CL2020000685A1 - Nucleósidos sustituidos, nucleótidos y análogos de estos. - Google Patents
Nucleósidos sustituidos, nucleótidos y análogos de estos.Info
- Publication number
- CL2020000685A1 CL2020000685A1 CL2020000685A CL2020000685A CL2020000685A1 CL 2020000685 A1 CL2020000685 A1 CL 2020000685A1 CL 2020000685 A CL2020000685 A CL 2020000685A CL 2020000685 A CL2020000685 A CL 2020000685A CL 2020000685 A1 CL2020000685 A1 CL 2020000685A1
- Authority
- CL
- Chile
- Prior art keywords
- nucleotides
- analogs
- substituted nucleosides
- nucleosides
- substituted
- Prior art date
Links
- 239000002777 nucleoside Substances 0.000 title abstract 2
- 239000002773 nucleotide Substances 0.000 title abstract 2
- 125000003835 nucleoside group Chemical group 0.000 title 1
- 125000003729 nucleotide group Chemical group 0.000 title 1
- 241000711573 Coronaviridae Species 0.000 abstract 1
- 241000711950 Filoviridae Species 0.000 abstract 1
- 241000710781 Flaviviridae Species 0.000 abstract 1
- 241000709664 Picornaviridae Species 0.000 abstract 1
- 241000711904 Pneumoviridae Species 0.000 abstract 1
- 208000036142 Viral infection Diseases 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 230000009385 viral infection Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H7/00—Compounds containing non-saccharide radicals linked to saccharide radicals by a carbon-to-carbon bond
- C07H7/06—Heterocyclic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/23—Heterocyclic radicals containing two or more heterocyclic rings condensed among themselves or condensed with a common carbocyclic ring system, not provided for in groups C07H19/14 - C07H19/22
-
- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7052—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
- A61K31/706—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom
- A61K31/7064—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines
-
- 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
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
-
- 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
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/16—Antivirals for RNA viruses for influenza or rhinoviruses
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H9/00—Compounds containing a hetero ring sharing at least two hetero atoms with a saccharide radical
- C07H9/02—Compounds containing a hetero ring sharing at least two hetero atoms with a saccharide radical the hetero ring containing only oxygen as ring hetero atoms
- C07H9/04—Cyclic acetals
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Virology (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Communicable Diseases (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pulmonology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201762560110P | 2017-09-18 | 2017-09-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CL2020000685A1 true CL2020000685A1 (es) | 2020-10-23 |
