NO310416B1 - Halogen-substituerte proteinkinase-C-inhibitorer - Google Patents
Halogen-substituerte proteinkinase-C-inhibitorer Download PDFInfo
- Publication number
- NO310416B1 NO310416B1 NO19985080A NO985080A NO310416B1 NO 310416 B1 NO310416 B1 NO 310416B1 NO 19985080 A NO19985080 A NO 19985080A NO 985080 A NO985080 A NO 985080A NO 310416 B1 NO310416 B1 NO 310416B1
- Authority
- NO
- Norway
- Prior art keywords
- alkyl
- halogen
- hydrogen
- compound
- group
- Prior art date
Links
- 229940123924 Protein kinase C inhibitor Drugs 0.000 title description 10
- 239000003881 protein kinase C inhibitor Substances 0.000 title description 10
- 150000001875 compounds Chemical class 0.000 claims abstract description 156
- 125000000217 alkyl group Chemical group 0.000 claims description 91
- 229910052739 hydrogen Inorganic materials 0.000 claims description 79
- 239000001257 hydrogen Substances 0.000 claims description 77
- 229910052736 halogen Inorganic materials 0.000 claims description 75
- 150000002367 halogens Chemical group 0.000 claims description 63
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 35
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 30
- 125000005843 halogen group Chemical group 0.000 claims description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 19
- 229910052717 sulfur Inorganic materials 0.000 claims description 17
- 229910052799 carbon Inorganic materials 0.000 claims description 15
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 14
- 150000001721 carbon Chemical group 0.000 claims description 14
- -1 fluorine-substituted ethylene Chemical group 0.000 claims description 14
- 239000001301 oxygen Substances 0.000 claims description 14
- 229910052760 oxygen Inorganic materials 0.000 claims description 14
- 229910052757 nitrogen Inorganic materials 0.000 claims description 13
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 10
- 229910052731 fluorine Inorganic materials 0.000 claims description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 8
- 239000011737 fluorine Substances 0.000 claims description 8
- 239000011593 sulfur Chemical group 0.000 claims description 8
- 125000002947 alkylene group Chemical group 0.000 claims description 7
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- 125000001153 fluoro group Chemical group F* 0.000 claims description 6
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 5
- 239000005977 Ethylene Substances 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 125000001589 carboacyl group Chemical group 0.000 claims 14
- 150000002431 hydrogen Chemical group 0.000 claims 12
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- 125000003258 trimethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 claims 1
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- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 6
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- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 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
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 description 1
- 230000004614 tumor growth Effects 0.000 description 1
- 231100000402 unacceptable toxicity Toxicity 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
- 210000005166 vasculature Anatomy 0.000 description 1
- 230000025033 vasoconstriction Effects 0.000 description 1
- 102000009310 vitamin D receptors Human genes 0.000 description 1
- 108050000156 vitamin D receptors Proteins 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000003871 white petrolatum Substances 0.000 description 1
- 229940071104 xylenesulfonate Drugs 0.000 description 1
Classifications
-
- 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
- C07D487/22—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 four or more hetero rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- 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
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
-
- 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
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- 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
- 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
