CA3209426A1 - Camptothecin compound, preparation method therefor, and application thereof - Google Patents

Camptothecin compound, preparation method therefor, and application thereof Download PDF

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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
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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
Application number
CA3209426A
Other languages
English (en)
French (fr)
Inventor
Qiang Tian
Yitao Zhang
Yu MIAO
Bo Wang
Jian Ye
Xiaobei WANG
Deliang Li
Fen Li
Hongmei SONG
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sichuan Kelun Biotech Biopharmaceutical Co Ltd
Original Assignee
Sichuan Kelun Biotech Biopharmaceutical Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Sichuan Kelun Biotech Biopharmaceutical Co Ltd filed Critical Sichuan Kelun Biotech Biopharmaceutical Co Ltd
Publication of CA3209426A1 publication Critical patent/CA3209426A1/en
Pending legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D491/00Heterocyclic 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
    • C07D491/22Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic 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
    • A61K31/47Quinolines; Isoquinolines
    • A61K31/4738Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/4745Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems condensed with ring systems having nitrogen as a ring hetero atom, e.g. phenantrolines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal 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
    • A61K47/51Medicinal 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
    • A61K47/62Medicinal 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
    • A61K47/64Drug-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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal 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
    • A61K47/51Medicinal 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
    • A61K47/68Medicinal 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
    • A61K47/6801Drug-antibody or immunoglobulin conjugates defined by the pharmacologically or therapeutically active agent
    • A61K47/6803Drugs conjugated to an antibody or immunoglobulin, e.g. cisplatin-antibody conjugates
    • A61K47/68037Drugs conjugated to an antibody or immunoglobulin, e.g. cisplatin-antibody conjugates the drug being a camptothecin [CPT] or derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal 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
    • A61K47/51Medicinal 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
    • A61K47/68Medicinal 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
    • A61K47/6835Medicinal 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
    • A61K47/6843Medicinal 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Immunology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (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)
CA3209426A 2021-02-05 2022-01-27 Camptothecin compound, preparation method therefor, and application thereof Pending CA3209426A1 (en)

Applications Claiming Priority (11)

Application Number Priority Date Filing Date Title
CN202110159956.6 2021-02-05
CN202110159956 2021-02-05
CN202110533304.4 2021-05-17
CN202110533304 2021-05-17
CN202110718245.8 2021-06-28
CN202110718245 2021-06-28
CN202110936768 2021-08-16
CN202110936768.X 2021-08-16
CN202111355330 2021-11-16
CN202111355330.9 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 (enExample)
EP (3) EP4289851A4 (enExample)
JP (3) JP7821188B2 (enExample)
KR (3) KR20230142710A (enExample)
CN (3) CN116829561A (enExample)
AU (1) AU2022216696A1 (enExample)
CA (1) CA3209426A1 (enExample)
MX (1) MX2023008716A (enExample)
WO (1) WO2022166762A1 (enExample)

Cited By (1)

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US12539336B2 (en) 2022-07-15 2026-02-03 Genequantum Healthcare (Suzhou) Co., Ltd. Antibody, linkers, payload, conjugates and applications thereof

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AU2021359457A1 (en) * 2020-10-12 2023-05-11 Systimmune, Inc. Camptothecin derivative and its ligand-drug conjugate
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US11806405B1 (en) 2021-07-19 2023-11-07 Zeno Management, Inc. Immunoconjugates and methods
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EP4389752A4 (en) * 2021-08-19 2025-08-20 Hainan Simcere Zaiming Pharmaceutical Co Ltd CAMPTOTHECIN DERIVATIVE, PHARMACEUTICAL COMPOSITION AND THEIR USE
US20250059143A1 (en) * 2021-10-26 2025-02-20 Shanghai Best-Link Bioscience, Llc Camptothecin derivative intermediate, and preparation method therefor and use thereof
CA3237844A1 (en) 2021-11-15 2023-05-19 Systimmune, Inc. Bispecific antibody-camptothecin drug conjugate and pharmaceutical use thereof
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KR20250069963A (ko) * 2022-09-30 2025-05-20 베이진 스위찰랜드 게엠베하 엑사테칸 유사체의 리간드-약물 접합체 및 이의 의학적 용도
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CN120000805A (zh) * 2023-11-15 2025-05-16 四川科伦博泰生物医药股份有限公司 靶向EGFR/c-MET的抗体-药物缀合物及其制备方法和用途
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* Cited by examiner, † Cited by third party
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

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CN120058723A (zh) 2025-05-30
EP4613335A2 (en) 2025-09-10
US20240158410A1 (en) 2024-05-16
EP4628165A2 (en) 2025-10-08
US20250346606A1 (en) 2025-11-13
JP2025160318A (ja) 2025-10-22
JP2024506819A (ja) 2024-02-15
AU2022216696A1 (en) 2023-08-17
EP4613335A3 (en) 2025-12-10
KR20250120438A (ko) 2025-08-08
KR20230142710A (ko) 2023-10-11
CN117567478B (zh) 2025-03-21
CN117567478A (zh) 2024-02-20
CN116829561A (zh) 2023-09-29
JP2025160317A (ja) 2025-10-22
KR20250119655A (ko) 2025-08-07
EP4628165A3 (en) 2026-03-11
MX2023008716A (es) 2023-08-02
WO2022166762A1 (zh) 2022-08-11
EP4289851A1 (en) 2023-12-13
EP4289851A4 (en) 2025-10-15
JP7821188B2 (ja) 2026-02-26

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