ES8604199A1 - Procedimiento para la preparacion de nuevos bencimidazoles sustituidos. - Google Patents
Procedimiento para la preparacion de nuevos bencimidazoles sustituidos.Info
- Publication number
- ES8604199A1 ES8604199A1 ES517167A ES517167A ES8604199A1 ES 8604199 A1 ES8604199 A1 ES 8604199A1 ES 517167 A ES517167 A ES 517167A ES 517167 A ES517167 A ES 517167A ES 8604199 A1 ES8604199 A1 ES 8604199A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- salts
- substituted benzimidazoles
- preparation
- reaction
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
- C07D235/28—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/68—One oxygen atom attached in position 4
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
PROCEDIMIENTO PARA LA OBTENCION DE BENCIMIDAZOLES SUSTITUIDOS Y DE SUS SALES, DE FORMULA (I), EN LA QUE R1 Y R2 REPRESENTAN HIDROGENO O METILO; Y N VALE 0. CONSISTE EN LA REACCION DE MERCAPTOBENCIMIDAZOLES DE FORMULA (II), O SUS SALES, CON DERIVADOS DE PICOLINA DE FORMULA (III), O SUS SALES, EN LAS QUE Z1 REPRESENTA UN GRUPO SALIENTE ACTIVO Y R1 Y R2 TIENEN EL MISMO SIGNIFICADO QUE EN LA FORMULA (I). LA REACCION SE EFECTUA EN UN DISOLVENTE ORGANICO POLAR, CON ADICION O SIN ADICION DE AGUA, EN PRESENCIA DE UN ACEPTOR DE PROTONES, A UNA TEMPERATURA COMPRENDIDA ENTRE 50JC Y 100JC. ESTOS COMPUESTOS TIENEN APLICACIONES FARMACOLOGICAS PARA EL TRATAMIENTO DE ENFERMEDADES BASADAS EN AFECCIONES DE ESTOMAGO Y DE LOS INTESTINOS.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH708181 | 1981-11-05 | ||
| CH708081 | 1981-11-05 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES8604199A1 true ES8604199A1 (es) | 1986-02-01 |
| ES517167A0 ES517167A0 (es) | 1986-02-01 |
Family
ID=25700722
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES517167A Expired ES8604199A1 (es) | 1981-11-05 | 1982-11-05 | Procedimiento para la preparacion de nuevos bencimidazoles sustituidos. |
| ES83526899A Expired ES8504140A1 (es) | 1981-11-05 | 1983-10-28 | Procedimiento para la preparacion de nuevos bencimidazoles substituidos |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES83526899A Expired ES8504140A1 (es) | 1981-11-05 | 1983-10-28 | Procedimiento para la preparacion de nuevos bencimidazoles substituidos |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4472409A (es) |
| EP (1) | EP0080602A1 (es) |
| AU (1) | AU544288B2 (es) |
| DE (1) | DE3240248A1 (es) |
| DK (1) | DK491682A (es) |
| ES (2) | ES8604199A1 (es) |
| FI (1) | FI823787A7 (es) |
| GR (1) | GR77370B (es) |
| HU (1) | HU187521B (es) |
| NO (1) | NO823691L (es) |
| PT (1) | PT75805B (es) |
Families Citing this family (81)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL66340A (en) * | 1981-08-13 | 1986-08-31 | Haessle Ab | Pharmaceutical compositions comprising pyridylmethyl-thiobenzimidazole derivatives,certain such novel derivatives and their preparation |
| SE8204879D0 (sv) * | 1982-08-26 | 1982-08-26 | Haessle Ab | Novel chemical intermediates |
| SE8300736D0 (sv) * | 1983-02-11 | 1983-02-11 | Haessle Ab | Novel pharmacologically active compounds |
| SE8301182D0 (sv) * | 1983-03-04 | 1983-03-04 | Haessle Ab | Novel compounds |
| HU193408B (en) * | 1983-05-03 | 1987-10-28 | Byk Gulden Lomberg Chem Fqb | Process for production of new tree-cycle compounds |
