JP2004518677A5 - - Google Patents
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- JP2004518677A5 JP2004518677A5 JP2002559418A JP2002559418A JP2004518677A5 JP 2004518677 A5 JP2004518677 A5 JP 2004518677A5 JP 2002559418 A JP2002559418 A JP 2002559418A JP 2002559418 A JP2002559418 A JP 2002559418A JP 2004518677 A5 JP2004518677 A5 JP 2004518677A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- alkyl
- alkoxy
- methyl
- halo
- 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.)
- Pending
Links
- 229910052739 hydrogen Inorganic materials 0.000 claims 36
- 150000001875 compounds Chemical class 0.000 claims 23
- 125000005843 halogen group Chemical group 0.000 claims 18
- 229910052799 carbon Inorganic materials 0.000 claims 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 16
- 150000003839 salts Chemical class 0.000 claims 16
- 125000000217 alkyl group Chemical group 0.000 claims 15
- 125000003545 alkoxy group Chemical group 0.000 claims 11
- 125000004104 aryloxy group Chemical group 0.000 claims 11
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 11
- 125000001188 haloalkyl group Chemical group 0.000 claims 8
- 239000000651 prodrug Substances 0.000 claims 8
- 229940002612 prodrug Drugs 0.000 claims 8
- XCUAIINAJCDIPM-XVFCMESISA-N N(4)-hydroxycytidine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=NO)C=C1 XCUAIINAJCDIPM-XVFCMESISA-N 0.000 claims 6
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 6
- -1 methoxyimino Chemical group 0.000 claims 6
- 229910052760 oxygen Inorganic materials 0.000 claims 6
- 229910052717 sulfur Inorganic materials 0.000 claims 6
- 125000004438 haloalkoxy group Chemical group 0.000 claims 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 5
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 4
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 4
- 125000005059 halophenyl group Chemical group 0.000 claims 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 3
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 3
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 229910052757 nitrogen Inorganic materials 0.000 claims 3
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical group O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 claims 2
- 241001465754 Metazoa Species 0.000 claims 2
- YNHIGQDRGKUECZ-UHFFFAOYSA-L bis(triphenylphosphine)palladium(ii) dichloride Chemical group [Cl-].[Cl-].[Pd+2].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 YNHIGQDRGKUECZ-UHFFFAOYSA-L 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 125000004404 heteroalkyl group Chemical group 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 125000003971 isoxazolinyl group Chemical group 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- GTCAXTIRRLKXRU-UHFFFAOYSA-N methyl carbamate Chemical compound COC(N)=O GTCAXTIRRLKXRU-UHFFFAOYSA-N 0.000 claims 2
- 229910052763 palladium Inorganic materials 0.000 claims 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 2
- UGBKYDASQNOIHP-SSDOTTSWSA-N (5r)-3-(4-bromo-3-fluorophenyl)-5-(hydroxymethyl)-1,3-oxazolidin-2-one Chemical compound O=C1O[C@@H](CO)CN1C1=CC=C(Br)C(F)=C1 UGBKYDASQNOIHP-SSDOTTSWSA-N 0.000 claims 1
- JGRCHNVLXORPNM-UHFFFAOYSA-N 1,2-oxazol-4-one Chemical group O=C1CON=C1 JGRCHNVLXORPNM-UHFFFAOYSA-N 0.000 claims 1
