HUP0402604A2 - Eljárás szkopin-észterek előállítására - Google Patents
Eljárás szkopin-észterek előállításáraInfo
- Publication number
- HUP0402604A2 HUP0402604A2 HU0402604A HUP0402604A HUP0402604A2 HU P0402604 A2 HUP0402604 A2 HU P0402604A2 HU 0402604 A HU0402604 A HU 0402604A HU P0402604 A HUP0402604 A HU P0402604A HU P0402604 A2 HUP0402604 A2 HU P0402604A2
- Authority
- HU
- Hungary
- Prior art keywords
- group
- chlorine
- alkyl
- general formula
- bromine
- Prior art date
Links
- FIMXSEMBHGTNKT-RZVDLVGDSA-N scopine Chemical class C([C@@H]1N2C)[C@H](O)C[C@@H]2[C@@H]2[C@H]1O2 FIMXSEMBHGTNKT-RZVDLVGDSA-N 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 4
- 229910052801 chlorine Inorganic materials 0.000 abstract 3
- 239000000460 chlorine Substances 0.000 abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical group CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- 239000011737 fluorine Substances 0.000 abstract 2
- 229910052740 iodine Inorganic materials 0.000 abstract 2
- 125000002827 triflate group Chemical group FC(S(=O)(=O)O*)(F)F 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- -1 hydroxy - Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000000962 organic group Chemical group 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
- C07D491/18—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
- C07D451/06—Oxygen atoms
- C07D451/10—Oxygen atoms acylated by aliphatic or araliphatic carboxylic acids, e.g. atropine, scopolamine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/08—Bridged systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pulmonology (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Indole Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Hydrogenated Pyridines (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Polyethers (AREA)
Abstract
A találmány egy új eljárásra vonatkozik az (1) általános képletűszkopin-észterek előállítására, mely képletben X jelentése klór-, brómvagy jódatom, metánszulfonát- vagy trifluor-metánszulfonát-csoport; R1jelentése hidroxi-, C1-C4-alkil-, C1-C4-alkoxi-, CF3-csoport vagyfluoratom; Ar jelentése fenil-, naftil-, tienil- vagy furilcsoport,amely adott esetben egyszeresen vagy kétszeresen-szubsztituált lehetegy vagy két csoporttal, mely/ek/ a következők közül kerülnekkiválasztásra: C1-C4-alkil-, C1-C4-alkoxi-, hidroxi-, CF3-csoport,fluor-, klór- vagy brómatom; amely abban áll; hogy egy (2) általánosképletű vegyületet, mely képletben Y-jelentése klór-, bróm- vagyjódatom, metánszulfonát- vagy trifluor-metánszulfonát-csoport; egylépésben egy (3) általános képletű vegyülettel átalakítanak, melyképletben R jelentése valamely szerves csoport és Rl és Ar afentiekben megadott jelentésekkel rendelkezhetnek. Ó
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10200943A DE10200943A1 (de) | 2002-01-12 | 2002-01-12 | Verfahren zur Herstellung von Scopinestern |
| PCT/EP2002/014756 WO2003057694A1 (de) | 2002-01-12 | 2002-12-24 | Verfahren zur herstellung von scopinestern |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| HUP0402604A2 true HUP0402604A2 (hu) | 2005-04-28 |
| HUP0402604A3 HUP0402604A3 (en) | 2008-05-28 |
| HU226665B1 HU226665B1 (en) | 2009-06-29 |
Family
