CA2657093A1 - Bicyclic heteroaryl inhibitors of pde4 - Google Patents
Bicyclic heteroaryl inhibitors of pde4 Download PDFInfo
- Publication number
- CA2657093A1 CA2657093A1 CA002657093A CA2657093A CA2657093A1 CA 2657093 A1 CA2657093 A1 CA 2657093A1 CA 002657093 A CA002657093 A CA 002657093A CA 2657093 A CA2657093 A CA 2657093A CA 2657093 A1 CA2657093 A1 CA 2657093A1
- Authority
- CA
- Canada
- Prior art keywords
- nc3c
- group
- ccc2c
- ncl2
- amino
- 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.)
- Abandoned
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4704—2-Quinolinones, e.g. carbostyril
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- 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
- A61P11/02—Nasal agents, e.g. decongestants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/04—Artificial tears; Irrigation solutions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/06—Antiglaucoma agents or miotics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/14—Decongestants or antiallergics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Ophthalmology & Optometry (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Cardiology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Heart & Thoracic Surgery (AREA)
- Otolaryngology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81950906P | 2006-07-07 | 2006-07-07 | |
| US60/819,509 | 2006-07-07 | ||
| US88682507P | 2007-01-26 | 2007-01-26 | |
| US60/886,825 | 2007-01-26 | ||
| PCT/US2007/072919 WO2008006050A2 (en) | 2006-07-07 | 2007-07-06 | Bicyclic heteroaryl inhibitors of pde4 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2657093A1 true CA2657093A1 (en) | 2008-01-10 |
Family
ID=38739981
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002657093A Abandoned CA2657093A1 (en) | 2006-07-07 | 2007-07-06 | Bicyclic heteroaryl inhibitors of pde4 |
Country Status (11)
| Country | Link |
|---|---|
| US (5) | US20090291950A1 (https=) |
| EP (1) | EP2037924A2 (https=) |
| JP (2) | JP5280357B2 (https=) |
| KR (2) | KR20150004441A (https=) |
| CN (1) | CN104606194A (https=) |
| AU (1) | AU2007269070B2 (https=) |
| BR (1) | BRPI0713253A2 (https=) |
| CA (1) | CA2657093A1 (https=) |
| CO (1) | CO6190532A2 (https=) |
| MX (1) | MX2009000148A (https=) |
| WO (3) | WO2008006052A2 (https=) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MY140561A (en) | 2002-02-20 | 2009-12-31 | Nycomed Gmbh | Dosage form containing pde 4 inhibitor as active ingredient |
| CA2477604A1 (en) | 2002-03-13 | 2003-09-25 | Signum Biosciences, Inc. | Modulation of protein methylation and phosphoprotein phosphate |
| PT1606261E (pt) | 2003-03-10 | 2010-01-11 | Nycomed Gmbh | Novo processo para a preparação de roflumilast |
| US7923041B2 (en) | 2005-02-03 | 2011-04-12 | Signum Biosciences, Inc. | Compositions and methods for enhancing cognitive function |
| WO2006084033A1 (en) * | 2005-02-03 | 2006-08-10 | Signum Biosciences, Inc. | Compositions and methods for enhancing cognitive function |
| US8663694B2 (en) | 2005-03-16 | 2014-03-04 | Takeda Gmbh | Taste masked dosage form containing roflumilast |
