JP2007512297A5 - - Google Patents
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- Publication number
- JP2007512297A5 JP2007512297A5 JP2006540597A JP2006540597A JP2007512297A5 JP 2007512297 A5 JP2007512297 A5 JP 2007512297A5 JP 2006540597 A JP2006540597 A JP 2006540597A JP 2006540597 A JP2006540597 A JP 2006540597A JP 2007512297 A5 JP2007512297 A5 JP 2007512297A5
- Authority
- JP
- Japan
- Prior art keywords
- ium
- phenothiazine
- compound
- formula
- alkyl
- 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.)
- Abandoned
Links
- 150000001875 compounds Chemical class 0.000 claims 30
- 125000004122 cyclic group Chemical group 0.000 claims 16
- 125000000217 alkyl group Chemical group 0.000 claims 15
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 7
- -1 n- butyl Chemical group 0.000 claims 5
- 150000001450 anions Chemical class 0.000 claims 4
- 239000003242 anti bacterial agent Substances 0.000 claims 4
- 239000003443 antiviral agent Substances 0.000 claims 3
- 208000015181 infectious disease Diseases 0.000 claims 3
- 230000000813 microbial effect Effects 0.000 claims 3
- AVMGAZVQTLXTGP-UHFFFAOYSA-N 3-piperidin-1-ium-1-ylidene-7-piperidin-1-ylphenothiazine Chemical compound C1CCCCN1C1=CC=C(N=C2C(=CC(C=C2)=[N+]2CCCCC2)S2)C2=C1 AVMGAZVQTLXTGP-UHFFFAOYSA-N 0.000 claims 2
- MGXRGTGRPPCSHS-UHFFFAOYSA-N 7-morpholin-4-ium-4-ylidene-n,n-dipentylphenothiazin-3-amine Chemical compound C1=C2SC3=CC(N(CCCCC)CCCCC)=CC=C3N=C2C=CC1=[N+]1CCOCC1 MGXRGTGRPPCSHS-UHFFFAOYSA-N 0.000 claims 2
- IKBPFZFNMLDNRP-UHFFFAOYSA-N 7-morpholin-4-ium-4-ylidene-n,n-dipropylphenothiazin-3-amine Chemical compound C1=C2SC3=CC(N(CCC)CCC)=CC=C3N=C2C=CC1=[N+]1CCOCC1 IKBPFZFNMLDNRP-UHFFFAOYSA-N 0.000 claims 2
- RCQSSHFSDZTVBX-UHFFFAOYSA-N C1=CC=C2N=C3C(N)=CC=CC3=[S+]C2=C1 Chemical compound C1=CC=C2N=C3C(N)=CC=CC3=[S+]C2=C1 RCQSSHFSDZTVBX-UHFFFAOYSA-N 0.000 claims 2
- GHOVSOBLWMYIBS-UHFFFAOYSA-N [7-(2-ethylpiperidin-1-yl)phenothiazin-3-ylidene]-dipentylazanium Chemical compound C=1C2=[S+]C3=CC(N(CCCCC)CCCCC)=CC=C3N=C2C=CC=1N1CCCCC1CC GHOVSOBLWMYIBS-UHFFFAOYSA-N 0.000 claims 2
- NUAVPGFEFWFSMV-UHFFFAOYSA-N [7-(2-methylpyrrolidin-1-yl)phenothiazin-3-ylidene]-dipentylazanium Chemical compound C=1C2=[S+]C3=CC(N(CCCCC)CCCCC)=CC=C3N=C2C=CC=1N1CCCC1C NUAVPGFEFWFSMV-UHFFFAOYSA-N 0.000 claims 2
- VHRFFLDZMUEBFY-UHFFFAOYSA-N [7-(dibutylamino)phenothiazin-3-ylidene]-dipropylazanium Chemical compound C1=CC(N(CCC)CCC)=CC2=[S+]C3=CC(N(CCCC)CCCC)=CC=C3N=C21 VHRFFLDZMUEBFY-UHFFFAOYSA-N 0.000 claims 2
- INWAQNVCHFCCQS-UHFFFAOYSA-N [7-(diethylamino)phenothiazin-3-ylidene]-dipropylazanium Chemical compound C1=CC(N(CC)CC)=CC2=[S+]C3=CC(N(CCC)CCC)=CC=C3N=C21 INWAQNVCHFCCQS-UHFFFAOYSA-N 0.000 claims 2
- MRICIFFMXVBBLZ-UHFFFAOYSA-N [7-(dihexylamino)phenothiazin-3-ylidene]-dipropylazanium Chemical compound C1=CC(N(CCC)CCC)=CC2=[S+]C3=CC(N(CCCCCC)CCCCCC)=CC=C3N=C21 MRICIFFMXVBBLZ-UHFFFAOYSA-N 0.000 claims 2
