ES2175451T3 - Procedimiento para la preparacion de drospirenona y sus productos intermedios. - Google Patents
Procedimiento para la preparacion de drospirenona y sus productos intermedios.Info
- Publication number
- ES2175451T3 ES2175451T3 ES97937562T ES97937562T ES2175451T3 ES 2175451 T3 ES2175451 T3 ES 2175451T3 ES 97937562 T ES97937562 T ES 97937562T ES 97937562 T ES97937562 T ES 97937562T ES 2175451 T3 ES2175451 T3 ES 2175451T3
- Authority
- ES
- Spain
- Prior art keywords
- procedure
- drospirenone
- preparation
- intermediate products
- dimetilen
- 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
- METQSPRSQINEEU-UHFFFAOYSA-N dihydrospirorenone Natural products CC12CCC(C3(CCC(=O)C=C3C3CC33)C)C3C1C1CC1C21CCC(=O)O1 METQSPRSQINEEU-UHFFFAOYSA-N 0.000 title abstract 3
- METQSPRSQINEEU-HXCATZOESA-N drospirenone Chemical compound C([C@]12[C@H]3C[C@H]3[C@H]3[C@H]4[C@@H]([C@]5(CCC(=O)C=C5[C@@H]5C[C@@H]54)C)CC[C@@]31C)CC(=O)O2 METQSPRSQINEEU-HXCATZOESA-N 0.000 title abstract 2
- 229960004845 drospirenone Drugs 0.000 title abstract 2
- 239000013067 intermediate product Substances 0.000 title abstract 2
- GXGJIOMUZAGVEH-UHFFFAOYSA-N Chamazulene Chemical class CCC1=CC=C(C)C2=CC=C(C)C2=C1 GXGJIOMUZAGVEH-UHFFFAOYSA-N 0.000 abstract 1
- 101000605827 Homo sapiens Pinin Proteins 0.000 abstract 1
- 102100038374 Pinin Human genes 0.000 abstract 1
- METQSPRSQINEEU-OLKMEILKSA-N drospirenone Chemical compound C([C@]12[C@H]3C[C@H]3C3C4[C@@H]([C@]5(CCC(=O)C=C5[C@@H]5C[C@@H]54)C)CC[C@@]31C)CC(=O)O2 METQSPRSQINEEU-OLKMEILKSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
- C07J53/002—Carbocyclic rings fused
- C07J53/004—3 membered carbocyclic rings
- C07J53/007—3 membered carbocyclic rings in position 6-7
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
- C07J53/002—Carbocyclic rings fused
- C07J53/004—3 membered carbocyclic rings
- C07J53/008—3 membered carbocyclic rings in position 15/16
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Fats And Perfumes (AREA)
- Polyesters Or Polycarbonates (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
PROCEDIMIENTO PARA LA PREPARACION DE DROSPIRENONA (6 BE ,7 BE ;15 BE ,16 BE - DIMETILEN - 3 - OXO - 17 AL PREGN - 4 EN - 21,17 - CARBOLACTONA, DRSP) (I) Y 7 AL - (3 - HIDROXI 1 - PROPIL) - 6 BE ,7 BE ;15 BE ,16 BE DIMETILEN - 5 BE - AN DROSTANO - 3 BE ,5,17 BE - TRIOL (ZK 92836), Y 6 BE ,7 BE ;15BE ,16 BE - DIMETILEN - 5 BE HIDROXI - 3 - OXO - 17 AL - A NDROSTAN - 21,17 - CARBOLACTONA (ZK 90965) COMO PRODUCTOS INTERMEDIOS DEL PROCEDIMIENTO.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19633685 | 1996-08-12 | ||
| DE19633685A DE19633685C1 (de) | 1996-08-12 | 1996-08-12 | Verfahren zur Herstellung von Drospirenon (6beta,7beta;15 beta,16beta-Dimethyl-en-3-oxo-17alpha-pregn-4-en-21,17-carbolacton, DRSP) sowie 7alpha-(3-Hydroxy-1-propyl)-6beta,7beta;15beta, 16beta-dimethylen-5beta-androstan-3beta,5,17beta-triol (ZK 92836) und 6beta,7beta;15beta,16beta-dimethylen-5beta-hydroxy-3-oxo-17alpha-androstan-21,17-carbolacton (90965) als Zwischenprodukte des Verfahrens |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES2175451T3 true ES2175451T3 (es) | 2002-11-16 |