| CA1259070A (en) * | 1983-07-01 | 1989-09-05 | Upjohn Company (The) | Substituted 2-¬monoannelated(3,4-,4,5-, and 5,6-)- pyridylalkylenesulfinyl|-benzimidazoles |
| DE3333314A1 (de) * | 1983-09-15 | 1985-03-28 | Hoechst Ag, 6230 Frankfurt | Substituierte pyrido(1,2-c)imidazo(1,2-a)benzimidazole, verfahren zu ihrer herstellung, ihre verwendung sowie pharmazeutische praeparate auf basis dieser verbindungen |
| US4575554A (en) * | 1983-12-05 | 1986-03-11 | The Upjohn Company | Substituted 2-pyridylmethylthio- and sulfinyl-benzimidazoles as gastric antisecretory agents |
| ZW4585A1 (en) * | 1984-04-19 | 1985-11-20 | Hoffmann La Roche | Imidazole derivatives |
| IL75400A (en) * | 1984-06-16 | 1988-10-31 | Byk Gulden Lomberg Chem Fab | Dialkoxypyridine methyl(sulfinyl or sulfonyl)benzimidazoles,processes for the preparation thereof and pharmaceutical compositions containing the same |
| EP0174717B1 (en) * | 1984-07-06 | 1992-01-22 | FISONS plc | Benzimidazoles, and their production formulation and use as gastric acid secretion inhibitors |
| SE8404065D0 (sv) * | 1984-08-10 | 1984-08-10 | Haessle Ab | Novel biologically active compounds |
| JPS6150979A (ja) * | 1984-08-16 | 1986-03-13 | Takeda Chem Ind Ltd | ピリジン誘導体およびその製造法 |
| JPS6150978A (ja) * | 1984-08-16 | 1986-03-13 | Takeda Chem Ind Ltd | ピリジン誘導体およびその製造法 |
| IL76839A (en) * | 1984-10-31 | 1988-08-31 | Byk Gulden Lomberg Chem Fab | Picoline derivatives,processes for the preparation thereof and pharmaceutical compositions containing the same |
| SE8405588D0 (sv) * | 1984-11-08 | 1984-11-08 | Haessle Ab | New compounds |
| GB8526154D0 (en) * | 1985-02-06 | 1985-11-27 | Kotobuki Seiyaku Co Ltd | 2-substituted cyclo-heptoimidazoles |
| US4743609A (en) * | 1985-02-12 | 1988-05-10 | Banyu Pharmaceutical Co., Ltd. | Indole derivatives having gastric and antisecretory and cytoprotective properties, and pharmaceutical preparations containing same |
| AU5768886A (en) | 1985-05-24 | 1986-11-27 | G.D. Searle & Co. | 2-((1-h-benzimidazol-2-ylsulfinyl)methyl)benzenamines |
| US5869513A (en) * | 1985-05-24 | 1999-02-09 | G. D. Searle & Co. | 2- (1H-benzimidazol-2-ylsulfinyl)methyl!benzenamines |
| US4738975A (en) * | 1985-07-02 | 1988-04-19 | Takeda Chemical Industries, Ltd. | Pyridine derivatives, and use as anti-ulcer agents |
| DK337086A (da) * | 1985-08-12 | 1987-02-13 | Hoffmann La Roche | Benzimidazolderivater |
| AR243167A1 (es) | 1985-08-24 | 1993-07-30 | Hoechst Ag | Procedimiento para la preparacion de toluidinas sustituidas. |
| US5433959A (en) | 1986-02-13 | 1995-07-18 | Takeda Chemical Industries, Ltd. | Stabilized pharmaceutical composition |
| CA1327010C (en) * | 1986-02-13 | 1994-02-15 | Tadashi Makino | Stabilized solid pharmaceutical composition containing antiulcer benzimidazole compound and its production |
| US6749864B2 (en) | 1986-02-13 | 2004-06-15 | Takeda Chemical Industries, Ltd. | Stabilized pharmaceutical composition |
| ES2032394T3 (es) | 1986-02-20 | 1993-02-16 | Hoechst Aktiengesellschaft | Procedimiento para preparar derivados de tienoimidazol sustituidos. |
| JPS62201884A (ja) * | 1986-02-28 | 1987-09-05 | Tokyo Tanabe Co Ltd | ベンズイミダゾール誘導体及びその製造法 |
