SK283118B6 - Stereoizomérne formy itrakonazolu a saperkonazolu, spôsob ich výroby, ich komplexy, spôsob výroby týchto komplexov, farmaceutický prípravok a ich použitie - Google Patents
Stereoizomérne formy itrakonazolu a saperkonazolu, spôsob ich výroby, ich komplexy, spôsob výroby týchto komplexov, farmaceutický prípravok a ich použitie Download PDFInfo
- Publication number
- SK283118B6 SK283118B6 SK1106-94A SK110694A SK283118B6 SK 283118 B6 SK283118 B6 SK 283118B6 SK 110694 A SK110694 A SK 110694A SK 283118 B6 SK283118 B6 SK 283118B6
- Authority
- SK
- Slovakia
- Prior art keywords
- triazol
- phenyl
- cyclodextrin
- piperazinyl
- methylpropyl
- Prior art date
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- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- JXKPEJDQGNYQSM-UHFFFAOYSA-M sodium propionate Chemical compound [Na+].CCC([O-])=O JXKPEJDQGNYQSM-UHFFFAOYSA-M 0.000 description 1
- 235000010334 sodium propionate Nutrition 0.000 description 1
- 239000004324 sodium propionate Substances 0.000 description 1
- 229960003212 sodium propionate Drugs 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000008223 sterile water Substances 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229960005137 succinic acid Drugs 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 230000006103 sulfonylation Effects 0.000 description 1
- 238000005694 sulfonylation reaction Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 125000005490 tosylate group Chemical group 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- FFSJPOPLSWBGQY-UHFFFAOYSA-N triazol-4-one Chemical compound O=C1C=NN=N1 FFSJPOPLSWBGQY-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- 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
-
- 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
- A61P31/10—Antimycotics
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y15/00—Nanotechnology for interacting, sensing or actuating, e.g. quantum dots as markers in protein assays or molecular motors
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nanotechnology (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- General Chemical & Material Sciences (AREA)
- Communicable Diseases (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US85364892A | 1992-03-18 | 1992-03-18 | |
| PCT/EP1993/000552 WO1993019061A1 (en) | 1992-03-18 | 1993-03-10 | Itraconazole and saperconazole stereoisomers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SK110694A3 SK110694A3 (en) | 1995-04-12 |
| SK283118B6 true SK283118B6 (sk) | 2003-02-04 |
Family
ID=25316567
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK1106-94A SK283118B6 (sk) | 1992-03-18 | 1993-03-10 | Stereoizomérne formy itrakonazolu a saperkonazolu, spôsob ich výroby, ich komplexy, spôsob výroby týchto komplexov, farmaceutický prípravok a ich použitie |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US5998413A (cs) |
| EP (1) | EP0631578B1 (cs) |
| KR (1) | KR100243534B1 (cs) |
| AT (1) | ATE201408T1 (cs) |
| AU (1) | AU665988B2 (cs) |
| CA (1) | CA2117651C (cs) |
| CZ (1) | CZ286619B6 (cs) |
| DE (1) | DE69330248T2 (cs) |
| DK (1) | DK0631578T3 (cs) |
| ES (1) | ES2158859T3 (cs) |
| FI (1) | FI113175B (cs) |
| GR (1) | GR3036368T3 (cs) |
| HU (1) | HU221189B1 (cs) |
| NO (1) | NO307786B1 (cs) |
| NZ (1) | NZ249494A (cs) |
| PL (1) | PL172358B1 (cs) |
| PT (1) | PT631578E (cs) |
