ES8604143A1 - Un procedimiento para preparar 4-aminoalquil-2(3h)-indolonas - Google Patents
Un procedimiento para preparar 4-aminoalquil-2(3h)-indolonasInfo
- Publication number
- ES8604143A1 ES8604143A1 ES543593A ES543593A ES8604143A1 ES 8604143 A1 ES8604143 A1 ES 8604143A1 ES 543593 A ES543593 A ES 543593A ES 543593 A ES543593 A ES 543593A ES 8604143 A1 ES8604143 A1 ES 8604143A1
- Authority
- ES
- Spain
- Prior art keywords
- mono
- alkyl
- hydroxyphenethyl
- allylamino
- amino
- 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
Links
- -1 di-benzylamino Chemical group 0.000 abstract 8
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- QNLOWBMKUIXCOW-UHFFFAOYSA-N indol-2-one Chemical compound C1=CC=CC2=NC(=O)C=C21 QNLOWBMKUIXCOW-UHFFFAOYSA-N 0.000 abstract 1
- FGFUBBNNYLNVLJ-UHFFFAOYSA-N indolone Natural products C1=CC=C2C(=O)C=NC2=C1 FGFUBBNNYLNVLJ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
-
- 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
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/34—Oxygen atoms in position 2
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
PROCEDIMIENTO PARA LA OBTENCION DE 4-AMINOALQUIL-2-(3H)-INDOLONAS Y DE SUS SALES DE ADICION DE ACIDOS DE FORMULA (I), EN LA QUE R PUEDE SER UNO DE VARIOS TIPOS DE RADICALES; R1, R2 Y R3 REPRESENTAN HIDROGENO O ALQUILO C1-4; Y N VALE 1-3. CONSISTE EN LA REACCION DE UN COMPUESTO DE FORMULA (II), EN LA QUE TODOS LOS SIMBOLOS TIENEN EL MISMO SIGNIFICADO QUE EN LA FORMULA (I), CON UN 5-HALO-1-FENIL-1H-TETRAZOL REACTIVO, EN UN DISOLVENTE ORGANICO INERTE, EN PRESENCIA DE UN AGENTE DE FIJACION DE ACIDO, COMO UN CARBONATO DE METAL ALCALINO, A UNA TEMPERATURA COMPRENDIDA ENTRE LA AMBIENTE Y 75JC; SEGUIDA DE LA REDUCCION DE LA INDOLONA FORMADA MEDIANTE HIDROGENACION EN PRESENCIA DE PALADIO SOBRE CARBON A 50JC. ESTOS COMPUESTOS TIENEN APLICACIONES FARMACOLOGICAS POR SU ACTIVIDAD ANTIANGINOSA.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/447,564 US4452808A (en) | 1982-12-07 | 1982-12-07 | 4-Aminoalkyl-2(3H)-indolones |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES543593A0 ES543593A0 (es) | 1986-01-16 |
| ES8604143A1 true ES8604143A1 (es) | 1986-01-16 |
Family
ID=23776840
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES527827A Granted ES527827A0 (es) | 1982-12-07 | 1983-12-06 | Un procedimiento para preparar 4-aminoalquil-2(3h)-indolonas |
| ES543593A Expired ES8604143A1 (es) | 1982-12-07 | 1985-05-29 | Un procedimiento para preparar 4-aminoalquil-2(3h)-indolonas |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES527827A Granted ES527827A0 (es) | 1982-12-07 | 1983-12-06 | Un procedimiento para preparar 4-aminoalquil-2(3h)-indolonas |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US4452808A (es) |
| EP (1) | EP0113964B1 (es) |
| JP (1) | JPS59112964A (es) |
