CA2179396C - Tetrahydrofuran antifungals - Google Patents
Tetrahydrofuran antifungals Download PDFInfo
- Publication number
- CA2179396C CA2179396C CA002179396A CA2179396A CA2179396C CA 2179396 C CA2179396 C CA 2179396C CA 002179396 A CA002179396 A CA 002179396A CA 2179396 A CA2179396 A CA 2179396A CA 2179396 C CA2179396 C CA 2179396C
- Authority
- CA
- Canada
- Prior art keywords
- compound
- esters
- formula
- pharmaceutically acceptable
- ester
- 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
Classifications
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- 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
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
- C07F9/65586—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system at least one of the hetero rings does not contain nitrogen as ring hetero atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Dermatology (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Thermal Transfer Or Thermal Recording In General (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Dental Preparations (AREA)
- Lubricants (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17108393A | 1993-12-21 | 1993-12-21 | |
| US08/171,083 | 1993-12-21 | ||
| PCT/US1994/014236 WO1995017407A1 (en) | 1993-12-21 | 1994-12-20 | Tetrahydrofuran antifungals |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2179396A1 CA2179396A1 (en) | 1995-06-29 |
| CA2179396C true CA2179396C (en) | 2001-04-17 |
Family
ID=22622452
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002179396A Expired - Lifetime CA2179396C (en) | 1993-12-21 | 1994-12-20 | Tetrahydrofuran antifungals |
Country Status (28)
| Country | Link |
|---|---|
| EP (1) | EP0736030B1 (enExample) |
| JP (1) | JP2834889B2 (enExample) |
| KR (1) | KR0179990B1 (enExample) |
| CN (1) | CN1064685C (enExample) |
| AT (1) | ATE204875T1 (enExample) |
| AU (1) | AU681753B2 (enExample) |
| BR (1) | BR1100154B1 (enExample) |
| CA (1) | CA2179396C (enExample) |
| CO (1) | CO4520281A1 (enExample) |
| CZ (1) | CZ294823B6 (enExample) |
| DE (2) | DE69428125T2 (enExample) |
| DK (1) | DK0736030T3 (enExample) |
| ES (1) | ES2159623T3 (enExample) |
| FI (1) | FI118470B (enExample) |
| FR (1) | FR06C0009I2 (enExample) |
| HU (1) | HU225062B1 (enExample) |
| IL (1) | IL112081A (enExample) |
| LU (1) | LU91216I2 (enExample) |
| MY (1) | MY130217A (enExample) |
| NL (1) | NL300219I2 (enExample) |
| NO (2) | NO316173B1 (enExample) |
| NZ (1) | NZ278713A (enExample) |
| PL (1) | PL181193B1 (enExample) |
| PT (1) | PT736030E (enExample) |
| SK (1) | SK283035B6 (enExample) |
| TW (1) | TW377349B (enExample) |
| WO (1) | WO1995017407A1 (enExample) |
| ZA (1) | ZA9410142B (enExample) |
Families Citing this family (73)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100352147B1 (ko) * | 1994-01-24 | 2002-11-11 | 얀센 파마슈티카 엔.브이. | 수용성아졸항진균제 |
