ES2095855T3 - Derivados de tetrahidrobencimidazol. - Google Patents
Derivados de tetrahidrobencimidazol.Info
- Publication number
- ES2095855T3 ES2095855T3 ES90300918T ES90300918T ES2095855T3 ES 2095855 T3 ES2095855 T3 ES 2095855T3 ES 90300918 T ES90300918 T ES 90300918T ES 90300918 T ES90300918 T ES 90300918T ES 2095855 T3 ES2095855 T3 ES 2095855T3
- Authority
- ES
- Spain
- Prior art keywords
- group
- lower alkyl
- heterocyclic
- atom
- alkyl group
- 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 - Lifetime
Links
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- OJHWPOJTJKJBLA-UHFFFAOYSA-N 2,3,3a,4-tetrahydro-1h-benzimidazole Chemical class C1C=CC=C2NCNC21 OJHWPOJTJKJBLA-UHFFFAOYSA-N 0.000 abstract 1
- 102000035037 5-HT3 receptors Human genes 0.000 abstract 1
- 108091005477 5-HT3 receptors Proteins 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 230000008485 antagonism Effects 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052757 nitrogen Chemical group 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- 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
- C07D401/06—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 carbon chain containing only aliphatic carbon atoms
-
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P23/00—Anaesthetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/06—Antimigraine agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- 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
-
- 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
- C07D235/26—Oxygen atoms
-
- 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
- C07D235/30—Nitrogen atoms not forming part of a nitro radical
-
- 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
-
- 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
- C07D403/06—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 carbon chain containing only aliphatic carbon atoms
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Anesthesiology (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Otolaryngology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Hydrogenated Pyridines (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
DERIVADOS DEL TETRAHIDROBENCIMIDAZOL REPRESENTADOS POR LA FORMULA (I) EN DONDE HET REPRESENTA UN GRUPO HETEROCICLICO QUE PUEDE SUSTITUIRSE POR DE 1 A 3 SUSTITUTIVOS SELECCIONADOS DEL GRUPO CONSISTENTE EN UN GRUPO ALQUILO INFERIOR, UN GRUPO LAQUENILO INFERIOR, UN GRUPO ALQUINILO INFERIOR, UN GRUO CICLOALQULO INFERIOR, UN GRUPO ARALQULIO, UN GRUPO ALCOXI INFERIRO, UN GRUPO NITRO, UN GRUPO HIDROXILO, UN GRUO ALCOXICARBONILO INFERIOR Y UN ATOMO HALOGNEO, Y X REPRESENTA UN ENLACE SIMPLE O NH AEU ESTA UNIDO A UN ATOMO DE CARBONO O A UN ATOMO DE NITROGENO DEL ANILLO HETEROCICLICO, Y SALES FARMACEUTICAMENTE ACEPTABLES. ESTOS COMPUESTOS MUESTRAN ANTAGONISMO FRENTE AL RECEPTOR 5 TH3.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2539789 | 1989-02-02 | ||
| JP4889789 | 1989-02-28 | ||
