CA3209426A1 - Camptothecin compound, preparation method therefor, and application thereof - Google Patents
Camptothecin compound, preparation method therefor, and application thereof Download PDFInfo
- Publication number
- CA3209426A1 CA3209426A1 CA3209426A CA3209426A CA3209426A1 CA 3209426 A1 CA3209426 A1 CA 3209426A1 CA 3209426 A CA3209426 A CA 3209426A CA 3209426 A CA3209426 A CA 3209426A CA 3209426 A1 CA3209426 A1 CA 3209426A1
- Authority
- CA
- Canada
- Prior art keywords
- group
- compound
- hydrogen
- formula
- alkyl
- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/22—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains four or more hetero rings
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- 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
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4738—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4745—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems condensed with ring systems having nitrogen as a ring hetero atom, e.g. phenantrolines
-
- 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
- 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
- A61K47/62—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 a protein, peptide or polyamino acid
- A61K47/64—Drug-peptide, drug-protein or drug-polyamino acid conjugates, i.e. the modifying agent being a peptide, protein or polyamino acid which is covalently bonded or complexed to a therapeutically active agent
-
- 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
- A61K47/68037—Drugs conjugated to an antibody or immunoglobulin, e.g. cisplatin-antibody conjugates the drug being a camptothecin [CPT] or derivatives
-
- 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
- A61K47/6843—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 the antibody targeting a material from animals or humans
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Immunology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Zoology (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110159956.6 | 2021-02-05 | ||
| CN202110159956 | 2021-02-05 | ||
| CN202110533304 | 2021-05-17 | ||
| CN202110533304.4 | 2021-05-17 | ||
| CN202110718245.8 | 2021-06-28 | ||
| CN202110718245 | 2021-06-28 | ||
| CN202110936768 | 2021-08-16 | ||
| CN202110936768.X | 2021-08-16 | ||
| CN202111355330.9 | 2021-11-16 | ||
| CN202111355330 | 2021-11-16 | ||
| PCT/CN2022/074328 WO2022166762A1 (zh) | 2021-02-05 | 2022-01-27 | 喜树碱类化合物及其制备方法和应用 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA3209426A1 true CA3209426A1 (en) | 2022-08-11 |
Family
ID=82741966
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA3209426A Pending CA3209426A1 (en) | 2021-02-05 | 2022-01-27 | Camptothecin compound, preparation method therefor, and application thereof |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US20240158410A1 (https=) |
| EP (3) | EP4628165A3 (https=) |
| JP (3) | JP7821188B2 (https=) |