| KR (1) | KR910001042B1 (es) |
| AU (1) | AU560170B2 (es) |
| BR (1) | BR1100036A (es) |
| CA (1) | CA1208650A (es) |
| CY (1) | CY1497A (es) |
| CZ (1) | CZ398191A3 (es) |
| DE (1) | DE3367090D1 (es) |
| DK (1) | DK156514C (es) |
| DZ (1) | DZ587A1 (es) |
| EG (1) | EG16556A (es) |
| ES (2) | ES527827A0 (es) |
| FI (1) | FI77849C (es) |
| GR (1) | GR79121B (es) |
| HK (1) | HK82089A (es) |
| IE (1) | IE56347B1 (es) |
| IL (1) | IL70311A (es) |
| LU (1) | LU90097I2 (es) |
| NL (1) | NL970005I2 (es) |
| NO (2) | NO160135C (es) |
| NZ (1) | NZ206344A (es) |
| PH (1) | PH22067A (es) |
| PT (1) | PT77739B (es) |
| ZA (1) | ZA839094B (es) |
| ZW (1) | ZW25883A1 (es) |
Families Citing this family (62)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4588740A (en) * | 1982-12-07 | 1986-05-13 | Smithkline Beckman Corporation | Pharmaceutical methods using 4-aminoalkyl-2(3H)-indolones |
| US4657929A (en) * | 1983-10-25 | 1987-04-14 | Fisons Plc | Compounds |
| US4554284A (en) * | 1984-09-12 | 1985-11-19 | Smithkline Beckman Corporation | 7-(2-Aminoethyl)-1,3-benzthia- or oxa-zol-2(3H)-ones |
| GB8621040D0 (en) * | 1986-08-30 | 1986-10-08 | Smith Kline French Lab | Process |
| GB8712073D0 (en) * | 1987-05-21 | 1987-06-24 | Smith Kline French Lab | Medicament |
| GB8714371D0 (en) * | 1987-06-19 | 1987-07-22 | Smith Kline French Lab | Process |
| GB9008605D0 (en) * | 1990-04-17 | 1990-06-13 | Smith Kline French Lab | Process |
| GB9015095D0 (en) * | 1990-07-09 | 1990-08-29 | Smith Kline French Lab | Therapeutic method |
| IE914003A1 (en) * | 1990-11-20 | 1992-05-20 | Astra Pharma Prod | Biologically Active Amines |
| WO1993023035A2 (en) * | 1992-05-18 | 1993-11-25 | Smithkline Beecham Plc | Use of indolone derivatives for the treatment of memory disorders, sexual dysfunction and parkinson's disease |
| GB9300309D0 (en) * | 1993-01-08 | 1993-03-03 | Smithkline Beecham Plc | Process |
| TW356468B (en) * | 1995-09-15 | 1999-04-21 | Astra Pharma Prod | Benzothiazolone compounds useful as beta2-adrenoreceptor and dopamine DA2 receptor agonists process for preparing same and pharmaceutical compositions containing same |
| US5807570A (en) * | 1995-09-29 | 1998-09-15 | Cygnus, Inc. | Transdermal administration of ropinirole and analogs thereof |
| GB9526511D0 (en) * | 1995-12-23 | 1996-02-28 | Astra Pharma Prod | Pharmaceutically active compounds |
| AU4088897A (en) * | 1996-08-27 | 1998-03-19 | American Home Products Corporation | 4-aminoethoxy indolone derivatives |
| AU3555099A (en) * | 1998-04-13 | 1999-11-01 | American Home Products Corporation | 4-amino-(ethylamino)-oxindole dopamine autoreceptor agonists |
| US6218421B1 (en) * | 1999-07-01 | 2001-04-17 | Smithkline Beecham P.L.C. | Method of promoting smoking cessation |
