KR20180046730A - 알라닌 및 프롤린 아미노산의 기능적 유도체 화합물 및 이를 포함하는 약학적 조성물 - Google Patents
알라닌 및 프롤린 아미노산의 기능적 유도체 화합물 및 이를 포함하는 약학적 조성물 Download PDFInfo
- Publication number
- KR20180046730A KR20180046730A KR1020160142266A KR20160142266A KR20180046730A KR 20180046730 A KR20180046730 A KR 20180046730A KR 1020160142266 A KR1020160142266 A KR 1020160142266A KR 20160142266 A KR20160142266 A KR 20160142266A KR 20180046730 A KR20180046730 A KR 20180046730A
- Authority
- KR
- South Korea
- Prior art keywords
- benzyl
- oxy
- amino
- pyrrolidine
- trifluoromethyl
- 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.)
- Pending
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
- C07C237/20—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton containing six-membered aromatic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P3/00—Fungicides
-
- 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
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
- A61K31/198—Alpha-amino acids, e.g. alanine or edetic acid [EDTA]
-
- 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
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
- C07C237/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
- C07C237/08—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C269/04—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups from amines with formation of carbamate groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C269/06—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups by reactions not involving the formation of carbamate groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/06—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with radicals, containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
- C07D207/09—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Zoology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Environmental Sciences (AREA)
- Wood Science & Technology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Epidemiology (AREA)
- Agronomy & Crop Science (AREA)
- Dentistry (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pyrrole Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (16)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020160142266A KR20180046730A (ko) | 2016-10-28 | 2016-10-28 | 알라닌 및 프롤린 아미노산의 기능적 유도체 화합물 및 이를 포함하는 약학적 조성물 |
| PCT/KR2017/012108 WO2018080269A1 (ko) | 2016-10-28 | 2017-10-30 | 알라닌 및 프롤린 아미노산의 기능적 유도체 화합물 및 이를 포함하는 약학적 조성물 |
| JP2019545217A JP7061317B2 (ja) | 2016-10-28 | 2017-10-30 | アラニンおよびプロリンアミノ酸の機能的誘導体化合物およびそれを含む薬学的組成物 |
| CN201780067547.5A CN110325509B (zh) | 2016-10-28 | 2017-10-30 | 丙氨酸及脯氨酸氨基酸的功能性衍生物化合物及包含其的药学组合物 |
| KR1020207007595A KR20200066610A (ko) | 2016-10-28 | 2017-10-30 | 알라닌 및 프롤린 아미노산의 기능적 유도체 화합물 및 이를 포함하는 약학적 조성물 |
| US16/346,028 US20200199065A1 (en) | 2016-10-28 | 2017-10-30 | Functional derivative compounds of alanine and proline amino acids and pharmaceutical composition comprising same |
| KR1020187033364A KR102099980B1 (ko) | 2016-10-28 | 2017-10-30 | 알라닌 및 프롤린 아미노산의 기능적 유도체 화합물 및 이를 포함하는 약학적 조성물 |
| EP17865577.5A EP3533782A4 (en) | 2016-10-28 | 2017-10-30 | FUNCTIONAL DERIVATIVES OF AMINO ACIDS OF ALANINE AND PROLINE AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME |
| AU2017351906A AU2017351906B2 (en) | 2016-10-28 | 2017-10-30 | Functional derivative compounds of alanine and proline amino acids and pharmaceutical composition comprising same |
| CN202310670949.1A CN116836083A (zh) | 2016-10-28 | 2017-10-30 | 丙氨酸及脯氨酸氨基酸的功能性衍生物化合物及包含其的药学组合物 |
| BR112019008577-7A BR112019008577B1 (pt) | 2016-10-28 | 2017-10-30 | Compostos derivativos funcionais de aminoácidos prolina e alanina e composição farmacêutica compreendendo os mesmos |
| CA3041985A CA3041985C (en) | 2016-10-28 | 2017-10-30 | Functional derivative compounds of alanine and proline amino acids and pharmaceutical composition comprising same |
| US18/918,365 US20250034082A1 (en) | 2016-10-28 | 2024-10-17 | Functional derivative compounds of alanine and proline amino acids and pharmaceutical composition comprising same |
| US18/918,533 US20250034085A1 (en) | 2016-10-28 | 2024-10-17 | Composition and methods for preventing or treating phytopathogenic fungal infection |
| US18/918,511 US20250034084A1 (en) | 2016-10-28 | 2024-10-17 | Compositions and methods for preventing or treating mycosis |
| US18/918,493 US20250034083A1 (en) | 2016-10-28 | 2024-10-17 | Methods for preparing benzyloxybenzylamine amino acid derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020160142266A KR20180046730A (ko) | 2016-10-28 | 2016-10-28 | 알라닌 및 프롤린 아미노산의 기능적 유도체 화합물 및 이를 포함하는 약학적 조성물 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20180046730A true KR20180046730A (ko) | 2018-05-09 |
