SK281005B6 - Azabicyklické zlúčeniny, ich použitie a farmaceutická kompozícia s ich obsahom - Google Patents
Azabicyklické zlúčeniny, ich použitie a farmaceutická kompozícia s ich obsahom Download PDFInfo
- Publication number
- SK281005B6 SK281005B6 SK1101-95A SK110195A SK281005B6 SK 281005 B6 SK281005 B6 SK 281005B6 SK 110195 A SK110195 A SK 110195A SK 281005 B6 SK281005 B6 SK 281005B6
- Authority
- SK
- Slovakia
- Prior art keywords
- azabicyclo
- thiadiazol
- octane
- exo
- compound
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 157
- 150000003839 salts Chemical class 0.000 claims abstract description 13
- 239000002253 acid Substances 0.000 claims abstract description 12
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 12
- 230000003920 cognitive function Effects 0.000 claims abstract description 9
- 210000004129 prosencephalon Anatomy 0.000 claims abstract description 9
- 208000024827 Alzheimer disease Diseases 0.000 claims abstract description 8
- 210000001320 hippocampus Anatomy 0.000 claims abstract description 7
- 239000003937 drug carrier Substances 0.000 claims abstract description 5
- 208000010412 Glaucoma Diseases 0.000 claims abstract description 4
- 239000003085 diluting agent Substances 0.000 claims abstract description 4
- -1 hydrogen hydrogen Chemical class 0.000 claims description 38
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 23
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- 239000003814 drug Substances 0.000 claims description 6
- 230000004936 stimulating effect Effects 0.000 claims description 6
- 125000004277 1,3-dioxalan-2-yl group Chemical group [H]C1([H])OC([H])(*)OC1([H])[H] 0.000 claims description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical group C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 4
- WOTMEGYCCPNSSQ-UHFFFAOYSA-N 2-ethylsulfanylisoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(SCC)C(=O)C2=C1 WOTMEGYCCPNSSQ-UHFFFAOYSA-N 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 229910052717 sulfur Chemical group 0.000 claims description 3
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 claims description 3
- ZOUYLBLUUMJTED-UHFFFAOYSA-N 3-(1-azabicyclo[2.2.2]octan-3-yl)-4-(pyridin-4-ylmethylsulfanyl)-1,2,5-thiadiazole Chemical compound N=1SN=C(C2C3CCN(CC3)C2)C=1SCC1=CC=NC=C1 ZOUYLBLUUMJTED-UHFFFAOYSA-N 0.000 claims description 2
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 2
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- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
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- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
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- QROOTTZWVVRLNV-ZJUUUORDSA-N 3-[(5s,6r)-1-azabicyclo[3.2.1]octan-6-yl]-4-(4,4,4-trifluorobutylsulfanyl)-1,2,5-thiadiazole Chemical compound C1([C@H]2CN3C[C@]2(CCC3)[H])=NSN=C1SCCCC(F)(F)F QROOTTZWVVRLNV-ZJUUUORDSA-N 0.000 claims 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
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- 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
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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
- A61P25/04—Centrally acting analgesics, e.g. opioids
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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
