JP2005524605A5 - - Google Patents
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- Publication number
- JP2005524605A5 JP2005524605A5 JP2003538115A JP2003538115A JP2005524605A5 JP 2005524605 A5 JP2005524605 A5 JP 2005524605A5 JP 2003538115 A JP2003538115 A JP 2003538115A JP 2003538115 A JP2003538115 A JP 2003538115A JP 2005524605 A5 JP2005524605 A5 JP 2005524605A5
- Authority
- JP
- Japan
- Prior art keywords
- quaternary ammonium
- compound according
- ammonium compound
- methylphenyl
- hydroxy
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims description 9
- ISCNVPQNWZCJPY-ZMBIFBSDSA-N [(3r)-3-(2-hydroxy-5-methylphenyl)-3-phenylpropyl]-methyl-di(propan-2-yl)azanium;bromide Chemical compound [Br-].C1([C@@H](CC[N+](C)(C(C)C)C(C)C)C=2C(=CC=C(C)C=2)O)=CC=CC=C1 ISCNVPQNWZCJPY-ZMBIFBSDSA-N 0.000 claims description 3
- RNTMLDNKBNBHNB-ZMBIFBSDSA-N [(3r)-3-(2-hydroxy-5-methylphenyl)-3-phenylpropyl]-methyl-di(propan-2-yl)azanium;iodide Chemical compound [I-].C1([C@@H](CC[N+](C)(C(C)C)C(C)C)C=2C(=CC=C(C)C=2)O)=CC=CC=C1 RNTMLDNKBNBHNB-ZMBIFBSDSA-N 0.000 claims description 3
- PESFBMQBUBQIHZ-OAQYLSRUSA-N 4-methyl-2-[(1r)-3-[methyl-di(propan-2-yl)azaniumyl]-1-phenylpropyl]phenolate Chemical compound C1([C@@H](CC[N+](C)(C(C)C)C(C)C)C=2C(=CC=C(C)C=2)[O-])=CC=CC=C1 PESFBMQBUBQIHZ-OAQYLSRUSA-N 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims 25
- 239000003814 drug Substances 0.000 claims 5
- 239000008194 pharmaceutical composition Substances 0.000 claims 5
- 238000004519 manufacturing process Methods 0.000 claims 4
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims 3
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 2
- 206010039085 Rhinitis allergic Diseases 0.000 claims 2
- 206010039101 Rhinorrhoea Diseases 0.000 claims 2
- XCJAYQXUPYJVJF-ZMBIFBSDSA-N [(3r)-3-(2-hydroxy-5-methylphenyl)-3-phenylpropyl]-methyl-di(propan-2-yl)azanium;chloride Chemical compound [Cl-].C1([C@@H](CC[N+](C)(C(C)C)C(C)C)C=2C(=CC=C(C)C=2)O)=CC=CC=C1 XCJAYQXUPYJVJF-ZMBIFBSDSA-N 0.000 claims 2
- 201000010105 allergic rhinitis Diseases 0.000 claims 2
- 208000006673 asthma Diseases 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 208000010753 nasal discharge Diseases 0.000 claims 2
- 201000009240 nasopharyngitis Diseases 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- -1 2-Hydroxy-5-methylphenyl Chemical group 0.000 claims 1
- SAHYUXAUEOHSTF-UHFFFAOYSA-N 2-[3-(1-ethylpyrrolidin-1-ium-1-yl)-1-phenylpropyl]-4-methylphenol;iodide Chemical compound [I-].C=1C=CC=CC=1C(C=1C(=CC=C(C)C=1)O)CC[N+]1(CC)CCCC1 SAHYUXAUEOHSTF-UHFFFAOYSA-N 0.000 claims 1
- GLTLBMUDTQBVJJ-UHFFFAOYSA-N 4-methyl-2-[3-(1-methylpiperidin-1-ium-1-yl)-1-phenylpropyl]phenol;iodide Chemical compound [I-].CC1=CC=C(O)C(C(CC[N+]2(C)CCCCC2)C=2C=CC=CC=2)=C1 GLTLBMUDTQBVJJ-UHFFFAOYSA-N 0.000 claims 1
