DD285354A5 - Verfahren zur herstellung von 2-oxo-benzimidazolin-1-carbonsaeurederivate - Google Patents
Verfahren zur herstellung von 2-oxo-benzimidazolin-1-carbonsaeurederivate Download PDFInfo
- Publication number
- DD285354A5 DD285354A5 DD88319929A DD31992988A DD285354A5 DD 285354 A5 DD285354 A5 DD 285354A5 DD 88319929 A DD88319929 A DD 88319929A DD 31992988 A DD31992988 A DD 31992988A DD 285354 A5 DD285354 A5 DD 285354A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- methyl
- endo
- alkyl
- azabicyclo
- compound
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 72
- -1 Ci-e-alkoxycarbonyl Chemical group 0.000 claims description 68
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 125000003277 amino group Chemical group 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
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- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 125000003917 carbamoyl group Chemical class [H]N([H])C(*)=O 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 125000004093 cyano group Chemical class *C#N 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
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- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 2
- 150000001728 carbonyl compounds Chemical class 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 claims 1
- AYAOABSVDIFXFA-UHFFFAOYSA-N 2-oxo-3h-benzimidazole-1-carboxylic acid Chemical class C1=CC=C2NC(=O)N(C(=O)O)C2=C1 AYAOABSVDIFXFA-UHFFFAOYSA-N 0.000 abstract description 19
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 16
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical class [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 5
- 239000003480 eluent Substances 0.000 description 5
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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 4
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- A—HUMAN NECESSITIES
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- 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
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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
- 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
- C07D451/06—Oxygen atoms
- C07D451/12—Oxygen atoms acylated by aromatic or heteroaromatic carboxylic acids, e.g. cocaine
-
- 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
- C07D451/14—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 9-azabicyclo [3.3.1] nonane ring systems, e.g. granatane, 2-aza-adamantane; Cyclic acetals thereof
-
- 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
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/06—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing isoquinuclidine ring 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
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Anesthesiology (AREA)
- Hospice & Palliative Care (AREA)
- Otolaryngology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT8721997A IT1231413B (it) | 1987-09-23 | 1987-09-23 | Derivati dell'acido benzimidazolin-2-osso-1-carbossilico utili come antagonisti dei recettori 5-ht |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD285354A5 true DD285354A5 (de) | 1990-12-12 |
Family
ID=11189966
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD88319929A DD285354A5 (de) | 1987-09-23 | 1988-09-19 | Verfahren zur herstellung von 2-oxo-benzimidazolin-1-carbonsaeurederivate |
Country Status (28)
| Country | Link |
|---|---|
| EP (1) | EP0309423B1 (cs) |
| JP (1) | JPH0631225B2 (cs) |
| KR (1) | KR960003604B1 (cs) |
| AT (1) | ATE107305T1 (cs) |
| BR (1) | BR1100514A (cs) |
| CA (1) | CA1337347C (cs) |
| CZ (1) | CZ279864B6 (cs) |
| DD (1) | DD285354A5 (cs) |
| DE (1) | DE3850203T2 (cs) |
| DK (1) | DK172226B1 (cs) |
| ES (1) | ES2054872T3 (cs) |
| FI (1) | FI89920C (cs) |
| HK (1) | HK142195A (cs) |
| HU (2) | HU200770B (cs) |
| IE (1) | IE63234B1 (cs) |
| IL (1) | IL87795A (cs) |
| IT (1) | IT1231413B (cs) |
| LV (1) | LV11035B (cs) |
