SU1366055A3 - Способ получения пиперазинилбензогетероциклических соединений - Google Patents
Способ получения пиперазинилбензогетероциклических соединений Download PDFInfo
- Publication number
- SU1366055A3 SU1366055A3 SU813354800A SU3354800A SU1366055A3 SU 1366055 A3 SU1366055 A3 SU 1366055A3 SU 813354800 A SU813354800 A SU 813354800A SU 3354800 A SU3354800 A SU 3354800A SU 1366055 A3 SU1366055 A3 SU 1366055A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- group
- dihydro
- oxo
- methyl
- fluoro
- Prior art date
Links
Classifications
-
- 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
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- 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
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
- C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/18—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/22—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
- C07D295/24—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
- C07D455/03—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
- C07D455/04—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine
-
- 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
- C07D471/06—Peri-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55158652A JPS5781486A (en) | 1980-11-10 | 1980-11-10 | Benzo(ij)quinolidine-2-carboxylic acid derivative |
| JP56063170A JPS57176987A (en) | 1981-04-24 | 1981-04-24 | Pyrrolo(3,2,1-ij)quinoline-5-carboxylic acid derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1366055A3 true SU1366055A3 (ru) | 1988-01-07 |
Family
ID=26404260
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU813354800A SU1366055A3 (ru) | 1980-11-10 | 1981-11-09 | Способ получения пиперазинилбензогетероциклических соединений |
| SU823527501A SU1277896A3 (ru) | 1980-11-10 | 1982-12-27 | Способ получени производных тетрагидрохинолина или их фармацевтически приемлемых солей |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU823527501A SU1277896A3 (ru) | 1980-11-10 | 1982-12-27 | Способ получени производных тетрагидрохинолина или их фармацевтически приемлемых солей |
Country Status (19)
| Country | Link |
|---|---|
| US (2) | US4399134A (enExample) |
| KR (1) | KR880001625B1 (enExample) |
| AT (2) | AT395150B (enExample) |
| AU (1) | AU546358B2 (enExample) |
| CA (1) | CA1179341A (enExample) |
| CH (1) | CH648845A5 (enExample) |
| DE (2) | DE3144455A1 (enExample) |
| DK (1) | DK160940C (enExample) |
| ES (2) | ES507493A0 (enExample) |
| FI (1) | FI71141C (enExample) |
| FR (1) | FR2493849A1 (enExample) |
| GB (1) | GB2086905B (enExample) |
| IT (1) | IT1171646B (enExample) |
| NL (1) | NL193457C (enExample) |
| NO (1) | NO156828C (enExample) |
| PH (1) | PH16685A (enExample) |
| PT (1) | PT73957B (enExample) |
| SE (1) | SE448542B (enExample) |
| SU (2) | SU1366055A3 (enExample) |
Families Citing this family (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NO156828C (no) * | 1980-11-10 | 1987-12-02 | Otsuka Pharma Co Ltd | Analogifremgangsm te for fremstilling av antibakterielt virksomme benzoheterocykliske forbindelser. |
| US4380543A (en) * | 1981-11-06 | 1983-04-19 | Riker Laboratories, Inc. | Antimicrobial 8-cyano-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acids |
| PH22140A (en) * | 1982-06-29 | 1988-06-01 | Daiichi Seiyaku Co | Tricyclic compounds |
| US4443447A (en) * | 1982-10-25 | 1984-04-17 | Riker Laboratories, Inc. | Phenyl-substituted tricyclic antibacterial agents |
| JPS5978189A (ja) * | 1982-10-26 | 1984-05-04 | Otsuka Pharmaceut Co Ltd | ピロロ〔3,2,1−ij〕キノリン−5−カルボン酸誘導体 |
| US4472406A (en) * | 1982-11-12 | 1984-09-18 | Riker Laboratories, Inc. | Antimicrobial 6,7-dihydro-8-(imidazol-1-yl)-5-methyl-1-oxo-1H,5H-benzo [ij]quinolizine-2-carboxylic acids and derivatives |
| JPS59137482A (ja) * | 1983-01-26 | 1984-08-07 | Otsuka Pharmaceut Co Ltd | ピロロ〔3,2,1,−ij〕キノリン−5−カルボン酸誘導体 |
| JPS59155381A (ja) * | 1983-02-22 | 1984-09-04 | Kyorin Pharmaceut Co Ltd | ベンゾキノリジンカルボン酸誘導体及びその製造法 |