| AR030557A1 (es) | 2000-04-14 | 2003-08-27 | Jagotec Ag | Una tableta en multicapa de liberacion controlada y metodo de tratamiento |
| US6277875B1 (en) * | 2000-07-17 | 2001-08-21 | Andrew J. Holman | Use of dopamine D2/D3 receptor agonists to treat fibromyalgia |
| DE10041478A1 (de) * | 2000-08-24 | 2002-03-14 | Sanol Arznei Schwarz Gmbh | Neue pharmazeutische Zusammensetzung |
| WO2002069974A1 (en) * | 2001-03-05 | 2002-09-12 | Andrew Holman | Administration of sleep restorative agents |
| FR2821843B1 (fr) * | 2001-03-12 | 2003-05-09 | Servier Lab | Nouveaux derives d'isoindoloindolones, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| US20030068356A1 (en) * | 2001-07-10 | 2003-04-10 | Pather S. Indiran | Sequential drug delivery systems |
| PT1545546E (pt) * | 2002-09-13 | 2007-07-02 | Motac Neuroscience Ltd | Tratamento da discinesia com 2, 3-benzodiazepinas |
| JP2006502234A (ja) * | 2002-09-17 | 2006-01-19 | モタック・ニューロサイエンス・リミテッド | ジスキネジーの治療 |
| ES2237307B1 (es) * | 2003-10-14 | 2006-11-01 | Urquima, S.A. | Procedimiento para la preparacion de ropinirol. |
| WO2005074387A2 (en) * | 2003-12-30 | 2005-08-18 | Sun Pharmaceutical Industries Limited | Novel crystal forms of 4-[2-di-n-propylamino)ethyl]-2 (3h)- indolone hydrochloride |
| US7378439B2 (en) * | 2004-01-20 | 2008-05-27 | Usv, Ltd. | Process for the preparation of 4-(2-dipropylaminoethyl)-1,3-dihydro-2H-indol-2-one hydrochloride |
| WO2005105741A1 (en) * | 2004-02-11 | 2005-11-10 | Sun Pharmaceutical Industries Limited | Substantially pure 4-[2-(di-n-propylamino)ethyl]-2(3h)-indolone hydrochloride |
| WO2005080333A1 (en) * | 2004-02-19 | 2005-09-01 | Torrent Pharmaceuticals Ltd | Process for purification of ropinirole |
| PL1751106T3 (pl) * | 2004-05-11 | 2009-07-31 | Egis Gyogyszergyar Nyrt | Piperazynowe pochodne alkilooksyindoli |
| HUP0400953A3 (en) * | 2004-05-11 | 2008-02-28 | Egis Gyogyszergyar Nyilvanosan | Piperazine derivatives of alkyl-oxindoles, pharmaceutical compositions containing them, process for producing them and their use |
| US20050267096A1 (en) * | 2004-05-26 | 2005-12-01 | Pfizer Inc | New indazole and indolone derivatives and their use pharmaceuticals |
| US20050288270A1 (en) * | 2004-05-27 | 2005-12-29 | Pfizer Inc | New aminopyridine derivatives and their use as pharmaceuticals |
| EP1863484A1 (en) * | 2005-03-21 | 2007-12-12 | Pfizer Limited | Substituted triazole derivatives as oxytocin antagonists |
| CN100457711C (zh) * | 2005-06-27 | 2009-02-04 | 上海奥博生物医药技术有限公司 | 2-甲基-3-硝基苯基烷基胺衍生物或其盐的制备方法 |
| WO2007010557A2 (en) * | 2005-07-22 | 2007-01-25 | Ind-Swift Laboratorie Limted | Process for the preparation of highly pure ropinirole |
| BRPI0709184A2 (pt) | 2006-03-29 | 2011-06-28 | Alembic Ltd | processo para a purificação de cloridrato de ropinirol |
| PT2010184E (pt) * | 2006-04-06 | 2013-04-03 | Nupathe Inc | Implantes para o tratamento dos estados associados à dopamina |
