MX169619B - Procedimiento para sintetizar derivados de aminometil-oxo-oxalidinil-benceno utiles como agentes antibacterianos - Google Patents
Procedimiento para sintetizar derivados de aminometil-oxo-oxalidinil-benceno utiles como agentes antibacterianosInfo
- Publication number
- MX169619B MX169619B MX006049A MX604984A MX169619B MX 169619 B MX169619 B MX 169619B MX 006049 A MX006049 A MX 006049A MX 604984 A MX604984 A MX 604984A MX 169619 B MX169619 B MX 169619B
- Authority
- MX
- Mexico
- Prior art keywords
- compounds
- formula
- solvent
- amine
- reaction
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 239000003242 anti bacterial agent Substances 0.000 title abstract 2
- 230000002194 synthesizing effect Effects 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 4
- 239000002904 solvent Substances 0.000 abstract 4
- 150000001412 amines Chemical class 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- DATCHARVTIYZAL-UHFFFAOYSA-N CC1=C(C=CC=C1N)C2NC(=O)CO2 Chemical class CC1=C(C=CC=C1N)C2NC(=O)CO2 DATCHARVTIYZAL-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 150000008065 acid anhydrides Chemical class 0.000 abstract 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 229910052792 caesium Inorganic materials 0.000 abstract 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 abstract 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Substances ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 1
- -1 chloroform ester Chemical class 0.000 abstract 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical class [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 abstract 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 229910052744 lithium Inorganic materials 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- ZJLMKPKYJBQJNH-UHFFFAOYSA-N propane-1,3-dithiol Chemical compound SCCCS ZJLMKPKYJBQJNH-UHFFFAOYSA-N 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- GEWQYWRSUXOTOL-UHFFFAOYSA-N rubidium(1+);azide Chemical class [Rb+].[N-]=[N+]=[N-] GEWQYWRSUXOTOL-UHFFFAOYSA-N 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D263/18—Oxygen atoms
- C07D263/20—Oxygen atoms attached in position 2
-
- 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
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D263/18—Oxygen atoms
- C07D263/20—Oxygen atoms attached in position 2
- C07D263/24—Oxygen atoms attached in position 2 with hydrocarbon radicals, substituted by oxygen atoms, attached to other ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US50189783A | 1983-06-07 | 1983-06-07 | |
| US57833284A | 1984-02-14 | 1984-02-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX169619B true MX169619B (es) | 1993-07-15 |
Family
ID=27053956
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX006049A MX169619B (es) | 1983-06-07 | 1984-06-06 | Procedimiento para sintetizar derivados de aminometil-oxo-oxalidinil-benceno utiles como agentes antibacterianos |
Country Status (16)
| Country | Link |
|---|---|
| EP (1) | EP0127902B1 (oth) |
| AU (1) | AU583250B2 (oth) |
| CA (2) | CA1254213A (oth) |
| DE (1) | DE3485162D1 (oth) |
| DK (1) | DK279584A (oth) |
| ES (2) | ES8506659A1 (oth) |
| FI (1) | FI83216C (oth) |
| GR (1) | GR82361B (oth) |
| HU (1) | HU194194B (oth) |
| IE (1) | IE57619B1 (oth) |
| IL (1) | IL72028A (oth) |
| MX (1) | MX169619B (oth) |
| NO (1) | NO163451C (oth) |
| NZ (1) | NZ208395A (oth) |
| PT (1) | PT78703A (oth) |
| SU (2) | SU1505442A3 (oth) |
