JP2016514697A - 酸化ストレス障害の処置のためのフェナジン−3−オンおよびフェノチアジン−3−オン誘導体 - Google Patents
酸化ストレス障害の処置のためのフェナジン−3−オンおよびフェノチアジン−3−オン誘導体 Download PDFInfo
- Publication number
- JP2016514697A JP2016514697A JP2016503226A JP2016503226A JP2016514697A JP 2016514697 A JP2016514697 A JP 2016514697A JP 2016503226 A JP2016503226 A JP 2016503226A JP 2016503226 A JP2016503226 A JP 2016503226A JP 2016514697 A JP2016514697 A JP 2016514697A
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- Prior art keywords
- alkyl
- compound
- disease
- deficiency
- mitochondrial
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- 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.)
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- 0 CCCC(C)(CCCC(C)C(C)CCCCCC(C)*=N)O Chemical compound CCCC(C)(CCCC(C)C(C)CCCCCC(C)*=N)O 0.000 description 6
- IBWSGXJRBWWBGG-UHFFFAOYSA-N CC(C(C(Sc1c2)=C3C)=Nc1ccc2OCc1ccccc1)=CC3=O Chemical compound CC(C(C(Sc1c2)=C3C)=Nc1ccc2OCc1ccccc1)=CC3=O IBWSGXJRBWWBGG-UHFFFAOYSA-N 0.000 description 1
- RWRXZPSDLGTKCU-JAGDBARYSA-N CC(C)=CCC/C(/C)=C/CC/C(/C)=C/COc(cc1N=C2C(C)=C3)ccc1SC2=C(C)C3=O Chemical compound CC(C)=CCC/C(/C)=C/CC/C(/C)=C/COc(cc1N=C2C(C)=C3)ccc1SC2=C(C)C3=O RWRXZPSDLGTKCU-JAGDBARYSA-N 0.000 description 1
- NGFLWDNRTZOOSS-UHFFFAOYSA-N CC(C1=Nc2cc(C=[F])ccc2SC1=C1C)=CC1=O Chemical compound CC(C1=Nc2cc(C=[F])ccc2SC1=C1C)=CC1=O NGFLWDNRTZOOSS-UHFFFAOYSA-N 0.000 description 1
- OQVIIWVEXGYWEW-UHFFFAOYSA-N CC(C1=Nc2cc(N(C)C)ccc2SC1=C1C)=CC1=O Chemical compound CC(C1=Nc2cc(N(C)C)ccc2SC1=C1C)=CC1=O OQVIIWVEXGYWEW-UHFFFAOYSA-N 0.000 description 1
- PCEGPWPNTOAECC-UHFFFAOYSA-N CC(C1=Nc2cc(OCc3ccccc3)ccc2SC1=C1C)=CC1=O Chemical compound CC(C1=Nc2cc(OCc3ccccc3)ccc2SC1=C1C)=CC1=O PCEGPWPNTOAECC-UHFFFAOYSA-N 0.000 description 1
- ABHVMSPUDRDASM-UHFFFAOYSA-N CC(C1=Nc2ccccc2SC1=C1C)=CC1=O Chemical compound CC(C1=Nc2ccccc2SC1=C1C)=CC1=O ABHVMSPUDRDASM-UHFFFAOYSA-N 0.000 description 1
- SGKUCMOZDPPWFE-RGVLZGJSSA-N CC(CC/C=C(\C)/CCC=C(C)C)CCOc(cc1S2)ccc1N=C(C(C)=C1)C2=C(C)C1=O Chemical compound CC(CC/C=C(\C)/CCC=C(C)C)CCOc(cc1S2)ccc1N=C(C(C)=C1)C2=C(C)C1=O SGKUCMOZDPPWFE-RGVLZGJSSA-N 0.000 description 1
- VKRDHVNBRDCZKW-UHFFFAOYSA-N CC1(C(C)=C2)Nc3ccc(C(F)(F)F)cc3SC1=C(C)C2=O Chemical compound CC1(C(C)=C2)Nc3ccc(C(F)(F)F)cc3SC1=C(C)C2=O VKRDHVNBRDCZKW-UHFFFAOYSA-N 0.000 description 1
- XPTAZYUOSJZKPF-UHFFFAOYSA-N CC1=C2Sc3cc(N(C)C)ccc3N=C2C(C)=CC1O Chemical compound CC1=C2Sc3cc(N(C)C)ccc3N=C2C(C)=CC1O XPTAZYUOSJZKPF-UHFFFAOYSA-N 0.000 description 1
- HOVAGTYPODGVJG-UHFFFAOYSA-N COC(C(C1O)O)OC(CO)C1O Chemical compound COC(C(C1O)O)OC(CO)C1O HOVAGTYPODGVJG-UHFFFAOYSA-N 0.000 description 1
- JEKRGSKIRLNEEJ-UHFFFAOYSA-N Cc(cc1N=C2C(C)=C3)ccc1SC2=C(C)C3=O Chemical compound Cc(cc1N=C2C(C)=C3)ccc1SC2=C(C)C3=O JEKRGSKIRLNEEJ-UHFFFAOYSA-N 0.000 description 1
- SCQNPWUKOVZQQV-UHFFFAOYSA-N Cc(cc1S2)ccc1N=C(C(C)=C1)C2=C(C)C1=O Chemical compound Cc(cc1S2)ccc1N=C(C(C)=C1)C2=C(C)C1=O SCQNPWUKOVZQQV-UHFFFAOYSA-N 0.000 description 1
- RDEOJCDIZULHGV-UHFFFAOYSA-N O=C1C=C2Sc3cc(C(F)(F)F)ccc3N=C2C=C1 Chemical compound O=C1C=C2Sc3cc(C(F)(F)F)ccc3N=C2C=C1 RDEOJCDIZULHGV-UHFFFAOYSA-N 0.000 description 1
Classifications
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- 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