| ES2175451T7 ES2175451T7 (es) | 2012-11-19 |
Family
ID=7803224
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES97937562T Active ES2175451T7 (es) | 1996-08-12 | 1997-08-11 | Procedimiento para la preparacióon de drospirenona y sus productos intermedios. |
| ES01250277T Expired - Lifetime ES2320626T5 (es) | 1996-08-12 | 1997-08-11 | Procedimiento para la preparación de drospirenona |
| ES09100011.7T Expired - Lifetime ES2438941T3 (es) | 1996-08-12 | 1997-08-11 | Procedimiento para la preparación de drospirenona (6beta,7beta;15beta,16beta-dimetilen-3-oxo-17alfa-pregn-4-eno-21,17-carbolactona, DRSP) |
| ES01250278T Expired - Lifetime ES2335860T3 (es) | 1996-08-12 | 1997-08-11 | Procedimiento para la preparacion de 6beta,7beta;15beta,16beta-dimetilen-5beta-hidroxi-3-oxo-17alfa-androstano-21,17-carbolactona. |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES01250277T Expired - Lifetime ES2320626T5 (es) | 1996-08-12 | 1997-08-11 | Procedimiento para la preparación de drospirenona |
| ES09100011.7T Expired - Lifetime ES2438941T3 (es) | 1996-08-12 | 1997-08-11 | Procedimiento para la preparación de drospirenona (6beta,7beta;15beta,16beta-dimetilen-3-oxo-17alfa-pregn-4-eno-21,17-carbolactona, DRSP) |
| ES01250278T Expired - Lifetime ES2335860T3 (es) | 1996-08-12 | 1997-08-11 | Procedimiento para la preparacion de 6beta,7beta;15beta,16beta-dimetilen-5beta-hidroxi-3-oxo-17alfa-androstano-21,17-carbolactona. |
Country Status (26)
| Country | Link |
|---|---|
| US (2) | US6121465A (es) |
| EP (4) | EP1149840B2 (es) |
| JP (1) | JP3333524B2 (es) |
| KR (1) | KR100473297B1 (es) |
| CN (1) | CN1158300C (es) |
| AT (3) | ATE420098T1 (es) |
| AU (1) | AU729149B2 (es) |
| BG (1) | BG62776B1 (es) |
| BR (1) | BR9711060A (es) |
| CA (1) | CA2261137C (es) |
| CZ (1) | CZ297255B6 (es) |
| DE (4) | DE19633685C1 (es) |
| DK (4) | DK0918791T3 (es) |
| EA (1) | EA001947B1 (es) |
| ES (4) | ES2175451T7 (es) |
| HU (1) | HU223106B1 (es) |
| IL (1) | IL127963A (es) |
| IS (1) | IS2100B (es) |
| NZ (1) | NZ333697A (es) |
| PL (1) | PL187474B1 (es) |
| PT (4) | PT2168974E (es) |
| SI (3) | SI1149841T1 (es) |
| SK (1) | SK283546B6 (es) |
| TR (1) | TR199900262T2 (es) |
| UA (1) | UA55423C2 (es) |
| WO (1) | WO1998006738A1 (es) |
Families Citing this family (49)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19633685C1 (de) | 1996-08-12 | 1997-10-09 | Schering Ag | Verfahren zur Herstellung von Drospirenon (6beta,7beta;15 beta,16beta-Dimethyl-en-3-oxo-17alpha-pregn-4-en-21,17-carbolacton, DRSP) sowie 7alpha-(3-Hydroxy-1-propyl)-6beta,7beta;15beta, 16beta-dimethylen-5beta-androstan-3beta,5,17beta-triol (ZK 92836) und 6beta,7beta;15beta,16beta-dimethylen-5beta-hydroxy-3-oxo-17alpha-androstan-21,17-carbolacton (90965) als Zwischenprodukte des Verfahrens |
| EP2305267A3 (en) | 1999-08-31 | 2011-08-17 | Bayer Schering Pharma Aktiengesellschaft | Pharmaceutical combination of ethinylestradiol and drospirenone for use as a contraceptive |
