JP2007523175A5 - - Google Patents
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- Publication number
- JP2007523175A5 JP2007523175A5 JP2006554207A JP2006554207A JP2007523175A5 JP 2007523175 A5 JP2007523175 A5 JP 2007523175A5 JP 2006554207 A JP2006554207 A JP 2006554207A JP 2006554207 A JP2006554207 A JP 2006554207A JP 2007523175 A5 JP2007523175 A5 JP 2007523175A5
- Authority
- JP
- Japan
- Prior art keywords
- azabicyclo
- carboxylic acid
- amide
- ethyl
- indazole
- 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
- 150000001875 compounds Chemical class 0.000 claims 54
- FHUPHXAYPNYFIU-UHFFFAOYSA-N 1-propan-2-ylindazole-3-carboxylic acid Chemical compound C1=CC=C2N(C(C)C)N=C(C(O)=O)C2=C1 FHUPHXAYPNYFIU-UHFFFAOYSA-N 0.000 claims 51
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 37
- -1 4-acetylpiperazin-1-yl Chemical group 0.000 claims 34
- 150000001408 amides Chemical class 0.000 claims 20
- 125000000217 alkyl group Chemical group 0.000 claims 17
- 125000003545 alkoxy group Chemical group 0.000 claims 10
- 150000003839 salts Chemical class 0.000 claims 8
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 6
- 239000012453 solvate Substances 0.000 claims 6
- 125000001475 halogen functional group Chemical group 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000006704 (C5-C6) cycloalkyl group Chemical group 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- 206010010774 Constipation Diseases 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 2
- HIOJBUUZILLMSD-UHFFFAOYSA-N 1-butylindazole-3-carboxylic acid Chemical compound C1=CC=C2N(CCCC)N=C(C(O)=O)C2=C1 HIOJBUUZILLMSD-UHFFFAOYSA-N 0.000 claims 1
- OVTXQAXXRCDBCP-UHFFFAOYSA-N 1-cyclobutylindazole-3-carboxylic acid Chemical compound C12=CC=CC=C2C(C(=O)O)=NN1C1CCC1 OVTXQAXXRCDBCP-UHFFFAOYSA-N 0.000 claims 1
- YOZGRUDRUTYFDN-UHFFFAOYSA-N 1-cyclopentylindazole-3-carboxylic acid Chemical compound C12=CC=CC=C2C(C(=O)O)=NN1C1CCCC1 YOZGRUDRUTYFDN-UHFFFAOYSA-N 0.000 claims 1
- SRLYWTDJCHALPO-UHFFFAOYSA-N 1-propylindazole-3-carboxylic acid Chemical compound C1=CC=C2N(CCC)N=C(C(O)=O)C2=C1 SRLYWTDJCHALPO-UHFFFAOYSA-N 0.000 claims 1
- IEIAQSWMJMZELU-UHFFFAOYSA-N 5-fluoro-1-propan-2-ylindazole-3-carboxylic acid Chemical compound FC1=CC=C2N(C(C)C)N=C(C(O)=O)C2=C1 IEIAQSWMJMZELU-UHFFFAOYSA-N 0.000 claims 1
- 206010051153 Diabetic gastroparesis Diseases 0.000 claims 1
- 206010021518 Impaired gastric emptying Diseases 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- VZTDIZULWFCMLS-UHFFFAOYSA-N ammonium formate Chemical compound [NH4+].[O-]C=O VZTDIZULWFCMLS-UHFFFAOYSA-N 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 239000003638 chemical reducing agent Substances 0.000 claims 1
- 230000001684 chronic effect Effects 0.000 claims 1
- 230000008878 coupling Effects 0.000 claims 1
- 238000010168 coupling process Methods 0.000 claims 1
- 238000005859 coupling reaction Methods 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 201000006549 dyspepsia Diseases 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 208000013617 idiopathic gastroparesis Diseases 0.000 claims 1
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- NZJKEPNCNBWESN-UHFFFAOYSA-N tert-butyl 3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate Chemical compound C1C(N)CC2CCC1N2C(=O)OC(C)(C)C NZJKEPNCNBWESN-UHFFFAOYSA-N 0.000 claims 1
