ES2541769T3 - Derivados de mitoquinona usados como antioxidantes dirigidos a las mitocondrias - Google Patents
Derivados de mitoquinona usados como antioxidantes dirigidos a las mitocondrias Download PDFInfo
- Publication number
- ES2541769T3 ES2541769T3 ES04775122.7T ES04775122T ES2541769T3 ES 2541769 T3 ES2541769 T3 ES 2541769T3 ES 04775122 T ES04775122 T ES 04775122T ES 2541769 T3 ES2541769 T3 ES 2541769T3
- Authority
- ES
- Spain
- Prior art keywords
- fraction
- antioxidant
- cationic
- compound
- derivatives used
- 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.)
- Expired - Lifetime
Links
- 239000003963 antioxidant agent Substances 0.000 title abstract 6
- 210000003470 mitochondria Anatomy 0.000 title abstract 2
- OIIMUKXVVLRCAF-UHFFFAOYSA-N 10-(4,5-dimethoxy-2-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)decyl-triphenylphosphanium Chemical class O=C1C(OC)=C(OC)C(=O)C(CCCCCCCCCC[P+](C=2C=CC=CC=2)(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1C OIIMUKXVVLRCAF-UHFFFAOYSA-N 0.000 title 1
- 230000008685 targeting Effects 0.000 title 1
- 230000003078 antioxidant effect Effects 0.000 abstract 5
- 125000002091 cationic group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- -1 tetraphenylborate Chemical compound 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000008052 alkyl sulfonates Chemical class 0.000 abstract 1
- 125000000129 anionic group Chemical group 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 125000005228 aryl sulfonate group Chemical group 0.000 abstract 1
- 230000000295 complement effect Effects 0.000 abstract 1
- 125000000687 hydroquinonyl group Chemical group C1(O)=C(C=C(O)C=C1)* 0.000 abstract 1
- 230000009257 reactivity Effects 0.000 abstract 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 abstract 1
Classifications
-
- 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
- A61K31/66—Phosphorus compounds
-
- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/715—Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
- A61K31/716—Glucans
- A61K31/724—Cyclodextrins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
- A61K47/40—Cyclodextrins; Derivatives thereof
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
-
- A—HUMAN NECESSITIES
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/26—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids
- C07C303/28—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids by reaction of hydroxy compounds with sulfonic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/26—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids
- C07C303/30—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids by reactions not involving the formation of esterified sulfo groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5442—Aromatic phosphonium compounds (P-C aromatic linkage)
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- General Chemical & Material Sciences (AREA)
- Neurosurgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Psychology (AREA)
- Toxicology (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Inorganic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
Abstract
Un compuesto antioxidante químicamente estable que comprende: una fracción catiónica lipófila unida por una fracción de conexión a una fracción antioxidante; y un complemento aniónico para dicha fracción catiónica, en el que la fracción catiónica es capaz de dirigir la fracción antioxidante a las mitocondrias, en el que el compuesto antioxidante es un compuesto de fórmula I:**Fórmula** o su forma de quinol, en la que R1, R2 y R3, son iguales o diferentes y se eligen de entre fracciones alquilo C1 hasta C5 e H, y en la que n es un número entero entre 2 y 20, y en la que Z es un anión que no muestra reactividad frente a la fracción antioxidante, la fracción catiónica o la fracción de conexión y se elige de entre un sulfonato de alquilo, un sulfonato de arilo, trifluorometansulfonato, tetrafenilborato, tetrafluoroborato, hexafluoroantimoniato, hexafluoroarseniato y hexafluorofosfato.