Family
ID=63794555
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CL2020000685A CL2020000685A1 (es) | 2017-09-18 | 2020-03-16 | Nucleósidos sustituidos, nucleótidos y análogos de estos. |
Country Status (17)
| Country | Link |
|---|---|
| US (2) | US11149049B2 (enExample) |
| EP (1) | EP3684782A1 (enExample) |
| JP (1) | JP2020534361A (enExample) |
| KR (1) | KR102696517B1 (enExample) |
| CN (1) | CN111542531B (enExample) |
| AU (1) | AU2018332540B2 (enExample) |
| CA (1) | CA3075950A1 (enExample) |
| CL (1) | CL2020000685A1 (enExample) |
| CR (1) | CR20200126A (enExample) |
| EA (1) | EA202090775A1 (enExample) |
| EC (1) | ECSP20022130A (enExample) |
| IL (1) | IL273341A (enExample) |
| MA (1) | MA50172A (enExample) |
| MX (1) | MX2020002925A (enExample) |
| PH (1) | PH12020550114A1 (enExample) |
| SG (1) | SG11202002295QA (enExample) |
| WO (1) | WO2019053696A1 (enExample) |
Families Citing this family (49)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GEP201706793B (en) | 2013-06-26 | 2017-12-11 | Alios Biopharma Inc | Substituted nucleosides, nucleotides and analogs thereof |
| EP3160475B1 (en) | 2014-06-24 | 2024-01-03 | Janssen Pharmaceuticals, Inc. | Substituted nucleosides and nucleotides to treat filoviridae infections |
| CA3059777C (en) | 2017-05-01 | 2023-02-21 | Gilead Sciences, Inc. | Crystalline forms of (s)-2-ethylbutyl 2-(((s)-(((2r,3s,4r,5r)-5-(4-aminopyrrolo[2,1-f] [1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy) phosphoryl)amino)propanoate |
| WO2019014247A1 (en) | 2017-07-11 | 2019-01-17 | Gilead Sciences, Inc. | COMPOSITIONS COMPRISING POLYMERASE RNA INHIBITOR AND CYCLODEXTRIN FOR THE TREATMENT OF VIRAL INFECTIONS |
| KR102696517B1 (ko) | 2017-09-18 | 2024-08-21 | 얀센 바이오파마, 인크. | 치환된 뉴클레오시드, 뉴클레오티드 및 이들의 유사체 |
| EP3946611A2 (en) | 2019-03-31 | 2022-02-09 | Yeda Research and Development Co. Ltd | Anti-viral and anti-tumoral compounds |
| CN110724174B (zh) * | 2019-09-10 | 2021-02-05 | 广州六顺生物科技股份有限公司 | 吡咯并三嗪类化合物、组合物及其应用 |
| CN110776512A (zh) * | 2019-11-28 | 2020-02-11 | 成都傲飞生物化学品有限责任公司 | 一种核苷类似物的制备方法 |
| CN118766947A (zh) | 2020-01-27 | 2024-10-15 | 吉利德科学公司 | 用于治疗SARS CoV-2感染的方法 |
| TWI874791B (zh) * | 2020-02-18 | 2025-03-01 | 美商基利科學股份有限公司 | 抗病毒化合物 |
| TWI883391B (zh) | 2020-02-18 | 2025-05-11 | 美商基利科學股份有限公司 | 抗病毒化合物 |
| AR121356A1 (es) * | 2020-02-18 | 2022-05-11 | Gilead Sciences Inc | Compuestos antivirales |
| CN113292565B (zh) * | 2020-02-24 | 2023-01-31 | 浙江森科建设有限公司 | 核苷类化合物及其制备方法和应用 |
| CN113387954B (zh) * | 2020-03-11 | 2024-03-19 | 上海特化医药科技有限公司 | 一种瑞德西韦中间体的制备方法 |
| TWI785528B (zh) | 2020-03-12 | 2022-12-01 | 美商基利科學股份有限公司 | 1’-氰基核苷之製備方法 |
| KR20220164784A (ko) | 2020-04-06 | 2022-12-13 | 길리애드 사이언시즈, 인코포레이티드 | 1'-시아노 치환된 카르바뉴클레오시드 유사체의 흡입 제형 |
