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) | CN101003526B (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 |
|---|---|---|---|---|
| CN101003526B (zh) * | 2001-08-27 | 2012-02-22 | 宾夕法尼亚州大学理事会 | 茋衍生物及其用于结合和成像淀粉样蛋白斑的用途 |
| WO2005016888A1 (ja) * | 2003-08-13 | 2005-02-24 | Bf Research Institute, Inc. | アミロイド蓄積性疾患のプローブ、アミロイド染色剤、アミロイド蓄積性疾患の治療および予防薬、ならびに神経原線維変化の診断プローブおよび染色剤 |
| 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 |
| PT2213652E (pt) * | 2004-12-17 | 2015-01-02 | Univ Pennsylvania | Derivados do estilbeno e a sua utilização para ligação e diagnóstico por imagem de placas amiloides |
| CN101123995B (zh) * | 2004-12-17 | 2011-11-16 | 宾夕法尼亚大学理事会 | 茋衍生物及其用于结合和成像淀粉样蛋白斑的用途 |
| US7858072B2 (en) * | 2004-12-17 | 2010-12-28 | The Trustees Of The University Of Pennsylvania | Stilbene derivatives and their use for binding and imaging amyloid plaques |
| EP1893245A4 (en) * | 2005-06-24 | 2009-06-24 | Univ Pennsylvania | RADIOMARQUE 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 |
| CN101522624B (zh) * | 2006-03-30 | 2013-11-06 | 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 |
| 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 |
| WO2008118122A2 (en) * | 2006-05-08 | 2008-10-02 | Molecular Neuroimaging, Llc | Compounds and amyloid probes thereof for therapeutic and imaging uses |
| ES2376491T3 (es) | 2006-05-19 | 2012-03-14 | Nihon Medi-Physics Co., Ltd. | Compuesto que tiene afinidad por amiloide. |
| WO2007148755A1 (ja) | 2006-06-21 | 2007-12-27 | Nihon Medi-Physics Co., Ltd. | 新規アミロイド親和性化合物 |
| KR100836753B1 (ko) * | 2006-09-08 | 2008-06-10 | 한국과학기술연구원 | 베타 아밀로이드 피브릴 형성 억제 화합물, 이의 제조 방법 및 이를 포함하는 약학 조성물 |
| NZ577511A (en) | 2006-11-30 | 2012-04-27 | Nihon Mediphysics Co Ltd | 2-Phenyl-imidazo[1,2-a]pyridine derivatives substituted with a radioactive halogen substituent |
| 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 |
| WO2008078424A1 (ja) * | 2006-12-25 | 2008-07-03 | Tohoku University | ベンゾキサゾール誘導体 |
| US8343459B2 (en) | 2007-02-13 | 2013-01-01 | Nihon Medi-Physics Co., Ltd. | Method for production of radiation diagnostic imaging agent |
| JP2010524857A (ja) * | 2007-04-10 | 2010-07-22 | ザ・トラスティーズ・オブ・ザ・ユニバーシティ・オブ・ペンシルバニア | フェン−ナフタレン及びフェン−キノリン誘導体、及びアミロイドプラークに結合させ、そして造影するための使用 |
| US20080253967A1 (en) * | 2007-04-13 | 2008-10-16 | Kung Hank F | Halo-Stilbene Derivatives And Their Use For Binding And Imaging Of Amyloid Plaques |
| US20100221180A1 (en) * | 2007-08-31 | 2010-09-02 | Yanming Wang | In vivo imaging of myelination |
| TW200918102A (en) | 2007-10-24 | 2009-05-01 | Nihon Mediphysics Co Ltd | Novel compound having affinity for amyloid |
| US8399672B2 (en) | 2007-10-26 | 2013-03-19 | Nihon Medi-Physics Co., Ltd. | Compound having affinity for amyloid |
| JPWO2009057578A1 (ja) | 2007-10-30 | 2011-03-10 | 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の使用及び製造方法 |
| US20100249408A1 (en) * | 2007-10-30 | 2010-09-30 | Nihon Medi-Physics Co., Ltd. | Use of novel compound having affinity for amyloid, and process for production of the same |
| DE602007010967D1 (de) * | 2007-12-21 | 2011-01-13 | Kosmetische und pharmazeutische Zusammensetzungen | |
| LT2247558T (lt) * | 2008-02-14 | 2022-04-11 | Eli Lilly And Company | Nauji vizualizavimo agentai neurologinės disfunkcijos aptikimui |
| 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 |
| JP5603855B2 (ja) * | 2008-04-04 | 2014-10-08 | アビッド レディオファーマシューティカルズ、インク． | 神経変成疾患の放射性薬剤による画像化 |
| US8420052B2 (en) * | 2008-07-24 | 2013-04-16 | 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 |
| EP2344877A4 (en) * | 2008-09-30 | 2014-09-10 | Univ Case Western Reserve | MOLECULAR SOLIDS FOR IMAGING MYELIN |
