ES2585330T3 - Compuesto heterocíclico que contiene nitrógeno que tiene un efecto inhibitorio en la producción de quinurenina - Google Patents
Compuesto heterocíclico que contiene nitrógeno que tiene un efecto inhibitorio en la producción de quinurenina Download PDFInfo
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- ES2585330T3 ES2585330T3 ES11780573.9T ES11780573T ES2585330T3 ES 2585330 T3 ES2585330 T3 ES 2585330T3 ES 11780573 T ES11780573 T ES 11780573T ES 2585330 T3 ES2585330 T3 ES 2585330T3
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- Prior art keywords
- lower alkyl
- substituted
- nitrogen
- heterocyclic compound
- containing heterocyclic
- 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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- -1 Nitrogen-containing heterocyclic compound Chemical class 0.000 title abstract 2
- YGPSJZOEDVAXAB-QMMMGPOBSA-N L-kynurenine Chemical compound OC(=O)[C@@H](N)CC(=O)C1=CC=CC=C1N YGPSJZOEDVAXAB-QMMMGPOBSA-N 0.000 title 1
- 230000002401 inhibitory effect Effects 0.000 title 1
- 150000003839 salts Chemical class 0.000 abstract description 6
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- 239000011737 fluorine Substances 0.000 abstract 2
- 125000001153 fluoro group Chemical group F* 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 description 10
- 239000002904 solvent Substances 0.000 description 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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- A—HUMAN NECESSITIES
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- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/498—Pyrazines or piperazines ortho- and peri-condensed with carbocyclic ring systems, e.g. quinoxaline, phenazine
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
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- A—HUMAN NECESSITIES
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- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/517—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
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- A61P37/08—Antiallergic agents
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
- C07D241/40—Benzopyrazines
- C07D241/44—Benzopyrazines with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
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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
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- 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
- C07D401/14—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 three or more hetero rings
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- 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
- C07D403/12—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 linked by a chain containing hetero atoms as chain links
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- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
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Abstract
Un compuesto heterocíclico que contiene nitrógeno representado por la fórmula (I):**Fórmula** (en la que R6 representa un átomo de hidrógeno, R7 representa alquilo inferior sustituido con flúor, R8, R9, R10 y R11 representan cada uno un átomo de hidrógeno, R1 representa alquilo inferior que puede estar sustituido con cicloalquilo y R3 representa piridin-3-ilo sustituido con un grupo heterocíclico, en donde el grupo heterocíclico puede estar sustituido con alquilo inferior) o una sal farmacéuticamente aceptable del mismo; en el que alquilo inferior y el resto alquilo inferior del alquilo inferior sustituido con flúor es un alquilo lineal o ramificado que tiene 1 a 10 átomos de carbono.
Description
Algunos de los Compuestos (I) existen como isómeros tales como estereoisómeros, regioisómeros, isómeros geométricos, isómeros ópticos (enantiómeros) y similares. Todos los isómeros posibles y las mezclas que contienen los isómeros en cualquier relación también se incluyen y se usan en la presente invención.
5 Una sal del Compuesto (I) puede obtenerse como sigue. Cuando el Compuesto (I) se obtiene en forma de una sal, la sal puede purificarse directamente. Cuando el Compuesto (I) se obtiene en una forma libre, el compuesto puede disolverse o suspenderse en un disolvente adecuado, y después puede añadirse al mismo un ácido, una base o similares para la formación de la sal.
10 El Compuesto (I) o una sal farmacéuticamente aceptable del mismo puede existir en forma de aductos con agua o cualquiera de diversos disolventes en algunos casos y estos aductos también se incluyen y se usan en la presente invención.
Los ejemplos específicos de los compuestos usados en la presente invención se muestran en la Tabla 1. Sin
15 embargo, el alcance de la presente invención no se limita a estos compuestos. Los compuestos mostrados en la Tabla 1 a continuación son los unos producidos en los respectivos Ejemplos descritos más tarde.