- XYTHRJRWMIRVMF-UHFFFAOYSA-N [7-(dipentylamino)phenothiazin-3-ylidene]-dipropylazanium Chemical compound C1=CC(N(CCC)CCC)=CC2=[S+]C3=CC(N(CCCCC)CCCCC)=CC=C3N=C21 XYTHRJRWMIRVMF-UHFFFAOYSA-N 0.000 claims 2
- JUTJTSGMGVYBGB-UHFFFAOYSA-N [7-(dipropylamino)phenothiazin-3-ylidene]-dimethylazanium Chemical compound C1=CC(=[N+](C)C)C=C2SC3=CC(N(CCC)CCC)=CC=C3N=C21 JUTJTSGMGVYBGB-UHFFFAOYSA-N 0.000 claims 2
- CYTHBCPFWGYCLT-UHFFFAOYSA-N [7-[bis(3-methylbutyl)amino]phenothiazin-3-ylidene]-dibutylazanium Chemical compound C1=CC(N(CCC(C)C)CCC(C)C)=CC2=[S+]C3=CC(N(CCCC)CCCC)=CC=C3N=C21 CYTHBCPFWGYCLT-UHFFFAOYSA-N 0.000 claims 2
- 239000002246 antineoplastic agent Substances 0.000 claims 2
- 239000002131 composite material Substances 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 239000012530 fluid Substances 0.000 claims 2
- SJQXXTXHJKJSQT-UHFFFAOYSA-N n,n-dibutyl-7-morpholin-4-ium-4-ylidenephenothiazin-3-amine Chemical compound C1=C2SC3=CC(N(CCCC)CCCC)=CC=C3N=C2C=CC1=[N+]1CCOCC1 SJQXXTXHJKJSQT-UHFFFAOYSA-N 0.000 claims 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- 239000003504 photosensitizing agent Substances 0.000 claims 2
- 229920000642 polymer Polymers 0.000 claims 2
- RTNUTCOTGVKVBR-UHFFFAOYSA-N 4-chlorotriazine Chemical class ClC1=CC=NN=N1 RTNUTCOTGVKVBR-UHFFFAOYSA-N 0.000 claims 1
- REPBYHXZBOAMGH-UHFFFAOYSA-N [7-(dibutylamino)phenothiazin-3-ylidene]-dipentylazanium Chemical compound C1=CC(N(CCCC)CCCC)=CC2=[S+]C3=CC(N(CCCCC)CCCCC)=CC=C3N=C21 REPBYHXZBOAMGH-UHFFFAOYSA-N 0.000 claims 1
- XUMHDWMEILPJMS-UHFFFAOYSA-N [7-(dioctylamino)phenothiazin-3-ylidene]-dimethylazanium Chemical compound C1=CC(=[N+](C)C)C=C2SC3=CC(N(CCCCCCCC)CCCCCCCC)=CC=C3N=C21 XUMHDWMEILPJMS-UHFFFAOYSA-N 0.000 claims 1
- 229940041181 antineoplastic drug Drugs 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 229940039227 diagnostic agent Drugs 0.000 claims 1
- 239000000032 diagnostic agent Substances 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000000855 fungicidal effect Effects 0.000 claims 1
- 239000000417 fungicide Substances 0.000 claims 1
- 230000002779 inactivation Effects 0.000 claims 1
- 239000004615 ingredient Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000000069 prophylactic effect Effects 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0327672.2A GB0327672D0 (en) | 2003-11-28 | 2003-11-28 | Developments in biologically active methylene blue derivatives (phenothiazines) |
| GB0329809A GB0329809D0 (en) | 2003-12-23 | 2003-12-23 | Developments in biologically active methylene blue derivatives (2) (phenothiazines) |
| PCT/GB2004/004918 WO2005054217A1 (en) | 2003-11-28 | 2004-11-22 | Developments in biologically active methylene blue derivatives (2) |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007512297A JP2007512297A (ja) | 2007-05-17 |
| JP2007512297A5 true JP2007512297A5 (ko) | 2008-01-17 |
Family
ID=34655223