- C07D279/20—[b, e]-condensed with two six-membered rings with hydrogen atoms directly attached to the ring nitrogen atom
-
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
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- A—HUMAN NECESSITIES
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- 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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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P27/06—Antiglaucoma agents or miotics
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- A—HUMAN NECESSITIES
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- A61P27/16—Otologicals
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- A—HUMAN NECESSITIES
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- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- 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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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/06—Free radical scavengers or antioxidants
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/06—Antianaemics
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- A—HUMAN NECESSITIES
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- A61P9/00—Drugs for disorders of the cardiovascular system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
- C07D241/46—Phenazines
-
- 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
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Diabetes (AREA)
- Psychiatry (AREA)
- Ophthalmology & Optometry (AREA)
- Pain & Pain Management (AREA)
- Urology & Nephrology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Hematology (AREA)
- Psychology (AREA)
- Toxicology (AREA)
- Biochemistry (AREA)
- Obesity (AREA)
- Endocrinology (AREA)
- Emergency Medicine (AREA)
- Hospice & Palliative Care (AREA)
- Vascular Medicine (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/838,372 US20140275045A1 (en) | 2013-03-15 | 2013-03-15 | Phenazine-3-one and phenothiazine-3-one derivatives for treatment of oxidative stress disorders |
| US13/838,372 | 2013-03-15 | ||
| PCT/US2014/029811 WO2014145119A1 (en) | 2013-03-15 | 2014-03-14 | Phenazine-3-one and phenothiazine-3-one derivatives for treatment of oxidative stress disorders |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2016514697A true JP2016514697A (ja) | 2016-05-23 |
| JP2016514697A5 JP2016514697A5 (enExample) | 2017-04-27 |
Family
ID=50680171
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016503226A Pending JP2016514697A (ja) | 2013-03-15 | 2014-03-14 | 酸化ストレス障害の処置のためのフェナジン−3−オンおよびフェノチアジン−3−オン誘導体 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20140275045A1 (enExample) |
| EP (1) | EP2970151A1 (enExample) |
| JP (1) | JP2016514697A (enExample) |
| CA (1) | CA2906154A1 (enExample) |
| HK (1) | HK1220450A1 (enExample) |
| WO (1) | WO2014145119A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019093379A1 (ja) | 2017-11-07 | 2019-05-16 | 学校法人自治医科大学 | ミトコンドリアの機能障害の改善剤、及びミトコンドリアの機能障害に起因する疾患又は症状の予防又は治療薬、並びにそれらの用途 |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2564843B1 (en) | 2005-06-01 | 2018-12-26 | Bioelectron Technology Corporation | Redox-active therapeutics for treatment of mitochondrial diseases and other conditions and modulation of energy biomarkers |
