JP2006514095A5 - - Google Patents
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- Publication number
- JP2006514095A5 JP2006514095A5 JP2004570721A JP2004570721A JP2006514095A5 JP 2006514095 A5 JP2006514095 A5 JP 2006514095A5 JP 2004570721 A JP2004570721 A JP 2004570721A JP 2004570721 A JP2004570721 A JP 2004570721A JP 2006514095 A5 JP2006514095 A5 JP 2006514095A5
- Authority
- JP
- Japan
- Prior art keywords
- amino
- optionally substituted
- hydroxy
- halogen
- formula
- 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
- 125000000217 alkyl group Chemical group 0.000 claims 27
- 125000003545 alkoxy group Chemical group 0.000 claims 18
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 17
- 229910052736 halogen Inorganic materials 0.000 claims 16
- 150000002367 halogens Chemical class 0.000 claims 16
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 14
- -1 amino, carbamoylamino Chemical group 0.000 claims 13
- 150000001875 compounds Chemical class 0.000 claims 13
- 229910052739 hydrogen Inorganic materials 0.000 claims 11
- 239000001257 hydrogen Substances 0.000 claims 11
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 9
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims 9
- 125000003118 aryl group Chemical group 0.000 claims 9
- 125000005115 alkyl carbamoyl group Chemical group 0.000 claims 8
- 125000000623 heterocyclic group Chemical group 0.000 claims 8
- 229910052757 nitrogen Inorganic materials 0.000 claims 8
- 125000004656 alkyl sulfonylamino group Chemical group 0.000 claims 7
- 125000004414 alkyl thio group Chemical group 0.000 claims 7
- 125000004423 acyloxy group Chemical group 0.000 claims 6
- 125000003282 alkyl amino group Chemical group 0.000 claims 6
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 6
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- 208000002193 Pain Diseases 0.000 claims 5
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims 5
- 230000036407 pain Effects 0.000 claims 5
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 4
- 125000001589 carboacyl group Chemical group 0.000 claims 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 230000002265 prevention Effects 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 125000002947 alkylene group Chemical group 0.000 claims 3
- JXPBXIHMWWCJOP-UHFFFAOYSA-N 2-[4-[5-(difluoromethyl)-2-(6-methoxypyridin-3-yl)pyrazol-3-yl]phenoxy]ethylurea Chemical compound C1=NC(OC)=CC=C1N1C(C=2C=CC(OCCNC(N)=O)=CC=2)=CC(C(F)F)=N1 JXPBXIHMWWCJOP-UHFFFAOYSA-N 0.000 claims 2
- 208000023275 Autoimmune disease Diseases 0.000 claims 2
- 208000027932 Collagen disease Diseases 0.000 claims 2
- 208000018522 Gastrointestinal disease Diseases 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 208000007536 Thrombosis Diseases 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000004450 alkenylene group Chemical group 0.000 claims 2
- 125000000676 alkoxyimino group Chemical group 0.000 claims 2
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 claims 2
- 125000005530 alkylenedioxy group Chemical group 0.000 claims 2
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 2
- 230000036592 analgesia Effects 0.000 claims 2
- 230000000202 analgesic effect Effects 0.000 claims 2
- 125000003435 aroyl group Chemical group 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 2
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 208000026278 immune system disease Diseases 0.000 claims 2
