CA2890075C - 7,8-dihydoxyflavone and 7,8-substituted flavone derivatives, compositions, and methods related thereto - Google Patents
7,8-dihydoxyflavone and 7,8-substituted flavone derivatives, compositions, and methods related thereto Download PDFInfo
- Publication number
- CA2890075C CA2890075C CA2890075A CA2890075A CA2890075C CA 2890075 C CA2890075 C CA 2890075C CA 2890075 A CA2890075 A CA 2890075A CA 2890075 A CA2890075 A CA 2890075A CA 2890075 C CA2890075 C CA 2890075C
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- Prior art keywords
- compound
- alkyl
- amino
- methyl
- optionally substituted
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
- C07D311/30—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- 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
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
- A61P21/02—Muscle relaxants, e.g. for tetanus or cramps
-
- 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
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- 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
- A61P25/08—Antiepileptics; Anticonvulsants
-
- 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
- A61P25/14—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
- 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
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/34—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 3 only
- C07D311/36—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 3 only not hydrogenated in the hetero ring, e.g. isoflavones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/34—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 3 only
- C07D311/38—2,3-Dihydro derivatives, e.g. isoflavanones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D405/14—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 three or more hetero rings
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Neurology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Epidemiology (AREA)
- Physical Education & Sports Medicine (AREA)
- Psychology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Hospice & Palliative Care (AREA)
- Heart & Thoracic Surgery (AREA)
- Anesthesiology (AREA)
- Cardiology (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261722339P | 2012-11-05 | 2012-11-05 | |
| US61/722,339 | 2012-11-05 | ||
| US201361845399P | 2013-07-12 | 2013-07-12 | |
| US61/845,399 | 2013-07-12 | ||
| PCT/US2013/067972 WO2014071134A1 (en) | 2012-11-05 | 2013-11-01 | 7,8-dihydoxyflavone and 7,8-substituted flavone derivatives, compositions, and methods related thereto |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2890075A1 CA2890075A1 (en) | 2014-05-08 |
| CA2890075C true CA2890075C (en) | 2021-01-05 |
Family
ID=50628080
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2890075A Active CA2890075C (en) | 2012-11-05 | 2013-11-01 | 7,8-dihydoxyflavone and 7,8-substituted flavone derivatives, compositions, and methods related thereto |
Country Status (8)
| Country | Link |
|---|---|
| US (3) | US9682948B2 (https=) |
| EP (2) | EP2914585B1 (https=) |
| JP (3) | JP6479670B2 (https=) |
| CN (2) | CN107868071B (https=) |
| AU (3) | AU2013337742B2 (https=) |
| CA (1) | CA2890075C (https=) |
| ES (1) | ES2823237T3 (https=) |
| WO (1) | WO2014071134A1 (https=) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11998516B2 (en) | 2011-03-07 | 2024-06-04 | Tonix Pharma Holdings Limited | Methods and compositions for treating depression using cyclobenzaprine |
