ES8502974A1 - Procedimiento para la obtencion de nuevos acidos 3-amino 1 benza-zepin-2-on-1-alcanicos. - Google Patents
Procedimiento para la obtencion de nuevos acidos 3-amino 1 benza-zepin-2-on-1-alcanicos.Info
- Publication number
- ES8502974A1 ES8502974A1 ES514856A ES514856A ES8502974A1 ES 8502974 A1 ES8502974 A1 ES 8502974A1 ES 514856 A ES514856 A ES 514856A ES 514856 A ES514856 A ES 514856A ES 8502974 A1 ES8502974 A1 ES 8502974A1
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- compounds
- hydrogen
- formula
- benzazepin
- 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
- 150000001875 compounds Chemical class 0.000 title abstract 4
- AYQMNFRCBKOMIA-UHFFFAOYSA-N 1-benzazepin-2-one Chemical class O=C1C=CC=C2C=CC=CC2=N1 AYQMNFRCBKOMIA-UHFFFAOYSA-N 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 239000000825 pharmaceutical preparation Substances 0.000 title 1
- 238000002360 preparation method Methods 0.000 title 1
- 230000001225 therapeutic effect Effects 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- UUUHXMGGBIUAPW-UHFFFAOYSA-N 1-[1-[2-[[5-amino-2-[[1-[5-(diaminomethylideneamino)-2-[[1-[3-(1h-indol-3-yl)-2-[(5-oxopyrrolidine-2-carbonyl)amino]propanoyl]pyrrolidine-2-carbonyl]amino]pentanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoyl]amino]-3-methylpentanoyl]pyrrolidine-2-carbon Chemical compound C1CCC(C(=O)N2C(CCC2)C(O)=O)N1C(=O)C(C(C)CC)NC(=O)C(CCC(N)=O)NC(=O)C1CCCN1C(=O)C(CCCN=C(N)N)NC(=O)C1CCCN1C(=O)C(CC=1C2=CC=CC=C2NC=1)NC(=O)C1CCC(=O)N1 UUUHXMGGBIUAPW-UHFFFAOYSA-N 0.000 abstract 2
- 102000004270 Peptidyl-Dipeptidase A Human genes 0.000 abstract 2
- 108090000882 Peptidyl-Dipeptidase A Proteins 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 150000002431 hydrogen Chemical group 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000005530 alkylenedioxy group Chemical group 0.000 abstract 1
- 125000002837 carbocyclic group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 150000001721 carbon Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/16—Benzazepines; Hydrogenated benzazepines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
- C07K5/022—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -X-C(=O)-(C)n-N-C-C(=O)-Y-; X and Y being heteroatoms; n being 1 or 2
- C07K5/0222—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -X-C(=O)-(C)n-N-C-C(=O)-Y-; X and Y being heteroatoms; n being 1 or 2 with the first amino acid being heterocyclic, e.g. Pro, Trp
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/06026—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atom, i.e. Gly or Ala
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06086—Dipeptides with the first amino acid being basic
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PROCEDIMIENTO PARA LA OBTENCION DE NUEVOS ACIDOS 3-AMINO-1BENZAZEPIN-2-ON-1-ALCALINOS.CONSISTE EN QUE EN UN COMPUESTO DE FORMULA (III), UN COMPUESTO DE FORMULA (II) SE INTRODUCE POR ALQUILACION CON UN COMPUESTO DE FORMULA (IV), EN PRESENCIA DE UN AGENTE DE REDUCCION, PARA OBTENER COMPUESTOS DE FORMULA (I) QUE TIENEN PROPIEDADES FORMADORAS; DONDE R0 SIGNIFICA CARBOXI O UN CARBOXI FUNCIONALMENTE MODIFICADO; R1 SIGNIFICA H, ALQUILO INFERIOR, AMINO-ALQUILO INFERIOR Y OTROS; R2SIGNIFICA H O ALQUILO INFERIOR; R3 Y R4 INDEPENDIENTEMENTE ENTRE SI, SIGNIFICAN H, ALCOXI INFERIOR, HIDROXI Y OTROS; R5 SIGNIFICA H O ALQUILO INFERIOR; X SIGNIFICA OXO, DOS ATOMOS DE HIDROGENO Y OTROS; Y EL ANILLO CARBOCICLICO TAMBIEN PUEDE SER HEXAHIDRO O 6, 7, 8, 9-TETRAHIDRO.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29190781A | 1981-08-11 | 1981-08-11 | |
