PL1799662T3 - Sposoby syntezy chemicznej i oczyszczania związków diaminofenotiazynowych, w tym chlorku metylotioniny (MTC) - Google Patents
Sposoby syntezy chemicznej i oczyszczania związków diaminofenotiazynowych, w tym chlorku metylotioniny (MTC)Info
- Publication number
- PL1799662T3 PL1799662T3 PL05783989T PL05783989T PL1799662T3 PL 1799662 T3 PL1799662 T3 PL 1799662T3 PL 05783989 T PL05783989 T PL 05783989T PL 05783989 T PL05783989 T PL 05783989T PL 1799662 T3 PL1799662 T3 PL 1799662T3
- Authority
- PL
- Poland
- Prior art keywords
- mtc
- purification
- methods
- chemical synthesis
- compounds including
- Prior art date
Links
- KPYHKEZPEDJERZ-UHFFFAOYSA-N 10h-phenothiazine-1,2-diamine Chemical class C1=CC=C2NC3=C(N)C(N)=CC=C3SC2=C1 KPYHKEZPEDJERZ-UHFFFAOYSA-N 0.000 title 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 title 1
- 238000000034 method Methods 0.000 title 1
- 229960000907 methylthioninium chloride Drugs 0.000 title 1
- 238000000746 purification Methods 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
Classifications
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- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/001—Preparation for luminescence or biological staining
- A61K49/006—Biological staining of tissues in vivo, e.g. methylene blue or toluidine blue O administered in the buccal area to detect epithelial cancer cells, dyes used for delineating tissues during surgery
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- 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
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B19/00—Oxazine dyes
- C09B19/02—Bisoxazines prepared from aminoquinones
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/52—Use of compounds or compositions for colorimetric, spectrophotometric or fluorometric investigation, e.g. use of reagent paper and including single- and multilayer analytical elements
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Oncology (AREA)
- Virology (AREA)
- Epidemiology (AREA)
- Molecular Biology (AREA)
- Communicable Diseases (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Hematology (AREA)
- Immunology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Urology & Nephrology (AREA)
- Physics & Mathematics (AREA)
- Tropical Medicine & Parasitology (AREA)
- Biotechnology (AREA)
- General Physics & Mathematics (AREA)
- Cell Biology (AREA)
- Microbiology (AREA)
- Optics & Photonics (AREA)
- Food Science & Technology (AREA)
- Biodiversity & Conservation Biology (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- Dermatology (AREA)
- Pathology (AREA)
- Hospice & Palliative Care (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0421234.6A GB0421234D0 (en) | 2004-09-23 | 2004-09-23 | Methods of chemical synthesis |
| GB0503343A GB0503343D0 (en) | 2005-02-17 | 2005-02-17 | Methods of chemical synthesis |
| GB2005003441 | 2005-09-07 | ||
| PCT/GB2005/003634 WO2006032879A2 (en) | 2004-09-23 | 2005-09-21 | Methods of chemical synthesis and purification of diaminophenothiazinium compounds including methylthioninium chloride (mtc) |
| EP05783989.6A EP1799662B1 (en) | 2004-09-23 | 2005-09-21 | Methods of chemical synthesis and purification of diaminophenothiazinium compounds including methylthioninium chloride (mtc) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL1799662T3 true PL1799662T3 (pl) | 2013-09-30 |
Family
ID=35241172
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL05783989T PL1799662T3 (pl) | 2004-09-23 | 2005-09-21 | Sposoby syntezy chemicznej i oczyszczania związków diaminofenotiazynowych, w tym chlorku metylotioniny (MTC) |
| PL10010049T PL2322517T3 (pl) | 2004-09-23 | 2005-09-21 | Sposoby syntezy chemicznej i oczyszczania związków diaminofenotiazyniowych, w tym chlorku metylotioniny (MTC) |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL10010049T PL2322517T3 (pl) | 2004-09-23 | 2005-09-21 | Sposoby syntezy chemicznej i oczyszczania związków diaminofenotiazyniowych, w tym chlorku metylotioniny (MTC) |