ID=7711974
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0402604A HU226665B1 (en) | 2002-01-12 | 2002-12-24 | Method for producing scopine esters |
Country Status (31)
| Country | Link |
|---|---|
| US (1) | US6747154B2 (hu) |
| EP (2) | EP1972626A3 (hu) |
| JP (1) | JP5134756B2 (hu) |
| KR (1) | KR100929503B1 (hu) |
| CN (1) | CN100406456C (hu) |
| AT (1) | ATE404557T1 (hu) |
| AU (1) | AU2002361218B2 (hu) |
| BR (1) | BR0215493A (hu) |
| CA (1) | CA2471755C (hu) |
| CO (1) | CO5601006A2 (hu) |
| CY (1) | CY1108471T1 (hu) |
| DE (2) | DE10200943A1 (hu) |
| DK (1) | DK1467993T3 (hu) |
| EA (1) | EA007230B1 (hu) |
| EC (1) | ECSP045182A (hu) |
| ES (1) | ES2312655T3 (hu) |
| HK (1) | HK1073847A1 (hu) |
| HR (1) | HRP20040623B1 (hu) |
| HU (1) | HU226665B1 (hu) |
| IL (2) | IL162416A0 (hu) |
| ME (1) | MEP51208A (hu) |
| MX (1) | MXPA04006677A (hu) |
| NO (1) | NO328825B1 (hu) |
| NZ (1) | NZ534339A (hu) |
| PL (1) | PL208132B1 (hu) |
| PT (1) | PT1467993E (hu) |
| RS (1) | RS50771B (hu) |
| SI (1) | SI1467993T1 (hu) |
| UA (1) | UA78753C2 (hu) |
| WO (1) | WO2003057694A1 (hu) |
| ZA (1) | ZA200403852B (hu) |
Families Citing this family (42)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10141377A1 (de) | 2001-08-23 | 2003-03-13 | Boehringer Ingelheim Pharma | Aufstreuverfahren zur Herstellung von Pulverformulierungen |
| US7417051B2 (en) * | 2002-04-12 | 2008-08-26 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Medicaments comprising betamimetics and a novel anticholinergic |
| US7084153B2 (en) * | 2002-04-12 | 2006-08-01 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Medicaments comprising steroids and a novel anticholinergic |
| DE10216427A1 (de) * | 2002-04-12 | 2003-10-23 | Boehringer Ingelheim Pharma | Arzneimittelkompositionen enthaltend heterocyclische Verbindungen und ein neues Anticholinergikum |
| US20040058950A1 (en) * | 2002-07-09 | 2004-03-25 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Pharmaceutical compositions based on anticholinergics and PDE-IV inhibitors |
| US20040048887A1 (en) * | 2002-07-09 | 2004-03-11 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Pharmaceutical compositions based on anticholinergics and EGFR kinase inhibitors |
| US20040048886A1 (en) * | 2002-07-09 | 2004-03-11 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Pharmaceutical compositions based on new anticholinergics and NK1 receptor antagonists |
| US20040044020A1 (en) * | 2002-07-09 | 2004-03-04 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Pharmaceutical compositions based on novel anticholinergics and p38 kinase inhibitors |
| US20040166065A1 (en) | 2002-08-14 | 2004-08-26 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Aerosol formulation for inhalation comprising an anticholinergic |
| CA2495275C (en) * | 2002-08-14 | 2012-04-17 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Aerosol formulation for inhalation comprising an anticholinergic agent |
| US7244742B2 (en) * | 2002-08-17 | 2007-07-17 | Boehringer Ingelheim Pharma Gmbh & Co Kg | Pharmaceutical compositions for inhalation containing an anticholinergic, corticosteroid and betamimetic |
