JP2005504055A5 - - Google Patents
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- Publication number
- JP2005504055A5 JP2005504055A5 JP2003522585A JP2003522585A JP2005504055A5 JP 2005504055 A5 JP2005504055 A5 JP 2005504055A5 JP 2003522585 A JP2003522585 A JP 2003522585A JP 2003522585 A JP2003522585 A JP 2003522585A JP 2005504055 A5 JP2005504055 A5 JP 2005504055A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- hydrogen
- heterocycle
- compound
- phenyl
- 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.)
- Granted
Links
- 125000000217 alkyl group Chemical group 0.000 claims 77
- 150000001875 compounds Chemical class 0.000 claims 41
- 229910052739 hydrogen Inorganic materials 0.000 claims 41
- 239000001257 hydrogen Substances 0.000 claims 41
- 125000000623 heterocyclic group Chemical group 0.000 claims 36
- -1 cyano, carboxy Chemical group 0.000 claims 35
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 21
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 20
- 125000004414 alkyl thio group Chemical group 0.000 claims 18
- 125000003118 aryl group Chemical group 0.000 claims 18
- 125000001072 heteroaryl group Chemical group 0.000 claims 18
- 150000002431 hydrogen Chemical class 0.000 claims 18
- 125000001153 fluoro group Chemical group F* 0.000 claims 12
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 11
- 125000003545 alkoxy group Chemical group 0.000 claims 9
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 9
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 9
- 239000000203 mixture Substances 0.000 claims 9
- 125000000753 cycloalkyl group Chemical group 0.000 claims 7
- 208000037259 Amyloid Plaque Diseases 0.000 claims 6
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 5
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 3
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 241000124008 Mammalia Species 0.000 claims 2
- 238000004220 aggregation Methods 0.000 claims 2
- 230000002776 aggregation Effects 0.000 claims 2
- 125000003282 alkyl amino group Chemical group 0.000 claims 2
- 125000003784 fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims 2
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 claims 2
- 125000005816 fluoropropyl group Chemical group [H]C([H])(F)C([H])([H])C([H])([H])* 0.000 claims 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 238000003384 imaging method Methods 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 0 CNCC(*)(*)* Chemical compound CNCC(*)(*)* 0.000 description 2
- PJANXHGTPQOBST-UHFFFAOYSA-N C(c1ccccc1)=C/c1ccccc1 Chemical compound C(c1ccccc1)=C/c1ccccc1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US31465801P | 2001-08-27 | 2001-08-27 | |
| PCT/US2002/027201 WO2003018070A1 (en) | 2001-08-27 | 2002-08-27 | Stilbene derivatives and their use for binding and imaging amyloid plaques |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009140609A Division JP2009197037A (ja) | 2001-08-27 | 2009-06-11 | スチルベン誘導体、およびアミロイド斑の結合および画像化のためのその使用 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005504055A JP2005504055A (ja) | 2005-02-10 |
