ES2264078T3 - Derivados de benzofurano para incrementar las respuestas sinapticas glutamatergicas. - Google Patents
Derivados de benzofurano para incrementar las respuestas sinapticas glutamatergicas.Info
- Publication number
- ES2264078T3 ES2264078T3 ES04075259T ES04075259T ES2264078T3 ES 2264078 T3 ES2264078 T3 ES 2264078T3 ES 04075259 T ES04075259 T ES 04075259T ES 04075259 T ES04075259 T ES 04075259T ES 2264078 T3 ES2264078 T3 ES 2264078T3
- Authority
- ES
- Spain
- Prior art keywords
- ring
- alkyl
- compound
- carboxylic
- independently
- 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
- 230000000946 synaptic effect Effects 0.000 title description 6
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- 150000001875 compounds Chemical class 0.000 claims abstract description 90
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- 229910052799 carbon Inorganic materials 0.000 claims abstract description 14
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 14
- 239000001301 oxygen Substances 0.000 claims abstract description 14
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 11
- 125000004414 alkyl thio group Chemical group 0.000 claims abstract description 11
- 150000001408 amides Chemical class 0.000 claims abstract description 10
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 10
- 229930194542 Keto Natural products 0.000 claims abstract description 9
- 150000001299 aldehydes Chemical class 0.000 claims abstract description 9
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 9
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 9
- 150000002367 halogens Chemical class 0.000 claims abstract description 9
- 239000001257 hydrogen Substances 0.000 claims abstract description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 9
- 125000000468 ketone group Chemical group 0.000 claims abstract description 9
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 8
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- 239000011593 sulfur Chemical group 0.000 claims abstract description 8
- 125000003118 aryl group Chemical group 0.000 claims abstract description 7
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- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims abstract description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract 2
- 150000005215 alkyl ethers Chemical class 0.000 claims abstract 2
- 125000004434 sulfur atom Chemical group 0.000 claims abstract 2
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- MGRVRXRGTBOSHW-UHFFFAOYSA-N (aminomethyl)phosphonic acid Chemical compound NCP(O)(O)=O MGRVRXRGTBOSHW-UHFFFAOYSA-N 0.000 claims 1
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- 125000005012 alkyl thioether group Chemical group 0.000 abstract 1
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- 238000012360 testing method Methods 0.000 description 12
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 11
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- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
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- 238000010171 animal model Methods 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
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- 230000009782 synaptic response Effects 0.000 description 6
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 6
- MEKZUGTZMBRCAL-UHFFFAOYSA-N 2,1,3-benzoxadiazol-5-yl-(4-methoxypiperidin-1-yl)methanone Chemical compound C1CC(OC)CCN1C(=O)C1=CC2=NON=C2C=C1 MEKZUGTZMBRCAL-UHFFFAOYSA-N 0.000 description 5
- ANDGGVOPIJEHOF-UHFFFAOYSA-N CX-516 Chemical compound C=1C=C2N=CC=NC2=CC=1C(=O)N1CCCCC1 ANDGGVOPIJEHOF-UHFFFAOYSA-N 0.000 description 5