| JP27344489 | 1989-10-20 | ||
| JP34293989 | 1989-12-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2095855T3 true ES2095855T3 (es) | 1997-03-01 |
Family
ID=27458302
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES90300918T Expired - Lifetime ES2095855T3 (es) | 1989-02-02 | 1990-01-30 | Derivados de tetrahidrobencimidazol. |
Country Status (14)
| Country | Link |
|---|---|
| EP (1) | EP0381422B1 (es) |
| JP (1) | JPH0625153B2 (es) |
| KR (1) | KR930011038B1 (es) |
| CN (1) | CN1030252C (es) |
| AT (1) | ATE144511T1 (es) |
| AU (1) | AU626980B2 (es) |
| DE (1) | DE69028934T2 (es) |
| DK (1) | DK0381422T3 (es) |
| ES (1) | ES2095855T3 (es) |
| FI (1) | FI104720B (es) |
| GR (1) | GR3022123T3 (es) |
| HU (2) | HU205350B (es) |
| NO (1) | NO177007C (es) |
| YU (1) | YU47555B (es) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05310732A (ja) * | 1992-03-12 | 1993-11-22 | Mitsubishi Kasei Corp | シンノリン−3−カルボン酸誘導体 |
| GB9214184D0 (en) * | 1992-07-03 | 1992-08-12 | Smithkline Beecham Plc | Pharmaceuticals |
| WO1995009168A1 (en) * | 1993-09-30 | 1995-04-06 | Tokyo Tanabe Company Limited | Indoline compound and 5-ht3 receptor antagonist containing the same as active ingredient |
| WO1995009167A1 (en) * | 1993-09-30 | 1995-04-06 | Tokyo Tanabe Company Limited | Indoline derivative and 5-ht3 receptor antagonist containing the same as active ingredient |
| US6262040B1 (en) * | 1996-09-04 | 2001-07-17 | Pfizer Inc | Indazole derivatives and their use as inhibitors of phosphodiesterase (PDE) type IV and the production of tumor necrosis factor (TNF) |
| EP1072263A4 (en) | 1998-03-26 | 2004-03-31 | Japan Tobacco Inc | AMID DERIVATIVES AND NOCICEPTINANT AGONISTS |
| US6437147B1 (en) | 2000-03-17 | 2002-08-20 | Novo Nordisk | Imidazole compounds |
| EP1268484A1 (en) * | 2000-03-17 | 2003-01-02 | Novo Nordisk A/S | Condensed imidazoles as histamine h3 receptor ligands |
| GB0010757D0 (en) | 2000-05-05 | 2000-06-28 | Astrazeneca Ab | Chemical compounds |
| KR20010112015A (ko) * | 2000-06-13 | 2001-12-20 | 정화영 | 굴껍질성분을 소재로 한 도자기제품의 제조방법 |
| GB0121941D0 (en) | 2001-09-11 | 2001-10-31 | Astrazeneca Ab | Chemical compounds |
| ATE450533T1 (de) * | 2003-02-14 | 2009-12-15 | Glaxo Group Ltd | Carboxamidderivate |
| MXPA05009025A (es) * | 2004-01-30 | 2006-04-27 | Astellas Pharma Inc | Agentes de tratamiento para el sindrome de intestino delgado irritado con diarrea predominante. |
| JP3763360B2 (ja) * | 2004-01-30 | 2006-04-05 | アステラス製薬株式会社 | 下痢型過敏性腸症候群治療剤 |
| CN1315823C (zh) * | 2004-11-02 | 2007-05-16 | 天津康鸿医药科技发展有限公司 | 一种合成盐酸雷莫司琼的新方法 |
| CN100436451C (zh) | 2005-04-11 | 2008-11-26 | 安斯泰来制药株式会社 | 拉莫司琼或其盐的新制造方法 |
| CN100390165C (zh) * | 2005-06-24 | 2008-05-28 | 天津康鸿医药科技发展有限公司 | 一种含烷酰基雷莫司琼的药物组合物及其应用 |
| CN101516367A (zh) | 2006-09-15 | 2009-08-26 | 安斯泰来制药有限公司 | 对光稳定的雷莫司琼的固态医药组合物 |
| EP2253316B1 (en) | 2009-05-20 | 2013-08-14 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Serotonin 5-HT3 receptor antagonists for use in the treatment or prevention of an inner ear pathology with vestibular deficits |
