JP2007508282A5 - - Google Patents
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- Publication number
- JP2007508282A5 JP2007508282A5 JP2006530567A JP2006530567A JP2007508282A5 JP 2007508282 A5 JP2007508282 A5 JP 2007508282A5 JP 2006530567 A JP2006530567 A JP 2006530567A JP 2006530567 A JP2006530567 A JP 2006530567A JP 2007508282 A5 JP2007508282 A5 JP 2007508282A5
- Authority
- JP
- Japan
- Prior art keywords
- ring
- phenothiazine
- independently
- compound
- polycyclic
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 claims 49
- -1 phenothiazine compound Chemical class 0.000 claims 25
- 125000001841 imino group Chemical group [H]N=* 0.000 claims 19
- 125000003367 polycyclic group Chemical group 0.000 claims 19
- 150000001875 compounds Chemical class 0.000 claims 15
- 229950000688 phenothiazine Drugs 0.000 claims 12
- 125000002091 cationic group Chemical group 0.000 claims 11
- 125000006413 ring segment Chemical group 0.000 claims 11
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 claims 8
- 125000005842 heteroatom Chemical group 0.000 claims 8
- 125000003118 aryl group Chemical group 0.000 claims 7
- 238000000746 purification Methods 0.000 claims 5
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims 5
- 229910052717 sulfur Inorganic materials 0.000 claims 5
- 208000024827 Alzheimer disease Diseases 0.000 claims 4
- 208000000453 Skin Neoplasms Diseases 0.000 claims 4
- 208000034799 Tauopathies Diseases 0.000 claims 4
- 239000007864 aqueous solution Substances 0.000 claims 4
- 239000007900 aqueous suspension Substances 0.000 claims 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims 4
- 125000001153 fluoro group Chemical group F* 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 4
- 201000001441 melanoma Diseases 0.000 claims 4
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 150000002990 phenothiazines Chemical class 0.000 claims 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
- 201000000849 skin cancer Diseases 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 239000011541 reaction mixture Substances 0.000 claims 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims 2
- 239000003341 Bronsted base Substances 0.000 claims 2
- 229910000288 alkali metal carbonate Inorganic materials 0.000 claims 2
- 150000008041 alkali metal carbonates Chemical class 0.000 claims 2
- 125000001246 bromo group Chemical group Br* 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 238000003745 diagnosis Methods 0.000 claims 2
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims 2
- OIRDBPQYVWXNSJ-BJUDXGSMSA-N methyl trifluoromethanesulfonate Chemical compound [11CH3]OS(=O)(=O)C(F)(F)F OIRDBPQYVWXNSJ-BJUDXGSMSA-N 0.000 claims 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims 2
- 238000004393 prognosis Methods 0.000 claims 2
- 125000001302 tertiary amino group Chemical group 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- RBTBFTRPCNLSDE-UHFFFAOYSA-N 3,7-bis(dimethylamino)phenothiazin-5-ium Chemical compound C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 RBTBFTRPCNLSDE-UHFFFAOYSA-N 0.000 claims 1
- 150000001450 anions Chemical class 0.000 claims 1
- 239000012736 aqueous medium Substances 0.000 claims 1
- 229910052786 argon Inorganic materials 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 238000005341 cation exchange Methods 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000002346 iodo group Chemical group I* 0.000 claims 1
- 238000005342 ion exchange Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- OIRDBPQYVWXNSJ-UHFFFAOYSA-N methyl trifluoromethansulfonate Chemical compound COS(=O)(=O)C(F)(F)F OIRDBPQYVWXNSJ-UHFFFAOYSA-N 0.000 claims 1
- 229960000907 methylthioninium chloride Drugs 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 230000005855 radiation Effects 0.000 claims 1
- 238000000163 radioactive labelling Methods 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0322756.8A GB0322756D0 (en) | 2003-09-29 | 2003-09-29 | Methods of chemical synthesis |
| PCT/GB2004/004153 WO2005030676A1 (en) | 2003-09-29 | 2004-09-27 | Methods of [11c]-radiolabelling phenothiazine and phenothiazine-like compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007508282A JP2007508282A (ja) | 2007-04-05 |
| JP2007508282A5 true JP2007508282A5 (https=) | 2007-11-08 |
Family
ID=29287034
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006530567A Pending JP2007508282A (ja) | 2003-09-29 | 2004-09-27 | フェノチアジン及びフェノチアジン類似化合物の[11c]−放射標識方法 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US20060275209A1 (https=) |
| EP (1) | EP1667947B1 (https=) |
| JP (1) | JP2007508282A (https=) |
