MX337999B - Derivados de 8-hidroxiquinolina. - Google Patents
Derivados de 8-hidroxiquinolina.Info
- Publication number
- MX337999B MX337999B MX2012012883A MX2012012883A MX337999B MX 337999 B MX337999 B MX 337999B MX 2012012883 A MX2012012883 A MX 2012012883A MX 2012012883 A MX2012012883 A MX 2012012883A MX 337999 B MX337999 B MX 337999B
- Authority
- MX
- Mexico
- Prior art keywords
- group
- groups
- lower alkyl
- optionally substituted
- hydrogen atom
- Prior art date
Links
- 150000004325 8-hydroxyquinolines Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 125000000623 heterocyclic group Chemical group 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000006575 electron-withdrawing group Chemical group 0.000 abstract 2
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 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
- 125000000524 functional group Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 230000000926 neurological effect Effects 0.000 abstract 1
- 230000036542 oxidative stress Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/22—Anxiolytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/06—Free radical scavengers or antioxidants
-
- 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
-
- 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
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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 ring carbon atoms
- C07D215/20—Oxygen atoms
- C07D215/24—Oxygen atoms attached in position 8
- C07D215/26—Alcohols; Ethers thereof
-
- 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
- C07D401/06—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 carbon chain containing only aliphatic carbon 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
- C07D401/10—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 carbon chain containing aromatic rings
-
- 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
- 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
Abstract
(ver fórmula (I)) La invención se relaciona con compuestos de la fórmula general (I) y sus sales farmacéuticamente aceptables (fórmula en la cual R1 representa un átomo de hidrógeno, un grupo alquilo inferior, un grupo alquenilo inferior, un grupo cicloalquilo inferior, un grupo arilo, un grupo aralquilo o un grupo heterocíclico, en donde los grupos anteriores están opcionalmente sustituidos en posición orto, meta y/o para con 1, 2, 3 ó 4 grupos que retiran electrones o grupos donadores de electrones; R2 representa un átomo de hidrógeno, un grupo alquilo inferior, un grupo arilo, un grupo aralquilo o un grupo heterocíclico en donde los grupos anteriores están opcionalmente sustituidos con uno o más átomos de halógeno; R3 representa un grupo alquilo inferior, un grupo arilo, un grupo aralquilo o un grupo heterocíclico, en donde los grupos anteriores están opcionalmente sustituidos en posición orto, meta o para con 1, 2, 3 ó 4 grupos que retiran electrones o grupos que donan electrones; R4 representa un átomo de hidrógeno, un grupo alquilo inferior o cualquier grupo con funcionalidad ácida; n es 1 ó 2). Los compuestos de acuerdo con la invención se pueden utilizar en la medicina principalmente para el tratamiento de enfermedades asociadas con estrés neurológico y/u oxidativo.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU1000243A HUP1000243A2 (en) | 2010-05-06 | 2010-05-06 | 8-hidroxy-quinoline derivatives |
PCT/HU2011/000043 WO2011148208A1 (en) | 2010-05-06 | 2011-05-06 | 8-hydroxy-quinoline derivatives |
Publications (2)
Publication Number | Publication Date |
---|---|
MX2012012883A MX2012012883A (es) | 2013-03-20 |
MX337999B true MX337999B (es) | 2016-03-30 |
Family
ID=89989711
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2012012883A MX337999B (es) | 2010-05-06 | 2011-05-06 | Derivados de 8-hidroxiquinolina. |
Country Status (20)
Country | Link |
---|---|
US (1) | US8871937B2 (es) |
EP (1) | EP2566849B1 (es) |
