AR075583A1 - Derivados de isoxazol/o-piridina con eslabon etilo o etenilo - Google Patents
Derivados de isoxazol/o-piridina con eslabon etilo o eteniloInfo
- Publication number
- AR075583A1 AR075583A1 ARP100100514A ARP100100514A AR075583A1 AR 075583 A1 AR075583 A1 AR 075583A1 AR P100100514 A ARP100100514 A AR P100100514A AR P100100514 A ARP100100514 A AR P100100514A AR 075583 A1 AR075583 A1 AR 075583A1
- Authority
- AR
- Argentina
- Prior art keywords
- lower alkyl
- alkoxy
- hydroxy
- cyano
- alkyl
- Prior art date
Links
- AXLOCHLTNQDFFS-BESJYZOMSA-N azastene Chemical compound C([C@H]1[C@@H]2CC[C@@]([C@]2(CC[C@@H]1[C@@]1(C)C2)C)(O)C)C=C1C(C)(C)C1=C2C=NO1 AXLOCHLTNQDFFS-BESJYZOMSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 33
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- -1 cyano, hydroxy Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000001424 substituent group Chemical group 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 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
- 125000004428 fluoroalkoxy group Chemical group 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229960003692 gamma aminobutyric acid Drugs 0.000 abstract 1
- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 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
- C07D413/06—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 carbon chain containing only aliphatic carbon atoms
-
- 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
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular 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
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P25/20—Hypnotics; Sedatives
-
- 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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
-
- 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
-
- 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
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Neurology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Hospice & Palliative Care (AREA)
- Anesthesiology (AREA)
- Addiction (AREA)
- Psychology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Estos compuestos activos 1 tienen afinidad y selectividad para el receptor del GABA A alfa5. Se proveen además la obtencion de los compuestos activos de la formula (1), las composiciones farmacéuticas que los contienen y a su utilizacion como medicamentos. Reivindicacion 1: Un compuesto de la formula 1 en la que L es -CH2-CH2- o -CH=CH-; R1 es alquilo inferior o arilo, dicho alquilo inferior puede estar opcionalmente sustituido por 1-4 sustituyentes elegidos con independencia entre el grupo formado por fluor, ciano, hidroxi, alcoxi inferior y fluor-alcoxi inferior; y dicho arilo puede estar opcionalmente sustituido por 1-4 sustituyentes elegidos con independencia entre el grupo formado por halogeno, ciano, hidroxi, alquilo inferior, fluor-alquilo inferior, ciano-alquilo inferior, hidroxi-alquilo inferior, (alquilo inferior)-C(O)OH, (alquilo inferior)-C(O)O-alquilo inferior, (alquilo inferior)-CO-NH2, (alquilo inferior)-CO-N(H,alquilo inferior), (alquilo inferior)-CO-N(alquilo inferior)2, (alquilo inferior)-N(H,alquilo inferior), (alquilo