ES2157304T3 - Produccion de sucralosa sin aislamiento intermedio del 6-ester de sucralosa. - Google Patents
Produccion de sucralosa sin aislamiento intermedio del 6-ester de sucralosa.Info
- Publication number
- ES2157304T3 ES2157304T3 ES95307329T ES95307329T ES2157304T3 ES 2157304 T3 ES2157304 T3 ES 2157304T3 ES 95307329 T ES95307329 T ES 95307329T ES 95307329 T ES95307329 T ES 95307329T ES 2157304 T3 ES2157304 T3 ES 2157304T3
- Authority
- ES
- Spain
- Prior art keywords
- sucralose
- ester
- sucralosa
- production
- intermediate insulation
- 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
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
- C07H3/04—Disaccharides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
- C07H5/02—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Compounds Of Unknown Constitution (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Enzymes And Modification Thereof (AREA)
- Fish Paste Products (AREA)
Abstract
SE PRESENTA UN PROCESO PARA PRODUCIR SUCRALOSA A PARTIR DE SUCRALOSA-6-ESTER CON LO QUE LA SUCRALOSA-6-ESTER SE DESACILA DIRECTAMENTE BIEN ANTES O BIEN DESPUES DE LA RETIRADA DEL VEHICULO DE REACCION DE AMIDA TERCIARIA A PARTIR DE LA MEZCLA DE REACCION DE CLORACION NEUTRALIZADA, PARA PRODUCIR UNA SOLUCION ACUOSA DE SUCRALOSA MAS SALES E IMPUREZAS, A PARTIR DE LA CUAL SE RECUPERA LA SUCRALOSA POR EXTRACCION Y ENTONCES SE PURIFICA PREFERENTEMENTE POR CRISTALIZACION.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32395494A | 1994-10-17 | 1994-10-17 | |
| US08/448,710 US5498709A (en) | 1994-10-17 | 1995-05-24 | Production of sucralose without intermediate isolation of crystalline sucralose-6-ester |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2157304T3 true ES2157304T3 (es) | 2001-08-16 |
Family
ID=26984204
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES95307329T Expired - Lifetime ES2157304T3 (es) | 1994-10-17 | 1995-10-16 | Produccion de sucralosa sin aislamiento intermedio del 6-ester de sucralosa. |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US5498709A (es) |
| EP (1) | EP0708110B1 (es) |
| JP (1) | JP4450436B2 (es) |
| KR (1) | KR100390629B1 (es) |
| AT (1) | ATE199723T1 (es) |
| AU (1) | AU707557B2 (es) |
| BR (1) | BR9504423A (es) |
| CA (1) | CA2160641C (es) |
| DE (1) | DE69520321T2 (es) |
| DK (1) | DK0708110T3 (es) |
| ES (1) | ES2157304T3 (es) |
| FI (1) | FI954908L (es) |
| GR (1) | GR3035878T3 (es) |
| IL (1) | IL115562A (es) |
| MY (1) | MY113405A (es) |
| NO (1) | NO304950B1 (es) |
| NZ (1) | NZ280208A (es) |
| PE (1) | PE37196A1 (es) |
| PT (1) | PT708110E (es) |
| TR (1) | TR199501279A2 (es) |
| TW (1) | TW331561B (es) |
Families Citing this family (87)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9517281D0 (en) * | 1995-08-23 | 1995-10-25 | Tate & Lyle Plc | Solid sucralose |
| US6075139A (en) * | 1996-07-24 | 2000-06-13 | Iowa State University Research Foundation, Inc. | Linear and cyclic sucrose reaction products, their preparation and their use |