| US7056916B2 (en) * | 2002-11-15 | 2006-06-06 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Medicaments for the treatment of chronic obstructive pulmonary disease |
| US7332175B2 (en) * | 2003-05-27 | 2008-02-19 | Boehringer Ingelheim International Gmbh | Long-acting drug combinations for the treatment of respiratory complaints |
| US7273603B2 (en) * | 2003-07-11 | 2007-09-25 | Boehringer Ingelheim International Gmbh | HFC solution formulations containing an anticholinergic |
| CA2534120C (en) * | 2003-07-31 | 2012-09-11 | Boehringer Ingelheim International Gmbh | Medicaments for inhalation comprising anticholinergics and a betamimetic |
| US20050025718A1 (en) * | 2003-07-31 | 2005-02-03 | Boehringer Ingelheim International Gmbh | Medicaments for inhalation comprising an anticholinergic and a betamimetic |
| SI2067779T1 (sl) * | 2003-11-03 | 2013-08-30 | Boehringer Ingelheim International Gmbh | Tiotropijeve soli, postopek za njihovo pripravo in formulacije zdravil, ki jih vsebujejo |
| RS20060293A (en) * | 2003-11-03 | 2008-08-07 | Boehringer Ingelheim International Gmbh., | Novel tiotropium salts, methods for the production thereof, and pharmaceutical formulations containing the same |
| US20050272726A1 (en) * | 2004-04-22 | 2005-12-08 | Boehringer Ingelheim International Gmbh | Novel medicaments for the treatment of respiratory diseases |
| US20050256115A1 (en) * | 2004-05-14 | 2005-11-17 | Boehringer Ingelheim International Gmbh | Aerosol formulation for the inhalation of beta-agonists |
| US20050255050A1 (en) * | 2004-05-14 | 2005-11-17 | Boehringer Ingelheim International Gmbh | Powder formulations for inhalation, comprising enantiomerically pure beta agonists |
| US7220742B2 (en) | 2004-05-14 | 2007-05-22 | Boehringer Ingelheim International Gmbh | Enantiomerically pure beta agonists, process for the manufacture thereof and use thereof as medicaments |
| DE102004041253A1 (de) | 2004-08-26 | 2006-03-02 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neues Verfahren zur Herstellung von Tiotropiumsalzen |
| DK1881980T3 (da) * | 2005-05-02 | 2012-10-01 | Boehringer Ingelheim Int | Nye krystalline former af tiotropiumbromid |
| WO2006134021A2 (en) * | 2005-06-15 | 2006-12-21 | Boehringer Ingelheim International Gmbh | Process for preparing tiotropium salts, tiotropium salts as such and pharmaceutical compositions thereof |
| DE102005035112A1 (de) * | 2005-07-27 | 2007-02-15 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neues Verfahren zur Herstellung von Tiotropiumsalzen unter Anwendung von in organischen Lösungsmitteln löslichen N-Methylscopiniumsalzen |
| ES2530991T3 (es) * | 2005-08-15 | 2015-03-09 | Boehringer Ingelheim Int | Procedimiento para la obtención de betamiméticos |
| WO2008089852A1 (de) * | 2007-01-26 | 2008-07-31 | Boehringer Ingelheim Pharma Gmbh & Co.Kg | Neues verfahren zur herstellung von tiotropiumsalzen |
| EP1953156A1 (de) * | 2007-01-29 | 2008-08-06 | Boehringer Ingelheim Pharma GmbH & Co. KG | Verfahren zur Herstellung von Scopiniumsalzen |
| EP1997819A1 (de) | 2007-05-25 | 2008-12-03 | Boehringer Ingelheim Pharma GmbH & Co. KG | Verfahren zur Herstellung von Scopinestern |
| CN105601628A (zh) * | 2008-01-10 | 2016-05-25 | 基因里克斯(英国)有限公司 | 用于制备东莨菪醇酯的方法 |