- 230000004968 inflammatory condition Effects 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 230000004770 neurodegeneration Effects 0.000 claims 2
- 208000015122 neurodegenerative disease Diseases 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000000612 phthaloyl group Chemical group C(C=1C(C(=O)*)=CC=CC1)(=O)* 0.000 claims 2
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 2
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims 2
- 125000006296 sulfonyl amino group Chemical group [H]N(*)S(*)(=O)=O 0.000 claims 2
- FPXNNUNEGDQEEC-UHFFFAOYSA-N 2-[4-[2-(4-methoxyphenyl)-5-(trifluoromethyl)pyrazol-3-yl]phenoxy]ethylurea Chemical compound C1=CC(OC)=CC=C1N1C(C=2C=CC(OCCNC(N)=O)=CC=2)=CC(C(F)(F)F)=N1 FPXNNUNEGDQEEC-UHFFFAOYSA-N 0.000 claims 1
- FDRDFEKIGYWPSC-UHFFFAOYSA-N 2-[4-[5-(2,2-difluoroethoxy)-2-(6-methoxypyridin-3-yl)pyrazol-3-yl]phenoxy]ethylurea Chemical compound C1=NC(OC)=CC=C1N1C(C=2C=CC(OCCNC(N)=O)=CC=2)=CC(OCC(F)F)=N1 FDRDFEKIGYWPSC-UHFFFAOYSA-N 0.000 claims 1
- QLAJUMUUDDMEHU-UHFFFAOYSA-N 2-[4-[5-(difluoromethyl)-2-(4-methoxyphenyl)pyrazol-3-yl]phenoxy]ethylurea Chemical compound C1=CC(OC)=CC=C1N1C(C=2C=CC(OCCNC(N)=O)=CC=2)=CC(C(F)F)=N1 QLAJUMUUDDMEHU-UHFFFAOYSA-N 0.000 claims 1
- UUGMIZDHEMPULY-UHFFFAOYSA-N 2-[4-[5-chloro-2-(4-methoxyphenyl)pyrazol-3-yl]phenoxy]ethylurea Chemical compound C1=CC(OC)=CC=C1N1C(C=2C=CC(OCCNC(N)=O)=CC=2)=CC(Cl)=N1 UUGMIZDHEMPULY-UHFFFAOYSA-N 0.000 claims 1
- LENXFAWECVJUBW-UHFFFAOYSA-N 2-[4-[5-cyclopropyl-2-(4-methoxyphenyl)pyrazol-3-yl]phenoxy]ethylurea Chemical compound C1=CC(OC)=CC=C1N1C(C=2C=CC(OCCNC(N)=O)=CC=2)=CC(C2CC2)=N1 LENXFAWECVJUBW-UHFFFAOYSA-N 0.000 claims 1
- 206010002556 Ankylosing Spondylitis Diseases 0.000 claims 1
- 208000008035 Back Pain Diseases 0.000 claims 1
- 201000005569 Gout Diseases 0.000 claims 1
- 206010018634 Gouty Arthritis Diseases 0.000 claims 1
- 206010061218 Inflammation Diseases 0.000 claims 1
- 208000003456 Juvenile Arthritis Diseases 0.000 claims 1
- 206010059176 Juvenile idiopathic arthritis Diseases 0.000 claims 1
- 208000008930 Low Back Pain Diseases 0.000 claims 1
- 241001465754 Metazoa Species 0.000 claims 1
- 206010042674 Swelling Diseases 0.000 claims 1
- 208000027418 Wounds and injury Diseases 0.000 claims 1
- FPMLBLDBMKTMDQ-UHFFFAOYSA-N [4-[5-(difluoromethyl)-2-(4-methoxyphenyl)pyrazol-3-yl]phenyl]methylurea Chemical compound C1=CC(OC)=CC=C1N1C(C=2C=CC(CNC(N)=O)=CC=2)=CC(C(F)F)=N1 FPMLBLDBMKTMDQ-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Chemical group 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 208000038016 acute inflammation Diseases 0.000 claims 1
- 230000006022 acute inflammation Effects 0.000 claims 1
- 208000037976 chronic inflammation Diseases 0.000 claims 1
- 230000006020 chronic inflammation Effects 0.000 claims 1
- 230000006378 damage Effects 0.000 claims 1
- 230000004054 inflammatory process Effects 0.000 claims 1
- 208000014674 injury Diseases 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- ZKXOUIFLUUCMSW-UHFFFAOYSA-N n-[2-[4-[2-(4-methoxyphenyl)-5-(trifluoromethyl)pyrazol-3-yl]phenoxy]ethyl]acetamide Chemical compound C1=CC(OC)=CC=C1N1C(C=2C=CC(OCCNC(C)=O)=CC=2)=CC(C(F)(F)F)=N1 ZKXOUIFLUUCMSW-UHFFFAOYSA-N 0.000 claims 1
- QPXJUXYRSPPCMP-UHFFFAOYSA-N n-[[4-[5-(difluoromethyl)-2-(4-methoxyphenyl)pyrazol-3-yl]phenyl]methyl]methanesulfonamide Chemical compound C1=CC(OC)=CC=C1N1C(C=2C=CC(CNS(C)(=O)=O)=CC=2)=CC(C(F)F)=N1 QPXJUXYRSPPCMP-UHFFFAOYSA-N 0.000 claims 1