| KR (3) | KR20250120438A (https=) |
| CN (3) | CN116829561A (https=) |
| AU (1) | AU2022216696A1 (https=) |
| CA (1) | CA3209426A1 (https=) |
| MX (1) | MX2023008716A (https=) |
| WO (1) | WO2022166762A1 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US12539336B2 (en) | 2022-07-15 | 2026-02-03 | Genequantum Healthcare (Suzhou) Co., Ltd. | Antibody, linkers, payload, conjugates and applications thereof |
Families Citing this family (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2023003778A (es) | 2020-09-30 | 2023-04-26 | Duality Biologics Suzhou Co Ltd | Compuesto antitumoral, metodo de preparacion y uso del mismo. |
| US20250276078A1 (en) * | 2020-10-12 | 2025-09-04 | Baili-Bio (Chengdu) Pharmaceutical Co., Ltd. | Camptothecin Derivative And Ligand-drug Conjugate Thereof |
| KR20250120438A (ko) * | 2021-02-05 | 2025-08-08 | 쓰촨 케룬-바이오테크 바이오파마수티컬 컴퍼니 리미티드 | 캄프토테신 화합물, 그의 제조방법 및 그의 응용 |
| TW202320858A (zh) | 2021-07-19 | 2023-06-01 | 美商薩諾管理公司 | 免疫接合物及方法 |
| US11806405B1 (en) | 2021-07-19 | 2023-11-07 | Zeno Management, Inc. | Immunoconjugates and methods |
| CA3228345A1 (en) * | 2021-08-19 | 2023-02-23 | Zhen Li | Camptothecin derivative, and pharmaceutical composition and use thereof |
| CN118119594A (zh) * | 2021-10-26 | 2024-05-31 | 上海弼领生物技术有限公司 | 一种喜树碱类衍生物中间体、其制备方法和用途 |
| EP4434548A1 (en) | 2021-11-15 | 2024-09-25 | Systimmune, Inc. | Bispecific antibody-camptothecin drug conjugate and pharmaceutical use thereof |
| US11814394B2 (en) | 2021-11-16 | 2023-11-14 | Genequantum Healthcare (Suzhou) Co., Ltd. | Exatecan derivatives, linker-payloads, and conjugates and thereof |
| CN118696048A (zh) * | 2022-05-09 | 2024-09-24 | 同宜医药（苏州）有限公司 | 一种喜树碱衍生物，基于其的抗体-药物偶联物和药物组合物，及其应用 |
| EP4524140A1 (en) | 2022-05-13 | 2025-03-19 | Sichuan Kelun-Biotech Biopharmaceutical Co., Ltd. | Camptothecin compound, preparation method therefor and use thereof |
| EP4562051A1 (en) * | 2022-07-26 | 2025-06-04 | Immunome, Inc. | Immunoconjugates and methods |
| JP2025511436A (ja) * | 2022-09-02 | 2025-04-16 | メルク・シャープ・アンド・ドーム・エルエルシー | エキサテカン由来トポイソメラーゼ－１阻害薬医薬組成物及びその使用 |
| CN121064209A (zh) * | 2022-09-09 | 2025-12-05 | 杭州爱科瑞思生物医药有限公司 | 喜树碱-7-乙基胺衍生物及其制备方法和应用 |
| EP4594327A1 (en) * | 2022-09-30 | 2025-08-06 | BeiGene Switzerland GmbH | Ligand-drug conjugate of exatecan analogue, and medical use thereof |
| PE20252282A1 (es) | 2022-10-09 | 2025-09-18 | Lanova Medicines Ltd | Compuestos, composiciones y metodos |
| CN120417935A (zh) * | 2022-10-25 | 2025-08-01 | 默沙东有限责任公司 | 依喜替康衍生的adc接头-载荷及其药物组合物和用途 |
| EP4623936A1 (en) * | 2022-11-22 | 2025-10-01 | Keymed Biosciences (Chengdu) Co., Ltd. | Fused ring compound, conjugate thereof and use thereof |
| WO2024114318A1 (zh) * | 2022-11-29 | 2024-06-06 | 四川科伦博泰生物医药股份有限公司 | 药物连接子化合物及其制备方法和用途 |
| CN116712563A (zh) * | 2022-12-29 | 2023-09-08 | 杭州爱科瑞思生物医药有限公司 | N-卤代烷基取代的喜树碱衍生物的抗体偶联药物 |
| CN116870187A (zh) * | 2022-12-29 | 2023-10-13 | 杭州爱科瑞思生物医药有限公司 | N-氧杂环烷基取代的喜树碱衍生物的抗体偶联药物 |