| WO1996038443A1 (en) * | 1995-06-02 | 1996-12-05 | Schering Corporation | Tetrahydrofuran antifungals |
| JPH11507668A (ja) * | 1995-06-19 | 1999-07-06 | シェーリング コーポレイション | テトラヒドロフラン抗真菌剤 |
| US5698557A (en) * | 1995-06-19 | 1997-12-16 | Schering Corporation | Hydroxy-substituted antifungals |
| WO1997022579A1 (en) * | 1995-12-20 | 1997-06-26 | Schering Corporation | Process for preparation of hydrazides |
| CA2255663C (en) | 1996-05-24 | 2002-08-20 | Schering Corporation | Antifungal composition with enhanced bioavailability |
| US5834472A (en) * | 1996-05-24 | 1998-11-10 | Schering Corporation | Antifungal composition with enhanced bioavailability |
| US5846971A (en) * | 1996-06-28 | 1998-12-08 | Schering Corporation | Oral antifungal composition |
| ES2224256T3 (es) * | 1996-06-28 | 2005-03-01 | Schering Corporation | Disolucion solida de un agente antifungico con biodisponibilidad mejorada. |
| HUP9903869A3 (en) * | 1996-06-28 | 2000-07-28 | Schering Corp | Oral composition comprising a triazole antifungal compound |
| US5972381A (en) * | 1996-06-28 | 1999-10-26 | Schering Corporation | Solid solution of an antifungal agent with enhanced bioavailability |
| EP0938487A2 (en) * | 1996-11-12 | 1999-09-01 | Sepracor, Inc. | 2$i(R),4$i(S),$i(R),$i(S)- AND 2$i(S),4$i(R),$i(R),$i(S)-HYDROXYITRACONAZOLE- AND HYDROXYSAPERCONAZOLE DERIVATIVES |
| WO1998021205A1 (en) * | 1996-11-12 | 1998-05-22 | Sepracor, Inc. | 2r,4s,r,r- and 2s,4r,r,r-hydroxyitraconazole |
| EP0942907A1 (en) * | 1996-11-12 | 1999-09-22 | Sepracor, Inc. | 2r, 4s, s, r- and 2s, 4r, s, r-hydroxyitraconazole |
| EP0937071A1 (en) | 1996-11-12 | 1999-08-25 | Sepracor, Inc. | 2r,4s,s,s- and 2s,4r,s,s-hydroxyitraconazole |
| US5684197A (en) * | 1996-12-12 | 1997-11-04 | Schering Corporation | Process for preparation of hydrazides |
| RU2197489C2 (ru) | 1997-02-11 | 2003-01-27 | Жансен Фармасетика Н.В. | Сложные эфиры аминокислот, способы их получения, промежуточные продукты, фармацевтическая композиция и способ ее получения |
| KR20010024297A (ko) * | 1997-09-25 | 2001-03-26 | 둘락 노먼 씨. | 상응하는 항진균제에 대한 프로드럭으로서의테트라하이드로푸란 포스페이트- 및 하이드록시 에스테르 |
| US6043245A (en) * | 1997-09-25 | 2000-03-28 | Schering Corporation | Tetrahydrofuran antifungal phosphate |
| AR015947A1 (es) * | 1997-10-07 | 2001-05-30 | Schering Corp | Una forma 1 polimorfica (-)-4-[4-[4-[4-[[(2r-cis]-5-(2,4-difluorfenil)tetrahidro-5-(1h-1,2,4-triazol-1-ilmetil)furan-3-il]-metoxi]fenil]-1-piperazinil]fenil-2,4-dihidro-2-[(s)-1-etil-2-(s)-hidroxipropil]-3h-1,2,4-triazol-3-ona, composicion farmaceutica que la contiene y su uso para preparar un medic |
| WO1999018111A1 (en) * | 1997-10-07 | 1999-04-15 | Schering Corporation | Crystalline antifungal glycine ester polymorph |
| US6713481B1 (en) * | 1997-10-17 | 2004-03-30 | David R. Andrews | Crystalline antifungal polymorph |
| US5883097A (en) * | 1998-04-16 | 1999-03-16 | Schering Corporation | Soluble azole antifungal salt |