| US31986381A | 1981-11-09 | 1981-11-09 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES514856A0 ES514856A0 (es) | 1985-02-01 |
| ES8502974A1 true ES8502974A1 (es) | 1985-02-01 |
Family
ID=26967047
Family Applications (6)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES514856A Expired ES8502974A1 (es) | 1981-08-11 | 1982-08-09 | Procedimiento para la obtencion de nuevos acidos 3-amino 1 benza-zepin-2-on-1-alcanicos. |
| ES526886A Expired ES8601142A1 (es) | 1981-08-11 | 1983-10-28 | Procedimiento para la obtencion de nuevos acidos 3-amino-(1)benzazepin-2-on-1-alcanicos |
| ES526887A Expired ES8606285A1 (es) | 1981-08-11 | 1983-10-28 | Procedimiento para la obtencion de nuevos acidos 3-amino-(1)benzazepin-2-on-1-alcanoicos |
| ES526888A Expired ES8504728A1 (es) | 1981-08-11 | 1983-10-28 | Procedimiento para la obtencion de nuevos acidos 3-amino-(1)benzazepin-2-on-1-alcanicos |
| ES526889A Expired ES8604523A1 (es) | 1981-08-11 | 1983-10-28 | Procedimiento para la obtencion de nuevos acidos 3-amino-(1)benzazepin-2-on-1-alcanicos |
| ES530658A Expired ES8602682A1 (es) | 1981-08-11 | 1984-03-15 | Procedimiento para la obtencion de nuevos acidos 3-amino-(1)-benzazepin-2-on-1-alcanicos |
Family Applications After (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES526886A Expired ES8601142A1 (es) | 1981-08-11 | 1983-10-28 | Procedimiento para la obtencion de nuevos acidos 3-amino-(1)benzazepin-2-on-1-alcanicos |
| ES526887A Expired ES8606285A1 (es) | 1981-08-11 | 1983-10-28 | Procedimiento para la obtencion de nuevos acidos 3-amino-(1)benzazepin-2-on-1-alcanoicos |
| ES526888A Expired ES8504728A1 (es) | 1981-08-11 | 1983-10-28 | Procedimiento para la obtencion de nuevos acidos 3-amino-(1)benzazepin-2-on-1-alcanicos |
| ES526889A Expired ES8604523A1 (es) | 1981-08-11 | 1983-10-28 | Procedimiento para la obtencion de nuevos acidos 3-amino-(1)benzazepin-2-on-1-alcanicos |
| ES530658A Expired ES8602682A1 (es) | 1981-08-11 | 1984-03-15 | Procedimiento para la obtencion de nuevos acidos 3-amino-(1)-benzazepin-2-on-1-alcanicos |
Country Status (22)
| Country | Link |
|---|---|
| EP (1) | EP0072352B1 (es) |
| KR (3) | KR890003425B1 (es) |
| AR (3) | AR240806A1 (es) |
| AT (1) | ATE18397T1 (es) |
| AU (1) | AU561395B2 (es) |
| CA (1) | CA1196636A (es) |
| CY (1) | CY1403A (es) |
| DD (1) | DD202546A5 (es) |
| DE (1) | DE3269625D1 (es) |
| DK (1) | DK157881C (es) |
| ES (6) | ES8502974A1 (es) |
| FI (1) | FI76074C (es) |
| GB (1) | GB2103614B (es) |
| GR (1) | GR77256B (es) |
| HK (1) | HK93387A (es) |
| HU (1) | HU189628B (es) |
| IE (1) | IE53668B1 (es) |
| IL (1) | IL66501A (es) |
| NL (1) | NL930112I2 (es) |
| NO (1) | NO161558C (es) |
| NZ (1) | NZ201555A (es) |
| PT (1) | PT75395B (es) |