| RU (1) | RU2127733C1 (cs) |
| SK (1) | SK283118B6 (cs) |
| WO (1) | WO1993019061A1 (cs) |
| ZA (1) | ZA931906B (cs) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2154777A1 (en) * | 1993-01-27 | 1994-08-04 | Nancy M. Gray | Method and composition employing (2r,4s) itraconazole |
| TW349870B (en) * | 1993-09-30 | 1999-01-11 | Janssen Pharmaceutica Nv | An antifungal pharmaceutical composition for oral administration and a process for the preparation thereof |
| TW438601B (en) * | 1994-05-18 | 2001-06-07 | Janssen Pharmaceutica Nv | New mucoadhesive emulsion compositions and a process for the preparation thereof |
| US5486625A (en) * | 1994-07-08 | 1996-01-23 | Schering Corporation | Process for the preparation of chiral intermediates useful for the synthesis of antifungal agents |
| ES2112151B1 (es) * | 1995-03-17 | 1999-09-16 | Menarini Lab | Nuevos compuestos homoquirales para la preparacion de ketoconazol, terconazol y antifungicos relacionados, procedimiento para su fabricacion y utilizacion de los mismos. |
| EP0954326B2 (en) | 1996-04-19 | 2009-07-22 | Grifols Inc. | A process for viral inactivation of lyophilized blood proteins |
| ATE255883T1 (de) * | 1996-05-20 | 2003-12-15 | Janssen Pharmaceutica Nv | Fungizide mittel mit verbesserter bioverfügbarkeit |
| WO1998021205A1 (en) * | 1996-11-12 | 1998-05-22 | Sepracor, Inc. | 2r,4s,r,r- and 2s,4r,r,r-hydroxyitraconazole |
| AU5178998A (en) * | 1996-11-12 | 1998-06-03 | Sepracor, Inc. | 2(r),4(s),(r),(s)- and 2(s),4(r),(r),(s)-hydroxyitraconazole- and hydroxysaperconazole derivatives |
| AU715999B2 (en) * | 1996-11-12 | 2000-02-17 | Sepracor, Inc. | Use of cis-hydroxyitraconazole in order to avoid side-effects of itraconazole and hydroxyintraconazole |
| EP0942907A1 (en) * | 1996-11-12 | 1999-09-22 | Sepracor, Inc. | 2r, 4s, s, r- and 2s, 4r, s, r-hydroxyitraconazole |
| CN1102592C (zh) * | 1996-11-12 | 2003-03-05 | 塞普拉科公司 | 2r,4s,s,s－和2s,4r,s,s－羟基伊曲康唑 |
| ES2224364T3 (es) | 1997-02-11 | 2005-03-01 | Janssen Pharmaceutica N.V. | Azoles antifungicos que contienen esteres de aminoacidos. |
| US6683100B2 (en) | 1999-01-19 | 2004-01-27 | Novartis Ag | Organic compounds |
| US6194181B1 (en) | 1998-02-19 | 2001-02-27 | Novartis Ag | Fermentative preparation process for and crystal forms of cytostatics |
| EP0957101A1 (en) * | 1998-05-14 | 1999-11-17 | Janssen Pharmaceutica N.V. | Water soluble azoles as broad-spectrum antifungals |
| DK1163234T3 (da) | 1999-03-24 | 2006-02-27 | Scherer Technologies Inc R P | Farmaceutiske formuleringer med forbedret vandoplöselighed |
| KR100331529B1 (ko) * | 1999-06-16 | 2002-04-06 | 민경윤 | 난용성 항진균제의 경구투여용 조성물 및 그의 제조 방법 |
| US6932861B2 (en) | 2000-11-28 | 2005-08-23 | Fmc Corporation | Edible PGA coating composition |
| KR100438485B1 (ko) * | 2001-08-13 | 2004-07-09 | 한국디디에스제약 주식회사 | 아졸류 항진균제의 약제학적 조성물 |
| US7446107B2 (en) * | 2002-02-15 | 2008-11-04 | Transform Pharmaceuticals, Inc. | Crystalline forms of conazoles and methods of making and using the same |
| US7790905B2 (en) | 2002-02-15 | 2010-09-07 | Mcneil-Ppc, Inc. | Pharmaceutical propylene glycol solvate compositions |
| WO2003074474A2 (en) | 2002-03-01 | 2003-09-12 | University Of South Florida | Multiple-component solid phases containing at least one active pharmaceutical ingredient |
| US7078526B2 (en) * | 2002-05-31 | 2006-07-18 | Transform Pharmaceuticals, Inc. | CIS-itraconazole crystalline forms and related processes, pharmaceutical compositions and methods |