| EP0957101A1 (en) * | 1998-05-14 | 1999-11-17 | Janssen Pharmaceutica N.V. | Water soluble azoles as broad-spectrum antifungals |
| US6147077A (en) * | 1999-04-29 | 2000-11-14 | Sepracor Inc. | 2R,4S-hydroxyitraconazole isomers |
| PL351749A1 (en) | 1999-05-04 | 2003-06-16 | Janssen Pharmaceutica Nv | Antifungal ethers |
| US6362172B2 (en) | 2000-01-20 | 2002-03-26 | Bristol-Myers Squibb Company | Water soluble prodrugs of azole compounds |
| US6448401B1 (en) | 2000-11-20 | 2002-09-10 | Bristol-Myers Squibb Company | Process for water soluble azole compounds |
| NZ528363A (en) | 2001-04-03 | 2005-04-29 | Schering Corp | Liquid suspensions of posaconazole ( SCH 56592 ) with enhanced bioavailability for treating fungal infections |
| US7790905B2 (en) | 2002-02-15 | 2010-09-07 | Mcneil-Ppc, Inc. | Pharmaceutical propylene glycol solvate compositions |
| US7446107B2 (en) | 2002-02-15 | 2008-11-04 | Transform Pharmaceuticals, Inc. | Crystalline forms of conazoles and methods of making and using the same |
| 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 |
| EP1490090A4 (en) | 2002-02-22 | 2006-09-20 | New River Pharmaceuticals Inc | SYSTEMS FOR DELIVERING ACTIVE AGENTS AND METHODS FOR PROTECTING AND DELIVERING ACTIVE AGENTS |
| CA2477923C (en) | 2002-03-01 | 2021-02-23 | University Of South Florida | Multiple-component solid phases containing at least one active pharmaceutical ingredient |
| CA2489984A1 (en) | 2002-06-21 | 2003-12-31 | Transform Pharmaceuticals, Inc. | Pharmaceutical compositions with improved dissolution |
| US8183290B2 (en) | 2002-12-30 | 2012-05-22 | Mcneil-Ppc, Inc. | Pharmaceutically acceptable propylene glycol solvate of naproxen |
| ITMI20032020A1 (it) | 2003-10-17 | 2005-04-18 | Italfarmaco Spa | Nuovi agenti antifungini azolici con diminuita interazione con i citocromi metabolici |
| JP4792032B2 (ja) * | 2004-08-13 | 2011-10-12 | シェーリング−プラウ・リミテッド | 抗生物質、トリアゾールおよびコルチコステロイドを含む薬学的処方物 |
| JO2691B1 (en) * | 2005-05-03 | 2013-03-03 | ايساي آر آند دي مانجمنت كو.، ليمتد | Monolysine salts for azole compounds |
| EP2130540A1 (en) * | 2008-06-02 | 2009-12-09 | Sandoz AG | Pharmaceutical compositions containing a crystalline form of posaconazole |
| EP2141159A1 (en) | 2008-07-03 | 2010-01-06 | Sandoz AG | A Crystalline form of posaconazole |
| CA2767489A1 (en) | 2009-07-09 | 2011-01-13 | Sandoz Ag | A crystalline form of posaconazole |
| WO2011158248A2 (en) * | 2010-05-12 | 2011-12-22 | Glenmark Generics Limited | Process for preparation of posaconazole and crystalline polymorphic form v of posaconazole |
| CA2798010C (en) * | 2010-05-19 | 2018-09-25 | Sandoz Ag | Purification of posaconazole and of posaconazole intermediates |
| RU2588570C2 (ru) * | 2010-05-19 | 2016-07-10 | Сандоз Аг | Способ получения хиральных гидразидов |
| US9073904B2 (en) | 2010-05-19 | 2015-07-07 | Sandoz Ag | Preparation of posaconazole intermediates |
