ES8101067A1 - Procedimiento para la preparacion de nuevos bencimidazoles sustituidos en posicion 5 o 6 con un anillo de piridazinona - Google Patents
Procedimiento para la preparacion de nuevos bencimidazoles sustituidos en posicion 5 o 6 con un anillo de piridazinonaInfo
- Publication number
- ES8101067A1 ES8101067A1 ES482789A ES482789A ES8101067A1 ES 8101067 A1 ES8101067 A1 ES 8101067A1 ES 482789 A ES482789 A ES 482789A ES 482789 A ES482789 A ES 482789A ES 8101067 A1 ES8101067 A1 ES 8101067A1
- Authority
- ES
- Spain
- Prior art keywords
- benzhimidazoles
- replaced
- procedure
- preparation
- new
- 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
- AAILEWXSEQLMNI-UHFFFAOYSA-N 1h-pyridazin-6-one Chemical group OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 230000001351 cycling effect Effects 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- 102000014150 Interferons Human genes 0.000 abstract 1
- 108010050904 Interferons Proteins 0.000 abstract 1
- 208000025865 Ulcer Diseases 0.000 abstract 1
- GHVZOJONCUEWAV-UHFFFAOYSA-N [K].CCO Chemical compound [K].CCO GHVZOJONCUEWAV-UHFFFAOYSA-N 0.000 abstract 1
- 230000001407 anti-thrombic effect Effects 0.000 abstract 1
- 230000003177 cardiotonic effect Effects 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 229940079322 interferon Drugs 0.000 abstract 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 abstract 1
- 231100000397 ulcer Toxicity 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/04—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having less than three double bonds between ring members or between ring members and non-ring members
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/50—Pyridazines; Hydrogenated pyridazines
-
- 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
- C07D235/18—Benzimidazoles; Hydrogenated benzimidazoles with aryl radicals directly attached in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
PROCEDIMIENTO DE OBTENCION DE BENCIMIDAZOLES SUSTITUIDOS EN POSICION 5 O 6 CON UN ANILLO DE PIRIDAZINONA. CONSISTE EN EFECTUAR UNA CICLIZACION DE UN COMPUESTO DE FORMULA GENERAL (I). SE OBTIENE UN COMPUESTO DE FORMULA GENERAL (II). LA CICLIZACION SE PUEDE REALIZAR EN UN DISOLVENTE A TEMPERATURA COMPRENDIDA ENTRE 0 Y 250GC EVENTUALMENTE EN PRESENCIA DE UNA BASE TAL COMO ETILADO DE POTASIO O TER-BUTILATO DE POTASIO. TAMBIEN PUEDE REALIZARSE SIN DISOLVENTE Y/O SIN AGENTE DE CONDENSACION. *FORMULA* EFECTO ANTIVIRICO, INDUCTOR DE INTERFERON E INHIBIDOR DE ULCERAS, EFECTO CARDIOTONICO, HIPOTENSOR Y/O ANTITROMBICO.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19782837161 DE2837161A1 (de) | 1978-08-25 | 1978-08-25 | Neue benzimidazole und deren verwendung |
| DE19792922336 DE2922336A1 (de) | 1979-06-01 | 1979-06-01 | Neue in 5- oder 6-stellung durch einen pyridazinonring substituierte benzimidazole und deren verwendung als arzneimittel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES8101067A1 true ES8101067A1 (es) | 1980-12-01 |
| ES482789A0 ES482789A0 (es) | 1980-12-01 |
Family
ID=25775527
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES482789A Granted ES482789A0 (es) | 1978-08-25 | 1979-07-24 | Procedimiento para la preparacion de nuevos bencimidazoles sustituidos en posicion 5 o 6 con un anillo de piridazinona |