| WO1987005296A1 (en) * | 1986-03-07 | 1987-09-11 | Pfizer Inc. | 2-[(2-pyridyl)methylsulfinyl]thienoimidazoles and related compounds as antiulcer agents |
| GB2189699A (en) * | 1986-04-30 | 1987-11-04 | Haessle Ab | Coated acid-labile medicaments |
| GB2189698A (en) * | 1986-04-30 | 1987-11-04 | Haessle Ab | Coated omeprazole tablets |
| US4772619A (en) * | 1986-07-17 | 1988-09-20 | G. D. Searle & Co. | [(1H-benzimidazol-2-ylsulfinyl)methyl]-2-pyridinamines |
| US4687775A (en) * | 1986-07-17 | 1987-08-18 | G. D. Searle & Co. | 2-[(Imidazo[1,2-a]pyridinylmethyl)sulfinyl]-1H-benzimidazoles |
| US4721718A (en) * | 1986-08-18 | 1988-01-26 | G. D. Searle & Co. | 2-[(imidazo[1,2-a]pyridin-3-ylmethyl)sulfinyl]-1H-benzimidazoles useful in the treatment and prevention of ulcers |
| DE3639926A1 (de) * | 1986-11-22 | 1988-06-01 | Hoechst Ag | Substituierte thienoimidazoltoluidin-derivate, verfahren zu ihrer herstellung, sie enthaltende pharmazeutische zubereitungen und ihre verwendung als magensaeuresekretionshemmer |
| DE3723327A1 (de) * | 1987-07-15 | 1989-02-02 | Hoechst Ag | Substituierte thienoimidazol-derivate, verfahren zu ihrer herstellung, sie enthaltende pharmazeutische zubereitungen und ihre verwendung als magensaeuresekretionshemmer, magenschutzmittel sowie als medikament gegen intestinale entzuendungen |
| DK171989B1 (da) * | 1987-08-04 | 1997-09-08 | Takeda Chemical Industries Ltd | Fremgangsmåde til fremstilling af 2-(2-pyridylmethylsulfinyl)-benzimidazoler |
| WO1989003829A1 (en) * | 1987-10-30 | 1989-05-05 | Aktiebolaget Hässle | Omeprazole for treatment of diseases related to bone loss |
| AU617721B2 (en) * | 1987-10-30 | 1991-12-05 | Aktiebolaget Hassle | 2-pyridinylmethyl (sulfinyl or thio) benzimidazoles for treatment of diseases related to bone loss |
| US5223515A (en) * | 1988-08-18 | 1993-06-29 | Takeda Chemical Industries, Ltd. | Injectable solution containing a pyridyl methylsulfinylbenzimidazole |
| AT391693B (de) * | 1988-11-15 | 1990-11-12 | Cl Pharma | Verfahren zur herstellung von 3-5-dimethyl-4methoxypyridinderivaten sowie neues zwischenprodukt hierfuer |
| HU203736B (en) * | 1989-04-06 | 1991-09-30 | Gyogyszerkutato Intezet | Process for producing new thiouracil-derivatives and pharmaceutical compositions containing them |
| AT394368B (de) * | 1990-08-07 | 1992-03-25 | Byk Gulden Lomberg Chem Fab | Verfahren zur herstellung von 3,4-dialkoxypyridinen |
| CA2053527C (en) | 1990-10-17 | 2002-03-12 | Takashi Sohda | Pyridine derivatives, their production and use |
| BR9306702A (pt) * | 1992-07-08 | 1998-12-08 | Monsanto Co | Benzimidazóis para aliviar úlceras estomacais em suínos |
| EP0652751B1 (en) * | 1992-07-28 | 1996-10-23 | Astra Aktiebolag | Injection and injection kit containing omeprazole and its analogs |
| TW280770B (es) | 1993-10-15 | 1996-07-11 | Takeda Pharm Industry Co Ltd | |
| KR950014611A (ko) * | 1993-11-11 | 1995-06-16 | 이헌조 | 고풍량 횡류펜 익근차 |
| US5945425A (en) * | 1994-04-29 | 1999-08-31 | G.D. Searle & Co. | Method of using (H+ /K+)ATPase inhibitors as antiviral agents |
| CN1045773C (zh) * | 1994-06-23 | 1999-10-20 | 沈阳药科大学 | 吡啶衍生物的制备方法 |
| US5824339A (en) * | 1995-09-08 | 1998-10-20 | Takeda Chemical Industries, Ltd | Effervescent composition and its production |