| JP2005504055A5 true JP2005504055A5 (enExample) | 2006-01-05 |
| JP4436928B2 JP4436928B2 (ja) | 2010-03-24 |
Family
ID=23220888
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003522585A Expired - Fee Related JP4436928B2 (ja) | 2001-08-27 | 2002-08-27 | スチルベン誘導体、およびアミロイド斑の結合および画像化のためのその使用 |
| JP2009140609A Pending JP2009197037A (ja) | 2001-08-27 | 2009-06-11 | スチルベン誘導体、およびアミロイド斑の結合および画像化のためのその使用 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009140609A Pending JP2009197037A (ja) | 2001-08-27 | 2009-06-11 | スチルベン誘導体、およびアミロイド斑の結合および画像化のためのその使用 |
Country Status (11)
| Country | Link |
|---|---|
| US (3) | US7250525B2 (enExample) |
| EP (1) | EP1432453B1 (enExample) |
| JP (2) | JP4436928B2 (enExample) |
| KR (1) | KR100947913B1 (enExample) |
| CN (2) | CN1299777C (enExample) |
| AU (2) | AU2002323417B2 (enExample) |
| CA (1) | CA2456411C (enExample) |
| DK (1) | DK1432453T3 (enExample) |
| ES (1) | ES2435070T3 (enExample) |
| TW (1) | TWI267381B (enExample) |
| WO (1) | WO2003018070A1 (enExample) |
Families Citing this family (61)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2002323417B2 (en) * | 2001-08-27 | 2008-05-15 | The Trustees Of The University Of Pennsylvania | Stilbene derivatives and their use for binding and imaging amyloid plaques |
| EP1655287A1 (en) * | 2003-08-13 | 2006-05-10 | BF Research Institute, Inc. | Probe for diseases with amyloid accumulation, amyloid-staining agent, remedy and preventive for diseases with amyloid accumulation and diagnostic probe and staining agent for neurofibrillary change |
| US20050049487A1 (en) * | 2003-08-26 | 2005-03-03 | Johnson Bruce Fletcher | Compounds and kits for preparing imaging agents and methods of imaging |
| US8097654B2 (en) * | 2004-03-18 | 2012-01-17 | Suntory Holdings Limited | Radiolabeled 3-[3-(benzoyl-amido)benzyloxy]aspartic acid derivative and method of producing the same |
| JP2007084526A (ja) * | 2004-11-26 | 2007-04-05 | Nagasaki Univ | アミロイド関連疾患診断用組成物 |
| CA2591534C (en) * | 2004-12-17 | 2013-08-06 | The Trustees Of The University Of Pennsylvania | Stilbene derivatives and their use for binding and imaging amyloid plaques |
| UA91996C2 (ru) * | 2004-12-17 | 2010-09-27 | Дзе Трастиз Оф Юниверсити Оф Пенсильвания | Производные стильбена и их применение для связывания и визуализации амилоидных бляшек |
| WO2006078384A2 (en) * | 2004-12-17 | 2006-07-27 | The Trustees Of The University Of Pennsylvania | Stilbene derivatives and their use |
| US20070031328A1 (en) * | 2005-06-24 | 2007-02-08 | Kung Hank F | Radiolabeled-pegylation of ligands for use as imaging agents |
| KR100778888B1 (ko) * | 2005-11-29 | 2007-11-28 | 재단법인서울대학교산학협력재단 | 베타아밀로이드 펩타이드 플라크의 영상화를 위한벤질리덴아닐린 계열의 유도체 및 그의 방사성 동위원소표지화합물 |
| PL1999109T3 (pl) * | 2006-03-30 | 2012-05-31 | Univ Pennsylvania | Pochodne styrylopirydyny i ich zastosowanie do wiązania i obrazowania blaszek amyloidowych |
| US20130178536A1 (en) * | 2006-04-25 | 2013-07-11 | Stc.Unm | Substituted cis- and trans-stilbenes as therapeutic agents |
| TW200803903A (en) * | 2006-04-28 | 2008-01-16 | Nihon Mediphysics Co Ltd | Novel compound having affinity to amyloid |