- GCSBYWTVHSKTNC-UHFFFAOYSA-N 1,3-oxazolidin-5-one Chemical compound O=C1CNCO1 GCSBYWTVHSKTNC-UHFFFAOYSA-N 0.000 claims 1
- AGDJSLIQSMMJEF-UHFFFAOYSA-N 2-methylpropyl n-(4-bromo-3-fluorophenyl)carbamate Chemical compound CC(C)COC(=O)NC1=CC=C(Br)C(F)=C1 AGDJSLIQSMMJEF-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- LZKRNIIICPGTAT-GFCCVEGCSA-N [(5r)-3-(4-bromo-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl 3-nitrobenzenesulfonate Chemical compound [O-][N+](=O)C1=CC=CC(S(=O)(=O)OC[C@@H]2OC(=O)N(C2)C=2C=C(F)C(Br)=CC=2)=C1 LZKRNIIICPGTAT-GFCCVEGCSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- ZADPBFCGQRWHPN-UHFFFAOYSA-N boronic acid Chemical compound OBO ZADPBFCGQRWHPN-UHFFFAOYSA-N 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 208000015181 infectious disease Diseases 0.000 claims 1
- 125000005647 linker group Chemical group 0.000 claims 1
- 230000000813 microbial effect Effects 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- LISFMEBWQUVKPJ-UHFFFAOYSA-N quinolin-2-ol Chemical compound C1=CC=C2NC(=O)C=CC2=C1 LISFMEBWQUVKPJ-UHFFFAOYSA-N 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- WRECIMRULFAWHA-UHFFFAOYSA-N trimethyl borate Chemical group COB(OC)OC WRECIMRULFAWHA-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25790400P | 2000-12-21 | 2000-12-21 | |
| PCT/US2001/044731 WO2002059116A2 (en) | 2000-12-21 | 2001-11-29 | Antimicrobial quinolone derivatives and use of the same to treat bacterial infections |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004518677A JP2004518677A (ja) | 2004-06-24 |
| JP2004518677A5 true JP2004518677A5 (enExample) | 2005-12-22 |
Family
ID=22978270
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002559418A Pending JP2004518677A (ja) | 2000-12-21 | 2001-11-29 | 抗菌性キノロン誘導体および細菌感染を治療するためのその使用 |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US6689769B2 (enExample) |
| EP (1) | EP1349853B1 (enExample) |
| JP (1) | JP2004518677A (enExample) |
| AT (1) | ATE319710T1 (enExample) |
| CA (1) | CA2424402A1 (enExample) |
| DE (1) | DE60117861T2 (enExample) |
| ES (1) | ES2256331T3 (enExample) |
| PE (1) | PE20030137A1 (enExample) |
| WO (1) | WO2002059116A2 (enExample) |
Families Citing this family (41)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9928568D0 (en) | 1999-12-03 | 2000-02-02 | Zeneca Ltd | Chemical compounds |
| GB0009803D0 (en) | 2000-04-25 | 2000-06-07 | Astrazeneca Ab | Chemical compounds |
| WO2003031443A1 (en) * | 2001-10-04 | 2003-04-17 | Morphochem Aktiengesellschaft für kombinatorische Chemie | Dual actions antibiotics comprising a oxazoldinone and a quinolone or naphthyridinone moiety |
| WO2003031441A1 (en) * | 2001-10-04 | 2003-04-17 | Morphochen Aktiengesellschaft Für Kombinatorische Chemie | Multiple action compounds |
| US6875784B2 (en) * | 2002-10-09 | 2005-04-05 | Pharmacia & Upjohn Company | Antimibicrobial [3.1.0.] bicyclic oxazolidinone derivatives |
| WO2004050036A2 (en) | 2002-12-04 | 2004-06-17 | Glaxo Group Limited | Quinolines and nitrogenated derivatives thereof and their use as antibacterial agents |
| JP2006516989A (ja) * | 2003-02-07 | 2006-07-13 | ワーナー−ランバート・カンパニー、リミテッド、ライアビリティ、カンパニー | 抗菌剤として使用するための二環式環によりｎ−置換されたオキサゾリジノン誘導体 |
| JP2006516991A (ja) * | 2003-02-07 | 2006-07-13 | ワーナー−ランバート・カンパニー、リミテッド、ライアビリティ、カンパニー | 抗菌剤 |
| BRPI0409955A (pt) | 2003-04-30 | 2006-04-25 | Morphochem Ag Komb Chemie | uso de antibióticos hìbridos de oxazolidinona - quinolina para o tratamento de antrax e outras infecções |
