EE04053B1 - (S)-3-(aminometüül)-5-metüülheksaanhappe valmistamise meetod - Google Patents
(S)-3-(aminometüül)-5-metüülheksaanhappe valmistamise meetodInfo
- Publication number
- EE04053B1 EE04053B1 EE9700320A EE9700320A EE04053B1 EE 04053 B1 EE04053 B1 EE 04053B1 EE 9700320 A EE9700320 A EE 9700320A EE 9700320 A EE9700320 A EE 9700320A EE 04053 B1 EE04053 B1 EE 04053B1
- Authority
- EE
- Estonia
- Prior art keywords
- aminomethyl
- methylhexanoic acid
- alkali
- earth metal
- alkaline earth
- Prior art date
Links
- AYXYPKUFHZROOJ-ZETCQYMHSA-N pregabalin Chemical compound CC(C)C[C@H](CN)CC(O)=O AYXYPKUFHZROOJ-ZETCQYMHSA-N 0.000 title 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 8
- 239000003513 alkali Substances 0.000 abstract 5
- YGHRJJRRZDOVPD-UHFFFAOYSA-N 3-methylbutanal Chemical compound CC(C)CC=O YGHRJJRRZDOVPD-UHFFFAOYSA-N 0.000 abstract 4
- -1 alkaline earth metal carboxylate salt Chemical class 0.000 abstract 4
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 abstract 2
- 230000000911 decarboxylating effect Effects 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 abstract 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/30—Preparation of optical isomers
- C07C227/34—Preparation of optical isomers by separation of optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/04—Formation of amino groups in compounds containing carboxyl groups
- C07C227/10—Formation of amino groups in compounds containing carboxyl groups with simultaneously increasing the number of carbon atoms in the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
- C07C229/08—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to hydrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/19—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/19—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton
- C07C255/22—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton containing cyano groups and at least two carboxyl groups bound to the carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Analytical Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Seasonings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/474,874 US5637767A (en) | 1995-06-07 | 1995-06-07 | Method of making (S)-3-(aminomethyl)-5-methylhexanoic acid |
| PCT/US1996/006819 WO1996040617A1 (fr) | 1995-06-07 | 1996-05-13 | Procede de preparation d'acide (s)-3-(aminomethyl)-5-methylhexanoique |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EE9700320A EE9700320A (et) | 1998-06-15 |
| EE04053B1 true EE04053B1 (et) | 2003-06-16 |
Family
ID=23885291
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EE9700320A EE04053B1 (et) | 1995-06-07 | 1996-05-13 | (S)-3-(aminometüül)-5-metüülheksaanhappe valmistamise meetod |
Country Status (18)
| Country | Link |
|---|---|
| US (4) | US5637767A (fr) |
| EP (1) | EP0830338B1 (fr) |
| JP (1) | JP3874306B2 (fr) |
| AT (1) | ATE210628T1 (fr) |
| CA (1) | CA2219150C (fr) |
| CZ (2) | CZ291147B6 (fr) |
| DE (1) | DE69617948T2 (fr) |
| DK (1) | DK0830338T3 (fr) |
| EE (1) | EE04053B1 (fr) |
| ES (1) | ES2170231T3 (fr) |
| GE (1) | GEP19991870B (fr) |
| HU (2) | HU229957B1 (fr) |
| NZ (2) | NZ308319A (fr) |
| PL (3) | PL185557B1 (fr) |
| PT (1) | PT830338E (fr) |
| SI (1) | SI0830338T1 (fr) |
| SK (2) | SK283507B6 (fr) |
| WO (1) | WO1996040617A1 (fr) |
