BRPI0416928A - desenvolvimento de derivados biologicamente ativos de azul de metileno - Google Patents
desenvolvimento de derivados biologicamente ativos de azul de metilenoInfo
- Publication number
- BRPI0416928A BRPI0416928A BRPI0416928-0A BRPI0416928A BRPI0416928A BR PI0416928 A BRPI0416928 A BR PI0416928A BR PI0416928 A BRPI0416928 A BR PI0416928A BR PI0416928 A BRPI0416928 A BR PI0416928A
- Authority
- BR
- Brazil
- Prior art keywords
- biologically active
- phenothiazine
- compounds
- methylene blue
- conjugate
- Prior art date
Links
- RBTBFTRPCNLSDE-UHFFFAOYSA-N 3,7-bis(dimethylamino)phenothiazin-5-ium Chemical class C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 RBTBFTRPCNLSDE-UHFFFAOYSA-N 0.000 title abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 239000002131 composite material Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000012530 fluid Substances 0.000 abstract 2
- 208000015181 infectious disease Diseases 0.000 abstract 2
- 230000000813 microbial effect Effects 0.000 abstract 2
- 229950000688 phenothiazine Drugs 0.000 abstract 2
- 238000002428 photodynamic therapy Methods 0.000 abstract 2
- 230000002265 prevention Effects 0.000 abstract 2
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 abstract 1
- 239000004599 antimicrobial Substances 0.000 abstract 1
- 229940022399 cancer vaccine Drugs 0.000 abstract 1
- 238000009566 cancer vaccine Methods 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 238000001514 detection method Methods 0.000 abstract 1
- 238000003745 diagnosis Methods 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 150000002500 ions Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229960000907 methylthioninium chloride Drugs 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- -1 phenothiazine compound Chemical class 0.000 abstract 1
- 150000002990 phenothiazines Chemical class 0.000 abstract 1
- 231100000270 photocytotoxic Toxicity 0.000 abstract 1
- 230000000383 photocytotoxic effect Effects 0.000 abstract 1
- 239000003504 photosensitizing agent Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 230000001954 sterilising effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
- A61K31/5415—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with carbocyclic ring systems, e.g. phenothiazine, chlorpromazine, piroxicam
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/10—1,4-Thiazines; Hydrogenated 1,4-thiazines
- C07D279/14—1,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
- C07D279/18—[b, e]-condensed with two six-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
"DESENVOLVIMENTOS DE DERIVADOS BIOLOGICAMENTE ATIVOS DE AZUL DE METILENO". Um composto fenotiazina de Fórmula (I) para uso como um agente antimicrobiano para a prevenção de infecções microbianas em que: cada R1, R2, R3 e R4 independentemente é um substituto opcionalmente linear, ramificado ou grupo hidrocarbono cíclico; ou R1 e R2 ou R3 e R4 juntos com o átomo de N ao qual eles estão ligados formam um anel de 5-, 6- ou 7- membros opcionalmente substituídos; X¬ p-¬ é um contra íon; e P é 1, 2 ou 3. A invenção também relaciona-se a composições compreendendo compostos fenotiazina para selecionar compostos e seu uso como medicamentos, como agentes PDT, como agentes fotodiagnósticos, para um conjugato ou compósite formada entre um fenotiazina e um polímero; e a um método para esterilizar fluidos em que o fluido passa através do conjugado ou compósite enquanto ele é iluminado. Os compostos são fotossensibilizantes biologicamente ativos que são fortemente fotocitotóxicos e têm aplicação nas áreas de terapia fotodinâmica (PDT), bem como para o diagnóstico e detecção de condições médicas e usos relacionados em internalização fotoquímica, na produção de vacinas de câncer, no tratamento e prevenção de infecções microbianas e em fotodesinfecção ou fotoesterilização.
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 (1)
| Publication Number | Publication Date |
|---|---|
| BRPI0416928A true BRPI0416928A (pt) | 2007-01-16 |
Family
ID=34655223
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0416928-0A BRPI0416928A (pt) | 2003-11-28 | 2004-11-22 | desenvolvimento de derivados biologicamente ativos de azul de metileno |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP1687286A1 (pt) |
| JP (1) | JP2007512297A (pt) |
| KR (1) | KR20060111536A (pt) |
| AU (1) | AU2004295148A1 (pt) |
| BR (1) | BRPI0416928A (pt) |
| CA (1) | CA2547556A1 (pt) |
| WO (1) | WO2005054217A1 (pt) |
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 |
| JP5186212B2 (ja) * | 2004-09-23 | 2013-04-17 | ウィスタ ラボラトリーズ リミテッド | メチルチオニニウム塩化物(mtc)などのジアミノフェノチアジニウム化合物を化学合成および精製する方法 |
| WO2006032879A2 (en) | 2004-09-23 | 2006-03-30 | Wista Laboratories Ltd. | Methods of chemical synthesis and purification of diaminophenothiazinium compounds including methylthioninium chloride (mtc) |