| EP2023919A4 (en) * | 2006-05-08 | 2010-12-22 | Molecular Neuroimaging Llc | COMPOUNDS AND AMYLOID PROBES FOR THERAPY AND IMAGING USES |
| JP5238496B2 (ja) | 2006-05-19 | 2013-07-17 | 日本メジフィジックス株式会社 | 新規アミロイド親和性化合物 |
| CN101501033B (zh) | 2006-06-21 | 2012-08-01 | 通用电气医疗有限公司 | 对淀粉状蛋白具有亲和性的化合物 |
| KR100836753B1 (ko) * | 2006-09-08 | 2008-06-10 | 한국과학기술연구원 | 베타 아밀로이드 피브릴 형성 억제 화합물, 이의 제조 방법 및 이를 포함하는 약학 조성물 |
| CN101595108A (zh) | 2006-11-30 | 2009-12-02 | 日本医事物理股份有限公司 | 对淀粉状蛋白具有亲和性的新化合物 |
| US7910579B2 (en) | 2006-12-25 | 2011-03-22 | Tohoku University | Benzoxazole derivatives |
| JP5190893B2 (ja) * | 2006-12-25 | 2013-04-24 | 国立大学法人東北大学 | ベンゾキサゾール誘導体 |
| EP2119458B9 (en) | 2007-02-13 | 2013-08-21 | Nihon Medi-Physics Co., Ltd. | Method for production of radiation diagnostic imaging agent |
| WO2008124812A1 (en) * | 2007-04-10 | 2008-10-16 | The Trustees Of The University Of Pennsylvania | Phen-naphthalene and phen-quinoline derivatives and their use for binding and imaging amyloid plaques |
| US20080253967A1 (en) * | 2007-04-13 | 2008-10-16 | Kung Hank F | Halo-Stilbene Derivatives And Their Use For Binding And Imaging Of Amyloid Plaques |
| EP2198040B1 (en) * | 2007-08-31 | 2018-08-15 | Case Western Reserve University | In vivo imaging of myelin |
| TW200918102A (en) | 2007-10-24 | 2009-05-01 | Nihon Mediphysics Co Ltd | Novel compound having affinity for amyloid |
| CN101903383A (zh) | 2007-10-26 | 2010-12-01 | 日本医事物理股份有限公司 | 对淀粉样蛋白具有亲和性的新化合物 |
| KR20100101577A (ko) | 2007-10-30 | 2010-09-17 | 니혼 메디피직스 가부시키가이샤 | 신규 아밀로이드 친화성 화합물의 사용 및 제조 방법 |
| CA2704168A1 (en) * | 2007-10-30 | 2009-05-07 | Nihon Medi-Physics Co., Ltd. | Use of novel compound having affinity for amyloid, and process for production of the same |
| EP2072494B1 (en) * | 2007-12-21 | 2010-12-01 | Johnson & Johnson Consumer France SAS | Cosmetic and pharmaceutical compositions |
| EP2599763A1 (en) * | 2008-02-14 | 2013-06-05 | Siemens Molecular Imaging, Inc. | Novel imaging agents for detecting neurological dysfunction |
| US8932557B2 (en) | 2008-02-14 | 2015-01-13 | Eli Lilly And Company | Imaging agents for detecting neurological dysfunction |
| AU2009219406A1 (en) * | 2008-02-27 | 2009-09-03 | Avid Radiopharmaceuticals, Inc. | Gamma probe detection of amyloid plaque using radiolabeled A-beta binding compounds |
| US8557222B2 (en) * | 2008-04-04 | 2013-10-15 | Avid Radiopharmaceuticals, Inc. | Radiopharmaceutical imaging of neurodegenerative diseases |
| WO2010011964A2 (en) * | 2008-07-24 | 2010-01-28 | Siemens Medical Solutions Usa, Inc. | Imaging agents useful for identifying ad pathology |
| JP4623166B2 (ja) * | 2008-08-25 | 2011-02-02 | ソニー株式会社 | 標識化合物及びこれを用いた検出方法 |
| WO2010039815A1 (en) * | 2008-09-30 | 2010-04-08 | Case Western Reserve University | Molecular probes for imaging of myelin |
| WO2010046898A1 (en) * | 2008-10-23 | 2010-04-29 | Bromine Compounds Ltd. | A process for the preparation of halogenated aryl phosphonates |
| WO2010056900A1 (en) * | 2008-11-13 | 2010-05-20 | Avid Radiopharmaceuticals, Inc. | Histogram-based analysis method for the detection and diagnosis of neurodegenerative diseases |