| MXPA06000228A (es) | 2003-07-02 | 2006-06-27 | Merck & Co Inc | Antibioticos de oxazolidinona sustituidos con un grupo ciclopropilo y derivados de los mismos. |
| AU2004256085B2 (en) * | 2003-07-02 | 2007-12-06 | Kyorin, Pharmaceutical Co., Ltd. | Cyclopropyl Group Substituted Oxazolydinone Antibiotics and Derivatives Thereof |
| DE10340485B4 (de) | 2003-09-03 | 2015-05-13 | Morphochem AG Aktiengesellschaft für kombinatorische Chemie | Verfahren zur Herstellung von Oxazolidinon-Chinolon Hybriden |
| US7304050B2 (en) * | 2003-09-16 | 2007-12-04 | Pfizer Inc. | Antibacterial agents |
| US8158797B2 (en) | 2003-12-18 | 2012-04-17 | Morphochem Aktiengesellschaft Fur Kombinatorische Chemie | Oxazolidinone-quinolone hybrid antibiotics |
| EP1557416A1 (en) * | 2004-01-23 | 2005-07-27 | Morphochem Aktiengesellschaft Für Kombinatorische Chemie | Oxazolidinone-quinolone hybrid antibiotics |
| MXPA06006769A (es) * | 2003-12-18 | 2006-12-19 | Morphochem Ag Komb Chemie | Antibioticos hibridos de oxazolidinona-quinolona. |
| US20070213339A1 (en) * | 2004-03-31 | 2007-09-13 | Bayer Pharmaceuticals Corporation | Quinolone Carboxylic Acid Derivatives for Treatment of Hyperproliferative Conditions |
| US20060105941A1 (en) * | 2004-11-12 | 2006-05-18 | Allergan, Inc. | Mixed antibiotic codrugs |
| US7838532B2 (en) * | 2005-05-18 | 2010-11-23 | Mpex Pharmaceuticals, Inc. | Aerosolized fluoroquinolones and uses thereof |
| US8546423B2 (en) * | 2005-05-18 | 2013-10-01 | Mpex Pharmaceuticals, Inc. | Aerosolized fluoroquinolones and uses thereof |
| AR054608A1 (es) * | 2005-08-08 | 2007-06-27 | Actelion Pharmaceuticals Ltd | Derivados de oxazolidinona enlazados a quinolonas como antibacterianos |
| WO2007095187A2 (en) * | 2006-02-13 | 2007-08-23 | Trustees Of Boston University | Compositions and methods for antibiotic potentiation and drug discovery |
| US20070197548A1 (en) * | 2006-02-17 | 2007-08-23 | Murthy Yerramilli V S | Fluoroquinolone compositions |
| US20070196398A1 (en) * | 2006-02-17 | 2007-08-23 | Murthy Yerramilli V S | Fluoroquinolone fatty acid salt compositions |
| US20100234348A1 (en) * | 2006-08-04 | 2010-09-16 | Trustees Of Boston University | Compositions and methods for potentiating antibiotic activity |
| MX2009004764A (es) * | 2006-11-10 | 2009-05-21 | Actelion Pharmaceuticals Ltd | Derivados de 5-hidroximetil-oxazolidin-2-ona. |
| US8124623B2 (en) | 2006-11-10 | 2012-02-28 | Actelion Pharmaceuticals Ltd. | 5-hydroxymethyl-oxazolidin-2-one-derivatives and their uses as antibacterials |
| BRPI0911991B8 (pt) * | 2008-05-09 | 2021-05-25 | Actelion Pharmaceuticals Ltd | derivados de 5-hidroximetil-oxazolidin-2-ona para o tratamento de doenças intestinais bacterianas |
| KR100980681B1 (ko) * | 2008-09-16 | 2010-09-07 | 한국과학기술연구원 | 디플루오로페닐 유도체를 갖는 신규한 옥사졸리디논 유도체또는 이의 약학적으로 허용가능한 염, 이의 제조방법 및 이를 유효성분으로 하는 항생제 조성물 |
| CN102202649A (zh) | 2008-10-07 | 2011-09-28 | Mpex医药有限公司 | 用于改进的药物动力学的氟喹诺酮气雾剂制剂 |
| DK2346509T3 (da) | 2008-10-07 | 2020-08-03 | Horizon Orphan Llc | Inhalation af levofloxacin til at reducere lungeinflammation |
| CA2938650C (en) | 2009-09-04 | 2018-01-09 | Raptor Pharmaceuticals Inc. | Use of aerosolized levofloxacin for treating cystic fibrosis |
| CN102040591B (zh) * | 2009-10-15 | 2013-12-11 | 山东轩竹医药科技有限公司 | 7-苯基喹诺酮类化合物 |
