BRPI0805826B8 - compostos espiro-substituídos, composição farmacêutica e uso - Google Patents
compostos espiro-substituídos, composição farmacêutica e usoInfo
- Publication number
- BRPI0805826B8 BRPI0805826B8 BRPI0805826A BRPI0805826A BRPI0805826B8 BR PI0805826 B8 BRPI0805826 B8 BR PI0805826B8 BR PI0805826 A BRPI0805826 A BR PI0805826A BR PI0805826 A BRPI0805826 A BR PI0805826A BR PI0805826 B8 BRPI0805826 B8 BR PI0805826B8
- Authority
- BR
- Brazil
- Prior art keywords
- spiro
- substituted compounds
- pharmaceutical composition
- formula
- compounds
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 5
- 239000008194 pharmaceutical composition Chemical class 0.000 title abstract 3
- 238000000034 method Methods 0.000 abstract 4
- 238000004519 manufacturing process Methods 0.000 abstract 2
- 241000282412 Homo Species 0.000 abstract 1
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 abstract 1
- 241001465754 Metazoa Species 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- 102000001253 Protein Kinase Human genes 0.000 abstract 1
- 102000004022 Protein-Tyrosine Kinases Human genes 0.000 abstract 1
- 108090000412 Protein-Tyrosine Kinases Proteins 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000033115 angiogenesis Effects 0.000 abstract 1
- 229940121369 angiogenesis inhibitor Drugs 0.000 abstract 1
- 239000004037 angiogenesis inhibitor Substances 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 230000005764 inhibitory process Effects 0.000 abstract 1
- 108060006633 protein kinase Proteins 0.000 abstract 1
- 102000004169 proteins and genes Human genes 0.000 abstract 1
- 108090000623 proteins and genes Proteins 0.000 abstract 1
- 230000001603 reducing effect Effects 0.000 abstract 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 abstract 1
Classifications
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- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- 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
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/74—Quinazolines; Hydrogenated quinazolines with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached to ring carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/88—Oxygen atoms
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Oncology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
compostos espiro-substituídos como inibidores de angiogênese, método de produção de um composto, composição farmacêutica e métodos de tratamento, trata-se a presente invenção de compostos espiro-substituídos (tetracarbon) da fórmula i, bem como dos processos para sua preparação, de composições farmacêuticas contendo os ditos compostos como o ingrediente ativo, métodos para o tratamento de estados patológicos associados à angiogênese, como, por exemplo, cânceres associados à proteína tirosina quinases, bem como sua utilização como medicamentos para serem utilizados na produção de inibição de proteína tirosina quinases, reduzindo os efeitos em animais de sangue quente, como, por exemplo, em seres humanos, fórmula i
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US89469207P | 2007-03-14 | 2007-03-14 | |
| US60/894,692 | 2007-03-14 | ||
| US94169807P | 2007-06-04 | 2007-06-04 | |