| US8691187B2 (en) * | 2009-03-23 | 2014-04-08 | Eli Lilly And Company | Imaging agents for detecting neurological disorders |
| CN102438660A (zh) * | 2009-03-23 | 2012-05-02 | 美国西门子医疗解决公司 | 用于检测神经障碍的显像剂 |
| CU23844B1 (es) | 2009-04-17 | 2012-10-15 | Ct De Neurociencias De Cuba | Procedimiento de obtención de nuevos derivados de naftaleno para el diagnóstico in vivo de la enfermedad de alzheimer |
| US8658129B2 (en) * | 2009-06-04 | 2014-02-25 | General Electric Company | Agents and methods for the imaging of myelin basic protein |
| AU2010334929B2 (en) * | 2009-12-23 | 2015-04-23 | Lantheus Biosciences Ltd. | Formulations suitable for pet imaging with hydrophobic pet agents |
| WO2011141515A1 (en) * | 2010-05-14 | 2011-11-17 | Bayer Pharma Aktiengesellschaft | Diagnostic agents for amyloid beta imaging |
| EP3263136A1 (en) | 2010-10-12 | 2018-01-03 | Mayo Foundation for Medical Education and Research | Imaging of meningiomas using stilbene, or biphenylalkyne derivatives |
| JP5310702B2 (ja) * | 2010-11-01 | 2013-10-09 | ソニー株式会社 | 標識化合物及びこれを用いた検出方法 |
| CA2826034A1 (en) | 2011-01-28 | 2012-08-02 | University Of Kentucky Research Foundation | Stilbene analogs and methods of treating cancer |
| KR20140040722A (ko) | 2011-05-20 | 2014-04-03 | 니혼 메디피직스 가부시키가이샤 | 신규 아밀로이드 친화성 화합물 |
| MY183997A (en) | 2011-06-21 | 2021-03-17 | Life Molecular Imaging Sa | Formulations of fluorinated stilbene suitable for pet imaging |
| IN2014DN00185A (enExample) | 2011-06-24 | 2015-07-10 | Nihon Mediphysics Co Ltd | |
| US20140335019A1 (en) * | 2011-12-02 | 2014-11-13 | The Regents Of The University Of Michigan | Compositions and methods for the treatment and analysis of neurological disorders |
| CN103172512B (zh) * | 2011-12-23 | 2016-08-03 | 中国医学科学院医药生物技术研究所 | 一组木豆素结构类似化合物、制备方法和应用 |
| US20150157744A1 (en) | 2012-06-27 | 2015-06-11 | Geoffrey B. Johnson | Treatment of meningiomas using phenylbenzothiazole, stilbene, biphenylalkyne, or pyridine derivatives |
| CN103709050A (zh) * | 2012-09-28 | 2014-04-09 | 中山大学 | 白藜芦醇衍生物及其在制备抗阿尔茨海默病药物中的应用 |
| CU20130027A7 (es) | 2013-02-28 | 2014-10-30 | Ct De Neurociencias De Cuba | Chaperoninas químicas como nuevos moduladores moleculares de la beta agregación proteica presente en las enfermedades conformacionales |
| RU2015147450A (ru) | 2013-04-29 | 2017-06-05 | Ф. Хоффманн-Ля Рош Аг | ПРОИЗВОДНЫЕ 2-ФЕНИЛ ИЛИ 2-ГЕТЕРОАРИЛ ИМИДАЗОЛ[1,2-a]ПИРИДИНА |
| KR101770532B1 (ko) | 2013-09-26 | 2017-08-22 | 에프. 호프만-라 로슈 아게 | 이미징 수단으로서의 이미다조[1,2-a]피리딘-7-아민 |
| EP3426309B1 (en) * | 2016-03-09 | 2022-05-04 | Case Western Reserve University | Radioligands for myelin |
| CN106117076B (zh) * | 2016-07-07 | 2018-11-06 | 北京理工大学 | 一种新型二苯乙烯类衍生物及其制备方法 |
| US10675365B2 (en) | 2016-09-29 | 2020-06-09 | Korea Atomic Energy Research Institute | Curcumin derivative, method for producing same, and photo-acoustic imaging agent comprising same for detecting beta-amyloid plaque |