| CN112778310B (zh) | 2020-04-20 | 2025-05-30 | 中国科学院上海药物研究所 | 核苷类似物或含有核苷类似物的组合制剂在抗病毒中的应用 |
| CN111961057A (zh) * | 2020-05-26 | 2020-11-20 | 李小冬 | 一种α构型核苷及其在治疗猫冠状病毒感染的应用 |
| AU2021281351A1 (en) | 2020-05-29 | 2023-01-19 | Gilead Sciences, Inc. | Remdesivir treatment methods |
| PH12022553530A1 (en) | 2020-06-24 | 2024-06-24 | Gilead Sciences Inc | 1'-cyano nucleoside analogs and uses thereof |
| CN111793101B (zh) * | 2020-07-17 | 2022-09-30 | 四川大学 | C-核苷化合物的合成方法 |
| US12173029B2 (en) | 2020-07-24 | 2024-12-24 | The Regents Of The University Of California | Antiviral prodrugs, pharmaceutical formulations, and methods |
| EP4228656A4 (en) | 2020-08-18 | 2024-09-04 | Yeda Research and Development Co. Ltd | ANTI-VIRAL AND ANTI-TUMOR COMPOUNDS |
| PL4200301T3 (pl) | 2020-08-24 | 2025-06-09 | Gilead Sciences, Inc. | Związki fosfolipidowe i ich zastosowania |
| ES2985995T3 (es) * | 2020-08-27 | 2024-11-08 | Gilead Sciences Inc | Compuestos y métodos para el tratamiento de infecciones víricas |
| US20230364033A1 (en) * | 2020-09-17 | 2023-11-16 | Meletios Therapeutics | Compounds for treating virus infections |
| CN112142810A (zh) * | 2020-09-29 | 2020-12-29 | 佛山科学技术学院 | 核苷酸双氨基磷酸酯化合物、其药物组合物及其制备方法和应用 |
| TWI811812B (zh) | 2020-10-16 | 2023-08-11 | 美商基利科學股份有限公司 | 磷脂化合物及其用途 |
| CN112300236A (zh) * | 2020-10-21 | 2021-02-02 | 佛山科学技术学院 | 核苷酸混合氨基磷酸酯化合物、其药物组合物及其应用 |
| US12274700B1 (en) | 2020-10-30 | 2025-04-15 | Accencio LLC | Methods of treating symptoms of coronavirus infection with RNA polymerase inhibitors |
| CN114588159A (zh) * | 2020-12-07 | 2022-06-07 | 成都傲科新技术有限责任公司 | 一种治疗猫冠状病毒感染的化合物及其应用 |
| CN114634529A (zh) * | 2020-12-15 | 2022-06-17 | 中国科学院大连化学物理研究所 | 一种氟代瑞德西韦及其合成方法 |
| EP4267582A4 (en) * | 2020-12-30 | 2024-06-05 | Southern University of Science and Technology | METHODS AND MODIFIED NUCLEOSIDES FOR THE TREATMENT OF CORONAVIRUS INFECTIONS |
| WO2022166581A1 (zh) * | 2021-02-07 | 2022-08-11 | 石家庄迪斯凯威医药科技有限公司 | 一种核苷酸衍生物及其药物组合物和用途 |
| US20240166680A1 (en) * | 2021-04-15 | 2024-05-23 | Shanghai Institute Of Materia Medica, Chinese Academy Of Sciences | Nucleoside analog and use thereof |
| EP4323362B1 (en) * | 2021-04-16 | 2025-05-07 | Gilead Sciences, Inc. | Methods of preparing carbanucleosides using amides |
| TW202440584A (zh) * | 2021-04-16 | 2024-10-16 | 美商基利科學股份有限公司 | 使用醯胺製備碳核苷之方法 |
| CA3228162A1 (en) | 2021-08-18 | 2023-02-23 | Gilead Sciences, Inc. | Phospholipid compounds and methods of making and using the same |
| WO2023022216A1 (ja) * | 2021-08-20 | 2023-02-23 | 塩野義製薬株式会社 | ウイルス増殖抑制作用を有するヌクレオシド誘導体及びそれらのプロドラッグ |
| US20230295172A1 (en) | 2022-03-02 | 2023-09-21 | Gilead Sciences, Inc. | Compounds and methods for treatment of viral infections |
| CR20240367A (es) * | 2022-03-03 | 2024-09-30 | Gilead Sciences Inc | Compuestos antivirales y métodos de elaboración y uso de los mismos. |
| CN114573590B (zh) * | 2022-03-18 | 2023-11-14 | 苏州旺山旺水生物医药有限公司 | 一种四异丁酰基核苷类似物的制备方法及用途 |