| US6787531B1 (en) * | 1999-08-31 | 2004-09-07 | Schering Ag | Pharmaceutical composition for use as a contraceptive |
| DE122009000007I2 (de) | 1999-08-31 | 2011-07-21 | Bayer Schering Pharma | Pharmazeutische kombination von ethinylestradiol und drospirenone als empfangnisverhutendes mittel. |
| US20020132801A1 (en) * | 2001-01-11 | 2002-09-19 | Schering Aktiengesellschaft | Drospirenone for hormone replacement therapy |
| NZ520630A (en) * | 2000-01-18 | 2004-09-24 | Schering Ag | Drospirenone for hormone replacement therapy |
| JP2004521951A (ja) | 2001-07-13 | 2004-07-22 | シエーリング アクチエンゲゼルシャフト | Hrtのためのドロスピレノン及びエストロゲンスルファメートの組み合わせ |
| AU2003239162A1 (en) * | 2002-04-26 | 2003-11-10 | Schering Ag | Treatment of hypertension in women receiving hormone replacement therapy |
| US7786101B2 (en) * | 2002-11-05 | 2010-08-31 | Bayer Schering Pharma Ag | Cardiovascular protection using anti-aldosteronic progestins |
| CL2004000574A1 (es) * | 2003-03-21 | 2005-02-11 | Pharmacia Corp Sa Organizada B | Proceso para preparar un compuesto 17-espirolactona o la sal de lactona abierta por carbonilacion del correspondiente 17-alquenil o alquinil derivado, los intermediarios que se usan y su proceso de obtencion. |
| ITMI20040367A1 (it) | 2004-03-01 | 2004-06-01 | Ind Chimica Srl | Processo per la preparazione di drospirenone |
| HUP0402465A2 (en) * | 2004-11-30 | 2006-07-28 | Richter Gedeon Vegyeszet | Industrial process for preparing 17-hydroxy-6-betha, 7-betha, 15-betha, 16-betha-bis-methylene-3-oxo-17-alpha-pregn-4-ene-21-carboxylic acid gamma lacton and the main intermediates of the process |
| HUP0402466A2 (en) * | 2004-11-30 | 2006-07-28 | Richter Gedeon Vegyeszet | Industrial process for preparing 17-hydroxy-6-betha, 7-betha, 15-betha, 16-betha-bis-methylene-3-oxo-17-alpha-pregn-4-ene-21-carboxylic acid gamma lacton and the main, intermediates of the process |
| DE102004058300B4 (de) * | 2004-12-02 | 2016-09-15 | Austriamicrosystems Ag | Schaltungsanordnung zur Erzeugung eines komplexen Signals und Verwendung in einem Hochfrequenz-Sender oder -Empfänger |
| ITMI20042338A1 (it) * | 2004-12-06 | 2005-03-06 | Ind Chimica Srl | Processo per la preparazione di drospirenone |
| US7319154B2 (en) | 2005-07-21 | 2008-01-15 | Bayer Schering Pharma Ag | Process for the production of 3-oxo-pregn-4-ene-21, 17-carbolactones by the metal free oxidation of 17-(3-hydroxypropyl)-3, 17-dihydroxyandrostanes |
| EP1746101B2 (de) * | 2005-07-21 | 2014-05-14 | Bayer Pharma Aktiengesellschaft | Verfahren zur Herstellung von 3-Oxo-pregn-4-en-21,17-carbolactonen durch die metallfreie Oxidation von 17-(3-hydroxypropyl)-3,17-dihydroxyandrostanen |
| PL1910403T3 (pl) * | 2005-07-21 | 2016-10-31 | Sposób wytwarzania 3-okso-pregn-4-eno-21,17-karbolaktonów drogą bezmetalowego utleniania 17-(3-hydroksypropylo) 3,17-dihydroksyandrostanów | |
| US20070255380A1 (en) | 2006-04-27 | 2007-11-01 | Peter Meyer | Electrode pad packaging systems and methods |