| ES491970A Expired ES8105001A1 (es) | 1978-08-25 | 1980-05-29 | Procedimiento para la preparacion de nuevos bencimidazoles, sustituidos en posicion 5 o 6 con un anillo de piridazinona |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES491970A Expired ES8105001A1 (es) | 1978-08-25 | 1980-05-29 | Procedimiento para la preparacion de nuevos bencimidazoles, sustituidos en posicion 5 o 6 con un anillo de piridazinona |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US4361563A (es) |
| EP (1) | EP0008391B1 (es) |
| AU (1) | AU528825B2 (es) |
| BG (1) | BG60428B2 (es) |
| CA (1) | CA1134362A (es) |
| CS (1) | CS410191A3 (es) |
| DE (1) | DE2962051D1 (es) |
| DK (1) | DK152496C (es) |
| ES (2) | ES482789A0 (es) |
| FI (1) | FI66372C (es) |
| GR (1) | GR69998B (es) |
| HK (1) | HK50585A (es) |
| IE (1) | IE48814B1 (es) |
| MX (1) | MX9202731A (es) |
| NL (1) | NL980035I2 (es) |
| PH (1) | PH17515A (es) |
| SG (1) | SG285G (es) |
Families Citing this family (63)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3129447A1 (de) * | 1981-07-25 | 1983-02-10 | Dr. Karl Thomae Gmbh, 7950 Biberach | "neue benztriazole, ihre herstellung und ihre verwendung als arzneimittel" |
| US4699909A (en) * | 1981-07-25 | 1987-10-13 | Dr. Karl Thomae Gmbh | Benzotriazolyl-4,5-dihydro-3(2H)-pyridazinones |
| US4353905A (en) * | 1981-09-17 | 1982-10-12 | Warner-Lambert Company | Substituted 4,5-dihydro-6-[4-(1H-imidazol-1-yl)phenyl]-3(2H)-pyridazinones and 6-[4-(1H-imidazol-1-yl)phenyl]-3(2H)-pyridazinones |
| ATE55620T1 (de) * | 1982-06-21 | 1990-09-15 | Wellcome Found | Verfahren zur herstellung von interferon. |
| US4734415A (en) * | 1982-08-13 | 1988-03-29 | Warner-Lambert Company | Substituted 4,5-dihydro-6-(substituted)-phenyl-3(2H)-pyridazinones and 6-(substituted) phenyl-3(2H)-pyridazinones |
| US4717730A (en) * | 1982-12-03 | 1988-01-05 | Warner-Lambert Company | 4,5-dihydro-6-(substituted)phenyl-5-methyl-3-(2H)-pyridazinones and pharmaceutical compositions containing the compounds as active components |
| US4521416A (en) * | 1983-03-22 | 1985-06-04 | Warner-Lambert Company | 4,5-Dihydro-6-[(substituted)-1H-imidazol-4-yl or 5-yl]-3(2H)-pyridazinones and 6-[(substituted)-1H-imidazol-4-yl or 5-yl]-3(2H)-pyridazinones |
| GB8320005D0 (en) * | 1983-07-25 | 1983-08-24 | Fujisawa Pharmaceutical Co | Benzothiazoline derivatives |
| US4591591A (en) * | 1984-03-08 | 1986-05-27 | Eli Lilly And Company | Pyridazinone derivatives as inotropic agents |
| US4647564A (en) * | 1984-05-14 | 1987-03-03 | Eli Lilly And Company | Inotropic agents |
| IL75122A (en) * | 1984-05-14 | 1989-02-28 | Lilly Co Eli | 3-methyl-5-(tetrahydro-6-oxopyridazin-3-yl)indoline derivatives,their preparation and use |
| US4816454A (en) * | 1984-09-21 | 1989-03-28 | Cassella Aktiengesellschaft | 4,5-dihydro-3(2H)-pyridazinones and their pharmacological use |
| US4617302A (en) * | 1984-10-15 | 1986-10-14 | Eli Lilly And Company | Inotropic agents |
| DE3505609A1 (de) * | 1985-02-19 | 1986-08-21 | Merck Patent Gmbh, 6100 Darmstadt | Benzimidazolyl-pyridazinone |
| DE3511110A1 (de) * | 1985-03-27 | 1986-10-02 | Dr. Karl Thomae Gmbh, 7950 Biberach | Neue pyridazinone, ihre herstellung und diese verbindungen enthaltende arzneimittel |
| US4725686A (en) * | 1985-11-22 | 1988-02-16 | William H. Rorer, Inc. | Benzodiazinone-pyridazinone and hydroxy-pyrazolyl compounds, cardiotonic compositions including the same, and their uses |