Families Citing this family (54)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4705799A (en) * | 1983-06-07 | 1987-11-10 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl benzenes useful as antibacterial agents |
| CA1260948A (en) * | 1984-12-05 | 1989-09-26 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl benzene derivatives useful as antibacterial agents |
| US5099026A (en) * | 1986-09-12 | 1992-03-24 | Crater Davis H | Fluorochemical oxazolidinones |
| CA1323370C (en) * | 1986-09-12 | 1993-10-19 | Davis H. Crater | Fluorochemical oxazolidinones |
| US5036093A (en) * | 1987-10-09 | 1991-07-30 | Du Pont Merck Pharmaceutical | Aminomethyl oxooxazolidinyl azacycloalkylbenzene derivatives useful as antibacterial agents |
| US5032605A (en) * | 1987-10-09 | 1991-07-16 | Du Pont Merck Pharmaceutical Company | Aminomethyl oxooxazolidinyl oxa or thia cycloalkylbenzene derivatives useful as antibacterial agents |
| US5039690A (en) * | 1987-10-09 | 1991-08-13 | Du Pont Merck Pharmaceutical Company | Aminomethyl oxooxazolidinyl oxa or thia cycloalkylbenzene derivatives useful as antibacterial agents |
| US5036092A (en) * | 1987-10-09 | 1991-07-30 | Du Pont Merck Pharmaceutical | Aminomethyl oxooxazolidinyl azacycloalkylbenzene derivatives useful as antibacterial agents |
| US4965268A (en) * | 1987-10-09 | 1990-10-23 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl cycloalkylbenzene derivatives useful as antibacterial agents |
| US4921869A (en) * | 1987-10-09 | 1990-05-01 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl cycloalkylbenzene derivatives useful as antibacterial agents |
| US4801600A (en) * | 1987-10-09 | 1989-01-31 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl cycloalkylbenzene derivatives useful as antibacterial agents |
| US4985429A (en) * | 1987-10-09 | 1991-01-15 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl cycloalkylbenzene derivatives useful as antibacterial agents |
| CA1320730C (en) * | 1987-10-16 | 1993-07-27 | The Du Pont Merck Pharmaceutical Company | Aminomethyl oxooxazolidinyl aroylbenzene derivatives useful as antibacterial agents |
| US4942183A (en) * | 1987-10-16 | 1990-07-17 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl aroylbenzene derivatives useful as antibacterial agents |
| CA1317594C (en) * | 1987-10-21 | 1993-05-11 | Chung-Ho Park | Aminomethyloxooxazolidinyl ethenylbenzene derivatives useful as antibacterial agents |
| US4977173A (en) * | 1987-10-21 | 1990-12-11 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl ethenylbenzene derivatives useful as antibacterial agents |
| US4948801A (en) * | 1988-07-29 | 1990-08-14 | E. I. Du Pont De Nemours And Company | Aminomethyloxooxazolidinyl arylbenzene derivatives useful as antibacterial agents |
| JP2865211B2 (ja) * | 1988-09-15 | 1999-03-08 | ファルマシア・アンド・アップジョン・カンパニー | ５’―インドリニル―５β―アミドメチルオキサゾリジン―２―オン類、３―（縮合環置換）フェニル―５β―アミドメチルオキサゾリジン―２―オン類および３―（窒素原子置換）フェニル―５β―アミドメチルオキサゾリジン―２―オン類 |
| US5182403A (en) * | 1988-09-15 | 1993-01-26 | The Upjohn Company | Substituted 3(5'indazolyl) oxazolidin-2-ones |
| US5225565A (en) * | 1988-09-15 | 1993-07-06 | The Upjohn Company | Antibacterial 3-(fused-ring substituted)phenyl-5β-amidomethyloxazolidin-2-ones |
| US5231188A (en) * | 1989-11-17 | 1993-07-27 | The Upjohn Company | Tricyclic [6.5.51]-fused oxazolidinone antibacterial agents |
| KR100257418B1 (ko) * | 1991-11-01 | 2000-05-15 | 로렌스 티. 마이젠헬더 | 치환된 아릴-및 헤테로아릴-페닐옥사졸리디논 |
| TW299332B (oth) * | 1992-12-08 | 1997-03-01 | Upjohn Co | |
| DE69316240T2 (de) * | 1992-12-08 | 1998-05-20 | Upjohn Co | Durch eine tropon gruppe substituierte phenyloxazolidinone-derivate als antibakterielles mittel |