| US7927613B2 (en) | 2002-02-15 | 2011-04-19 | University Of South Florida | Pharmaceutical co-crystal compositions |
| US20070059356A1 (en) * | 2002-05-31 | 2007-03-15 | Almarsson Oern | Pharmaceutical co-crystal compositions of drugs such as carbamazepine, celecoxib, olanzapine, itraconazole, topiramate, modafinil, 5-fluorouracil, hydrochlorothiazide, acetaminophen, aspirin, flurbiprofen, phenytoin and ibuprofen |
| JP2006500377A (ja) | 2002-06-21 | 2006-01-05 | トランスフォーム・ファーマシューティカルズ・インコーポレイテッド | 改善された溶解性を有する医薬組成物 |
| KR100446256B1 (ko) * | 2002-07-11 | 2004-09-01 | 경동제약 주식회사 | 고 광학선택성을 가지는시스-2-(브로모메틸)-2-(2,4-디클로로페닐)-13-디옥소란-4-메틸알콜의 제조방법 |
| US8183290B2 (en) | 2002-12-30 | 2012-05-22 | Mcneil-Ppc, Inc. | Pharmaceutically acceptable propylene glycol solvate of naproxen |
| WO2007017248A2 (en) | 2005-08-08 | 2007-02-15 | Abbott Gmbh & Co. Kg | Itraconazole compositions with improved bioavailability |
| JP2009504590A (ja) | 2005-08-08 | 2009-02-05 | アボット ゲーエムベーハー ウント コンパニー カーゲー | 改善された生物学的利用能をもつ剤型 |
| EP2404602A1 (en) | 2005-08-22 | 2012-01-11 | The Johns Hopkins University | Hedgehog pathway antagonists to treat cancer |
| WO2013036830A1 (en) * | 2011-09-09 | 2013-03-14 | The Board Of Trustees Of The Leland Standford Junior University | Topical itraconazole formulations and uses thereof |
| CN102379844A (zh) * | 2011-10-31 | 2012-03-21 | 广州维美投资有限公司 | 一种伊曲康唑异构体注射剂 |
| CN105061411A (zh) * | 2015-06-23 | 2015-11-18 | 扬州艾迪生物科技有限公司 | 一种光学异构体2s,4r,2’s-伊曲康唑晶型及制备方法与应用 |
| CN106146480B (zh) * | 2016-07-18 | 2019-08-06 | 山东罗欣药业集团恒欣药业有限公司 | 一种伊曲康唑的制备方法 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4267179A (en) * | 1978-06-23 | 1981-05-12 | Janssen Pharmaceutica, N.V. | Heterocyclic derivatives of (4-phenylpiperazin-1-yl-aryloxymethyl-1,3-dioxolan-2-yl)methyl-1H-imidazoles and 1H-1,2,4-triazoles |
| US4287195A (en) * | 1978-07-14 | 1981-09-01 | Janssen Pharmaceutica, N.V. | Heterocyclic derivatives of [4-(piperazin-1-yl-phenyloxymethyl)-1,3-dioxolan-2-ylmethyl]-1H-imidazoles and 1H-1,2,4-triazoles |
| US4490530A (en) * | 1981-01-14 | 1984-12-25 | Janssen Pharmaceutica N.V. | Heterocyclic derivatives of (4-phenylpiperazin-1-yl-aryloxymethyl-1,3-dioxolan-2-yl)-methyl-1H-imidazoles and 1H-1,2,4-triazoles |
| HU191101B (en) * | 1983-02-14 | 1987-01-28 | Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt,Hu | Process for preparing water-soluble cyclodextrin polymers substituted with ionic groups |
| DE3346123A1 (de) * | 1983-12-21 | 1985-06-27 | Janssen Pharmaceutica, N.V., Beerse | Pharmazeutische praeparate von in wasser schwerloeslichen oder instabilen arzneistoffen und verfahren zu ihrer herstellung |
| GB8506792D0 (en) * | 1985-03-15 | 1985-04-17 | Janssen Pharmaceutica Nv | Derivatives of y-cyclodextrin |
| US4916134A (en) * | 1987-03-25 | 1990-04-10 | Janssen Pharmacuetica N.V. | 4-[4-[4-[4-[[2-(2,4-difluorophenyl)-2-(1H-azolylmethyl)-1,3-dioxolan-4-yl]me]phenyl]-1-piperazinyl]phenyl]triazolones |
| FR2622198B1 (fr) * | 1987-10-21 | 1992-04-30 | Mero Rousselot Satia | Compositions granulees de polysaccharides a dissolution aqueuse instantanee, procede pour leur preparation et utilisation |
| US5002935A (en) * | 1987-12-30 | 1991-03-26 | University Of Florida | Improvements in redox systems for brain-targeted drug delivery |