Family
ID=62025284
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020160142266A Pending KR20180046730A (ko) | 2016-10-28 | 2016-10-28 | 알라닌 및 프롤린 아미노산의 기능적 유도체 화합물 및 이를 포함하는 약학적 조성물 |
| KR1020207007595A Ceased KR20200066610A (ko) | 2016-10-28 | 2017-10-30 | 알라닌 및 프롤린 아미노산의 기능적 유도체 화합물 및 이를 포함하는 약학적 조성물 |
| KR1020187033364A Active KR102099980B1 (ko) | 2016-10-28 | 2017-10-30 | 알라닌 및 프롤린 아미노산의 기능적 유도체 화합물 및 이를 포함하는 약학적 조성물 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020207007595A Ceased KR20200066610A (ko) | 2016-10-28 | 2017-10-30 | 알라닌 및 프롤린 아미노산의 기능적 유도체 화합물 및 이를 포함하는 약학적 조성물 |
| KR1020187033364A Active KR102099980B1 (ko) | 2016-10-28 | 2017-10-30 | 알라닌 및 프롤린 아미노산의 기능적 유도체 화합물 및 이를 포함하는 약학적 조성물 |
Country Status (9)
| Country | Link |
|---|---|
| US (5) | US20200199065A1 (https=) |
| EP (1) | EP3533782A4 (https=) |
| JP (1) | JP7061317B2 (https=) |
| KR (3) | KR20180046730A (https=) |
| CN (2) | CN110325509B (https=) |
| AU (1) | AU2017351906B2 (https=) |
| BR (1) | BR112019008577B1 (https=) |
| CA (1) | CA3041985C (https=) |
| WO (1) | WO2018080269A1 (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL289445B2 (en) | 2019-06-25 | 2025-03-01 | Amtixbio Co Ltd | Derivative of an aminoalkanoic acid containing a biphenyl group and an antifungal pharmaceutical preparation containing it |
| EP4349329A4 (en) * | 2021-06-01 | 2025-09-03 | Amtixbio Co Ltd | BENZYLOXY-BENZYLAMINYL AMINO ACID DERIVATIVE FOR ADJUSTING TSLP/TSLPR SIGNAL TRANSMISSION |
| CN117486755B (zh) * | 2023-11-02 | 2025-09-02 | 成都大学 | 一种香芹酚季铵盐类衍生物及其合成方法和应用 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998006265A2 (en) * | 1996-08-09 | 1998-02-19 | Buckman Laboratories International, Inc. | Treatment of fungal infections using a combination of an anti-fungal compound and an n-alkyl-heterocyclic compound, especially n-dodecyl-morpholine |
| GB0009055D0 (en) * | 2000-04-13 | 2000-05-31 | Novartis Ag | Organic compounds |
| WO2005033079A1 (ja) * | 2003-09-30 | 2005-04-14 | Eisai Co., Ltd. | ヘテロ環化合物を含有する新規な抗真菌剤 |
| BR112013009580B1 (pt) * | 2010-10-21 | 2018-06-19 | Bayer Intellectual Property Gmbh | Composto de fómrula (i), composição fungicida e método para controlar fungos fitopatogênicos |
| JP6301842B2 (ja) * | 2012-12-18 | 2018-03-28 | Eaファーマ株式会社 | 複素環アミド誘導体及びそれを含有する医薬 |
| JP6413200B2 (ja) * | 2013-10-25 | 2018-10-31 | 日本曹達株式会社 | アミノピリジン誘導体および農園芸用殺菌剤 |
-
2016
- 2016-10-28 KR KR1020160142266A patent/KR20180046730A/ko active Pending
-
2017
- 2017-10-30 CN CN201780067547.5A patent/CN110325509B/zh active Active
- 2017-10-30 CA CA3041985A patent/CA3041985C/en active Active
- 2017-10-30 AU AU2017351906A patent/AU2017351906B2/en active Active
- 2017-10-30 US US16/346,028 patent/US20200199065A1/en active Pending
- 2017-10-30 BR BR112019008577-7A patent/BR112019008577B1/pt active IP Right Grant
- 2017-10-30 KR KR1020207007595A patent/KR20200066610A/ko not_active Ceased
- 2017-10-30 JP JP2019545217A patent/JP7061317B2/ja active Active
- 2017-10-30 KR KR1020187033364A patent/KR102099980B1/ko active Active
- 2017-10-30 EP EP17865577.5A patent/EP3533782A4/en active Pending
- 2017-10-30 CN CN202310670949.1A patent/CN116836083A/zh active Pending
- 2017-10-30 WO PCT/KR2017/012108 patent/WO2018080269A1/ko not_active Ceased
-
2024
- 2024-10-17 US US18/918,533 patent/US20250034085A1/en active Pending
- 2024-10-17 US US18/918,511 patent/US20250034084A1/en active Pending
- 2024-10-17 US US18/918,493 patent/US20250034083A1/en active Pending
- 2024-10-17 US US18/918,365 patent/US20250034082A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| KR20190016946A (ko) | 2019-02-19 |
| US20250034085A1 (en) | 2025-01-30 |
| US20250034083A1 (en) | 2025-01-30 |
| EP3533782A4 (en) | 2020-06-10 |
| AU2017351906B2 (en) | 2022-03-10 |
| CA3041985A1 (en) | 2018-05-03 |
| JP7061317B2 (ja) | 2022-04-28 |
| KR102099980B1 (ko) | 2020-04-13 |
| US20250034082A1 (en) | 2025-01-30 |
| WO2018080269A1 (ko) | 2018-05-03 |
| AU2017351906A1 (en) | 2019-06-13 |
| BR112019008577B1 (pt) | 2023-11-28 |
| CA3041985C (en) | 2024-01-16 |
| US20250034084A1 (en) | 2025-01-30 |
| JP2019535814A (ja) | 2019-12-12 |
| KR20200066610A (ko) | 2020-06-10 |
| CN116836083A (zh) | 2023-10-03 |
| BR112019008577A2 (pt) | 2019-09-17 |
| EP3533782A1 (en) | 2019-09-04 |
| US20200199065A1 (en) | 2020-06-25 |
| CN110325509A (zh) | 2019-10-11 |
| CN110325509B (zh) | 2024-02-02 |
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