| US4906630A (en) * | 1985-11-22 | 1990-03-06 | Rorer Pharmaceutical Corporation | Method of increasing cardiac contractility using pharmaceutical compositions comprising benzodiazinone- pyridazinone or hydroxy-pyrazolyl compounds |
| US4785101A (en) * | 1985-11-22 | 1988-11-15 | Rorer Pharmaceutical Corporation | Benzodiazinone-hydroxypyrazolyl compounds, cardiotonic compositions including the same and their uses |
| US4868300A (en) * | 1985-11-22 | 1989-09-19 | Rorer Pharmaceutical Corporation | Benzodiazinone-pyridazinone and hydroxy-pyrazolyl compounds, cardiotonic compositions including the same, and their uses |
| DE3623944A1 (de) * | 1986-07-16 | 1988-02-11 | Thomae Gmbh Dr K | Neue benzolsulfonamido-indanylverbindungen, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
| US4859672A (en) * | 1986-10-29 | 1989-08-22 | Rorer Pharmaceutical Corporation | Pyrido[2,3-d]pyrimidinone and imidazo[4,5-b]pyrimidinone |
| DE3704879A1 (de) * | 1987-02-17 | 1988-08-25 | Merck Patent Gmbh | Pyridazinonderivate |
| DE3734083A1 (de) * | 1987-10-08 | 1989-04-20 | Heumann Pharma Gmbh & Co | Benzimidazole, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
| EP0326307B1 (en) * | 1988-01-23 | 1994-08-17 | Kyowa Hakko Kogyo Co., Ltd. | Novel pyridazinone derivatives and pharmaceutical preparations containing them |
| DE3805635A1 (de) * | 1988-02-24 | 1989-09-07 | Thomae Gmbh Dr K | Verwendung von benzimidazolen zur herstellung eines arzneimittels mit antiischaemischen wirkungen am herzen und dessen kombinationen mit ss-blockern oder bradycardica |
| DE3814057A1 (de) * | 1988-04-26 | 1989-11-09 | Heumann Pharma Gmbh & Co | 6-oxo-pyridazinderivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
| US5338743A (en) * | 1988-06-06 | 1994-08-16 | Fujisawa Pharmaceutical Co., Ltd. | New use of the adenosine antagonist |
| ES2080064T3 (es) * | 1988-07-11 | 1996-02-01 | Akzo Nobel Nv | Derivados de piridazinona. |
| DE3830054A1 (de) * | 1988-09-03 | 1990-03-15 | Boehringer Mannheim Gmbh | Phenylamide - verfahren zu ihrer herstellung sowie diese verbindungen enthaltende arzneimittel |
| DE3908531A1 (de) * | 1989-03-16 | 1990-09-20 | Thomae Gmbh Dr K | Arzneimittel mit einer positiv inotropen wirkung, enthaltend eine synergistisch wirkende mischung, bestehend aus einem benzimidazol und einem ss-blocker, deren herstellung und deren verwendung |
| DE3934436A1 (de) * | 1989-06-01 | 1991-04-18 | Thomae Gmbh Dr K | 2-hydroxy-n-propylamine, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
| DE4001622A1 (de) * | 1990-01-20 | 1991-07-25 | Thomae Gmbh Dr K | Orale arzneimittelformen von pimobendan |
| US5364646A (en) * | 1990-01-10 | 1994-11-15 | Dr. Karl Thomae Gmbh | Oral pharmaceutical forms of pimobendan |
| CA2060138A1 (en) * | 1991-01-29 | 1992-07-30 | Youichi Shiokawa | New use of the adenosine antagonist |
| PT994890E (pt) | 1997-06-10 | 2003-11-28 | Glaxo Group Ltd | Derivados de benzimidazole |
| US6162804A (en) * | 1997-09-26 | 2000-12-19 | Merck & Co., Inc. | Tyrosine kinase inhibitors |
| US6465484B1 (en) | 1997-09-26 | 2002-10-15 | Merck & Co., Inc. | Angiogenesis inhibitors |
| ATE264104T1 (de) | 1998-10-23 | 2004-04-15 | Toray Industries | Immunmodulierende arzneimittelzusammenstellung |