| WO2014018741A1 (en) | 2012-07-27 | 2014-01-30 | Emory University | Heterocyclic flavone derivatives, compositions, and methods related thereto |
| CN107868071B (zh) * | 2012-11-05 | 2021-07-20 | 爱默蕾大学 | 7,8-二羟黄酮和7,8-取代的黄酮衍生物、组合物及其相关方法 |
| MX2020006140A (es) * | 2017-12-11 | 2020-08-13 | Tonix Pharma Holdings Ltd | Tratamiento con ciclobenzaprina para la agitacion, psicosis y deterioro cognitivo en la demencia y enfermedades neurodegenerativas. |
| CN108299367B (zh) * | 2018-01-26 | 2022-04-12 | 南阳师范学院 | 一种芹菜苷元氨基甲酸酯类化合物、其制备方法及应用 |
| CA3099311A1 (en) * | 2018-05-03 | 2019-11-07 | Georgia State University Research Foundation, Inc. | Inhibitors of rsv replication and applications thereof |
| CN110577532B (zh) * | 2018-06-08 | 2022-06-03 | 江苏威凯尔医药科技有限公司 | 原肌球蛋白受体激酶抑制剂及其制备方法和应用 |
| WO2020024977A1 (zh) * | 2018-08-01 | 2020-02-06 | 陕西麦科奥特科技有限公司 | 用于治疗神经系统疾病的化合物及其应用 |
| US20210393621A1 (en) | 2018-10-26 | 2021-12-23 | The Research Foundation For The State University Of New York | Combination serotonin specific reuptake inhibitor and serotonin 1a receptor partial agonist for reducing l-dopa-induced dyskinesia |
| EA202191079A1 (ru) | 2018-11-19 | 2021-09-20 | Зодженикс Интернэшнл Лимитед | Способы лечения синдрома ретта с применением фенфлурамина |
| CN109574975B (zh) * | 2019-01-14 | 2023-07-14 | 上海博芮健制药有限公司 | 7,8-二羟基黄酮衍生物的晶型及其制备方法和应用 |
| WO2020154434A1 (en) * | 2019-01-24 | 2020-07-30 | Pharmatrophix, Inc. | Compositions and methods for treating and preventing cognitive dysfunction |
| CN111825649A (zh) * | 2019-04-15 | 2020-10-27 | 上海博芮健制药有限公司 | 7,8-二羟基黄酮衍生物的纯化方法 |
| CN114075162A (zh) * | 2020-08-20 | 2022-02-22 | 上海博芮健制药有限公司 | 7,8-二羟基黄酮衍生物的晶型b及其制备方法、应用 |
| CN112168976B (zh) * | 2020-10-15 | 2022-11-04 | 天津科技大学 | 一种黄酮衍生物前药及合成和作为抗肿瘤药物的应用 |
| WO2023288069A1 (en) * | 2021-07-15 | 2023-01-19 | Emory University | Methods of using substituted flavones for treating bone disorders |
| CN118251415A (zh) * | 2021-10-29 | 2024-06-25 | 清华大学 | 用于治疗或诊断精神分裂症的方法和产品 |
| PT4426434T (pt) | 2021-11-02 | 2025-11-24 | Flare Therapeutics Inc | Agonistas inversos de pparg e suas utilizações |
| JP7712994B2 (ja) * | 2022-11-02 | 2025-07-24 | ペトラ・ファーマ・コーポレイション | 疾患の治療用のホスホイノシチド3-キナーゼ(pi3k)のアロステリッククロメノン阻害剤 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IS2334B (is) | 1992-09-08 | 2008-02-15 | Vertex Pharmaceuticals Inc., (A Massachusetts Corporation) | Aspartyl próteasi hemjari af nýjum flokki súlfonamíða |
| US6043358A (en) | 1995-11-01 | 2000-03-28 | Merck & Co., Inc. | Hexahydro-5-imino-1,4-heteroazepine derivatives as inhibitors of nitric oxide synthases |
| GB9718913D0 (en) | 1997-09-05 | 1997-11-12 | Glaxo Group Ltd | Substituted oxindole derivatives |
| US6369087B1 (en) | 1999-08-26 | 2002-04-09 | Robert R. Whittle | Alkoxy substituted benzimidazole compounds, pharmaceutical preparations containing the same, and methods of using the same |
| AU2001291077A1 (en) * | 2000-09-21 | 2002-04-02 | Teva Pharmaceuticals Industries Ltd. | N-disubstituted carbamoyloxy flavones |
| US20020160983A1 (en) * | 2001-03-16 | 2002-10-31 | Alberto Bargiotti | Substituted benzopyranones as telomerase inhibitors |
| CA2442330A1 (en) | 2001-03-29 | 2002-10-10 | Emory University | Acute pharmacologic augmentation of psychotherapy with enhancers of learning or conditioning |
| US20030125264A1 (en) * | 2001-12-29 | 2003-07-03 | Kimberly-Clark Worldwide, Inc. | Methods For Treating Wounds |