| CN102458400B (zh) | 2009-05-20 | 2014-10-08 | 国立健康与医学研究所 | 用于治疗病灶性前庭功能障碍的血清素5-ht3受体拮抗剂 |
| CN102101858B (zh) * | 2009-12-21 | 2014-12-31 | 天津康鸿医药科技发展有限公司 | 雷莫司琼衍生物及其制备方法和用途 |
| CN105669655A (zh) * | 2016-03-01 | 2016-06-15 | 苏州艾缇克药物化学有限公司 | 一种雷莫司琼的合成方法 |
| CN116854708A (zh) * | 2023-05-18 | 2023-10-10 | 邵阳学院 | 一种四氢苯并咪唑并[1,2,3]噁噻嗪砜化合物的合成方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI74707C (fi) * | 1982-06-29 | 1988-03-10 | Sandoz Ag | Foerfarande foer framstaellning av terapeutiskt anvaendbara alkylenoeverbryggade piperidylestrar eller -amider av bicykliska karboxylsyror. |
| DE3687080T2 (de) * | 1985-04-27 | 1993-03-25 | Beecham Group Plc | Azabicyclononyl-indazol-carboxamid mit 5-ht-antagonistischer wirkung. |
| CA2004911A1 (en) * | 1988-12-22 | 1990-06-22 | Mitsuaki Ohta | 4,5,6,7-tetrahydrobenzimidazole derivatives |
-
1990
- 1990-01-30 DE DE69028934T patent/DE69028934T2/de not_active Expired - Lifetime
- 1990-01-30 ES ES90300918T patent/ES2095855T3/es not_active Expired - Lifetime
- 1990-01-30 AT AT90300918T patent/ATE144511T1/de not_active IP Right Cessation
- 1990-01-30 AU AU48890/90A patent/AU626980B2/en not_active Expired
- 1990-01-30 EP EP90300918A patent/EP0381422B1/en not_active Expired - Lifetime
- 1990-01-30 DK DK90300918.1T patent/DK0381422T3/da active
- 1990-01-31 KR KR1019900001039A patent/KR930011038B1/ko not_active Expired - Lifetime
- 1990-01-31 FI FI900477A patent/FI104720B/fi active IP Right Grant
- 1990-02-01 HU HU90636A patent/HU205350B/hu unknown
- 1990-02-01 NO NO900487A patent/NO177007C/no not_active IP Right Cessation
- 1990-02-02 YU YU19890A patent/YU47555B/sh unknown
- 1990-02-02 JP JP2024206A patent/JPH0625153B2/ja not_active Expired - Lifetime
- 1990-02-02 CN CN90100544A patent/CN1030252C/zh not_active Expired - Lifetime
-
1995
- 1995-06-29 HU HU95P/P00537P patent/HU211874A9/hu unknown
-
1996
- 1996-12-20 GR GR960403558T patent/GR3022123T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ATE144511T1 (de) | 1996-11-15 |
| HU205350B (en) | 1992-04-28 |
| FI900477A0 (fi) | 1990-01-31 |
| NO177007C (no) | 1995-07-05 |
| GR3022123T3 (en) | 1997-03-31 |
| NO900487D0 (no) | 1990-02-01 |
| HU900636D0 (en) | 1990-04-28 |
| DE69028934T2 (de) | 1997-03-20 |
| YU19890A (sh) | 1992-09-07 |
| KR930011038B1 (ko) | 1993-11-20 |
| NO900487L (no) | 1990-08-03 |
| EP0381422A1 (en) | 1990-08-08 |
| KR900012914A (ko) | 1990-09-03 |
| FI104720B (fi) | 2000-03-31 |
| AU4889090A (en) | 1990-08-09 |
| AU626980B2 (en) | 1992-08-13 |
| JPH0625153B2 (ja) | 1994-04-06 |
| YU47555B (sh) | 1995-10-03 |
| CN1030252C (zh) | 1995-11-15 |
| HUT53099A (en) | 1990-09-28 |
| DE69028934D1 (de) | 1996-11-28 |
| HU211874A9 (en) | 1995-12-28 |
| NO177007B (no) | 1995-03-27 |
| JPH03223278A (ja) | 1991-10-02 |
| CN1045583A (zh) | 1990-09-26 |
| DK0381422T3 (da) | 1997-03-10 |
| EP0381422B1 (en) | 1996-10-23 |
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