JP6705904B2 - 抗体−リファマイシン複合体の製造プロセス - Google Patents
抗体−リファマイシン複合体の製造プロセス Download PDFInfo
- Publication number
- JP6705904B2 JP6705904B2 JP2018540460A JP2018540460A JP6705904B2 JP 6705904 B2 JP6705904 B2 JP 6705904B2 JP 2018540460 A JP2018540460 A JP 2018540460A JP 2018540460 A JP2018540460 A JP 2018540460A JP 6705904 B2 JP6705904 B2 JP 6705904B2
- Authority
- JP
- Japan
- Prior art keywords
- antibody
- rifamycin
- iii
- semi
- amino
- 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.)
- Expired - Fee Related
Links
- ATQMTRUHUAIUDI-AKXQFOBSSA-N C[C@@H](C[C@@H](C)[C@@H]([C@H](C)C/C=C/O[C@](C)(C(c1c2C3=Nc(c(O)cc(F)c4)c4OC3=C3N4)=O)Oc1c(C)c(O)c2C3=O)OC(C)=O)C[C@@H](C)/C=C/C=C(/C)\C4=O Chemical compound C[C@@H](C[C@@H](C)[C@@H]([C@H](C)C/C=C/O[C@](C)(C(c1c2C3=Nc(c(O)cc(F)c4)c4OC3=C3N4)=O)Oc1c(C)c(O)c2C3=O)OC(C)=O)C[C@@H](C)/C=C/C=C(/C)\C4=O ATQMTRUHUAIUDI-AKXQFOBSSA-N 0.000 description 1
- 0 C[C@@](C[C@@](C)[C@@]([C@](C)CC=CO[C@](C)(C(c1c2C3=Nc(c(O)cc(*)c4)c4OC3=C3N4)=O)Oc1c(C)c(O)c2C3=O)OC(C)=O)C[C@@](C)C=CC=C(C)C4=O Chemical compound C[C@@](C[C@@](C)[C@@]([C@](C)CC=CO[C@](C)(C(c1c2C3=Nc(c(O)cc(*)c4)c4OC3=C3N4)=O)Oc1c(C)c(O)c2C3=O)OC(C)=O)C[C@@](C)C=CC=C(C)C4=O 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/68—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment
- A61K47/6801—Drug-antibody or immunoglobulin conjugates defined by the pharmacologically or therapeutically active agent
- A61K47/6803—Drugs conjugated to an antibody or immunoglobulin, e.g. cisplatin-antibody conjugates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/68—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment
- A61K47/6835—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment the modifying agent being an antibody or an immunoglobulin bearing at least one antigen-binding site
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
- C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
- C07C205/37—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/74—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
- C07C215/76—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton of the same non-condensed six-membered aromatic ring
- C07C215/78—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton of the same non-condensed six-membered aromatic ring containing at least two hydroxy groups bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
- C07D498/18—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K16/00—Immunoglobulins [IG], e.g. monoclonal or polyclonal antibodies
- C07K16/12—Immunoglobulins [IG], e.g. monoclonal or polyclonal antibodies against material from bacteria
- C07K16/1267—Gram-positive bacteria
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K16/00—Immunoglobulins [IG], e.g. monoclonal or polyclonal antibodies
- C07K16/12—Immunoglobulins [IG], e.g. monoclonal or polyclonal antibodies against material from bacteria
- C07K16/1267—Gram-positive bacteria
- C07K16/1271—Micrococcaceae (F); Staphylococcaceae (F), e.g. Staphylococcus (G)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K2039/505—Medicinal preparations containing antigens or antibodies comprising antibodies
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K2317/00—Immunoglobulins specific features
- C07K2317/70—Immunoglobulins specific features characterized by effect upon binding to a cell or to an antigen
- C07K2317/77—Internalization into the cell
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biochemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Peptides Or Proteins (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662303556P | 2016-03-04 | 2016-03-04 | |
| US62/303,556 | 2016-03-04 | ||