JP (1) | JP5812541B2 (es) |
KR (1) | KR101837974B1 (es) |
CN (1) | CN102985407B (es) |
AU (1) | AU2011256989B2 (es) |
CA (1) | CA2798419C (es) |
CY (1) | CY1122426T1 (es) |
DK (1) | DK2566849T3 (es) |
EA (1) | EA021026B1 (es) |
ES (1) | ES2761832T3 (es) |
HR (1) | HRP20192278T1 (es) |
HU (2) | HUP1000243A2 (es) |
MX (1) | MX337999B (es) |
NZ (1) | NZ603967A (es) |
PL (1) | PL2566849T3 (es) |
PT (1) | PT2566849T (es) |
RS (1) | RS59678B1 (es) |
SI (1) | SI2566849T1 (es) |
WO (1) | WO2011148208A1 (es) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
HUP1500098A2 (hu) | 2015-03-09 | 2016-09-28 | Avidin Kft | 8-hidroxikinolin származékok új enantiomerjei és szintézisük |
WO2017066245A1 (en) * | 2015-10-12 | 2017-04-20 | Health Research, Inc. | Methods for inducing apoptosis in cancer cells |
CN105367553A (zh) * | 2015-12-04 | 2016-03-02 | 广东工业大学 | 一种他克林-8-羟(胺)基喹啉衍生物及其应用 |
HUP1600234A2 (en) | 2016-04-05 | 2017-12-28 | Mta Termeszettudomanyi Kutatokoezpont | Mdr-reversing 8-hydroxy-quinoline derivatives |
Family Cites Families (31)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6544972B1 (en) | 1997-09-25 | 2003-04-08 | Regents Of The University Of Minnesota | Methods of limiting apoptosis of cells |
US6184210B1 (en) | 1997-10-10 | 2001-02-06 | Cytovia, Inc. | Dipeptide apoptosis inhibitors and the use thereof |
CA2319131A1 (en) | 1998-01-26 | 1999-07-29 | Walter H. Moos | Mitochondria protecting agents for treating mitochondria associated diseases |
US6737511B1 (en) | 1999-08-16 | 2004-05-18 | The United States Of America As Represented By The Department Of Health And Human Services | Receptor-mediated uptake of an extracellular BCL-xL fusion protein inhibits apoptosis |
JP2003508379A (ja) | 1999-08-27 | 2003-03-04 | サイトビア インコーポレイテッド | 置換α−ヒドロキシ酸カスパーゼインヒビターおよびその使用 |
US6890896B1 (en) | 1999-11-18 | 2005-05-10 | Ceremedix, Inc. | Compositions and methods for counteracting effects of reactive oxygen species and free radicals |
US6476048B1 (en) | 1999-12-07 | 2002-11-05 | Inotek Pharamaceuticals Corporation | Substituted phenanthridinones and methods of use thereof |
US6531464B1 (en) | 1999-12-07 | 2003-03-11 | Inotek Pharmaceutical Corporation | Methods for the treatment of neurodegenerative disorders using substituted phenanthridinone derivatives |
US6534651B2 (en) | 2000-04-06 | 2003-03-18 | Inotek Pharmaceuticals Corp. | 7-Substituted isoindolinone inhibitors of inflammation and reperfusion injury and methods of use thereof |
GB0011095D0 (en) | 2000-05-08 | 2000-06-28 | Black James Foundation | astrin and cholecystokinin receptor ligands (III) |
US6521617B2 (en) | 2000-10-13 | 2003-02-18 | The Johns Hopkins University | Treatment of apoptotic cell death |
WO2002048092A2 (en) | 2000-12-15 | 2002-06-20 | Mitokor | Compounds for altering mitochondrial function and cellular responses |
US7601846B2 (en) | 2001-06-26 | 2009-10-13 | The Regents Of The University Of California | Compounds having activity as inhibitors of apoptosis |
ZA200508985B (en) | 2001-07-10 | 2006-07-26 | Biogen Idec Inc | Inhibition of apotosis process and improvement of cell performance |
DE10144153A1 (de) | 2001-09-07 | 2003-03-27 | Newfrey Llc | Halteclip mit versetzten Rastfingern |
WO2003072024A2 (en) | 2002-02-13 | 2003-09-04 | Beth Israel Deaconess Medical Center, Inc. | Methods of treating vascular disease |
JP2007501857A (ja) | 2003-02-28 | 2007-02-01 | イノテック ファーマシューティカルズ コーポレーション | 四環系ベンズアミド誘導体およびその使用方法 |
US7449464B2 (en) | 2003-03-12 | 2008-11-11 | Kudos Pharmaceuticals Limited | Phthalazinone derivatives |
CA2527420C (en) | 2003-05-28 | 2013-01-08 | Guilford Pharmaceuticals, Inc. | Compounds, methods and pharmaceutical compositions for inhibiting parp |
CA2971931C (en) | 2004-01-23 | 2019-01-08 | Cornell Research Foundation, Inc. | Methods for reducing oxidative damage |
TWI375673B (en) | 2005-04-11 | 2012-11-01 | Abbott Lab | 1h-benzimidazole-4-carboxamides substituted with a quaternary carbon at the 2-position are potent parp inhibitors |