| BRPI0606793A8 (pt) * | 2005-02-04 | 2018-03-13 | Astrazeneca Ab | composto ou um sal farmaceuticamente aceitável do mesmo, processo para a preparação e uso do mesmo, métodos para a inibição da atividade de trk, para o tratamento ou profilaxia de câncer e para a produção de um efeito anti-proliferativo em um animal de sangue quente, e, composição farmacêutica |
| JP5498782B2 (ja) | 2006-06-21 | 2014-05-21 | ピラマル エンタープライジーズ リミテッド | 増殖性疾患治療用のエナンチオマー的に純粋なフラボン誘導体の調製方法 |
| CZ300589B6 (cs) | 2006-09-04 | 2009-06-24 | Univerzita Palackého | Deriváty 2-fenyl-3-hydroxychinolin-4(1H)-onu a zpusob jejich prípravy a použití |
| WO2010011836A2 (en) | 2008-07-25 | 2010-01-28 | Emory University | Treating various disorders with 7,8-dihydroxyflavone and derivatives thereof |
| WO2010107866A2 (en) | 2009-03-20 | 2010-09-23 | Emory University | Catecholamine derivatives for obesity and neurological disorders |
| CN101591319B (zh) * | 2009-06-22 | 2011-12-21 | 复旦大学 | 黄酮类衍生物及其在制备药物组合物中的用途 |
| EP2473495A1 (en) * | 2009-09-18 | 2012-07-11 | Almac Discovery Limited | Pharmaceutical compounds |
| EP2579870B1 (en) * | 2010-06-09 | 2018-02-14 | Emory University | Trkb agonists and methods of use |
| CN107868071B (zh) * | 2012-11-05 | 2021-07-20 | 爱默蕾大学 | 7,8-二羟黄酮和7,8-取代的黄酮衍生物、组合物及其相关方法 |
-
2013
- 2013-11-01 CN CN201711170821.XA patent/CN107868071B/zh active Active
- 2013-11-01 WO PCT/US2013/067972 patent/WO2014071134A1/en not_active Ceased
- 2013-11-01 CN CN201380062367.XA patent/CN104812744B/zh active Active
- 2013-11-01 CA CA2890075A patent/CA2890075C/en active Active
- 2013-11-01 AU AU2013337742A patent/AU2013337742B2/en active Active
- 2013-11-01 JP JP2015540801A patent/JP6479670B2/ja active Active
- 2013-11-01 EP EP13851584.6A patent/EP2914585B1/en active Active
- 2013-11-01 ES ES18155705T patent/ES2823237T3/es active Active
- 2013-11-01 EP EP18155705.9A patent/EP3369730B1/en active Active
- 2013-11-01 US US14/437,232 patent/US9682948B2/en active Active
-
2017
- 2017-05-12 US US15/593,654 patent/US9975868B2/en active Active
-
2018
- 2018-02-13 AU AU2018201060A patent/AU2018201060B2/en active Active
- 2018-02-26 US US15/905,179 patent/US10526303B2/en active Active
-
2019
- 2019-02-06 JP JP2019020153A patent/JP2019089817A/ja active Pending
- 2019-08-12 AU AU2019213454A patent/AU2019213454B2/en active Active
-
2020
- 2020-12-11 JP JP2020206038A patent/JP2021050230A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP2914585A4 (en) | 2016-03-23 |
| JP6479670B2 (ja) | 2019-03-06 |
| US20180186762A1 (en) | 2018-07-05 |
| CN107868071B (zh) | 2021-07-20 |
| WO2014071134A1 (en) | 2014-05-08 |
| EP3369730A1 (en) | 2018-09-05 |
| CA2890075A1 (en) | 2014-05-08 |
| AU2019213454B2 (en) | 2020-07-09 |
| EP2914585A1 (en) | 2015-09-09 |
| EP2914585B1 (en) | 2018-03-07 |
| CN107868071A (zh) | 2018-04-03 |
| AU2013337742A1 (en) | 2015-05-21 |
| ES2823237T3 (es) | 2021-05-06 |
| AU2019213454A1 (en) | 2019-08-29 |
| AU2013337742B2 (en) | 2017-11-23 |
| EP3369730B1 (en) | 2020-08-05 |
| JP2021050230A (ja) | 2021-04-01 |
| CN104812744A (zh) | 2015-07-29 |
| JP2019089817A (ja) | 2019-06-13 |
| AU2018201060A1 (en) | 2018-03-08 |
| US9975868B2 (en) | 2018-05-22 |
| US20150274692A1 (en) | 2015-10-01 |
| JP2015535290A (ja) | 2015-12-10 |
| US10526303B2 (en) | 2020-01-07 |
| AU2018201060B2 (en) | 2019-05-16 |
| US20170305876A1 (en) | 2017-10-26 |
| US9682948B2 (en) | 2017-06-20 |
| CN104812744B (zh) | 2017-12-01 |
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