| TWI225488B (en) * | 1999-12-21 | 2004-12-21 | Janssen Pharmaceutica Nv | Derivatives of homopiperidinyl substituted benzimidazole analogues |
| ES2298277T3 (es) * | 2000-07-31 | 2008-05-16 | Carl Ernest Alexander | Composicion y dispositivo de higiene oral personal. |
| AU2002345796A1 (en) * | 2001-06-26 | 2003-03-03 | Beth Israel Deaconess Medical Center | Compositions and methods for inhibiting platelet activation and thrombosis |
| DE10203086A1 (de) * | 2002-01-28 | 2003-07-31 | Bayer Ag | 5-Ring Heterozyklen |
| DE102004011512B4 (de) | 2004-03-08 | 2022-01-13 | Boehringer Ingelheim Vetmedica Gmbh | Pharmazeutische Zubereitung enthaltend Pimobendan |
| EP1579862A1 (en) | 2004-03-25 | 2005-09-28 | Boehringer Ingelheim Vetmedica Gmbh | Use of PDE III inhibitors for the reduction of heart size in mammals suffering from heart failure |
| US8980894B2 (en) | 2004-03-25 | 2015-03-17 | Boehringer Ingelheim Vetmedica Gmbh | Use of PDE III inhibitors for the treatment of asymptomatic (occult) heart failure |
| JP4714921B2 (ja) * | 2005-02-14 | 2011-07-06 | トーアエイヨー株式会社 | ピモベンダンの製造法及びその中間体 |
| BRPI0616994A2 (pt) * | 2005-08-15 | 2011-07-05 | Irm Llc | compostos e composições como miméticos de tpo |
| WO2007054514A2 (en) | 2005-11-14 | 2007-05-18 | Boehringer Ingelheim Vetmedica Gmbh | Use of pde iii inhibitors or calcium sensitizers for the treatment of asymptomatic (occult) heart failure |
| EP1920785A1 (en) | 2006-11-07 | 2008-05-14 | Boehringer Ingelheim Vetmedica Gmbh | Liquid preparation comprising a complex of pimobendan and cyclodextrin |
| FR2917975B1 (fr) | 2007-06-26 | 2009-10-16 | Ceva Sante Animale Sa | Compositions et traitement de l'insuffisance cardiaque chez les animaux mammiferes non humains |
| MX2011005444A (es) | 2008-11-25 | 2011-06-09 | Boehringer Ingelheim Vetmed | Inhibidores de la fosfodiesterasa tipo iii (pde iii) o agentes sensibilizantes a iones de ca(2+) para el tratamiento de la cardiomiopatia hipertrofica. |
| NL1037569C2 (en) * | 2009-12-18 | 2011-06-21 | Eurovet Animal Health B V | Crystalline pimobendan, process for the preparation thereof, pharmaceutical composition and use. |
| AR089646A1 (es) | 2011-08-12 | 2014-09-10 | Boehringer Ingelheim Vetmed | Inhibidores de corrientes funny (if) para utilizar en un metodo de tratamiento y prevencion de la insuficiencia cardiaca en felinos |
| EP3167876B1 (en) | 2012-03-15 | 2021-09-08 | Boehringer Ingelheim Vetmedica GmbH | Pharmaceutical tablet formulation for the veterinary medical sector, method of production and use thereof |
| DK3021832T3 (da) | 2013-07-19 | 2021-05-25 | Boehringer Ingelheim Vetmedica Gmbh | Konserverede etherificerede cyclodextrinderivater indeholdende flydende vandig farmaceutisk sammensætning |
| ES2593210T3 (es) | 2013-12-04 | 2016-12-07 | Boehringer Ingelheim Vetmedica Gmbh | Composiciones farmacéuticas mejoradas de pimobendán |
| US10537570B2 (en) | 2016-04-06 | 2020-01-21 | Boehringer Ingelheim Vetmedica Gmbh | Use of pimobendan for the reduction of heart size and/or the delay of onset of clinical symptoms in patients with asymptomatic heart failure due to mitral valve disease |
| CN106432095B (zh) * | 2016-09-09 | 2019-04-16 | 东南大学 | 匹莫苯丹关键中间体6-(3,4-二氨基苯基)-5-甲基-4,5-二氢哒嗪-3(2h)-酮的制备 |
| CN106518850B (zh) * | 2016-11-15 | 2019-04-09 | 青岛农业大学 | 一种匹莫苯丹的化学合成方法 |