Families Citing this family (71)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5858736A (en) * | 1996-05-17 | 1999-01-12 | E. I. Du Pont De Nemours And Company | Preparation of lactams from aliphatic α,ω-dinitriles |
| PL189872B1 (pl) | 1996-07-24 | 2005-10-31 | Warner Lambert Co | Zastosowanie izobutylogaby i jej pochodnych do wytwarzania leku do leczenia bólu |
| US6194459B1 (en) | 1997-08-19 | 2001-02-27 | Warner-Lambert Company | Methods for treating physiological conditions associated with the use, or sequelae of use, of cocaine or other psychomotors stimulants |
| RS50352B (sr) * | 1999-06-10 | 2009-11-10 | Warner-Lambert Company Llc., | Monosupstituisane 3-propil gama-aminobuterne kiseline |
| BRPI0107863B8 (pt) * | 2000-01-27 | 2017-04-25 | Warner-Lambert Company | método para preparar um derivado do ácido (s)-3- ciano-5-metilhexanoico, composto intermediário, seu método de preparação e método para preparar a pregabalina |
| GB2368579A (en) * | 2000-10-31 | 2002-05-08 | Parke Davis & Co Ltd | Azole pharmaceutical agents |
| US7169812B2 (en) * | 2003-07-01 | 2007-01-30 | Medtronic, Inc. | Process for producing injectable gabapentin compositions |
| EP1543831A1 (fr) * | 2003-12-18 | 2005-06-22 | Pfizer GmbH Arzneimittelwerk Gödecke | Composition de pregabaline |
| ES2292107T3 (es) * | 2004-03-12 | 2008-03-01 | Warner-Lambert Company Llc | Ligandos de bifosfina simetricos en c1 y su uso en la sintesis asimetrica de pregabalina. |
| UA82292C2 (uk) * | 2004-04-14 | 2008-03-25 | Пфайзер Продактс Инк. | Спосіб стереоселективного біоперетворення аліфатичних динітрилів в ціанокарбонові кислоти (варіанти) |
| HRP20100054T1 (hr) * | 2004-06-21 | 2010-05-31 | Warner-Lambert Company Llc | Dobivanje pregabalina i njemu sličnih spojeva |
| CN101160281A (zh) * | 2005-04-06 | 2008-04-09 | 特瓦制药工业有限公司 | 结晶形态的普瑞巴林 |
| EP1768950A2 (fr) * | 2005-04-11 | 2007-04-04 | Teva Pharmaceutical Industries Ltd. | Procede de fabrication de (s)-pregabaline |
| US7488846B2 (en) * | 2005-04-11 | 2009-02-10 | Teva Pharmaceuical Industries Ltd. | Pregabalin free of lactam and a process for preparation thereof |
| DE602006017995D1 (de) * | 2005-05-10 | 2010-12-16 | Teva Pharma | Verfahren zur herstellung von pregabalin und salzen daraus |
| US20070043241A1 (en) * | 2005-05-10 | 2007-02-22 | Lilach Hedvati | Optical resolution of 3-carbamoylmethyl-5-methylhexanoic acid |
| WO2006122255A1 (fr) * | 2005-05-10 | 2006-11-16 | Teva Pharmaceutical Industries Ltd. | Pregabaline exempte d'acide isobutylglutarique et son procede de preparation |
| WO2006121557A1 (fr) * | 2005-05-10 | 2006-11-16 | Teva Pharmaceutical Industries Ltd. | Pregabaline exempte de lactame et son procede de preparation |
| ES2398579T3 (es) * | 2005-09-19 | 2013-03-20 | Teva Pharmaceutical Industries Ltd | Una síntesis asimétrica de ácido (S)-(+)-3-(aminometil)-5-metilhexanoico |
| NL2000281C2 (nl) * | 2005-11-02 | 2007-08-07 | Pfizer Prod Inc | Vaste farmaceutische samenstellingen die pregabaline bevatten. |
| EP1904486A2 (fr) * | 2006-04-24 | 2008-04-02 | Teva Pharmaceutical Industries Ltd | Procede de synthese d'acide 3-isobutylglutarique |
| WO2007139933A2 (fr) * | 2006-05-24 | 2007-12-06 | Teva Pharmaceutical Industries Ltd. | Procédés pour la préparation d'acide r-(+)-3-(carbamoyl méthyl)-5-méthylhexanoïque et de sels de celui-ci |