- MENILFUADYEXNU-UHFFFAOYSA-N tert-butyl 3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate Chemical compound C1C(=O)CC2CCC1N2C(=O)OC(C)(C)C MENILFUADYEXNU-UHFFFAOYSA-N 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
- 229910052723 transition metal Inorganic materials 0.000 claims 1
- 150000003624 transition metals Chemical class 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54570204P | 2004-02-18 | 2004-02-18 | |
| PCT/US2005/005070 WO2005080389A1 (en) | 2004-02-18 | 2005-02-17 | Indazole-carboxamide compounds as 5-ht4 receptor agonists |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007523175A JP2007523175A (ja) | 2007-08-16 |
| JP2007523175A5 true JP2007523175A5 (enExample) | 2008-03-13 |
Family
ID=34886184
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006554207A Pending JP2007523175A (ja) | 2004-02-18 | 2005-02-17 | 5−ht4レセプターアゴニストとしてのインダゾール−カルボキシアミド化合物 |
Country Status (16)
| Country | Link |
|---|---|
| US (3) | US7351704B2 (enExample) |
| EP (1) | EP1718643A1 (enExample) |
| JP (1) | JP2007523175A (enExample) |
| KR (1) | KR20060132727A (enExample) |
| CN (1) | CN1922175A (enExample) |
| AR (1) | AR047681A1 (enExample) |
| AU (1) | AU2005214368A1 (enExample) |
| BR (1) | BRPI0507791A (enExample) |
| CA (1) | CA2553696A1 (enExample) |
| IL (1) | IL177059A0 (enExample) |
| MA (1) | MA28435B1 (enExample) |
| NO (1) | NO20064156L (enExample) |
| RU (1) | RU2006133320A (enExample) |
| TW (1) | TW200533348A (enExample) |
| WO (1) | WO2005080389A1 (enExample) |
| ZA (1) | ZA200606479B (enExample) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW200533348A (en) * | 2004-02-18 | 2005-10-16 | Theravance Inc | Indazole-carboxamide compounds as 5-ht4 receptor agonists |
| US7728006B2 (en) * | 2004-04-07 | 2010-06-01 | Theravance, Inc. | Quinolinone-carboxamide compounds as 5-HT4 receptor agonists |
| TWI351282B (en) | 2004-04-07 | 2011-11-01 | Theravance Inc | Quinolinone-carboxamide compounds as 5-ht4 recepto |
| US8309575B2 (en) | 2004-04-07 | 2012-11-13 | Theravance, Inc. | Quinolinone-carboxamide compounds as 5-HT4 receptor agonists |
| EP1807422B1 (en) * | 2004-11-05 | 2009-09-02 | Theravance, Inc. | 5-ht4 receptor agonist compounds |
| DE602005014566D1 (de) * | 2004-11-05 | 2009-07-02 | Theravance Inc | Chinolinon-carboxamid-verbindungen |
| CA2588037A1 (en) * | 2004-12-22 | 2006-06-29 | Theravance, Inc. | Indazole-carboxamide compounds |
| US20060183901A1 (en) * | 2005-02-17 | 2006-08-17 | Theravance, Inc. | Crystalline form of an indazole-carboxamide compound |
| AU2006218603A1 (en) * | 2005-03-02 | 2006-09-08 | Theravance, Inc. | Quinolinone compounds as 5-HT4 receptor agonists |
| EP1902053B1 (en) * | 2005-06-07 | 2011-01-12 | Theravance, Inc. | Benzoimidazolone-carboxamide compounds as 5-ht4 receptor agonists |
| JP2009513677A (ja) * | 2005-10-25 | 2009-04-02 | スミスクライン・ビーチャム・コーポレイション | 化合物 |
| MY143574A (en) * | 2005-11-22 | 2011-05-31 | Theravance Inc | Carbamate compounds as 5-ht4 receptor agonists |
| GB0525068D0 (en) | 2005-12-08 | 2006-01-18 | Novartis Ag | Organic compounds |
| CA2637214C (en) * | 2006-02-16 | 2014-04-22 | Theravance, Inc. | Process for preparing 8-azabicylo[3.2.1]octan-3-one intermediates to 5-ht4 receptor agonist compounds |
| KR100812499B1 (ko) * | 2006-10-16 | 2008-03-11 | 이도훈 | 항경련제 |
| EP2121679B1 (de) * | 2007-02-23 | 2015-04-15 | K.H.S. Pharma Holding Gmbh | Verfahren zur herstellung von azoniaspironortropinestern |
