FI962589A - 2,4-disulfofenyylibutyylinitroni, sen suolat ja niiden käyttö farmaseuttisina aineina - Google Patents
2,4-disulfofenyylibutyylinitroni, sen suolat ja niiden käyttö farmaseuttisina aineina Download PDFInfo
- Publication number
- FI962589A FI962589A FI962589A FI962589A FI962589A FI 962589 A FI962589 A FI 962589A FI 962589 A FI962589 A FI 962589A FI 962589 A FI962589 A FI 962589A FI 962589 A FI962589 A FI 962589A
- Authority
- FI
- Finland
- Prior art keywords
- nervous system
- central nervous
- pharmaceutical agents
- salts
- disulfophenylbutylnitron
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/45—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
- C07C309/46—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton having the sulfo groups bound to carbon atoms of non-condensed six-membered aromatic rings
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
-
- 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
- A61P9/10—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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Epidemiology (AREA)
- Urology & Nephrology (AREA)
- Hospice & Palliative Care (AREA)
- Toxicology (AREA)
- Vascular Medicine (AREA)
- Psychiatry (AREA)
- Biochemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/173,579 US5488145A (en) | 1993-12-23 | 1993-12-23 | 2,4-disulfonyl phenyl butyl nitrone, its salts, and their use as pharmaceutical free radical traps |
US17357993 | 1993-12-23 | ||
US9414545 | 1994-12-22 | ||
PCT/US1994/014545 WO1995017876A2 (en) | 1993-12-23 | 1994-12-22 | 2,4-disulphophenyl butylnitrone, its salts, and their use as pharmaceutical spintraps |
Publications (3)
Publication Number | Publication Date |
---|---|
FI962589A0 FI962589A0 (fi) | 1996-06-20 |
FI962589A true FI962589A (fi) | 1996-08-20 |
FI111718B FI111718B (fi) | 2003-09-15 |
Family
ID=22632663
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI962589A FI111718B (fi) | 1993-12-23 | 1996-06-20 | Menetelmä 2,4-disulfonyylifenyylibutyylinitronin tai sen suolan valmistamiseksi |
Country Status (29)
Country | Link |
---|---|
US (4) | US5488145A (fi) |
EP (1) | EP0736004B1 (fi) |
JP (3) | JP3412821B2 (fi) |
KR (1) | KR100370522B1 (fi) |
CN (1) | CN1070176C (fi) |
AT (1) | ATE192736T1 (fi) |
AU (1) | AU679835B2 (fi) |
BR (2) | BR9408378A (fi) |
CA (1) | CA2179521C (fi) |
CZ (1) | CZ289629B6 (fi) |
DE (1) | DE69424441T2 (fi) |
DK (1) | DK0736004T3 (fi) |
ES (1) | ES2145264T3 (fi) |
FI (1) | FI111718B (fi) |
GR (1) | GR3034134T3 (fi) |
HK (2) | HK1001768A1 (fi) |
HR (1) | HRP950358B1 (fi) |
HU (1) | HU221167B1 (fi) |
MY (1) | MY114178A (fi) |
NO (1) | NO306457B1 (fi) |
NZ (1) | NZ279025A (fi) |
PL (1) | PL185189B1 (fi) |
PT (1) | PT736004E (fi) |
RU (1) | RU2159231C2 (fi) |
SG (1) | SG64903A1 (fi) |
SK (1) | SK282403B6 (fi) |
TW (1) | TW299315B (fi) |
UA (1) | UA45964C2 (fi) |
WO (1) | WO1995017876A2 (fi) |
Families Citing this family (64)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5723502A (en) * | 1985-07-18 | 1998-03-03 | Proctor; Peter H. | Topical spin trap composition and method |