- GFJJOVYVZWLZBJ-UHFFFAOYSA-N 4-methyl-2-[3-(1-methylpyrrolidin-1-ium-1-yl)-1-phenylpropyl]phenol;iodide Chemical compound [I-].CC1=CC=C(O)C(C(CC[N+]2(C)CCCC2)C=2C=CC=CC=2)=C1 GFJJOVYVZWLZBJ-UHFFFAOYSA-N 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- HEZUKONMXSDPAM-GJFSDDNBSA-M [(3r)-3-(2-butanoyloxy-5-methylphenyl)-3-phenylpropyl]-methyl-di(propan-2-yl)azanium;iodide Chemical compound [I-].CCCC(=O)OC1=CC=C(C)C=C1[C@H](CC[N+](C)(C(C)C)C(C)C)C1=CC=CC=C1 HEZUKONMXSDPAM-GJFSDDNBSA-M 0.000 claims 1
- ZDOOPTLDCVMMMJ-GNAFDRTKSA-N [(3r)-3-(2-hydroxy-5-methylphenyl)-3-phenylpropyl]-di(propan-2-yl)-propylazanium;iodide Chemical compound [I-].C1([C@@H](CC[N+](CCC)(C(C)C)C(C)C)C=2C(=CC=C(C)C=2)O)=CC=CC=C1 ZDOOPTLDCVMMMJ-GNAFDRTKSA-N 0.000 claims 1
- DAOYMMUOBYZBTI-VZYDHVRKSA-M [(3r)-3-(2-methoxy-5-methylphenyl)-3-phenylpropyl]-methyl-di(propan-2-yl)azanium;iodide Chemical compound [I-].COC1=CC=C(C)C=C1[C@H](CC[N+](C)(C(C)C)C(C)C)C1=CC=CC=C1 DAOYMMUOBYZBTI-VZYDHVRKSA-M 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- HSNLBDOFLICSJT-HZPIKELBSA-N benzyl-[(3r)-3-(2-hydroxy-5-methylphenyl)-3-phenylpropyl]-di(propan-2-yl)azanium;iodide Chemical compound [I-].C1([C@@H](CC[N+](C(C)C)(CC=2C=CC=CC=2)C(C)C)C=2C(=CC=C(C)C=2)O)=CC=CC=C1 HSNLBDOFLICSJT-HZPIKELBSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- MEQQKLUUMXRNNJ-VZYDHVRKSA-N ethyl-[(3r)-3-(2-hydroxy-5-methylphenyl)-3-phenylpropyl]-di(propan-2-yl)azanium;iodide Chemical compound [I-].C1([C@@H](CC[N+](CC)(C(C)C)C(C)C)C=2C(=CC=C(C)C=2)O)=CC=CC=C1 MEQQKLUUMXRNNJ-VZYDHVRKSA-N 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
- 125000001453 quaternary ammonium group Chemical group 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- UGMNYHCKTAULOE-GNAFDRTKSA-M [(3r)-3-(2-acetyloxy-5-methylphenyl)-3-phenylpropyl]-methyl-di(propan-2-yl)azanium;iodide Chemical compound [I-].C1([C@@H](CC[N+](C)(C(C)C)C(C)C)C=2C(=CC=C(C)C=2)OC(C)=O)=CC=CC=C1 UGMNYHCKTAULOE-GNAFDRTKSA-M 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 2
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 1
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 1
- GVNCORSNTSFMPH-ZMBIFBSDSA-N [(3r)-3-[2-hydroxy-5-(hydroxymethyl)phenyl]-3-phenylpropyl]-methyl-di(propan-2-yl)azanium;iodide Chemical compound [I-].C1([C@@H](CC[N+](C)(C(C)C)C(C)C)C=2C(=CC=C(CO)C=2)O)=CC=CC=C1 GVNCORSNTSFMPH-ZMBIFBSDSA-N 0.000 description 1
- BCPOJAYIKNGCID-JOCHJYFZSA-N [2-[(1r)-3-[di(propan-2-yl)amino]-1-phenylpropyl]-4-methylphenyl] acetate Chemical compound C1([C@@H](CCN(C(C)C)C(C)C)C=2C(=CC=C(C)C=2)OC(C)=O)=CC=CC=C1 BCPOJAYIKNGCID-JOCHJYFZSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000000656 azaniumyl group Chemical group [H][N+]([H])([H])[*] 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- MVEAAGBEUOMFRX-UHFFFAOYSA-N ethyl acetate;hydrochloride Chemical compound Cl.CCOC(C)=O MVEAAGBEUOMFRX-UHFFFAOYSA-N 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- XJTQJERLRPWUGL-UHFFFAOYSA-N iodomethylbenzene Chemical compound ICC1=CC=CC=C1 XJTQJERLRPWUGL-UHFFFAOYSA-N 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US34893001P | 2001-10-26 | 2001-10-26 | |