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006540597A Abandoned JP2007512297A (ja) | 2003-11-28 | 2004-11-22 | 生物活性メチレンブルー誘導体（２）における開発 |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP1687286A1 (ko) |
| JP (1) | JP2007512297A (ko) |
| KR (1) | KR20060111536A (ko) |
| AU (1) | AU2004295148A1 (ko) |
| BR (1) | BRPI0416928A (ko) |
| CA (1) | CA2547556A1 (ko) |
| WO (1) | WO2005054217A1 (ko) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7176308B2 (en) * | 2002-06-17 | 2007-02-13 | Verification Technologies, Inc. | Processes for preparing novel methylene blue derivative |
| PL2322517T3 (pl) | 2004-09-23 | 2019-09-30 | Wista Laboratories Ltd. | Sposoby syntezy chemicznej i oczyszczania związków diaminofenotiazyniowych, w tym chlorku metylotioniny (MTC) |
| 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 |
| PL2013191T6 (pl) | 2006-03-29 | 2019-07-31 | Wista Laboratories Ltd. | Sole 3,7-diamino-10H-fenotiazynowe i ich zastosowanie |
| ES2667002T3 (es) | 2006-03-29 | 2018-05-09 | Wista Laboratories Ltd. | Inhibidores de la agregación de proteínas |
| SI2853293T1 (en) * | 2006-03-29 | 2018-03-30 | Wista Laboratories Ltd. | Tioninium compounds and their use |
| LT2457905T (lt) | 2006-07-11 | 2016-11-10 | Wista Laboratories Ltd. | Diaminofenotiazino junginių sintezės ir (arba) gryninimo metodai |
| FR2903696B1 (fr) | 2006-07-12 | 2011-02-11 | Provence Technologies | Procede de purification de composes diaminophenothiazium |
| CN101631780A (zh) * | 2007-04-03 | 2010-01-20 | 普罗瑟塔生物谐成公司 | 用于抗病毒治疗的吩噻嗪衍生物 |
| FR2920775B1 (fr) * | 2007-09-07 | 2009-11-06 | Pharma Hydro Dev P H D Soc Par | Nouveaux composes diaminophenothiazine, leur procede de preparation et leurs utilisations. |
| GB2453564A (en) * | 2007-10-11 | 2009-04-15 | Liverpool John Moores University | Ring-fused derivatives of 3,7-diamino- phenothiazinium & phenoselenazinium salts for use as antimicrobial agents |
| US8785434B2 (en) | 2010-04-30 | 2014-07-22 | Prosetta Antiviral Inc. | Antiviral compounds |
| US8759336B2 (en) | 2011-03-17 | 2014-06-24 | Prosetta Antiviral Inc. | Antiviral compounds |
| WO2012085257A1 (en) * | 2010-12-22 | 2012-06-28 | Ortner Cleanroom Engineering Gmbh | Photodynamic control of microbial growth on surfaces |
| WO2012085250A1 (en) * | 2010-12-22 | 2012-06-28 | Ortner Cleanroom Engineering Gmbh | Clean room device with movable electromagnetic radiation source |
| CN103649061B (zh) | 2011-02-11 | 2016-04-20 | 维斯塔实验室有限公司 | 吩噻嗪二胺鎓盐和其用途 |
| EP2694478B1 (en) * | 2011-04-04 | 2018-08-22 | Arizona Board of Regents, a Body Corporate of the State of Arizona acting for and on behalf of Arizona State University | Methylene violet analogs as multifunctional radical quenchers for the treatment of mitochondrial dysfunction |
| EP2699241B1 (en) * | 2011-04-20 | 2016-07-27 | Prosetta Antiviral Inc. | Antiviral compounds |
| US20120301904A1 (en) | 2011-04-26 | 2012-11-29 | Prosetta Antiviral, Inc | Multiprotein assemblies |
