LV10924B - Synthetic catalytic free radical scavengers useful as antioxidants for prevention and therapy of disease - Google Patents
Synthetic catalytic free radical scavengers useful as antioxidants for prevention and therapy of disease Download PDFInfo
- Publication number
- LV10924B LV10924B LVP-95-158A LV950158A LV10924B LV 10924 B LV10924 B LV 10924B LV 950158 A LV950158 A LV 950158A LV 10924 B LV10924 B LV 10924B
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- Prior art keywords
- salen
- metal complex
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- antioxidant
- antioxidant salen
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- DCQXTYAFFMSNNH-UHFFFAOYSA-M sodium;2-[bis(2-hydroxyethyl)amino]ethanol;acetate Chemical compound [Na+].CC([O-])=O.OCCN(CCO)CCO DCQXTYAFFMSNNH-UHFFFAOYSA-M 0.000 description 1
- 239000007909 solid dosage form Substances 0.000 description 1
- 239000012439 solid excipient Substances 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 229960005202 streptokinase Drugs 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 230000000946 synaptic effect Effects 0.000 description 1
- 230000009782 synaptic response Effects 0.000 description 1
- 230000005062 synaptic transmission Effects 0.000 description 1
- 238000007910 systemic administration Methods 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- 210000002435 tendon Anatomy 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 229960000187 tissue plasminogen activator Drugs 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 125000002640 tocopherol group Chemical class 0.000 description 1
- 235000019149 tocopherols Nutrition 0.000 description 1
- 229930003802 tocotrienol Natural products 0.000 description 1
- 239000011731 tocotrienol Substances 0.000 description 1
- 235000019148 tocotrienols Nutrition 0.000 description 1
- 229940068778 tocotrienols Drugs 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000011830 transgenic mouse model Methods 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- 230000008733 trauma Effects 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
- 150000008648 triflates Chemical class 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 229940035936 ubiquinone Drugs 0.000 description 1
- 230000036269 ulceration Effects 0.000 description 1
- 229960005356 urokinase Drugs 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
- 230000003612 virological effect Effects 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 238000003260 vortexing Methods 0.000 description 1
- 229940075420 xanthine Drugs 0.000 description 1
- 230000002034 xenobiotic effect Effects 0.000 description 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
- A61K31/28—Compounds containing heavy metals
-
- 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
- A61K31/555—Heterocyclic compounds containing heavy metals, e.g. hemin, hematin, melarsoprol
-
- 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
- A61P3/00—Drugs for disorders of the metabolism
-
- 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
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- 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
- A61P9/08—Vasodilators for multiple indications
-
- 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
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F13/00—Compounds containing elements of Groups 7 or 17 of the Periodic Table
- C07F13/005—Compounds without a metal-carbon linkage
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Obesity (AREA)
- Biochemistry (AREA)
- Vascular Medicine (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Toxicology (AREA)
- Urology & Nephrology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Hydrogenated Pyridines (AREA)