| WO2023186026A1 (zh) * | 2022-03-31 | 2023-10-05 | 苏州旺山旺水生物医药有限公司 | 一种单异丁酰基核苷类似物的制备方法 |
| CN115894498A (zh) * | 2022-10-01 | 2023-04-04 | 海化生命(厦门)科技有限公司 | 一种潜在抗病毒药物中间体bl及其合成方法 |
| WO2024088183A1 (en) * | 2022-10-23 | 2024-05-02 | Shanghai Curegene Pharmaceutical Co., Ltd. | Anticoronviral compounds and compositions and uses thereof |
| US20250090537A1 (en) * | 2023-08-31 | 2025-03-20 | Gilead Sciences, Inc. | Antiviral compounds and methods of making and using the same |
| CN117509571B (zh) * | 2023-11-01 | 2025-12-05 | 乐威医药（江苏）股份有限公司 | 一种连续化制备叠氮化碘的方法及其应用 |
| US12357577B1 (en) | 2024-02-02 | 2025-07-15 | Gilead Sciences, Inc. | Pharmaceutical formulations and uses thereof |
| CN118304315B (zh) * | 2024-04-12 | 2025-03-25 | 深圳安泰维生物医药有限公司 | 一种核苷类化合物在制备抗呼吸道合胞病毒感染相关产品上的用途 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5432272A (en) | 1990-10-09 | 1995-07-11 | Benner; Steven A. | Method for incorporating into a DNA or RNA oligonucleotide using nucleotides bearing heterocyclic bases |
| CN1267446C (zh) | 2001-01-22 | 2006-08-02 | 默克公司 | 作为依赖于rna的rna病毒聚合酶的抑制剂的核苷衍生物 |
| WO2005020884A2 (en) * | 2003-05-14 | 2005-03-10 | Idenix (Cayman) Limited | Nucleosides for treatment of infection by corona viruses, toga viruses and picorna viruses |
| AU2013216595B2 (en) * | 2008-04-23 | 2016-07-28 | Gilead Sciences, Inc. | 1' -substituted carba-nucleoside analogs for antiviral treatment |
| HUE025528T2 (en) | 2008-04-23 | 2016-05-30 | Gilead Sciences Inc | 1'-substituted carba-nucleoside analogs for antiviral treatment |
| EP2313102A2 (en) * | 2008-07-03 | 2011-04-27 | Biota Scientific Management | Bycyclic nucleosides and nucleotides as therapeutic agents |
| MX352646B (es) * | 2009-09-21 | 2017-12-04 | Gilead Sciences Inc | Analogos de carba-nucleosidos sustituidos con 2'-fluoro para tratamiento antiviral. |
| US20120027752A1 (en) | 2010-07-22 | 2012-02-02 | Gilead Sciences, Inc. | Methods and compounds for treating paramyxoviridae virus infections |
| US8871737B2 (en) * | 2010-09-22 | 2014-10-28 | Alios Biopharma, Inc. | Substituted nucleotide analogs |
| CA2812962C (en) * | 2010-09-22 | 2020-03-31 | Alios Biopharma, Inc. | Azido nucleosides and nucleotide analogs |
| EP2655392B1 (en) * | 2010-12-22 | 2018-04-18 | Alios Biopharma, Inc. | Cyclic nucleotide analogs |
| US8980865B2 (en) * | 2011-12-22 | 2015-03-17 | Alios Biopharma, Inc. | Substituted nucleotide analogs |
| WO2015054465A1 (en) * | 2013-10-11 | 2015-04-16 | Alios Biopharma, Inc. | Substituted nucleosides, nucleotides and analogs thereof |
| UA119050C2 (uk) | 2013-11-11 | 2019-04-25 | Ґілеад Саєнсиз, Інк. | ПІРОЛО[1.2-f][1.2.4]ТРИАЗИНИ, ЯКІ ВИКОРИСТОВУЮТЬСЯ ДЛЯ ЛІКУВАННЯ РЕСПІРАТОРНО-СИНЦИТІАЛЬНИХ ВІРУСНИХ ІНФЕКЦІЙ |
| WO2015143712A1 (en) * | 2014-03-28 | 2015-10-01 | Merck Sharp & Dohme Corp. | 4'-substituted nucleoside reverse transcriptase inhibitors |