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/06—Antiglaucoma agents or miotics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/08—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/18—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/08—Bridged systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Ophthalmology & Optometry (AREA)
- Pain & Pain Management (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/026,943 US5418240A (en) | 1990-08-21 | 1993-03-05 | Heterocyclic compounds and their preparation and use |
| PCT/DK1994/000092 WO1994020496A1 (en) | 1993-03-05 | 1994-03-04 | Heterocyclic compounds and their preparation and use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SK110195A3 SK110195A3 (en) | 1996-10-02 |
| SK281005B6 true SK281005B6 (sk) | 2000-10-09 |
Family
ID=21834696
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK1101-95A SK281005B6 (sk) | 1993-03-05 | 1994-03-04 | Azabicyklické zlúčeniny, ich použitie a farmaceutická kompozícia s ich obsahom |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US5418240A (zh) |
| EP (1) | EP0687266B1 (zh) |
| JP (1) | JP3411923B2 (zh) |
| KR (1) | KR100344329B1 (zh) |
| CN (1) | CN1046722C (zh) |
| AT (1) | ATE173257T1 (zh) |
| AU (1) | AU694415B2 (zh) |
| CZ (1) | CZ290639B6 (zh) |
| DE (1) | DE69414554T2 (zh) |
| DK (1) | DK0687266T3 (zh) |
| ES (1) | ES2126099T3 (zh) |
| FI (1) | FI954130A (zh) |
| HU (1) | HUT72443A (zh) |
| IL (1) | IL108865A (zh) |
| NO (1) | NO312676B1 (zh) |
| NZ (1) | NZ262372A (zh) |
| PH (1) | PH31394A (zh) |
| SK (1) | SK281005B6 (zh) |
| TW (1) | TW350846B (zh) |
| WO (1) | WO1994020496A1 (zh) |
| ZA (1) | ZA941542B (zh) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5641791A (en) * | 1991-08-13 | 1997-06-24 | Novo Nordisk A.S | Heterocyclic compounds and their preparation and use |
| MX9300875A (es) | 1992-02-20 | 1993-08-31 | Smithkline Beecham Plc | Procedimiento para la preparacion de compuestos azabiciclicos. |
| DE69427537T2 (de) * | 1993-08-19 | 2002-04-04 | Novo Nordisk A/S, Bagsvaerd | Antipsychotisches verfahren mit thiadiazol- und oxadiazol-derivaten |
| US6265419B1 (en) | 1993-12-21 | 2001-07-24 | Novo Nordisk A/S | Method of treating gastrointestinal motility disorders |
| US5663182A (en) * | 1993-08-19 | 1997-09-02 | Bymaster; Franklin Porter | Antipsychotic method |
| US6281233B1 (en) | 1993-08-19 | 2001-08-28 | Novo Nordisk A/S | Method of treating gastrointestinal motility disorders |
| GB9409705D0 (en) * | 1994-05-14 | 1994-07-06 | Smithkline Beecham Plc | Novel compounds |
| US5605908A (en) * | 1994-10-24 | 1997-02-25 | Eli Lilly And Company | Heterocyclic compounds and their use |
| US5998404A (en) | 1994-10-24 | 1999-12-07 | Eli Lilly And Company | Heterocyclic compounds and their use |
| US5672709A (en) * | 1994-10-24 | 1997-09-30 | Eli Lilly And Company | Heterocyclic compounds and their preparation and use |
| US5488056A (en) * | 1994-10-31 | 1996-01-30 | Eli Lilly And Company | Method for treating anxiety |
| US5726193A (en) * | 1994-10-31 | 1998-03-10 | Eli Lilly And Company | Method for treating anxiety |
| US5612351A (en) * | 1994-11-08 | 1997-03-18 | Novo Nordisk A/S | Method of treating urinary bladder dysfunctions |
| US5936088A (en) * | 1995-09-22 | 1999-08-10 | Novo Nordisk A/S | Substituted azacyclic or azabicyclic compounds with affinity and selectivity for nicotinic cholinergic receptors |