| MX (1) | MX9203249A (cs) |
| NO (1) | NO169286C (cs) |
| NZ (1) | NZ226291A (cs) |
| PH (1) | PH29923A (cs) |
| PL (2) | PL152951B1 (cs) |
| SK (1) | SK630788A3 (cs) |
| SU (1) | SU1676451A3 (cs) |
| UA (1) | UA8022A1 (cs) |
| YU (1) | YU46925B (cs) |
| ZA (1) | ZA887083B (cs) |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1230881B (it) * | 1989-06-20 | 1991-11-08 | Angeli Inst Spa | Derivati del r(-) 3-chinuclidinolo |
| CA2030051C (en) * | 1989-11-17 | 2001-08-07 | Haruhiko Kikuchi | Indole derivatives |
| EP0436245A1 (en) * | 1989-12-27 | 1991-07-10 | Duphar International Research B.V | Substituted 3,4-annelated benzimidazol-2(1H)-ones |
| JP3122671B2 (ja) * | 1990-05-23 | 2001-01-09 | 協和醗酵工業株式会社 | 複素環式化合物 |
| US5192770A (en) * | 1990-12-07 | 1993-03-09 | Syntex (U.S.A.) Inc. | Serotonergic alpha-oxoacetamides |
| JP3026845B2 (ja) * | 1991-02-20 | 2000-03-27 | 日清製粉株式会社 | ピペリジン誘導体 |
| IT1250629B (it) * | 1991-07-04 | 1995-04-21 | Boehringer Ingelheim Italia | Uso dei derivati dell'acido benzimidazolin-2-oxo-1-carbossilico. |
| GB9204565D0 (en) * | 1992-03-03 | 1992-04-15 | Smithkline Beecham Plc | Pharmaceuticals |
| JPH05310732A (ja) * | 1992-03-12 | 1993-11-22 | Mitsubishi Kasei Corp | シンノリン−３−カルボン酸誘導体 |
| JP2699794B2 (ja) * | 1992-03-12 | 1998-01-19 | 三菱化学株式会社 | チエノ〔３，２−ｂ〕ピリジン誘導体 |
| PH30413A (en) * | 1992-03-26 | 1997-05-09 | Boehringer Ingelheim Italia | Crystalline forms of endo-2,3-dihydro-n-(8-methyl)-8-azabicyclo-(3,2,1)oct-3-yl)-2-oxo-1h-benzimidazole-1-carboxamides |
| US5763459A (en) * | 1992-05-23 | 1998-06-09 | Smithkline Beecham P.L.C. | Medicaments for the treatment of anxiety |
| US5280028A (en) * | 1992-06-24 | 1994-01-18 | G. D. Searle & Co. | Benzimidazole compounds |
| US5521193A (en) * | 1992-06-24 | 1996-05-28 | G. D. Searle & Co. | Benzimidazole compounds |
| US5300512A (en) * | 1992-06-24 | 1994-04-05 | G. D. Searle & Co. | Benzimidazole compounds |
| WO1994000113A2 (en) * | 1992-06-27 | 1994-01-06 | Smithkline Beecham Plc | Medicaments containing 5-ht4 receptor antagonists |
| FR2694292B1 (fr) * | 1992-07-29 | 1994-10-21 | Esteve Labor Dr | Dérivés de benzimidazole-2-thione-, leur préparation et leur application en tant que médicament. |
| US5534521A (en) * | 1993-06-23 | 1996-07-09 | G. D. Searle & Co. | Benzimidazole compounds |
| GB9502582D0 (en) * | 1995-02-10 | 1995-03-29 | Smithkline Beecham Plc | Novel process |
| AU755117B2 (en) * | 1999-05-12 | 2002-12-05 | Sydney Gordon Low | A message processing system |
| TW200533348A (en) | 2004-02-18 | 2005-10-16 | Theravance Inc | Indazole-carboxamide compounds as 5-ht4 receptor agonists |
| TWI351282B (en) | 2004-04-07 | 2011-11-01 | Theravance Inc | Quinolinone-carboxamide compounds as 5-ht4 recepto |
| US7728006B2 (en) | 2004-04-07 | 2010-06-01 | Theravance, Inc. | Quinolinone-carboxamide compounds as 5-HT4 receptor agonists |
| US8309575B2 (en) | 2004-04-07 | 2012-11-13 | Theravance, Inc. | Quinolinone-carboxamide compounds as 5-HT4 receptor agonists |
| JP4129445B2 (ja) * | 2004-06-15 | 2008-08-06 | ファイザー・インク | ベンズイミダゾロンカルボン酸誘導体 |
| WO2006052889A2 (en) | 2004-11-05 | 2006-05-18 | Theravance, Inc. | Quinolinone-carboxamide compounds |
| EP1807422B1 (en) | 2004-11-05 | 2009-09-02 | Theravance, Inc. | 5-ht4 receptor agonist compounds |
| DE602005021696D1 (de) | 2004-12-22 | 2010-07-15 | Theravance Inc | Indazolcarbonsäureamidverbindungen |
| KR20070107807A (ko) | 2005-03-02 | 2007-11-07 | 세라밴스 인코포레이티드 | 5-ｈｔ4 수용체 아고니스트인 퀴놀리논 화합물 |
| DE602006019595D1 (de) | 2005-06-07 | 2011-02-24 | Theravance Inc | Benzimidazoloncarbonsäureamidverbindungen als agonisten des 5-ht4-rezeptors |
| MY143574A (en) | 2005-11-22 | 2011-05-31 | Theravance Inc | Carbamate compounds as 5-ht4 receptor agonists |
| AU2008281399A1 (en) * | 2007-07-27 | 2009-02-05 | Actelion Pharmaceuticals Ltd | 2-aza-bicyclo[3.3.0]octane derivatives |
| ES2432618T3 (es) | 2009-05-20 | 2013-12-04 | Inserm (Institut National De La Santé Et De La Recherche Medicale) | Antagonistas del receptor 5-HT3 de serotonina para usar en el tratamiento o prevención de una patología del oído interno con déficit vestibular |
