CN107949383B - 用于成像的含氮氧化合物的淀粉样蛋白结合剂 - Google Patents
用于成像的含氮氧化合物的淀粉样蛋白结合剂 Download PDFInfo
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- CN107949383B CN107949383B CN201680048440.1A CN201680048440A CN107949383B CN 107949383 B CN107949383 B CN 107949383B CN 201680048440 A CN201680048440 A CN 201680048440A CN 107949383 B CN107949383 B CN 107949383B
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- 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
- A61K49/20—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations containing free radicals, e.g. trityl radical for overhauser
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- 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
- A61K31/01—Hydrocarbons
- A61K31/015—Hydrocarbons carbocyclic
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- 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
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
- A61K31/05—Phenols
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- 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
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
- A61K31/352—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline
- A61K31/353—3,4-Dihydrobenzopyrans, e.g. chroman, catechin
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- 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
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/4015—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil having oxo groups directly attached to the heterocyclic ring, e.g. piracetam, ethosuximide
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- 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
- A61K31/41—Heterocyclic 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
- A61K31/4164—1,3-Diazoles
- A61K31/4178—1,3-Diazoles not condensed 1,3-diazoles and containing further heterocyclic rings, e.g. pilocarpine, nitrofurantoin
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- 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
- A61K31/41—Heterocyclic 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
- A61K31/4164—1,3-Diazoles
- A61K31/4184—1,3-Diazoles condensed with carbocyclic rings, e.g. benzimidazoles
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- 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
- A61K31/41—Heterocyclic 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
- A61K31/42—Oxazoles
- A61K31/423—Oxazoles condensed with carbocyclic rings
-
- 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
- A61K31/41—Heterocyclic 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
- A61K31/425—Thiazoles
- A61K31/428—Thiazoles condensed with carbocyclic rings
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
-
- 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
- A61K31/53—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with three nitrogens as the only ring hetero atoms, e.g. chlorazanil, melamine
-
- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/14—Nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/20—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/273—2-Pyrrolidones with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/052—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being six-membered
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Neurology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Engineering & Computer Science (AREA)
- Radiology & Medical Imaging (AREA)
- Psychiatry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Hospice & Palliative Care (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562206706P | 2015-08-18 | 2015-08-18 | |
| US62/206,706 | 2015-08-18 | ||
| PCT/US2016/047414 WO2017031239A1 (en) | 2015-08-18 | 2016-08-17 | Nitroxide containing amyloid binding agents for imaging and therapeutic uses |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN107949383A CN107949383A (zh) | 2018-04-20 |
| CN107949383B true CN107949383B (zh) | 2022-08-23 |
Family
ID=58051663
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201680048440.1A Active CN107949383B (zh) | 2015-08-18 | 2016-08-17 | 用于成像的含氮氧化合物的淀粉样蛋白结合剂 |
Country Status (8)
| Country | Link |
|---|---|
| US (3) | US10478513B2 (enExample) |
| EP (1) | EP3337475B1 (enExample) |
| JP (1) | JP7114074B2 (enExample) |
| KR (1) | KR20180052611A (enExample) |
| CN (1) | CN107949383B (enExample) |
| AU (2) | AU2016308189B2 (enExample) |
| CA (1) | CA2994178C (enExample) |
| WO (1) | WO2017031239A1 (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10478513B2 (en) * | 2015-08-18 | 2019-11-19 | The Regents Of The University Of Califonia | Nitroxide containing amyloid binding agents for imaging and therapeutic uses |
| CN108600272B (zh) | 2018-05-10 | 2020-08-04 | 阿里巴巴集团控股有限公司 | 一种区块链数据处理方法、装置、处理设备及系统 |
| CN110152009A (zh) * | 2019-05-09 | 2019-08-23 | 中国科学院兰州化学物理研究所 | 一种多取代白藜芦醇自旋标记衍生物及其制备方法和应用 |
| KR102344676B1 (ko) * | 2020-02-12 | 2021-12-30 | 한국과학기술연구원 | 타우 응집체에 선택적으로 결합하는 근적외선 형광 탐침자로서 유효한 신규 화합물 및 이의 제조방법 |
| PL441664A1 (pl) * | 2022-07-07 | 2024-01-08 | Uniwersytet Warszawski | Nitroksylowa pochodna polifenolu, sposoby jej wytwarzania oraz jej zastosowanie |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101360731A (zh) * | 2005-10-11 | 2009-02-04 | 匹兹堡大学 | 作为淀粉样发生蛋白成像剂的同位素标记苯并呋喃化合物 |