- A61P9/08—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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/22—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains four or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/22—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains four or more hetero rings
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Diabetes (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Emergency Medicine (AREA)
- Hematology (AREA)
- Endocrinology (AREA)
- Obesity (AREA)
- Rheumatology (AREA)
- Vascular Medicine (AREA)
- Pain & Pain Management (AREA)
- Urology & Nephrology (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Dermatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US1638296P | 1996-05-01 | 1996-05-01 | |
| PCT/US1997/007302 WO1997041127A1 (en) | 1996-05-01 | 1997-04-30 | Halo-substituted protein kinase c inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO985080D0 NO985080D0 (no) | 1998-10-30 |
| NO985080L NO985080L (no) | 1998-12-08 |
| NO310416B1 true NO310416B1 (no) | 2001-07-02 |
Family
ID=21776838
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO19985080A NO310416B1 (no) | 1996-05-01 | 1998-10-30 | Halogen-substituerte proteinkinase-C-inhibitorer |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US5936084A (de) |
| EP (1) | EP0805158B1 (de) |
| JP (1) | JP3235840B2 (de) |
| KR (1) | KR20000065137A (de) |
| AT (1) | ATE212026T1 (de) |
| AU (1) | AU703395B2 (de) |
| BR (1) | BR9709301A (de) |
| CA (1) | CA2252701C (de) |
| CZ (1) | CZ347098A3 (de) |
| DE (1) | DE69709568T2 (de) |
| DK (1) | DK0805158T3 (de) |
| EA (1) | EA001450B1 (de) |
| ES (1) | ES2170918T3 (de) |
| IL (1) | IL126762A0 (de) |
| NO (1) | NO310416B1 (de) |
| NZ (1) | NZ332658A (de) |
| PL (1) | PL329681A1 (de) |
| PT (1) | PT805158E (de) |
| TR (1) | TR199802193T2 (de) |
| WO (1) | WO1997041127A1 (de) |
| YU (1) | YU48398A (de) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6127401A (en) | 1998-06-05 | 2000-10-03 | Cephalon, Inc. | Bridged indenopyrrolocarbazoles |
| US7425537B2 (en) * | 2000-08-22 | 2008-09-16 | The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services | SH2 domain binding inhibitors |
| AU2737102A (en) | 2000-12-08 | 2002-06-18 | Ortho Mcneil Pharm Inc | Macroheterocylic compounds useful as kinase inhibitors |
| JP2005508365A (ja) * | 2001-10-29 | 2005-03-31 | ネクター セラピューティックス エイエル，コーポレイション | プロテインキナーゼｃインヒビターのポリマー結合体 |
| CA2486376A1 (en) | 2002-05-22 | 2003-12-04 | Amgen Inc. | Amino-pyridine, -pyridine and pyridazine derivatives for use as vanilloid receptor ligands for the treatment of pain |
| BR0313255A (pt) * | 2002-08-08 | 2005-07-12 | Amgen Inc | Composto, composição farmacêutica, uso de um composto e métodos de fabricar um medicamento e de preparar um composto |
| DE10244453A1 (de) * | 2002-09-24 | 2004-04-01 | Phenomiques Gmbh | Hemmung der Proteinkinase C-alpha zur Behandlung von Krankheiten |
| US7245117B1 (en) * | 2004-11-01 | 2007-07-17 | Cardiomems, Inc. | Communicating with implanted wireless sensor |
| MY139645A (en) * | 2004-02-11 | 2009-10-30 | Amgen Inc | Vanilloid receptor ligands and their use in treatments |
| CA2556239A1 (en) | 2004-02-11 | 2005-08-25 | Amgen Inc. | Vanilloid receptor ligands and their use in treatments |
| CN101023094B (zh) | 2004-07-21 | 2011-05-18 | 法莫赛特股份有限公司 | 烷基取代的2-脱氧-2-氟代-d-呋喃核糖基嘧啶和嘌呤及其衍生物的制备 |
| WO2006031725A2 (en) | 2004-09-14 | 2006-03-23 | Pharmasset, Inc. | Preparation of 2'fluoro-2'- alkyl- substituted or other optionally substituted ribofuranosyl pyrimidines and purines and their derivatives |
| US7301022B2 (en) | 2005-02-15 | 2007-11-27 | Amgen Inc. | Vanilloid receptor ligands and their use in treatments |
| US8158586B2 (en) * | 2005-04-11 | 2012-04-17 | Pharmagap Inc. | Inhibitors of protein kinases and uses thereof |
| US20060235036A1 (en) * | 2005-04-15 | 2006-10-19 | Doherty Elizabeth M | Vanilloid receptor ligands and their use in treatments |
| WO2010049947A2 (en) * | 2008-10-28 | 2010-05-06 | Accrete Pharmaceutical Private Limited | Preparation of gemcitabine and intermediates thereof |
| PT2975024T (pt) | 2009-06-10 | 2018-05-14 | Chugai Pharmaceutical Co Ltd | Compostos tetracíclicos |
| EP3698788A1 (de) | 2010-08-20 | 2020-08-26 | Chugai Seiyaku Kabushiki Kaisha | Zusammensetzung umfassend eine tetrazyklische verbindung |
| HUE040055T2 (hu) | 2012-09-25 | 2019-02-28 | Chugai Pharmaceutical Co Ltd | RET inhibitor |