| US60/941,698 | 2007-06-04 | ||
| US12/036,244 US8148532B2 (en) | 2007-03-14 | 2008-02-23 | Spiro substituted compounds as angiogenesis inhibitors |
| US12/036,244 | 2008-02-23 | ||
| PCT/US2008/054816 WO2008112407A1 (en) | 2007-03-14 | 2008-02-24 | Spiro substituted compounds as angiogenesis inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| BRPI0805826A2 BRPI0805826A2 (pt) | 2011-08-30 |
| BRPI0805826B1 BRPI0805826B1 (pt) | 2021-02-09 |
| BRPI0805826B8 true BRPI0805826B8 (pt) | 2021-05-25 |
Family
ID=39759893
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0805826A BRPI0805826B8 (pt) | 2007-03-14 | 2008-02-24 | compostos espiro-substituídos, composição farmacêutica e uso |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US8148532B2 (pt) |
| EP (1) | EP2125776B1 (pt) |
| JP (1) | JP5522371B2 (pt) |
| KR (1) | KR101514469B1 (pt) |
| CN (4) | CN105837559B (pt) |
| AU (1) | AU2008226666B2 (pt) |
| BR (1) | BRPI0805826B8 (pt) |
| CA (1) | CA2709220C (pt) |
| DK (1) | DK2125776T3 (pt) |
| ES (1) | ES2643619T3 (pt) |
| IL (1) | IL200934A0 (pt) |
| MX (1) | MX2009008953A (pt) |
| NZ (1) | NZ579389A (pt) |
| PL (1) | PL2125776T3 (pt) |
| PT (1) | PT2125776T (pt) |
| WO (1) | WO2008112407A1 (pt) |
Families Citing this family (77)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8163923B2 (en) * | 2007-03-14 | 2012-04-24 | Advenchen Laboratories, Llc | Spiro substituted compounds as angiogenesis inhibitors |
| US8211911B2 (en) | 2008-08-19 | 2012-07-03 | Guoqing Paul Chen | Compounds as kinase inhibitors |
| EP2340244A4 (en) * | 2008-10-14 | 2012-07-25 | Ning Xi | COMPOUNDS AND APPLICATION PROCEDURES |
| ES2578990T3 (es) * | 2009-03-21 | 2016-08-03 | Sunshine Lake Pharma Co., Ltd. | Derivados de amino éster, sales de los mismos y métodos de uso |
| CN102344438B (zh) * | 2010-08-01 | 2014-02-19 | 正大天晴药业集团股份有限公司 | 喹啉衍生物的结晶及其制备方法 |
| CN103664890B (zh) * | 2010-08-01 | 2016-10-05 | 正大天晴药业集团股份有限公司 | 喹啉衍生物的结晶及制备方法 |
| US8664244B2 (en) * | 2010-09-12 | 2014-03-04 | Advenchen Pharmaceuticals, LLC | Compounds as c-Met kinase inhibitors |
| SG192769A1 (en) | 2011-03-04 | 2013-09-30 | Glaxosmithkline Ip No 2 Ltd | Amino-quinolines as kinase inhibitors |
| TWI547494B (zh) | 2011-08-18 | 2016-09-01 | 葛蘭素史克智慧財產發展有限公司 | 作為激酶抑制劑之胺基喹唑啉類 |
| US9695108B2 (en) | 2012-08-23 | 2017-07-04 | Georgetown University | Compounds and methods of use thereof for treating tumors |
| AR092529A1 (es) | 2012-09-13 | 2015-04-22 | Glaxosmithkline Llc | Compuesto de aminoquinazolina, composicion farmaceutica que lo comprende y uso de dicho compuesto para la preparacion de un medicamento |
| AR092530A1 (es) | 2012-09-13 | 2015-04-22 | Glaxosmithkline Llc | Compuesto de amino-quinolina, composicion farmaceutica que lo comprende y uso de dicho compuesto para la preparacion de un medicamento |
| KR102275034B1 (ko) * | 2013-01-18 | 2021-07-12 | 어드밴첸 파마수티컬스, 엘엘씨 | 항-종양제 6-(7-((1-아미노시클로프로필)메톡시)-6-메톡시퀴놀린-4-일옥시)-n-메틸-1-나프타미드 및 그의 결정형을 제조하는 공정 |
| 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 |
| WO2014127335A1 (en) * | 2013-02-15 | 2014-08-21 | Kala Pharmaceuticals, Inc. | Therapeutic compounds 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 |