| MY115155A (en) * | 1993-09-09 | 2003-04-30 | Upjohn Co | Substituted oxazine and thiazine oxazolidinone antimicrobials. |
| US5688792A (en) * | 1994-08-16 | 1997-11-18 | Pharmacia & Upjohn Company | Substituted oxazine and thiazine oxazolidinone antimicrobials |
| BR9509136A (pt) * | 1994-10-26 | 1998-07-21 | Upjohn Co | Composto e uso do mesmo |
| MX9703040A (es) * | 1995-09-12 | 1997-07-31 | Upjohn Co | Antimicrobianos de feniloxazolidinona. |
| GB9601666D0 (en) * | 1996-01-27 | 1996-03-27 | Zeneca Ltd | Chemical compounds |
| GB9702213D0 (en) | 1996-02-24 | 1997-03-26 | Zeneca Ltd | Chemical compounds |
| GB9609919D0 (en) | 1996-05-11 | 1996-07-17 | Zeneca Ltd | Chemical compounds |
| US6255304B1 (en) | 1997-05-30 | 2001-07-03 | Pharmacia & Upjohn Company | Oxazolidinone antibacterial agents having a thiocarbonyl functionality |
| ES2242280T3 (es) | 1997-05-30 | 2005-11-01 | PHARMACIA & UPJOHN COMPANY LLC | Agentes antibacterianos de oxazolidinona que contienen funcionalidad tiocarbonilo. |
| GB9717807D0 (en) | 1997-08-22 | 1997-10-29 | Zeneca Ltd | Chemical compounds |
| GB9717804D0 (en) | 1997-08-22 | 1997-10-29 | Zeneca Ltd | Chemical compounds |
| WO1999012914A1 (en) * | 1997-09-11 | 1999-03-18 | Hokuriku Seiyaku Co., Ltd. | Thiourea derivatives |
| GB9725244D0 (en) | 1997-11-29 | 1998-01-28 | Zeneca Ltd | Chemical compounds |
| NZ505902A (en) * | 1998-01-23 | 2003-08-29 | Upjohn Co | Oxazolidinone compounds useful as antimicrobial agents and combinatorial libraries |
| GB9821938D0 (en) | 1998-10-09 | 1998-12-02 | Zeneca Ltd | Chemical compounds |
| ATE246189T1 (de) * | 1999-05-27 | 2003-08-15 | Upjohn Co | Bizyklische oxazolidinone als antibakterielle mittel |
| US6297242B1 (en) * | 1999-08-12 | 2001-10-02 | Ortho-Mcneil Pharmaceutical, Inc. | N-substituted amidine and guanidine oxazolidinone antibacterials and methods of use thereof |
| GB9928568D0 (en) | 1999-12-03 | 2000-02-02 | Zeneca Ltd | Chemical compounds |
| US6518285B2 (en) | 1999-12-21 | 2003-02-11 | Ortho Mcneil Pharmaceutical, Inc. | Piperidinyloxy and pyrrolidinyloxy oxazolidinone antibacterials |
| DE19962924A1 (de) | 1999-12-24 | 2001-07-05 | Bayer Ag | Substituierte Oxazolidinone und ihre Verwendung |
| GB0009803D0 (en) | 2000-04-25 | 2000-06-07 | Astrazeneca Ab | Chemical compounds |
| EP1328509B1 (en) * | 2000-10-17 | 2006-03-22 | Pharmacia & Upjohn Company LLC | Methods of producing oxazolidinone compounds |
| DE10129725A1 (de) | 2001-06-20 | 2003-01-02 | Bayer Ag | Kombinationstherapie substituierter Oxazolidinone |
| DE10300111A1 (de) | 2003-01-07 | 2004-07-15 | Bayer Healthcare Ag | Verfahren zur Herstellung von 5-Chlor-N-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)-phenyl]-1,3-oxazolidin-5-yl}-methyl)-2-thiophencarboxamid |
| DE10355461A1 (de) | 2003-11-27 | 2005-06-23 | Bayer Healthcare Ag | Verfahren zur Herstellung einer festen, oral applizierbaren pharmazeutischen Zusammensetzung |
| EP1685841A1 (en) | 2005-01-31 | 2006-08-02 | Bayer Health Care Aktiengesellschaft | Prevention and treatment of thromboembolic disorders |
| DE102005045518A1 (de) | 2005-09-23 | 2007-03-29 | Bayer Healthcare Ag | 2-Aminoethoxyessigsäure-Derivate und ihre Verwendung |
| PT1934208E (pt) | 2005-10-04 | 2011-06-01 | Bayer Schering Pharma Ag | Nova forma polimorfa de 5-cloro-n-({(5s)-2-oxo-3-[4-(3- oxo-4-morfolinil)-fenil]-1,3-oxazolidin-5-il}-metil)-2- tiofenocarboxamida |
| DE102005047561A1 (de) | 2005-10-04 | 2007-04-05 | Bayer Healthcare Ag | Feste, oral applizierbare pharmazeutische Darreichungsformen mit schneller Wirkstofffreisetzung |