| AU2009213488A1 (en) * | 2008-02-13 | 2009-08-20 | Eisai R & D Management Co., Ltd. | Bicycloamine derivative |
| US8349852B2 (en) | 2009-01-13 | 2013-01-08 | Novartis Ag | Quinazolinone derivatives useful as vanilloid antagonists |
| EP2531510B1 (en) | 2010-02-01 | 2014-07-23 | Novartis AG | Pyrazolo[5,1b]oxazole derivatives as crf-1 receptor antagonists |
| AR080056A1 (es) | 2010-02-01 | 2012-03-07 | Novartis Ag | Derivados de ciclohexil-amida como antagonistas de los receptores de crf |
| US8835444B2 (en) | 2010-02-02 | 2014-09-16 | Novartis Ag | Cyclohexyl amide derivatives as CRF receptor antagonists |
| ES2640752T3 (es) * | 2010-02-12 | 2017-11-06 | Askat Inc. | Agonistas del receptor 5-HT4 para el tratamiento de la demencia |
| UY34094A (es) | 2011-05-27 | 2013-01-03 | Novartis Ag | Derivados de la piperidina 3-espirocíclica como agonistas de receptores de la ghrelina |
| AU2012267797A1 (en) * | 2011-06-07 | 2014-01-09 | Sumitomo Dainippon Pharma Co., Ltd. | Indazole- and pyrrolopyridine-derivative and pharmaceutical use thereof |
| TW201348235A (zh) | 2012-05-03 | 2013-12-01 | Novartis Ag | 作爲格瑞啉受體促效劑之3-螺環哌啶衍生物 |
| JP2014133739A (ja) * | 2012-12-12 | 2014-07-24 | Dainippon Sumitomo Pharma Co Ltd | インダゾール誘導体またはピロロピリジン誘導体からなる医薬 |
| RS60804B1 (sr) * | 2014-08-16 | 2020-10-30 | Suven Life Sciences Ltd | Proces proizvodnje 1-izopropil-3-{5-[1-(3-metoksipropil)piperidin-4-il]-[1,3,4]oksadiazol-2-il}-1h-indazol oksalata u velikom obimu |
| CN112805282A (zh) * | 2019-09-12 | 2021-05-14 | 广东东阳光药业有限公司 | 吲唑-甲酰胺衍生物及其用途 |
Family Cites Families (61)
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|---|---|---|---|---|
| US4321378A (en) | 1979-01-16 | 1982-03-23 | Delalande S.A. | 8-(5-Pyrimidinecarboxamide)nor-tropane derivatives |
| US4937247A (en) | 1985-04-27 | 1990-06-26 | Beecham Group P.L.C. | 1-acyl indazoles |
| GB8527052D0 (en) * | 1985-11-02 | 1985-12-04 | Beecham Group Plc | Compounds |
| NL8701682A (nl) | 1986-07-30 | 1988-02-16 | Sandoz Ag | Werkwijze voor het therapeutisch toepassen van serotonine antagonisten, aktieve verbindingen en farmaceutische preparaten die deze verbindingen bevatten. |
| JP2765845B2 (ja) | 1986-11-21 | 1998-06-18 | グラクソ、グループ、リミテッド | 中止症候群の予防の治療薬 |
| GB8701022D0 (en) | 1987-01-19 | 1987-02-18 | Beecham Group Plc | Treatment |
| IT1231413B (it) | 1987-09-23 | 1991-12-04 | Angeli Inst Spa | Derivati dell'acido benzimidazolin-2-osso-1-carbossilico utili come antagonisti dei recettori 5-ht |
| US5223511A (en) | 1987-09-23 | 1993-06-29 | Boehringer Ingelheim Italia S.P.A. | Benzimidazoline-2-oxo-1-carboxylic acid compounds useful as 5-HT receptor antagonists |
| IT1226389B (it) | 1988-07-12 | 1991-01-15 | Angeli Inst Spa | Nuovi derivati ammidinici e guanidinici |
| NZ230068A (en) | 1988-07-29 | 1991-07-26 | Dainippon Pharmaceutical Co | Indazole-3-carboxylic acid esters and amides of diaza compounds having 6,7, or 8 ring members: preparatory processes and pharmaceutical compositions |
| EP0410509A1 (en) | 1989-07-25 | 1991-01-30 | Duphar International Research B.V | New substituted 1H-indazole-3-carboxamides |
| JPH045289A (ja) | 1990-04-24 | 1992-01-09 | Hokuriku Seiyaku Co Ltd | アミド化合物 |
| JP3122671B2 (ja) | 1990-05-23 | 2001-01-09 | 協和醗酵工業株式会社 | 複素環式化合物 |
| HU211081B (en) | 1990-12-18 | 1995-10-30 | Sandoz Ag | Process for producing indole derivatives as serotonin antagonists and pharmaceutical compositions containing the same |