| KR102240400B1 (ko) * | 2020-11-19 | 2021-04-15 | 한국원자력연구원 | 베타-아밀로이드 검출용 수용성 화합물 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4001229A (en) * | 1974-04-04 | 1977-01-04 | Mead Johnson & Company | Alkanesulfonamido triphenylethylenes |
| US4622217A (en) * | 1984-04-27 | 1986-11-11 | The Regents Of The University Of Michigan | I-4-amino-3-iodobenzylguanidine as imaging and therapeutic agent |
| DE4225870A1 (de) * | 1992-08-05 | 1994-02-10 | Basf Ag | Verfahren zur Herstellung von Glycerincarbonat |
| JPH0797362A (ja) * | 1993-06-30 | 1995-04-11 | Nippon Mejifuijitsukusu Kk | 新規なキレート形成性化合物とその用途 |
| JPH0797361A (ja) * | 1993-06-30 | 1995-04-11 | Nippon Mejifuijitsukusu Kk | 新規なキレート形成性化合物とその用途 |
| US5690904A (en) * | 1993-07-12 | 1997-11-25 | Amersham International Plc | Diagnostic radiopharmaceutical compounds (That) |
| JPH0748366A (ja) * | 1993-07-30 | 1995-02-21 | Kanebo Ltd | 共役二重結合鎖を有するスルホン化ジアリールエテン系化合物 |
| TW325458B (en) * | 1993-09-08 | 1998-01-21 | Ajinomoto Kk | Stilbene derivatives and pharmaceutical compositions comprising the same for anti-cancer |
| JPH07330762A (ja) * | 1994-06-08 | 1995-12-19 | Kanebo Ltd | キノリル基を有するジアリールエテン系化合物 |
| US5601801A (en) * | 1994-08-02 | 1997-02-11 | Merck Frosst Canada, Inc. | Radiolabelled angiotensin converting enzyme inhibitors |
| JP2000219674A (ja) * | 1999-01-29 | 2000-08-08 | Daiichi Radioisotope Labs Ltd | 新規アラルキルグアニジン化合物 |
| AU2002323417B2 (en) * | 2001-08-27 | 2008-05-15 | The Trustees Of The University Of Pennsylvania | Stilbene derivatives and their use for binding and imaging amyloid plaques |
| WO2006078384A2 (en) * | 2004-12-17 | 2006-07-27 | The Trustees Of The University Of Pennsylvania | Stilbene derivatives and their use |
| CA2591534C (en) * | 2004-12-17 | 2013-08-06 | The Trustees Of The University Of Pennsylvania | Stilbene derivatives and their use for binding and imaging amyloid plaques |
-
2002
- 2002-08-27 AU AU2002323417A patent/AU2002323417B2/en not_active Ceased
- 2002-08-27 CA CA2456411A patent/CA2456411C/en not_active Expired - Fee Related
- 2002-08-27 EP EP02757398.9A patent/EP1432453B1/en not_active Expired - Lifetime
- 2002-08-27 TW TW091119424A patent/TWI267381B/zh not_active IP Right Cessation
- 2002-08-27 ES ES02757398T patent/ES2435070T3/es not_active Expired - Lifetime
- 2002-08-27 CN CNB028168291A patent/CN1299777C/zh not_active Expired - Fee Related
- 2002-08-27 US US10/228,275 patent/US7250525B2/en not_active Expired - Fee Related
- 2002-08-27 WO PCT/US2002/027201 patent/WO2003018070A1/en not_active Ceased
- 2002-08-27 CN CN2007100789205A patent/CN101003526B/zh not_active Expired - Fee Related
- 2002-08-27 JP JP2003522585A patent/JP4436928B2/ja not_active Expired - Fee Related
- 2002-08-27 KR KR1020047002943A patent/KR100947913B1/ko not_active Expired - Fee Related
- 2002-08-27 DK DK02757398.9T patent/DK1432453T3/da active
-
2005
- 2005-09-06 US US11/218,587 patent/US7297820B2/en not_active Expired - Fee Related
-
2007
- 2007-10-29 US US11/926,319 patent/US7759502B2/en not_active Expired - Fee Related
-
2008
- 2008-08-13 AU AU2008203856A patent/AU2008203856B8/en not_active Ceased
-
2009
- 2009-06-11 JP JP2009140609A patent/JP2009197037A/ja active Pending