US5622994A (en) * | 1989-10-17 | 1997-04-22 | Oklahoma Medical Research Foundation | Spin trapping pharmaceutical compositions and methods for use thereof |
AU653921B2 (en) * | 1989-10-17 | 1994-10-20 | Oklahoma Medical Research Foundation | Method and compositions for inhibition of disorders associated with oxidative damage |
US20050107366A1 (en) * | 1991-06-18 | 2005-05-19 | Carney John M. | Spin trapping pharmaceutical compositions and methods for use thereof |
US6002001A (en) * | 1991-06-18 | 1999-12-14 | Oklahoma Medical Research Foundation | Spin trapping pharmaceutical compositions and methods for use thereof |
US20040208875A1 (en) * | 1995-03-15 | 2004-10-21 | Queen's University At Kingston | Method for treating amyloidosis |
US5488145A (en) * | 1993-12-23 | 1996-01-30 | Oklahoma Medical Research Foundation | 2,4-disulfonyl phenyl butyl nitrone, its salts, and their use as pharmaceutical free radical traps |
CN1500787A (zh) * | 1995-09-11 | 2004-06-02 | ���µ�˹ҩ�﹫˾ | 环状硝酮和含有它们的药用组合物 |
AU7739796A (en) | 1995-11-17 | 1997-06-11 | Florida International University | Azulenyl nitrone spin trapping agents, methods of making and using same |
CA2251800A1 (en) * | 1996-04-17 | 1997-10-23 | Oklahoma Medical Research Foundation | Nitrone free radical trap treatment of dementia associated with aids virus (hiv-1) infection |
US6376540B1 (en) * | 1996-07-19 | 2002-04-23 | Centaur Pharmaceuticals, Inc. | Furan nitrone compounds |
TW429241B (en) | 1996-09-26 | 2001-04-11 | Sumitomo Pharma | Nitrone derivatives |
MA26553A1 (fr) * | 1997-10-17 | 2004-12-20 | Centaur Pharmaceuticals Inc | Alpha-aryl-n-alkylnitrones et compositions pharmaceutiques contenant ceux-la |
CA2318555A1 (en) * | 1998-01-16 | 1999-07-22 | Yong-Kang Zhang | Thiophene nitrone compounds |
CA2318357A1 (en) * | 1998-01-16 | 1999-07-22 | Renovis, Inc. | Thioether furan nitrone compounds |
US6255353B1 (en) * | 1998-03-13 | 2001-07-03 | Centaur Pharmaceuticals, Inc. | Inhibition of angiogenesis |
US6083989A (en) * | 1999-05-18 | 2000-07-04 | Centaur Pharmaceuticals, Inc. | Aryl nitrone therapeutics for the treatment of inflammatory bowel disease |
AU3985799A (en) * | 1998-05-19 | 1999-12-06 | Centaur Pharmaceuticals, Inc. | Furan nitrone therapeutics for the treatment of inflammatory bowel disease |
UA66401C2 (en) | 1998-12-02 | 2004-05-17 | Sentor Pharmaceuticals Inc | 3,4,5-trisubstituted aryl nitrone compounds and pharmaceutical composition containing the same |
US6730700B2 (en) | 1998-12-02 | 2004-05-04 | Renovis, Inc. | 3,4,5,-trisubstituted aryl nitrone compounds and pharmaceutical compositions containing the same |
EP1155019B1 (en) | 1999-01-25 | 2005-12-07 | National Jewish Medical and Research Center | Substituted porphyrins and their therapeutic use |
DE60042896D1 (de) * | 1999-04-28 | 2009-10-15 | Bellus Health Int Ltd | Zusammensetzungen und verfahren zur behandlung von amyloidosis mit sulphonatderivaten |
BR9904931A (pt) * | 1999-10-18 | 2001-06-12 | Sergio Teixeira Ferreira | Inibição de amiloidoses |
AU1574701A (en) * | 1999-10-22 | 2001-04-30 | Wrair Walter Reed Army Institute Of Research | A pharmaceutical composition containing pglu-glu-pro-nh2 and method for treating diseases and injuries to the brain, spinal cord and retina using same |