En la siguiente Tabla, Me y Pr representan metilo y propilo, respectivamente.
20 Tabla 1
N.º de
N.º de Compuesto R1 OC (R3) (R6) (R7)
Ejemplo
- * 1
- 1
- * 2
- 2
- * 3
- 3
- * 4
- 4
- * 5
- 5
- * 6
- 6
- * 7
- 7
- * 8
- 8
- * 9
- 9
11
- * 24
- 24
- * 25
- 25
- * 26
- 26
- * 27
- 27
- * 28
- 28
- * 29
- 29
- * 30
- 30
- * 31
- 31
- 32
- 32
- 33
- 33
- * 34
- 34
- * 35
- 35
- 36
13
Claims (1)
-
imagen1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2010108766 | 2010-05-10 | ||
| JP2010108766 | 2010-05-10 | ||
| PCT/JP2011/060654 WO2011142316A1 (ja) | 2010-05-10 | 2011-05-09 | キヌレニン産生抑制作用を有する含窒素複素環化合物 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2585330T3 true ES2585330T3 (es) | 2016-10-05 |
Family
ID=44914372
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES11780573.9T Active ES2585330T3 (es) | 2010-05-10 | 2011-05-09 | Compuesto heterocíclico que contiene nitrógeno que tiene un efecto inhibitorio en la producción de quinurenina |
Country Status (13)
| Country | Link |
|---|---|
| US (4) | US9150569B2 (es) |
| EP (1) | EP2570411B1 (es) |
| JP (1) | JP5714573B2 (es) |
| KR (1) | KR101816942B1 (es) |
| CN (1) | CN102892759B (es) |
| AU (1) | AU2011251321B2 (es) |
| CA (1) | CA2799146C (es) |
| ES (1) | ES2585330T3 (es) |
| HU (1) | HUE030773T2 (es) |
| PL (1) | PL2570411T3 (es) |
| PT (1) | PT2570411T (es) |
| TW (1) | TWI535442B (es) |
| WO (1) | WO2011142316A1 (es) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT2374802E (pt) | 2008-11-10 | 2014-07-10 | Kyowa Hakko Kirin Co Ltd | Inibidor de produção de quinurenina |
| EP2781517B1 (en) | 2011-11-09 | 2017-10-11 | Kyowa Hakko Kirin Co., Ltd. | Nitrogen-containing heterocyclic compound |
| DK3738434T3 (da) | 2011-12-28 | 2023-12-04 | Global Blood Therapeutics Inc | Mellemprodukter til opnåelse af substituerede benzaldehydforbindelser og fremgangsmåder til anvendelse deraf ved øgning af vævsoxygenering |
| WO2013102145A1 (en) * | 2011-12-28 | 2013-07-04 | Global Blood Therapeutics, Inc. | Substituted heteroaryl aldehyde compounds and methods for their use in increasing tissue oxygenation |
| BR112015021982B1 (pt) | 2013-03-15 | 2022-12-13 | Global Blood Therapeutics, Inc | Compostos e seus usos para a modulação de hemoglobina |
| AU2014237330A1 (en) | 2013-03-15 | 2015-09-17 | Global Blood Therapeutics, Inc. | Compounds and uses thereof for the modulation of hemoglobin |
| KR102280614B1 (ko) | 2013-03-15 | 2021-07-21 | 글로벌 블러드 테라퓨틱스, 인크. | 헤모글로빈 조정을 위한 화합물 및 이의 용도 |
| US8952171B2 (en) | 2013-03-15 | 2015-02-10 | Global Blood Therapeutics, Inc. | Compounds and uses thereof for the modulation of hemoglobin |