| US20090123369A1 (en) * | 2006-03-30 | 2009-05-14 | The Trustees Of The University Of Pennsylvania | Styrylpyridine Derivatives and Their Use for Binding and Imaging Amyloid Plaques |
| US20090162283A1 (en) * | 2005-11-30 | 2009-06-25 | Fujifilm Ri Pharma Co., Ltd. | Diagnostic and remedy for disease caused by amyloid aggregation and/or deposition |
| US20110071301A1 (en) * | 2007-11-02 | 2011-03-24 | The Regents Of The University Of California | Abeta-binding small molecules |
| CN102973954A (zh) * | 2004-07-02 | 2013-03-20 | 匹兹堡大学高等教育联邦体系 | 淀粉样蛋白成像作为抗淀粉样蛋白疗法的功效的替代标记物 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU1208697A (en) * | 1995-12-28 | 1997-07-28 | Daiichi Radioisotope Laboratories, Ltd. | Diagnostic drugs |
| US6949575B2 (en) * | 2000-05-04 | 2005-09-27 | Pfizer Inc. | Method of inhibiting amyloid protein aggregation and imaging amyloid deposits using aminoindane derivatives |
| JP2004067659A (ja) * | 2002-06-12 | 2004-03-04 | Bf Kenkyusho:Kk | タウ蛋白蓄積性疾患の診断プローブとしてのベンゾイミダゾール環含有化合物 |
| TW200813035A (en) * | 2006-06-19 | 2008-03-16 | Astrazeneca Ab | Novel heteroaryl substituted benzoxazoles |
| BRPI0919079B1 (pt) * | 2008-09-23 | 2022-02-15 | Wista Laboratories Ltd | Métodos para marcar filamentos helicoidais pareados (phfs), e para marcar tau agregado, bem como compostos ligantes para moléculas tau agregadas |
| JP5825608B2 (ja) * | 2010-08-06 | 2015-12-02 | 国立大学法人京都大学 | ピリジルベンゾフラン誘導体 |
| WO2013112605A2 (en) | 2012-01-23 | 2013-08-01 | Sage Therapeutics, Inc. | Neuroactive steroid formulations and methods of treating cns disorders |
| EP4335505A3 (en) | 2012-11-30 | 2024-06-05 | The Regents of The University of California | Anticonvulsant activity of steroids |
| US10478513B2 (en) * | 2015-08-18 | 2019-11-19 | The Regents Of The University Of Califonia | Nitroxide containing amyloid binding agents for imaging and therapeutic uses |
-
2016
- 2016-08-17 US US15/748,556 patent/US10478513B2/en active Active
- 2016-08-17 JP JP2018504871A patent/JP7114074B2/ja active Active
- 2016-08-17 WO PCT/US2016/047414 patent/WO2017031239A1/en not_active Ceased
- 2016-08-17 CN CN201680048440.1A patent/CN107949383B/zh active Active
- 2016-08-17 AU AU2016308189A patent/AU2016308189B2/en active Active
- 2016-08-17 CA CA2994178A patent/CA2994178C/en active Active
- 2016-08-17 KR KR1020187004878A patent/KR20180052611A/ko not_active Ceased
- 2016-08-17 EP EP16837776.0A patent/EP3337475B1/en active Active
-
2019
- 2019-10-07 US US16/595,178 patent/US10881748B2/en active Active
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2021
- 2021-06-09 AU AU2021203794A patent/AU2021203794A1/en not_active Abandoned
- 2021-07-30 US US17/389,674 patent/US12064488B2/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102973954A (zh) * | 2004-07-02 | 2013-03-20 | 匹兹堡大学高等教育联邦体系 | 淀粉样蛋白成像作为抗淀粉样蛋白疗法的功效的替代标记物 |
| CN101360731A (zh) * | 2005-10-11 | 2009-02-04 | 匹兹堡大学 | 作为淀粉样发生蛋白成像剂的同位素标记苯并呋喃化合物 |
| US20090162283A1 (en) * | 2005-11-30 | 2009-06-25 | Fujifilm Ri Pharma Co., Ltd. | Diagnostic and remedy for disease caused by amyloid aggregation and/or deposition |
| US20090123369A1 (en) * | 2006-03-30 | 2009-05-14 | The Trustees Of The University Of Pennsylvania | Styrylpyridine Derivatives and Their Use for Binding and Imaging Amyloid Plaques |
| US20110071301A1 (en) * | 2007-11-02 | 2011-03-24 | The Regents Of The University Of California | Abeta-binding small molecules |
Non-Patent Citations (4)
| Title |
|---|
| Binding Mechanism and Magnetic Properties of a Multifunctional Spin Label for Targeted EPR Imaging of Amyloid Proteins:Insight from Atomistic Simulations and First-Principles Calculations;Xin Li et al;《Journal of chemical theory and computation:JCTC》;20121023;第8卷(第11期);4766-4774 * |
| Monitoring the aggregation processes of amyloid-beta using a spin-labeled,fluorescent nitroxyl radical;Fumiya Mito et al.;《Chemical Communications》;20110101;第47卷(第17期);5070-5072 * |
| Novel Styrylpyridines as Probes for SPECT Imaging of Amyloid Plaques;Wenchao Qu et al.;《Journal of Medicinal Chemistry》;20070501;第50卷(第9期);2157-2165 * |
| Synthesis and biological evaluation of (E)-3-styrylpyridine derivatives as amyloid imaging agents for Alzheimer"s disease;ONO M ET AL.;《NUCLEAR MEDICINE AND BIOLOGY》;20050501;第32卷(第4期);329-335 * |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2016308189A1 (en) | 2018-02-22 |
| CA2994178C (en) | 2024-03-19 |
| US10881748B2 (en) | 2021-01-05 |
| WO2017031239A1 (en) | 2017-02-23 |
| CA2994178A1 (en) | 2017-02-23 |
| US10478513B2 (en) | 2019-11-19 |
| CN107949383A (zh) | 2018-04-20 |
| US20200246492A1 (en) | 2020-08-06 |
| AU2016308189B2 (en) | 2021-03-11 |
| AU2021203794A1 (en) | 2021-07-08 |
| EP3337475A1 (en) | 2018-06-27 |
| EP3337475A4 (en) | 2019-04-10 |
| US20180221514A1 (en) | 2018-08-09 |
| HK1257493A1 (en) | 2019-10-25 |
| US20220202962A1 (en) | 2022-06-30 |
| JP2018523657A (ja) | 2018-08-23 |
| JP7114074B2 (ja) | 2022-08-08 |
| KR20180052611A (ko) | 2018-05-18 |
| EP3337475B1 (en) | 2024-10-02 |
| US12064488B2 (en) | 2024-08-20 |
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