- 231100000252 nontoxic Toxicity 0.000 claims 1
- 230000003000 nontoxic effect Effects 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 238000001356 surgical procedure Methods 0.000 claims 1
- 230000008961 swelling Effects 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
- 0 ***c(cc1)ccc1C(C(*)C(*)=O)=O Chemical compound ***c(cc1)ccc1C(C(*)C(*)=O)=O 0.000 description 2
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU2002953019A AU2002953019A0 (en) | 2002-12-02 | 2002-12-02 | Azole derivatives |
| AU2002953602A AU2002953602A0 (en) | 2002-12-30 | 2002-12-30 | New compounds |
| AU2003902015A AU2003902015A0 (en) | 2003-04-29 | 2003-04-29 | Azole derivatives |
| PCT/JP2003/014489 WO2004050632A1 (en) | 2002-12-02 | 2003-11-14 | Pyrazole derivatives useful as cox-i inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006514095A JP2006514095A (ja) | 2006-04-27 |
| JP2006514095A5 true JP2006514095A5 (enExample) | 2006-06-15 |
| JP4419078B2 JP4419078B2 (ja) | 2010-02-24 |
Family
ID=32474716
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004570721A Expired - Fee Related JP4419078B2 (ja) | 2002-12-02 | 2003-11-14 | ピラゾール誘導体 |
Country Status (15)
| Country | Link |
|---|---|
| US (2) | US7183306B2 (enExample) |
| EP (1) | EP1567503B1 (enExample) |
| JP (1) | JP4419078B2 (enExample) |
| KR (1) | KR20050083761A (enExample) |
| AR (1) | AR042273A1 (enExample) |
| AT (1) | ATE538097T1 (enExample) |
| BR (1) | BR0316332A (enExample) |
| CA (1) | CA2505945A1 (enExample) |
| ES (1) | ES2379076T3 (enExample) |
| MX (1) | MXPA05005742A (enExample) |
| NO (1) | NO20053215L (enExample) |
| NZ (1) | NZ540515A (enExample) |
| PL (1) | PL377778A1 (enExample) |
| TW (1) | TW200410942A (enExample) |
| WO (1) | WO2004050632A1 (enExample) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030119877A1 (en) * | 2001-01-02 | 2003-06-26 | Junya Ishida | Pyridine derivatives useful as cyclooxygenase inhibitor |
| NZ540515A (en) | 2002-12-02 | 2008-01-31 | Astellas Pharma Inc | Pyrazole derivatives useful as COX-I inhibitors |
| RU2332412C2 (ru) * | 2003-02-07 | 2008-08-27 | Дайити Фармасьютикал Ко., Лтд. | Производные пиразола |
| US20050075323A1 (en) * | 2003-03-05 | 2005-04-07 | Pfizer Inc | Beta3 adrenergic receptor agonists and uses thereof |
| US20060079566A1 (en) * | 2003-10-03 | 2006-04-13 | Ching-Shih Chen | PDK-1/Akt signaling inhibitors |
| US20090149463A1 (en) * | 2004-02-20 | 2009-06-11 | Leifeng Cheng | Therapeutic agents |
| WO2006004027A1 (ja) * | 2004-07-01 | 2006-01-12 | Daiichi Pharmaceutical Co., Ltd. | ピラゾール誘導体 |
| MX2007001566A (es) * | 2004-08-06 | 2007-04-16 | Daiichi Seiyaku Co | Agente antiplaqueta y procedimiento para producir el mismo. |
| JP2008526887A (ja) * | 2005-01-10 | 2008-07-24 | ユニバーシティ オブ コネチカット | カンナビノイド受容体に作用する新規なヘテロピロール類似体 |
| FR2882365B1 (fr) * | 2005-02-21 | 2007-09-07 | Sanofi Aventis Sa | Derives de 2-(1,5-diphenyl-1h-pyrazol-3-yl)-1,3,4-oxadiazole leur preparation et leur application en therapeutique |
| GB0514739D0 (en) * | 2005-07-19 | 2005-08-24 | Astrazeneca Ab | Therapeutic agents |
| GB0516661D0 (en) * | 2005-08-13 | 2005-09-21 | Astrazeneca Ab | Therapeutic agents |
| EP2009006A4 (en) | 2006-03-27 | 2010-01-27 | Toray Industries | UREIDE DERIVATIVE AND ITS USE FOR MEDICAL PURPOSES |
| JPWO2008029912A1 (ja) | 2006-09-07 | 2010-01-21 | 国立大学法人 岡山大学 | シクロオキシゲナーゼ1(cox−1)選択的阻害活性を有するベンズアミドを骨格とする化合物 |