| US5977349A (en) * | 1997-02-13 | 1999-11-02 | Mcneil-Ppc, Inc. | Chromatographic purification of chlorinated sucrose |
| US5900478A (en) * | 1997-06-20 | 1999-05-04 | Iowa State University Research Foundation, Inc. | Activated mono-, di-, and polysaccharides reaction products thereof, their preparation and uses |
| GB0008392D0 (en) * | 2000-04-05 | 2000-05-24 | Unilever Plc | Process for the production of a deodorant or antiperspirant product |
| DE60133928D1 (de) | 2000-11-17 | 2008-06-19 | Tate & Lyle Technology Ltd | Schmelzbare sucralosezusammensetzung |
| CA2429228C (en) | 2000-11-17 | 2008-08-26 | Mcneil-Ppc, Inc. | Improved sucralose composition and process for the crystallization thereof |
| US20030070584A1 (en) | 2001-05-15 | 2003-04-17 | Cynthia Gulian | Dip coating compositions containing cellulose ethers |
| AU4061702A (en) * | 2001-05-15 | 2003-04-03 | Mcneil-Ppc, Inc. | Dip coating compositions containing starch or dextrin |
| US8309118B2 (en) | 2001-09-28 | 2012-11-13 | Mcneil-Ppc, Inc. | Film forming compositions containing sucralose |
| US7049435B2 (en) * | 2002-03-08 | 2006-05-23 | Tate & Lyle Public Limited Company | Extractive methods for purifying sucralose |
| US6998480B2 (en) * | 2002-03-08 | 2006-02-14 | Tate & Lyle Public Limited Company | Process for improving sucralose purity and yield |
| US6890581B2 (en) * | 2002-04-05 | 2005-05-10 | Tate & Lyle Public Limited Company | Methods for buffer stabilized aqueous deacylation |
| US20040030124A1 (en) * | 2002-08-06 | 2004-02-12 | Catani Steven J. | Process for recovering chlorosucrose compounds |
| US6984732B2 (en) * | 2003-03-31 | 2006-01-10 | Mcneil-Ppc, Inc. | High-intensity sweetener composition and delivery of same |
| US6943248B2 (en) * | 2003-04-30 | 2005-09-13 | Tate & Lyle Public Limited Company | Crystalline form of sucralose, and method for producing it |
| WO2005090376A1 (en) * | 2004-03-19 | 2005-09-29 | Pharmed Medicare Private Limited | An improved process for producing chlorinated sucrose |
| DE602004032578D1 (de) * | 2004-03-19 | 2011-06-16 | Vb Medicare Pvt Ltd | Verbessertes verfahren zur herstellung von chlorierter saccharose |
| US20050214425A1 (en) * | 2004-03-23 | 2005-09-29 | Roma Vazirani | Sugar substitute prepared with nutritive and high-intensity sweeteners |
| US20060062811A1 (en) * | 2004-09-21 | 2006-03-23 | Szymczak Christopher E | Medicinal cooling emulsions |
| WO2006061855A2 (en) * | 2004-12-10 | 2006-06-15 | Pharmed Medicare Private Limited | Salts assisted selective extraction of 6-acetyl-4.1', 6' trichlorogalactosucrose and 4, 1 ', 6' trichlorogalactosucrose from aqueous reaction mixture |
| WO2006061854A2 (en) * | 2004-12-10 | 2006-06-15 | Pharmed Medicare Private Limited | CONTROL OF pH BY DIRECT ADDITION OF CARBONATES AND BICARBONATES DURING CONCENTRATION OF ORGANIC SOLVENT EXTRACTS OF 6- ACETYL- 4,1 ‘, 6' TRICHLOROGALACTOSUCROSE AND 4,1 ‘, 6' TRICHLOROGALACTOSUCROSE |