| WO2015163448A1 (ja) | 2014-04-25 | 2015-10-29 | 中外製薬株式会社 | ４環性化合物を高用量含有する製剤 |
| WO2015163447A1 (ja) | 2014-04-25 | 2015-10-29 | 中外製薬株式会社 | ４環性化合物の新規結晶 |
| TWI765410B (zh) | 2014-08-08 | 2022-05-21 | 日商中外製藥股份有限公司 | ４環性化合物的非晶質體的用途 |
| US11077093B2 (en) | 2015-01-16 | 2021-08-03 | Chugai Seiyaku Kabushiki Kaisha | Combination drug |
| WO2019000224A1 (zh) * | 2017-06-27 | 2019-01-03 | 中国海洋大学 | 双吲哚马来酰亚胺衍生物及其制备方法和用途 |
| TWI825163B (zh) | 2018-09-04 | 2023-12-11 | 日商中外製藥股份有限公司 | 四環性化合物的製造方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5438050A (en) * | 1988-02-06 | 1995-08-01 | Godecke Aktiengesellschaft | Indolocarbazole derivatives, processes for their preparation and compositions containing them |
| US5380746A (en) * | 1989-05-05 | 1995-01-10 | Goedecke Aktiengesellschaft | Bis-(1H-indol-3-YL)-maleinimide derivatives, processes for the preparation thereof and pharmaceutical compositions containing them |
| AU5100393A (en) * | 1992-09-25 | 1994-04-26 | Schering Corporation | Diindolo compounds and pharmaceutical compositions containing them |
| US5624949A (en) * | 1993-12-07 | 1997-04-29 | Eli Lilly And Company | Protein kinase C inhibitors |
| CA2137203C (en) * | 1993-12-07 | 2006-11-28 | William Francis Heath Jr. | Protein kinase c inhibitors |
| US5472183A (en) * | 1994-03-17 | 1995-12-05 | Nisca Corporation | Sheet feeding device with multiple sheet stackers |
| US5559228A (en) * | 1995-03-30 | 1996-09-24 | Eli Lilly And Company | Synthesis of bisindolylmaleimides |
| US5696949A (en) * | 1995-06-15 | 1997-12-09 | Intel Corporation | System for PCI slots expansion using asynchronous PCI-to-PCI bridge with clock generator for providing clock signal to the expansion mother board and expansion side of bridge |
-
1997
- 1997-04-30 EA EA199800966A patent/EA001450B1/ru not_active IP Right Cessation
- 1997-04-30 CA CA002252701A patent/CA2252701C/en not_active Expired - Fee Related
- 1997-04-30 PL PL97329681A patent/PL329681A1/xx unknown
- 1997-04-30 US US08/846,272 patent/US5936084A/en not_active Expired - Fee Related
- 1997-04-30 NZ NZ332658A patent/NZ332658A/xx unknown
- 1997-04-30 CZ CZ983470A patent/CZ347098A3/cs unknown
- 1997-04-30 IL IL12676297A patent/IL126762A0/xx unknown
- 1997-04-30 TR TR1998/02193T patent/TR199802193T2/xx unknown
- 1997-04-30 AU AU29292/97A patent/AU703395B2/en not_active Ceased
- 1997-04-30 WO PCT/US1997/007302 patent/WO1997041127A1/en not_active Application Discontinuation
- 1997-04-30 YU YU48398A patent/YU48398A/sh unknown
- 1997-04-30 JP JP52234397A patent/JP3235840B2/ja not_active Expired - Fee Related
- 1997-04-30 KR KR1019980708737A patent/KR20000065137A/ko active IP Right Grant
- 1997-04-30 BR BR9709301A patent/BR9709301A/pt unknown
- 1997-05-01 DE DE69709568T patent/DE69709568T2/de not_active Expired - Fee Related
- 1997-05-01 EP EP97302996A patent/EP0805158B1/de not_active Expired - Lifetime
- 1997-05-01 AT AT97302996T patent/ATE212026T1/de not_active IP Right Cessation
- 1997-05-01 PT PT97302996T patent/PT805158E/pt unknown
- 1997-05-01 DK DK97302996T patent/DK0805158T3/da active
- 1997-05-01 ES ES97302996T patent/ES2170918T3/es not_active Expired - Lifetime
-
1998
- 1998-10-30 NO NO19985080A patent/NO310416B1/no not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| US5936084A (en) | 1999-08-10 |
| IL126762A0 (en) | 1999-08-17 |
| EP0805158B1 (de) | 2002-01-16 |
| NZ332658A (en) | 2000-05-26 |
| EP0805158A3 (de) | 1998-04-01 |
| ATE212026T1 (de) | 2002-02-15 |
| PT805158E (pt) | 2002-06-28 |
| JP3235840B2 (ja) | 2001-12-04 |
| DK0805158T3 (da) | 2002-03-18 |
| DE69709568T2 (de) | 2002-09-05 |
| AU2929297A (en) | 1997-11-19 |
| CZ347098A3 (cs) | 1999-06-16 |
| NO985080D0 (no) | 1998-10-30 |
| YU48398A (sh) | 2000-12-28 |
| PL329681A1 (en) | 1999-04-12 |
| CA2252701C (en) | 2003-10-28 |
| AU703395B2 (en) | 1999-03-25 |
| EA001450B1 (ru) | 2001-04-23 |
| ES2170918T3 (es) | 2002-08-16 |
| EP0805158A2 (de) | 1997-11-05 |
| TR199802193T2 (xx) | 1999-02-22 |
| JPH11509233A (ja) | 1999-08-17 |
| NO985080L (no) | 1998-12-08 |
| BR9709301A (pt) | 1999-08-10 |
| CA2252701A1 (en) | 1997-11-06 |
| KR20000065137A (ko) | 2000-11-06 |
| WO1997041127A1 (en) | 1997-11-06 |
| EA199800966A1 (ru) | 1999-04-29 |
| DE69709568D1 (de) | 2002-02-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |
Free format text: LAPSED IN OCTOBER 2002 |