Country Status (15)
| Country | Link |
|---|---|
| US (5) | US9242946B2 (pl) |
| EP (3) | EP2322517B1 (pl) |
| JP (1) | JP2012184244A (pl) |
| CN (1) | CN103012315A (pl) |
| AU (1) | AU2005286235C1 (pl) |
| CA (1) | CA2579169C (pl) |
| DK (2) | DK1799662T3 (pl) |
| ES (2) | ES2736160T3 (pl) |
| HR (1) | HRP20191100T1 (pl) |
| HU (1) | HUE044355T2 (pl) |
| PL (2) | PL1799662T3 (pl) |
| PT (2) | PT2322517T (pl) |
| SI (2) | SI2322517T1 (pl) |
| TR (1) | TR201910292T4 (pl) |
| WO (1) | WO2006032879A2 (pl) |
Families Citing this family (51)
| 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 |
| SI2322517T1 (sl) * | 2004-09-23 | 2019-06-28 | Wista Laboratories Ltd. | Postopki za kemijsko sintezo in čiščenje diaminofenotiazinijevih spojin, vključno metiltioninijevega klorida (MTC) |
| WO2006127482A1 (en) * | 2005-05-20 | 2006-11-30 | Bioenvision, Inc. | Methylene blue therapy of viral disease |
| ES2349322T7 (es) | 2006-03-29 | 2019-10-17 | Wista Lab Ltd | Sales de 3,7-diamino-10H-fenotiazina y su utilización |
| SI2004155T1 (en) | 2006-03-29 | 2018-05-31 | Wista Laboratories Ltd. | Inhibitors of protein aggregation |
| WO2007110630A1 (en) | 2006-03-29 | 2007-10-04 | Wista Laboratories Ltd. | Thioninium compounds and their use |
| AU2013200264B2 (en) * | 2006-07-11 | 2014-11-13 | TauRx Therapeutics Management Ltd | Methods of synthesis and/or purification of diaminophenothiazinium compounds |
| MY148145A (en) | 2006-07-11 | 2013-03-15 | 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 |
| CN100436431C (zh) * | 2006-12-15 | 2008-11-26 | 贵州同济堂制药有限公司 | 药用亚甲蓝的合成方法 |
| US8227459B2 (en) | 2007-04-03 | 2012-07-24 | Prosetta Antiviral Inc. | Diamino-phenothiazinyl derivatives as antiviral treatments |
| AU2008265045B2 (en) * | 2007-06-19 | 2014-02-27 | Taurx Therapeutics Management Ltd. | Phenothiazine compounds for treating Mild Cognitive Impairment |
| CN103319434A (zh) * | 2007-09-10 | 2013-09-25 | 中国医学科学院药物研究所 | 3-氨基-7-二烷基胺基取代吩噻嗪类化合物的制备方法 |
| SI2430007T1 (sl) | 2009-05-12 | 2014-05-30 | Wista Laboratories Ltd. | Postopki kemijske sinteze diaminofenotiazinijevih spojin, ki vključujejo uporabo persulfatnih oksidantov |
| JP5918136B2 (ja) * | 2009-09-24 | 2016-05-18 | ウィスタ ラボラトリーズ リミテッド | プロセス |
| MX355627B (es) | 2009-09-24 | 2018-04-25 | Wista Lab Ltd | Clorhidratos de metiltioninio (azul de metileno) cristalinos. |
| JP5868955B2 (ja) | 2010-04-30 | 2016-02-24 | プロセッタ アンチバイラル インコーポレイテッド | 抗ウイルス化合物 |
| JP6093707B2 (ja) | 2010-11-30 | 2017-03-08 | ウィスタ ラボラトリーズ リミテッド | 化合物製剤 |
| JP5898701B2 (ja) | 2011-02-11 | 2016-04-13 | ウィスタ ラボラトリーズ リミテッド | フェノチアジンジアミニウム塩およびそれらの使用 |
| WO2012125983A1 (en) | 2011-03-17 | 2012-09-20 | Prosetta Antiviral Inc. | Antiviral treatments |
| 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 |
| JP5924187B2 (ja) | 2012-08-23 | 2016-05-25 | スズキ株式会社 | 車載用バッテリパックの冷却装置 |
| 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 |
| US10160735B2 (en) | 2013-08-15 | 2018-12-25 | Eupharma Pty Ltd | Process for the purification of diaminophenothiazinium compounds |
| CN105612148B (zh) | 2013-08-15 | 2018-09-14 | 益友制药私人有限公司 | 用于纯化二氨基吩噻嗪化合物的方法 |
| GB201317702D0 (en) * | 2013-10-07 | 2013-11-20 | Wista Lab Ltd | Methods of chemical synthesis of diaminophenothiazinium compounds including methylthioninium chloride (MTC) |
| CN103923037B (zh) * | 2014-04-24 | 2015-06-03 | 山东理工大学 | 一种利用磷酸钙降低亚甲基蓝溶液中铜离子的方法 |
| CN104586853A (zh) * | 2014-12-31 | 2015-05-06 | 武汉联程生物科技有限公司 | 一种用于治疗外伤性颅脑创伤的药物组合物及其制备方法 |
| CN105130926B (zh) * | 2015-07-31 | 2018-02-13 | 江苏恒润制药有限公司 | 一种亚甲基蓝的制备方法 |
| EP3397623A1 (en) | 2015-12-28 | 2018-11-07 | John V. Frangioni | Method of preparing diaminophenothiazinium |
| ITUA20163526A1 (it) | 2016-05-17 | 2017-11-17 | Icrom Spa | Procedimento per la preparazione di composti diamminofenotiazinici ad elevato grado di purezza |