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 5
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 5
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- SYQANSIQBKXRCB-UHFFFAOYSA-N 1-(2,1,3-benzoxadiazole-5-carbonyl)piperidin-4-one Chemical compound C1=CC2=NON=C2C=C1C(=O)N1CCC(=O)CC1 SYQANSIQBKXRCB-UHFFFAOYSA-N 0.000 description 4
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Classifications
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- C—CHEMISTRY; METALLURGY
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- C07D285/01—Five-membered rings
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- C07D285/14—Thiadiazoles; Hydrogenated thiadiazoles condensed with carbocyclic rings or ring systems
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/53—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with three nitrogens as the only ring hetero atoms, e.g. chlorazanil, melamine
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- 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
- 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
- A61P5/00—Drugs for disorders of the endocrine system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/12—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Epidemiology (AREA)
- Psychiatry (AREA)
- Endocrinology (AREA)
- Diabetes (AREA)
- Hospice & Palliative Care (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Luminescent Compositions (AREA)
- Furan Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Hydrogenated Pyridines (AREA)
- Breeding Of Plants And Reproduction By Means Of Culturing (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/800,108 US6110935A (en) | 1997-02-13 | 1997-02-13 | Benzofurazan compounds for enhancing glutamatergic synaptic responses |
| US800108 | 1997-02-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2264078T3 true ES2264078T3 (es) | 2006-12-16 |
Family
ID=25177504
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES04075259T Expired - Lifetime ES2264078T3 (es) | 1997-02-13 | 1998-02-13 | Derivados de benzofurano para incrementar las respuestas sinapticas glutamatergicas. |
| ES98906358T Expired - Lifetime ES2221152T3 (es) | 1997-02-13 | 1998-02-13 | Compuestos a base de benzofurazan0 que refuerzan la actividad del receptor del ampa. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES98906358T Expired - Lifetime ES2221152T3 (es) | 1997-02-13 | 1998-02-13 | Compuestos a base de benzofurazan0 que refuerzan la actividad del receptor del ampa. |
Country Status (24)
| Country | Link |
|---|---|
| US (3) | US6110935A (https=) |
| EP (2) | EP0960105B1 (https=) |
| JP (1) | JP4446023B2 (https=) |
| KR (1) | KR100544295B1 (https=) |
| CN (1) | CN1085206C (https=) |
| AT (2) | ATE266649T1 (https=) |
| AU (1) | AU737802C (https=) |
| BR (1) | BR9807333B1 (https=) |
| CA (1) | CA2279319C (https=) |
| CZ (1) | CZ299765B6 (https=) |
| DE (2) | DE69823803T2 (https=) |
| DK (2) | DK0960105T3 (https=) |
| ES (2) | ES2264078T3 (https=) |
| GB (1) | GB2325225B (https=) |
| HU (1) | HUP0002303A3 (https=) |
| ID (1) | ID22342A (https=) |
| IL (1) | IL131200A (https=) |
| NO (1) | NO318935B1 (https=) |
| NZ (1) | NZ336980A (https=) |
| PL (1) | PL199135B1 (https=) |
| PT (2) | PT960105E (https=) |
| RU (1) | RU2189984C2 (https=) |
| TR (1) | TR199901941T2 (https=) |
| WO (1) | WO1998035950A1 (https=) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IN188837B (https=) | 1998-05-22 | 2002-11-09 | Torrent Pharmaceuticals Ltd | |
| AU2002366756A1 (en) * | 2001-12-20 | 2003-07-09 | Alangudi Sankaranarayanan | Use of benzofuroxan derivatives as antiplatelet agents |