| DK2220030T3 (en) | 2007-11-06 | 2016-04-11 | Edison Pharmaceuticals Inc | 4- (P-QUINONYL) -2-HYDROXYBUTANAMIDDERIVATER TO TREAT mitochondrial |
| EP2237664A4 (en) | 2008-01-08 | 2013-05-22 | Edison Pharmaceuticals Inc | (HET) ARYL-p-CHINONE DERIVATIVES FOR THE TREATMENT OF OCHONDRIAL DISEASES |
| MX363223B (es) | 2008-09-10 | 2019-03-15 | Bioelectron Tech Corp | Tratamiento de trastornos generalizados del desarrollo con terapeuticos con actividad redox. |
| ES2553557T3 (es) | 2008-10-28 | 2015-12-10 | Edison Pharmaceuticals, Inc. | Proceso para la producción de alfa-tocotrienol y derivados |
| PL2424495T3 (pl) | 2009-04-28 | 2018-06-29 | Bioelectron Technology Corporation | Leczenie dziedzicznej neuropatii nerwów wzrokowych lebera i dominującego zaniku nerwu wzrokowego chinonami tokotrienolu |
| US9464016B2 (en) | 2011-06-14 | 2016-10-11 | Edison Pharmaceuticals, Inc. | Catechol derivatives for treatment of oxidative stress diseases |
| JP2014520894A (ja) | 2011-07-19 | 2014-08-25 | エジソン ファーマシューティカルズ, インコーポレイテッド | 非アルファトコトリエノールの存在下でのアルファトコトリエノールの選択的酸化のための方法 |
| EP2892516A1 (en) | 2012-09-07 | 2015-07-15 | Edison Pharmaceuticals, Inc. | Quinone derivatives for use in the modulation of redox status of individuals |
| US9868711B2 (en) | 2013-03-15 | 2018-01-16 | Bioelectron Technology Corporation | Phenazine-3-one and phenothiazine-3-one derivatives for treatment of oxidative stress disorders |
| EP2970158B1 (en) | 2013-03-15 | 2019-02-20 | BioElectron Technology Corporation | Alkyl-heteroaryl substituted quinone derivatives for treatment of oxidative stress disorders |
| US9670170B2 (en) | 2013-03-15 | 2017-06-06 | Bioelectron Technology Corporation | Resorufin derivatives for treatment of oxidative stress disorders |
| PL3233786T3 (pl) | 2014-12-16 | 2022-06-13 | Ptc Therapeutics, Inc. | Polimorficzne i amorficzne postacie (r)-2-hydroksy-2-metylo-4-(2,4,5-trimetylo-3,6-dioksocykloheksa-1,4-dienylo)butanoamidu |
| WO2016133995A1 (en) | 2015-02-17 | 2016-08-25 | Arizona Board Of Regents On Behalf Of Arizona State University | Phenothiazine analogues as mitochondrial therapeutic agents |
| AU2016220153B2 (en) | 2015-02-17 | 2020-07-02 | Arizona Board Of Regents On Behalf Of Arizona State University | Therapeutic compounds |
| EP3390377A1 (en) | 2015-12-16 | 2018-10-24 | BioElectron Technology Corporation | Improved methods for enriching alpha-tocotrienol from mixed tocol compositions |
| WO2017106803A1 (en) | 2015-12-17 | 2017-06-22 | Bioelectron Technology Corporation | Flouroalkyl, flouroalkoxy, phenoxy, heteroaryloxy, alkoxy, and amine 1,4-benzoquinone derivatives for treatment of oxidative stress disorders |
| WO2018039487A1 (en) * | 2016-08-25 | 2018-03-01 | Arizona Board Of Regents On Behalf Of Arizona State University | Therapeutic compounds |
| US11390605B2 (en) | 2016-08-25 | 2022-07-19 | Arizona Board Of Regents On Behalf Of Arizona State University | Substituted pyrimidine compounds as multifunctional radical quenchers and their uses |
| JP2018083799A (ja) | 2016-11-15 | 2018-05-31 | バイオエレクトロン テクノロジー コーポレイション | 2−置換アミノ−ナフト[1,2−d]イミダゾール−5−オン化合物またはその製薬学上許容される塩 |
| BR112021007153A2 (pt) | 2018-10-17 | 2021-07-20 | Ptc Therapeutics, Inc. | 2,3,5-trimetil-6-nonilcicloexa-2,5-dieno-1,4-diona para a supressão e tratamento de a-sinucleinopatias, tauopatias e outros distúrbios |