| WO2010046898A1 (en) * | 2008-10-23 | 2010-04-29 | Bromine Compounds Ltd. | A process for the preparation of halogenated aryl phosphonates |
| JP2012508889A (ja) * | 2008-11-13 | 2012-04-12 | アビッド レディオファーマシューティカルズ、インク． | 神経変性疾患の検出と診断のためのヒストグラムに基づいた分析方法 |
| ES2797523T3 (es) * | 2009-03-23 | 2020-12-02 | Lilly Co Eli | Agentes de obtención de imagen para detectar trastornos neurológicos |
| US8691187B2 (en) * | 2009-03-23 | 2014-04-08 | Eli Lilly And Company | Imaging agents for detecting neurological disorders |
| 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 |
| SG181903A1 (en) | 2009-12-23 | 2012-07-30 | Piramal Imaging Sa | 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 |
| WO2012051170A2 (en) | 2010-10-12 | 2012-04-19 | Mayo Foundation For Medical Education And Research | Imaging of meningiomas using phingylbenzothiazole, 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 |
| CN110015962B (zh) * | 2011-01-28 | 2022-03-15 | 肯塔基大学研究基金会 | 茋类似物和治疗癌症的方法 |
| AU2012259929B2 (en) | 2011-05-20 | 2016-08-04 | Nihon Medi-Physics Co., Ltd. | Novel compound having affinity for amyloid |
| JP6081997B2 (ja) * | 2011-06-21 | 2017-02-15 | ピラマル イメージング ソシエテ アノニム | Ｐｅｔイメージングに適したフッ素化スチルベンの製剤 |
| JP5167436B2 (ja) | 2011-06-24 | 2013-03-21 | 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 |
| WO2013082508A1 (en) * | 2011-12-02 | 2013-06-06 | 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 |
| WO2014004664A2 (en) | 2012-06-27 | 2014-01-03 | Mayo Foundation For Medical Education And Research | 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 |
| JP6212628B2 (ja) | 2013-04-29 | 2017-10-11 | エフ．ホフマン−ラ ロシュ アーゲーＦ． Ｈｏｆｆｍａｎｎ−Ｌａ Ｒｏｃｈｅ Ａｋｔｉｅｎｇｅｓｅｌｌｓｃｈａｆｔ | ２−フェニル又は２−ヘタリールイミダゾール［１，２−ａ］ピリジン誘導体 |
| CA2920068A1 (en) | 2013-09-26 | 2015-04-02 | F. Hoffmann-La Roche Ag | Imidazo[1,2-a]pyridin-7-amines as imaging tools |
| 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 |
| CN109790184B (zh) | 2016-09-29 | 2021-06-29 | 韩国原子力研究院 | 姜黄素衍生物、其制备方法、以及用于检测β-淀粉样蛋白斑的包含该姜黄素衍生物的光声成像剂 |
| 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 |
| 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 |
| 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 |
| 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 |
| CN101003526B (zh) | 2001-08-27 | 2012-02-22 | 宾夕法尼亚州大学理事会 | 茋衍生物及其用于结合和成像淀粉样蛋白斑的用途 |
| US7858072B2 (en) * | 2004-12-17 | 2010-12-28 | The Trustees Of The University Of Pennsylvania | Stilbene derivatives and their use for binding and imaging amyloid plaques |
| PT2213652E (pt) * | 2004-12-17 | 2015-01-02 | Univ Pennsylvania | Derivados do estilbeno e a sua utilização para ligação e diagnóstico por imagem de placas amiloides |
-
2002
- 2002-08-27 CN CN2007100789205A patent/CN101003526B/zh not_active Expired - Fee Related
- 2002-08-27 DK DK02757398.9T patent/DK1432453T3/da active
- 2002-08-27 WO PCT/US2002/027201 patent/WO2003018070A1/en not_active Ceased
- 2002-08-27 KR KR1020047002943A patent/KR100947913B1/ko not_active Expired - Fee Related
- 2002-08-27 ES ES02757398T patent/ES2435070T3/es not_active Expired - Lifetime
- 2002-08-27 JP JP2003522585A patent/JP4436928B2/ja not_active Expired - Fee Related
- 2002-08-27 CA CA2456411A patent/CA2456411C/en not_active Expired - Fee Related
- 2002-08-27 TW TW091119424A patent/TWI267381B/zh not_active IP Right Cessation
- 2002-08-27 AU AU2002323417A patent/AU2002323417B2/en not_active Ceased
- 2002-08-27 EP EP02757398.9A patent/EP1432453B1/en 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
-
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
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