Description
15
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NZ52780003 | 2003-08-22 | ||
| NZ52780003 | 2003-08-22 | ||
| NZ52915303 | 2003-10-23 | ||
| NZ52915303 | 2003-10-23 | ||
| NZ53355604 | 2004-06-14 | ||
| NZ53355604 | 2004-06-14 | ||
| PCT/NZ2004/000196 WO2005019232A1 (en) | 2003-08-22 | 2004-08-23 | Mitoquinone derivatives used as mitochondrially targeted antioxidants |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2541769T3 true ES2541769T3 (es) | 2015-07-24 |
Family
ID=37852364
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES04775122.7T Expired - Lifetime ES2541769T3 (es) | 2003-08-22 | 2004-08-23 | Derivados de mitoquinona usados como antioxidantes dirigidos a las mitocondrias |
Country Status (10)
| Country | Link |
|---|---|
| US (3) | US7888335B2 (es) |
| JP (1) | JP4648319B2 (es) |
| KR (1) | KR101003960B1 (es) |
| CN (1) | CN1839142B (es) |
| AU (1) | AU2011201909A1 (es) |
| ES (1) | ES2541769T3 (es) |
| IL (1) | IL173807A (es) |
| NZ (1) | NZ546070A (es) |
| SG (1) | SG145715A1 (es) |
| ZA (1) | ZA200602304B (es) |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080275005A1 (en) * | 1998-11-25 | 2008-11-06 | Murphy Michael P | Mitochondrially targeted antioxidants |
| US20070270381A1 (en) * | 2000-05-25 | 2007-11-22 | Antipodean Pharmaceuticals, Inc. | Mitochondrially targeted antioxidants |
| US20060229278A1 (en) * | 1998-11-25 | 2006-10-12 | Antipodean Pharmaceuticals, Inc. | Mitoquinone derivatives used as mitochondrially targeted antioxidants |
| US7888334B2 (en) * | 2003-08-22 | 2011-02-15 | Antipodean Pharmaceuticals, Inc. | Mitoquinone derivatives used as mitochondrially targeted antioxidants |
| US9045505B2 (en) | 2006-09-28 | 2015-06-02 | University Of Otago | Nitric oxide donors |
| ES2391662T3 (es) * | 2006-09-28 | 2012-11-28 | Medical Research Council | Donadores de óxido nítrico de tionitrílo de trifenilfosfonio |
| WO2009033130A1 (en) * | 2007-09-07 | 2009-03-12 | Gencia Corporation | Mitochondrial compositions and uses thereof |
| KR101715631B1 (ko) * | 2008-04-01 | 2017-03-13 | 안티포딘 파마슈티칼스, 인코포레이티드 | 피부 관리를 위한 조성물 및 방법 |
| CN102300578A (zh) * | 2008-12-01 | 2011-12-28 | 延寿有限责任公司 | 用于改变健康、安康和寿命的方法和组合物 |
| DE102008061340A1 (de) | 2008-12-11 | 2010-09-23 | Henkel Ag & Co. Kgaa | Antioxidative Zusammensetzungen |
| WO2010141824A2 (en) * | 2009-06-05 | 2010-12-09 | University Of Pittsburgh-Of The Commonwealth System Of Higher Education | Use of targeted nitroxide agents in bone healing |
| AU2009347921B8 (en) * | 2009-06-10 | 2014-07-24 | Mitotech Sa | Pharmaceutical composition for use in medical and veterinary ophthalmology |
| KR102112087B1 (ko) | 2011-04-26 | 2020-05-18 | 레트로토프 인코포레이티드 | 에너지 프로세싱 손상 장애 및 미토콘드리아 결함 |
| WO2012148930A2 (en) | 2011-04-26 | 2012-11-01 | Retrotope, Inc. | Oxidative retinal diseases |
