JP5252459B2 - リボフラノシルピリミジンヌクレオシドの調製 - Google Patents
リボフラノシルピリミジンヌクレオシドの調製 Download PDFInfo
- Publication number
- JP5252459B2 JP5252459B2 JP2009532372A JP2009532372A JP5252459B2 JP 5252459 B2 JP5252459 B2 JP 5252459B2 JP 2009532372 A JP2009532372 A JP 2009532372A JP 2009532372 A JP2009532372 A JP 2009532372A JP 5252459 B2 JP5252459 B2 JP 5252459B2
- Authority
- JP
- Japan
- Prior art keywords
- aryl
- formula
- methyl
- fluoro
- tetrahydrofuran
- 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.)
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
- C07H5/02—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US85096206P | 2006-10-10 | 2006-10-10 | |
| US60/850,962 | 2006-10-10 | ||
| PCT/US2007/021548 WO2008045419A1 (en) | 2006-10-10 | 2007-10-05 | Preparation of nucleosides ribofuranosyl pyrimidines |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010505954A JP2010505954A (ja) | 2010-02-25 |
| JP2010505954A5 JP2010505954A5 (enExample) | 2013-04-04 |
| JP5252459B2 true JP5252459B2 (ja) | 2013-07-31 |
Family
ID=39111500
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009532372A Active JP5252459B2 (ja) | 2006-10-10 | 2007-10-05 | リボフラノシルピリミジンヌクレオシドの調製 |
Country Status (18)
| Country | Link |
|---|---|
| US (2) | US8912321B2 (enExample) |
| EP (1) | EP2084174B1 (enExample) |
| JP (1) | JP5252459B2 (enExample) |
| KR (1) | KR101057239B1 (enExample) |
| CN (1) | CN101600725B (enExample) |
| AU (1) | AU2007307057B2 (enExample) |
| BR (1) | BRPI0719174A2 (enExample) |
| CA (1) | CA2666098C (enExample) |
| DK (1) | DK2084174T3 (enExample) |
| ES (1) | ES2429290T3 (enExample) |
| GT (1) | GT200900080A (enExample) |
| IL (1) | IL198086A (enExample) |
| MX (1) | MX2009003795A (enExample) |
| PL (1) | PL2084174T3 (enExample) |
| PT (1) | PT2084174E (enExample) |
| RU (1) | RU2421461C2 (enExample) |
| SI (1) | SI2084174T1 (enExample) |
| WO (1) | WO2008045419A1 (enExample) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9098916B2 (en) | 2004-11-17 | 2015-08-04 | Thomson Licensing | Bit-accurate film grain simulation method based on pre-computed transformed coefficients |
| US9117261B2 (en) | 2004-11-16 | 2015-08-25 | Thomson Licensing | Film grain SEI message insertion for bit-accurate simulation in a video system |
| US9177364B2 (en) | 2004-11-16 | 2015-11-03 | Thomson Licensing | Film grain simulation method based on pre-computed transform coefficients |
| US10715834B2 (en) | 2007-05-10 | 2020-07-14 | Interdigital Vc Holdings, Inc. | Film grain simulation based on pre-computed transform coefficients |
Families Citing this family (76)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PY0111577A (es) | 2000-05-23 | 2017-01-02 | Idenix Cayman Ltd | Métodos y composiciones para el tratamiento del virus de la hepatitis c |