| KR20050094840A (ko) * | 2003-01-13 | 2005-09-28 | 코텍스 파마슈티칼스, 인크. | 수면 부족 및 스트레스로 인한 인식 저하의 치료방법 |
| WO2004103994A1 (en) * | 2003-05-23 | 2004-12-02 | Basilea Pharmaceutica Ag | Furazanobenzimidazoles |
| US20050228019A1 (en) * | 2004-01-26 | 2005-10-13 | Cortex Pharmaceuticals, Inc. | Enhancement of ampakine-Induced facilitation of synaptic responses by cholinesterase inhibitors |
| CN101600436A (zh) * | 2006-08-31 | 2009-12-09 | 艾伯塔大学校董 | 使用正变构ampa受体调节剂抑制呼吸抑制的方法 |
| BRPI0720323A2 (pt) * | 2007-01-03 | 2016-08-09 | Cortex Pharma Inc | composto, método de tratamento, composição farmacêutica e uso do composto |
| GEP20125438B (en) * | 2007-01-03 | 2012-03-26 | Servier Lab | 3-substituted-[1,2,3]-benzotriazinone compound for enhancing glutamatergic synaptic responses |
| WO2008143963A1 (en) * | 2007-05-17 | 2008-11-27 | Cortex Pharmaceuticals, Inc. | Di-substituted amides for enhancing glutamatergic synaptic responses |
| CA2695742C (en) | 2007-08-10 | 2012-11-27 | Rudolf Mueller | Bicyclic amides for enhancing glutamatergic synaptic responses |
| US8119632B2 (en) | 2007-08-10 | 2012-02-21 | Cortex Pharmaceuticals, Inc. | Bicyclic amide derivatives for enhancing glutamatergic synaptic responses |
| US8071914B2 (en) * | 2007-12-26 | 2011-12-06 | Noboru Oshima | Heating apparatus |
| WO2010054336A2 (en) * | 2008-11-10 | 2010-05-14 | The Regents Of The University Of California | Therapeutic uses of ampa receptor modulators for treatment of motor dysfunction |
| CA2751285A1 (en) * | 2009-02-02 | 2010-08-05 | Cortex Pharmaceuticals, Inc. Eveleth, Gary S. Lynch) | Bicyclic amide derivatives for enhancing glutamatergic synaptic responses |
| US20130058915A1 (en) | 2010-03-02 | 2013-03-07 | Children's Medica Center Corporation | Methods and compositions for treatment of angelman syndrome and autism spectrum disorders |
| US20110257186A1 (en) * | 2010-04-15 | 2011-10-20 | Staubli Ursula V | Compositions and methods for treating visual disorders |
| EP2801377B1 (en) | 2011-03-04 | 2019-08-07 | The Regents of The University of California | Hydrogel comprising cells for local release of growth factors to mediate motor recovery after stroke |
| CN102633731B (zh) * | 2012-03-13 | 2014-04-30 | 四川大学华西医院 | 6-喹喔啉甲酸酰胺化合物、制备方法和应用 |
| KR101421032B1 (ko) * | 2012-12-28 | 2014-07-22 | 주식회사 레고켐 바이오사이언스 | (2-메틸-1-(3-메틸벤질)-1Ｈ-벤조[d]이미다졸-5일)(피페리딘-5-일)메탄온의 제조방법 |
| EP3008167A4 (en) | 2013-06-13 | 2017-06-07 | VeroScience LLC | Compositions and methods for treating metabolic disorders |
| EP3436021A4 (en) | 2016-03-29 | 2019-11-06 | RespireRx Pharmaceuticals Inc. | COMPOSITIONS AND METHODS FOR TREATING ATTENTION DEFICIT DISORDER |
| CN107286114B (zh) | 2016-04-13 | 2020-08-18 | 中国人民解放军军事医学科学院毒物药物研究所 | Ampa受体增效剂的脑靶向前药及其医药用途 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3981864A (en) * | 1973-09-08 | 1976-09-21 | Eisai Co., Ltd. | 1,3-Benzodioxol derivatives |
| FR2499991A1 (fr) * | 1981-02-19 | 1982-08-20 | Sandoz Sa | Nouveaux 2,1,3-benzothiadiazoles et 2,1,3-benzoxadiazoles, leur preparation et leur application comme medicaments |
| US4420485A (en) * | 1982-09-29 | 1983-12-13 | Hoechst-Roussel Pharmaceuticals Inc. | 1'-[3-(1,2-Benzisoxazol-3-yl) proply]spiro[benzofuran-2(3H),3' or 4'-piperidines or 3'-pyrrolidines] |
| SU1657189A1 (ru) * | 1988-05-23 | 1991-06-23 | Научно-Исследовательский Институт Экспериментальной Медицины Амн Ссср | Способ коррекции апато-абулических состо ний при шизофрении |
| SU1587050A1 (ru) * | 1988-12-23 | 1990-08-23 | Институт медицинской паразитологии и тропической медицины им.Е.И.Марциновского | Производные (7-бромбензо-2,1,3-тиадиазол-4-сульфонил)амина в качестве промежуточных продуктов в синтезе 2-[(7-бромбензо-2,1,3-тиадиазол-4-сульфонил)амино]-5-бром-N-(4-хлорфенил)бензамида, обладающего антигельминтной активностью |