- Fats And Perfumes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/987,474 US5403834A (en) | 1992-12-07 | 1992-12-07 | Synthetic catalytic free radical scavengers useful as antioxidants for prevention and therapy of disease |
| PCT/US1993/011857 WO1994013300A1 (fr) | 1992-12-07 | 1993-12-06 | Piegeurs de radicaux libres catalytiques synthetiques utiles comme antioxydants dans la prevention et la therapie de maladies |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| LV10924A LV10924A (lv) | 1995-12-20 |
| LV10924B true LV10924B (en) | 1996-10-20 |
Family
ID=25533292
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| LVP-95-158A LV10924B (en) | 1992-12-07 | 1995-06-06 | Synthetic catalytic free radical scavengers useful as antioxidants for prevention and therapy of disease |
Country Status (20)
| Country | Link |
|---|---|
| US (2) | US5403834A (fr) |
| EP (2) | EP0746321B1 (fr) |
| JP (1) | JP3502099B2 (fr) |
| KR (1) | KR20040004386A (fr) |
| AT (1) | ATE290867T1 (fr) |
| AU (1) | AU697399B2 (fr) |
| CA (1) | CA2150937C (fr) |
| CZ (1) | CZ296288B6 (fr) |
| DE (1) | DE69333775T2 (fr) |
| GB (2) | GB2305107B (fr) |
| HU (1) | HU225109B1 (fr) |
| LV (1) | LV10924B (fr) |
| NO (1) | NO319454B1 (fr) |
| NZ (1) | NZ259200A (fr) |
| OA (1) | OA10165A (fr) |
| PL (1) | PL175446B1 (fr) |
| RU (1) | RU2157213C2 (fr) |
| SK (1) | SK74595A3 (fr) |
| UA (1) | UA27949C2 (fr) |
| WO (1) | WO1994013300A1 (fr) |
Families Citing this family (75)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5653685A (en) * | 1990-10-10 | 1997-08-05 | Lrt, Inc. | Method of providing circulation via lung expansion and deflation |
| USRE36460E (en) * | 1990-10-10 | 1999-12-21 | Life Science Holdings, Inc. | Method of providing circulation via lung expansion and deflation |
| US5834509A (en) * | 1992-12-07 | 1998-11-10 | Eukarion, Inc. | Synthetic catalytic free radical scavengers useful as antioxidants for prevention and therapy of disease |
| US5403834A (en) * | 1992-12-07 | 1995-04-04 | Eukarion, Inc. | Synthetic catalytic free radical scavengers useful as antioxidants for prevention and therapy of disease |
| US5696109A (en) * | 1992-12-07 | 1997-12-09 | Eukarion, Inc. | Synthetic catalytic free radical scavengers useful as antioxidants for prevention and therapy of disease |
| US7582786B2 (en) * | 1992-12-07 | 2009-09-01 | Eukarion Inc. | Synthetic catalytic free radical scavengers useful as antioxidants for prevention and therapy of disease |
| US5686436A (en) * | 1993-05-13 | 1997-11-11 | Hiv Diagnostics, Inc. | Multi-faceted method to repress reproduction of latent viruses in humans and animals |
| US6127356A (en) | 1993-10-15 | 2000-10-03 | Duke University | Oxidant scavengers |
| US6245758B1 (en) | 1994-05-13 | 2001-06-12 | Michael K. Stern | Methods of use for peroxynitrite decomposition catalysts, pharmaceutical compositions therefor |
| NZ285648A (en) * | 1994-05-13 | 1999-08-30 | Monsanto Co | Use of a metal complex as a metal peroxynitrite decomposition catalyst to treat diseases which are affected by accelerated decomposition of peroxynitrite |
| US5681278A (en) * | 1994-06-23 | 1997-10-28 | Cormedics Corp. | Coronary vasculature treatment method |
| WO1996004311A1 (fr) * | 1994-08-03 | 1996-02-15 | University Of Alabama At Birmingham Research Foundation | Anticorps monoclonal dirige contre la nitrotyrosine, procedes de diagnostic et procedes therapeutiques |
| US5900433A (en) * | 1995-06-23 | 1999-05-04 | Cormedics Corp. | Vascular treatment method and apparatus |
| EP0910423A4 (fr) * | 1996-03-08 | 1999-12-29 | Life Resuscitation Tech | Procede et dispositif de ventilation liquide |