inferior)-N(alquilo inferior) 2, alcoxi inferior-alquilo inferior, CO-alquilo inferior, COOH, COO-alquilo inferior, CONH2, CON(H,alquilo inferior), CON(alquilo inferior)2, NH2, N(H,alquilo inferior), N(alquilo inferior)2, alcoxi inferior, fluor-alcoxi inferior, SO2-alquilo inferior, SO2-NH2, SO2-N(H,alquilo inferior), SO2-N(alquilo inferior)2, cicloalquilo, feniloxi y fenilo; R2 es alquilo inferior que puede estar opcionalmente sustituido por 1-4 sustituyentes elegidos con independencia entre el grupo formado por fluor, ciano, hidroxi, alcoxi inferior y fluor-alcoxi inferior; R3 es -O-R4 o N(R5,R6); R4 es hidrogeno o alquilo inferior; R5 es hidrogeno o alquilo inferior; R6 es alquilo inferior, hidroxi-alquilo inferior o heterociclilo; o dichos R5 y R6 están unidos entre sí y con el átomo de nitrogeno al que están unidos para formar un heterociclilo; y sus sales y ésteres farmacéuticamente aceptables.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09153575 | 2009-02-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR075583A1 true AR075583A1 (es) | 2011-04-20 |
Family
ID=42124248
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP100100514A AR075583A1 (es) | 2009-02-25 | 2010-02-23 | Derivados de isoxazol/o-piridina con eslabon etilo o etenilo |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US8389550B2 (es) |
| EP (1) | EP2401271B1 (es) |
| JP (1) | JP5411298B2 (es) |
| KR (1) | KR101323062B1 (es) |
| CN (1) | CN102300863B (es) |
| AR (1) | AR075583A1 (es) |
| AU (1) | AU2010217602B2 (es) |
| BR (1) | BRPI1008895A2 (es) |
| CA (1) | CA2749212C (es) |
| ES (1) | ES2406156T3 (es) |
| IL (1) | IL213981A0 (es) |
| MX (1) | MX2011007772A (es) |
| SG (1) | SG173793A1 (es) |
| TW (1) | TW201035090A (es) |
| WO (1) | WO2010097368A1 (es) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2696609C (en) | 2007-08-27 | 2017-09-05 | Helicon Therapeutics, Inc. | Therapeutic isoxazole compounds |
| US20150374705A1 (en) | 2012-02-14 | 2015-12-31 | Shanghai Institues for Biological Sciences | Substances for treatment or relief of pain |
| WO2014001280A1 (en) | 2012-06-26 | 2014-01-03 | Aniona Aps | A phenyl triazole derivative and its use for modulating the gabaa receptor complex |
| AU2013283488A1 (en) | 2012-06-26 | 2015-01-15 | Saniona Aps | A phenyl triazole derivative and its use for modulating the GABAA receptor complex |
| WO2014001279A1 (en) | 2012-06-26 | 2014-01-03 | Aniona Aps | A phenyl triazole derivative and its use for modulating the gabaa receptor complex |
| US9206160B2 (en) | 2012-06-26 | 2015-12-08 | Saniona Aps | Phenyl triazole derivative and its use for modulating the GABAA receptor complex |
| WO2014001278A1 (en) | 2012-06-26 | 2014-01-03 | Aniona Aps | A phenyl triazole derivative and its use for modulating the gabaa receptor complex |
| SG11201510409QA (en) | 2013-06-21 | 2016-01-28 | Zenith Epigenetics Corp | Novel bicyclic bromodomain inhibitors |
| WO2015004533A2 (en) | 2013-06-21 | 2015-01-15 | Zenith Epigenetics Corp. | Novel substituted bicyclic compounds as bromodomain inhibitors |
| WO2015015318A2 (en) | 2013-07-31 | 2015-02-05 | Zenith Epigenetics Corp. | Novel quinazolinones as bromodomain inhibitors |