| CN104119294B (zh) | 2006-03-29 | 2018-10-30 | 维斯塔实验室有限公司 | 3,7-二氨基-10h-吩噻嗪化合物的制备方法 |
| DK2004155T3 (en) | 2006-03-29 | 2018-04-30 | Wista Lab Ltd | PROTEIN AGGREGATION INHIBITORS |
| DK2853293T3 (en) * | 2006-03-29 | 2018-01-22 | Wista Lab Ltd | Thioninium compounds and their use |
| MY162313A (en) | 2006-07-11 | 2017-05-31 | Wista Lab Ltd | Methods of synthesis and/or purification of diaminophenothiazinium compounds |
| FR2903696B1 (fr) * | 2006-07-12 | 2011-02-11 | Provence Technologies | Procede de purification de composes diaminophenothiazium |
| US8227459B2 (en) * | 2007-04-03 | 2012-07-24 | Prosetta Antiviral Inc. | Diamino-phenothiazinyl derivatives as antiviral treatments |
| 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 |
| US8828986B2 (en) | 2011-04-20 | 2014-09-09 | Prosetta Antiviral Inc. | Antiviral compounds |
| US20140119985A1 (en) * | 2010-12-22 | 2014-05-01 | 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 |
| KR101888713B1 (ko) | 2011-02-11 | 2018-08-14 | 위스타 레보레이토리스 리미티드 | 페노티아진 디아미늄 염 및 이의 용도 |
| WO2012125983A1 (en) | 2011-03-17 | 2012-09-20 | Prosetta Antiviral Inc. | Antiviral treatments |
| WO2012138713A2 (en) * | 2011-04-04 | 2012-10-11 | Arizona Board Of Regents, A Body Corporate Of The State Of Arizona, Acting For And On Behalf Of Arizona State University | Multifunctional radical quenchers for the treatment of mitochondrial dysfunction |
| US20120301904A1 (en) | 2011-04-26 | 2012-11-29 | Prosetta Antiviral, Inc | Multiprotein assemblies |
| CA2891291A1 (en) | 2012-11-12 | 2014-05-15 | Moontunes, Inc. | Systems and methods for communicating a live event to users using the internet |
| DK3033331T3 (da) * | 2013-08-15 | 2018-04-30 | Eupharma Pty Ltd | Fremgangsmåde til oprensning af diaminophenothiazinium forbindelser |
| WO2016031875A1 (ja) | 2014-08-27 | 2016-03-03 | 富士フイルム株式会社 | 光線力学療法用組成物、殺菌方法、殺菌システムおよび殺菌システムの作動方法 |
| WO2017116903A1 (en) | 2015-12-28 | 2017-07-06 | Frangioni, John, V. | 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 |
| EP3664892A4 (en) * | 2017-08-08 | 2021-04-28 | Board of Trustees of Michigan State University | TUNED LUMINESCENT ORGANIC SALT FOR ENHANCED IMAGING AND PHOTODYNAMIC THERAPY |
| US12215234B2 (en) | 2019-09-21 | 2025-02-04 | 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 (pt) * | 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 |
| WO1990013296A1 (en) * | 1989-05-11 | 1990-11-15 | Oklahoma Medical Research Foundation | Antiviral therapy using thiazine and xanthene dyes |
| 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 |
| DE19640758C2 (de) * | 1996-10-02 | 1999-11-04 | Rafael Lachky | Mittel zur Behandlung von Diskusfischen |
| 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 |
| US6190609B1 (en) * | 1996-11-19 | 2001-02-20 | Baxter International Inc. | Methods and apparatus for inactivating contaminants in biological fluid |
| JP2001510773A (ja) * | 1997-07-28 | 2001-08-07 | ダーマトレイザー テクノロジーズ リミテッド | 光線療法に基づく病原体の治療方法及びそれを達成するための組成物 |
| US5811471A (en) * | 1997-09-15 | 1998-09-22 | Shanbrom Technologies Llc | Disinfectant plastic sponge material |
| WO1999049823A1 (en) * | 1998-03-30 | 1999-10-07 | Fibermark, Inc. | Light-activated antimicrobial polymeric materials |
| AUPP751298A0 (en) * | 1998-12-04 | 1999-01-07 | Csl Limited | Inactivation of non-enveloped viruses |
| EP1131100B1 (en) * | 1999-01-15 | 2003-03-12 | Light Sciences Corporation | Therapeutic compositions for metabolic bone disorders or bone metastases comprising a photosensitizer and a bisphosphonate |
| 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 |
| EP1263465B9 (en) * | 2000-02-26 | 2012-12-05 | Advanced Photodynamic Technologies, Inc. | Photodynamic cellular organism eradication using a photosensitive material and surfactant |
| 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 |
| WO2002089750A2 (en) * | 2001-01-19 | 2002-11-14 | 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 WO PCT/GB2004/004918 patent/WO2005054217A1/en not_active Ceased
- 2004-11-22 AU AU2004295148A patent/AU2004295148A1/en not_active Abandoned
- 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 KR KR1020067010376A patent/KR20060111536A/ko not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| JP2007512297A (ja) | 2007-05-17 |
| EP1687286A1 (en) | 2006-08-09 |
| WO2005054217A1 (en) | 2005-06-16 |
| CA2547556A1 (en) | 2005-06-16 |
| KR20060111536A (ko) | 2006-10-27 |
| AU2004295148A1 (en) | 2005-06-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B08F | Application fees: application dismissed [chapter 8.6 patent gazette] |
Free format text: REFERENTE AS 5A, 6A E 7A ANUIDADES. |
|
| B08K | Patent lapsed as no evidence of payment of the annual fee has been furnished to inpi [chapter 8.11 patent gazette] |
Free format text: REFERENTE AO DESPACHO 8.6 PUBLICADO NA RPI 2158 DE 15/05/2012. |