| JP6013326B2 (ja) * | 2010-05-19 | 2016-10-25 | サンド・アクチエンゲゼルシヤフト | キラルトリアゾロンの調製のための方法 |
| CN107049935A (zh) | 2010-06-29 | 2017-08-18 | 默沙东公司 | 取代β‑环糊精稳定的泊沙康唑静脉输注液制剂 |
| CN108329303A (zh) * | 2011-06-16 | 2018-07-27 | 桑多斯股份公司 | 制备手性化合物的方法 |
| EP2789610A1 (en) | 2013-04-10 | 2014-10-15 | Sandoz Ag | Purification of Posaconazole Intermediates |
| US9670188B2 (en) | 2013-07-25 | 2017-06-06 | Sandoz Ag | Process for the preparation of crystalline form IV of posaconazole |
| ITMI20132114A1 (it) | 2013-12-18 | 2015-06-19 | Djada Pharmaceutical Sa | Una forma cristallina di posaconazolo |
| CN105287403A (zh) * | 2014-08-02 | 2016-02-03 | 陕西合成药业股份有限公司 | 一种泊沙康唑前体药物的冻干组合物及其制备方法和用途 |
| CN104370894A (zh) * | 2014-10-21 | 2015-02-25 | 江苏恒盛药业有限公司 | 无定型泊沙康唑的制备工艺 |
| KR102579848B1 (ko) | 2014-12-05 | 2023-09-18 | 풀모사이드 리미티드 | 항진균 화합물 |
| WO2016185225A1 (en) * | 2015-05-21 | 2016-11-24 | Pulmocide Limited | Antifungal 4-(4-(4-(((3r,5r)-5-((1 h -1,2,4-triazol-1 -yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methoxy)- 3-methylphenyl)piperazin-1 -yl )-n -(2-h yd roxycyc lo h exyl) b e nzam i d e, or a pharmaceutically acceptable salt thereof. |
| CN106317032A (zh) * | 2015-06-15 | 2017-01-11 | 重庆圣华曦药业股份有限公司 | 一种制备高纯度的泊沙康唑的方法 |
| CN106432338A (zh) * | 2015-08-08 | 2017-02-22 | 陕西合成药业股份有限公司 | 泊沙康唑衍生物、合成和在长效制剂中的用途 |
| BR112018005934A2 (pt) * | 2015-09-23 | 2018-10-09 | Biocon Ltd | formas cristalinas de intermediário de posaconazol e processo para a preparação de posaconazol amorfo |
| CN105606736A (zh) * | 2016-01-27 | 2016-05-25 | 重庆华邦制药有限公司 | 分离测定泊沙康唑中间体z1及其有关物质的方法 |
| ES2893793T3 (es) * | 2016-03-04 | 2022-02-10 | Zhejiang Ausun Pharmaceutical Co Ltd | Posaconazol, composición, producto intermedio, método de preparación para el mismo y usos del mismo |
| CN105949278B (zh) * | 2016-03-30 | 2019-12-06 | 南京曼杰生物科技有限公司 | 一种取代的四氢呋喃水溶性衍生物及其应用 |
| WO2017032908A1 (en) | 2016-07-08 | 2017-03-02 | Synthon B.V. | Pharmaceutical composition comprising amorphous posaconazole |
| EP3558304A2 (en) | 2016-12-23 | 2019-10-30 | Helmholtz Zentrum München - Deutsches Forschungszentrum für Gesundheit und Umwelt (GmbH) | Inhibitors of cytochrome p450 family 7 subfamily b member 1 (cyp7b1) for use in treating diseases |
| TR201620462A2 (tr) | 2016-12-31 | 2018-07-23 | Abdi Ibrahim Ilac Sanayi Ve Ticaret Anonim Sirketi | POSAKONAZOL İÇEREN FARMASÖTİK BİLEŞİMLER ve ÜRETİM YÖNTEMİ |
| CN106967054A (zh) * | 2017-03-30 | 2017-07-21 | 成都绿林科技有限公司 | 一种泊沙康唑的制备方法 |
| CN106883221A (zh) * | 2017-04-17 | 2017-06-23 | 兰州大学 | 一种无定形泊沙康唑及其制备方法 |
| CN108341754A (zh) * | 2018-03-12 | 2018-07-31 | 扬子江药业集团有限公司 | 泊沙康唑杂质及其制备方法和用途 |
| CN110938093B (zh) * | 2018-09-21 | 2022-08-19 | 华创合成制药股份有限公司 | 一种泊沙康唑磷酸酯单胆碱盐及其制备方法和用途 |
| CN112778369B (zh) * | 2019-11-05 | 2024-01-26 | 华创合成制药股份有限公司 | 一种三唑类衍生物及其制备方法和用途 |
| CN113666915B (zh) * | 2021-08-27 | 2022-08-16 | 江苏海洋大学 | 一种泊沙康唑中间体的制备方法 |
| CN114315811B (zh) * | 2021-11-19 | 2024-04-30 | 江苏恒盛药业有限公司 | 一种三氮唑类似物化合物及其制备方法和应用 |