| EA201992707A1 (ru) | 2013-11-18 | 2020-06-30 | Глобал Блад Терапьютикс, Инк. | Соединения и их применения для модуляции гемоглобина |
| SI3102208T2 (sl) | 2014-02-07 | 2024-10-30 | Global Blood Therapeutics, Inc. | Kristalinični polimorf proste baze 2-hidroksi-6-((2-(1-izopropil-1H-pirazol-5-IL)piridin-3-IL)metoksi)- benzaldehida |
| AU2015289492B2 (en) * | 2014-07-17 | 2020-02-20 | Chdi Foundation, Inc. | Methods and compositions for treating HIV-related disorders |
| TW201713332A (zh) * | 2015-07-14 | 2017-04-16 | 協和醱酵麒麟有限公司 | 包含與抗體組合投予之ido抑制物之腫瘤治療劑 |
| US11020382B2 (en) | 2015-12-04 | 2021-06-01 | Global Blood Therapeutics, Inc. | Dosing regimens for 2-hydroxy-6-((2-(1-isopropyl-1h-pyrazol-5-yl)pyridin-3-yl)methoxy)benzaldehyde |
| AR108435A1 (es) | 2016-05-12 | 2018-08-22 | Global Blood Therapeutics Inc | Proceso para sintetizar 2-hidroxi-6-((2-(1-isopropil-1h-pirazol-5-il)-piridin-3-il)metoxi)benzaldehído |
| TWI778983B (zh) | 2016-10-12 | 2022-10-01 | 美商全球血液治療公司 | 包含2-羥基-6-((2-(1-異丙基-1h-吡唑-5-基)吡啶-3-基)甲氧基)-苯甲醛之片劑 |
| CN107325052B (zh) * | 2017-06-19 | 2020-01-10 | 广东药科大学 | 一类具有抗癌活性的咪唑酯类化合物及其衍生物 |
| CN107162982B (zh) * | 2017-06-19 | 2020-02-11 | 广东药科大学 | 一类具有抗癌活性的咪唑类化合物及其衍生物 |
| JPWO2019065516A1 (ja) * | 2017-09-26 | 2020-09-10 | 日本曹達株式会社 | キノリン化合物および農園芸用殺菌剤 |
| EP3860975B1 (en) | 2018-10-01 | 2023-10-18 | Global Blood Therapeutics, Inc. | Modulators of hemoglobin for the treatment of sickle cell disease |
| CN109633142B (zh) * | 2018-12-22 | 2021-08-27 | 中国人民解放军第四军医大学 | 一种急性髓细胞性白血病诊断模型的建立方法及其应用 |
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| US20260070891A1 (en) | 2022-08-30 | 2026-03-12 | Kyowa Kirin Co., Ltd. | Method for producing quinoxaline derivative |
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| US3898216A (en) | 1974-06-04 | 1975-08-05 | Du Pont | Styryl and cyanine desensitizing dyes containing a substituted imidazo {8 4,5-b{9 -pyrido{8 2,3-b{9 pyrazine nucleus |
| GB9504854D0 (en) | 1994-03-31 | 1995-04-26 | Zeneca Ltd | Nitrogen derivatives |
| AUPN842196A0 (en) | 1996-03-05 | 1996-03-28 | Fujisawa Pharmaceutical Co., Ltd. | New compound |
| GB9706321D0 (en) | 1997-03-26 | 1997-05-14 | Zeneca Ltd | Catalytic hydrogenation |
| JP2002534512A (ja) | 1999-01-15 | 2002-10-15 | ノボ ノルディスク アクティーゼルスカブ | 非ペプチドglp−1アゴニスト |
| WO2003051870A1 (en) | 2001-12-18 | 2003-06-26 | Astrazeneca Ab | Novel compounds |
| TWI328007B (en) | 2002-01-16 | 2010-08-01 | Astrazeneca Ab | Novel compounds |
| AU2003252478A1 (en) | 2002-07-10 | 2004-02-02 | Ono Pharmaceutical Co., Ltd. | Ccr4 antagonist and medicinal use thereof |
| SE0302304D0 (sv) | 2003-08-27 | 2003-08-27 | Astrazeneca Ab | Novel compounds |