| WO2023283466A1 (en) | 2021-07-08 | 2023-01-12 | Ptc Therapeutics, Inc. | Pharmaceutical compositions comprising 2,3,5-trimethyl-6-nonylcyclohexa-2,5-diene-1,4-dione |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59144774A (ja) * | 1983-01-21 | 1984-08-18 | メルク フロスト カナダ,インコーポレーテッド | フエノチアゾン誘導体及び類似体 |
| WO1984004679A1 (en) * | 1983-05-25 | 1984-12-06 | John W Eaton | Method and agents for raising animal tolerance to oxidant stress-inducing antibiotics |
| JPS60209520A (ja) * | 1984-03-19 | 1985-10-22 | メルク エンド カムパニー インコーポレーテツド | リポキシゲナーゼ阻害剤の細胞保護的使用 |
| 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 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4667032A (en) * | 1983-01-21 | 1987-05-19 | Merck Frosst Canada, Inc. | Phenothiazone derivatives and analogs |
| NZ513547A (en) | 2001-08-13 | 2002-09-27 | Antipodean Biotechnology Ltd | Synthesis of triphenylphosphonium quinols (e.g. mitoquinol) and/or quinones (e.g. mitoquinone) |
| GB0204232D0 (en) | 2002-02-22 | 2002-04-10 | Isis Innovation | Assay |
| DE60211875T2 (de) | 2002-07-01 | 2006-10-26 | Santhera Pharmaceuticals (Schweiz) Ag | Screeningverfahren und Verbindungen zur Behandlung von Friedreich ataxia |
-
2013
- 2013-03-15 US US13/838,372 patent/US20140275045A1/en not_active Abandoned
-
2014
- 2014-03-14 JP JP2016503226A patent/JP2016514697A/ja active Pending
- 2014-03-14 EP EP14722468.7A patent/EP2970151A1/en not_active Withdrawn
- 2014-03-14 HK HK16108426.9A patent/HK1220450A1/zh unknown
- 2014-03-14 WO PCT/US2014/029811 patent/WO2014145119A1/en not_active Ceased
- 2014-03-14 CA CA2906154A patent/CA2906154A1/en not_active Abandoned
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59144774A (ja) * | 1983-01-21 | 1984-08-18 | メルク フロスト カナダ,インコーポレーテッド | フエノチアゾン誘導体及び類似体 |
| WO1984004679A1 (en) * | 1983-05-25 | 1984-12-06 | John W Eaton | Method and agents for raising animal tolerance to oxidant stress-inducing antibiotics |
| JPS60501408A (ja) * | 1983-05-25 | 1985-08-29 | イ−トン,ジヨン ダブリユ−. | 酸化剤ストレス誘導抗生物質に対する動物許容度を増加させる方法及び薬剤 |
| JPS60209520A (ja) * | 1984-03-19 | 1985-10-22 | メルク エンド カムパニー インコーポレーテツド | リポキシゲナーゼ阻害剤の細胞保護的使用 |
| 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 |
Non-Patent Citations (3)
| Title |
|---|
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| UENO, Y.: "Synthesis of Dimethyl- and Trimethyl-3H-phenothiazin-3-ones", PHARMAZIE, vol. 39(5), JPN6018002288, 1984, pages 355 - 356, ISSN: 0003726072 * |
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|---|---|---|---|---|
| WO2019093379A1 (ja) | 2017-11-07 | 2019-05-16 | 学校法人自治医科大学 | ミトコンドリアの機能障害の改善剤、及びミトコンドリアの機能障害に起因する疾患又は症状の予防又は治療薬、並びにそれらの用途 |
| US11369615B2 (en) | 2017-11-07 | 2022-06-28 | Jichi Medical University | Agent for improving mitochondrial dysfunction, preventative or therapeutic agent for diseases or symptoms caused by mitochondrial dysfunction, and applications therefor |
Also Published As
| Publication number | Publication date |
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| HK1220450A1 (zh) | 2017-05-05 |
| WO2014145119A1 (en) | 2014-09-18 |
| EP2970151A1 (en) | 2016-01-20 |
| CA2906154A1 (en) | 2014-09-18 |
| US20140275045A1 (en) | 2014-09-18 |
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