| RU2005118421A (ru) | 2002-11-15 | 2006-01-20 | Айденикс (Кайман) Лимитед (Ky) | 2'-разветвленные нуклеозиды и мутация flaviviridae |
| BRPI0419345B8 (pt) | 2003-05-30 | 2021-05-25 | Gilead Pharmasset Llc | uso do (2r)-2-desoxi-2-flúor-2-c-metil nucleosídeo e de uma composição farmacêutica que o compreende |
| MX2007003085A (es) * | 2004-09-14 | 2007-08-02 | Pharmasset Inc | Preparacion de 2'-fluoro-2'-alquilo sustituido u otras ribofuranosil pirimidinas y purinas opcionalmente sustituidas y sus derivados. |
| US7964580B2 (en) | 2007-03-30 | 2011-06-21 | Pharmasset, Inc. | Nucleoside phosphoramidate prodrugs |
| US8173621B2 (en) | 2008-06-11 | 2012-05-08 | Gilead Pharmasset Llc | Nucleoside cyclicphosphates |
| JP6104504B2 (ja) | 2008-12-23 | 2017-03-29 | ギリアド ファーマセット エルエルシー | ヌクレオシド類似体 |
| CL2009002206A1 (es) * | 2008-12-23 | 2011-08-26 | Gilead Pharmasset Llc | Compuestos derivados de pirrolo -(2-3-d]-pirimidin-7(6h)-tetrahidrofuran-2-il fosfonamidato, composicion farmaceutica; y su uso en el tratamiento de enfermedades virales. |
| TW201026715A (en) | 2008-12-23 | 2010-07-16 | Pharmasset Inc | Nucleoside phosphoramidates |
| TWI583692B (zh) | 2009-05-20 | 2017-05-21 | 基利法瑪席特有限責任公司 | 核苷磷醯胺 |
| US8618076B2 (en) | 2009-05-20 | 2013-12-31 | Gilead Pharmasset Llc | Nucleoside phosphoramidates |
| PL3290428T3 (pl) | 2010-03-31 | 2022-02-07 | Gilead Pharmasset Llc | Tabletka zawierająca krystaliczny (S)-2-(((S)-(((2R,3R,4R,5R)-5-(2,4-diokso-3,4-dihydropirymidyn-1(2H)-ylo)-4-fluoro-3-hydroksy-4-metylotetrahydrofuran-2-ylo)metoksy)(fenoksy)fosforylo)amino)propanian izopropylu |
| UY33312A (es) | 2010-03-31 | 2011-10-31 | Pharmasset Inc | Fosforamidato de nucleosido de purina |
| CL2011000716A1 (es) | 2010-03-31 | 2012-04-20 | Gilead Pharmasset Llc | Formas cristalinas 1 6 de (s)-isopropil-2-(((s)-(((2r.3r.4r.5r)-5-(2,4-dioxo-3,4-dihidropirimidin-1(2h)-il)-4-fluoro-3-hidroxi-4-metil tetrahidrofuran-2-il)metoxi)(fenoxi)fosforil)amino)propanoato; composicion y combinacion farmaceutica; y su uso para tratar una infeccion por el virus de la hepatitis c. |
| JP5716500B2 (ja) * | 2010-06-03 | 2015-05-13 | セントラル硝子株式会社 | (2R)−2−フルオロ−2−C−メチル−D−リボノ−γ−ラクトン類前駆体の製造方法 |
| WO2012075140A1 (en) | 2010-11-30 | 2012-06-07 | Pharmasset, Inc. | Compounds |
| CN103842369A (zh) | 2011-03-31 | 2014-06-04 | 埃迪尼克斯医药公司 | 用于治疗病毒感染的化合物和药物组合物 |
| AR088441A1 (es) | 2011-09-12 | 2014-06-11 | Idenix Pharmaceuticals Inc | Compuestos de carboniloximetilfosforamidato sustituido y composiciones farmaceuticas para el tratamiento de infecciones virales |