| JP7073330B2 (ja) | 2016-07-25 | 2022-05-23 | ウィスタ ラボラトリーズ リミテッド | ジアミノフェノチアジンの投与及び投与量 |
| GB201614834D0 (en) | 2016-09-01 | 2016-10-19 | Wista Lab Ltd | Treatment of dementia |
| GB201621817D0 (en) | 2016-12-21 | 2017-02-01 | Wista Lab Ltd | Methods of chemical synthesis |
| 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 |
| CN108658895B (zh) * | 2018-04-24 | 2020-06-19 | 上海沃凯生物技术有限公司 | 一种亚甲蓝的提纯方法 |
| FI4385512T3 (fi) | 2018-07-26 | 2026-01-12 | Taurx Therapeutics Man Ltd | Diaminofenotiatsiinien optimoitu annostus populaatioille |
| EP3982974A4 (en) * | 2019-06-12 | 2023-06-21 | Achal Narendrakumar Agrawal | NOVEL IMPROVED PROCESS FOR THE SYNTHESIS OF DIAMINOPHENOTHIAZINE COMPOUNDS |
| US12215234B2 (en) | 2019-09-21 | 2025-02-04 | RK Pharma Solutions LLC | Process for the purification of methylene blue |
| WO2021171235A1 (en) | 2020-02-28 | 2021-09-02 | Dishman Carbogen Amcis Ltd | A process for the preparation of methylene blue |
| AU2023279800A1 (en) | 2022-05-31 | 2024-12-19 | TauRx Therapeutics Management Ltd | Treatment of neurodegenerative disorders utilising methylthioninium (mt)-containing compounds |
| CN114989113A (zh) * | 2022-06-01 | 2022-09-02 | 山东科源制药股份有限公司 | 一种药用亚甲基蓝的精制方法 |
| EP4590306A1 (en) | 2022-09-21 | 2025-07-30 | Yin Sze Loh | Oral formulation of diaminophenothiazines and methods of making and using the same in the treatment and/or prevention of diseases |
| EP4342451A1 (en) | 2022-09-22 | 2024-03-27 | Galenicum Health SLU | Pharmaceutical compositions and manufacturing methods thereof |
| US20240115579A1 (en) | 2022-09-22 | 2024-04-11 | Galenicum Health S.L.U. | Pharmaceutical compositions and manufacturing methods thereof |
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| DE103147C (de) | 1898-06-07 | 1899-04-05 | Cohn Georg | Verfahren zur darstellung von acetylleukomethylenblau und -äthylenblau. |
| DE113721C (de) | 1899-06-01 | 1900-09-28 | Verfahren zur Darstellung von Acidylderivaten der Leukothioninfarbstoffe | |
| US3641016A (en) * | 1968-02-16 | 1972-02-08 | Egyt Gyogyszervegyeszeti Gyar | Thionine derivatives |
| DE2515966C3 (de) | 1975-04-11 | 1979-11-22 | Boehringer Mannheim Gmbh, 6800 Mannheim | Vorgefärbte Objektträger für die Blutunte rsuchung |
| US4003892A (en) | 1975-04-17 | 1977-01-18 | Serva-Entwicklungslabor V. Grothe & Co. | Method of separating thionine and its N-methyl derivatives from each other |
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| CA2055463C (en) * | 1989-05-11 | 1997-09-30 | Raymond F. Schinazi | Antiviral therapy using thiazine and xanthene dyes |
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| WO1998031219A1 (en) | 1997-01-21 | 1998-07-23 | The American National Red Cross | Intracellular and extracellular decontamination of whole blood and blood components by amphiphilic phenothiazin-5-ium dyes plus light |
| 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 |
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| GB0101049D0 (en) | 2001-01-15 | 2001-02-28 | Univ Aberdeen | Materials and methods relating to protein aggregation in neurodegenerative disease |
| GB2373787A (en) | 2001-03-08 | 2002-10-02 | Univ Central Lancashire | Phenothiazinium derivatives and their use to reduce pathogenic contaminants |
| 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 |
| EP1687286A1 (en) | 2003-11-28 | 2006-08-09 | Photopharmica Limited | Developments in biologically active methylene blue derivatives (2) |
| 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 |
| SI2322517T1 (sl) * | 2004-09-23 | 2019-06-28 | Wista Laboratories Ltd. | Postopki za kemijsko sintezo in čiščenje diaminofenotiazinijevih spojin, vključno metiltioninijevega klorida (MTC) |
| MY148145A (en) | 2006-07-11 | 2013-03-15 | Wista Lab Ltd | Methods of synthesis and/or purification of diaminophenothiazinium compounds |
| JP5570510B2 (ja) | 2009-07-21 | 2014-08-13 | 株式会社トクヤマ | クロメン化合物 |
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