| US5017566A (en) * | 1987-12-30 | 1991-05-21 | University Of Florida | Redox systems for brain-targeted drug delivery |
| HUT58770A (en) * | 1989-04-03 | 1992-03-30 | Janssen Pharmaceutica Nv | Process for producing regioselective substituted cyclodextrines |
| GB8908250D0 (en) * | 1989-04-12 | 1989-05-24 | Fisons Plc | Formulations |
| US5214046A (en) * | 1989-07-27 | 1993-05-25 | Hoffmann-La Roche Inc. | Substituted aminoalkoxybenzene anti-fungicidal compositions and use |
| CA2154777A1 (en) * | 1993-01-27 | 1994-08-04 | Nancy M. Gray | Method and composition employing (2r,4s) itraconazole |
-
1993
- 1993-03-10 CZ CZ19942215A patent/CZ286619B6/cs not_active IP Right Cessation
- 1993-03-10 WO PCT/EP1993/000552 patent/WO1993019061A1/en active IP Right Grant
- 1993-03-10 AU AU36324/93A patent/AU665988B2/en not_active Ceased
- 1993-03-10 PT PT93905338T patent/PT631578E/pt unknown
- 1993-03-10 CA CA002117651A patent/CA2117651C/en not_active Expired - Fee Related
- 1993-03-10 PL PL93305223A patent/PL172358B1/pl not_active IP Right Cessation
- 1993-03-10 DK DK93905338T patent/DK0631578T3/da active
- 1993-03-10 AT AT93905338T patent/ATE201408T1/de not_active IP Right Cessation
- 1993-03-10 SK SK1106-94A patent/SK283118B6/sk unknown
- 1993-03-10 HU HU9402656A patent/HU221189B1/hu not_active IP Right Cessation
- 1993-03-10 EP EP93905338A patent/EP0631578B1/en not_active Expired - Lifetime
- 1993-03-10 DE DE69330248T patent/DE69330248T2/de not_active Expired - Fee Related
- 1993-03-10 RU RU94045798A patent/RU2127733C1/ru not_active IP Right Cessation
- 1993-03-10 NZ NZ249494A patent/NZ249494A/en not_active IP Right Cessation
- 1993-03-10 ES ES93905338T patent/ES2158859T3/es not_active Expired - Lifetime
- 1993-03-10 KR KR1019940702921A patent/KR100243534B1/ko not_active Expired - Fee Related
- 1993-03-17 ZA ZA931906A patent/ZA931906B/xx unknown
-
1994
- 1994-09-16 NO NO943450A patent/NO307786B1/no unknown
- 1994-09-16 FI FI944311A patent/FI113175B/fi active
-
1996
- 1996-07-09 US US08/676,531 patent/US5998413A/en not_active Expired - Fee Related
-
2001
- 2001-08-10 GR GR20010401224T patent/GR3036368T3/el not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| RU94045798A (ru) | 1996-07-20 |
| HU221189B1 (en) | 2002-08-28 |
| WO1993019061A1 (en) | 1993-09-30 |
| ES2158859T3 (es) | 2001-09-16 |
| RU2127733C1 (ru) | 1999-03-20 |
| DE69330248T2 (de) | 2002-03-21 |
| FI944311L (fi) | 1994-09-16 |
| CZ286619B6 (cs) | 2000-05-17 |
| ATE201408T1 (de) | 2001-06-15 |
| PL172358B1 (en) | 1997-09-30 |
| KR950700904A (ko) | 1995-02-20 |
| NO943450D0 (no) | 1994-09-16 |
| FI944311A0 (fi) | 1994-09-16 |
| HU9402656D0 (en) | 1994-11-28 |
| CA2117651A1 (en) | 1993-09-30 |
| NZ249494A (en) | 1996-04-26 |
| EP0631578A1 (en) | 1995-01-04 |
| DK0631578T3 (da) | 2001-08-27 |
| DE69330248D1 (de) | 2001-06-28 |
| CA2117651C (en) | 2006-01-03 |
| CZ221594A3 (en) | 1995-01-18 |
| AU665988B2 (en) | 1996-01-25 |
| GR3036368T3 (en) | 2001-11-30 |
| PT631578E (pt) | 2001-11-30 |
| EP0631578B1 (en) | 2001-05-23 |
| NO307786B1 (no) | 2000-05-29 |
| ZA931906B (en) | 1994-09-17 |
| NO943450L (no) | 1994-11-11 |
| HK1010729A1 (en) | 1999-06-25 |
| AU3632493A (en) | 1993-10-21 |
| KR100243534B1 (ko) | 2000-03-02 |
| SK110694A3 (en) | 1995-04-12 |
| HUT71835A (en) | 1996-02-28 |
| FI113175B (fi) | 2004-03-15 |
| US5998413A (en) | 1999-12-07 |
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