| EP1912931A2 (fr) * | 2006-05-31 | 2008-04-23 | Teva Pharmaceutical Industries Ltd. | Préparation de (s)-prégabaline nitrile |
| US20080026433A1 (en) * | 2006-05-31 | 2008-01-31 | Lilach Hedvati | Use of enzymatic resolution for the preparation of intermediates of pregabalin |
| US20090286880A1 (en) * | 2006-07-12 | 2009-11-19 | Generics [Uk] Limited | Novel process |
| WO2008062460A2 (fr) * | 2006-10-06 | 2008-05-29 | Cadila Healthcare Limited | Formes cristallines de la prégabaline |
| KR101036536B1 (ko) * | 2007-03-22 | 2011-05-24 | 테바 파마슈티컬 인더스트리즈 리미티드 | (s)-(+)-3-(아미노메틸)-5-메틸 헥산산의 합성 |
| WO2008138874A1 (fr) * | 2007-05-09 | 2008-11-20 | Chemo Ibérica, S.A. | Procédé de préparation de la (s)-prégabaline par résolution optique de prégabaline racémique |
| EP1992609A1 (fr) * | 2007-05-14 | 2008-11-19 | Dipharma Francis S.r.l. | Processus de préparation d'acide (S)(+)-3-(aminomethyl)-5-methylhexanoique |
| WO2009001372A2 (fr) | 2007-06-25 | 2008-12-31 | Manne Satyanarayana Reddy | Nouveau procédé pour la préparation de la prégabaline |
| WO2009044409A2 (fr) * | 2007-10-01 | 2009-04-09 | Natco Pharma Limited | Nouveau procédé de résolution pour la prégabaline |
| KR20090101462A (ko) * | 2007-10-03 | 2009-09-28 | 테바 파마슈티컬 인더스트리즈 리미티드 | 프레가발린-4-엘리미네이트, 프레가발린 5-엘리미네이트, 기준 마커 및 표준물로서의 이들의 용도, 및 이들을 낮은 수준으로 함유하는 프레가발린의 제조 방법 |
| ITMI20072262A1 (it) | 2007-12-03 | 2009-06-04 | Dipharma Francis Srl | Procedimento per la preparazione di acido (s)(+)-3-(amminometil)-5-metilesanoico |
| EP2225199A2 (fr) * | 2007-12-18 | 2010-09-08 | Watson Pharma Private Limited | Procédé perfectionné pour la préparation de (s)-prégabaline |
| CN101965328A (zh) * | 2007-12-26 | 2011-02-02 | 基因里克斯(英国)有限公司 | 普瑞巴林的制备方法 |
| CN101910124B (zh) * | 2007-12-27 | 2013-07-03 | 东丽精细化工株式会社 | 光学活性3-氨基吡咯烷盐、其制造方法以及3-氨基吡咯烷的光学拆分方法 |
| WO2009082861A1 (fr) * | 2008-01-02 | 2009-07-09 | Zhejiang Jiuzhou Pharmaceutical Co., Ltd. | Nouveau procédé de dédoublement de l'acide (s)-3-aminométhyl-5-méthylhexanoïque |
| WO2009125427A2 (fr) * | 2008-02-18 | 2009-10-15 | Matrix Laboratories Limited | Procédé de fabrication d'acide (s)-3-(aminométhyl)-5-méthylhexanoïque |
| JP2011516459A (ja) * | 2008-04-04 | 2011-05-26 | ジェネリクス・(ユーケー)・リミテッド | 新規な方法 |
| EP2110372A1 (fr) | 2008-04-16 | 2009-10-21 | Chemo Ibérica, S.A. | Intermédiaires pour la préparation de prégabaline et leur procédé de préparation |
| CN101585778B (zh) * | 2008-05-19 | 2014-08-13 | 上海臣邦医药科技有限公司 | 一种普瑞巴林制备方法 |
| EP2294207B1 (fr) * | 2008-05-21 | 2012-09-26 | Sandoz AG | Procédé pour l'hydrolyse enzymatique stéréosélective d'un ester d'acide 5-méthyl-3-nitrométhyl-hexanoïque |
| US20110190393A1 (en) * | 2008-06-03 | 2011-08-04 | Generics (Uk) Limited | Novel and efficient method for the synthesis of an amino acid |
| EP2297090A1 (fr) * | 2008-06-23 | 2011-03-23 | Teva Pharmaceutical Industries Ltd. | Synthèse enzymatique stéréosélective de l ester (s) ou (r)-isobutylglutarique |
| WO2010061403A2 (fr) * | 2008-11-26 | 2010-06-03 | Ind-Swift Laboratories Limited | Procédé pour préparer de la (s)-prégabaline très pure |
| WO2010070593A2 (fr) | 2008-12-19 | 2010-06-24 | Pfizer Ireland Pharmaceuticals | Esters de malonate |
| IT1394292B1 (it) | 2009-05-07 | 2012-06-06 | Dipharma Francis Srl | Procedimento per la sintesi di pregabalina |