| IL123583A (en) * | 1995-10-13 | 2003-07-31 | Neurosearch As | 3-substituted -8-azabicyclo [3,2,1] oct-2-ene derivatives, their preparation and pharmaceutical compositions containing them |
| WO1997020819A1 (en) * | 1995-12-06 | 1997-06-12 | Eli Lilly And Company | Composition for treating pain |
| EA199800533A1 (ru) * | 1995-12-07 | 1999-02-25 | Эли Лилли Энд Компани | Композиция для лечения боли |
| AU1093797A (en) * | 1996-01-04 | 1997-08-01 | Novo Nordisk A/S | A method of treating hypercholesterolemia and related disorders |
| US5914338A (en) * | 1996-04-02 | 1999-06-22 | Novo Nordisk | Heterocyclic compounds and their preparation and use |
| WO1997040016A1 (en) * | 1996-04-23 | 1997-10-30 | Eli Lilly And Company | Heterocyclic compounds |
| WO1997040045A1 (en) * | 1996-04-24 | 1997-10-30 | Novo Nordisk A/S | Heterocyclic compounds and their preparation and use |
| US5733912A (en) * | 1997-02-19 | 1998-03-31 | Abbott Laboratories | 7A-heterocycle substituted hexahydro-1H-pyrrolizine compounds useful in controlling chemical synaptic transmission |
| JP2001520653A (ja) * | 1997-04-11 | 2001-10-30 | エリ リリー アンド カンパニー | 精神分裂病の治療法 |
| EP1007041A4 (en) * | 1997-04-11 | 2001-03-07 | Lilly Co Eli | COMPOSITION FOR TREATING PAIN |
| WO1998047900A1 (en) * | 1997-04-22 | 1998-10-29 | Novo Nordisk A/S | Heterocyclic compounds and their preparation and use |
| US6015813A (en) * | 1997-04-22 | 2000-01-18 | Novo Nordisk A/S | Heterocyclic compounds and their preparation and use |
| WO1998054179A1 (en) * | 1997-05-29 | 1998-12-03 | Eli Lilly And Company | Process for preparing heterocyclic compounds |
| CA2291187A1 (en) * | 1997-05-29 | 1998-12-03 | Eli Lilly And Company | Process for preparing heterocyclic compounds |
| US6465467B1 (en) * | 1999-05-21 | 2002-10-15 | Biovitrum Ab | Certain aryl-aliphatic and heteroaryl-aliphatic piperazinyl pyrazines and their use in the treatment of serotonin-related diseases |
| EP1315493A4 (en) * | 2000-08-21 | 2007-12-05 | Univ Georgetown | 2-3-DISUBSTITUTED QUINUCLIDINS AS MONOAMINE CARRIER MODULATORS AND THERAPEUTIC AND DIAGNOSTIC METHODS BASED THEREON |
| WO2009140483A1 (en) | 2008-05-15 | 2009-11-19 | University Of Toledo | Muscarinic agonists as cognitive enhancers |
| US9549928B2 (en) | 2011-04-29 | 2017-01-24 | The University Of Toledo | Muscarinic agonists as enhancers of cognitive flexibility |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ219646A (en) * | 1986-03-27 | 1990-10-26 | Merck Sharp & Dohme | Oxadiazole derivatives of azacyclics for treating cns disorders |
| GB8610432D0 (en) * | 1986-04-29 | 1986-06-04 | Akzo Nv | Amino-thiazole & oxazole derivatives |
| GB8714789D0 (en) * | 1987-06-24 | 1987-07-29 | Lundbeck & Co As H | Heterocyclic compounds |
| GB8717446D0 (en) * | 1987-07-23 | 1987-08-26 | Merck Sharp & Dohme | Chemical compounds |
| NZ225999A (en) * | 1987-09-10 | 1992-04-28 | Merck Sharp & Dohme | Azacyclic- or azabicyclic-substituted thiadiazole derivatives and pharmaceutical compositions |
| IE63906B1 (en) * | 1987-11-13 | 1995-06-14 | Novo Nordisk As | Azabicyclic compounds and their preparation and use |
| EP0322182A3 (en) * | 1987-12-22 | 1992-01-02 | Beecham Group Plc | Azabicyclic compounds, process for their preparation and pharmaceutical compositions containing them |
| NZ227841A (en) * | 1988-02-12 | 1991-08-27 | Merck Sharp & Dohme | Heterocyclic compounds with at least two non-condensed five membered rings and pharmaceutical compositions |