| EP3160475B1 (en) * | 2014-06-24 | 2024-01-03 | Janssen Pharmaceuticals, Inc. | Substituted nucleosides and nucleotides to treat filoviridae infections |
| WO2015200219A1 (en) * | 2014-06-24 | 2015-12-30 | Alios Biopharma, Inc. | Substituted nucleosides, nucleotides and analogs thereof |
| TWI767201B (zh) | 2014-10-29 | 2022-06-11 | 美商基利科學股份有限公司 | 絲狀病毒科病毒感染之治療 |
| MA41213A (fr) * | 2014-12-19 | 2017-10-24 | Alios Biopharma Inc | Nucléosides substitués, nucléotides et analogues de ceux-ci |
| HRP20220355T1 (hr) * | 2015-09-16 | 2022-05-13 | Gilead Sciences, Inc. | Postupci za liječenje infekcija coronaviridae |
| KR102696517B1 (ko) | 2017-09-18 | 2024-08-21 | 얀센 바이오파마, 인크. | 치환된 뉴클레오시드, 뉴클레오티드 및 이들의 유사체 |
-
2018
- 2018-09-18 KR KR1020207011130A patent/KR102696517B1/ko active Active
- 2018-09-18 EP EP18783113.6A patent/EP3684782A1/en not_active Withdrawn
- 2018-09-18 WO PCT/IB2018/057188 patent/WO2019053696A1/en not_active Ceased
- 2018-09-18 CN CN201880074579.2A patent/CN111542531B/zh active Active
- 2018-09-18 MA MA050172A patent/MA50172A/fr unknown
- 2018-09-18 CR CR20200126A patent/CR20200126A/es unknown
- 2018-09-18 AU AU2018332540A patent/AU2018332540B2/en active Active
- 2018-09-18 EA EA202090775A patent/EA202090775A1/ru unknown
- 2018-09-18 MX MX2020002925A patent/MX2020002925A/es unknown
- 2018-09-18 JP JP2020537296A patent/JP2020534361A/ja active Pending
- 2018-09-18 SG SG11202002295QA patent/SG11202002295QA/en unknown
- 2018-09-18 CA CA3075950A patent/CA3075950A1/en active Pending
- 2018-09-18 US US16/648,405 patent/US11149049B2/en not_active Expired - Fee Related
-
2020
- 2020-03-16 CL CL2020000685A patent/CL2020000685A1/es unknown
- 2020-03-17 IL IL273341A patent/IL273341A/en unknown
- 2020-03-22 PH PH12020550114A patent/PH12020550114A1/en unknown
- 2020-04-15 EC ECSENADI202022130A patent/ECSP20022130A/es unknown
-
2021
- 2021-08-26 US US17/446,007 patent/US11773126B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN111542531B (zh) | 2024-07-19 |
| MX2020002925A (es) | 2020-10-05 |
| BR112020005177A2 (pt) | 2020-09-15 |
| CR20200126A (es) | 2020-07-11 |
| CN111542531A (zh) | 2020-08-14 |
| ECSP20022130A (es) | 2020-07-31 |
| WO2019053696A1 (en) | 2019-03-21 |
| MA50172A (fr) | 2021-04-07 |
| EP3684782A1 (en) | 2020-07-29 |
| SG11202002295QA (en) | 2020-04-29 |
| US20200277321A1 (en) | 2020-09-03 |
| KR20200098483A (ko) | 2020-08-20 |
| CA3075950A1 (en) | 2019-03-21 |
| EA202090775A1 (ru) | 2020-07-06 |
| US11149049B2 (en) | 2021-10-19 |
| US20210395288A1 (en) | 2021-12-23 |
| PH12020550114A1 (en) | 2020-12-07 |
| KR102696517B1 (ko) | 2024-08-21 |
| IL273341A (en) | 2020-05-31 |
| JP2020534361A (ja) | 2020-11-26 |
| US11773126B2 (en) | 2023-10-03 |
| AU2018332540A1 (en) | 2020-04-30 |
| AU2018332540B2 (en) | 2023-10-05 |
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