US6815425B1 (en) | 1999-10-22 | 2004-11-09 | The United States Of America As Represented By The Secretary Of The Army | Pharmaceutical composition containing pGLU-GLU-PRO-NH2 and method for treating diseases and injuries to the brain, spinal cord and retina using same |
SE0000055D0 (sv) * | 2000-01-10 | 2000-01-10 | Centaur Pharmaceuticals Inc | Novel process |
SE0000056D0 (sv) * | 2000-01-10 | 2000-01-10 | Astrazeneca Ab | Novel process |
US20020022743A1 (en) * | 2000-01-10 | 2002-02-21 | Sergei Pouhov | Method for the purification of aryl sulfonic acids and salts |
SE0001916D0 (sv) * | 2000-05-23 | 2000-05-23 | Astrazeneca Ab | Novel formulation |
US6664297B1 (en) | 2000-10-18 | 2003-12-16 | Universidade Federal Do Rio De Janeiro | Methods for inhibition and dissolution of amyloidoses by administration of compositions comprising 2,4-dinitrophenol |
US6835754B2 (en) | 2001-01-08 | 2004-12-28 | Renovis, Inc. | Use of aryl nitrone compounds in methods for treating neuropathic pain |
WO2003010154A1 (en) * | 2001-07-26 | 2003-02-06 | Samsung Electronics Co. Ltd. | Seleno compounds containing nitrone moiety, their preparation and their therapeutic uses |
US20030045461A1 (en) * | 2001-09-06 | 2003-03-06 | Jen-Chang Hsia | Composition and methods of esterified nitroxides gated with carboxylic acids |
FR2846968B1 (fr) * | 2002-11-08 | 2005-02-04 | Salles Jean Pierre | Nouveaux derives amphiphiles de l'alpha-c-phenyl-n-tert- butyl nitrone |
US20070010573A1 (en) * | 2003-06-23 | 2007-01-11 | Xianqi Kong | Methods and compositions for treating amyloid-related diseases |
US7414076B2 (en) * | 2003-06-23 | 2008-08-19 | Neurochem (International) Limited | Methods and compositions for treating amyloid-related diseases |
US7244764B2 (en) * | 2003-06-23 | 2007-07-17 | Neurochem (International) Limited | Methods and compositions for treating amyloid-related diseases |
US20050059638A1 (en) * | 2003-08-04 | 2005-03-17 | Kelly Michael G. | Aryl, heteroaromatic and bicyclic aryl nitrone compounds, prodrugs and pharmaceutical compositions of the same to treat human disorders |
US20050182060A1 (en) * | 2004-02-13 | 2005-08-18 | Kelly Michael G. | 2-Substituted and 4-substituted aryl nitrone compounds |
MX2007005507A (es) * | 2004-11-12 | 2008-03-13 | Neurochem Int Ltd | Metodos y composiciones fluoradas para el tratamiento de padecimientos relacionados con amiloides. |
AU2005310979A1 (en) * | 2004-11-16 | 2006-06-08 | Bellus Health (International) Limited | Compounds for the treatment of CNS and amyloid associated diseases |
WO2006085149A2 (en) | 2004-12-22 | 2006-08-17 | Neurochem (International) Limited | Methods and compositions for treating amyloid-related diseases |
US20060235370A1 (en) * | 2005-04-04 | 2006-10-19 | Oblong John E | Method of regulating mammalian keratinous tissue |
TW200716088A (en) * | 2005-04-15 | 2007-05-01 | Neurochem Int Ltd | Formulations and methods for treating amyloidosis |
WO2007013842A1 (en) * | 2005-07-26 | 2007-02-01 | Astrazeneca Ab | Use of 4-((tert-butylimino)methyl) benzene-1,3-disulfonate n-oxide against maemorrhagic changes in the brain |