| SI2709613T2 (sl) | 2011-09-16 | 2020-12-31 | Gilead Pharmasset LLC c/o Gilead Sciences, Inc. | Postopki za zdravljenje HCV |
| TW201331221A (zh) | 2011-10-14 | 2013-08-01 | Idenix Pharmaceuticals Inc | 嘌呤核苷酸化合物類之經取代的3’,5’-環磷酸酯及用於治療病毒感染之醫藥組成物 |
| US8492386B2 (en) | 2011-10-21 | 2013-07-23 | Abbvie Inc. | Methods for treating HCV |
| CN104023726A (zh) | 2011-10-21 | 2014-09-03 | 艾伯维公司 | 用于治疗hcv的一种或多种daa的联合治疗(例如,与abt-072或abt-333) |
| CA2811203C (en) | 2011-10-21 | 2015-05-05 | Abbvie Inc. | Methods for treating hcv |
| US8466159B2 (en) | 2011-10-21 | 2013-06-18 | Abbvie Inc. | Methods for treating HCV |
| US8889159B2 (en) | 2011-11-29 | 2014-11-18 | Gilead Pharmasset Llc | Compositions and methods for treating hepatitis C virus |
| US9296778B2 (en) | 2012-05-22 | 2016-03-29 | Idenix Pharmaceuticals, Inc. | 3′,5′-cyclic phosphate prodrugs for HCV infection |
| EP2852604B1 (en) | 2012-05-22 | 2017-04-12 | Idenix Pharmaceuticals LLC | 3',5'-cyclic phosphoramidate prodrugs for hcv infection |
| AP3913A (en) | 2012-05-22 | 2016-11-26 | Idenix Pharamaceuticals Inc | D-amino acid compounds for liver disease |
| HUE029038T2 (en) | 2012-05-25 | 2017-01-30 | Janssen Sciences Ireland Uc | Uracil spirooxetan nucleosides |
| AU2013269799A1 (en) | 2012-05-29 | 2014-10-02 | F. Hoffmann-La Roche Ag | Process for the preparation of 2-deoxy-2-fluoro-2-methyl-D-ribofuranosyl nucleoside compounds |
| CN103450148B (zh) * | 2012-06-04 | 2018-06-12 | 浙江九洲药业股份有限公司 | 一种五元环硫酸酯化合物的合成方法 |
| WO2014052638A1 (en) | 2012-09-27 | 2014-04-03 | Idenix Pharmaceuticals, Inc. | Esters and malonates of sate prodrugs |
| SG11201502750UA (en) | 2012-10-08 | 2015-06-29 | Idenix Pharmaceuticals Inc | 2'-chloro nucleoside analogs for hcv infection |
| CN103724301A (zh) | 2012-10-10 | 2014-04-16 | 上海特化医药科技有限公司 | (2r)-2-脱氧-2,2-二取代-1,4-核糖内酯及其制备方法和用途 |
| EP2909222B1 (en) | 2012-10-22 | 2021-05-26 | Idenix Pharmaceuticals LLC | 2',4'-bridged nucleosides for hcv infection |
| EP2935304A1 (en) | 2012-12-19 | 2015-10-28 | IDENIX Pharmaceuticals, Inc. | 4'-fluoro nucleosides for the treatment of hcv |
| CN103012386B (zh) * | 2012-12-26 | 2015-04-01 | 浙江普洛得邦制药有限公司 | 一种五元环状硫酸酯的制备方法 |
| NZ729172A (en) | 2013-01-31 | 2018-06-29 | Gilead Pharmasset Llc | Combination formulation of two antiviral compounds |
| US10034893B2 (en) | 2013-02-01 | 2018-07-31 | Enanta Pharmaceuticals, Inc. | 5, 6-D2 uridine nucleoside/tide derivatives |
| US9309275B2 (en) | 2013-03-04 | 2016-04-12 | Idenix Pharmaceuticals Llc | 3′-deoxy nucleosides for the treatment of HCV |
| WO2014137930A1 (en) | 2013-03-04 | 2014-09-12 | Idenix Pharmaceuticals, Inc. | Thiophosphate nucleosides for the treatment of hcv |