| WO2012033952A1 (en) | 2010-09-10 | 2012-03-15 | Micurx Pharmaceuticals, Inc. | 3 - phenyl- 2 -oxo- 1, 3 -oxazolidines for treatment of bacterial infections |
| CN105246476B (zh) | 2013-05-28 | 2019-11-15 | 莫弗凯姆联合化学股份公司 | 含噁唑烷酮-喹诺酮的联合疗法在治疗细菌感染中的应用 |
| LT3003289T (lt) | 2013-05-28 | 2019-06-25 | Morphochem Gmbh | Oksazolidinono-chinolono hibrido kaip antibakterinio preparato įvedimas |
| AU2016298826A1 (en) | 2015-07-28 | 2018-02-15 | Vyome Therapeutics Limited | Antibacterial therapeutics and prophylactics |
| US10995097B2 (en) | 2016-03-11 | 2021-05-04 | The Board Of Trustees Of The University Of Illinois | Small molecules active against gram-negative bacteria |
| CN107286182A (zh) * | 2016-04-12 | 2017-10-24 | 李靖 | 新型噁唑烷酮‑氟喹诺酮衍生物及用途 |
| US10087171B2 (en) | 2016-12-19 | 2018-10-02 | Actelion Pharmaceuticals Ltd | Crystalline forms of cadazolid |
| WO2018237140A1 (en) | 2017-06-23 | 2018-12-27 | The Board Of Trustees Of The University Of Illinois | Topoisomerase inhibitors with antibacterial and antcancer activity |
Family Cites Families (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL137326C (enExample) | 1967-08-26 | |||
| US3669965A (en) | 1969-12-29 | 1972-06-13 | Lilly Co Eli | 1-lower alkyl or alkylene substituted-6,7-methylenedioxy-4(1h)-oxocinnoline-3-carboxylic acids and methods for making and using same |
| US4000155A (en) | 1975-12-11 | 1976-12-28 | Eli Lilly And Company | Herbicidal 2-methyl-4-phenyl-5-pyrazolinones[and isoxazolinones] |
| US4283403A (en) | 1976-06-14 | 1981-08-11 | Eli Lilly And Company | Substituted isoxazolines for control of plant phytopathogens |
| IL51092A0 (en) * | 1976-12-10 | 1977-02-28 | Abic Ltd | Naphthyridine derivatives and their preparation |
| JPS5746986A (en) | 1980-09-02 | 1982-03-17 | Dai Ichi Seiyaku Co Ltd | Pyrido(1,2,3-de)(1,4)benzoxazine derivative |
| DE3142854A1 (de) | 1981-10-29 | 1983-05-11 | Bayer Ag, 5090 Leverkusen | 1-cyclopropyl-6-fluor-1,4-dihydro-4-oxo-7-piperazino-chinolin-3-carbonsaeuren, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel |
| US4620007A (en) | 1980-09-03 | 1986-10-28 | Bayer Aktiengesellschaft | 6-fluoro-7-chloro-1-cyclopropyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid |
| JPS5788182A (en) | 1980-11-21 | 1982-06-01 | Dai Ichi Seiyaku Co Ltd | Pyrido(1,2,3-de)(1,4)benzoxazinecarboxylic acid derivative |
| JPS5872589A (ja) | 1981-10-28 | 1983-04-30 | Dai Ichi Seiyaku Co Ltd | ピリド〔１，２，３−ｄｅ〕〔１，４〕ベンゾオキサジン誘導体 |
| DE3248505A1 (de) | 1982-12-29 | 1984-07-05 | Bayer Ag, 5090 Leverkusen | 1-cyclopropyl-6-fluor-1,4-dihydro-4-oxo-7(4- (oxoalkyl)-1-piperazinyl/-3-chinolincarbonsaeuren und ihre derivate, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel |
| DE3248507A1 (de) | 1982-12-29 | 1984-07-05 | Bayer Ag, 5090 Leverkusen | Mikrobizide mittel auf chinoloncarbonsaeure basis |
| US4705799A (en) | 1983-06-07 | 1987-11-10 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl benzenes useful as antibacterial agents |
| DK170473B1 (da) | 1985-06-20 | 1995-09-11 | Daiichi Seiyaku Co | S(-)-pyridobenzoxazinforbindelser |
| US4801600A (en) | 1987-10-09 | 1989-01-31 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl cycloalkylbenzene derivatives useful as antibacterial agents |
| US4921869A (en) | 1987-10-09 | 1990-05-01 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl cycloalkylbenzene derivatives useful as antibacterial agents |