| SMT201800184T1 (it) | 2009-05-20 | 2018-05-02 | Inst Nat Sante Rech Med | Antagonisti del recettore 5-ht3 della serotonina per uso nel trattamento di disordini da lesione vestibolare |
| CA2834548C (en) | 2011-04-28 | 2021-06-01 | The Broad Institute, Inc. | Inhibitors of histone deacetylase |
| WO2014018979A1 (en) | 2012-07-27 | 2014-01-30 | The Broad Institute, Inc. | Inhibitors of histone deacetylase |
| WO2014100438A1 (en) | 2012-12-20 | 2014-06-26 | The Broad Institute, Inc. | Cycloalkenyl hydroxamic acid derivatives and their use as histone deacetylase inhibitors |
| US20170166561A1 (en) | 2014-07-11 | 2017-06-15 | Alpharmagen, Llc | Quinuclidine compounds for modulating alpha7-nicotinic acetylcholine receptor activity |
| CA3125731A1 (en) | 2018-01-12 | 2019-07-18 | KDAc Therapeutics, Inc. | Combination of a selective histone deacetylase 3 (hdac3) inhibitor and an immunotherapy agent for the treatment of cancer |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4250176A (en) * | 1976-12-21 | 1981-02-10 | Janssen Pharmaceutica N.V. | Piperazine derivatives |
| EP0093488A3 (en) * | 1982-03-18 | 1984-05-23 | Beecham Group Plc | Nortropyl benzopyrrolinone compounds, process for their preparation and pharmaceutical compositions containing them |
| DE3687980T2 (de) * | 1986-01-07 | 1993-06-17 | Beecham Group Plc | Indolderivate mit einer azabicyclischen seitenkette, verfahren zu ihrer herstellung, zwischenprodukte und pharmazeutische zusammensetzungen. |
-
1987
- 1987-09-23 IT IT8721997A patent/IT1231413B/it active
-
1988
- 1988-09-19 PL PL1988279346A patent/PL152951B1/pl unknown
- 1988-09-19 PL PL1988274751A patent/PL151434B1/pl unknown
- 1988-09-19 EP EP88830375A patent/EP0309423B1/en not_active Expired - Lifetime
- 1988-09-19 AT AT88830375T patent/ATE107305T1/de not_active IP Right Cessation
- 1988-09-19 DE DE3850203T patent/DE3850203T2/de not_active Expired - Lifetime
- 1988-09-19 ES ES88830375T patent/ES2054872T3/es not_active Expired - Lifetime
- 1988-09-19 IL IL87795A patent/IL87795A/xx active Protection Beyond IP Right Term
- 1988-09-19 DD DD88319929A patent/DD285354A5/de not_active IP Right Cessation
- 1988-09-20 CA CA000577840A patent/CA1337347C/en not_active Expired - Lifetime
- 1988-09-20 JP JP63236179A patent/JPH0631225B2/ja not_active Expired - Lifetime
- 1988-09-21 YU YU177888A patent/YU46925B/sh unknown
- 1988-09-21 NZ NZ226291A patent/NZ226291A/xx unknown
- 1988-09-22 HU HU884970A patent/HU200770B/hu not_active IP Right Cessation
- 1988-09-22 PH PH37579A patent/PH29923A/en unknown
- 1988-09-22 CZ CS886307A patent/CZ279864B6/cs not_active IP Right Cessation
- 1988-09-22 SK SK6307-88A patent/SK630788A3/sk unknown
- 1988-09-22 IE IE286988A patent/IE63234B1/en not_active IP Right Cessation
- 1988-09-22 UA UA4356601A patent/UA8022A1/uk unknown
- 1988-09-22 SU SU884356601A patent/SU1676451A3/ru active
- 1988-09-22 DK DK526188A patent/DK172226B1/da not_active IP Right Cessation
- 1988-09-22 NO NO884202A patent/NO169286C/no not_active IP Right Cessation
- 1988-09-22 FI FI884350A patent/FI89920C/fi not_active IP Right Cessation
- 1988-09-22 ZA ZA887083A patent/ZA887083B/xx unknown
- 1988-09-23 KR KR88012299A patent/KR960003604B1/ko not_active Expired - Fee Related
-
1992
- 1992-06-24 MX MX9203249A patent/MX9203249A/es unknown
-
1995
- 1995-02-17 LV LVP-95-33A patent/LV11035B/en unknown
- 1995-06-30 HU HU95P/P00691P patent/HU211566A9/hu unknown
- 1995-09-07 HK HK142195A patent/HK142195A/en not_active IP Right Cessation
-
1997
- 1997-05-13 BR BR1100514-9A patent/BR1100514A/pt active IP Right Grant
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Legal Events
| Date | Code | Title | Description |
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| RPI | Change in the person, name or address of the patentee (searches according to art. 11 and 12 extension act) | ||
| ENJ | Ceased due to non-payment of renewal fee |