| DK162892C (da) * | 1988-07-04 | 1992-05-11 | Novo Nordisk As | 1,2,5,6-tetrahydropyridinforbindelser, deres fremstilling og farmaceutiske praeparater indeholdende disse |
| US5043345A (en) * | 1989-02-22 | 1991-08-27 | Novo Nordisk A/S | Piperidine compounds and their preparation and use |
| EP0459568A3 (en) * | 1990-05-31 | 1992-09-30 | Merck Sharp & Dohme Ltd. | Substituted oxadiazoles and thiadiazoles for use in the treatment of glaucoma and novel compounds having such use |
| DK198590D0 (da) * | 1990-08-21 | 1990-08-21 | Novo Nordisk As | Heterocykliske forbindelser, deres fremstilling og anvendelse |
-
1993
- 1993-03-05 US US08/026,943 patent/US5418240A/en not_active Expired - Lifetime
-
1994
- 1994-02-28 TW TW083101718A patent/TW350846B/zh active
- 1994-03-04 CN CN94191810A patent/CN1046722C/zh not_active Expired - Fee Related
- 1994-03-04 ES ES94908990T patent/ES2126099T3/es not_active Expired - Lifetime
- 1994-03-04 EP EP94908990A patent/EP0687266B1/en not_active Expired - Lifetime
- 1994-03-04 AU AU62027/94A patent/AU694415B2/en not_active Ceased
- 1994-03-04 PH PH47880A patent/PH31394A/en unknown
- 1994-03-04 DK DK94908990T patent/DK0687266T3/da active
- 1994-03-04 NZ NZ262372A patent/NZ262372A/en unknown
- 1994-03-04 HU HU9502588A patent/HUT72443A/hu unknown
- 1994-03-04 WO PCT/DK1994/000092 patent/WO1994020496A1/en active IP Right Grant
- 1994-03-04 AT AT94908990T patent/ATE173257T1/de not_active IP Right Cessation
- 1994-03-04 DE DE69414554T patent/DE69414554T2/de not_active Expired - Fee Related
- 1994-03-04 IL IL10886594A patent/IL108865A/xx active IP Right Grant
- 1994-03-04 ZA ZA941542A patent/ZA941542B/xx unknown
- 1994-03-04 SK SK1101-95A patent/SK281005B6/sk unknown
- 1994-03-04 KR KR1019950703745A patent/KR100344329B1/ko not_active IP Right Cessation
- 1994-03-04 CZ CZ19952251A patent/CZ290639B6/cs not_active IP Right Cessation
- 1994-03-04 JP JP51948094A patent/JP3411923B2/ja not_active Expired - Fee Related
-
1995
- 1995-09-04 FI FI954130A patent/FI954130A/fi not_active Application Discontinuation
- 1995-09-05 NO NO19953491A patent/NO312676B1/no not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ATE173257T1 (de) | 1998-11-15 |
| ZA941542B (en) | 1995-09-04 |
| CZ225195A3 (en) | 1996-04-17 |
| JPH08507499A (ja) | 1996-08-13 |
| NO312676B1 (no) | 2002-06-17 |
| CN1046722C (zh) | 1999-11-24 |
| AU694415B2 (en) | 1998-07-23 |
| FI954130A0 (fi) | 1995-09-04 |
| FI954130A (fi) | 1995-10-27 |
| HU9502588D0 (en) | 1995-11-28 |
| CN1121349A (zh) | 1996-04-24 |
| ES2126099T3 (es) | 1999-03-16 |
| WO1994020496A1 (en) | 1994-09-15 |
| AU6202794A (en) | 1994-09-26 |
| PH31394A (en) | 1998-10-29 |
| TW350846B (en) | 1999-01-21 |
| EP0687266A1 (en) | 1995-12-20 |
| KR100344329B1 (ko) | 2002-11-30 |
| NO953491L (no) | 1995-09-05 |
| NZ262372A (en) | 1997-07-27 |
| JP3411923B2 (ja) | 2003-06-03 |
| DK0687266T3 (da) | 1999-07-26 |
| DE69414554T2 (de) | 1999-06-17 |
| DE69414554D1 (de) | 1998-12-17 |
| US5418240A (en) | 1995-05-23 |
| NO953491D0 (no) | 1995-09-05 |
| EP0687266B1 (en) | 1998-11-11 |
| SK110195A3 (en) | 1996-10-02 |
| CZ290639B6 (cs) | 2002-09-11 |
| IL108865A0 (en) | 1994-06-24 |
| HUT72443A (en) | 1996-04-29 |
| IL108865A (en) | 2000-07-16 |
| KR960701049A (ko) | 1996-02-24 |
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