| KR20070113194A (ko) * | 2005-01-03 | 2007-11-28 | 팜드 메디케어 프리베이트 리미티드 | 염소화 시약의 동시 첨가에 의한 수크로스-6-에스테르염소화 |
| US20060188629A1 (en) * | 2005-01-21 | 2006-08-24 | Greg Liesen | Method for the purification of sucralose |
| US7750146B2 (en) | 2005-03-18 | 2010-07-06 | Tate & Lyle Plc | Granular sucralose |
| US20060247180A1 (en) * | 2005-04-29 | 2006-11-02 | Bergey James L | Purgative composition and uses thereof |
| US20060276639A1 (en) * | 2005-06-01 | 2006-12-07 | Healthy Brands, Llc | Conversion of sucralose-6-ester to sucralose |
| US20100190975A1 (en) * | 2005-06-01 | 2010-07-29 | Pharmed Medicare Private Limited | Method for purification of chlorinated sucrose derivatives by solvent extraction |
| GB2443146A (en) * | 2005-08-30 | 2008-04-23 | Pharmed Medicare Pvt Ltd | Novel method of exraction of 6-0-protected trichlorogalac tose from the chlorinated mass |
| CA2620875A1 (en) * | 2005-08-30 | 2007-05-10 | Pharmed Medicare Pvt. Ltd. | A process for purification of trichlorogalactosucrose based on direct extraction in organic solvent from reaction mixture followed by evaporative removal of solvent |
| WO2007069269A1 (en) * | 2005-10-20 | 2007-06-21 | Pharmed Medicare Pvt. Ltd. | Acid mediated deacylation of 6-0-trichlorogalactosucrose to trich-lorogalactosucrose. |
| US20070100139A1 (en) * | 2005-10-31 | 2007-05-03 | Healthy Brands, Llc | Methods for chlorinating sucrose-6-ester |
| US20100184969A1 (en) * | 2005-11-08 | 2010-07-22 | Mangesh Rajadhyaksha | Process to Prepare Sucralose |
| US7741477B2 (en) * | 2006-01-10 | 2010-06-22 | Alembic Limited | Process for purification of sucralose |
| CN1814609B (zh) * | 2006-03-06 | 2010-11-10 | 盐城捷康三氯蔗糖制造有限公司 | 一种提高三氯蔗糖合成收率的方法 |
| GB2452870A (en) * | 2006-04-27 | 2009-03-18 | Vb Medicare Pvt Ltd | Continuous neutralizer mixer reactor and a continuous process for quenching chlorination reaction mixture in production of chlorinated sucrose |
| WO2008004246A1 (en) * | 2006-07-06 | 2008-01-10 | Alembic Limited | An improved process for the preparation of sucralose of high purity |
| US20080031927A1 (en) * | 2006-07-11 | 2008-02-07 | Catani Steven J | Solid oral dosage vitamin and mineral compositions |
| ES2564518T3 (es) * | 2006-09-14 | 2016-03-23 | Bahram Memarzadeh | Monolaurato de sucralosa y monomiristato de sucralosa, formulaciones farmacéuticas, estuches de diagnóstico y métodos de tratamiento |
| US20080103295A1 (en) * | 2006-10-25 | 2008-05-01 | David Losan Ho | Process for the preparation of sucrose-6-ester by esterification in the presence of solid superacid catalyst |
| US8258291B2 (en) * | 2006-10-25 | 2012-09-04 | Mamtek International Limited | Process for the preparation of sucralose by the chlorination of sugar with triphosgene (BTC) |
| CN100591684C (zh) * | 2006-12-27 | 2010-02-24 | 盐城捷康三氯蔗糖制造有限公司 | 三氯蔗糖结晶方法 |
| US20080227971A1 (en) * | 2007-01-19 | 2008-09-18 | Leinhos Duane A | Deacylation of sucralose-6-acylates |