Families Citing this family (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3242599A1 (de) * | 1982-11-18 | 1984-05-24 | Dr. Karl Thomae Gmbh, 7950 Biberach | Neue benzazepinderivate, ihre herstellung und ihre verwendung als arzneimittel |
| US4473575A (en) * | 1982-07-19 | 1984-09-25 | Ciba-Geigy Corporation | 3-Amino-(1)-benzazepin-2-one-1-alkanoic acids |
| DE3373469D1 (en) * | 1982-09-30 | 1987-10-15 | Merck & Co Inc | 1-n-alkylcarboxy-benzofused lactams useful as antihypertensive agents |
| US4575503A (en) * | 1983-02-10 | 1986-03-11 | Ciba-Geigy Corporation | 3-Amino-[1]-benzazepin-2-one-1-alkanoic acids |
| US4564612A (en) * | 1983-04-22 | 1986-01-14 | Takeda Chemical Industries, Ltd. | Condensed, seven-membered ring compounds and their use |
| US4539150A (en) * | 1983-06-29 | 1985-09-03 | Mitsui Toatsu Chemicals, Inc. | Benzothiazepine derivatives and their methods of preparation |
| JPS608284A (ja) * | 1983-06-29 | 1985-01-17 | Mitsui Toatsu Chem Inc | ベンゾチアゼピン誘導体およびその製造法 |
| US4638000A (en) * | 1983-08-12 | 1987-01-20 | Takeda Chemical Industries, Ltd. | Condensed seven-membered ring compounds, their production and use |
| AU570710B2 (en) * | 1983-08-12 | 1988-03-24 | Takeda Chemical Industries Ltd. | 4-oxo-2, 3, 4, 5-tetrahydro-1, 5-benzoxazepine derivatives |
| IL72523A (en) * | 1983-08-12 | 1988-06-30 | Takeda Chemical Industries Ltd | 3-amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine derivatives,their production and pharmaceutical compositions containing them |
| CA1266647A (en) * | 1984-06-26 | 1990-03-13 | William H. Parsons | Benzofused lactams useful as antihypertensive agents and as cholecystokinin antagonists |
| DE3586445T2 (de) * | 1984-06-26 | 1993-01-14 | Merck & Co Inc | Kondensierte benzo-laktam-verbindungen und deren pharmazeutische zusammensetzungen. |
| EP0166357A3 (en) * | 1984-06-26 | 1988-10-26 | Merck & Co. Inc. | Benzofused lactams and pharmaceutical compositions containing them |
| US4785089A (en) * | 1985-06-13 | 1988-11-15 | Ciba-Geigy Corporation | Novel sulfonic acid esters and their preparation |
| DE3704661A1 (de) * | 1987-02-14 | 1988-08-25 | Hoechst Ag | Annelierte azepinon- und azocinon-derivate, verfahren zu ihrer herstellung, diese enthaltende mittel und ihre verwendung, sowie zwischenprodukte bei ihrer herstellung |
| EP0322779A3 (en) * | 1987-12-29 | 1991-05-08 | Yoshitomi Pharmaceutical Industries, Ltd. | Benzolactam compounds and pharmaceutical uses thereof |
| TW197945B (es) * | 1990-11-27 | 1993-01-11 | Hoechst Ag | |
| GB9100028D0 (en) * | 1991-01-02 | 1991-02-20 | Ici Plc | Compounds |
| GB9212308D0 (en) * | 1992-06-10 | 1992-07-22 | Ici Plc | Therapeutic compositions |
| US5504080A (en) * | 1992-10-28 | 1996-04-02 | Bristol-Myers Squibb Co. | Benzo-fused lactams |
| WO1994013651A1 (de) * | 1992-12-11 | 1994-06-23 | Ciba-Geigy Ag | Benzazepinon-derivate |
| GB9310075D0 (en) * | 1993-05-17 | 1993-06-30 | Fujisawa Pharmaceutical Co | New mercapto-amide derivatives,processes for the preparation thereof and pharmaceutical composition comprising the same |
| GB9311948D0 (en) * | 1993-06-10 | 1993-07-28 | Zeneca Ltd | Substituted nitrogen heterocycles |
| US5801168A (en) * | 1994-06-09 | 1998-09-01 | Zeneca Limited | Substituted nitrogen heterocycles |