| US36197902P | 2002-03-06 | 2002-03-06 | |
| US39152102P | 2002-06-25 | 2002-06-25 | |
| PCT/US2002/034529 WO2003035599A1 (en) | 2001-10-26 | 2002-10-25 | Quarternary ammonium compounds and their use as antimuscarinic agents |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005524605A JP2005524605A (ja) | 2005-08-18 |
| JP2005524605A5 true JP2005524605A5 (https=) | 2006-01-19 |
| JP3981357B2 JP3981357B2 (ja) | 2007-09-26 |
Family
ID=27407868
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003538115A Expired - Fee Related JP3981357B2 (ja) | 2001-10-26 | 2002-10-25 | 第4級アンモニウム化合物および抗ムスカリン剤としてのそれらの使用 |
Country Status (16)
| Country | Link |
|---|---|
| US (2) | US6890920B2 (https=) |
| EP (1) | EP1461306B1 (https=) |
| JP (1) | JP3981357B2 (https=) |
| AT (1) | ATE418534T1 (https=) |
| BR (1) | BR0206207A (https=) |
| CA (1) | CA2464223C (https=) |
| CY (1) | CY1109898T1 (https=) |
| DE (1) | DE60230546D1 (https=) |
| DK (1) | DK1461306T3 (https=) |
| ES (1) | ES2315425T3 (https=) |
| MX (1) | MXPA04003865A (https=) |
| MY (1) | MY130316A (https=) |
| NO (1) | NO20032938L (https=) |
| PT (1) | PT1461306E (https=) |
| SG (1) | SG168451A1 (https=) |
| WO (1) | WO2003035599A1 (https=) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0957073A1 (en) | 1998-05-12 | 1999-11-17 | Schwarz Pharma Ag | Novel derivatives of 3,3-diphenylpropylamines |
| DE60230546D1 (de) * | 2001-10-26 | 2009-02-05 | Pharmacia & Upjohn Co Llc | Quaternäre ammoniumverbindungen und deren verwendung als antimuscarinische wirkstoffe |
| US7754242B2 (en) * | 2002-03-20 | 2010-07-13 | Alkermes, Inc. | Inhalable sustained therapeutic formulations |
| AU2003231777C1 (en) * | 2002-04-29 | 2009-10-29 | Supernus Pharmaceuticals, Inc. | Pharmaceutical formulations with improved bioavailability |
| DE10315917A1 (de) * | 2003-04-08 | 2004-11-18 | Schwarz Pharma Ag | Hochreine Basen von 3,3-Diphenylpropylaminmonoestern |
| JP2006523676A (ja) * | 2003-04-15 | 2006-10-19 | ファルマシア・アンド・アップジョン・カンパニー・エルエルシー | 第四級アンモニウム化合物と、その抗ムスカリン性剤としての使用 |
| WO2004091597A2 (en) * | 2003-04-15 | 2004-10-28 | Pharmacia & Upjohn Company Llc | Method of treating irritable bowel syndrome (ibs) |
| JP2006523674A (ja) * | 2003-04-18 | 2006-10-19 | ファルマシア・アンド・アップジョン・カンパニー・エルエルシー | 慢性閉塞性肺疾患(copd)のための組合せ治療法 |
| WO2004096751A1 (en) * | 2003-04-25 | 2004-11-11 | Pharmacia & Upjohn Company Llc | Halogen substituted 3,3-diphenylpropylamines (tolterodine) having antimuscarinic activity |
| DK2210605T3 (en) * | 2003-11-04 | 2017-05-22 | Tcd Royalty Sub Llc | Daily single dose doses of trospium. |
| US8709476B2 (en) | 2003-11-04 | 2014-04-29 | Supernus Pharmaceuticals, Inc. | Compositions of quaternary ammonium compounds containing bioavailability enhancers |