| US8263623B2 (en) | 2008-07-11 | 2012-09-11 | Pfizer Inc. | Triazol derivatives useful for the treatment of diseases |
| WO2011015884A1 (en) * | 2009-08-07 | 2011-02-10 | Generics [Uk] Limited | Process to prepare scopine esters |
| NZ597920A (en) | 2009-08-07 | 2014-05-30 | Generics Uk Ltd | Anhydrate of tiotropium bromide |
| TR201002520A2 (tr) * | 2010-04-01 | 2010-05-21 | Bi̇lgi̇ç Mahmut | Tiotropyum bromür imalat metodu. |
| TR201005222A2 (tr) * | 2010-04-01 | 2011-10-21 | Bi̇lgi̇ç Mahmut | Tiotropyum bromür sentez yöntemi |
| US8957209B2 (en) | 2010-04-01 | 2015-02-17 | Mahmut Bilgic | Methods for the synthesis of tiotropium bromide |
| TR201005221A2 (tr) * | 2010-04-01 | 2012-01-23 | Bi̇lgi̇ç Mahmut | Geliştirilmiş sentez metodu. |
| ITRM20110508A1 (it) | 2011-09-27 | 2013-03-28 | Lusochimica Spa | Processo per la preparazione degli esteri della scopina. |
| PT106142B (pt) | 2012-02-10 | 2014-07-18 | Hovione Farmaci Ncia S A | Processo para a preparação de brometo de tiotrópio |
| CZ304808B6 (cs) | 2012-03-16 | 2014-11-05 | Zentiva, K.S. | Způsob přípravy skopinesteru kyseliny di(2-thienyl)glykolové, intermediátu v syntéze tiotropium bromidu a jeho nová forma |
| CZ305012B6 (cs) | 2012-03-30 | 2015-03-25 | Zentiva, K.S. | Způsob přípravy skopinesteru kyseliny di(2-thienyl)glykolové, intermediátu v syntéze tiotropium bromidu |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2540633A1 (de) | 1975-09-12 | 1977-04-28 | Boehringer Sohn Ingelheim | Neue quartaere n-beta-substituierte benzilsaeure-n-alkyl-nortropinester und verfahren zu deren herstellung |
| DE3211185A1 (de) | 1982-03-26 | 1983-09-29 | Boehringer Ingelheim KG, 6507 Ingelheim | Neue quartaere 6,11-dihydro-dibenzo-(b,e)-thiepin-11-n-alkyl- norscopinether und verfahren zu deren herstellung |
| DE3215493A1 (de) | 1982-04-26 | 1983-11-03 | Boehringer Ingelheim KG, 6507 Ingelheim | Neue zwischenprodukte, verfahren zu ihrer herstellung und ihre verwendung |
| DE3931041C2 (de) * | 1989-09-16 | 2000-04-06 | Boehringer Ingelheim Kg | Ester von Thienylcarbonsäuren mit Aminoalkoholen, ihre Quaternierungsprodukte, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel |
| US5610163A (en) | 1989-09-16 | 1997-03-11 | Boehringer Ingelheim Gmbh | Esters of thienyl carboxylic acids and amino alcohols and their quaternization products |
| DE4108393A1 (de) | 1991-03-15 | 1992-09-17 | Boehringer Ingelheim Kg | Neue ester bi- und tricyclischer aminoalkohole, ihre herstellung und ihre verwendung in arzneimitteln |
| US5770738A (en) | 1992-03-05 | 1998-06-23 | Boehringer Ingelheim Kg | Esters of bi- and tricyclic amino alcohols, their preparation and their use in pharmaceutical compositions |
| NZ284075A (en) * | 1994-04-19 | 1998-01-26 | Neurosearch As | Tropane-2-aldoxine derivatives; neurotransmitter re-uptake inhibiting medicaments |
| DE19515625C2 (de) | 1995-04-28 | 1998-02-19 | Boehringer Ingelheim Kg | Verfahren zur Herstellung von enantiomerenreinen Tropasäureestern |
| WO1998016528A1 (en) * | 1996-10-11 | 1998-04-23 | Chiron Corporation | Purine inhibitors of glycogen synthase kinase 3 (gsk3) |
| DE10050995A1 (de) * | 2000-10-14 | 2002-04-18 | Boehringer Ingelheim Pharma | Neue Anticholinergika, Verfahren zu deren Herstellung und deren Verwendung als Arzneimittel |