| GB0702857D0 (en) * | 2007-01-19 | 2007-03-28 | Tate & Lyle Plc | Improved sucralose production method |
| CN101260126B (zh) * | 2007-03-06 | 2010-12-22 | 盐城捷康三氯蔗糖制造有限公司 | 三氯蔗糖的结晶方法 |
| CN101386632B (zh) * | 2007-09-12 | 2011-03-09 | 盐城捷康三氯蔗糖制造有限公司 | 三氯蔗糖生产过程中回收叔酰胺溶剂的方法 |
| CN101245085B (zh) * | 2007-12-19 | 2012-02-01 | 上海同辰生物科技有限公司 | 一种三氯蔗糖的合成及纯化工艺 |
| CA2710629C (en) * | 2007-12-27 | 2016-06-21 | Mcneil Nutritionals, Llc | Synergistic sweetening compositions |
| US20110008508A1 (en) * | 2007-12-27 | 2011-01-13 | Catani Steven J | Low calorie syrups |
| AR070082A1 (es) * | 2008-01-04 | 2010-03-10 | Tate & Lyle Technology Ltd | Metodo para la produccion de sucralosa |
| US8557976B2 (en) * | 2008-03-13 | 2013-10-15 | Tate & Lyle Technology Limited | Microbial consortia and methods for their use |
| WO2009117317A1 (en) | 2008-03-20 | 2009-09-24 | Tate & Lyle Technology Ltd | Removal of acids from tertiary amide solvents |
| US8436157B2 (en) * | 2008-03-26 | 2013-05-07 | Tate & Lyle Technology Limited | Method for the production of sucralose |
| US20090259036A1 (en) * | 2008-04-03 | 2009-10-15 | Tate & Lyle Technology Limited | Extraction of less polar impurities from sucralose containing aqueous feed streams |
| AR071134A1 (es) * | 2008-04-03 | 2010-05-26 | Tate & Lyle Technology Ltd | Cristalizacion de sucralosa a partir de chorros que contienen sucralosa |
| US8212022B2 (en) * | 2008-04-03 | 2012-07-03 | Tate & Lyle Technology Limited | Effect of carbohydrate concentration on sucralose extraction efficiency |
| US20090299055A1 (en) * | 2008-04-03 | 2009-12-03 | Tate & Lyle Technology Limited | Purification of Sucralose Containing Feed Streams for Sucralose Crystallization |
| US8497367B2 (en) * | 2008-04-03 | 2013-07-30 | Tate & Lyle Technology Limited | Sucralose purification process |
| US7862744B2 (en) * | 2008-07-23 | 2011-01-04 | Mamtek International Limited | Methods and systems for preparing materials for sucralose production |
| EP2328558A2 (en) * | 2008-08-08 | 2011-06-08 | McNeil-PPC, Inc. | Use of sucralose as a granulating agent |
| GB2468936B (en) | 2009-03-27 | 2011-09-07 | Mohamad Rami Radwan Jaber | Chlorination of sucrose-6-esters |
| GB2469157B (en) * | 2009-03-30 | 2011-07-06 | John Kerr | Process for removing dimethylamine during sucralose production |
| GB2469158B (en) | 2009-03-31 | 2011-09-28 | Peter J Seaberg | Base-assisted formation of tin-sucrose adducts |
| GB2471348B (en) * | 2009-06-22 | 2011-12-14 | Tate & Lyle Technology Ltd | A method for producing sucralose-6-acylate |
| GB2474310B (en) | 2009-10-12 | 2012-02-29 | Tate & Lyle Technology Ltd | Process for the production of sucrose-6-ester |
| GB2474311B (en) | 2009-10-12 | 2012-10-17 | Tate & Lyle Technology Ltd | Low temperature, single solvent process for the production of sucrose-6-ester |
| CA2817630C (en) | 2010-11-23 | 2019-09-03 | Lexington Pharmaceuticals Laboratories, Llc | Low temperature chlorination of carbohydrates |