Family Cites Families (5)
| 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 |
| CA1292472C (en) * | 1985-12-03 | 1991-11-26 | Alfonsus Guilielmus Knaeps | Derivatives of ¬¬4-¬4-(4-phenyl-1-piperazinyl)- phenoxymethyl|-1,3-dioxolan-2-yl|methyl|-1h-imidazoles and 1h-1,2,4-triazoles |
| WO1989004829A1 (en) * | 1987-11-20 | 1989-06-01 | Schering Corporation | Tri- and tetra-substituted-oxetanes and tetrahydrofurans and intermediates thereof |
| US5039676A (en) | 1990-05-11 | 1991-08-13 | Schering Corporation | Tri- and tetra-substituted-oxetanes and tetrahydrofurans and intermediates thereof |
| IL103558A0 (en) * | 1991-10-30 | 1993-03-15 | Schering Corp | Tri-substituted tetrahydrofuran antifungals |
-
1994
- 1994-12-20 PL PL94315169A patent/PL181193B1/pl unknown
- 1994-12-20 WO PCT/US1994/014236 patent/WO1995017407A1/en not_active Ceased
- 1994-12-20 DE DE69428125T patent/DE69428125T2/de not_active Expired - Lifetime
- 1994-12-20 CZ CZ19961805A patent/CZ294823B6/cs not_active IP Right Cessation
- 1994-12-20 SK SK826-96A patent/SK283035B6/sk not_active IP Right Cessation
- 1994-12-20 AT AT95906620T patent/ATE204875T1/de active
- 1994-12-20 JP JP7517469A patent/JP2834889B2/ja not_active Expired - Lifetime
- 1994-12-20 HU HU9601709A patent/HU225062B1/hu active Protection Beyond IP Right Term
- 1994-12-20 PT PT95906620T patent/PT736030E/pt unknown
- 1994-12-20 EP EP95906620A patent/EP0736030B1/en not_active Expired - Lifetime
- 1994-12-20 TW TW083111949A patent/TW377349B/zh not_active IP Right Cessation
- 1994-12-20 CA CA002179396A patent/CA2179396C/en not_active Expired - Lifetime
- 1994-12-20 ES ES95906620T patent/ES2159623T3/es not_active Expired - Lifetime
- 1994-12-20 DE DE1994628125 patent/DE122006000004I2/de active Active
- 1994-12-20 CO CO94057442A patent/CO4520281A1/es unknown
- 1994-12-20 DK DK95906620T patent/DK0736030T3/da active
- 1994-12-20 NZ NZ278713A patent/NZ278713A/en not_active IP Right Cessation
- 1994-12-20 IL IL11208194A patent/IL112081A/xx active Protection Beyond IP Right Term
- 1994-12-20 MY MYPI94003426A patent/MY130217A/en unknown
- 1994-12-20 CN CN94195025A patent/CN1064685C/zh not_active Expired - Lifetime
- 1994-12-20 ZA ZA9410142A patent/ZA9410142B/xx unknown
- 1994-12-20 AU AU15127/95A patent/AU681753B2/en not_active Expired
-
1996
- 1996-06-20 NO NO19962616A patent/NO316173B1/no not_active IP Right Cessation
- 1996-06-20 FI FI962577A patent/FI118470B/fi not_active IP Right Cessation
- 1996-06-21 KR KR1019960703319A patent/KR0179990B1/ko not_active Expired - Lifetime
-
1997
- 1997-03-06 BR BR1100154A patent/BR1100154B1/pt unknown
-
2006
- 2006-01-27 LU LU91216C patent/LU91216I2/en unknown
- 2006-02-01 NL NL300219C patent/NL300219I2/nl unknown
- 2006-02-10 NO NO2006002C patent/NO2006002I2/no unknown
- 2006-03-13 FR FR06C0009C patent/FR06C0009I2/fr active Active
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