| CN116712562A (zh) * | 2022-12-29 | 2023-09-08 | 杭州爱科瑞思生物医药有限公司 | N-叠氮烷基取代的喜树碱衍生物的抗体偶联药物 |
| JP2026504160A (ja) * | 2023-01-25 | 2026-02-03 | イムノーム，インク． | エキサテカン免疫コンジュゲート |
| CN119630672B (zh) * | 2023-02-23 | 2026-01-30 | 一线医药（杭州）有限公司 | 喜树碱衍生物及其偶联物以及其制备方法和医药用途 |
| TW202502774A (zh) * | 2023-03-01 | 2025-01-16 | 大陸商江蘇恆瑞醫藥股份有限公司 | 一種茚并［１，２－ｂ］喹啉－１０，１３－二酮衍生物的製備方法 |
| EP4692091A1 (en) * | 2023-04-07 | 2026-02-11 | Changchun Genescience Pharmaceutical Co., Ltd. | Camptothecin derivative, and pharmaceutical composition, preparation method therefor and use thereof |
| CN116478051B (zh) * | 2023-04-13 | 2024-06-21 | 戊言医药科技（上海）有限公司 | 一种贝洛替康盐酸盐及其关键中间体的制备方法 |
| WO2024227432A1 (zh) * | 2023-04-30 | 2024-11-07 | 泰诚思(上海)生物医药有限公司 | 喜树碱衍生物、其制备方法及用途、抗体药物偶联物及其应用 |
| WO2024227439A1 (zh) * | 2023-05-04 | 2024-11-07 | 四川科伦博泰生物医药股份有限公司 | 具有靶向作用的偶联物及其制备方法和用途 |
| CN117417346B (zh) * | 2023-09-11 | 2025-07-25 | 常州合全药业有限公司 | 喜树碱类衍生物的制备方法 |
| KR20250059577A (ko) | 2023-10-24 | 2025-05-07 | 삼성디스플레이 주식회사 | 표시 장치 |
| TW202527997A (zh) * | 2023-11-15 | 2025-07-16 | 大陸商四川科倫博泰生物醫藥股份有限公司 | 靶向ｅｇｆｒ／ｃ—ｍｅｔ之抗體—藥物結合物以及其製備方法及用途 |
| CN120058720A (zh) * | 2024-01-08 | 2025-05-30 | 杭州爱科瑞思生物医药有限公司 | 7-含羟胺结构取代的烷基喜树碱衍生物的制备及其应用 |
| CN120058721A (zh) * | 2024-01-08 | 2025-05-30 | 杭州爱科瑞思生物医药有限公司 | 7-氟烷基取代的喜树碱衍生物的制备及其应用 |
| WO2025162049A1 (zh) * | 2024-02-02 | 2025-08-07 | 长春金赛药业有限责任公司 | 卤代烯烃类喜树碱衍生物、药物组合物及其制备方法和应用 |
| WO2025242090A1 (zh) * | 2024-05-21 | 2025-11-27 | 康诺亚生物医药科技（成都）有限公司 | 喜树碱衍生物及其中间体的制备方法 |
| WO2026046398A1 (en) * | 2024-08-30 | 2026-03-05 | Hansoh Bio Llc | Novel camptothecin derivative and conjugate thereof, preparation method therefor and application thereof |
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| JP3008226B2 (ja) * | 1991-01-16 | 2000-02-14 | 第一製薬株式会社 | 六環性化合物 |
| BR9608639A (pt) * | 1995-06-21 | 1999-06-29 | Sod Conseils Rech Applic | Análogo de camptotecina composto processo de preparação dos compostos produtoos industriaia medicamentos composições farmacêuticas e utilização de produtos |
| CA2192725C (en) * | 1995-12-28 | 2004-04-20 | Kenji Tsujihara | Camptothecin derivatives |
| CN100408582C (zh) * | 2004-02-12 | 2008-08-06 | 中国人民解放军第二军医大学 | 高喜树碱类化合物及其制备方法和用途 |
| US11091498B2 (en) * | 2016-04-04 | 2021-08-17 | Rutgers, The State University Of New Jersey | Topoisomerase poisons |
| CN110891942B (zh) * | 2017-07-14 | 2022-06-07 | 四川科伦博泰生物医药股份有限公司 | 噁二唑类衍生物、其制备方法及其在医药上的应用 |
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| HUE060364T2 (hu) * | 2019-03-29 | 2023-02-28 | Medimmune Ltd | Vegyületek és konjugátumaik |
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| CA3186295A1 (en) * | 2020-06-08 | 2021-12-16 | Baili-Bio (Chengdu) Pharmaceutical Co., Ltd. | Camptothecin drug having high-stability hydrophilic connecting unit and conjugate thereof |
| EP4227309A4 (en) * | 2020-10-12 | 2024-11-27 | Sichuan Baili Pharmaceutical Co. Ltd. | DEUTERATED CAMPTOTHECIN DERIVATIVE AND ANTIBODY-DRUG CONJUGATE THEREOF |
