NO308948B1 - Tetraliner som bærer en fenylsubstituent pÕ den aromatiske ringen, farmasøytisk preparat inneholdende slike forbindelser, deres anvendelse for behandling av epilepsi, slag og hjerne- eller spinaltrauma, og fremgangsmÕte for deres fremstilling - Google Patents
Tetraliner som bærer en fenylsubstituent pÕ den aromatiske ringen, farmasøytisk preparat inneholdende slike forbindelser, deres anvendelse for behandling av epilepsi, slag og hjerne- eller spinaltrauma, og fremgangsmÕte for deres fremstilling Download PDFInfo
- Publication number
- NO308948B1 NO308948B1 NO975087A NO975087A NO308948B1 NO 308948 B1 NO308948 B1 NO 308948B1 NO 975087 A NO975087 A NO 975087A NO 975087 A NO975087 A NO 975087A NO 308948 B1 NO308948 B1 NO 308948B1
- Authority
- NO
- Norway
- Prior art keywords
- alkyl
- compound
- acid addition
- free base
- addition salt
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 39
- 238000000034 method Methods 0.000 title claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title claims description 10
- 206010015037 epilepsy Diseases 0.000 title claims description 7
- 208000014674 injury Diseases 0.000 title claims description 7
- 230000008733 trauma Effects 0.000 title claims description 7
- 238000002360 preparation method Methods 0.000 title claims description 5
- 239000000825 pharmaceutical preparation Substances 0.000 title claims description 4
- 125000003118 aryl group Chemical group 0.000 title description 4
- 230000002490 cerebral effect Effects 0.000 title description 2
- 125000005329 tetralinyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- 150000003839 salts Chemical group 0.000 claims description 19
- 239000002253 acid Substances 0.000 claims description 17
- 239000012458 free base Substances 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 14
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- 150000002367 halogens Chemical class 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 8
- 210000004556 brain Anatomy 0.000 claims description 6
- 125000001589 carboacyl group Chemical group 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 4
- 125000004414 alkyl thio group Chemical group 0.000 claims description 4
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- WTVXIBRMWGUIMI-UHFFFAOYSA-N trifluoro($l^{1}-oxidanylsulfonyl)methane Chemical group [O]S(=O)(=O)C(F)(F)F WTVXIBRMWGUIMI-UHFFFAOYSA-N 0.000 claims description 3
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 2
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- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 2
- OZZVJHBGGXHGPX-OAHLLOKOSA-N (2r)-8-methoxy-n,n-dimethyl-5-[4-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydronaphthalen-2-amine Chemical group C([C@@H](CCC=12)N(C)C)C=1C(OC)=CC=C2C1=CC=C(C(F)(F)F)C=C1 OZZVJHBGGXHGPX-OAHLLOKOSA-N 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/06—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals
- C07D295/073—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
-
- 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
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- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
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- A—HUMAN NECESSITIES
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- 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
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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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- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
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- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C211/39—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton
- C07C211/41—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing condensed ring systems