| EP1902711A1 (en) * | 2006-09-20 | 2008-03-26 | KAIROSmed GmbH | Oral modified release formulations containing Drospirenon and 8-Prenylnaringenin for use in Hormone Replacement Therapy (HRT) |
| EP2253641A2 (en) | 2007-05-01 | 2010-11-24 | Sicor, Inc. | A process for preparing drospirenone and intermediate thereof |
| DE102007030596B3 (de) * | 2007-06-28 | 2009-03-12 | Bayer Schering Pharma Aktiengesellschaft | Verfahren zur Herstellung von 17-(3-Hydroxypropyl)-17-hydroxysteroiden |
| EP2265629B1 (en) * | 2008-03-05 | 2015-06-24 | Evestra, Inc. | Bismethylene-17 carbolactones and related uses |
| US8222237B2 (en) * | 2008-11-25 | 2012-07-17 | Evestra, Inc. | Progestational 3-(6,6-ethylene-17B-hydroxy-3-oxo-17A-pregna-4-ene-17A-yl)propionic acid G-lactones |
| WO2010094623A1 (en) | 2009-02-18 | 2010-08-26 | Bayer Schering Pharma Aktiengesellschaft | Formulation comprising drospirenone for subcutaneous or intramuscular administration |
| WO2010094624A1 (en) | 2009-02-18 | 2010-08-26 | Bayer Schering Pharma Aktiengesellschaft | Particles comprising drospirenone encapsulated in a polymer |
| US8334375B2 (en) * | 2009-04-10 | 2012-12-18 | Evestra, Inc. | Methods for the preparation of drospirenone |
| ES2432063T3 (es) * | 2009-06-16 | 2013-11-29 | Crystal Pharma, S.A.U. | Procedimiento para la obtención de 17-espirolactonas en esteroides |
| DE102009031909B4 (de) | 2009-07-01 | 2017-02-09 | Heyl Chemisch-Pharmazeutische Fabrik Gmbh & Co. Kg | Verfahren zur Herstellung von Drospirenon aus Prasteron |
| US8921346B2 (en) | 2010-03-16 | 2014-12-30 | Taizhou Taifa Pharmaceuticals Co., Ltd. | Preparation method of drospirenone |
| CN101830959B (zh) * | 2010-05-27 | 2012-07-18 | 杭州龙山化工有限公司 | 一种曲螺酮的合成方法 |
| AR081670A1 (es) | 2010-06-29 | 2012-10-10 | Leon Farma Sa Lab | Composicion farmaceutica que comprende drospirenona y kit anticonceptivo |
| US10849857B2 (en) | 2010-07-28 | 2020-12-01 | Laboratorios Leon Farma Sa | Pharmaceutical compositions comprising active drugs, contraceptive kits comprising active drugs, and methods of administering the same |
| US11351122B1 (en) | 2010-07-28 | 2022-06-07 | Laboratorios Leon Farma Sa | Synthetic progestogens and pharmaceutical compositions comprising the same |
| US9603860B2 (en) | 2010-07-28 | 2017-03-28 | Laboratorios Leon Farma Sa | Pharmaceutical compositions comprising active drugs, contraceptive kits comprising active drugs, and methods of administering the same |
| ES2419663T3 (es) | 2010-08-03 | 2013-08-21 | Newchem S.P.A. | Métodos para la preparación de Drospirenona y productos intermedios de la misma |
| WO2012107513A1 (en) | 2011-02-10 | 2012-08-16 | Crystal Pharma, S.A.U. | Process for obtaining drospirenone |
| ITMI20111383A1 (it) | 2011-07-25 | 2013-01-26 | Ind Chimica Srl | Processo per la preparazione di drospirenone |
| JP2014532685A (ja) * | 2011-11-04 | 2014-12-08 | バイエル・ファルマ・アクチェンゲゼルシャフトBayer Pharma Aktiengesellschaft | 18−メチル−6,7−メチレン−3−オキソ−17−プレグナ−4−エン−21,17β−カルボラクトン、該化合物を含有する医薬製剤、および子宮内膜症の治療におけるその使用 |