| CA2673359A1 (en) * | 2006-12-18 | 2008-06-26 | 7Tm Pharma A/S | Cb1 receptor modulators |
| GB0702862D0 (en) * | 2007-02-14 | 2007-03-28 | Univ Aberdeen | Therapeutic compounds |
| WO2008105383A1 (ja) * | 2007-02-26 | 2008-09-04 | Toray Industries, Inc. | ピラゾール誘導体およびその医薬用途 |
| JPWO2008114859A1 (ja) * | 2007-03-22 | 2010-07-08 | アステラス製薬株式会社 | ピラゾール誘導体を含有する医薬組成物 |
| US8039502B2 (en) | 2007-07-24 | 2011-10-18 | The Ohio State University Research Foundation | Anti-infective agents against intracellular pathogens |
| EP2254601B1 (en) | 2008-02-08 | 2019-05-29 | Nektar Therapeutics | Oligomer-cannabinoid conjugates |
| DE102008015032A1 (de) | 2008-03-17 | 2009-09-24 | Aicuris Gmbh & Co. Kg | Substituierte Pyrazolamide und ihre Verwendung |
| DE102008015033A1 (de) | 2008-03-17 | 2009-09-24 | Aicuris Gmbh & Co. Kg | Substituierte (Pyrazolyl-carbonyl)imidazolidinone und ihre Verwendung |
| CA2727340A1 (en) | 2008-06-25 | 2009-12-30 | Daiichi Sankyo Company, Limited | Carboxylic acid compound |
| WO2010038029A1 (en) * | 2008-10-02 | 2010-04-08 | Cambrex Karlskoga Ab | New process for preparing diketones and medicaments |
| TWI435874B (zh) * | 2008-10-31 | 2014-05-01 | Toray Industries | 環己烷衍生物及其醫藥用途 |
| DE102008062863A1 (de) | 2008-12-17 | 2010-06-24 | Aicuris Gmbh & Co. Kg | Substituierte (Thiophenyl-carbonyl)imidazolidinone und ihre Verwendung |
| DE102008062878A1 (de) | 2008-12-17 | 2010-06-24 | Aicuris Gmbh & Co. Kg | Substituierte Furancarboxamide und ihre Verwendung |
| US20120108823A1 (en) | 2009-04-22 | 2012-05-03 | The Ohio State University Research Foundation | Anti-francisella agents |
| DE102009036604A1 (de) | 2009-07-30 | 2011-02-03 | Aicuris Gmbh & Co. Kg | Substituierte Bis-Arylpyrazolamide mit terminaler primärer Amidfunktionalisierung und ihre Verwendung |
| DE102011055815A1 (de) * | 2011-11-29 | 2013-05-29 | Aicuris Gmbh & Co. Kg | Carboxamid-substituierte Heteroaryl-Pyrazole und ihre Verwendung |
| DE102012016908A1 (de) | 2012-08-17 | 2014-02-20 | Aicuris Gmbh & Co. Kg | Tris-(Hetero)Aryl-Pyrazole und ihre Verwendung |
| CN109476635B (zh) | 2016-04-29 | 2021-07-13 | Fgh生物科技公司 | 用于治疗疾病的二取代吡唑类化合物 |
| ES2863853T3 (es) | 2016-08-15 | 2021-10-11 | Bayer Cropscience Ag | Procedimiento para la preparación de 3-amino-1-(2,6-disustituido-fenil)pirazoles |
| AU2017323521B9 (en) * | 2016-09-07 | 2022-02-17 | Fgh Biotech, Inc. | Di-substituted pyrazole compounds for the treatment of diseases |
| EP3886854A4 (en) | 2018-11-30 | 2022-07-06 | Nuvation Bio Inc. | Pyrrole and pyrazole compounds and methods of use thereof |
| CN115611790A (zh) * | 2022-10-31 | 2023-01-17 | 贵州省中国科学院天然产物化学重点实验室(贵州医科大学天然产物化学重点实验室) | 一种甲硫基甲基苯基醚的制备方法 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4826868A (en) * | 1986-05-29 | 1989-05-02 | Ortho Pharmaceutical Corporation | 1,5-Diaryl-3-substituted pyrazoles pharmaceutical compositions and use |
| US5164381A (en) * | 1986-05-29 | 1992-11-17 | Ortho Pharmaceutical Corporation | Pharmacologically active 1,5-diaryl-3-substituted pyrazoles and method for synthesizing the same |
| US5051518A (en) * | 1987-05-29 | 1991-09-24 | Ortho Pharmaceutical Corporation | Pharmacologically active 2- and 3-substituted (1',5'-diaryl-3-pyrazolyl)-N-hydroxypropanamides |
| PH27357A (en) * | 1989-09-22 | 1993-06-21 | Fujisawa Pharmaceutical Co | Pyrazole derivatives and pharmaceutical compositions comprising the same |