| US20070254941A1 (en) * | 2006-04-21 | 2007-11-01 | Glenmark Pharmaceuticals Limited | Subtantially pure ropinirole hydrochloride, polymorphic form of ropinirole and process for their preparation |
| CN100457732C (zh) * | 2006-05-25 | 2009-02-04 | 药源药物化学(上海)有限公司 | 罗匹尼罗的制备方法 |
| TW200815045A (en) * | 2006-06-29 | 2008-04-01 | Jazz Pharmaceuticals Inc | Pharmaceutical compositions of ropinirole and methods of use thereof |
| WO2008001204A2 (en) * | 2006-06-29 | 2008-01-03 | Antares Pharma Ipl Ag | Transdermal compositions of pramipexole having enhanced permeation properties |
| EP2156833B1 (en) * | 2007-05-11 | 2011-11-30 | Santen Pharmaceutical Co., Ltd | Prophylactic or therapeutic agent for posterior ocular disease comprising non-ergot selective d2 receptor agonist as active ingredient |
| US20090076124A1 (en) * | 2007-09-14 | 2009-03-19 | Protia, Llc | Deuterium-enriched ropinirole |
| US20090247537A1 (en) * | 2008-03-25 | 2009-10-01 | William Dale Overfield | Methods for preventing or treating bruxism using dopaminergic agents |
| CN101574341B (zh) * | 2008-05-05 | 2012-12-19 | 北京德众万全医药科技有限公司 | 一种罗匹尼罗的口服固体药物组合物 |
| US20110195117A1 (en) * | 2008-09-01 | 2011-08-11 | Lupin Limited | Controlled release compositions of ropinirole |
| US20110262537A1 (en) | 2008-09-29 | 2011-10-27 | Premchand Nakhat | Extended release dosage form of ropinirole |
| US20100130582A1 (en) * | 2008-11-24 | 2010-05-27 | Auspex Pharmaceuticals, Inc. | Indolinone modulators of dopamine receptor |
| EP2438917B1 (en) | 2009-05-21 | 2014-09-03 | Hisamitsu Pharmaceutical Co., Inc. | Transdermal preparation |
| WO2011072704A1 (en) * | 2009-12-16 | 2011-06-23 | Pharmathen S.A. | Process for the preparation of ropinirole and salts thereof |
| JP5820469B2 (ja) | 2010-04-30 | 2015-11-24 | テイコク ファーマ ユーエスエー インコーポレーテッド | プロピニルアミノインダンの経皮組成物 |
| CN101891641B (zh) * | 2010-07-27 | 2015-06-10 | 北京华禧联合科技发展有限公司 | 盐酸罗匹尼罗关键中间体的稳定形态及其制备 |
| TWI537274B (zh) | 2011-03-14 | 2016-06-11 | 橘生藥品工業股份有限公司 | 新穎之八氫噻吩并喹啉衍生物、含有其之醫藥組成物及該等之用途 |
| CN103476404B (zh) | 2011-03-24 | 2017-09-29 | 帝国制药美国公司 | 包含活性剂层和活性剂转化层的透皮组合物 |
| WO2013070526A1 (en) | 2011-11-09 | 2013-05-16 | Teikoku Pharma Usa, Inc. | Methods for the treatment of skin neoplasms |
| AU2013338243B2 (en) | 2012-11-02 | 2016-09-29 | Teikoku Seiyaku Co., Ltd. | Propynylaminoindan transdermal compositions |
| JP6242811B2 (ja) | 2012-12-10 | 2017-12-06 | キッセイ薬品工業株式会社 | 新規なオクタヒドロピリドキナゾリン誘導体、それを含有する医薬組成物およびそれらの用途 |
| US9155695B2 (en) | 2013-03-14 | 2015-10-13 | Medtronic, Inc. | Injectable ropinirole compositions and methods for making and using same |
| US10961194B2 (en) | 2017-06-16 | 2021-03-30 | Zhejiang Huahai Licheng Pharmaceutical Co., Ltd. | Method for purifying ropinirole hydrochloride |