| US8138205B2 (en) * | 2006-07-07 | 2012-03-20 | Kalypsys, Inc. | Heteroarylalkoxy-substituted quinolone inhibitors of PDE4 |
| EP2037924A2 (en) | 2006-07-07 | 2009-03-25 | Steven P. Govek | Bicyclic heteroaryl inhibitors of pde4 |
| JP5607025B2 (ja) | 2008-04-21 | 2014-10-15 | シグナム バイオサイエンシーズ, インコーポレイテッド | 化合物、組成物およびそれらを作製する方法 |
| CN101353338B (zh) * | 2008-07-10 | 2011-05-04 | 上海交通大学 | 糖胺改性的水溶性香豆素酮衍生物及其制备方法 |
| US20110082145A1 (en) * | 2009-10-01 | 2011-04-07 | Alcon Research, Ltd. | Olopatadine compositions and uses thereof |
| US8367829B2 (en) | 2010-05-10 | 2013-02-05 | Gilead Sciences, Inc. | Bi-functional pyrazolopyridine compounds |
| EP2569285A1 (en) | 2010-05-10 | 2013-03-20 | Gilead Sciences, Inc. | Bifunctional quinoline derivatives |
| US20130116279A1 (en) * | 2011-11-07 | 2013-05-09 | Kalypsys, Inc. | Bicyclic heteroaryl inhibitors of pde4 |
| JP6669499B2 (ja) | 2013-02-15 | 2020-03-18 | カラ ファーマシューティカルズ インコーポレイテッド | 治療用化合物 |
| CN105121439A (zh) | 2013-02-19 | 2015-12-02 | 辉瑞公司 | 作为pde4亚型抑制剂用于治疗cns和其他病症的氮杂苯并咪唑化合物 |
| US9688688B2 (en) | 2013-02-20 | 2017-06-27 | Kala Pharmaceuticals, Inc. | Crystalline forms of 4-((4-((4-fluoro-2-methyl-1H-indol-5-yl)oxy)-6-methoxyquinazolin-7-yl)oxy)-1-(2-oxa-7-azaspiro[3.5]nonan-7-yl)butan-1-one and uses thereof |
| JP2016510000A (ja) | 2013-02-20 | 2016-04-04 | カラ ファーマシューティカルズ インコーポレイテッド | 治療用化合物およびその使用 |
| US9890173B2 (en) | 2013-11-01 | 2018-02-13 | Kala Pharmaceuticals, Inc. | Crystalline forms of therapeutic compounds and uses thereof |
| NZ719185A (en) | 2013-11-01 | 2017-11-24 | Kala Pharmaceuticals Inc | Crystalline forms of therapeutic compounds and uses thereof |
| WO2016012896A1 (en) | 2014-07-24 | 2016-01-28 | Pfizer Inc. | Pyrazolopyrimidine compounds |
| PL3177624T3 (pl) | 2014-08-06 | 2019-09-30 | Pfizer Inc. | Związki imidazopirydazynowe |
| KR20180086187A (ko) | 2015-10-05 | 2018-07-30 | 더 트러스티이스 오브 콜롬비아 유니버시티 인 더 시티 오브 뉴욕 | 자가포식 유동의 활성체 및 포스포리파제 d 및 타우를 포함하는 단백질 응집물의 클리어런스 및 단백질질환의 치료 |
| AU2016379444B2 (en) * | 2015-12-24 | 2021-04-29 | The Regents Of The University Of California | CFTR regulators and methods of use thereof |
| KR20190051010A (ko) | 2016-09-08 | 2019-05-14 | 칼라 파마슈티컬스, 인크. | 치료 화합물의 결정형 및 그의 용도 |
| AU2017324713B2 (en) | 2016-09-08 | 2020-08-13 | KALA BIO, Inc. | Crystalline forms of therapeutic compounds and uses thereof |
| EP3509423A4 (en) | 2016-09-08 | 2020-05-13 | Kala Pharmaceuticals, Inc. | CRYSTALLINE FORMS OF THERAPEUTIC COMPOUNDS AND USES THEREOF |
| CN106916104B (zh) * | 2017-02-28 | 2019-08-27 | 牡丹江医学院 | 用于治疗结肠炎的药物 |
| JP7217259B2 (ja) * | 2017-07-26 | 2023-02-02 | エイチジーアンドエイチ ファーマスーティカルズ(ピーティワイ)リミテッド | てんかん及び関連疾患を患う患者の予防及び治療のためのメセンブレノール及び/又はメセンブラノール |
| JP2020531511A (ja) | 2017-08-24 | 2020-11-05 | ザ・リージエンツ・オブ・ザ・ユニバーシテイー・オブ・カリフオルニア | 眼球用医薬組成物 |
| EP3914701B1 (en) * | 2019-01-23 | 2025-12-03 | Path Therapeutics Inc. | Methods of treating epilepsy via phosphodiesterase 4 b (pde4) inhibition |
| WO2021044430A1 (en) * | 2019-09-08 | 2021-03-11 | Hadasit Medical Research Services And Development Ltd. | Anti-fibrotic compounds and use thereof |