| EP2782924B1 (en) | 2011-11-22 | 2016-09-21 | Industriale Chimica S.R.L. | Process for the preparation of drospirenone |
| EP2597101A1 (en) | 2011-11-22 | 2013-05-29 | Industriale Chimica S.R.L. | Process for the preparation of drospirenone |
| EP2958929B1 (en) | 2013-02-20 | 2017-09-13 | Industriale Chimica S.R.L. | Process for the preparation of drospirenone |
| US9556220B2 (en) * | 2013-04-12 | 2017-01-31 | Industriale Chimica S.R.L. | Process for the preparation of drospirenone |
| EP3108889A1 (en) | 2015-06-23 | 2016-12-28 | Philippe Perrin | Drospirenone-based contraceptive for a female patient affected with excess weight |
| JP6827962B2 (ja) | 2015-06-23 | 2021-02-10 | ラボラトリオス レオン ファーマ エスエー | 過剰体重に影響される女性患者のためのドロスピレノン系避妊薬 |
| CN113387993A (zh) * | 2021-07-06 | 2021-09-14 | 江西百思康瑞药业有限公司 | 一种屈螺酮的合成方法 |
| EP4134082A1 (en) | 2021-08-12 | 2023-02-15 | Chemo Research, S.L. | Method for treating endometriosis and providing effective contraception |
| WO2023152658A1 (en) | 2022-02-10 | 2023-08-17 | Lupin Limited | Slow release drospirenone tablet composition |
| WO2023165988A1 (en) | 2022-03-01 | 2023-09-07 | Chemo Research, S.L. | Chewable oral contraceptive |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2652761C2 (de) * | 1976-11-16 | 1985-11-21 | Schering AG, 1000 Berlin und 4709 Bergkamen | 15,16-Methylen-Spirolactone, Verfahren zu deren Herstellung und diese enthaltende Arzneimittel |
| DE3022337A1 (de) * | 1980-06-11 | 1982-01-07 | Schering Ag Berlin Und Bergkamen, 1000 Berlin | Praeparate zur kontrazeption und zur behandlung gynaekologischer stoerungen |
| DE3042136A1 (de) * | 1980-11-03 | 1982-06-09 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Verfahren zur herstellung von 3 (beta), 7 (beta) -dihydroxy- (delta) (pfeil hoch)5(pfeil hoch) -steroiden |
| ATE15206T1 (de) * | 1981-09-21 | 1985-09-15 | Schering Ag | 3-beta,7-beta,15-alpha-trihydroxy-5-androsten-1 - one, ihre 3,15-trimethylessigsaeure-ester und ihre herstellung. |
| DE3414508A1 (de) * | 1984-04-13 | 1985-10-24 | Schering AG, 1000 Berlin und 4709 Bergkamen | Mehrfach tritiierte steroid-20.17-spirolactone und ihre verwendung als tracersubstanzen |
| DE3626838A1 (de) * | 1986-08-08 | 1988-02-11 | Schering Ag | Verfahren zur herstellung von 17(alpha)-pregnan-21,17-carbolactonen |
| US5106995A (en) * | 1989-05-05 | 1992-04-21 | Isp Investments Inc. | Production of lactones from diols |
| DE19633685C1 (de) | 1996-08-12 | 1997-10-09 | Schering Ag | Verfahren zur Herstellung von Drospirenon (6beta,7beta;15 beta,16beta-Dimethyl-en-3-oxo-17alpha-pregn-4-en-21,17-carbolacton, DRSP) sowie 7alpha-(3-Hydroxy-1-propyl)-6beta,7beta;15beta, 16beta-dimethylen-5beta-androstan-3beta,5,17beta-triol (ZK 92836) und 6beta,7beta;15beta,16beta-dimethylen-5beta-hydroxy-3-oxo-17alpha-androstan-21,17-carbolacton (90965) als Zwischenprodukte des Verfahrens |
-
1996
- 1996-08-12 DE DE19633685A patent/DE19633685C1/de not_active Expired - Fee Related
-
1997
- 1997-08-11 ES ES97937562T patent/ES2175451T7/es active Active
- 1997-08-11 EP EP01250277.9A patent/EP1149840B2/de not_active Expired - Lifetime