| CN1093855C (zh) * | 1995-09-21 | 2002-11-06 | 帕斯医药股份有限公司 | 新的含有对酸不稳定的奥美拉唑的组合物及其制备方法 |
| US6645988B2 (en) | 1996-01-04 | 2003-11-11 | Curators Of The University Of Missouri | Substituted benzimidazole dosage forms and method of using same |
| US5840737A (en) | 1996-01-04 | 1998-11-24 | The Curators Of The University Of Missouri | Omeprazole solution and method for using same |
| US6699885B2 (en) * | 1996-01-04 | 2004-03-02 | The Curators Of The University Of Missouri | Substituted benzimidazole dosage forms and methods of using same |
| US6489346B1 (en) | 1996-01-04 | 2002-12-03 | The Curators Of The University Of Missouri | Substituted benzimidazole dosage forms and method of using same |
| SI20019A (sl) * | 1998-07-13 | 2000-02-29 | LEK, tovarna farmacevtskih in kemi�nih izdelkov, d.d. | Izboljšan postopek sinteze 5-metoksi -2-/(4-metoksi-3,5-dimetil-2-piridil)metil/ sulfinil-1H-benzimidazola |
| WO2000027841A1 (en) * | 1998-11-06 | 2000-05-18 | Dong-A Pharmaceutical Co., Ltd. | Method of preparing sulfide derivatives |
| US6544556B1 (en) | 2000-09-11 | 2003-04-08 | Andrx Corporation | Pharmaceutical formulations containing a non-steroidal antiinflammatory drug and a proton pump inhibitor |
| AU2001296908A1 (en) * | 2000-09-29 | 2002-04-08 | Geneva Pharmaceuticals, Inc. | Proton pump inhibitor formulation |
| US20040006111A1 (en) * | 2002-01-25 | 2004-01-08 | Kenneth Widder | Transmucosal delivery of proton pump inhibitors |
| US20030228363A1 (en) * | 2002-06-07 | 2003-12-11 | Patel Mahendra R. | Stabilized pharmaceutical compositons containing benzimidazole compounds |
| EP1603537A4 (en) * | 2003-02-20 | 2009-11-04 | Santarus Inc | NOVEL FORMULATION, ANTICIPATED COMPLEX IMMEDIATE RELEASE FOR A FAST AND CONTINUOUS SUPPRESSION OF MAGIC ACID |
| WO2004101533A1 (en) * | 2003-05-12 | 2004-11-25 | Janssen Pharmaceutica, N.V. | 1, 3, 4-benzotriazepin-2-one salts and their use as cck receptor ligands |
| US8993599B2 (en) | 2003-07-18 | 2015-03-31 | Santarus, Inc. | Pharmaceutical formulations useful for inhibiting acid secretion and methods for making and using them |
| JP2007504261A (ja) * | 2003-09-03 | 2007-03-01 | エイジーアイ・セラピューティクス・リサーチ・リミテッド | プロトンポンプ阻害剤製剤、並びに当該製剤を製造及び使用する方法関連出願の表示 |
| US8815916B2 (en) | 2004-05-25 | 2014-08-26 | Santarus, Inc. | Pharmaceutical formulations useful for inhibiting acid secretion and methods for making and using them |
| US8906940B2 (en) | 2004-05-25 | 2014-12-09 | Santarus, Inc. | Pharmaceutical formulations useful for inhibiting acid secretion and methods for making and using them |
| US20060024362A1 (en) * | 2004-07-29 | 2006-02-02 | Pawan Seth | Composition comprising a benzimidazole and process for its manufacture |
| EP1790647B1 (en) | 2004-09-13 | 2013-05-08 | Takeda Pharmaceutical Company Limited | Method for producing oxidized compound |
| NZ598728A (en) | 2006-12-22 | 2013-09-27 | Ironwood Pharmaceuticals Inc | Compositions comprising bile acid sequestrants for treating esophageal disorders |
| CN101492459B (zh) * | 2008-01-25 | 2011-04-27 | 山东轩竹医药科技有限公司 | 含烷氧乙酰基二氢异噁唑并吡啶化合物 |
| CN101648907B (zh) * | 2009-09-14 | 2011-08-03 | 南京第一农药集团有限公司 | 2-氯甲基-4-甲氧基-3,5-二甲基吡啶盐酸盐的纯化方法 |
| US20130156720A1 (en) | 2010-08-27 | 2013-06-20 | Ironwood Pharmaceuticals, Inc. | Compositions and methods for treating or preventing metabolic syndrome and related diseases and disorders |