| EP2970357B1 (en) | 2013-03-13 | 2025-01-01 | Idenix Pharmaceuticals LLC | Amino acid phosphoramidate pronucleotides of 2'-cyano, azido and amino nucleosides for the treatment of hcv |
| EP2981542B1 (en) | 2013-04-01 | 2021-09-15 | Idenix Pharmaceuticals LLC | 2',4'-fluoro nucleosides for the treatment of hcv |
| US10005779B2 (en) | 2013-06-05 | 2018-06-26 | Idenix Pharmaceuticals Llc | 1′,4′-thio nucleosides for the treatment of HCV |
| WO2015017713A1 (en) | 2013-08-01 | 2015-02-05 | Idenix Pharmaceuticals, Inc. | D-amino acid phosphoramidate pronucleotides of halogeno pyrimidine compounds for liver disease |
| JP2016529293A (ja) | 2013-08-27 | 2016-09-23 | ギリアド ファーマセット エルエルシー | 2つの抗ウイルス化合物の組合せ製剤 |
| CN104447923B (zh) * | 2013-09-23 | 2018-03-30 | 中国药科大学 | 2’‑脱氧‑2’‑氟‑2’‑甲基核苷衍生物及其制备方法与在制药中的用途 |
| WO2015161137A1 (en) | 2014-04-16 | 2015-10-22 | Idenix Pharmaceuticals, Inc. | 3'-substituted methyl or alkynyl nucleosides for the treatment of hcv |
| US9675632B2 (en) | 2014-08-26 | 2017-06-13 | Enanta Pharmaceuticals, Inc. | Nucleoside and nucleotide derivatives |
| WO2016042576A1 (en) | 2014-09-16 | 2016-03-24 | Cadila Healthcare Limited | Co-crystal of sofosbuvir and amino acid and process for preparation thereof |
| CN104744539A (zh) * | 2014-09-19 | 2015-07-01 | 上海皓元生物医药科技有限公司 | 一种(2’r)-2’-脱氧-2’-氟-2’-甲基脲苷的合成方法 |
| CN104327138B (zh) * | 2014-10-21 | 2017-05-10 | 齐鲁制药有限公司 | Psi‑7977中间体化合物的制备方法 |
| US9718851B2 (en) | 2014-11-06 | 2017-08-01 | Enanta Pharmaceuticals, Inc. | Deuterated nucleoside/tide derivatives |
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| CN104610404B (zh) * | 2015-01-16 | 2016-04-06 | 南通常佑药业科技有限公司 | 一种呋喃核糖磷酸酯衍生物的制备方法 |
| GEP20217282B (en) | 2015-03-06 | 2021-08-10 | Atea Pharmaceuticals Inc | β-D-2'-DEOXY-2'α-FLUORO-2'-β-C-SUBSTITUTED-2-MODIFIED-N6-SUBSTITUTED PURINE NUCLEOTIDES FOR HCV TREATMENT |
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| CN105418547A (zh) * | 2015-11-17 | 2016-03-23 | 海门慧聚药业有限公司 | 索非布韦关键中间体的制备 |
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| CN105566422B (zh) * | 2015-12-29 | 2019-06-25 | 江苏阿尔法药业有限公司 | 索菲布韦中间体或其衍生物的制备方法 |
| JP7129703B2 (ja) | 2016-04-28 | 2022-09-02 | エモリー ユニバーシティー | アルキン含有ヌクレオチド及びヌクレオシド治療組成物並びにそれらに関連した使用 |
| WO2018013937A1 (en) | 2016-07-14 | 2018-01-18 | Atea Pharmaceuticals, Inc. | Beta-d-2'-deoxy-2'-alpha-fluoro-2'-beta-c-substituted-4'-fluoro-n6-substituted-6-amino-2-substituted purine nucleotides for the treatment of hepatitis c virus infection |
| US10239910B2 (en) | 2016-07-20 | 2019-03-26 | Optimus Drugs (P) Limited | Process for the preparation of sofosbuvir |
| PT3512863T (pt) | 2016-09-07 | 2022-03-09 | Atea Pharmaceuticals Inc | Nucleótidos de purina 2'-substituídos-n6-substituídos para tratamento de vírus de rna |