| WO1998010057A1 (fr) | 1996-09-06 | 1998-03-12 | Emory University | Methodes d'essai de composes destines a etre utilises en tant qu'antioxydants therapeutiques |
| US6369106B1 (en) * | 1996-12-26 | 2002-04-09 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Treatment of ischemic brain injuries with brain targeted anti oxidant compounds |
| US6214817B1 (en) | 1997-06-20 | 2001-04-10 | Monsanto Company | Substituted pyridino pentaazamacrocyle complexes having superoxide dismutase activity |
| US5834178C1 (en) * | 1997-07-09 | 2002-04-23 | Univ Wayne State | Flush-storage solution for donor organs |
| US5829449A (en) * | 1997-09-19 | 1998-11-03 | Thione International, Inc. | Smoking products containing antioxidants |
| AT409306B (de) * | 1997-10-03 | 2002-07-25 | Hoffmann La Roche | Optisch chemischer sensor |
| CA2309154C (fr) | 1997-11-03 | 2010-02-16 | Duke University | Porphyrines substituees |
| CA2249778A1 (fr) * | 1997-12-15 | 1999-06-15 | Bayer Corporation | Dosage competitif d'apo-peroxydase |
| GB9817845D0 (en) | 1998-08-17 | 1998-10-14 | Glaxo Group Ltd | Chemical compounds |
| US7816403B2 (en) * | 1998-09-08 | 2010-10-19 | University Of Utah Research Foundation | Method of inhibiting ATF/CREB and cancer cell growth and pharmaceutical compositions for same |
| US6703384B2 (en) * | 1998-09-23 | 2004-03-09 | Research Development Foundation | Tocopherols, tocotrienols, other chroman and side chain derivatives and uses thereof |
| EP1616869B1 (fr) | 1999-01-25 | 2012-04-04 | National Jewish Health | Prophirines substituees et leur utilisation therapeutique |
| US6365385B1 (en) | 1999-03-22 | 2002-04-02 | Duke University | Methods of culturing and encapsulating pancreatic islet cells |
| US6303355B1 (en) | 1999-03-22 | 2001-10-16 | Duke University | Method of culturing, cryopreserving and encapsulating pancreatic islet cells |
| US20040110722A1 (en) * | 1999-05-27 | 2004-06-10 | Ornberg Richard L. | Modified hyaluronic acid polymers |
| DE60018925T2 (de) | 1999-05-27 | 2006-04-13 | Pharmacia Corp.(N.D.Ges.D.Staates Delaware) | Biomaterialien, modifiziert mit superoxid-dismutase imitatoren |
| US6179804B1 (en) * | 1999-08-18 | 2001-01-30 | Oxypatch, Llc | Treatment apparatus for wounds |
| KR100847678B1 (ko) * | 2000-02-11 | 2008-07-23 | 리서치 디벨럽먼트 파운데이션 | 토코페롤, 토코트리에놀, 다른 크로만 및 측쇄 유도체, 및이들의 용도 |
| US20040047852A1 (en) * | 2001-03-02 | 2004-03-11 | Kennedy Thomas Preston | Method of treating cancer |
| US20030069281A1 (en) * | 2000-06-14 | 2003-04-10 | Irwin Fridovich | Tetrapyrroles |
| AU2002220121A1 (en) * | 2000-11-28 | 2002-06-11 | Lorillard Licensing Company, Llc | A smoking article including a selective carbon monoxide pump |
| US6481442B1 (en) | 2000-11-28 | 2002-11-19 | Lorillard Licensing Company, Llc | Smoking article including a filter for selectively removing carbonyls |
| US6589948B1 (en) | 2000-11-28 | 2003-07-08 | Eukarion, Inc. | Cyclic salen-metal compounds: reactive oxygen species scavengers useful as antioxidants in the treatment and prevention of diseases |
| US6692458B2 (en) * | 2000-12-19 | 2004-02-17 | Edwards Lifesciences Corporation | Intra-pericardial drug delivery device with multiple balloons and method for angiogenesis |
| CA2436245C (fr) * | 2001-01-19 | 2013-04-23 | National Jewish Medical And Research Center | Medicament pour la protection pendant la radiotherapie |
| ITPI20010014A1 (it) * | 2001-03-05 | 2002-09-05 | Ivo Pera | Composto per filtri per sigarette,o altri articoli da fumo,a base di sostanze antiossidanti ed il filtro cosi'ottenuto |
| KR100681326B1 (ko) * | 2001-04-20 | 2007-02-15 | 주식회사 중외제약 | 신규한 망간-키랄성 화합물 및 그의 이용방법 |
| EP1439842A4 (fr) * | 2001-06-01 | 2009-09-02 | Nat Jewish Med & Res Center | Capteurs oxydants destines au traitement du diabete ou a etre utilises dans une transplantation ou a induire une tolerance immunitaire |