WO2007013841A1 (en) * | 2005-07-26 | 2007-02-01 | Astrazeneca Ab | Use of 4-((tert-butylimine)methyl) benzene-1,3-disulfonate n-oxide against cerebral oedema |
WO2007013843A1 (en) * | 2005-07-26 | 2007-02-01 | Astrazeneca Ab | Use of 4-[(tert-butylimino)methyl]benzene-1,3-disulfonate n-oxide against myocardial ischaemia |
WO2007013844A1 (en) * | 2005-07-26 | 2007-02-01 | Astrazeneca Ab | Use of 4-[(tert-butylimino)benzene-1,3-disulfonate n-oxide against nausea |
EP1968561B8 (en) * | 2005-12-22 | 2010-10-20 | Kiacta Sàrl | Treatment of diabetic nephropathy |
WO2008013866A2 (en) * | 2006-07-25 | 2008-01-31 | Hough Ear Institute | Methods for treating acute acoustic trauma |
DK2089417T3 (en) | 2006-10-12 | 2015-03-23 | Bhi Ltd Partnership | Methods, Compounds, Compositions and Vehicles for Delivery of 3-Amion-1-Propanesulfonic Acid |
CN101730529A (zh) * | 2006-12-22 | 2010-06-09 | 贝鲁斯健康(国际)有限公司 | 用于治疗代谢疾病和糖尿病的方法、化合物和组合物 |
US20090082454A1 (en) * | 2007-09-25 | 2009-03-26 | Protia, Llc | Deuterium-enriched disufenton |
EP3443938B1 (en) | 2007-09-26 | 2024-01-24 | St. Jude Medical, LLC | Collapsible prosthetic heart valves |
CA2715326C (en) | 2008-02-12 | 2017-06-13 | Tosk, Incorporated | Toxicity-reducing nitrone adjuvants for doxorubicin and use of the same |
CA2725012C (en) * | 2008-05-23 | 2019-05-07 | National Jewish Health | Methods for treating injury associated with exposure to an alkylating species |
EP2326320B1 (en) | 2008-09-02 | 2012-10-24 | Oklahoma Medical Research Foundation | 2, 4-disulfonyl pheny tert-butyl nitrone for the treatment of gliomas |
ES2563777T3 (es) * | 2009-08-24 | 2016-03-16 | Hough Ear Institute | Compuestos de nitrona para tratar la pérdida auditiva sensorineural |
JP6099574B2 (ja) | 2011-02-04 | 2017-03-22 | ハフ イヤ インスティテュート | 外傷性脳損傷を処置する方法 |
US10576125B2 (en) | 2016-10-31 | 2020-03-03 | Hough Ear Institute | Methods for enhancing synaptogenesis and neuritogenesis |
EP3570826A4 (en) | 2017-01-19 | 2020-09-23 | Otologic Pharmaceutics, Inc. | N-ACETYLCYSTEIN FORMULATIONS AND THEIR USES |
EP3684345A4 (en) | 2017-09-20 | 2021-06-23 | Oklahoma Medical Research Foundation | TREATMENT OF DRUG RESISTANT GLIOMAS |
US10829441B2 (en) | 2017-11-14 | 2020-11-10 | The University Of Toledo | Reactive oxygen species-sensitive nitric oxide synthase inhibitors for the treatment of ischemic stroke |
US20210137861A1 (en) | 2018-05-03 | 2021-05-13 | Hough Ear Institute | Methods for reducing accumulated pathologic tau protein |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU653921B2 (en) * | 1989-10-17 | 1994-10-20 | Oklahoma Medical Research Foundation | Method and compositions for inhibition of disorders associated with oxidative damage |
US5036097A (en) * | 1989-10-17 | 1991-07-30 | Oklahoma Medical Research Foundation | Phenylbutyl nitrone compositions and methods for prevention of gastric ulceration |
US5025032A (en) * | 1989-10-17 | 1991-06-18 | Oklahoma Medical Research Foundation | Phenyl butyl nitrone compositions and methods for treatment of oxidative tissue damage |