| AU2013341383B2 (en) | 2012-11-12 | 2017-08-24 | The Roger B. And Ann K. Mcnamee Trust U/T/A/D | Systems and methods for communicating a live event to users using the internet |
| WO2015021500A1 (en) * | 2013-08-15 | 2015-02-19 | Eupharma Pty Ltd | Process for the purification of diaminophenothiazinium compounds |
| CN106794248B (zh) | 2014-08-27 | 2020-01-14 | 富士胶片株式会社 | 光线力学疗法用组合物、杀菌方法、杀菌系统及杀菌系统的工作方法 |
| EP3397623A1 (en) | 2015-12-28 | 2018-11-07 | John V. Frangioni | Method of preparing diaminophenothiazinium |
| FR3063495B1 (fr) | 2017-03-02 | 2019-04-05 | Provepharm Life Solutions | Procede de preparation de l’iodure de 3,7-bis(dimethylamino)phenothiazine-5-ylium |
| CA3072418A1 (en) * | 2017-08-08 | 2019-02-14 | Board Of Trustees Of Michigan State University | Tunable luminescent organic salts for enhanced imaging and photodynamic therapy |
| US20220049102A1 (en) | 2019-09-21 | 2022-02-17 | RK Pharma Solutions LLC | Process for the Purification of Methylene Blue |
Family Cites Families (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2794786A (en) * | 1955-05-27 | 1957-06-04 | Security Trust Company | Thionin dye-ion exchange resin indicator compounds |
| US3579339A (en) * | 1967-05-23 | 1971-05-18 | Du Pont | Photopolymerizable dispersions and elements containing nonmigratory photoreducible dyes |
| US3641016A (en) * | 1968-02-16 | 1972-02-08 | Egyt Gyogyszervegyeszeti Gyar | Thionine derivatives |
| FR2196082A5 (ko) * | 1972-08-07 | 1974-03-08 | Lucien Internal | |
| US4426446A (en) * | 1981-02-03 | 1984-01-17 | Hoffmann-La Roche Inc. | Leucocyte adherence inhibition assay for detection of cancer |
| JPS638652A (ja) * | 1986-06-27 | 1988-01-14 | Ricoh Co Ltd | 静電荷像現像用トナ− |
| CS264623B1 (cs) * | 1987-06-19 | 1989-08-14 | Capek Antonin | Biocidní prostředek |
| DE471794T1 (de) * | 1989-05-11 | 1992-07-23 | Oklahoma Medical Research Foundation, Oklahoma, Okla. | Antivirale therapie unter verwendung von thiazin- und xanthenfarbstoffen. |
| AU7954691A (en) * | 1990-05-01 | 1991-11-27 | American National Red Cross, The | Decontamination of whole blood and cellular components by phenthiazin-5-ium-dyes plus light |
| US5220009A (en) * | 1990-05-03 | 1993-06-15 | Yeda Research And Development Company Limited | Phenothiazinium salts and their use for disinfecting aqueous effluents |
| US5344928A (en) * | 1991-04-26 | 1994-09-06 | Takeda Chemical Industries, Ltd. | Phenothiazine derivatives, their production and use |
| US5527704A (en) * | 1994-12-06 | 1996-06-18 | Baxter International Inc. | Apparatus and method for inactivating viral contaminants in body fluids |
| US5830526A (en) * | 1994-12-28 | 1998-11-03 | Fibermark, Inc. | Light-activated antimicrobial and antiviral materials |
| DE19640722A1 (de) * | 1996-10-02 | 1998-04-23 | Stiftung Fuer Lasertechnologie | Verfahren und Vorrichtung zur Zell- und Gewebezerstörung durch Methylen Blau (MB+) in Verbindung mit polychromatischem Licht im roten Frequenzbereich |