| EP3227280B1 (en) | 2014-12-01 | 2019-04-24 | Zenith Epigenetics Ltd. | Substituted pyridines as bromodomain inhibitors |
| US10710992B2 (en) | 2014-12-01 | 2020-07-14 | Zenith Epigenetics Ltd. | Substituted pyridinones as bromodomain inhibitors |
| JP2017537946A (ja) | 2014-12-11 | 2017-12-21 | ゼニス・エピジェネティクス・リミテッドZenith Epigenetics Ltd. | ブロモドメイン阻害剤としての置換複素環 |
| HK1245247A1 (zh) | 2014-12-17 | 2018-08-24 | 恒翼生物医药科技(上海)有限公司 | 溴结构域的抑制剂 |
| BR102019014802A2 (pt) | 2018-07-20 | 2020-02-04 | Boehringer Ingelheim Int | difluorometil-fenil triazóis |
| HU231223B1 (hu) | 2018-09-28 | 2022-01-28 | Richter Gedeon Nyrt. | GABAA A5 receptor modulátor hatású biciklusos vegyületek |
| WO2021191837A1 (en) | 2020-03-26 | 2021-09-30 | Richter Gedeon Nyrt. | 1,3-dihydro-2h-pyrrolo[3,4-c]pyridine derivatives as gabaa α5 receptor modulators |
| KR20240005848A (ko) | 2021-05-05 | 2024-01-12 | 유니버시티 칼리지 카디프 컨설턴츠 리미티드 | 인지 장애의 치료에 유용한 헤테로아릴 화합물 |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3525205A1 (de) | 1984-09-11 | 1986-03-20 | Hoechst Ag, 6230 Frankfurt | Pflanzenschuetzende mittel auf basis von 1,2,4-triazolderivaten sowie neue derivate des 1,2,4-triazols |
| GB9808663D0 (en) | 1998-04-23 | 1998-06-24 | Merck Sharp & Dohme | Therapeutic agents |
| US6660753B2 (en) * | 1999-08-19 | 2003-12-09 | Nps Pharmaceuticals, Inc. | Heteropolycyclic compounds and their use as metabotropic glutamate receptor antagonists |
| IT1314191B1 (it) | 1999-10-18 | 2002-12-06 | Recordati Chem Pharm | Derivati isossazolcarbossamidici |
| ES2195943T3 (es) | 1999-11-12 | 2003-12-16 | Neurogen Corp | Compuestos heteroaromaticos biciclicos y triciclicos. |
| PA8535601A1 (es) | 2000-12-21 | 2002-11-28 | Pfizer | Derivados benzimidazol y piridilimidazol como ligandos para gabaa |
| GB0108475D0 (en) | 2001-04-04 | 2001-05-23 | Merck Sharp & Dohme | New compounds |
| JP2004536104A (ja) | 2001-07-05 | 2004-12-02 | シナプティック・ファーマスーティカル・コーポレーション | Mch選択的アンタゴニストとしての置換されたアニリン−ピペリジン誘導体 |
| ATE381542T1 (de) | 2001-08-13 | 2008-01-15 | Phenex Pharmaceuticals Ag | Nr1h4-kern-rezeptor-bindende verbindungen |
| AU2002353844A1 (en) | 2001-11-20 | 2003-06-10 | Eli Lilly And Company | Beta 3 adrenergic agonists |
| GB0128160D0 (en) * | 2001-11-23 | 2002-01-16 | Merck Sharp & Dohme | Novel compounds |
| EP1562915A1 (en) | 2002-11-22 | 2005-08-17 | SmithKline Beecham Corporation | Farnesoid x receptor agonists |
| GB0318447D0 (en) | 2003-08-05 | 2003-09-10 | Merck Sharp & Dohme | Therapeutic agents |
| AU2005250101B2 (en) | 2004-06-01 | 2011-08-25 | F. Hoffmann-La Roche Ag | Pyridin-4-yl-ethynyl-imidazoles and pyrazoles as mGlu5 receptor antagonists |
| WO2005123672A2 (en) | 2004-06-14 | 2005-12-29 | Takeda San Diego, Inc. | Kinase inhibitors |
| JP4620123B2 (ja) | 2004-10-01 | 2011-01-26 | エフ.ホフマン−ラ ロシュ アーゲー | ヘキサフルオロイソプロパノール置換エーテル誘導体 |
| EP1812427A4 (en) | 2004-10-15 | 2009-10-14 | Scripps Research Inst | FATTY ACID AMIDE HYDROLASE OXADIAZOLE KETONE INHIBITORS |
| US20070060589A1 (en) | 2004-12-21 | 2007-03-15 | Purandare Ashok V | Inhibitors of protein arginine methyl transferases |
| WO2007009274A2 (de) | 2005-07-20 | 2007-01-25 | Prospective Concepts Ag | Pneumatisch verstellbare seitenwangen für fahrzeugsitze |