WO1992022290A1 (en) * | 1991-06-18 | 1992-12-23 | Oklahoma Medical Research Foundation | Use of spin trapping for the treatment of diseases associated with oxidation of lipids and proteins |
US5488145A (en) * | 1993-12-23 | 1996-01-30 | Oklahoma Medical Research Foundation | 2,4-disulfonyl phenyl butyl nitrone, its salts, and their use as pharmaceutical free radical traps |
-
1993
- 1993-12-23 US US08/173,579 patent/US5488145A/en not_active Expired - Lifetime
-
1994
- 1994-12-22 CN CN94194993A patent/CN1070176C/zh not_active Expired - Fee Related
- 1994-12-22 HU HU9601739A patent/HU221167B1/hu not_active IP Right Cessation
- 1994-12-22 UA UA96072885A patent/UA45964C2/uk unknown
- 1994-12-22 ES ES95907224T patent/ES2145264T3/es not_active Expired - Lifetime
- 1994-12-22 PT PT95907224T patent/PT736004E/pt unknown
- 1994-12-22 DK DK95907224T patent/DK0736004T3/da active
- 1994-12-22 CA CA002179521A patent/CA2179521C/en not_active Expired - Lifetime
- 1994-12-22 AT AT95907224T patent/ATE192736T1/de not_active IP Right Cessation
- 1994-12-22 CZ CZ19961775A patent/CZ289629B6/cs not_active IP Right Cessation
- 1994-12-22 BR BR9408378A patent/BR9408378A/pt not_active Application Discontinuation
- 1994-12-22 PL PL94315154A patent/PL185189B1/pl not_active IP Right Cessation
- 1994-12-22 EP EP95907224A patent/EP0736004B1/en not_active Expired - Lifetime
- 1994-12-22 AU AU15527/95A patent/AU679835B2/en not_active Ceased
- 1994-12-22 SG SG1996007103A patent/SG64903A1/en unknown
- 1994-12-22 WO PCT/US1994/014545 patent/WO1995017876A2/en active IP Right Grant
- 1994-12-22 RU RU96115200/04A patent/RU2159231C2/ru not_active IP Right Cessation
- 1994-12-22 KR KR1019960703367A patent/KR100370522B1/ko not_active IP Right Cessation
- 1994-12-22 SK SK788-96A patent/SK282403B6/sk unknown
- 1994-12-22 NZ NZ279025A patent/NZ279025A/en unknown
- 1994-12-22 JP JP51809895A patent/JP3412821B2/ja not_active Expired - Lifetime
- 1994-12-22 DE DE69424441T patent/DE69424441T2/de not_active Expired - Fee Related
- 1994-12-22 US US08/663,316 patent/US5780510A/en not_active Expired - Fee Related
-
1995
- 1995-01-27 TW TW084100747A patent/TW299315B/zh active
- 1995-04-24 US US08/426,961 patent/US5475032A/en not_active Expired - Lifetime
- 1995-06-06 US US08/468,564 patent/US5508305A/en not_active Expired - Lifetime
- 1995-06-20 MY MYPI95001668A patent/MY114178A/en unknown
- 1995-06-23 HR HR950358A patent/HRP950358B1/xx not_active IP Right Cessation
-
1996
- 1996-06-20 FI FI962589A patent/FI111718B/fi not_active IP Right Cessation
- 1996-06-20 NO NO962637A patent/NO306457B1/no unknown
-
1997
- 1997-05-13 BR BR1100626-9A patent/BR1100626A/pt active IP Right Grant
-
1998
- 1998-02-04 HK HK98100831A patent/HK1001768A1/xx not_active IP Right Cessation
- 1998-07-11 HK HK98109078A patent/HK1008294A1/xx not_active IP Right Cessation
-
2000
- 2000-05-22 JP JP2000150128A patent/JP2001010953A/ja not_active Withdrawn
- 2000-08-07 GR GR20000401829T patent/GR3034134T3/el not_active IP Right Cessation
-
2003
- 2003-12-02 JP JP2003403744A patent/JP2004075696A/ja not_active Withdrawn
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
MA | Patent expired |