| US5032604A (en) * | 1989-12-08 | 1991-07-16 | Merck & Co., Inc. | Class III antiarrhythmic agents |
| US5112824A (en) * | 1989-12-08 | 1992-05-12 | Merck & Co., Inc. | Benzofuran compounds as class III antiarrhythmic agents |
| IL96507A0 (en) * | 1989-12-08 | 1991-08-16 | Merck & Co Inc | Nitrogen-containing spirocycles and pharmaceutical compositions containing them |
| EP0651746B1 (en) * | 1992-07-24 | 2002-03-27 | The Regents of the University of California | Drugs that enhance synaptic responses mediated by ampa receptors |
| ATE174915T1 (de) * | 1994-10-31 | 1999-01-15 | Merck Patent Gmbh | Benzylpiperidinderivate mit hoher affinität zu bindungsstellen von aminosäure-rezeptoren |
| US5650409A (en) * | 1995-06-02 | 1997-07-22 | Cortex Pharmaceuticals, Inc. | Benzoyl piperidines/pyrrolidines for enhancing synaptic response |
| US5736543A (en) * | 1996-04-03 | 1998-04-07 | The Regents Of The University Of California | Benzoxazines for enhancing synaptic response |
| US5985871A (en) | 1997-12-24 | 1999-11-16 | Cortex Pharmaceuticals, Inc. | Benzoxazine compounds for enhancing synaptic response |
-
1997
- 1997-02-13 US US08/800,108 patent/US6110935A/en not_active Expired - Lifetime
-
1998
- 1998-02-13 RU RU99119488/04A patent/RU2189984C2/ru not_active IP Right Cessation
- 1998-02-13 EP EP98906358A patent/EP0960105B1/en not_active Expired - Lifetime
- 1998-02-13 BR BRPI9807333-8A patent/BR9807333B1/pt not_active IP Right Cessation
- 1998-02-13 IL IL13120098A patent/IL131200A/xx not_active IP Right Cessation
- 1998-02-13 ID IDW990855A patent/ID22342A/id unknown
- 1998-02-13 KR KR1019997007369A patent/KR100544295B1/ko not_active Expired - Fee Related
- 1998-02-13 CN CN98802541A patent/CN1085206C/zh not_active Expired - Fee Related
- 1998-02-13 DE DE69823803T patent/DE69823803T2/de not_active Expired - Lifetime
- 1998-02-13 CZ CZ0279599A patent/CZ299765B6/cs not_active IP Right Cessation
- 1998-02-13 ES ES04075259T patent/ES2264078T3/es not_active Expired - Lifetime
- 1998-02-13 DK DK98906358T patent/DK0960105T3/da active
- 1998-02-13 DE DE69834590T patent/DE69834590T2/de not_active Expired - Lifetime
- 1998-02-13 JP JP53589698A patent/JP4446023B2/ja not_active Expired - Fee Related
- 1998-02-13 EP EP04075259A patent/EP1428534B1/en not_active Expired - Lifetime
- 1998-02-13 DK DK04075259T patent/DK1428534T3/da active
- 1998-02-13 PL PL335058A patent/PL199135B1/pl not_active IP Right Cessation
- 1998-02-13 AT AT98906358T patent/ATE266649T1/de active
- 1998-02-13 WO PCT/US1998/002713 patent/WO1998035950A1/en not_active Ceased
- 1998-02-13 PT PT98906358T patent/PT960105E/pt unknown
- 1998-02-13 HU HU0002303A patent/HUP0002303A3/hu unknown
- 1998-02-13 ES ES98906358T patent/ES2221152T3/es not_active Expired - Lifetime
- 1998-02-13 US US09/355,139 patent/US6313115B1/en not_active Expired - Fee Related
- 1998-02-13 TR TR1999/01941T patent/TR199901941T2/xx unknown
- 1998-02-13 AU AU61599/98A patent/AU737802C/en not_active Ceased
- 1998-02-13 AT AT04075259T patent/ATE326221T1/de active
- 1998-02-13 PT PT04075259T patent/PT1428534E/pt unknown
- 1998-02-13 NZ NZ336980A patent/NZ336980A/xx not_active IP Right Cessation
- 1998-02-13 GB GB9809221A patent/GB2325225B/en not_active Expired - Fee Related
- 1998-02-13 CA CA002279319A patent/CA2279319C/en not_active Expired - Fee Related
-
1999
- 1999-08-04 NO NO19993768A patent/NO318935B1/no not_active IP Right Cessation
-
2001
- 2001-04-27 US US09/845,128 patent/US6730677B2/en not_active Expired - Fee Related
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