| JP2009508905A (ja) | 2005-09-19 | 2009-03-05 | エフ.ホフマン−ラ ロシュ アーゲー | GABAAα5逆アゴニストとしてのイソオキサゾロ誘導体 |
| WO2007052843A1 (ja) | 2005-11-04 | 2007-05-10 | Takeda Pharmaceutical Company Limited | 複素環アミド化合物およびその用途 |
| ES2374165T3 (es) | 2005-12-19 | 2012-02-14 | Glaxosmithkline Llc | Agonistas del receptor x farnesoide. |
| BRPI0707427A2 (pt) | 2006-02-03 | 2011-05-03 | Lilly Co Eli | composto ou um sal farmaceuticamente aceitável do mesmo, método para tratar dislipidemia, aterosclerose, e diabetes e complicações da mesma, para elevar os nìveis plásmicos de hdl, e para diminuir triglicerìdeos plásmicos, composição farmacêutica, e, uso de um composto ou de um sal farmaceuticamente aceitável do mesmo |
| JP2007230909A (ja) | 2006-03-01 | 2007-09-13 | Univ Of Tokyo | 置換イソキサゾール誘導体 |
| KR101119365B1 (ko) | 2006-05-31 | 2012-03-07 | 에프. 호프만-라 로슈 아게 | 아릴-4-에틴일-아이속사졸 유도체 |
| EP1894924A1 (en) | 2006-08-29 | 2008-03-05 | Phenex Pharmaceuticals AG | Heterocyclic FXR binding compounds |
| EP1894928A1 (en) | 2006-08-29 | 2008-03-05 | PheneX Pharmaceuticals AG | Heterocyclic fxr binding compounds |
| JP5301557B2 (ja) * | 2007-12-04 | 2013-09-25 | エフ.ホフマン−ラ ロシュ アーゲー | イソオキサゾロ−ピリジン誘導体 |
-
2010
- 2010-02-17 US US12/706,722 patent/US8389550B2/en not_active Expired - Fee Related
- 2010-02-23 JP JP2011550597A patent/JP5411298B2/ja not_active Expired - Fee Related
- 2010-02-23 ES ES10705593T patent/ES2406156T3/es active Active
- 2010-02-23 MX MX2011007772A patent/MX2011007772A/es active IP Right Grant
- 2010-02-23 TW TW099105191A patent/TW201035090A/zh unknown
- 2010-02-23 AU AU2010217602A patent/AU2010217602B2/en not_active Expired - Fee Related
- 2010-02-23 KR KR1020117019615A patent/KR101323062B1/ko not_active Expired - Fee Related
- 2010-02-23 EP EP10705593A patent/EP2401271B1/en not_active Not-in-force
- 2010-02-23 WO PCT/EP2010/052224 patent/WO2010097368A1/en not_active Ceased
- 2010-02-23 BR BRPI1008895A patent/BRPI1008895A2/pt not_active Application Discontinuation
- 2010-02-23 AR ARP100100514A patent/AR075583A1/es unknown
- 2010-02-23 CN CN201080006327.XA patent/CN102300863B/zh not_active Expired - Fee Related
- 2010-02-23 SG SG2011060209A patent/SG173793A1/en unknown
- 2010-02-23 CA CA2749212A patent/CA2749212C/en not_active Expired - Fee Related
-
2011
- 2011-07-07 IL IL213981A patent/IL213981A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US8389550B2 (en) | 2013-03-05 |
| EP2401271B1 (en) | 2013-03-27 |
| BRPI1008895A2 (pt) | 2016-03-01 |
| SG173793A1 (en) | 2011-09-29 |
| IL213981A0 (en) | 2011-08-31 |
| JP2012518621A (ja) | 2012-08-16 |
| US20100216845A1 (en) | 2010-08-26 |
| KR20110111313A (ko) | 2011-10-10 |
| CA2749212C (en) | 2014-04-01 |
| WO2010097368A1 (en) | 2010-09-02 |
| ES2406156T3 (es) | 2013-06-05 |
| AU2010217602A1 (en) | 2011-08-11 |
| JP5411298B2 (ja) | 2014-02-12 |
| MX2011007772A (es) | 2011-08-12 |
| KR101323062B1 (ko) | 2013-10-29 |
| AU2010217602B2 (en) | 2013-01-17 |
| EP2401271A1 (en) | 2012-01-04 |
| CA2749212A1 (en) | 2010-09-02 |
| CN102300863A (zh) | 2011-12-28 |
| CN102300863B (zh) | 2014-06-18 |
| TW201035090A (en) | 2010-10-01 |
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