- C07C211/42—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing condensed ring systems with six-membered aromatic rings being part of the condensed ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C215/64—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with rings other than six-membered aromatic rings being part of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C217/74—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with rings other than six-membered aromatic rings being part of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/48—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring being part of a condensed ring system of the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/58—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
- C07D295/033—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Virology (AREA)
- Diabetes (AREA)
- Molecular Biology (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Tropical Medicine & Parasitology (AREA)
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- Pain & Pain Management (AREA)
- AIDS & HIV (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Psychology (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Epidemiology (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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9509156.7A GB9509156D0 (en) | 1995-05-05 | 1995-05-05 | Organic compounds |
| PCT/EP1996/001841 WO1996034849A1 (en) | 1995-05-05 | 1996-05-03 | Tetralines bearing a phenyl substituant on the aromatic ring and their use in the treatment of epilepsy, stroke and brain or spinal trauma |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO975087L NO975087L (no) | 1997-11-04 |
| NO975087D0 NO975087D0 (no) | 1997-11-04 |
| NO308948B1 true NO308948B1 (no) | 2000-11-20 |
Family
ID=10774032
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO975087A NO308948B1 (no) | 1995-05-05 | 1997-11-04 | Tetraliner som bærer en fenylsubstituent pÕ den aromatiske ringen, farmasøytisk preparat inneholdende slike forbindelser, deres anvendelse for behandling av epilepsi, slag og hjerne- eller spinaltrauma, og fremgangsmÕte for deres fremstilling |
Country Status (33)
| Country | Link |
|---|---|
| US (1) | US6169116B1 (he) |
| EP (1) | EP0823892B1 (he) |
| JP (1) | JP3194965B2 (he) |
| KR (1) | KR100435009B1 (he) |
| CN (1) | CN1122019C (he) |
| AR (1) | AR004484A1 (he) |
| AT (1) | ATE193884T1 (he) |
| AU (1) | AU706392B2 (he) |
| BR (1) | BR9608169A (he) |
| CA (1) | CA2217855C (he) |
| CO (1) | CO4440486A1 (he) |
| CZ (1) | CZ292022B6 (he) |
| DE (1) | DE69608891T2 (he) |
| DK (1) | DK0823892T3 (he) |
| ES (1) | ES2148772T3 (he) |
| FI (1) | FI973530A (he) |
| GB (1) | GB9509156D0 (he) |
| GR (1) | GR3033715T3 (he) |
| HK (1) | HK1014929A1 (he) |
| HU (1) | HUP9801068A3 (he) |
| IL (1) | IL118141A (he) |
| MX (1) | MX9708510A (he) |
| NO (1) | NO308948B1 (he) |
| NZ (1) | NZ308471A (he) |
| PE (1) | PE54797A1 (he) |
| PL (1) | PL182857B1 (he) |
| PT (1) | PT823892E (he) |
| RU (1) | RU2169727C2 (he) |
| SK (1) | SK282022B6 (he) |
| TR (1) | TR199701298T1 (he) |
| TW (1) | TW359667B (he) |
| WO (1) | WO1996034849A1 (he) |
| ZA (1) | ZA963540B (he) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SI1458386T1 (sl) | 2001-12-27 | 2007-08-31 | Ortho Mcneil Pharm Inc | Aroil pirol heteroeril in metanoli, uporabni za zdravljenje motnje centralnega živčnega sistema |
| AU2003241453A1 (en) * | 2002-05-17 | 2003-12-02 | Janssen Pharmaceutica N.V. | Aminotetralin-derived urea modulators of vanilloid vr1 receptor |
| WO2005037286A1 (en) | 2003-03-25 | 2005-04-28 | Vasopharm Biotech Gmbh | Use of pteridine derivatives for the treatment of increased intracranial pressure and secondary ischemia |
| EP1956006A1 (en) | 2007-02-06 | 2008-08-13 | Laboratorios del Dr. Esteve S.A. | Heterocyclyl-substituted-tetrahydro-naphthalen derivatives as 5-HT7 receptor ligands |
| EP1975161A1 (en) * | 2007-03-28 | 2008-10-01 | Laboratorios del Dr. Esteve S.A. | Heterocyclyl-substituted- tetrahydro-napthalen-amine derivatives, their preparation and use as medicaments |
| US20100227934A1 (en) * | 2007-06-15 | 2010-09-09 | University Of Florida Research Foundation, Inc | Therapeutic compounds and methods of use |