| JP7826294B2 (ja) * | 2020-09-10 | 2026-03-09 | バンダ・ファーマシューティカルズ・インコーポレイテッド | Pdeiv媒介性の疾患又は状態を処置する方法 |
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| US542104A (en) * | 1895-07-02 | Nut-sheller | ||
| AU639529B2 (en) | 1987-03-04 | 1993-07-29 | Higuchi, Yoshinari | Carbostyril derivatives and salts thereof and anti-arrhythmic agents containing the carbostyril derivatives |
| EP0325964A1 (en) * | 1988-01-15 | 1989-08-02 | Abbott Laboratories | Aminomethyl-chroman and -thiochroman compounds |
| AU8665991A (en) | 1990-09-07 | 1992-03-30 | Schering Corporation | Antiviral compounds and antihypertensive compounds |
| US5430153A (en) | 1991-04-03 | 1995-07-04 | Korea Research Institute Of Chemical Technology | 2-quinolinone derivatives |
| WO1994012488A1 (de) | 1992-11-27 | 1994-06-09 | Byk Nederland Bv | Nitroxyverbindungen mit pharmazeutischen eigenschaften |
| FR2703683B1 (fr) | 1993-04-08 | 1995-07-07 | Seractec | Dérivés d'aminocoumarines hydrophobes, et leur utilisation comme substrats d'enzymes protéolytiques ou pour la préparation de tels substrats. |
| FR2711992A1 (fr) | 1993-11-03 | 1995-05-12 | Lipha | Nouveaux dérivé hétérocycliques, procédé de préparation et composition pharmaceutique les contenant. |
| DE4337906A1 (de) | 1993-11-08 | 1995-05-11 | Cassella Ag | Verwendung von Cumarinderivaten |
| US5563280A (en) | 1994-07-25 | 1996-10-08 | American Cyanamid Co. | 4-Phenoxycoumarins as herbicidal agents |
| DK0861242T3 (da) | 1995-10-13 | 2001-08-06 | Aventis Cropscience Uk Ltd | Hetorocycliske fungicider |
| IT1296985B1 (it) * | 1997-12-19 | 1999-08-03 | Zambon Spa | Derivati benzazinici inibitori della fosfodiesterasi 4 |
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| DE10021256A1 (de) * | 2000-04-20 | 2001-10-31 | Forschungsverbund Berlin Ev | Neue, photolabile Cumarinylmethylester von cyclischen Nucleotiden, Verfahren zu deren Herstellung und ihre Verwendung |
| US20030028018A1 (en) | 2000-09-11 | 2003-02-06 | Chiron Coporation | Quinolinone derivatives |
| CZ304344B6 (cs) | 2000-09-11 | 2014-03-19 | Novartis Vaccines & Diagnostics, Inc. | Chinolinonový derivát a jeho použití a farmaceutický prostředek s obsahem tohoto derivátu |
| US6740666B2 (en) * | 2000-12-20 | 2004-05-25 | Merck & Co., Inc. | Substituted 8-arylquinoline phosphodiesterase-4 inhibitors |
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| CN1506359A (zh) | 2002-12-05 | 2004-06-23 | �й�ҽѧ��ѧԺҩ���о��� | 新的香豆素酰胺衍生物及其制法和其药物组合物与用途 |
| ITMI20022739A1 (it) * | 2002-12-23 | 2004-06-24 | Zambon Spa | Derivati ftalazinici inibitori della fosfodiesterasi 4. |
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| ATE531705T1 (de) * | 2004-05-18 | 2011-11-15 | Schering Corp | Substituierte 2-chinolyloxazole geeignet als pde4 inhibitoren |
| ATE474833T1 (de) | 2004-09-22 | 2010-08-15 | Janssen Pharmaceutica Nv | Inhibitoren der wechselwirkung zwischen mdm2 und p53 |
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| NL1028569C2 (nl) | 2005-03-18 | 2006-09-20 | Rademaker Holding B V | Toepassing van een coumarine-groep omvattende derivaten voor de bereiding van een antiviraal middel, alsmede kattenvoer. |