| US4977173A (en) | 1987-10-21 | 1990-12-11 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl ethenylbenzene derivatives useful as antibacterial agents |
| US5130316A (en) | 1988-07-29 | 1992-07-14 | Du Pont Merck Pharmaceutical Company | Aminomethyloxooxazlidinyl arylbenzene derivatives useful as antibacterial agents |
| US5254577A (en) | 1988-07-29 | 1993-10-19 | The Du Pont Merck Pharmaceutical Company | Aminomethyloxooxazolidinyl arylbenzene derivatives useful as antibacterial agents |
| US4948801A (en) | 1988-07-29 | 1990-08-14 | E. I. Du Pont De Nemours And Company | Aminomethyloxooxazolidinyl arylbenzene derivatives useful as antibacterial agents |
| JPH0269478A (ja) * | 1988-09-05 | 1990-03-08 | Sagami Chem Res Center | キノロンカルボン酸誘導体 |
| US5164510A (en) | 1988-09-15 | 1992-11-17 | The Upjohn Company | 5'Indolinyl-5β-amidomethyloxazolidin-2-ones |
| EP0390215B1 (en) * | 1989-03-30 | 1995-06-07 | Wakunaga Seiyaku Kabushiki Kaisha | Quinolone derivatives and salts thereof, preparation process es thereof, and antibacterial agents containing the same |
| CA2119556C (en) | 1991-11-01 | 2004-07-06 | Michael Robert Barbachyn | Substituted aryl- and heteroaryl-phenyloxazolidinones |
| HUT74099A (en) | 1992-12-08 | 1996-11-28 | Upjohn Co | Tropone-substituted phenyloxazolidinone antibacterial agents and pharmaceutical compositions containing the same |
| DE4425613A1 (de) | 1994-07-20 | 1996-01-25 | Bayer Ag | 5-gliedrige Heteroaryl-oxazolidinone |
| DE4425612A1 (de) | 1994-07-20 | 1996-04-04 | Bayer Ag | 6-gliedrige stickstoffhaltige Heteroaryl-oxazolidinone |
| DE4425609A1 (de) | 1994-07-20 | 1996-01-25 | Bayer Ag | Benzofuranyl- und Benzothienyloxazolidinone |
| DE19514313A1 (de) | 1994-08-03 | 1996-02-08 | Bayer Ag | Benzoxazolyl- und Benzothiazolyloxazolidinone |
| US6124334A (en) * | 1995-02-03 | 2000-09-26 | Pharmacia & Upjohn Company | Hetero-aromatic ring substituted phenyloxazolidinone antimicrobials |
| DE19601265A1 (de) * | 1996-01-16 | 1997-07-17 | Bayer Ag | 2-Oxo- und 2-Thio-1,2-dihydrochinolinyl-oxazolidinone |
| JP2000516245A (ja) | 1996-08-21 | 2000-12-05 | ファルマシア・アンド・アップジョン・カンパニー | 抗菌剤として有用なイソオキサゾリン誘導体類 |
| ATE222894T1 (de) | 1998-02-13 | 2002-09-15 | Upjohn Co | Substituierte aminophenylisoxazolinderivate verwendbar als antimikrobielle agenzien |
| TW572757B (en) | 1998-08-24 | 2004-01-21 | Bristol Myers Squibb Co | Novel isoxazolinone antibacterial agents |
-
2001
- 2001-11-29 US US09/996,927 patent/US6689769B2/en not_active Expired - Fee Related
- 2001-11-29 AT AT01994117T patent/ATE319710T1/de not_active IP Right Cessation
- 2001-11-29 EP EP01994117A patent/EP1349853B1/en not_active Expired - Lifetime
- 2001-11-29 ES ES01994117T patent/ES2256331T3/es not_active Expired - Lifetime
- 2001-11-29 JP JP2002559418A patent/JP2004518677A/ja active Pending
- 2001-11-29 WO PCT/US2001/044731 patent/WO2002059116A2/en not_active Ceased
- 2001-11-29 CA CA002424402A patent/CA2424402A1/en not_active Abandoned
- 2001-11-29 DE DE60117861T patent/DE60117861T2/de not_active Expired - Fee Related
- 2001-12-20 PE PE2001001284A patent/PE20030137A1/es not_active Application Discontinuation
-
2003
- 2003-12-05 US US10/729,816 patent/US6869965B2/en not_active Expired - Fee Related
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