| CN115466209A (zh) * | 2022-09-29 | 2022-12-13 | 南通大学 | 一种罗匹尼罗环戊烷并吲哚酮杂质的合成方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA895875A (en) * | 1972-03-21 | Bourdais Jacques | Mercapto indole derivatives | |
| US3573310A (en) * | 1967-09-28 | 1971-03-30 | Miles Lab | 1-substituted derivatives of 2-indolinone |
| JPS5840539B2 (ja) * | 1976-03-31 | 1983-09-06 | 大塚製薬株式会社 | α−置換アミノアルカノイルオキシインド−ル誘導体 |
| JPS5825673B2 (ja) * | 1976-03-31 | 1983-05-28 | 大塚製薬株式会社 | オキシインド−ル誘導体 |
| JPS5919537B2 (ja) * | 1976-08-02 | 1984-05-07 | 大塚製薬株式会社 | オキシインド−ル誘導体 |
| US4317944A (en) * | 1980-08-15 | 1982-03-02 | General Electric Company | Preparation of 2,2-bis(4-hydroxyphenyl) propane |
| US4314944A (en) * | 1980-08-22 | 1982-02-09 | Smithkline Corporation | 4-Aminoalkyl-7-hydroxy-2(3H)-indolones |
-
1982
- 1982-12-07 US US06/447,564 patent/US4452808A/en not_active Expired - Lifetime
-
1983
- 1983-11-17 CA CA000441416A patent/CA1208650A/en not_active Expired
- 1983-11-21 NZ NZ206344A patent/NZ206344A/en unknown
- 1983-11-22 AU AU21585/83A patent/AU560170B2/en not_active Expired
- 1983-11-23 IL IL70311A patent/IL70311A/xx not_active IP Right Cessation
- 1983-11-25 ZW ZW258/83A patent/ZW25883A1/xx unknown
- 1983-11-25 PT PT77739A patent/PT77739B/pt unknown
- 1983-11-28 PH PH29901A patent/PH22067A/en unknown
- 1983-11-30 DE DE8383307289T patent/DE3367090D1/de not_active Expired
- 1983-11-30 EP EP83307289A patent/EP0113964B1/en not_active Expired
- 1983-11-30 LU LU90097C patent/LU90097I2/fr unknown
- 1983-11-30 CY CY1497A patent/CY1497A/xx unknown
- 1983-12-02 FI FI834421A patent/FI77849C/fi not_active IP Right Cessation
- 1983-12-05 EG EG753/83A patent/EG16556A/xx active
- 1983-12-05 GR GR73156A patent/GR79121B/el unknown
- 1983-12-06 NO NO834485A patent/NO160135C/no unknown
- 1983-12-06 IE IE2866/83A patent/IE56347B1/en not_active IP Right Cessation
- 1983-12-06 DK DK562183A patent/DK156514C/da not_active IP Right Cessation
- 1983-12-06 JP JP58231215A patent/JPS59112964A/ja active Granted
- 1983-12-06 ES ES527827A patent/ES527827A0/es active Granted
- 1983-12-07 KR KR1019830005790A patent/KR910001042B1/ko not_active Expired
- 1983-12-07 ZA ZA839094A patent/ZA839094B/xx unknown
-
1984
- 1984-12-07 DZ DZ847014A patent/DZ587A1/fr active
-
1985
- 1985-05-29 ES ES543593A patent/ES8604143A1/es not_active Expired
-
1989
- 1989-10-12 HK HK820/89A patent/HK82089A/en not_active IP Right Cessation
-
1991
- 1991-12-20 CZ CS913981A patent/CZ398191A3/cs unknown
-
1996
- 1996-08-30 BR BR1100036-8A patent/BR1100036A/pt active IP Right Grant
-
1997
- 1997-02-05 NL NL970005C patent/NL970005I2/nl unknown
-
1999
- 1999-06-18 NO NO1999011C patent/NO1999011I1/no unknown
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| Date | Code | Title | Description |
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| FD1A | Patent lapsed |
Effective date: 20051013 |