| DE69113284T2 (de) | 1990-12-28 | 1996-02-22 | Kyowa Hakko Kogyo Co., Ltd., Tokio/Tokyo | Chinolinderivat. |
| AU2435092A (en) | 1991-08-20 | 1993-03-16 | Smithkline Beecham Plc | 5-ht4 receptor antagonists |
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| GB9310582D0 (en) | 1993-05-22 | 1993-07-07 | Smithkline Beecham Plc | Pharmaceuticals |
| EP0748808A4 (en) | 1994-02-28 | 1998-10-07 | Taisho Pharmaceutical Co Ltd | HETEROCYCLIC COMPOUND |
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| JP3829879B2 (ja) | 1994-05-18 | 2006-10-04 | 大正製薬株式会社 | キノリンカルボン酸誘導体 |
| US5684003A (en) | 1994-10-20 | 1997-11-04 | Nisshin Flour Milling Co., Ltd. | 5-HT4 receptor agonists |
| JP3829880B2 (ja) | 1994-12-27 | 2006-10-04 | 大正製薬株式会社 | 化学中間体 |
| IT1275903B1 (it) | 1995-03-14 | 1997-10-24 | Boehringer Ingelheim Italia | Esteri e ammidi della 1,4-piperidina disostituita |
| US5654320A (en) | 1995-03-16 | 1997-08-05 | Eli Lilly And Company | Indazolecarboxamides |
| KR19990022096A (ko) | 1995-05-31 | 1999-03-25 | 쇼다 오사무 | 모노시클릭 아미노기를 갖는 인다졸 유도체 |
| ES2109190B1 (es) | 1996-03-22 | 1998-07-01 | Univ Madrid Complutense | Nuevos derivados de bencimidazol con afinidad por los receptores serotoninergicos 5-ht /5-ht |
| IT1291569B1 (it) | 1997-04-15 | 1999-01-11 | Angelini Ricerche Spa | Indazolammidi come agenti serotoninergici |
| TW402591B (en) | 1997-07-11 | 2000-08-21 | Janssen Pharmaceutica Nv | Monocyclic benzamides of 3- or 4-substituted 4-(aminomethyl)-piperidine derivatives |
| US5914405A (en) | 1997-10-07 | 1999-06-22 | Eli Lilly And Company | Process for preparing 3-substituted indazoles |
| US6069152A (en) * | 1997-10-07 | 2000-05-30 | Eli Lilly And Company | 5-HT4 agonists and antagonists |
| FR2769915B1 (fr) | 1997-10-21 | 2000-10-13 | Synthelabo | Derives d'indazole tricycliques, leur preparation et leur application en therapeutique |
| IT1298271B1 (it) | 1998-02-18 | 1999-12-20 | Boehringer Ingelheim Italia | Esteri ed ammidi dell'acido 2-oxo-2,3-diidro-benzimidazol-1- carbossilico |
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| AU758807B2 (en) | 1998-09-10 | 2003-03-27 | F. Hoffmann-La Roche Ag | Dihydrobenzodioxine carboxamide and ketone derivatives as 5-HT4 receptor antagonists |
| TW570920B (en) | 1998-12-22 | 2004-01-11 | Janssen Pharmaceutica Nv | 4-(aminomethyl)-piperidine benzamides for treating gastrointestinal disorders |
| PE20001420A1 (es) | 1998-12-23 | 2000-12-18 | Pfizer | Moduladores de ccr5 |
| FR2792318B1 (fr) | 1999-04-16 | 2001-06-15 | Synthelabo | Derives d'indazole, leur preparation et leur application en therapeutique |
| AU5259100A (en) | 1999-04-28 | 2000-11-10 | Respiratorius Ab | Medicament |
| ES2154605B1 (es) | 1999-09-14 | 2001-11-16 | Univ Madrid Complutense | Nuevos derivados mixtos de bencimidazol-arilpiperazina con afinidad por los receptores serotoninergicos 5-ht1a y 5-ht3 |
| IT1313625B1 (it) | 1999-09-22 | 2002-09-09 | Boehringer Ingelheim Italia | Derivati benzimidazolonici aventi affinita' mista per i recettori diserotonina e dopamina. |
| IT1313660B1 (it) | 1999-10-01 | 2002-09-09 | Dompe Spa | Procedimento stereoselettivo per la preparazione di endo-3-amminoazabicicloalcani. |
| WO2002036113A1 (en) | 2000-11-01 | 2002-05-10 | Respiratorius Ab | Composition comprising: serotonin receptor antagonists (5ht-2, 5ht-3) and agonist (5ht-4) |