| US5550147A (en) * | 1992-02-05 | 1996-08-27 | Fujisawa Pharmaceutical Co., Ltd. | Pyrazole derivatives, processes for preparation thereof and pharmaceutical composition comprising the same |
| US5298521A (en) * | 1993-08-30 | 1994-03-29 | Ortho Pharmaceutical Corporation | 1,5-diphenyl-3-pyrazolylalkyl-N-hydroxydithiocaramates, compositions and use |
| AU3815495A (en) | 1994-11-08 | 1996-05-31 | Eisai Co. Ltd. | Pyrazole derivatives exhibiting anti-inflammatory and analgesic effects |
| ES2136018B1 (es) | 1997-06-17 | 2000-07-01 | Menarini Lab | Compuestos inhibidores selectivos de la ciclooxigenasa-i y su utilizacion como analgesicos, antiinflamatorios y antiartriticos. |
| US6506747B1 (en) * | 1998-06-05 | 2003-01-14 | Boehringer Ingelheim Pharmaceuticals, Inc. | Substituted 1-(4-aminophenyl)pyrazoles and their use as anti-inflammatory agents |
| WO2000018741A2 (en) | 1998-09-30 | 2000-04-06 | Fujisawa Pharmaceutical Co., Ltd. | Pyrazole compounds as cox-2 inhibitors |
| AU4308300A (en) | 1999-05-03 | 2000-11-17 | Dr. Reddy's Research Foundation | Pyrazoles having antiinflammatory activity |
| ES2208227T3 (es) * | 1999-12-03 | 2004-06-16 | Pfizer Products Inc. | Compuestos de heteroarilfenilpirazol como agentes antiinflamatorios/analgesicos. |
| EP1276736A2 (en) | 2000-04-25 | 2003-01-22 | Pharmacia Corporation | Regioselective synthesis of 3,4-di(carbocyclyl or heterocyclyl)thiophenes |
| US20030119877A1 (en) | 2001-01-02 | 2003-06-26 | Junya Ishida | Pyridine derivatives useful as cyclooxygenase inhibitor |
| AUPR878201A0 (en) | 2001-11-09 | 2001-12-06 | Fujisawa Pharmaceutical Co., Ltd. | New compounds |
| US20030162824A1 (en) * | 2001-11-12 | 2003-08-28 | Krul Elaine S. | Methods of treating or preventing a cardiovascular condition using a cyclooxygenase-1 inhibitor |
| DE60326069D1 (de) * | 2002-04-05 | 2009-03-19 | Cadila Healthcare Ltd | 4-(heterocyclyl)-benzenesulfoximin verbindungen zur behandlung entzündlicher erkrankungenen |
| NZ540515A (en) | 2002-12-02 | 2008-01-31 | Astellas Pharma Inc | Pyrazole derivatives useful as COX-I inhibitors |
| CN100421632C (zh) | 2005-02-01 | 2008-10-01 | 金磊 | 人工心脏瓣膜成形环 |
-
2003
- 2003-11-14 NZ NZ540515A patent/NZ540515A/en unknown
- 2003-11-14 AT AT03812289T patent/ATE538097T1/de active
- 2003-11-14 ES ES03812289T patent/ES2379076T3/es not_active Expired - Lifetime
- 2003-11-14 WO PCT/JP2003/014489 patent/WO2004050632A1/en not_active Ceased
- 2003-11-14 MX MXPA05005742A patent/MXPA05005742A/es active IP Right Grant
- 2003-11-14 PL PL377778A patent/PL377778A1/pl unknown
- 2003-11-14 JP JP2004570721A patent/JP4419078B2/ja not_active Expired - Fee Related
- 2003-11-14 US US10/706,999 patent/US7183306B2/en not_active Expired - Fee Related
- 2003-11-14 BR BR0316332-6A patent/BR0316332A/pt not_active IP Right Cessation
- 2003-11-14 CA CA002505945A patent/CA2505945A1/en not_active Abandoned
- 2003-11-14 EP EP03812289A patent/EP1567503B1/en not_active Expired - Lifetime
- 2003-11-14 KR KR1020057006436A patent/KR20050083761A/ko not_active Abandoned
- 2003-12-01 TW TW092133632A patent/TW200410942A/zh unknown
- 2003-12-02 AR ARP030104441A patent/AR042273A1/es unknown
-
2005
- 2005-06-30 NO NO20053215A patent/NO20053215L/no not_active Application Discontinuation
-
2006
- 2006-12-13 US US11/610,230 patent/US20070112037A1/en not_active Abandoned
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