurological dysfunction
US20100144657A1 (en) 2008-12-09 2010-06-10 Auspex Pharmaceuticals, Inc. PHENYLPIPERIDINE MODULATORS OF mu-OPIOID RECEPTORS
ES2797523T3 (es) 2009-03-23 2020-12-02 Lilly Co Eli Agentes de obtención de imagen para detectar trastornos neurológicos
CN107011342A (zh) * 2012-05-22 2017-08-04 伊莱利利公司 用于检测神经功能障碍的基于咔啉和咔唑的成像剂
SG11201602786UA (en) * 2013-10-08 2016-05-30 Hoffmann La Roche Diazacarbazole derivatives as tau-pet-ligands
CN106459059B (zh) 2014-05-13 2019-09-24 豪夫迈·罗氏有限公司 氘化杂环化合物和其作为成像剂的用途

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DD76515A (enExample) *
CN101522624A (zh) * 2006-03-30 2009-09-02 宾夕法尼亚大学理事会 苯乙烯基吡啶衍生物及其用于结合和成像淀粉样蛋白斑的用途
US20110182812A1 (en) * 2009-03-23 2011-07-28 Siemens Medical Solutions Usa, Inc. Imaging Agents for Detecting Neurological Disorders
EP2450332A1 (en) * 2010-10-22 2012-05-09 Bayer Pharma Aktiengesellschaft Compounds for use in Imaging, diagnosing and/or treatment of diseases of the central nervous system (F-D2-Deprenyl)
WO2012065963A2 (en) * 2010-11-15 2012-05-24 Katholieke Universiteit Leuven Novel antiviral compounds

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
A Highly Selective and Specific PET Tracer for Imaging of Tau Pathologies;Wei Zhang et al.;《Journal of Alzheimer’s Disease》;20121231;第31卷;第601-612页 *
Development of a novel fluorine-18 labeled deuterated fluororasagiline ([18F]fluororasagiline-D2) radioligand for PET studies of monoamino oxidase B (MAO-B);S. Nag et al.;《Bioorganic & Medicinal Chemistry》;20130815;第21卷;第6634-6641页 *
Evaluation of Deuterated 18F- and 11C-Labeled Choline Analogs for Cancer Detection by Positron Emission Tomography;Timothy H. Witney et al.;《Clinical Cancer Research》;20120110;第18卷;第1063-1072页 *
Synthesis of derivatives of the new heterocyclic system pyrimido[4＇，5＇：4,5]pyrimido[1,2-a]benzimidazole;V. A. Dorokhov et al.;《Academy of Sciences of the USSR》;19911130;第2262-2266页 *
氘代作用在药物研究中的应用;江文峰等;《齐鲁药事》;20101231;第29卷(第11期);第682-684页 *

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PT3143011T (pt) 2021-04-26
IL280791A (en) 2021-04-29
IL280791B2 (en) 2024-03-01
HUE053939T2 (hu) 2021-08-30
KR20230035445A (ko) 2023-03-13
US10076581B2 (en) 2018-09-18
JP2019147825A (ja) 2019-09-05
KR102530129B1 (ko) 2023-05-10
US20230218782A1 (en) 2023-07-13
IL248692B (en) 2020-01-30
US20200297875A1 (en) 2020-09-24
EP3143011A1 (en) 2017-03-22
NZ726208A (en) 2023-11-24
MX2016014615A (es) 2017-03-06
KR102618139B1 (ko) 2023-12-27
LT3143011T (lt) 2021-05-10
BR112016026443A2 (pt) 2017-08-15
IL271631B (en) 2021-05-31
IL248692A0 (en) 2017-01-31
US20190201561A1 (en) 2019-07-04
PL3143011T3 (pl) 2021-07-19
US20160250358A1 (en) 2016-09-01
RU2016147742A3 (enExample) 2018-10-08
CN106459059A (zh) 2017-02-22
RU2696492C2 (ru) 2019-08-02
SG10201805628TA (en) 2018-08-30
ES2867814T3 (es) 2021-10-20
US11504440B2 (en) 2022-11-22
CA2948721C (en) 2023-03-28
US12214058B2 (en) 2025-02-04
AU2019203369B2 (en) 2020-06-04
MX376163B (es) 2025-03-07
SG11201609281UA (en) 2016-12-29
AU2019203369A1 (en) 2019-06-06
KR20170002639A (ko) 2017-01-06
WO2015173225A1 (en) 2015-11-19
RU2016147742A (ru) 2018-06-18
DK3143011T3 (da) 2021-05-03
MX384604B (es) 2025-03-14
CA2948721A1 (en) 2015-11-19
CN110483522A (zh) 2019-11-22
SI3143011T1 (sl) 2021-08-31
US10675367B2 (en) 2020-06-09
BR112016026443A8 (pt) 2021-07-06
AU2015261008A1 (en) 2016-11-17
NZ764181A (en) 2023-11-24
IL271631A (en) 2020-02-27
JP6681498B2 (ja) 2020-04-15
EP3901145A1 (en) 2021-10-27
CN110483522B (zh) 2022-05-03
JP2017515856A (ja) 2017-06-15
MX2020010847A (es) 2021-07-16
AU2015261008B2 (en) 2019-02-14
JP6529986B2 (ja) 2019-06-12
EP3143011B1 (en) 2021-03-03
RS61810B1 (sr) 2021-06-30
IL280791B1 (en) 2023-11-01
HRP20210641T1 (hr) 2021-05-28

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