| RU2662810C2 (ru) | 2013-02-21 | 2018-07-31 | Глэксосмитклайн Интеллекчуал Проперти Дивелопмент Лимитед | Хиназолины в качестве ингибиторов киназы |
| CN105311029A (zh) | 2014-06-06 | 2016-02-10 | 正大天晴药业集团股份有限公司 | 抗肿瘤活性的喹啉衍生物 |
| CN105311030B (zh) | 2014-06-06 | 2020-03-24 | 正大天晴药业集团股份有限公司 | 用于抗肿瘤的螺取代化合物 |
| CN105213394B (zh) * | 2014-06-06 | 2019-04-09 | 正大天晴药业集团股份有限公司 | 具有抗肿瘤活性的喹啉衍生物 |
| WO2016010869A2 (en) | 2014-07-14 | 2016-01-21 | Advenchen Pharmaceuticals, LLC | FUSED QUINOLINE COMPUNDS AS PI3K, mTOR INHIBITORS |
| AU2015360095B2 (en) * | 2014-12-09 | 2020-02-27 | Advenchen Laboratories Nanjing Ltd | Quinoline derivative against non-small cell lung cancer |
| CN106999484A (zh) * | 2014-12-09 | 2017-08-01 | 正大天晴药业集团股份有限公司 | 治疗非小细胞肺癌的喹啉衍生物 |
| WO2016091167A1 (zh) * | 2014-12-09 | 2016-06-16 | 正大天晴药业集团股份有限公司 | 抗肺鳞癌的喹啉衍生物 |
| US9751859B2 (en) * | 2015-05-04 | 2017-09-05 | Advenchen Pharmaceuticals, LLC | Process for preparing an anti-cancer agent, 1-((4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-6-methoxyquinolin-7-yloxy)methyl)cyclopropanamine, its crystalline form and its salts |
| CN110128425B (zh) | 2015-07-11 | 2021-09-07 | 南京爱德程医药科技有限公司 | 作为pi3k/mtor抑制剂的芳环或杂环取代的稠合喹啉化合物 |
| WO2017035114A1 (en) | 2015-08-25 | 2017-03-02 | Janssen Pharmaceutica Nv | Benzimidazole derivatives useful as cb-1 inverse agonists |
| 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 |
| CN108601778A (zh) * | 2016-01-08 | 2018-09-28 | 正大天晴药业集团股份有限公司 | 喹啉衍生物用于治疗食管癌的用途及其治疗方法、药物组合物和试剂盒 |
| CN107296811B (zh) | 2016-04-15 | 2022-12-30 | 正大天晴药业集团股份有限公司 | 一种用于治疗胃癌的喹啉衍生物 |
| CN107778288B (zh) * | 2016-08-26 | 2020-07-28 | 正大天晴药业集团股份有限公司 | 一种喹啉衍生物的杂质及其制备方法和用途 |
| CN107778290B (zh) * | 2016-08-30 | 2020-07-24 | 正大天晴药业集团股份有限公司 | 一种喹啉衍生物的杂质及其制备方法 |
| CN110650741A (zh) * | 2017-05-26 | 2020-01-03 | 正大天晴药业集团股份有限公司 | 用于治疗结直肠癌的喹啉衍生物 |
| CN109422731A (zh) * | 2017-08-24 | 2019-03-05 | 正大天晴药业集团股份有限公司 | 氘代喹啉衍生物 |
| CN111065395B (zh) | 2017-09-15 | 2021-08-10 | 正大天晴药业集团股份有限公司 | 用于治疗神经内分泌肿瘤的喹啉衍生物 |
| CN107970241B (zh) * | 2018-01-22 | 2020-05-22 | 正大天晴药业集团股份有限公司 | 一种新型酪氨酸激酶抑制剂安罗替尼在制备抑制骨肉瘤的药物中的应用 |
| CN114716410A (zh) * | 2018-02-11 | 2022-07-08 | 正大天晴药业集团股份有限公司 | 喹啉衍生物的结晶 |
| JP2021517162A (ja) | 2018-03-02 | 2021-07-15 | チア タイ チオギン ファーマスーチカル グループ コーポレイテッド，リミテッド | Ｃ−ｍｅｔキナーゼ阻害剤としての化合物の結晶及びその調製方法及びその使用 |
| US11419862B2 (en) | 2018-03-14 | 2022-08-23 | Chia Tai Tianqing Pharmaceutical Group Co., Ltd. | Quinoline derivative for treatment of nasopharyngeal carcinoma |
| JP7270633B2 (ja) * | 2018-03-14 | 2023-05-10 | チア タイ ティエンチン ファーマシューティカル グループ カンパニー リミテッド | 上咽頭がん治療用キノリン誘導体 |
| US11554115B2 (en) * | 2018-03-14 | 2023-01-17 | Chia Tai Tianqing Pharmaceutical Group Co., Ltd. | Quinoline derivative for treatment of triple-negative breast cancer |
| CN110339195A (zh) * | 2018-04-02 | 2019-10-18 | 正大天晴药业集团股份有限公司 | 用于治疗胆管癌的喹啉衍生物 |
| CN110357856B (zh) * | 2018-04-09 | 2021-02-26 | 新发药业有限公司 | 一种盐酸安罗替尼中间体及盐酸安罗替尼的制备方法 |
| CN110483392A (zh) * | 2018-05-14 | 2019-11-22 | 上海海和药物研究开发有限公司 | 合成n-保护的喹啉-7-基氧基甲基环丙基胺衍生物的方法及合成中间体 |
| CN112105361A (zh) * | 2018-05-22 | 2020-12-18 | 正大天晴药业集团股份有限公司 | 用于治疗非小细胞肺癌的喹啉衍生物 |
| CN110577546B (zh) * | 2018-06-08 | 2021-09-07 | 江苏威凯尔医药科技有限公司 | Vegfr抑制剂及其制备方法和应用 |
| WO2019233458A1 (zh) * | 2018-06-08 | 2019-12-12 | 江苏威凯尔医药科技有限公司 | Vegfr抑制剂及其制备方法和应用 |