| ES2235648B1 (es) * | 2003-12-22 | 2006-11-01 | Ragactives, S.L. | Procedimiento para la obtencion de tolterodina. |
| EP1701932B1 (en) * | 2003-12-24 | 2012-07-18 | Cipla Ltd. | Tolterodine, compositions and uses thereof, and preparation of the same |
| JP2007530451A (ja) * | 2004-03-11 | 2007-11-01 | グラクソ グループ リミテッド | 新規m3ムスカリン性アセチルコリン受容体アンタゴニスト |
| EP1838659B1 (en) * | 2004-12-24 | 2015-07-15 | LEK Pharmaceuticals d.d. | Process for preparation of n,n-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamine |
| US20110135580A1 (en) * | 2006-05-24 | 2011-06-09 | Boehringer Ingelheim International Gmbh | Novel Medicament Combinations for the Treatment of Respiratory Diseases |
| EP1908502A1 (en) * | 2006-10-02 | 2008-04-09 | Koninklijke Philips Electronics N.V. | Interactive modular tile system |
| US7731604B2 (en) * | 2006-10-31 | 2010-06-08 | Taylor Made Golf Company, Inc. | Golf club iron head |
| US20100112061A1 (en) * | 2006-12-13 | 2010-05-06 | William Baker | Monophosphates as Mutual Prodrugs of Muscarinic Receptor Antagonists and Beta-Agonists for the Treatment of COPD And Chronic Bronchitis |
| ES2554646T3 (es) * | 2007-02-23 | 2015-12-22 | Theravance Biopharma R&D Ip, Llc | Compuestos de difenilmetilo de amonio cuaternario, de utilidad como antagonistas de receptores muscarínicos |
| CA2682032A1 (en) | 2007-04-24 | 2008-11-06 | Theravance, Inc. | Quaternary ammonium compounds useful as muscarinic receptor antagonists |
| US20090246146A1 (en) * | 2008-01-25 | 2009-10-01 | Botond Banfi | Halides in the treatment of pathogenic infection |
| US20090318396A1 (en) * | 2008-06-10 | 2009-12-24 | Gilead Sciences, Inc. | Corticosteroid linked beta-agonist compounds for use in therapy |
| WO2010010464A2 (en) * | 2008-07-21 | 2010-01-28 | Actavis Group Ptc Ehf | Fesoterodine substantially free of dehydroxy impurity |
| JP5801997B2 (ja) | 2009-07-07 | 2015-10-28 | ファイザー・リミテッドPfizer Limited | 薬品の組合せを吸入するための投薬ユニット、投薬ユニットのパック、および吸入器 |
| CN110372571B (zh) * | 2018-04-12 | 2022-11-15 | 中国科学院大连化学物理研究所 | 一种2-(2,2-二芳基乙基)-环胺衍生物或盐及合成和应用与组合物 |
| CN110845357B (zh) * | 2019-11-22 | 2022-09-30 | 华东理工大学 | 季铵盐型酰肼化合物及由其制备的季铵盐型腙类化合物与应用 |
| CN116033893A (zh) | 2020-06-26 | 2023-04-28 | 迈兰制药英国有限公司 | 包含5-[3-(3-羟基苯氧基)氮杂环丁烷-1-基]-5-甲基-2,2-二苯基己酰胺的制剂 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE106643C (https=) | ||||
| US2592191A (en) * | 1949-09-16 | 1952-04-08 | Sterling Drug Inc | Quaternary ammonium salts of nu-(3, 3-diphenylpropyl) pyrrolidine |
| NL267508A (https=) | 1960-07-26 | |||
| NL6717123A (https=) | 1966-12-29 | 1968-07-01 | ||
| US3505337A (en) | 1967-12-22 | 1970-04-07 | Boehringer Sohn Ingelheim | N - hydrocarbyl-substituted noratropinium,haloalkylates and o-acyl derivatives thereof |
| US5382600A (en) | 1988-01-22 | 1995-01-17 | Pharmacia Aktiebolag | 3,3-diphenylpropylamines and pharmaceutical compositions thereof |