| DE19640758C2 (de) * | 1996-10-02 | 1999-11-04 | Rafael Lachky | Mittel zur Behandlung von Diskusfischen |
| US6190609B1 (en) * | 1996-11-19 | 2001-02-20 | Baxter International Inc. | Methods and apparatus for inactivating contaminants in biological fluid |
| EP1005267A4 (en) * | 1997-07-28 | 2003-07-09 | Dermatolazer Technologies Ltd | METHOD OF TREATING PATHOGENS BASED ON PHOTOTHERAPY AND COMPOSITION USEFUL IN THIS METHOD |
| US5811471A (en) * | 1997-09-15 | 1998-09-22 | Shanbrom Technologies Llc | Disinfectant plastic sponge material |
| AU3371799A (en) * | 1998-03-30 | 1999-10-18 | Fibermark, Inc. | Light-activated antimicrobial polymeric materials |
| AUPP751298A0 (en) * | 1998-12-04 | 1999-01-07 | Csl Limited | Inactivation of non-enveloped viruses |
| JP2002534483A (ja) * | 1999-01-15 | 2002-10-15 | ライト サイエンシーズ コーポレイション | 代謝性骨障害または骨転移のための治療的組成物 |
| RU2184737C2 (ru) * | 1999-02-23 | 2002-07-10 | Институт нефтехимии и катализа АН РБ и УНЦ РАН | Органические комплексы цефалоспориновых антибиотиков, обладающие антимикробными свойствами |
| AU2461001A (en) * | 2000-01-05 | 2001-07-16 | American National Red Cross, The | Photodynamic inactivation of pathogens in blood by phenothiazines and oxygen |
| GB0002719D0 (en) * | 2000-02-08 | 2000-03-29 | Tissuemed Ltd | Thermal ablation of tissue |
| RU2176505C2 (ru) * | 2000-02-15 | 2001-12-10 | Третьяков Василий Васильевич | Средство, обладающее противовирусной активностью, на основе соединений серебра и золота с тиазином и способ его получения |
| JP2003531828A (ja) * | 2000-02-26 | 2003-10-28 | アドバンスト フォトダイナミック テクノロジーズ， インコーポレイテッド | 光感光性物質および界面活性剤を使用する、光力学的な細胞および無細胞生物の根絶 |
| JP2004502704A (ja) * | 2000-06-30 | 2004-01-29 | ジラ・インク | 上皮癌の検出のためのメチレンブルー診断剤および診断方法 |
| US6881731B1 (en) * | 2000-10-23 | 2005-04-19 | Shanbrom Technologies, Llc | Enhancers for microbiological disinfection |
| US6623513B2 (en) * | 2001-01-19 | 2003-09-23 | Advanced Photodynamic Technologies, Inc. | Apparatus and method of photodynamic eradication of organisms utilizing pyrrolnitrin |
| GB0113121D0 (en) * | 2001-05-30 | 2001-07-18 | Univ Leeds | Biologically active photosensitisers |
| RU2209072C2 (ru) * | 2001-09-25 | 2003-07-27 | Орловский Евгений Владимирович | Антивирусная композиция для лечения вич-инфицированных больных с высокой вирусной нагрузкой |
-
2004
- 2004-11-22 BR BRPI0416928-0A patent/BRPI0416928A/pt not_active IP Right Cessation
- 2004-11-22 KR KR1020067010376A patent/KR20060111536A/ko not_active Application Discontinuation
- 2004-11-22 EP EP04798628A patent/EP1687286A1/en not_active Withdrawn
- 2004-11-22 CA CA002547556A patent/CA2547556A1/en not_active Abandoned
- 2004-11-22 JP JP2006540597A patent/JP2007512297A/ja not_active Abandoned
- 2004-11-22 WO PCT/GB2004/004918 patent/WO2005054217A1/en not_active Application Discontinuation
- 2004-11-22 AU AU2004295148A patent/AU2004295148A1/en not_active Abandoned
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