| WO2003010153A1 (fr) * | 2001-07-26 | 2003-02-06 | Samsung Electronics Co. Ltd. | Composes de n-alkyl-n-phenylhydroxylamine contenant des groupes chelateurs de metaux, leur preparation et leurs applications therapeutiques |
| WO2003010143A1 (fr) | 2001-07-26 | 2003-02-06 | Samsung Electronics Co., Ltd. | Derives de l'acide dialkylhydroxybenzoique contenant des groupes chelateurs de metaux et leurs utilisations therapeutiques |
| WO2003010154A1 (fr) | 2001-07-26 | 2003-02-06 | Samsung Electronics Co. Ltd. | Composes seleno contenant un groupe fonctionnel nitron, leur preparation et leurs applications therapeutiques |
| WO2003053407A1 (fr) * | 2001-12-19 | 2003-07-03 | Research Development Foundation | Administration de preparations liposomales de composes a base de vitamine e |
| US20030236301A1 (en) * | 2001-12-19 | 2003-12-25 | Bob Sanders | Liposomal delivery of vitamin E based compounds |
| US7485721B2 (en) * | 2002-06-07 | 2009-02-03 | Duke University | Substituted porphyrins |
| US6835387B2 (en) | 2002-06-11 | 2004-12-28 | Scimed Life Systems, Inc. | Sustained release of superoxide dismutase mimics from implantable or insertable medical devices |
| US20040132789A1 (en) * | 2002-08-22 | 2004-07-08 | University Of Florida | Antioxidant and radical scavenging activity of synthetic analogs of desferrithiocin |
| US20040044220A1 (en) * | 2002-08-22 | 2004-03-04 | University Of Florida | Antioxidant and radical scavenging activity of synthetic analogs of desferrithiocin |
| TR200502189T1 (tr) | 2002-12-09 | 2007-01-22 | American Bioscience, Inc. | Kompozisyonlar ve farmakolojik etken maddelerin aktarımı için yöntemler. |
| RU2361615C2 (ru) * | 2002-12-09 | 2009-07-20 | Абраксис Байосайенс, Ллс. | Композиции и способы доставки фармакологических агентов |
| AU2003302898A1 (en) * | 2002-12-11 | 2004-06-30 | Cryolife, Inc. | Radical retardant cryopreservation solutions |
| WO2005030137A2 (fr) * | 2003-09-24 | 2005-04-07 | The University Of Toledo, A University Instrumentality Of The State Of Ohio | Procede ameliorer la performance biomecanique de matieres biologiques irradiees et matieres formees au moyen de ce procede |
| US20050100537A1 (en) * | 2003-11-10 | 2005-05-12 | Evans Gregory S. | Methods and kits for reducing cellular damage, inhibiting free radical production, and scavenging free radicals in mammals |
| US20090099150A1 (en) * | 2005-01-19 | 2009-04-16 | Daniela Salvemini | Methotrexate Combinations For Treating Inflammatory Diseases |
| CN101171038B (zh) * | 2005-05-04 | 2010-10-13 | 科蒂·普雷斯蒂奇·兰嘉斯汀集团有限公司 | 自由基清除剂在制备保护和治疗化疗引起的皮肤和毛发损伤的局部药用组合物中的应用 |
| EP2036550A4 (fr) * | 2006-06-28 | 2009-07-15 | Ihi Corp | Medicament,dispositif d'administration de medicament,detecteur magnetique et procede de conception de medicament |
| US8252780B2 (en) * | 2006-12-01 | 2012-08-28 | Women & Infants' Hospital | Organometallic complexes as therapeutic agents |
| US20090169484A1 (en) | 2007-12-28 | 2009-07-02 | Ihi Corporation | Iron-salen complex |
| US11382895B2 (en) | 2008-05-23 | 2022-07-12 | National Jewish Health | Methods for treating injury associated with exposure to an alkylating species |
| WO2010058280A1 (fr) | 2008-11-20 | 2010-05-27 | 株式会社Ihi | Composé complexe de métal-salène auto-magnétique |
| KR101050273B1 (ko) * | 2008-11-21 | 2011-07-19 | 세종대학교산학협력단 | 살렌 전이금속 착화합물, 및 그 제조 방법 |
| US9603940B2 (en) * | 2010-04-06 | 2017-03-28 | Ihi Corporation | Metal salen complex derivative and process for production thereof |
| WO2011135784A1 (fr) * | 2010-04-28 | 2011-11-03 | 株式会社Ihi | Médicament traitant les tumeurs cérébrales |
| US9282923B2 (en) * | 2010-06-01 | 2016-03-15 | Ihi Corporation | Fluorochrome material and method for using the same |