| CA2898362C (en) | 2013-01-15 | 2020-09-01 | Ironwood Pharmaceuticals, Inc. | Gastro-retentive sustained-release oral dosage form of a bile acid sequestrant |
| JP6377334B2 (ja) * | 2013-10-25 | 2018-08-22 | 東洋鋼鈑株式会社 | 非線形光学色素、フォトリフラクティブ材料組成物、フォトリフラクティブ基材およびホログラム記録媒体 |
| US20180015118A1 (en) | 2015-02-03 | 2018-01-18 | Ironwood Pharmaceuticals, Inc. | Methods of treating upper gastrointestinal disorders in ppi refractory gerd |
| US20170042806A1 (en) | 2015-04-29 | 2017-02-16 | Dexcel Pharma Technologies Ltd. | Orally disintegrating compositions |
| US10736855B2 (en) | 2016-02-25 | 2020-08-11 | Dexcel Pharma Technologies Ltd. | Compositions comprising proton pump inhibitors |
| US10076494B2 (en) | 2016-06-16 | 2018-09-18 | Dexcel Pharma Technologies Ltd. | Stable orally disintegrating pharmaceutical compositions |
| ES2919558T3 (es) * | 2016-09-14 | 2022-07-27 | Bayer Cropscience Ag | Método para producir compuestos bicíclicos halogenados |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4045564A (en) * | 1974-02-18 | 1977-08-30 | Ab Hassle | Benzimidazole derivatives useful as gastric acid secretion inhibitors |
| SE416649B (sv) * | 1974-05-16 | 1981-01-26 | Haessle Ab | Forfarande for framstellning av foreningar som paverkar magsyrasekretionen |
| SE7804231L (sv) * | 1978-04-14 | 1979-10-15 | Haessle Ab | Magsyrasekretionsmedel |
| US4359465A (en) * | 1980-07-28 | 1982-11-16 | The Upjohn Company | Methods for treating gastrointestinal inflammation |
| IL66340A (en) * | 1981-08-13 | 1986-08-31 | Haessle Ab | Pharmaceutical compositions comprising pyridylmethyl-thiobenzimidazole derivatives,certain such novel derivatives and their preparation |
-
1982
- 1982-10-29 US US06/437,883 patent/US4472409A/en not_active Expired - Fee Related
- 1982-10-30 EP EP82110054A patent/EP0080602A1/de not_active Withdrawn
- 1982-10-30 DE DE19823240248 patent/DE3240248A1/de not_active Withdrawn
- 1982-11-04 FI FI823787A patent/FI823787A7/fi not_active Application Discontinuation
- 1982-11-04 GR GR69728A patent/GR77370B/el unknown
- 1982-11-05 HU HU823570A patent/HU187521B/hu unknown
- 1982-11-05 NO NO82823691A patent/NO823691L/no unknown
- 1982-11-05 PT PT75805A patent/PT75805B/pt unknown
- 1982-11-05 DK DK491682A patent/DK491682A/da not_active Application Discontinuation
- 1982-11-05 ES ES517167A patent/ES8604199A1/es not_active Expired
- 1982-11-05 AU AU90195/82A patent/AU544288B2/en not_active Withdrawn - After Issue
-
1983
- 1983-10-28 ES ES83526899A patent/ES8504140A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FI823787L (fi) | 1983-05-06 |
| ES526899A0 (es) | 1985-05-01 |
| NO823691L (no) | 1983-05-06 |
| FI823787A0 (fi) | 1982-11-04 |
| PT75805B (en) | 1989-07-03 |
| DK491682A (da) | 1983-05-06 |
| AU544288B2 (en) | 1985-05-23 |
| AU9019582A (en) | 1983-05-12 |
| FI823787A7 (fi) | 1983-05-06 |
| GR77370B (es) | 1984-09-11 |
| EP0080602A1 (de) | 1983-06-08 |
| DE3240248A1 (de) | 1983-06-01 |
| PT75805A (en) | 1982-12-01 |
| ES8504140A1 (es) | 1985-05-01 |
| US4472409A (en) | 1984-09-18 |
| HU187521B (en) | 1986-01-28 |
| ES517167A0 (es) | 1986-02-01 |
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