| KR20250120438A (ko) * | 2021-02-05 | 2025-08-08 | 쓰촨 케룬-바이오테크 바이오파마수티컬 컴퍼니 리미티드 | 캄프토테신 화합물, 그의 제조방법 및 그의 응용 |
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| US20240252665A1 (en) * | 2021-06-02 | 2024-08-01 | Sichuan Kelun-Biotech Biopharmaceutical Co., Ltd. | Chemical coupling linker and use thereof |
| US11814394B2 (en) * | 2021-11-16 | 2023-11-14 | Genequantum Healthcare (Suzhou) Co., Ltd. | Exatecan derivatives, linker-payloads, and conjugates and thereof |
| CN117567487A (zh) * | 2023-11-27 | 2024-02-20 | 金宏气体股份有限公司 | 双核Ag(I)配合物晶体、制备方法、负载物、装置及应用 |
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2022
- 2022-01-27 KR KR1020257024905A patent/KR20250120438A/ko active Pending
- 2022-01-27 AU AU2022216696A patent/AU2022216696A1/en active Pending
- 2022-01-27 KR KR1020237025527A patent/KR20230142710A/ko active Pending
- 2022-01-27 US US18/262,821 patent/US20240158410A1/en active Pending
- 2022-01-27 CN CN202280008418.XA patent/CN116829561A/zh active Pending
- 2022-01-27 EP EP25191607.8A patent/EP4628165A3/en active Pending
- 2022-01-27 CA CA3209426A patent/CA3209426A1/en active Pending
- 2022-01-27 CN CN202510232225.8A patent/CN120058723A/zh active Pending
- 2022-01-27 KR KR1020257024904A patent/KR20250119655A/ko active Pending
- 2022-01-27 CN CN202311518671.2A patent/CN117567478B/zh active Active
- 2022-01-27 EP EP25191605.2A patent/EP4613335A3/en active Pending
- 2022-01-27 EP EP22749041.4A patent/EP4289851A4/en active Pending
- 2022-01-27 JP JP2023544762A patent/JP7821188B2/ja active Active
- 2022-01-27 MX MX2023008716A patent/MX2023008716A/es unknown
- 2022-01-27 WO PCT/CN2022/074328 patent/WO2022166762A1/zh not_active Ceased
-
2025
- 2025-07-24 JP JP2025123923A patent/JP2025160318A/ja active Pending
- 2025-07-24 US US19/279,242 patent/US20250346606A1/en active Pending
- 2025-07-24 JP JP2025123921A patent/JP2025160317A/ja active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US12539336B2 (en) | 2022-07-15 | 2026-02-03 | Genequantum Healthcare (Suzhou) Co., Ltd. | Antibody, linkers, payload, conjugates and applications thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| EP4628165A3 (en) | 2026-03-11 |
| JP2025160317A (ja) | 2025-10-22 |
| CN120058723A (zh) | 2025-05-30 |
| AU2022216696A1 (en) | 2023-08-17 |
| CN117567478A (zh) | 2024-02-20 |
| JP2025160318A (ja) | 2025-10-22 |
| JP7821188B2 (ja) | 2026-02-26 |
| WO2022166762A1 (zh) | 2022-08-11 |
| MX2023008716A (es) | 2023-08-02 |
| US20250346606A1 (en) | 2025-11-13 |
| EP4613335A3 (en) | 2025-12-10 |
| EP4289851A4 (en) | 2025-10-15 |
| CN117567478B (zh) | 2025-03-21 |
| JP2024506819A (ja) | 2024-02-15 |
| US20240158410A1 (en) | 2024-05-16 |
| KR20230142710A (ko) | 2023-10-11 |
| EP4289851A1 (en) | 2023-12-13 |
| EP4613335A2 (en) | 2025-09-10 |
| EP4628165A2 (en) | 2025-10-08 |
| KR20250119655A (ko) | 2025-08-07 |
| KR20250120438A (ko) | 2025-08-08 |
| CN116829561A (zh) | 2023-09-29 |
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