| ES2362913B1 (es) | 2009-12-24 | 2012-05-24 | Moehs Iberica S.L. | Nuevo método para la preparación de (s)-pregabalina. |
| HUP1000186A2 (en) | 2010-04-08 | 2011-10-28 | Richter Gedeon Nyrt | Novel industrial process of preparing (s)-(+) pregabalin |
| WO2011141923A2 (fr) | 2010-05-14 | 2011-11-17 | Lupin Limited | Synthèse améliorée d'un ester alkylique optiquement pur de l'acide (s) - 3-cyano-5-méthyl-hexanoïque, intermédiaire de la (s)-prégabaline |
| US8212072B2 (en) | 2010-08-13 | 2012-07-03 | Divi's Laboratories, Ltd. | Process for the preparation of pregabalin |
| WO2012025861A1 (fr) | 2010-08-23 | 2012-03-01 | Pfizer Manufacturing Ireland | Procédé de préparation de dérivés d'acide (s)-3-cyano-5-méthylhexanoïque et de prégabaline |
| US8895769B2 (en) | 2011-04-20 | 2014-11-25 | Kemphys Ltd. | Silicon-containing carboxylic acid derivative |
| EP2527319A1 (fr) | 2011-05-24 | 2012-11-28 | Laboratorios Del. Dr. Esteve, S.A. | Formes cristallines de prégabaline et co-formateurs pour le traitement de la douleur |
| CN104781264A (zh) | 2012-10-18 | 2015-07-15 | 有限会社肯菲思 | 含有硅的羧酸衍生物 |
| WO2014072785A2 (fr) | 2012-11-07 | 2014-05-15 | Hikal Limited | Procédé de préparation de prégabaline |
| CN103980144B (zh) * | 2014-05-16 | 2018-08-17 | 浙江华海药业股份有限公司 | 一种普瑞巴林中间体母液的套用方法 |
| CN106488906B (zh) | 2014-06-12 | 2018-10-26 | 斯福瑞有限公司 | β-取代的γ-氨基羧酸的制备方法 |
| CN104086439B (zh) * | 2014-06-30 | 2018-11-16 | 浙江华海药业股份有限公司 | 一种pregabalin中间体拆分剂(R)-(+)-α-苯乙胺的回收方法 |
| WO2016075082A1 (fr) | 2014-11-10 | 2016-05-19 | Sandoz Ag | Amination réductrice stéréosélective d'aldéhydes alpha-chiraux au moyen d'ω-transaminases pour la synthèse de précurseurs de la prégabaline et du brivaracétam |
| CN104649919B (zh) * | 2015-02-10 | 2021-02-12 | 浙江华海药业股份有限公司 | 一种小颗粒普瑞巴林的制备方法 |
| HK1253735A1 (zh) | 2015-05-26 | 2019-06-28 | 艾萨‧欧蒂迪 | 控制延缓释放普瑞巴林 |
| CN105175276A (zh) * | 2015-07-25 | 2015-12-23 | 安徽东凯生物科技有限公司 | 一种光学纯(r)-3-氨甲酰甲基-5-甲基己酸的合成方法 |
| CN105085290A (zh) * | 2015-08-18 | 2015-11-25 | 太仓运通生物化工有限公司 | 一种合成普瑞巴林的方法 |
| CN105061234A (zh) * | 2015-08-18 | 2015-11-18 | 太仓运通生物化工有限公司 | 一种制备普瑞巴林的方法 |
| CN105348125A (zh) * | 2015-11-26 | 2016-02-24 | 太仓运通生物化工有限公司 | 一种以异戊醛为原料合成普瑞巴林的方法 |
| CN111333529A (zh) * | 2018-12-19 | 2020-06-26 | 北京万全德众医药生物技术有限公司 | 普瑞巴林的一种制备方法 |
| CN109942446B (zh) * | 2019-04-17 | 2021-09-07 | 黄冈鲁班药业股份有限公司 | 一种普瑞巴林的制备方法 |
| US20240000727A1 (en) | 2020-12-04 | 2024-01-04 | Laboratorios Silanes S.A. De C.V. | Stable coated solid pharmaceutical composition of an opioid analgesic and an anti-epileptic for pain |
| CN112939809A (zh) * | 2020-12-30 | 2021-06-11 | 江苏恒沛药物科技有限公司 | 一种1-氰基-3-甲基丁基丙二酸二乙酯的制备方法 |
| CN116041214B (zh) * | 2022-11-15 | 2025-04-22 | 奥锐特药业股份有限公司 | 一种普瑞巴林中间体的制备方法及其应用 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2516307A (en) * | 1949-01-06 | 1950-07-25 | Gen Mills Inc | Vinyl resins plasticized with cyano esters |
| US3110723A (en) * | 1959-08-18 | 1963-11-12 | Rohm & Haas | Process for preparing monochlorinated cyanoesters |
| US3133954A (en) * | 1959-08-18 | 1964-05-19 | Rohm & Haas | Process for preparing chlorinated cyanoesters |
| US3444161A (en) * | 1965-09-02 | 1969-05-13 | Shionogi Seiyaku Kk | Alkyl cyano aluminum compounds and process for introducing a cyano group into an alpha,beta unsaturated carbonyl compound |
| DE1793347A1 (de) * | 1968-09-04 | 1972-02-03 | Dynamit Nobel Ag | Verfahren zur Herstellung von substituierten Cyanbuttersaeuren |