| PCT/US2017/020711 WO2017152083A1 (en) | 2016-03-04 | 2017-03-03 | Process for the preparation of an antibody-rifamycin conjugate |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020000874A Division JP2020090506A (ja) | 2016-03-04 | 2020-01-07 | 抗体−リファマイシン複合体の製造プロセス |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2019510740A JP2019510740A (ja) | 2019-04-18 |
| JP2019510740A5 JP2019510740A5 (cg-RX-API-DMAC10.html) | 2020-02-20 |
| JP6705904B2 true JP6705904B2 (ja) | 2020-06-03 |
Family
ID=58361102
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018540460A Expired - Fee Related JP6705904B2 (ja) | 2016-03-04 | 2017-03-03 | 抗体−リファマイシン複合体の製造プロセス |
| JP2020000874A Pending JP2020090506A (ja) | 2016-03-04 | 2020-01-07 | 抗体−リファマイシン複合体の製造プロセス |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020000874A Pending JP2020090506A (ja) | 2016-03-04 | 2020-01-07 | 抗体−リファマイシン複合体の製造プロセス |
Country Status (13)
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR112018014355A2 (pt) | 2016-03-04 | 2018-12-18 | Genentech, Inc. | processos para a preparação de f-benzoxazinorifamicina i e para a preparação de 2-amino-5-fluorobenzeno-1,3-diol iii |
| CN108047250B (zh) * | 2018-02-12 | 2020-08-14 | 丹诺医药(苏州)有限公司 | 一种利福霉素-硝基咪唑偶联分子的应用 |
| CN110687217B (zh) * | 2018-08-07 | 2021-04-23 | 中国科学院大连化学物理研究所 | 液相色谱测定利福霉素s的方法 |
| CN110687218B (zh) * | 2018-08-07 | 2021-04-23 | 中国科学院大连化学物理研究所 | 液相色谱测定苯并噁嗪利福霉素的方法 |
| WO2020132483A1 (en) * | 2018-12-21 | 2020-06-25 | Regeneron Pharmaceuticals, Inc. | Rifamycin analogs and antibody-drug conjugates thereof |
| EP4387618A4 (en) * | 2021-08-20 | 2025-07-09 | Univ Rutgers | DUAL-TARGETED RNA POLYMERASE INHIBITORS: CONJUGATES OF BENZOXAZINO- AND SPIRO-RIFAMYCINS WITH N-AROYL- N-ARYL-PHENYLALANINAMIDES |
| CN114436864A (zh) * | 2022-02-17 | 2022-05-06 | 浙江鼎龙科技股份有限公司 | 一种2-甲基-5氨基苯酚的制备方法 |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB877732A (en) | 1958-08-12 | 1961-09-20 | Lepetit Spa | The antibiotic rifomycin, its components and methods of preparing same |
| US4690919A (en) | 1984-01-04 | 1987-09-01 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Benzoxazinorifamycin derivative, process for preparing the same and antibacterial agent containing the same |
| JPS63183587A (ja) | 1985-02-05 | 1988-07-28 | Kanegafuchi Chem Ind Co Ltd | ベンゾキサジノリフアマイシン誘導体 |
| CA1304363C (en) | 1988-11-01 | 1992-06-30 | Takehiko Yamane | 3'-hydroxybenzoxazinorifamycin derivative, process for preparing the same and antibacterial agent containing the same |
| US6322788B1 (en) | 1998-08-20 | 2001-11-27 | Stanley Arthur Kim | Anti-bacterial antibodies and methods of use |
| ES2369542T3 (es) | 2002-07-31 | 2011-12-01 | Seattle Genetics, Inc. | Conjugados de auristatina y su uso para tratar cáncer, una enfermedad autoinmune o una enfermedad infecciosa. |
| MXPA06002088A (es) | 2003-08-22 | 2006-08-11 | Activbiotics Inc | Analogos de rifamicina y usos de los mismos. |
| ES2605443T3 (es) | 2003-11-06 | 2017-03-14 | Seattle Genetics, Inc. | Conjugados de auristatina con anticuerpos anti-HER2 o anti-CD22 y su uso en terapia |
| CN1918172B (zh) | 2003-12-23 | 2011-09-14 | 活跃生物工艺学公司 | 利福霉素类似物及其用途 |
| US7265107B2 (en) | 2004-03-10 | 2007-09-04 | Cumbre Pharmaceuticals Inc. | Rifamycin C-11 oxime cyclo derivatives effective against drug-resistant microbes |
| TR201808537T4 (tr) | 2004-09-23 | 2018-07-23 | Genentech Inc | Sistein değiştirilmiş antikorlar ve konjugatlar. |
| MX2008007808A (es) | 2005-12-14 | 2008-09-15 | Activbiotics Pharma Llc | Analogos de rifamicina y usos de ellos. |
| US7678791B2 (en) | 2006-07-12 | 2010-03-16 | Cumbre Ip Ventures, L.P. | Nitroheteroaryl-containing rifamycin derivatives |
| NZ578851A (en) | 2007-03-01 | 2011-09-30 | Symphogen As | Method for cloning cognate antibodies |
| PE20090245A1 (es) | 2007-05-08 | 2009-03-17 | Genentech Inc | Anticuerpos anti-muc16 disenados con cisteina y conjugados de anticuerpos y farmacos |