| US5597922A (en) * | 1994-07-29 | 1997-01-28 | State Of Oregon, Acting By And Through The Oregon State Board Of Higher Education, Acting For And On Behalf Of The Oregon Health Sciences University And The University Of Oregon | Glycine receptor antagonist pharmacophore |
| CA2391498A1 (en) * | 1999-11-18 | 2001-05-25 | Antexpharma, Inc. | Substituted 1-benzazepines and derivatives thereof |
| WO2002051813A2 (en) | 2000-12-27 | 2002-07-04 | Merck Patent Gmbh | PROCESS FOR THE PREPARATION OF α-AMINOSUBSTITUTED CARBOXYLIC ACID AMIDES |
| EP1383741A4 (en) | 2001-03-27 | 2006-01-04 | Ranbaxy Lab Ltd | PROCESS FOR THE PREPARATION OF BENAZEPRIL |
| EP1443919A4 (en) | 2001-11-16 | 2006-03-22 | Bristol Myers Squibb Co | DOUBLE INHIBITORS OF THE FATTY ACID BINDING PROTEIN OF THE ADIPOCYTES AND THE FATTY ACID BINDING PROTEIN OF KERATINOCYTES |
| AU2003250086A1 (en) * | 2002-07-26 | 2004-02-23 | Ciba Specialty Chemicals Holging Inc. | Crystalline polymorphic and amorphous forms of benazepril hydrochloride |
| KR100710548B1 (ko) * | 2002-12-26 | 2007-04-24 | 에스케이 주식회사 | (ｓ)-3-아미노-2,3,4,5-테트라히드로-2-옥소-1Ｈ-1-벤자제핀-1-아세트산 및 이의 에스테르 화합물의 제조방법 |
| US7459474B2 (en) | 2003-06-11 | 2008-12-02 | Bristol-Myers Squibb Company | Modulators of the glucocorticoid receptor and method |
| US8080579B2 (en) | 2005-10-03 | 2011-12-20 | The Regents Of The University Of Michigan | Compositions and methods for treatment of inflammatory bowel disease |
| US7592461B2 (en) | 2005-12-21 | 2009-09-22 | Bristol-Myers Squibb Company | Indane modulators of glucocorticoid receptor, AP-1, and/or NF-κB activity and use thereof |
| JP2010508358A (ja) | 2006-11-01 | 2010-03-18 | ブリストル−マイヤーズ スクイブ カンパニー | グルココルチコイド受容体、ＡＰ−１、および／またはＮＦ−κＢ活性の調節剤、並びにその使用 |
| US7968577B2 (en) | 2006-11-01 | 2011-06-28 | Bristol-Myers Squibb Company | Modulators of glucocorticoid receptor, AP-1, and/or NF-κB activity and use thereof |
| WO2008151257A2 (en) | 2007-06-04 | 2008-12-11 | Synergy Pharmaceuticals Inc. | Agonists of guanylate cyclase useful for the treatment of gastrointestinal disorders, inflammation, cancer and other disorders |
| US8969514B2 (en) | 2007-06-04 | 2015-03-03 | Synergy Pharmaceuticals, Inc. | Agonists of guanylate cyclase useful for the treatment of hypercholesterolemia, atherosclerosis, coronary heart disease, gallstone, obesity and other cardiovascular diseases |
| US7828840B2 (en) | 2007-11-15 | 2010-11-09 | Med Institute, Inc. | Medical devices and methods for local delivery of angiotensin II type 2 receptor antagonists |
| ES2627848T3 (es) | 2008-06-04 | 2017-07-31 | Synergy Pharmaceuticals Inc. | Agonistas de la guanilato ciclasa útiles para el tratamiento de trastornos gastrointestinales, inflamación, cáncer y otros trastornos |
| EP2334671A1 (en) | 2008-06-24 | 2011-06-22 | Bristol-Myers Squibb Company | Cyclopentathiophene modulators of the glucocorticoid receptor, ap-1, and/or nf-kappa b activity and use thereof |
| ES2624828T3 (es) | 2008-07-16 | 2017-07-17 | Synergy Pharmaceuticals Inc. | Agonistas de la guanilato ciclasa útiles para el tratamiento de trastornos gastrointestinales, inflamación, cáncer y otros |
| US9616097B2 (en) | 2010-09-15 | 2017-04-11 | Synergy Pharmaceuticals, Inc. | Formulations of guanylate cyclase C agonists and methods of use |