| US6624162B2 (en) | 2001-10-22 | 2003-09-23 | Pfizer Inc. | Imidazopyridine compounds as 5-HT4 receptor modulators |
| MXPA03000145A (es) | 2002-01-07 | 2003-07-15 | Pfizer | Compuestos de oxo u oxi-piridina como moduladores de receptores 5-ht4. |
| EP1492789B1 (en) | 2002-04-08 | 2006-06-07 | Pfizer Limited | Tropane derivatives as ccr5 modulators |
| US6696468B2 (en) | 2002-05-16 | 2004-02-24 | Dainippon Pharmaceutical Co., Ltd. | (s)-4-amino-5-chloro-2-methoxy-n-[1-[1-(2-tetrahydrofuryl-carbonyl)-4-piperidinylmethyl]-4-piperidinyl]benzamide, process for the preparation thereof, pharmaceutical composition containing the same, and intermediate therefor |
| JP2006502180A (ja) | 2002-09-20 | 2006-01-19 | ファイザー株式会社 | 5−ht4レセプターモジュレーターとしてのn−置換されたピペリジニル−イミダゾピリジン化合物 |
| DOP2003000703A (es) | 2002-09-20 | 2004-03-31 | Pfizer | Compuestos de imidazopiradina como agonistas del receptor 5-ht4 |
| MXPA05011270A (es) | 2003-04-21 | 2006-01-24 | Pfizer | Compuestos de imidazopiridina que tienen actividad agonista del receptor 5-ht4 y actividad antagonista del receptor 5-ht3. |
| PL1641783T3 (pl) | 2003-06-19 | 2012-08-31 | Janssen Pharmaceutica Nv | 4-(aminometylo)-piperydyno-benzamidy podstawione aminosulfonylem jako antagoniści 5HT₄ |
| JO2478B1 (en) | 2003-06-19 | 2009-01-20 | جانسين فارماسوتيكا ان. في. | (Aminomethyl) -biperidine benzamides as 5 HT4 antagonists |
| MXPA06002550A (es) | 2003-09-03 | 2006-06-20 | Pfizer | Compuestos de bencimidazolona que tienen actividad agonista del receptor 5-ht4. |
| ES2338882T3 (es) | 2003-11-24 | 2010-05-13 | Pfizer, Inc. | Compuestos de acido quinolona-carboxilico que tienen actividad agonista del receptor 5-ht4. |
| JP4859672B2 (ja) | 2004-01-29 | 2012-01-25 | ファイザー株式会社 | 5−ht4受容体作動活性を有する1−イソプロピル−2−オキソ−1,2−ジヒドロピリジン−3−カルボキサミド誘導体 |
| TW200533348A (en) * | 2004-02-18 | 2005-10-16 | Theravance Inc | Indazole-carboxamide compounds as 5-ht4 receptor agonists |
| EP1807422B1 (en) * | 2004-11-05 | 2009-09-02 | Theravance, Inc. | 5-ht4 receptor agonist compounds |
-
2005
- 2005-02-15 TW TW094104343A patent/TW200533348A/zh unknown
- 2005-02-17 JP JP2006554207A patent/JP2007523175A/ja active Pending
- 2005-02-17 US US11/060,195 patent/US7351704B2/en active Active
- 2005-02-17 AR ARP050100560A patent/AR047681A1/es unknown
- 2005-02-17 EP EP05723216A patent/EP1718643A1/en not_active Withdrawn
- 2005-02-17 KR KR1020067019088A patent/KR20060132727A/ko not_active Withdrawn
- 2005-02-17 CN CNA200580005307XA patent/CN1922175A/zh active Pending
- 2005-02-17 RU RU2006133320/04A patent/RU2006133320A/ru not_active Application Discontinuation
- 2005-02-17 WO PCT/US2005/005070 patent/WO2005080389A1/en not_active Ceased
- 2005-02-17 CA CA002553696A patent/CA2553696A1/en not_active Abandoned
- 2005-02-17 BR BRPI0507791-5A patent/BRPI0507791A/pt not_active IP Right Cessation
- 2005-02-17 AU AU2005214368A patent/AU2005214368A1/en not_active Abandoned
-
2006
- 2006-07-25 IL IL177059A patent/IL177059A0/en unknown
- 2006-08-03 ZA ZA200606479A patent/ZA200606479B/en unknown
- 2006-08-18 MA MA29276A patent/MA28435B1/fr unknown
- 2006-09-14 NO NO20064156A patent/NO20064156L/no not_active Application Discontinuation
-
2008
- 2008-02-04 US US12/012,579 patent/US7674908B2/en not_active Expired - Lifetime
-
2010
- 2010-01-19 US US12/689,763 patent/US8044045B2/en not_active Expired - Fee Related
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