ATE461923T1 (de) | 2005-11-15 | 2010-04-15 | Abbott Lab | Substituierte 1h-benzimidazol-4-carbonsäureamide sind wirksame parp-inhibitoren |
US7528174B2 (en) | 2006-01-06 | 2009-05-05 | University Of Pittsburgh-Of The Commonwealth System Of Higher Education | Selective targeting agents for mitochondria |
CA2658793A1 (en) * | 2006-07-25 | 2008-02-07 | Daniel Dumas | Quinoline derivatives |
EP2139460A4 (en) * | 2007-03-20 | 2011-09-07 | Univ Brandeis | COMPOSITIONS AND METHODS FOR THE DIAGNOSIS, TREATMENT AND PREVENTION OF AMYOTROPHER LATERAL SCLEROSIS AND ASSOCIATED NEUROLOGICAL DISEASES |
US8183236B2 (en) * | 2007-04-12 | 2012-05-22 | University Of Southern California | Compounds with HIV-1 integrase inhibitory activity and use thereof as anti-HIV/AIDS therapeutics |
US20080293699A1 (en) | 2007-05-25 | 2008-11-27 | Burnham Institute For Medical Research | Inhibitors of thapsigargin-induced cell death |
US8138356B2 (en) * | 2007-10-16 | 2012-03-20 | Angiogeney, Inc. | Chemical inhibitors of inhibitors of differentiation |
US10301265B2 (en) * | 2008-05-28 | 2019-05-28 | Virginia I. Roxas-Duncan | Small molecule inhibitors of botulinum neurotoxins |
WO2011085126A2 (en) * | 2010-01-06 | 2011-07-14 | Errico Joseph P | Methods and compositions of targeted drug development |
US8658170B2 (en) * | 2010-01-06 | 2014-02-25 | Joseph P. Errico | Combination therapy with MDM2 and EFGR inhibitors |
-
2010
- 2010-05-06 HU HU1000243A patent/HUP1000243A2/hu unknown
-
2011
- 2011-05-06 EP EP11752335.7A patent/EP2566849B1/en active Active
- 2011-05-06 RS RS20191622A patent/RS59678B1/sr unknown
- 2011-05-06 JP JP2013508559A patent/JP5812541B2/ja active Active
- 2011-05-06 PL PL11752335T patent/PL2566849T3/pl unknown
- 2011-05-06 SI SI201131826T patent/SI2566849T1/sl unknown
- 2011-05-06 CN CN201180033524.5A patent/CN102985407B/zh active Active
- 2011-05-06 HU HUE11752335A patent/HUE050886T2/hu unknown
- 2011-05-06 US US13/696,541 patent/US8871937B2/en active Active
- 2011-05-06 DK DK11752335.7T patent/DK2566849T3/da active
- 2011-05-06 ES ES11752335T patent/ES2761832T3/es active Active
- 2011-05-06 WO PCT/HU2011/000043 patent/WO2011148208A1/en active Application Filing
- 2011-05-06 EA EA201270787A patent/EA021026B1/ru unknown
- 2011-05-06 PT PT117523357T patent/PT2566849T/pt unknown
- 2011-05-06 CA CA2798419A patent/CA2798419C/en active Active
- 2011-05-06 KR KR1020127030702A patent/KR101837974B1/ko active IP Right Grant
- 2011-05-06 MX MX2012012883A patent/MX337999B/es active IP Right Grant
- 2011-05-06 NZ NZ603967A patent/NZ603967A/en unknown
- 2011-05-06 AU AU2011256989A patent/AU2011256989B2/en active Active
-
2019
- 2019-12-17 CY CY20191101327T patent/CY1122426T1/el unknown
- 2019-12-18 HR HRP20192278TT patent/HRP20192278T1/hr unknown
Also Published As
Publication number | Publication date |
---|---|
CY1122426T1 (el) | 2021-01-27 |
HUP1000243A2 (en) | 2012-01-30 |
EA201270787A1 (ru) | 2013-04-30 |
EP2566849B1 (en) | 2019-09-18 |
WO2011148208A1 (en) | 2011-12-01 |
DK2566849T3 (da) | 2020-01-02 |
CN102985407A (zh) | 2013-03-20 |
HRP20192278T1 (hr) | 2020-03-06 |
JP5812541B2 (ja) | 2015-11-17 |
ES2761832T3 (es) | 2020-05-21 |
CA2798419A1 (en) | 2011-12-01 |
US20130131096A1 (en) | 2013-05-23 |
JP2013525473A (ja) | 2013-06-20 |
AU2011256989A1 (en) | 2013-01-10 |
HUE050886T2 (hu) | 2021-01-28 |
NZ603967A (en) | 2014-06-27 |
EP2566849A1 (en) | 2013-03-13 |
MX2012012883A (es) | 2013-03-20 |
PL2566849T3 (pl) | 2020-03-31 |
CN102985407B (zh) | 2015-09-09 |
AU2011256989B2 (en) | 2014-08-21 |
EA021026B1 (ru) | 2015-03-31 |
US8871937B2 (en) | 2014-10-28 |
PT2566849T (pt) | 2020-01-06 |
KR101837974B1 (ko) | 2018-03-13 |
CA2798419C (en) | 2021-01-05 |
SI2566849T1 (sl) | 2020-02-28 |
RS59678B1 (sr) | 2020-01-31 |
KR20130029772A (ko) | 2013-03-25 |
HU1000243D0 (en) | 2010-06-28 |
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