| EP2968439A2 (en) | 2013-03-15 | 2016-01-20 | Synergy Pharmaceuticals Inc. | Compositions useful for the treatment of gastrointestinal disorders |
| US9708367B2 (en) | 2013-03-15 | 2017-07-18 | Synergy Pharmaceuticals, Inc. | Agonists of guanylate cyclase and their uses |
| PL3004138T3 (pl) | 2013-06-05 | 2024-07-29 | Bausch Health Ireland Limited | Ultra-oczyszczeni agoniści peptydowi cyklazy guanylanowej C, sposób ich uzyskiwania i ich zastosowanie |
| WO2015027021A1 (en) | 2013-08-22 | 2015-02-26 | Bristol-Myers Squibb Company | Imide and acylurea derivatives as modulators of the glucocorticoid receptor |
| CN113292495B (zh) * | 2021-06-18 | 2022-09-13 | 迪嘉药业集团有限公司 | 一种 (s)-氨基化合物的合成方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3395150A (en) * | 1965-02-26 | 1968-07-30 | Squibb & Sons Inc | Benzothiazepine carboxamides and derivatives thereof |
| GB1305278A (es) * | 1970-03-12 | 1973-01-31 |
-
1982
- 1982-08-05 CY CY140382A patent/CY1403A/en unknown
- 1982-08-05 DE DE8282810329T patent/DE3269625D1/de not_active Expired
- 1982-08-05 GB GB08222564A patent/GB2103614B/en not_active Expired
- 1982-08-05 AT AT82810329T patent/ATE18397T1/de active
- 1982-08-05 EP EP82810329A patent/EP0072352B1/de not_active Expired
- 1982-08-09 GR GR68996A patent/GR77256B/el unknown
- 1982-08-09 PT PT75395A patent/PT75395B/pt unknown
- 1982-08-09 CA CA000409019A patent/CA1196636A/en not_active Expired
- 1982-08-09 ES ES514856A patent/ES8502974A1/es not_active Expired
- 1982-08-09 IL IL66501A patent/IL66501A/xx not_active IP Right Cessation
- 1982-08-09 FI FI822770A patent/FI76074C/fi not_active IP Right Cessation
- 1982-08-10 IE IE1929/82A patent/IE53668B1/en not_active IP Right Cessation
- 1982-08-10 NZ NZ201555A patent/NZ201555A/en unknown
- 1982-08-10 KR KR8203588A patent/KR890003425B1/ko not_active Expired
- 1982-08-10 DK DK358682A patent/DK157881C/da active
- 1982-08-10 DD DD82242400A patent/DD202546A5/de not_active IP Right Cessation
- 1982-08-10 HU HU822585A patent/HU189628B/hu unknown
- 1982-08-10 NO NO822722A patent/NO161558C/no not_active IP Right Cessation
- 1982-08-10 AU AU87014/82A patent/AU561395B2/en not_active Expired
- 1982-08-11 AR AR290295A patent/AR240806A1/es active
-
1983
- 1983-10-28 ES ES526886A patent/ES8601142A1/es not_active Expired
- 1983-10-28 ES ES526887A patent/ES8606285A1/es not_active Expired
- 1983-10-28 ES ES526888A patent/ES8504728A1/es not_active Expired
- 1983-10-28 ES ES526889A patent/ES8604523A1/es not_active Expired
-
1984
- 1984-02-28 AR AR84295865A patent/AR241222A1/es active
- 1984-02-28 AR AR295866A patent/AR240807A1/es active
- 1984-03-15 ES ES530658A patent/ES8602682A1/es not_active Expired
-
1987
- 1987-12-10 HK HK933/87A patent/HK93387A/xx not_active IP Right Cessation
-
1989
- 1989-05-13 KR KR8906486A patent/KR900001190B1/ko not_active Expired
- 1989-05-13 KR KR1019890006487A patent/KR900001191B1/ko not_active Expired
-
1993
- 1993-06-29 NL NL930112C patent/NL930112I2/nl unknown
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| Date | Code | Title | Description |
|---|---|---|---|
| PC1A | Transfer granted | ||
| FD1A | Patent lapsed |
Effective date: 20041116 |