| CN110248951B (zh) | 2017-02-01 | 2022-10-28 | 阿堤亚制药公司 | 用于治疗丙型肝炎病毒的核苷酸半硫酸盐 |
| CN106810515A (zh) * | 2017-02-06 | 2017-06-09 | 抚州市星辰药业有限公司 | 一种合成索非布韦的中间体化合物及其合成方法 |
| CN109422789A (zh) * | 2017-08-28 | 2019-03-05 | 常州制药厂有限公司 | 一种索非布韦的制备工艺改进方法 |
| WO2019200005A1 (en) | 2018-04-10 | 2019-10-17 | Atea Pharmaceuticals, Inc. | Treatment of hcv infected patients with cirrhosis |
| CN108675984A (zh) * | 2018-06-22 | 2018-10-19 | 江苏阿尔法药业有限公司 | 索非布韦中间体的制备方法 |
| CN111606961A (zh) * | 2019-02-26 | 2020-09-01 | 顾世海 | 一种(2’r)-2’-脱氧-2’-氟-2’-甲基脲苷的工艺生产方法 |
| CN111040010A (zh) * | 2019-12-23 | 2020-04-21 | 上海红蓝医药科技有限公司 | 一种索非布韦中间体的合成方法 |
| US10874687B1 (en) | 2020-02-27 | 2020-12-29 | Atea Pharmaceuticals, Inc. | Highly active compounds against COVID-19 |
| BR112023026356A2 (pt) | 2021-06-17 | 2024-03-05 | Atea Pharmaceuticals Inc | Método para tratar vírus da hepatite c ou uma condição resultante de uma infecção por hepatite c, combinação, uso da combinação, composição farmacêutica, e, kit para o tratamento de vírus da hepatite c |
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| KR850002973A (ko) * | 1983-10-03 | 1985-05-28 | 구라바야시 이꾸시로 | 시티딘 유도체의 제조방법 |
| JP2559917B2 (ja) * | 1990-06-15 | 1996-12-04 | 三共株式会社 | ピリミジンヌクレオシド誘導体 |
| US5637688A (en) * | 1994-12-13 | 1997-06-10 | Eli Lilly And Company | Process for preparing 1-(2'-deoxy-2'-difluoro-d-ribofuranosyl)-4-aminopyrimidin-2-one hydrochloride |
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| TWI332507B (en) | 2002-11-19 | 2010-11-01 | Hoffmann La Roche | Antiviral nucleoside derivatives |
| BRPI0419345B8 (pt) | 2003-05-30 | 2021-05-25 | Gilead Pharmasset Llc | uso do (2r)-2-desoxi-2-flúor-2-c-metil nucleosídeo e de uma composição farmacêutica que o compreende |
| DK1658302T3 (da) | 2003-07-25 | 2010-11-22 | Idenix Pharmaceuticals Inc | Purinnukleosidanaloge til behandling af sygdomme forårsaget af Flavirividae, herunder hepatitis C |
| KR20060123707A (ko) | 2003-08-27 | 2006-12-04 | 바이오타, 인코포레이티드 | 치료제로서의 신규 트리시클릭 뉴클레오시드 또는뉴클레오티드 |
| EP1741716B8 (en) * | 2004-04-30 | 2012-02-22 | Daiichi Sankyo Company, Limited | Process for producing pentacyclic taxane |
| PT1773856E (pt) * | 2004-07-21 | 2012-05-14 | Gilead Pharmasset Llc | Preparação de 2-desoxi-2-fluoro-d-ribofuranosilo pirimidinas e purinas substituídas com alquilo e seus derivados |
| MX2007003085A (es) * | 2004-09-14 | 2007-08-02 | Pharmasset Inc | Preparacion de 2'-fluoro-2'-alquilo sustituido u otras ribofuranosil pirimidinas y purinas opcionalmente sustituidas y sus derivados. |
-
2007
- 2007-10-05 PL PL07839369T patent/PL2084174T3/pl unknown
- 2007-10-05 JP JP2009532372A patent/JP5252459B2/ja active Active