| JP6145087B2 (ja) | 2011-04-26 | 2017-06-07 | レトロトップ、 インコーポレイテッドRetrotope, Inc. | Pufa酸化関与障害 |
| JP6106157B2 (ja) | 2011-04-26 | 2017-03-29 | レトロトップ、 インコーポレイテッドRetrotope, Inc. | 神経変性障害および筋疾患に関与するpufa |
| WO2013043580A2 (en) * | 2011-09-19 | 2013-03-28 | Gencia Corporation | Modified creatine compounds |
| JP6356614B2 (ja) * | 2012-02-17 | 2018-07-11 | ユニバーシティ・オブ・ジョージア・リサーチ・ファウンデイション・インコーポレイテッド | 薬剤のミトコンドリア輸送のためのナノ粒子 |
| US9896466B2 (en) * | 2013-04-24 | 2018-02-20 | Kkcg Ag | Tamoxifen derivatives for treatment of neoplastic diseases, especially with high HER2 protein level |
| AU2015229240B9 (en) | 2014-03-13 | 2019-05-02 | Biojiva Llc | Optic neuropathy treatment and reduction of steroid-induced oxidative stress with stabilized polyunsaturated substances |
| JP6158754B2 (ja) * | 2014-06-04 | 2017-07-05 | 信越化学工業株式会社 | レジスト下層膜形成用組成物、及びパターン形成方法 |
| CN105001261B (zh) * | 2015-07-16 | 2017-04-12 | 中国人民解放军第四军医大学 | 线粒体功能保护剂及其制备方法与应用 |
| WO2018031922A1 (en) * | 2016-08-11 | 2018-02-15 | Sulfilatec, Inc. | Medical and nutritional compositions and methods of use |
| CN110167546A (zh) | 2016-11-17 | 2019-08-23 | 乐巢拓普有限公司 | 同位素修饰的组分及其治疗用途 |
| JP2021500374A (ja) | 2017-10-24 | 2021-01-07 | ルネラ・バイオテック・インコーポレーテッド | 標的フラビン含有酵素がミトコンドリア呼吸を阻害することにより癌幹細胞(cscs)を排除するミトフラボスチン |
| ES3025857T3 (en) * | 2019-01-25 | 2025-06-09 | Mti Biotech Inc | Triphenylphosphonium-tethered salicylamine derivatives |
| US20220162240A1 (en) * | 2019-01-25 | 2022-05-26 | Vanderbilt University | Mitochondria-targeted isoketal/isolevuglandin scavengers |
| KR102630237B1 (ko) * | 2019-03-08 | 2024-01-29 | 울산과학기술원 | Tpp 유도체 화합물 및 이를 포함하는 노화 또는 노화 관련 질환의 치료 또는 예방을 위한 약학적 조성물 |
| GB201904744D0 (en) * | 2019-04-04 | 2019-05-22 | Univ Exeter | Anti-fungal compositions |
| CN114901290B (zh) * | 2019-12-16 | 2024-09-03 | 蔚山科学技术院 | 抑制血管新生因子的化合物及其用途 |
| US20250090557A1 (en) * | 2020-07-11 | 2025-03-20 | The Regents Of The University Of California | Compositions and Methods for Inhibiting and Treating Coronavirus Infections |
| WO2022019362A1 (ko) * | 2020-07-24 | 2022-01-27 | 울산과학기술원 | Tpp 유도체 화합물 및 이를 포함하는 노화 또는 노화 관련 질환의 치료 또는 예방을 위한 약학적 조성물 |
| CN116390723B (zh) | 2020-09-09 | 2024-12-31 | 社会利益网络公司 | 用于将生物素递送至线粒体的方法和组合物 |
| CN114504583A (zh) * | 2020-11-17 | 2022-05-17 | 山东大学 | Mitoquinone在制备抗冠状病毒感染药物中的应用 |
| US12109194B2 (en) | 2021-02-05 | 2024-10-08 | Biojiva Llc | Synergistic combination therapy for treating ALS |
| EP4661876A1 (en) * | 2023-02-09 | 2025-12-17 | University of Miami | Metabolic inhibitors and methods of making and using thereof |
| KR20250117319A (ko) | 2024-01-25 | 2025-08-04 | (주) 캠프테라퓨틱스 | 미토콘드리아 기능 개선 펩타이드의 항암 용도 |
| WO2026008715A1 (en) | 2024-07-02 | 2026-01-08 | Université Catholique de Louvain | Mitochondrially-targeted antioxidant compound for use in radiation therapy |