| EP2011786A1 (en) | 2007-07-05 | 2009-01-07 | Laboratorios del Dr. Esteve S.A. | Indane-amine derivatives, their preparation and use as medicaments |
| BR112016027096B1 (pt) * | 2014-05-19 | 2023-04-11 | Northeastern University | Composições farmacêuticas e compostos de receptores-alvo de serotonina e seus usos |
| WO2022040395A2 (en) * | 2020-08-19 | 2022-02-24 | Northeastern University | Serotonin receptor modulators |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6045179B2 (ja) * | 1977-06-08 | 1985-10-08 | フナイ薬品工業株式会社 | 新規環状アミノアルコ−ル類およびその製造法 |
| EP0257285A3 (en) | 1986-07-28 | 1989-12-27 | Whitby Research Incorporated | Method and compositions for reducing the intraocular pressure of mammals |
| DE3718317A1 (de) | 1986-12-10 | 1988-06-16 | Bayer Ag | Substituierte basische 2-aminotetraline |
| EP0381902A1 (en) | 1989-01-09 | 1990-08-16 | Merrell Dow Pharmaceuticals Inc. | Tetralin derivatives |
| JP2931986B2 (ja) | 1989-02-17 | 1999-08-09 | 武田薬品工業株式会社 | アラルキルアミン誘導体 |
| SE8901889D0 (sv) | 1989-05-26 | 1989-05-26 | Astra Ab | Novel 8-substituted-2-aminotetralines |
| EP0640618B1 (de) * | 1993-08-27 | 1999-10-20 | F. Hoffmann-La Roche Ag | Tetrahydronaphthalin-Peptidderivate |
| FR2711139B1 (fr) | 1993-10-15 | 1995-12-01 | Adir | Nouveaux dérivés de 1,2,3,4-tétrahydronaphtalène, leur procédé de préparation et les compositions pharmaceutiques qui les contiennent. |
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1995
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1996
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- 1996-05-03 HU HU9801068A patent/HUP9801068A3/hu unknown
- 1996-05-03 SK SK1485-97A patent/SK282022B6/sk unknown
- 1996-05-03 PL PL96323037A patent/PL182857B1/pl not_active IP Right Cessation
- 1996-05-03 AU AU58129/96A patent/AU706392B2/en not_active Ceased
- 1996-05-03 CZ CZ19973486A patent/CZ292022B6/cs not_active IP Right Cessation
- 1996-05-03 WO PCT/EP1996/001841 patent/WO1996034849A1/en active IP Right Grant
- 1996-05-03 ES ES96919659T patent/ES2148772T3/es not_active Expired - Lifetime
- 1996-05-03 DK DK96919659T patent/DK0823892T3/da active
- 1996-05-03 CA CA002217855A patent/CA2217855C/en not_active Expired - Fee Related
- 1996-05-03 EP EP96919659A patent/EP0823892B1/en not_active Expired - Lifetime
- 1996-05-03 IL IL11814196A patent/IL118141A/he not_active IP Right Cessation
- 1996-05-03 BR BR9608169A patent/BR9608169A/pt not_active IP Right Cessation
- 1996-05-03 ZA ZA9603540A patent/ZA963540B/xx unknown
- 1996-05-03 DE DE69608891T patent/DE69608891T2/de not_active Expired - Lifetime
- 1996-05-03 NZ NZ308471A patent/NZ308471A/xx unknown
- 1996-05-03 PT PT96919659T patent/PT823892E/pt unknown
- 1996-05-03 AT AT96919659T patent/ATE193884T1/de not_active IP Right Cessation
- 1996-05-03 TW TW085105300A patent/TW359667B/zh active
- 1996-05-03 KR KR1019970707827A patent/KR100435009B1/ko not_active IP Right Cessation
- 1996-05-03 PE PE1996000309A patent/PE54797A1/es not_active Application Discontinuation
- 1996-05-03 AR ARP960102447A patent/AR004484A1/es unknown
- 1996-05-03 JP JP53301096A patent/JP3194965B2/ja not_active Expired - Fee Related
- 1996-05-03 TR TR97/01298T patent/TR199701298T1/xx unknown
- 1996-05-03 MX MX9708510A patent/MX9708510A/es not_active IP Right Cessation
- 1996-05-03 RU RU97119872/04A patent/RU2169727C2/ru not_active IP Right Cessation
- 1996-05-03 CN CN96193739A patent/CN1122019C/zh not_active Expired - Fee Related
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1997
- 1997-08-27 FI FI973530A patent/FI973530A/fi not_active IP Right Cessation
- 1997-11-04 NO NO975087A patent/NO308948B1/no unknown
-
1998
- 1998-11-20 HK HK98112165A patent/HK1014929A1/xx not_active IP Right Cessation
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1999
- 1999-06-28 US US09/340,818 patent/US6169116B1/en not_active Expired - Fee Related
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2000
- 2000-06-16 GR GR20000401405T patent/GR3033715T3/el unknown
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