| GB201110520D0 (en) | 2011-05-10 | 2011-08-03 | Tate & Lyle Technology Ltd | Extraction of carboxylic acids with tin compounds |
| CA2839385C (en) | 2011-06-24 | 2018-10-30 | Construction Research & Technology Gmbh | Cementitious composition and admixture |
| DK2723695T3 (en) | 2011-06-24 | 2017-04-03 | Construction Research & Technology Gmbh | A cement |
| US8884004B2 (en) | 2011-09-02 | 2014-11-11 | Divi's Laboratories, Ltd. | Process for the preparation of sucralose |
| HUE027876T2 (en) | 2011-10-14 | 2016-10-28 | Lexington Pharmaceuticals Laboratories Llc | Carbohydrate chlorination and carbohydrate derivatives |
| CN103087116A (zh) * | 2011-11-07 | 2013-05-08 | 常茂生物化学工程股份有限公司 | 三氯蔗糖的制备方法 |
| US9151747B1 (en) | 2013-03-14 | 2015-10-06 | Mercyhurst University | Sucralose antibody and immunoassay |
| CN105829332B (zh) | 2013-12-16 | 2018-10-02 | 塔特和莱利技术有限公司 | 蔗糖-6-酯的氯化 |
| WO2016020635A1 (en) | 2014-08-08 | 2016-02-11 | Tate & Lyle Technology Limited | Chlorination of sucrose-6-esters |
| CN104387427A (zh) * | 2014-10-30 | 2015-03-04 | 安徽金禾实业股份有限公司 | 一种三氯蔗糖的生产方法 |
| GB2536480B (en) | 2015-03-17 | 2019-09-04 | Tate & Lyle Tech Ltd | DMF Distillation |
| GB2551591B (en) | 2016-06-23 | 2019-08-07 | Tate & Lyle Tech Ltd | Liquid-liquid extraction of DMF |
| CN108191926A (zh) * | 2018-01-10 | 2018-06-22 | 福建科宏生物工程股份有限公司 | 一种气相氯化剂制备三氯蔗糖-6-乙酸酯的方法 |
| CN109180748B (zh) * | 2018-10-12 | 2022-04-08 | 安徽金禾实业股份有限公司 | 一种三氯蔗糖氯化中和反应后溶剂的分离方法 |
| CN111574394B (zh) * | 2020-05-22 | 2022-08-19 | 安徽金禾实业股份有限公司 | 一种三氯蔗糖生产中含羧酸dmf的处理方法 |
| EP4206211B1 (en) | 2020-09-30 | 2025-12-31 | Anhui Jinhe Industrial Co., Ltd. | SUCRALOSE PURIFICATION PROCESS |
| CN112585151A (zh) * | 2020-11-13 | 2021-03-30 | 安徽金禾实业股份有限公司 | 三氯蔗糖的提纯方法 |
| CN112933635B (zh) * | 2021-03-04 | 2022-04-12 | 安徽金禾实业股份有限公司 | 一种环绕离心式蔗糖-6-酯连续生产设备及生产方法 |
| CN113767109A (zh) * | 2021-08-04 | 2021-12-07 | 安徽金禾实业股份有限公司 | 三氯蔗糖的制备方法 |
| WO2024082177A1 (zh) * | 2022-10-19 | 2024-04-25 | 安徽金禾实业股份有限公司 | 一种利用水解体系制备三氯蔗糖粗品的方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3165986D1 (en) * | 1980-07-08 | 1984-10-18 | Tate & Lyle Plc | Process for the preparation of 4, 1',6'-trichloro-4,1',6'-trideoxygalactosucrose (tgs) |
| GB8617222D0 (en) * | 1986-07-15 | 1986-08-20 | Tate & Lyle Plc | Sweetener |
| US4950746A (en) * | 1988-07-18 | 1990-08-21 | Noramco, Inc. | Process for synthesizing sucrose derivatives by regioselective reaction |
| GB8822673D0 (en) * | 1988-09-27 | 1988-11-02 | Tate & Lyle Plc | Selective acylation of sugars |
| US4980463A (en) * | 1989-07-18 | 1990-12-25 | Noramco, Inc. | Sucrose-6-ester chlorination |
| US5089608A (en) * | 1990-03-23 | 1992-02-18 | Mcneil-Ppc, Inc. | Selective 6-acylation of sucrose mediated by cyclic adducts of dialkyltin oxides and diols |
| US5034551A (en) * | 1990-04-23 | 1991-07-23 | Noramco, Inc. | Process for recovery of organotin esters from reaction mixtures containing the same and re-use of the recovered organotin compounds |
| US5023329A (en) * | 1990-04-23 | 1991-06-11 | Noramco, Inc. | Sucrose-6-ester production process |