| WO2022073954A1 (en) | 2020-10-08 | 2022-04-14 | Boehringer Ingelheim Vetmedica Gmbh | Use of pimobendan in the anaesthesia of non-human mammals |
| AR131339A1 (es) | 2022-12-15 | 2025-03-12 | Boehringer Ingelheim Vetmedica Gmbh | Dispersiones sólidas que comprenden pimobendan amorfo y uno o más polímeros estabilizantes |
| KR20250151545A (ko) * | 2023-03-10 | 2025-10-21 | 조에티스 서비시즈 엘엘씨 | 포스포다이에스터레이스 3(pde3) 억제제 |
| WO2024240632A1 (en) | 2023-05-24 | 2024-11-28 | Boehringer Ingelheim Vetmedica Gmbh | Combination treatment and/or prevention of cardiac diseases in non-human mammals comprising one or more sglt-2 inhibitors and pimobendan and/or telmisartan |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2516040C2 (de) * | 1974-06-10 | 1984-12-20 | Dr. Karl Thomae Gmbh, 7950 Biberach | Benzimidazole, Verfahren zu deren Herstellung und diese enthaltende Arzneimittel |
| DE2427943C2 (de) * | 1974-06-10 | 1984-08-02 | Dr. Karl Thomae Gmbh, 7950 Biberach | Benzimidazole, Verfahren zu deren Herstellung und diese enthaltende Arzneimittel |
| JPS5416485A (en) * | 1977-07-08 | 1979-02-07 | Yoshitomi Pharmaceut Ind Ltd | Pyridazinone derivatives and their preparation |
-
1979
- 1979-07-24 ES ES482789A patent/ES482789A0/es active Granted
- 1979-07-25 GR GR59689A patent/GR69998B/el unknown
- 1979-08-01 EP EP79102758A patent/EP0008391B1/de not_active Expired
- 1979-08-01 DE DE7979102758T patent/DE2962051D1/de not_active Expired
- 1979-08-23 CA CA000334357A patent/CA1134362A/en not_active Expired
- 1979-08-23 FI FI792628A patent/FI66372C/fi not_active IP Right Cessation
- 1979-08-24 DK DK354279A patent/DK152496C/da not_active IP Right Cessation
- 1979-08-24 IE IE1629/79A patent/IE48814B1/en not_active IP Right Cessation
- 1979-08-24 AU AU50279/79A patent/AU528825B2/en not_active Expired
-
1980
- 1980-05-29 ES ES491970A patent/ES8105001A1/es not_active Expired
-
1981
- 1981-05-01 US US06/259,537 patent/US4361563A/en not_active Expired - Lifetime
- 1981-05-26 PH PH25674A patent/PH17515A/en unknown
-
1985
- 1985-01-03 SG SG2/85A patent/SG285G/en unknown
- 1985-07-04 HK HK505/85A patent/HK50585A/xx not_active IP Right Cessation
-
1991
- 1991-12-27 CS CS914101A patent/CS410191A3/cs unknown
-
1992
- 1992-06-08 MX MX9202731A patent/MX9202731A/es unknown
-
1994
- 1994-01-25 BG BG098420A patent/BG60428B2/bg unknown
-
1998
- 1998-11-19 NL NL980035C patent/NL980035I2/nl unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IE791629L (en) | 1980-02-25 |
| CS410191A3 (en) | 1992-05-13 |
| NL980035I1 (nl) | 1999-02-01 |
| PH17515A (en) | 1984-09-13 |
| FI792628A7 (fi) | 1980-02-26 |
| DK152496B (da) | 1988-03-07 |
| US4361563A (en) | 1982-11-30 |
| SG285G (en) | 1985-11-15 |
| ES491970A0 (es) | 1981-05-16 |
| AU5027979A (en) | 1980-02-28 |
| CA1134362A (en) | 1982-10-26 |
| IE48814B1 (en) | 1985-05-29 |
| EP0008391B1 (de) | 1982-02-03 |
| HK50585A (en) | 1985-07-12 |
| EP0008391A1 (de) | 1980-03-05 |
| NL980035I2 (nl) | 1999-03-01 |
| AU528825B2 (en) | 1983-05-12 |
| ES482789A0 (es) | 1980-12-01 |
| DE2962051D1 (en) | 1982-03-11 |
| DK354279A (da) | 1980-02-26 |
| DK152496C (da) | 1988-07-25 |
| BG60428B2 (bg) | 1995-03-31 |
| GR69998B (es) | 1982-07-23 |
| FI66372B (fi) | 1984-06-29 |
| MX9202731A (es) | 1992-06-30 |
| FI66372C (fi) | 1984-10-10 |
| ES8105001A1 (es) | 1981-05-16 |
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