| JPS54100316A (en) * | 1978-01-25 | 1979-08-08 | Meiji Seika Kaisha Ltd | Preparation of derivative of aminobutyric acid |
| US4428887A (en) * | 1982-07-14 | 1984-01-31 | Monsanto Company | Method of producing mono-substituted terminal diesters |
| DE3227388A1 (de) * | 1982-07-22 | 1984-01-26 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von (alpha)-substituierten ss-dicarbonyl-, ss-cyancarbonyl- und ss-dicyanverbindungen |
| US4760089A (en) * | 1985-09-09 | 1988-07-26 | Smithkline Beckman Corporation | Irreversible dopamine-β-hydroxylase inhibitors |
| US5132451A (en) * | 1989-08-25 | 1992-07-21 | Warner-Lambert Company | Process for cyclic amino acid anticonvulsant compounds |
| US5077425A (en) * | 1990-04-02 | 1991-12-31 | E. I. Du Pont De Nemours And Company | Nitrile-accelerated hydrocarboxylation |
| US6197819B1 (en) * | 1990-11-27 | 2001-03-06 | Northwestern University | Gamma amino butyric acid analogs and optical isomers |
| US5366987A (en) * | 1991-08-22 | 1994-11-22 | Warner-Lambert Company | Isoxazolyl-substituted alkyl amide ACAT inhibitors |
| HU222776B1 (hu) * | 1992-05-20 | 2003-10-28 | Northwestern University | (S)-(+)-4-amino-3-(2-metil-propil)-butánsav előállításának új hexánsav- és butándisav-származék köztitermékei és ezek előállítása |
-
1995
- 1995-06-07 US US08/474,874 patent/US5637767A/en not_active Expired - Lifetime
-
1996
- 1996-05-13 SK SK606-2002A patent/SK283507B6/sk not_active IP Right Cessation
- 1996-05-13 EP EP96914618A patent/EP0830338B1/fr not_active Expired - Lifetime
- 1996-05-13 WO PCT/US1996/006819 patent/WO1996040617A1/fr not_active Ceased
- 1996-05-13 PT PT96914618T patent/PT830338E/pt unknown
- 1996-05-13 DE DE69617948T patent/DE69617948T2/de not_active Expired - Lifetime
- 1996-05-13 HU HU0500934A patent/HU229957B1/hu unknown
- 1996-05-13 NZ NZ308319A patent/NZ308319A/en not_active IP Right Cessation
- 1996-05-13 PL PL96350438A patent/PL185557B1/pl unknown
- 1996-05-13 CZ CZ19973846A patent/CZ291147B6/cs not_active IP Right Cessation
- 1996-05-13 GE GEAP19964087A patent/GEP19991870B/en unknown
- 1996-05-13 SI SI9630390T patent/SI0830338T1/xx unknown
- 1996-05-13 HU HU9802504A patent/HU228194B1/hu unknown
- 1996-05-13 CZ CZ20010732A patent/CZ296895B6/cs not_active IP Right Cessation
- 1996-05-13 PL PL96350439A patent/PL185560B1/pl unknown
- 1996-05-13 AT AT96914618T patent/ATE210628T1/de active
- 1996-05-13 ES ES96914618T patent/ES2170231T3/es not_active Expired - Lifetime
- 1996-05-13 SK SK1645-97A patent/SK282865B6/sk not_active IP Right Cessation
- 1996-05-13 EE EE9700320A patent/EE04053B1/xx unknown
- 1996-05-13 PL PL96323795A patent/PL185425B1/pl unknown
- 1996-05-13 CA CA002219150A patent/CA2219150C/fr not_active Expired - Lifetime
- 1996-05-13 JP JP50055997A patent/JP3874306B2/ja not_active Expired - Lifetime
- 1996-05-13 DK DK96914618T patent/DK0830338T3/da active
- 1996-05-13 NZ NZ501628A patent/NZ501628A/en not_active IP Right Cessation
-
1997
- 1997-02-06 US US08/796,159 patent/US5840956A/en not_active Expired - Lifetime
-
1998
- 1998-08-26 US US09/140,163 patent/US6046353A/en not_active Expired - Lifetime
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1999
- 1999-10-05 US US09/412,258 patent/US20010016665A1/en not_active Abandoned
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