| EP2657223B1 (fr) * | 2010-12-21 | 2017-06-28 | IHI Corporation | Composé complexe métal-salen et son procédé de production |
| JP5873656B2 (ja) | 2011-06-13 | 2016-03-01 | 株式会社Ihi | 金属サレン錯体化合物、局所麻酔薬剤及び抗悪性腫瘍薬剤 |
| JP6017766B2 (ja) * | 2011-07-26 | 2016-11-02 | 株式会社Ihi | 新規な金属サレン錯体化合物の抗がん剤 |
| US9468621B2 (en) | 2011-10-04 | 2016-10-18 | Ihi Corporation | Metal-salen complex compound responsive drug and intra-corporeal behavior control system for metal-salen complex compound |
| JP6046338B2 (ja) | 2011-10-27 | 2016-12-14 | 株式会社Ihi | ラジカル抑制剤 |
| WO2013102806A1 (fr) * | 2012-01-05 | 2013-07-11 | Pledpharma Ab | Calmangafodipir, nouvelle entité chimique, et autres complexes métalliques mixtes, procédés de préparation, compositions et procédés de traitement |
| CN108030926B (zh) * | 2017-12-15 | 2021-07-13 | 武汉工程大学 | 一种具有高的SOD酶活性的Salen型锰配合物-壳聚糖复合材料及其制备方法 |
| RU2699040C1 (ru) * | 2018-07-23 | 2019-09-03 | Федеральное государственное бюджетное учреждение науки "Уральский научно-практический центр радиационной медицины Федерального медико-биологического агентства" (ФГБУН УНПЦ РМ ФМБА России) | Способ экстренной профилактики и лечения острой лучевой болезни (варианты) |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4540573A (en) * | 1983-07-14 | 1985-09-10 | New York Blood Center, Inc. | Undenatured virus-free biologically active protein derivatives |
| US5106841A (en) * | 1986-05-13 | 1992-04-21 | Chai-Tech Corporation | Antiviral compositions and method for their use |
| US5223538A (en) * | 1987-03-31 | 1993-06-29 | Duke University | Superoxide dismutase mimic |
| ES2171159T3 (es) * | 1991-08-26 | 2002-09-01 | Res Corp Technologies Inc | Procedimiento para la preparacion de epoxicromanos con un catalizador quiral. |
| US5403834A (en) * | 1992-12-07 | 1995-04-04 | Eukarion, Inc. | Synthetic catalytic free radical scavengers useful as antioxidants for prevention and therapy of disease |
-
1992
- 1992-12-07 US US07/987,474 patent/US5403834A/en not_active Expired - Lifetime
-
1993
- 1993-12-06 AU AU57419/94A patent/AU697399B2/en not_active Ceased
- 1993-12-06 CA CA002150937A patent/CA2150937C/fr not_active Expired - Fee Related
- 1993-12-06 KR KR10-2003-7004595A patent/KR20040004386A/ko not_active Application Discontinuation
- 1993-12-06 DE DE69333775T patent/DE69333775T2/de not_active Expired - Lifetime
- 1993-12-06 NZ NZ259200A patent/NZ259200A/en not_active IP Right Cessation
- 1993-12-06 WO PCT/US1993/011857 patent/WO1994013300A1/fr active IP Right Grant
- 1993-12-06 RU RU95116579/14A patent/RU2157213C2/ru not_active IP Right Cessation
- 1993-12-06 PL PL93309334A patent/PL175446B1/pl not_active IP Right Cessation
- 1993-12-06 CZ CZ0144295A patent/CZ296288B6/cs not_active IP Right Cessation
- 1993-12-06 GB GB9621087A patent/GB2305107B/en not_active Expired - Fee Related
- 1993-12-06 UA UA95062707A patent/UA27949C2/uk unknown
- 1993-12-06 AT AT94903498T patent/ATE290867T1/de not_active IP Right Cessation
- 1993-12-06 GB GB9415050A patent/GB2277873B/en not_active Expired - Fee Related
- 1993-12-06 SK SK745-95A patent/SK74595A3/sk unknown
- 1993-12-06 JP JP51432894A patent/JP3502099B2/ja not_active Expired - Fee Related
- 1993-12-06 EP EP94903498A patent/EP0746321B1/fr not_active Expired - Lifetime
- 1993-12-06 EP EP05005538A patent/EP1642583A2/fr not_active Withdrawn
- 1993-12-06 HU HU9501644A patent/HU225109B1/hu not_active IP Right Cessation
-
1995
- 1995-01-26 US US08/380,731 patent/US5827880A/en not_active Expired - Lifetime
- 1995-06-06 OA OA60674A patent/OA10165A/en unknown
- 1995-06-06 NO NO19952237A patent/NO319454B1/no not_active Application Discontinuation
- 1995-06-06 LV LVP-95-158A patent/LV10924B/en unknown
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