| US7732442B2 (en) | 2003-09-05 | 2010-06-08 | Ono Pharmaceutical Co., Ltd. | Chemokine receptor antagonist and medical use thereof |
| CN101098877A (zh) | 2004-07-13 | 2008-01-02 | 不列颠哥伦比亚大学 | 吲哚胺-2,3-双加氧酶(ido)抑制剂 |
| JP2006137723A (ja) | 2004-11-15 | 2006-06-01 | Kyowa Hakko Kogyo Co Ltd | スルホンアミド誘導体 |
| NZ565749A (en) * | 2005-08-26 | 2010-12-24 | Serono Lab | Pyrazine derivatives and use as PI3K inhibitors |
| AU2006302179C1 (en) | 2005-10-07 | 2013-06-20 | Exelixis, Inc. | N- (3-amino-quinoxalin-2-yl) -sulfonamide derivatives and their use as phosphatidylinositol 3-kinase inhibitors |
| US8614215B2 (en) * | 2007-02-22 | 2013-12-24 | Merck Serono Sa | Quinoxaline inhibitors of phosphoinositide-3-kinases (PI3Ks) |
| JP2008201756A (ja) * | 2007-02-22 | 2008-09-04 | Japan Health Science Foundation | トリプトファン誘導体、その製造方法及びそれを有効成分とするインドールアミン酸素添加酵素阻害剤 |
| JP2009050615A (ja) | 2007-08-29 | 2009-03-12 | Ge Medical Systems Global Technology Co Llc | 磁気共鳴イメージング装置および磁気共鳴画像表示方法 |
| PT2374802E (pt) * | 2008-11-10 | 2014-07-10 | Kyowa Hakko Kirin Co Ltd | Inibidor de produção de quinurenina |
| ES2547328T3 (es) | 2009-04-29 | 2015-10-05 | Bayer Intellectual Property Gmbh | Imidazoquinoxalinas sustituidas |
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2011
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- 2011-05-09 KR KR1020127032183A patent/KR101816942B1/ko active Active
- 2011-05-09 WO PCT/JP2011/060654 patent/WO2011142316A1/ja not_active Ceased
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- 2011-05-09 PL PL11780573.9T patent/PL2570411T3/pl unknown
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- 2011-05-09 HU HUE11780573A patent/HUE030773T2/en unknown
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| AU2011251321B2 (en) | 2016-05-12 |
| WO2011142316A1 (ja) | 2011-11-17 |
| US20150352106A1 (en) | 2015-12-10 |
| PL2570411T3 (pl) | 2016-12-30 |
| CN102892759A (zh) | 2013-01-23 |
| US20130065905A1 (en) | 2013-03-14 |
| PT2570411T (pt) | 2016-08-26 |
| US20200179376A1 (en) | 2020-06-11 |
| KR101816942B1 (ko) | 2018-01-09 |
| EP2570411A4 (en) | 2014-02-19 |
| JP5714573B2 (ja) | 2015-05-07 |
| TW201204361A (en) | 2012-02-01 |
| JPWO2011142316A1 (ja) | 2013-07-22 |
| KR20130062951A (ko) | 2013-06-13 |
| US10548891B2 (en) | 2020-02-04 |
| TWI535442B (zh) | 2016-06-01 |
| HUE030773T2 (en) | 2017-05-29 |
| EP2570411B1 (en) | 2016-07-06 |
| EP2570411A1 (en) | 2013-03-20 |
| AU2011251321A1 (en) | 2013-01-10 |
| CA2799146A1 (en) | 2011-11-17 |
| US20230218612A1 (en) | 2023-07-13 |
| CN102892759B (zh) | 2015-06-24 |
| US9150569B2 (en) | 2015-10-06 |
| CA2799146C (en) | 2018-04-03 |
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