| DE10050994A1 (de) * | 2000-10-14 | 2002-04-18 | Boehringer Ingelheim Pharma | Neue als Arneimittel einsetzbare Anticholinergika sowie Verfahren zu deren Herstellung |
| DE10064816A1 (de) | 2000-12-22 | 2002-06-27 | Boehringer Ingelheim Pharma | Verfahren zur Herstellung eines Anticholinergikums |
| US6506900B1 (en) | 2001-01-31 | 2003-01-14 | Boehringer Ingelheim Pharma Ag | Process for preparing a scopine ester intermediate |
-
2002
- 2002-01-12 DE DE10200943A patent/DE10200943A1/de not_active Withdrawn
- 2002-12-24 DK DK02796735T patent/DK1467993T3/da active
- 2002-12-24 PT PT02796735T patent/PT1467993E/pt unknown
- 2002-12-24 CA CA2471755A patent/CA2471755C/en not_active Expired - Fee Related
- 2002-12-24 EP EP08159580A patent/EP1972626A3/de not_active Withdrawn
- 2002-12-24 IL IL16241602A patent/IL162416A0/xx unknown
- 2002-12-24 SI SI200230756T patent/SI1467993T1/sl unknown
- 2002-12-24 EP EP02796735A patent/EP1467993B1/de not_active Expired - Lifetime
- 2002-12-24 ES ES02796735T patent/ES2312655T3/es not_active Expired - Lifetime
- 2002-12-24 HU HU0402604A patent/HU226665B1/hu not_active IP Right Cessation
- 2002-12-24 UA UA20040806731A patent/UA78753C2/uk unknown
- 2002-12-24 WO PCT/EP2002/014756 patent/WO2003057694A1/de active IP Right Grant
- 2002-12-24 NZ NZ534339A patent/NZ534339A/en not_active IP Right Cessation
- 2002-12-24 PL PL369126A patent/PL208132B1/pl not_active IP Right Cessation
- 2002-12-24 CN CNB028265610A patent/CN100406456C/zh not_active Expired - Fee Related
- 2002-12-24 MX MXPA04006677A patent/MXPA04006677A/es active IP Right Grant
- 2002-12-24 AT AT02796735T patent/ATE404557T1/de active
- 2002-12-24 RS YUP-594/04A patent/RS50771B/sr unknown
- 2002-12-24 AU AU2002361218A patent/AU2002361218B2/en not_active Ceased
- 2002-12-24 KR KR1020047010736A patent/KR100929503B1/ko not_active IP Right Cessation
- 2002-12-24 DE DE50212650T patent/DE50212650D1/de not_active Expired - Lifetime
- 2002-12-24 JP JP2003558009A patent/JP5134756B2/ja not_active Expired - Fee Related
- 2002-12-24 BR BR0215493-5A patent/BR0215493A/pt not_active Expired - Fee Related
- 2002-12-24 ME MEP-512/08A patent/MEP51208A/xx unknown
- 2002-12-24 EA EA200400875A patent/EA007230B1/ru not_active IP Right Cessation
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2003
- 2003-01-09 US US10/339,480 patent/US6747154B2/en not_active Expired - Lifetime
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2004
- 2004-05-19 ZA ZA200403852A patent/ZA200403852B/en unknown
- 2004-06-09 IL IL162416A patent/IL162416A/en not_active IP Right Cessation
- 2004-07-09 HR HRP20040623AA patent/HRP20040623B1/xx not_active IP Right Cessation
- 2004-07-12 EC EC2004005182A patent/ECSP045182A/es unknown
- 2004-07-23 CO CO04070837A patent/CO5601006A2/es not_active Application Discontinuation
- 2004-08-11 NO NO20043341A patent/NO328825B1/no not_active IP Right Cessation
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2005
- 2005-07-29 HK HK05106514A patent/HK1073847A1/xx not_active IP Right Cessation
-
2008
- 2008-10-31 CY CY20081101236T patent/CY1108471T1/el unknown
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