- 1997-08-11 SK SK194-99A patent/SK283546B6/sk not_active IP Right Cessation
- 1997-08-11 EA EA199900153A patent/EA001947B1/ru not_active IP Right Cessation
- 1997-08-11 WO PCT/EP1997/004342 patent/WO1998006738A1/de not_active Ceased
- 1997-08-11 ES ES01250277T patent/ES2320626T5/es not_active Expired - Lifetime
- 1997-08-11 PT PT91000117T patent/PT2168974E/pt unknown
- 1997-08-11 EP EP09100011.7A patent/EP2168974B1/de not_active Revoked
- 1997-08-11 DK DK97937562T patent/DK0918791T3/da active
- 1997-08-11 SI SI9730790T patent/SI1149841T1/sl unknown
- 1997-08-11 AU AU40144/97A patent/AU729149B2/en not_active Expired
- 1997-08-11 US US09/242,334 patent/US6121465A/en not_active Expired - Lifetime
- 1997-08-11 DK DK01250278.7T patent/DK1149841T3/da active
- 1997-08-11 PT PT97937562T patent/PT918791E/pt unknown
- 1997-08-11 DE DE59713018T patent/DE59713018D1/de not_active Expired - Lifetime
- 1997-08-11 HU HU9903089A patent/HU223106B1/hu active Protection Beyond IP Right Term
- 1997-08-11 DE DE59706887T patent/DE59706887D1/de not_active Expired - Lifetime
- 1997-08-11 NZ NZ333697A patent/NZ333697A/xx not_active IP Right Cessation
- 1997-08-11 AT AT01250277T patent/ATE420098T1/de active
- 1997-08-11 CA CA002261137A patent/CA2261137C/en not_active Expired - Lifetime
- 1997-08-11 KR KR10-1999-7001166A patent/KR100473297B1/ko not_active Expired - Lifetime
- 1997-08-11 EP EP97937562A patent/EP0918791B3/de not_active Expired - Lifetime
- 1997-08-11 PL PL97331530A patent/PL187474B1/pl unknown
- 1997-08-11 JP JP50938998A patent/JP3333524B2/ja not_active Expired - Lifetime
- 1997-08-11 AT AT97937562T patent/ATE215557T1/de active
- 1997-08-11 IL IL12796397A patent/IL127963A/en not_active IP Right Cessation
- 1997-08-11 SI SI9730786T patent/SI1149840T2/sl unknown
- 1997-08-11 ES ES09100011.7T patent/ES2438941T3/es not_active Expired - Lifetime
- 1997-08-11 BR BR9711060A patent/BR9711060A/pt not_active IP Right Cessation
- 1997-08-11 DE DE59712991T patent/DE59712991D1/de not_active Expired - Lifetime
- 1997-08-11 PT PT01250278T patent/PT1149841E/pt unknown
- 1997-08-11 CN CNB971960356A patent/CN1158300C/zh not_active Expired - Lifetime
- 1997-08-11 TR TR1999/00262T patent/TR199900262T2/xx unknown
- 1997-08-11 DK DK09100011.7T patent/DK2168974T3/da active
- 1997-08-11 ES ES01250278T patent/ES2335860T3/es not_active Expired - Lifetime
- 1997-08-11 AT AT01250278T patent/ATE446966T1/de active
- 1997-08-11 DK DK01250277.9T patent/DK1149840T5/da active
- 1997-08-11 EP EP01250278A patent/EP1149841B1/de not_active Expired - Lifetime
- 1997-08-11 CZ CZ0047099A patent/CZ297255B6/cs not_active IP Right Cessation
- 1997-08-11 SI SI9730350T patent/SI0918791T1/xx unknown
- 1997-08-11 PT PT01250277T patent/PT1149840E/pt unknown
- 1997-11-08 UA UA99031342A patent/UA55423C2/uk unknown
-
1998
- 1998-12-01 BG BG102976A patent/BG62776B1/bg unknown
-
1999
- 1999-01-29 IS IS4965A patent/IS2100B/is unknown
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2000
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