| WO2020001406A1 (zh) | 2018-06-25 | 2020-01-02 | 正大天晴药业集团股份有限公司 | 喹啉衍生物的晶习及其结晶粉末的制备方法 |
| EP3842070A4 (en) * | 2018-07-18 | 2022-04-20 | Chia Tai Tianqing Pharmaceutical Group Co., Ltd. | DRUG COMBINATION OF QUINOLINE DERIVATIVE AND ANTIBODY |
| CN115850237B (zh) * | 2018-07-24 | 2025-03-28 | 正大天晴药业集团股份有限公司 | 一种吲哚衍生物的合成方法 |
| CN108864050B (zh) * | 2018-07-25 | 2019-12-10 | 上海博璞诺科技发展有限公司 | 一种合成安罗替尼及其盐酸盐的方法 |
| WO2020029918A1 (zh) * | 2018-08-06 | 2020-02-13 | 正大天晴药业集团股份有限公司 | 用于治疗结外nk/t细胞淋巴瘤的喹啉衍生物 |
| CN112996784B (zh) * | 2018-09-18 | 2023-05-30 | 北京越之康泰生物医药科技有限公司 | 吲哚衍生物及其在医药上的应用 |
| AU2019344764B2 (en) | 2018-09-18 | 2025-04-24 | Chia Tai Tianqing Pharmaceutical Group Co., Ltd. | Quinoline derivative used for treating small cell lung cancer |
| CN109705093A (zh) * | 2018-12-29 | 2019-05-03 | 正大天晴药业集团股份有限公司 | 喹啉衍生物及其制备方法和用途 |
| AU2020212767B2 (en) | 2019-01-25 | 2025-01-30 | Chia Tai Tianqing Pharmaceutical Group Co., Ltd. | Combined pharmaceutical composition for treating tumor |
| CN109748904A (zh) | 2019-01-31 | 2019-05-14 | 正大天晴药业集团股份有限公司 | 喹啉衍生物的结晶 |
| CN111617243B (zh) * | 2019-02-28 | 2023-12-19 | 正大天晴药业集团股份有限公司 | 喹啉衍生物与抗体的药物组合 |
| CN111643502A (zh) * | 2019-03-04 | 2020-09-11 | 正大天晴药业集团股份有限公司 | 喹啉衍生物联合化疗药物用于治疗非小细胞肺癌 |
| CN111643503A (zh) * | 2019-03-04 | 2020-09-11 | 正大天晴药业集团股份有限公司 | 用于治疗非小细胞肺癌的喹啉衍生物 |
| CN111714498A (zh) * | 2019-03-20 | 2020-09-29 | 正大天晴药业集团股份有限公司 | 用于治疗卵巢癌的喹啉衍生物 |
| JP7611855B2 (ja) | 2019-04-19 | 2025-01-10 | チア タイ ティエンチン ファーマシューティカル グループ カンパニー リミテッド | ユーイング肉腫治療用キノリン系化合物又はその薬学的に許容される塩 |
| CN111840289A (zh) * | 2019-04-28 | 2020-10-30 | 正大天晴药业集团股份有限公司 | 用于治疗骨巨细胞瘤的喹啉类化合物或其药学上可接受的盐 |
| US12472173B2 (en) | 2019-05-10 | 2025-11-18 | Chia Tai Tianqing Pharmaceutical Group Co., Ltd. | Quinoline derivative and antibody soft tissue sarcoma combination therapy |
| AU2020273687B2 (en) | 2019-05-10 | 2025-07-24 | Chia Tai Tianqing Pharmaceutical Group Co., Ltd. | Quinoline derivative used for soft tissue sarcoma combination therapy |
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| PT2125776T (pt) | 2017-10-04 |
| AU2008226666A1 (en) | 2008-09-18 |
| KR101514469B1 (ko) | 2015-04-22 |
| EP2125776B1 (en) | 2017-07-05 |
| JP5522371B2 (ja) | 2014-06-18 |
| US8148532B2 (en) | 2012-04-03 |
| DK2125776T3 (en) | 2017-10-23 |
| WO2008112407A1 (en) | 2008-09-18 |
| CN101809012A (zh) | 2010-08-18 |
| KR20090129985A (ko) | 2009-12-17 |
| BRPI0805826B1 (pt) | 2021-02-09 |
| EP2125776A4 (en) | 2011-06-22 |
| PL2125776T3 (pl) | 2017-12-29 |
| EP2125776A1 (en) | 2009-12-02 |
| CN103483319A (zh) | 2014-01-01 |
| AU2008226666B2 (en) | 2013-10-03 |
| JP2010521473A (ja) | 2010-06-24 |
| US20080227811A1 (en) | 2008-09-18 |
| CN103467454B (zh) | 2016-05-04 |
| MX2009008953A (es) | 2009-12-18 |
| CN101809012B (zh) | 2013-11-27 |
| BRPI0805826A2 (pt) | 2011-08-30 |
| IL200934A0 (en) | 2010-05-17 |
| CA2709220C (en) | 2016-07-19 |
| CN103467454A (zh) | 2013-12-25 |
| CN105837559B (zh) | 2019-11-29 |
| CN105837559A (zh) | 2016-08-10 |
| CN103483319B (zh) | 2015-10-14 |
| ES2643619T3 (es) | 2017-11-23 |
| NZ579389A (en) | 2012-04-27 |
| CA2709220A1 (en) | 2008-09-18 |
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