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| EA015358B1 (ru) | 2005-09-30 | 2011-06-30 | Пульмаджен Терапьютикс (Эсме) Лимитед | Хинолины и их терапевтическое применение |
| US8138205B2 (en) | 2006-07-07 | 2012-03-20 | Kalypsys, Inc. | Heteroarylalkoxy-substituted quinolone inhibitors of PDE4 |
| EP2037924A2 (en) | 2006-07-07 | 2009-03-25 | Steven P. Govek | Bicyclic heteroaryl inhibitors of pde4 |
| US20130116279A1 (en) * | 2011-11-07 | 2013-05-09 | Kalypsys, Inc. | Bicyclic heteroaryl inhibitors of pde4 |
-
2007
- 2007-07-06 EP EP07812666A patent/EP2037924A2/en not_active Withdrawn
- 2007-07-06 WO PCT/US2007/072924 patent/WO2008006052A2/en not_active Ceased
- 2007-07-06 US US12/307,738 patent/US20090291950A1/en not_active Abandoned
- 2007-07-06 US US12/307,730 patent/US8080563B2/en not_active Expired - Fee Related
- 2007-07-06 US US11/774,058 patent/US7745646B2/en not_active Expired - Fee Related
- 2007-07-06 AU AU2007269070A patent/AU2007269070B2/en not_active Ceased
- 2007-07-06 KR KR1020147036033A patent/KR20150004441A/ko not_active Ceased
- 2007-07-06 WO PCT/US2007/072919 patent/WO2008006050A2/en not_active Ceased
- 2007-07-06 KR KR1020097002141A patent/KR20090109527A/ko not_active Abandoned
- 2007-07-06 MX MX2009000148A patent/MX2009000148A/es active IP Right Grant
- 2007-07-06 JP JP2009519604A patent/JP5280357B2/ja not_active Expired - Fee Related
- 2007-07-06 US US11/774,053 patent/US8258154B2/en not_active Expired - Fee Related
- 2007-07-06 WO PCT/US2007/072920 patent/WO2008006051A2/en not_active Ceased
- 2007-07-06 CN CN201410768897.2A patent/CN104606194A/zh active Pending
- 2007-07-06 CA CA002657093A patent/CA2657093A1/en not_active Abandoned
- 2007-07-06 BR BRPI0713253-0A patent/BRPI0713253A2/pt not_active IP Right Cessation
-
2009
- 2009-02-04 CO CO09010461A patent/CO6190532A2/es active IP Right Grant
-
2012
- 2012-06-28 US US13/536,716 patent/US9078887B2/en not_active Expired - Fee Related
-
2013
- 2013-05-22 JP JP2013107844A patent/JP5705269B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| AU2007269070B2 (en) | 2013-03-21 |
| EP2037924A2 (en) | 2009-03-25 |
| JP2009542815A (ja) | 2009-12-03 |
| CO6190532A2 (es) | 2010-08-19 |
| US8080563B2 (en) | 2011-12-20 |
| CN104606194A (zh) | 2015-05-13 |
| WO2008006050A3 (en) | 2008-06-26 |
| US20080027099A1 (en) | 2008-01-31 |
| US7745646B2 (en) | 2010-06-29 |
| WO2008006050A2 (en) | 2008-01-10 |
| BRPI0713253A2 (pt) | 2012-10-30 |
| WO2008006051A2 (en) | 2008-01-10 |
| US9078887B2 (en) | 2015-07-14 |
| KR20090109527A (ko) | 2009-10-20 |
| JP2013177421A (ja) | 2013-09-09 |
| AU2007269070A1 (en) | 2008-01-10 |
| US20100022586A1 (en) | 2010-01-28 |
| US8258154B2 (en) | 2012-09-04 |
| WO2008006052A2 (en) | 2008-01-10 |
| WO2008006051A3 (en) | 2008-06-26 |
| JP5280357B2 (ja) | 2013-09-04 |
| KR20150004441A (ko) | 2015-01-12 |
| WO2008006052A3 (en) | 2008-11-20 |
| MX2009000148A (es) | 2009-10-26 |
| US20130178498A1 (en) | 2013-07-11 |
| JP5705269B2 (ja) | 2015-04-22 |
| US20090291950A1 (en) | 2009-11-26 |
| US20080027112A1 (en) | 2008-01-31 |
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