| CN118994239B (zh) * | 2024-08-09 | 2025-09-26 | 苏州满元生物科技有限公司 | 氧化制备米托醌的方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3532667A (en) | 1967-05-31 | 1970-10-06 | Du Pont | Polyamides stabilized with phosphonium halides |
| JPH0237338B2 (ja) | 1982-08-27 | 1990-08-23 | Takeda Chemical Industries Ltd | 99*3*44jimetokishii22hidorokishii66mechirubenzoiru*nonanoeetonoseizoho |
| EP0289223B1 (en) | 1987-04-27 | 1992-09-02 | Takeda Chemical Industries, Ltd. | Reduction of carboxylic esters |
| JP2764100B2 (ja) | 1989-08-11 | 1998-06-11 | 日本化学工業株式会社 | 有機ホスホニウム塩の製造方法 |
| US5296349A (en) | 1990-06-14 | 1994-03-22 | Emory University | Molecular genetic test for myoclonic epilepsy |
| NO172369C (no) | 1990-06-21 | 1993-07-07 | Neosign As | Klebbar, fluorescerende folie |
| EP0535283A1 (en) | 1991-10-02 | 1993-04-07 | Merrell Dow Pharmaceuticals Inc. | Cardioprotective tocopherol analogs |
| NO302519B1 (no) | 1991-12-26 | 1998-03-16 | Sankyo Co | Tiazolidinforbindelser som inneholder en kinongruppe, og farmasöytisk preparat |
| JPH07223991A (ja) | 1993-12-17 | 1995-08-22 | Takeda Chem Ind Ltd | アシル置換芳香族化合物の製造法 |
| CA2186636A1 (en) | 1994-03-30 | 1995-10-12 | Corinna Herrnstadt | Diagnosis, therapy and cellular and animal models for diseases associated with mitochondrial defects |
| JP2637705B2 (ja) | 1995-03-02 | 1997-08-06 | 株式会社ナード研究所 | ベンゾキノン系誘導体の製造法 |
| KR0157024B1 (ko) | 1996-04-17 | 1998-11-16 | 이능희 | 양이온성 비타민 e 유도체 및 그의 제조방법, 및 그를 이용하여 형성한 항산화 작용을 갖는 양친매성 고분자 베시클 |
| US6331532B1 (en) * | 1998-11-25 | 2001-12-18 | University Of Otago | Mitochondrially targeted antioxidants |
| ATE296305T1 (de) | 1997-11-25 | 2005-06-15 | Antipodean Biotechnology Ltd | Antioxidantien mit spezifischer wirkung auf mitochondrien |
| US20030069208A1 (en) * | 1997-11-25 | 2003-04-10 | University Of Otago | Mitochondrially targeted antioxidants |
| CA2272971C (en) | 1998-10-29 | 2008-01-15 | Institut National De La Sante Et De La Recherche Medicale (Inserm) | Quinone derivatives for treating or preventing diseases associated with iron overload |
| US20070270381A1 (en) | 2000-05-25 | 2007-11-22 | Antipodean Pharmaceuticals, Inc. | Mitochondrially targeted antioxidants |
| US20060229278A1 (en) | 1998-11-25 | 2006-10-12 | Antipodean Pharmaceuticals, Inc. | Mitoquinone derivatives used as mitochondrially targeted antioxidants |
| US20080275005A1 (en) | 1998-11-25 | 2008-11-06 | Murphy Michael P | Mitochondrially targeted antioxidants |
| US6673908B1 (en) | 1999-02-22 | 2004-01-06 | Nuvelo, Inc. | Tumor necrosis factor receptor 2 |
| DE10003493A1 (de) * | 2000-01-27 | 2001-08-09 | Wacker Chemie Gmbh | Verfahren zur Herstellung eines Koezym Q10-/y-Cyclodextrin Komplexes |