| US4473568A (en) * | 1983-03-01 | 1984-09-25 | Warner Lambert Company | Antibacterial thiazolidine or thiomorpholine substituted quinolines |
| US4472407A (en) * | 1983-03-17 | 1984-09-18 | Riker Laboratories, Inc. | Antimicrobial 8-alkoxy-6,7-dihydro-5-methyl-9-fluoro-1-oxo-1H,5H-benzo[ij]qu |
| US4562195A (en) * | 1984-02-02 | 1985-12-31 | Warner-Lambert Company | Reversing amnesia with saturated tricyclic nitrogen-containing diones |
| US4571396A (en) * | 1984-04-16 | 1986-02-18 | Warner-Lambert Company | Antibacterial agents |
| US4550103A (en) * | 1984-07-20 | 1985-10-29 | Warner-Lambert Company | Antibacterial 1-oxo-benzoquinolizine-2-carboxylic acids |
| CA1253154A (en) * | 1985-05-24 | 1989-04-25 | Atsushi Takagi | Benzo¬ij|quinolizine-2-carboxylic acid derivatives |
| US4940710A (en) * | 1986-01-17 | 1990-07-10 | American Cyanamid Company | 7-(substituted)piperazinyl-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids |
| US5210193A (en) * | 1986-01-17 | 1993-05-11 | American Cyanamid Company | Piperazine derivatives |
| US4948894A (en) * | 1989-02-21 | 1990-08-14 | American Cyanamid Company | 8-fluoro and 7, 8, 10-trifluoro-9-(substituted)-6-oxo-6H-benzo-(C)quinolizine-5-carboxylic acids |
| KR900014383A (ko) * | 1989-03-29 | 1990-10-23 | 원본미기재 | 피롤로퀴놀린 유도체, 이의 제조방법 및 이를 사용한 항균제 |
| KR100191943B1 (ko) * | 1993-03-10 | 1999-06-15 | 오스카 아키히코 | 인터루킨-1 저해제 |
| US6034100A (en) * | 1993-03-10 | 2000-03-07 | Otsuka Pharmaceutical Co., Ltd. | Method for inhibiting cytokine secretion |
| US6136806A (en) * | 1996-05-20 | 2000-10-24 | Otsuka Pharmaceutical Co., Ltd. | Remedy for rosacea |
| DE19718065A1 (de) * | 1997-04-29 | 1998-11-05 | Henkel Kgaa | Reinigungsmittel für nachvernetzende Polyurethan-Hotmelts |
| EP1175217B8 (en) * | 1999-05-07 | 2009-03-18 | Wockhardt Limited | (s)-benzoquinolizine carboxylic acids and their use as antibacterial agents |
| US6750224B1 (en) | 1999-05-07 | 2004-06-15 | Wockhardt Limited | Antibacterial optically pure benzoquinolizine carboxylic acids, processes, compositions and methods of treatment |
| US6514986B2 (en) | 2000-11-22 | 2003-02-04 | Wockhardt Limited | Chiral fluoroquinolone arginine salt forms |
| DE19962470A1 (de) † | 1999-12-22 | 2001-07-12 | Schulz Hans Herrmann | Verwendung von Chemotherapeutika |
| US6608078B2 (en) * | 2000-05-08 | 2003-08-19 | Wockhardt Limited | Antibacterial chiral 8-(substituted piperidino)-benzo [i,j] quinolizines, processes, compositions and methods of treatment |
| CA2403264A1 (en) * | 2000-05-08 | 2001-11-15 | Noel John De Souza | Chiral fluoroquinolizinone arginine salt forms |
| AU7866701A (en) * | 2000-05-08 | 2001-11-20 | Shiv Kumar Agarwal | Antibacterial chiral 8-(substituted piperidino)-benzo (i, j) quinolizines, processes, compositions and methods of treatment |
| US7098219B2 (en) | 2000-08-01 | 2006-08-29 | Wockhart Limited | Inhibitors of cellular efflux pumps of microbes |
| US6878713B2 (en) | 2001-04-25 | 2005-04-12 | Wockhardt Limited | Generation triple-targeting, chiral, broad-spectrum antimicrobial 7-substituted piperidino-quinolone carboxylic acid derivatives, their preparation, compositions and use as medicaments |
| US6964966B2 (en) * | 2001-04-25 | 2005-11-15 | Wockhardt Limited | Generation triple-targeting, chiral, broad-spectrum antimicrobial 7-substituted piperidino-quinolone carboxylic acid derivatives, their preparation, compositions and use as medicaments |
| JP2005511743A (ja) * | 2001-12-13 | 2005-04-28 | ウォックハート・リミテッド | 新世代の三重標的化したキラルな広域スペクトラム抗菌性の7位置換ピペリジノ−キノロンカルボン酸誘導体、その調製方法、組成物、および医薬としての使用 |
| WO2003099815A1 (en) * | 2002-05-28 | 2003-12-04 | Wockhardt Limited | Crystalline fluoroquinolone arginine salt form |
| EP1918289A3 (en) | 2002-05-28 | 2009-08-19 | Wockhardt Limited | Crystalline nadifloxacin arginine salt form |
| JP2006513188A (ja) * | 2002-12-31 | 2006-04-20 | ウックハート リミテッド | ベンゾキノリンジカルボン酸抗菌薬の組成物 |
| EP1589972A1 (en) * | 2002-12-31 | 2005-11-02 | Wockhardt Limited | Benzoquinolizine-2-carboxylic acid-containing compositions |