| KR101653570B1 (ko) | 2011-03-30 | 2016-09-02 | 주식회사 레고켐 바이오사이언스 | 신규한 옥사졸리디논 유도체 및 이를 함유하는 의약 조성물 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1222708A (en) * | 1968-10-22 | 1971-02-17 | Delalande Sa | Novel 5-(n-substituted aminomethyl)-2-oxazolidinones and their process of preparation |
| US4348393A (en) * | 1978-06-09 | 1982-09-07 | Delalande S.A. | N-Aryl oxazolidinones, oxazolidinethiones, pyrrolidinones, pyrrolidines and thiazolidinones |
| US4340606A (en) * | 1980-10-23 | 1982-07-20 | E. I. Du Pont De Nemours And Company | 3-(p-Alkylsulfonylphenyl)oxazolidinone derivatives as antibacterial agents |
| FR2500450A1 (fr) * | 1981-02-25 | 1982-08-27 | Delalande Sa | Nouveaux derives aminomethyl-5 oxazolidiniques, leur procede de preparation et leur application en therapeutique |
| AU560666B2 (en) * | 1981-12-04 | 1987-04-16 | E.I. Du Pont De Nemours And Company | P(2-oxo oxazolidinyl)benzene sulphonamides |
| CA1260948A (en) * | 1984-12-05 | 1989-09-26 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl benzene derivatives useful as antibacterial agents |
-
1984
- 1984-06-04 ES ES533097A patent/ES8506659A1/es not_active Expired
- 1984-06-05 EP EP84106400A patent/EP0127902B1/en not_active Expired - Lifetime
- 1984-06-05 IL IL72028A patent/IL72028A/xx not_active IP Right Cessation
- 1984-06-05 CA CA000455844A patent/CA1254213A/en not_active Expired
- 1984-06-05 DE DE8484106400T patent/DE3485162D1/de not_active Expired - Lifetime
- 1984-06-05 AU AU29099/84A patent/AU583250B2/en not_active Expired
- 1984-06-06 HU HU842192A patent/HU194194B/hu not_active IP Right Cessation
- 1984-06-06 NZ NZ208395A patent/NZ208395A/en unknown
- 1984-06-06 DK DK279584A patent/DK279584A/da unknown
- 1984-06-06 FI FI842273A patent/FI83216C/fi not_active IP Right Cessation
- 1984-06-06 IE IE1407/84A patent/IE57619B1/en not_active IP Right Cessation
- 1984-06-06 PT PT78703A patent/PT78703A/pt not_active IP Right Cessation
- 1984-06-06 MX MX006049A patent/MX169619B/es unknown
- 1984-06-06 NO NO842273A patent/NO163451C/no unknown
- 1984-06-06 GR GR74940A patent/GR82361B/el unknown
- 1984-06-06 SU SU843752502A patent/SU1505442A3/ru active
-
1985
- 1985-02-28 ES ES540812A patent/ES8802037A1/es not_active Expired
-
1986
- 1986-02-07 SU SU864024095A patent/SU1426451A3/ru active
-
1988
- 1988-10-20 CA CA000580778A patent/CA1275652C/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| FI83216B (fi) | 1991-02-28 |
| IL72028A (en) | 1988-05-31 |
| FI83216C (fi) | 1991-06-10 |
| NO163451B (no) | 1990-02-19 |
| DK279584D0 (da) | 1984-06-06 |
| IL72028A0 (en) | 1984-10-31 |
| DE3485162D1 (de) | 1991-11-21 |
| IE57619B1 (en) | 1993-02-10 |
| FI842273A7 (fi) | 1984-12-08 |
| ES533097A0 (es) | 1985-08-01 |
| NZ208395A (en) | 1987-07-31 |
| EP0127902A3 (en) | 1987-09-02 |
| NO163451C (no) | 1990-05-30 |
| ES8506659A1 (es) | 1985-08-01 |
| CA1275652C (en) | 1990-10-30 |
| ES540812A0 (es) | 1988-03-16 |
| AU2909984A (en) | 1984-12-13 |
| AU583250B2 (en) | 1989-04-27 |
| CA1254213A (en) | 1989-05-16 |
| ES8802037A1 (es) | 1988-03-16 |
| HU194194B (en) | 1988-01-28 |
| NO842273L (no) | 1984-12-10 |
| IE841407L (en) | 1984-12-07 |
| SU1505442A3 (ru) | 1989-08-30 |
| PT78703A (en) | 1984-07-01 |
| SU1426451A3 (ru) | 1988-09-23 |
| DK279584A (da) | 1984-12-08 |
| FI842273A0 (fi) | 1984-06-06 |
| GR82361B (oth) | 1984-12-13 |
| EP0127902B1 (en) | 1991-10-16 |
| EP0127902A2 (en) | 1984-12-12 |
| HUT34462A (en) | 1985-03-28 |
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