| DE10035513A1 (de) | 2000-07-21 | 2002-01-31 | Beiersdorf Ag | Wirkstoffkombinationen bzw. Addukte aus Cyclodextrinen und mindestens einem Chinon und/oder mindestens einem Hydrochinon und Verwendung solcher Wirkstoffkombinationen in kosmetischen Zubereitungen |
| US6300377B1 (en) * | 2001-02-22 | 2001-10-09 | Raj K. Chopra | Coenzyme Q products exhibiting high dissolution qualities |
| NZ513547A (en) | 2001-08-13 | 2002-09-27 | Antipodean Biotechnology Ltd | Synthesis of triphenylphosphonium quinols (e.g. mitoquinol) and/or quinones (e.g. mitoquinone) |
| EP1474177A4 (en) | 2002-02-06 | 2010-07-21 | Univ Johns Hopkins | NONINVASIVE DIAGNOSTIC IMAGING TECHNOLOGY FOR MITOCHONDRIA USING LIPOPHILER SALTS |
| CA2397684A1 (en) | 2002-08-12 | 2004-02-12 | Michael P. Murphy | Mitochondrially targeted antioxidants |
| US7888334B2 (en) | 2003-08-22 | 2011-02-15 | Antipodean Pharmaceuticals, Inc. | Mitoquinone derivatives used as mitochondrially targeted antioxidants |
| EP1664069B8 (en) | 2003-08-22 | 2015-07-01 | Antipodean Pharmaceuticals, Inc. | Mitoquinone derivatives used as mitochondrially targeted antioxidants |
| KR101715631B1 (ko) | 2008-04-01 | 2017-03-13 | 안티포딘 파마슈티칼스, 인코포레이티드 | 피부 관리를 위한 조성물 및 방법 |
-
2004
- 2004-08-23 JP JP2006523805A patent/JP4648319B2/ja not_active Expired - Lifetime
- 2004-08-23 NZ NZ546070A patent/NZ546070A/en not_active IP Right Cessation
- 2004-08-23 SG SG200805813-3A patent/SG145715A1/en unknown
- 2004-08-23 CN CN2004800241553A patent/CN1839142B/zh not_active Expired - Lifetime
- 2004-08-23 US US10/568,655 patent/US7888335B2/en active Active
- 2004-08-23 KR KR1020097024866A patent/KR101003960B1/ko not_active Expired - Lifetime
- 2004-08-23 IL IL173807A patent/IL173807A/en active IP Right Grant
- 2004-08-23 ES ES04775122.7T patent/ES2541769T3/es not_active Expired - Lifetime
-
2006
- 2006-03-20 ZA ZA2006/02304A patent/ZA200602304B/en unknown
-
2011
- 2011-01-05 US US12/985,205 patent/US20110288055A1/en not_active Abandoned
- 2011-04-28 AU AU2011201909A patent/AU2011201909A1/en not_active Abandoned
-
2016
- 2016-10-14 US US15/294,519 patent/US20170246195A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| KR20100003306A (ko) | 2010-01-07 |
| AU2011201909A1 (en) | 2011-05-19 |
| JP4648319B2 (ja) | 2011-03-09 |
| IL173807A0 (en) | 2006-07-05 |
| CN1839142B (zh) | 2010-06-16 |
| NZ546070A (en) | 2010-01-29 |
| JP2007503387A (ja) | 2007-02-22 |
| US20170246195A1 (en) | 2017-08-31 |
| SG145715A1 (en) | 2008-09-29 |
| KR101003960B1 (ko) | 2010-12-30 |
| US7888335B2 (en) | 2011-02-15 |
| HK1093988A1 (en) | 2007-03-16 |
| IL173807A (en) | 2014-02-27 |
| CN1839142A (zh) | 2006-09-27 |
| ZA200602304B (en) | 2012-06-27 |
| US20110288055A1 (en) | 2011-11-24 |
| US20080161267A1 (en) | 2008-07-03 |
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