| IL91377A (en) | 1988-09-14 | 1996-09-12 | Nippon Shinyaku Co Ltd | Derivatives of botinylamine glycolate |
| GB8906166D0 (en) | 1989-03-17 | 1989-05-04 | Pfizer Ltd | Therapeutic agents |
| 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 |
| SE9203318D0 (sv) | 1992-11-06 | 1992-11-06 | Kabi Pharmacia Ab | Novel 3,3-diphenylpropylamines, their use and preparation |
| US5492933A (en) | 1993-10-08 | 1996-02-20 | Sepracor, Inc. | Methods and compositions for treating urinary incontinence and other disorders using optically pure R-terodiline and hydroxylated derivatives thereof |
| AU7971394A (en) | 1993-10-08 | 1995-05-04 | Sepracor, Inc. | Method for treating urinary incontinence using optically pure s-terodiline |
| KR20000057548A (ko) | 1996-12-13 | 2000-09-25 | 알프레드 엘. 미첼슨 | 광학적 전송물질 및 결합재 |
| SE9701144D0 (sv) * | 1997-03-27 | 1997-03-27 | Pharmacia & Upjohn Ab | Novel compounds, their use and preparation |
| PE20020547A1 (es) * | 2000-10-24 | 2002-06-12 | Upjohn Co | Uso de la tolterodina en tratamientos del asma |
| WO2002035245A1 (en) | 2000-10-26 | 2002-05-02 | Koninklijke Philips Electronics N.V. | Electronic device |
| DE60230546D1 (de) * | 2001-10-26 | 2009-02-05 | Pharmacia & Upjohn Co Llc | Quaternäre ammoniumverbindungen und deren verwendung als antimuscarinische wirkstoffe |
| JP2006523676A (ja) * | 2003-04-15 | 2006-10-19 | ファルマシア・アンド・アップジョン・カンパニー・エルエルシー | 第四級アンモニウム化合物と、その抗ムスカリン性剤としての使用 |
| WO2004096751A1 (en) * | 2003-04-25 | 2004-11-11 | Pharmacia & Upjohn Company Llc | Halogen substituted 3,3-diphenylpropylamines (tolterodine) having antimuscarinic activity |
-
2002
- 2002-10-25 DE DE60230546T patent/DE60230546D1/de not_active Expired - Lifetime
- 2002-10-25 ES ES02793840T patent/ES2315425T3/es not_active Expired - Lifetime
- 2002-10-25 PT PT02793840T patent/PT1461306E/pt unknown
- 2002-10-25 CA CA002464223A patent/CA2464223C/en not_active Expired - Fee Related
- 2002-10-25 AT AT02793840T patent/ATE418534T1/de active
- 2002-10-25 JP JP2003538115A patent/JP3981357B2/ja not_active Expired - Fee Related
- 2002-10-25 BR BR0206207-0A patent/BR0206207A/pt not_active Application Discontinuation
- 2002-10-25 DK DK02793840T patent/DK1461306T3/da active
- 2002-10-25 MY MYPI20024003A patent/MY130316A/en unknown
- 2002-10-25 US US10/280,906 patent/US6890920B2/en not_active Expired - Fee Related
- 2002-10-25 MX MXPA04003865A patent/MXPA04003865A/es active IP Right Grant
- 2002-10-25 WO PCT/US2002/034529 patent/WO2003035599A1/en not_active Ceased
- 2002-10-25 SG SG200905309-1A patent/SG168451A1/en unknown
- 2002-10-25 EP EP02793840A patent/EP1461306B1/en not_active Expired - Lifetime
-
2003
- 2003-06-26 NO NO20032938A patent/NO20032938L/no not_active Application Discontinuation
-
2005
- 2005-03-08 US US11/074,914 patent/US7439397B2/en not_active Expired - Fee Related
-
2009
- 2009-02-03 CY CY20091100122T patent/CY1109898T1/el unknown
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