| CN (2) | CN101172162A (https=) |
| AT (1) | ATE405533T1 (https=) |
| AU (1) | AU2004276071B2 (https=) |
| CA (1) | CA2540827A1 (https=) |
| DE (1) | DE602004016010D1 (https=) |
| ES (1) | ES2313063T3 (https=) |
| GB (1) | GB0322756D0 (https=) |
| PL (1) | PL1667947T3 (https=) |
| SI (1) | SI1667947T1 (https=) |
| WO (1) | WO2005030676A1 (https=) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9506197D0 (en) | 1995-03-27 | 1995-05-17 | Hoffmann La Roche | Inhibition of tau-tau association. |
| GB0100119D0 (en) | 2001-01-03 | 2001-02-14 | Univ Aberdeen | Materials and methods relating to protein aggregation in neurodegenerative disease |
| GB0101049D0 (en) | 2001-01-15 | 2001-02-28 | Univ Aberdeen | Materials and methods relating to protein aggregation in neurodegenerative disease |
| GB0106953D0 (en) | 2001-03-20 | 2001-05-09 | Univ Aberdeen | Neufofibrillary labels |
| GB0117326D0 (en) | 2001-07-16 | 2001-09-05 | Univ Aberdeen | Napthoquinone-type inhibitors of protein aggregation |
| CN101084204B (zh) | 2004-09-23 | 2012-12-05 | 卫思道制药有限公司 | 包括亚甲蓝(mtc)在内的二氨基吩噻嗪鎓化合物的化学合成和纯化方法 |
| MY162640A (en) | 2006-03-29 | 2017-06-30 | Wista Lab Ltd | Thioninium compounds and their use |
| PL2004155T3 (pl) | 2006-03-29 | 2018-08-31 | Wista Laboratories Ltd. | Inhibitory agregacji białek |
| EP2013191B3 (en) | 2006-03-29 | 2019-02-27 | Wista Laboratories Ltd. | 3,7-diamino-10h-phenothiazine salts and their use |
| DK3121169T3 (da) | 2006-07-11 | 2022-02-28 | Wista Lab Ltd | Fremgangsmåder til syntese og/eller oprensning af diaminophenothiaziniumforbindelser |
| CA3027974C (en) | 2007-10-03 | 2022-03-15 | Wista Laboratories Ltd. | Therapeutic use of diaminophenothiazines |
| DK3378856T3 (da) | 2009-09-24 | 2020-12-21 | Wista Lab Ltd | Krystallinske methylthioniniumchlorid-hydrater |
| US9192611B2 (en) | 2010-11-30 | 2015-11-24 | Wista Laboratories Ltd. | Formulations comprising methylthioninium chloride |
| EA025033B1 (ru) | 2011-02-11 | 2016-11-30 | Уиста Лэборэтэриз Лтд. | Диаминиевые соли фенотиазина и их применение |
| US20130315825A1 (en) * | 2012-05-03 | 2013-11-28 | Washington University | Tricyclic heteroaromatic compounds as alpha-synuclein ligands |
| US11001562B2 (en) | 2013-10-31 | 2021-05-11 | Beth Israel Deaconess Medical Center | Near-infrared fluorescent nerve contrast agents and methods of use thereof |
| US11077210B2 (en) * | 2013-10-31 | 2021-08-03 | Beth Israel Deaconess Medical Center | Near-infrared fluorescent contrast bioimaging agents and methods of use thereof |
| GB201512678D0 (en) | 2015-07-20 | 2015-08-26 | Wista Lab Ltd | Methods of chemical synthesis |
| CN109796465B (zh) * | 2017-11-16 | 2020-07-14 | 华中科技大学同济医学院附属协和医院 | 靶向pet显像化合物、包含该化合物的显象剂及其制备方法和用途 |
| US20210011008A1 (en) * | 2019-07-09 | 2021-01-14 | Vanderbilt University | Amyloid-binding compounds and methods of use thereof |
| CN115304633B (zh) * | 2022-07-20 | 2023-12-26 | 山西大学 | 一种无重原子光动力光敏剂及其制备方法和应用 |
| US12440585B2 (en) | 2023-09-12 | 2025-10-14 | Curadel Surgical Innovations, Inc. | Zwitterionic metal chelators |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000344685A (ja) * | 1999-03-26 | 2000-12-12 | Bf Kenkyusho:Kk | アズールa類似化合物によるアミロイドが蓄積する疾患の画像診断プローブおよびそれを含む画像診断用組成物 |
| JP4275819B2 (ja) * | 1999-09-17 | 2009-06-10 | 飯田 秀博 | デメチルラクロプライドの非求核性酸塩およびこれを用いる[c−11]ラクロプライドの製造法 |
| GB0106953D0 (en) * | 2001-03-20 | 2001-05-09 | Univ Aberdeen | Neufofibrillary labels |
| GB0113121D0 (en) * | 2001-05-30 | 2001-07-18 | Univ Leeds | Biologically active photosensitisers |
-
2003
- 2003-09-29 GB GBGB0322756.8A patent/GB0322756D0/en not_active Ceased
-
2004
- 2004-09-27 DE DE602004016010T patent/DE602004016010D1/de not_active Expired - Lifetime
- 2004-09-27 US US10/573,882 patent/US20060275209A1/en not_active Abandoned
- 2004-09-27 CN CNA2007101666344A patent/CN101172162A/zh active Pending
- 2004-09-27 AT AT04768696T patent/ATE405533T1/de not_active IP Right Cessation
- 2004-09-27 WO PCT/GB2004/004153 patent/WO2005030676A1/en not_active Ceased
- 2004-09-27 CA CA002540827A patent/CA2540827A1/en not_active Abandoned
- 2004-09-27 CN CN2004800350118A patent/CN1886353B/zh not_active Expired - Fee Related
- 2004-09-27 SI SI200430921T patent/SI1667947T1/sl unknown
- 2004-09-27 JP JP2006530567A patent/JP2007508282A/ja active Pending
- 2004-09-27 EP EP04768696A patent/EP1667947B1/en not_active Expired - Lifetime
- 2004-09-27 ES ES04768696T patent/ES2313063T3/es not_active Expired - Lifetime
- 2004-09-27 AU AU2004276071A patent/AU2004276071B2/en not_active Ceased
- 2004-09-27 PL PL04768696T patent/PL1667947T3/pl unknown
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