| US5136031A (en) * | 1990-07-09 | 1992-08-04 | Tate & Lyle Public Limited Company | Chlorination of sugars |
| US5298611A (en) * | 1993-03-12 | 1994-03-29 | Mcneil-Ppc, Inc. | Sucralose pentaester production |
-
1995
- 1995-05-24 US US08/448,710 patent/US5498709A/en not_active Expired - Lifetime
- 1995-10-11 AU AU34201/95A patent/AU707557B2/en not_active Ceased
- 1995-10-11 NZ NZ280208A patent/NZ280208A/en not_active IP Right Cessation
- 1995-10-11 IL IL11556295A patent/IL115562A/xx not_active IP Right Cessation
- 1995-10-13 KR KR1019950035395A patent/KR100390629B1/ko not_active Expired - Lifetime
- 1995-10-16 PE PE1995282006A patent/PE37196A1/es not_active Application Discontinuation
- 1995-10-16 EP EP95307329A patent/EP0708110B1/en not_active Expired - Lifetime
- 1995-10-16 CA CA002160641A patent/CA2160641C/en not_active Expired - Fee Related
- 1995-10-16 DE DE69520321T patent/DE69520321T2/de not_active Expired - Lifetime
- 1995-10-16 DK DK95307329T patent/DK0708110T3/da active
- 1995-10-16 ES ES95307329T patent/ES2157304T3/es not_active Expired - Lifetime
- 1995-10-16 BR BR9504423A patent/BR9504423A/pt not_active IP Right Cessation
- 1995-10-16 AT AT95307329T patent/ATE199723T1/de not_active IP Right Cessation
- 1995-10-16 FI FI954908A patent/FI954908L/fi unknown
- 1995-10-16 PT PT95307329T patent/PT708110E/pt unknown
- 1995-10-16 NO NO954111A patent/NO304950B1/no not_active IP Right Cessation
- 1995-10-16 JP JP29162095A patent/JP4450436B2/ja not_active Expired - Lifetime
- 1995-10-17 MY MYPI95003117A patent/MY113405A/en unknown
- 1995-10-17 TR TR95/01279A patent/TR199501279A2/xx unknown
- 1995-11-17 TW TW084112190A patent/TW331561B/zh not_active IP Right Cessation
-
2001
- 2001-05-15 GR GR20010400731T patent/GR3035878T3/el not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DK0708110T3 (da) | 2001-04-17 |
| FI954908A7 (fi) | 1996-04-18 |
| IL115562A (en) | 2000-11-21 |
| JPH08208679A (ja) | 1996-08-13 |
| NO304950B1 (no) | 1999-03-08 |
| NO954111L (no) | 1996-04-18 |
| CA2160641A1 (en) | 1996-04-18 |
| EP0708110A3 (en) | 1996-08-07 |
| MY113405A (en) | 2002-02-28 |
| BR9504423A (pt) | 1997-05-27 |
| AU707557B2 (en) | 1999-07-15 |
| DE69520321T2 (de) | 2001-08-09 |
| NO954111D0 (no) | 1995-10-16 |
| ATE199723T1 (de) | 2001-03-15 |
| GR3035878T3 (en) | 2001-08-31 |
| JP4450436B2 (ja) | 2010-04-14 |
| KR100390629B1 (ko) | 2003-12-06 |
| US5498709A (en) | 1996-03-12 |
| PE37196A1 (es) | 1996-09-24 |
| TR199501279A2 (tr) | 1996-06-21 |
| CA2160641C (en) | 2007-03-20 |
| EP0708110B1 (en) | 2001-03-14 |
| KR960014150A (ko) | 1996-05-22 |
| TW331561B (en) | 1998-05-11 |
| DE69520321D1 (de) | 2001-04-19 |
| IL115562A0 (en) | 1996-01-19 |
| FI954908A0 (fi) | 1995-10-16 |
| PT708110E (pt) | 2001-06-29 |
| FI954908L (fi) | 1996-04-18 |
| AU3420195A (en) | 1996-05-02 |
| NZ280208A (en) | 1996-07-26 |
| EP0708110A2 (en) | 1996-04-24 |
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