| DK1660495T3 (da) * | 2003-09-04 | 2007-11-05 | Wockhardt Ltd | Benzoquinolizin-2-carboxylsyreargininsalt,tetrahydrat |
| DE602006012535D1 (de) * | 2005-10-21 | 2010-04-08 | Glaxo Group Ltd | Peri-kondensierte tricyclische verbindungen verwendbar als antibakterielle mittel |
| EP2701699B1 (en) | 2011-04-28 | 2019-10-16 | 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 |
| CA2904387C (en) | 2013-03-15 | 2021-12-07 | Melinta Therapeutics, Inc. | Methods of treating infections in overweight and obese patients using antibiotics |
| BR112016008378B1 (pt) | 2013-10-14 | 2022-11-08 | Eisai R&D Management Co., Ltd | Compostos de quinolina seletivamente substituídos ou sal dos mesmos, e composição farmacêutica contendo os ditos compostos |
| AU2014334554B2 (en) | 2013-10-14 | 2018-12-06 | Eisai R&D Management Co., Ltd. | Selectively substituted quinoline compounds |
| 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 (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE793524A (fr) * | 1971-12-30 | 1973-06-29 | Riker Laboratories Inc | Acides benzoquinolizine-carboxyliques et leurs derives |
| US4001243A (en) * | 1972-11-02 | 1977-01-04 | Riker Laboratories, Inc. | Substituted benzo(ij)quinolizine-2-carboxylic acids and derivatives thereof |
| US3917609A (en) * | 1973-06-27 | 1975-11-04 | Minnesota Mining & Mfg | Pyrroloquinoline carboxylic acids and derivatives |
| DE2953973C2 (enExample) * | 1978-04-12 | 1989-02-02 | Otsuka Pharmaceutical Co., Ltd., Tokio/Tokyo, Jp | |
| JPS6019910B2 (ja) * | 1979-10-11 | 1985-05-18 | 大塚製薬株式会社 | ベンゾ〔ij〕キノリジン−2−カルボン酸誘導体及びその製造法 |
| US4416884A (en) * | 1978-04-12 | 1983-11-22 | Otsuka Pharmaceutical Co., Ltd. | Piperazinylbenzoheterocyclic compounds |
| JPS5540616A (en) * | 1978-09-14 | 1980-03-22 | Otsuka Pharmaceut Co Ltd | Preparation of benzo-hetero-compound |
| JPS5630964A (en) * | 1979-08-22 | 1981-03-28 | Kyorin Pharmaceut Co Ltd | Novel substituted quinolinecarboxylic acid and its preparation |
| JPS55149284A (en) * | 1980-05-02 | 1980-11-20 | Otsuka Pharmaceut Co Ltd | Piperazinylbenzo heterocyclic derivative |
| NO156828C (no) * | 1980-11-10 | 1987-12-02 | Otsuka Pharma Co Ltd | Analogifremgangsm te for fremstilling av antibakterielt virksomme benzoheterocykliske forbindelser. |
| KR880001634B1 (ko) * | 1980-12-18 | 1988-09-03 | 오쯔까 세이야꾸 가부시끼가이샤 | 벤조 헤테로사이클릭 화합물의 제조방법 |
-
1981
- 1981-11-04 NO NO813726A patent/NO156828C/no not_active IP Right Cessation
- 1981-11-05 AT AT0474881A patent/AT395150B/de not_active IP Right Cessation
- 1981-11-09 PT PT73957A patent/PT73957B/pt unknown
- 1981-11-09 SU SU813354800A patent/SU1366055A3/ru active
- 1981-11-09 DE DE19813144455 patent/DE3144455A1/de active Granted
- 1981-11-09 DE DE2000175035 patent/DE10075035I2/de active Active
- 1981-11-09 IT IT49656/81A patent/IT1171646B/it active
- 1981-11-09 FI FI813526A patent/FI71141C/fi not_active IP Right Cessation
- 1981-11-09 DK DK495281A patent/DK160940C/da not_active IP Right Cessation
- 1981-11-09 SE SE8106642A patent/SE448542B/sv unknown
- 1981-11-10 CA CA000389769A patent/CA1179341A/en not_active Expired
- 1981-11-10 GB GB8133890A patent/GB2086905B/en not_active Expired
- 1981-11-10 FR FR8121100A patent/FR2493849A1/fr active Granted
- 1981-11-10 KR KR1019810004344A patent/KR880001625B1/ko not_active Expired
- 1981-11-10 AU AU77335/81A patent/AU546358B2/en not_active Expired
- 1981-11-10 CH CH7200/81A patent/CH648845A5/de not_active IP Right Cessation
- 1981-11-10 PH PH26477A patent/PH16685A/en unknown
- 1981-11-10 US US06/320,027 patent/US4399134A/en not_active Expired - Lifetime
- 1981-11-10 ES ES507493A patent/ES507493A0/es active Granted
- 1981-11-10 NL NL8105075A patent/NL193457C/nl not_active IP Right Cessation
-
1982
- 1982-10-15 ES ES516523A patent/ES516523A0/es active Granted
- 1982-12-27 SU SU823527501A patent/SU1277896A3/ru active
-
1983
- 1983-05-25 US US06/497,914 patent/US4552879A/en not_active Expired - Lifetime
-
1989
- 1989-12-20 AT AT2887/89A patent/AT393383B/de not_active IP Right Cessation
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