- 2007-10-05 RU RU2009117396/04A patent/RU2421461C2/ru not_active IP Right Cessation
- 2007-10-05 WO PCT/US2007/021548 patent/WO2008045419A1/en not_active Ceased
- 2007-10-05 DK DK07839369.1T patent/DK2084174T3/da active
- 2007-10-05 CA CA2666098A patent/CA2666098C/en active Active
- 2007-10-05 BR BRPI0719174A patent/BRPI0719174A2/pt not_active IP Right Cessation
- 2007-10-05 AU AU2007307057A patent/AU2007307057B2/en active Active
- 2007-10-05 EP EP07839369.1A patent/EP2084174B1/en active Active
- 2007-10-05 SI SI200731311T patent/SI2084174T1/sl unknown
- 2007-10-05 MX MX2009003795A patent/MX2009003795A/es active IP Right Grant
- 2007-10-05 ES ES07839369T patent/ES2429290T3/es active Active
- 2007-10-05 CN CN200780037855.XA patent/CN101600725B/zh active Active
- 2007-10-05 PT PT78393691T patent/PT2084174E/pt unknown
- 2007-10-05 KR KR1020097008991A patent/KR101057239B1/ko active Active
- 2007-10-05 US US12/444,608 patent/US8912321B2/en active Active
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9117261B2 (en) | 2004-11-16 | 2015-08-25 | Thomson Licensing | Film grain SEI message insertion for bit-accurate simulation in a video system |
| US9177364B2 (en) | 2004-11-16 | 2015-11-03 | Thomson Licensing | Film grain simulation method based on pre-computed transform coefficients |
| US9098916B2 (en) | 2004-11-17 | 2015-08-04 | Thomson Licensing | Bit-accurate film grain simulation method based on pre-computed transformed coefficients |
| US10715834B2 (en) | 2007-05-10 | 2020-07-14 | Interdigital Vc Holdings, Inc. | Film grain simulation based on pre-computed transform coefficients |
Also Published As
| Publication number | Publication date |
|---|---|
| GT200900080A (es) | 2012-04-10 |
| EP2084174B1 (en) | 2013-07-31 |
| US20100056770A1 (en) | 2010-03-04 |
| ES2429290T3 (es) | 2013-11-14 |
| PT2084174E (pt) | 2013-10-08 |
| US20080139802A1 (en) | 2008-06-12 |
| EP2084174A1 (en) | 2009-08-05 |
| JP2010505954A (ja) | 2010-02-25 |
| SI2084174T1 (sl) | 2013-10-30 |
| US8912321B2 (en) | 2014-12-16 |
| MX2009003795A (es) | 2009-06-18 |
| CA2666098A1 (en) | 2008-04-17 |
| CN101600725A (zh) | 2009-12-09 |
| DK2084174T3 (da) | 2013-11-04 |
| CA2666098C (en) | 2012-09-25 |
| KR101057239B1 (ko) | 2011-08-16 |
| CN101600725B (zh) | 2014-11-26 |
| KR20090060460A (ko) | 2009-06-12 |
| BRPI0719174A2 (pt) | 2017-06-13 |
| AU2007307057B2 (en) | 2011-09-15 |
| IL198086A (en) | 2012-03-29 |
| PL2084174T3 (pl) | 2013-12-31 |
| HK1133889A1 (en) | 2010-04-09 |
| AU2007307057A1 (en) | 2008-04-17 |
| IL198086A0 (en) | 2009-12-24 |
| RU2009117396A (ru) | 2010-11-20 |
| WO2008045419A1 (en) | 2008-04-17 |
| RU2421461C2 (ru) | 2011-06-20 |
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