| BRPI0818780A2 (pt) | 2007-10-19 | 2015-04-22 | Genentech Inc | Anticorpo anti-tenb2 planejados por cisteína e conjugados de medicamento com anticorpos |
| WO2009064792A1 (en) | 2007-11-16 | 2009-05-22 | Cumbre Pharmaceuticals Inc. | Quinolone carboxylic acid-substituted rifamycin derivatives |
| WO2009086277A1 (en) * | 2007-12-20 | 2009-07-09 | Envivo Pharmaceuticals, Inc. | Tetrasubstituted benzenes |
| US8524691B2 (en) | 2008-08-13 | 2013-09-03 | The Medicines Company | Phosphonated rifamycins and uses thereof for the prevention and treatment of bone and joint infections |
| CA3220104A1 (en) | 2010-06-08 | 2011-12-15 | Genentech, Inc. | Cysteine engineered antibodies and conjugates |
| KR20150024315A (ko) | 2012-05-07 | 2015-03-06 | 재단법인 목암생명공학연구소 | 포도상구균 감염 예방용 백신 조성물 |
| EP2975054A4 (en) | 2013-03-12 | 2016-11-23 | Zenyaku Kogyo Kk | ANTIBODIES TO STAPHYLOKOKEN, METHOD FOR THE PRODUCTION THEREOF AND USE THEREOF |
| TWI632157B (zh) * | 2013-05-31 | 2018-08-11 | 建南德克公司 | 抗壁磷壁酸抗體(anti-wall teichoic acid antibodies)及結合物 |
| PE20160715A1 (es) * | 2013-05-31 | 2016-08-01 | Genentech Inc | Anticuerpos frente a acidos teicoicos de pared y conjugados |
| MX369758B (es) | 2013-05-31 | 2019-11-20 | Genentech Inc | Anticuerpos anti-acido teicoico de pared y conjugados. |
| KR20170086536A (ko) * | 2014-12-03 | 2017-07-26 | 제넨테크, 인크. | 항-스타필로코커스 아우레우스 항체 리파마이신 접합체 및 이의 용도 |
| MX2017007231A (es) * | 2014-12-03 | 2017-11-08 | Genentech Inc | Conjugados de rifamicina y anticuerpos contra el staphylococcuss aureus y usos de estos. |
| BR112018014355A2 (pt) | 2016-03-04 | 2018-12-18 | Genentech, Inc. | processos para a preparação de f-benzoxazinorifamicina i e para a preparação de 2-amino-5-fluorobenzeno-1,3-diol iii |
-
2017
- 2017-03-03 BR BR112018014355-3A patent/BR112018014355A2/pt not_active Application Discontinuation
- 2017-03-03 CA CA3012046A patent/CA3012046C/en not_active Expired - Fee Related
- 2017-03-03 MX MX2018010491A patent/MX2018010491A/es unknown
- 2017-03-03 KR KR1020187027989A patent/KR102204805B1/ko not_active Expired - Fee Related
- 2017-03-03 CN CN201780014867.4A patent/CN108713020A/zh active Pending
- 2017-03-03 WO PCT/US2017/020711 patent/WO2017152083A1/en not_active Ceased
- 2017-03-03 JP JP2018540460A patent/JP6705904B2/ja not_active Expired - Fee Related
- 2017-03-03 AU AU2017228468A patent/AU2017228468B2/en not_active Ceased
- 2017-03-03 US US15/448,894 patent/US10336683B2/en not_active Expired - Fee Related
- 2017-03-03 SG SG11201807537RA patent/SG11201807537RA/en unknown
- 2017-03-03 AR ARP170100538A patent/AR107800A1/es unknown
- 2017-03-03 EP EP17712298.3A patent/EP3423457B1/en not_active Not-in-force
-
2018
- 2018-07-08 IL IL260465A patent/IL260465B/en active IP Right Grant
-
2019
- 2019-05-17 US US16/415,612 patent/US10689325B2/en not_active Expired - Fee Related
-
2020
- 2020-01-07 JP JP2020000874A patent/JP2020090506A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| CN108713020A (zh) | 2018-10-26 |
| JP2019510740A (ja) | 2019-04-18 |
| AU2017228468B2 (en) | 2019-12-05 |
| US20190270695A1 (en) | 2019-09-05 |
| CA3012046C (en) | 2020-11-10 |
| AU2017228468A1 (en) | 2018-07-26 |
| SG11201807537RA (en) | 2018-09-27 |
| BR112018014355A2 (pt) | 2018-12-18 |
| IL260465B (en) | 2020-11-30 |
| AR107800A1 (es) | 2018-06-06 |
| MX2018010491A (es) | 2018-11-09 |
| EP3423457B1 (en) | 2021-02-17 |
| WO2017152083A1 (en) | 2017-09-08 |
| KR20180118173A (ko) | 2018-10-30 |
| US10336683B2 (en) | 2019-07-02 |
| US10689325B2 (en) | 2020-06-23 |
| JP2020090506A (ja) | 2020-06-11 |
| KR102204805B1 (ko) | 2021-01-20 |
| CA3012046A1 (en) | 2017-09-08 |
| EP3423457A1 (en) | 2019-01-09 |
| US20170252457A1 (en) | 2017-09-07 |
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