CN112513061B - 用于治疗癌症的4’-硫代-核苷酸和-核苷前药 - Google Patents

用于治疗癌症的4’-硫代-核苷酸和-核苷前药 Download PDF

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CN112513061B
CN112513061B CN201980037108.9A CN201980037108A CN112513061B CN 112513061 B CN112513061 B CN 112513061B CN 201980037108 A CN201980037108 A CN 201980037108A CN 112513061 B CN112513061 B CN 112513061B
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CN112513061A (zh
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O·穆哈-查菲克
C·E·奥盖利-萨夫兰
M·J·苏托
郑斗瑛
赵显龙
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Southern Research Institute
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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
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
    • 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
    • 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
    • C07H19/06—Pyrimidine 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
    • C07H19/06—Pyrimidine radicals
    • C07H19/073—Pyrimidine radicals with 2-deoxyribosyl as the saccharide radical
    • 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
    • C07H19/06—Pyrimidine radicals
    • C07H19/10—Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
    • 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
    • C07H19/06—Pyrimidine radicals
    • C07H19/10—Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
    • C07H19/11—Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids containing cyclic phosphate
    • 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
    • C07H19/12—Triazine radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
    • C07H21/02—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids with ribosyl as saccharide radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
    • C07H21/04—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids with deoxyribosyl as saccharide radical

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Engineering & Computer Science (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
CN201980037108.9A 2018-04-19 2019-04-18 用于治疗癌症的4’-硫代-核苷酸和-核苷前药 Active CN112513061B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201862660208P 2018-04-19 2018-04-19
US62/660,208 2018-04-19
PCT/US2019/028168 WO2019204637A1 (en) 2018-04-19 2019-04-18 4'-thio-nucleotide and -nucleoside prodrugs for the treatment of cancer

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CN112513061A CN112513061A (zh) 2021-03-16
CN112513061B true CN112513061B (zh) 2025-01-24

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US (1) US20210363170A1 (https=)
EP (2) EP3781584A4 (https=)
JP (1) JP7419259B2 (https=)
KR (1) KR102810546B1 (https=)
CN (1) CN112513061B (https=)
AU (2) AU2019256465B2 (https=)
CA (1) CA3097003A1 (https=)
WO (1) WO2019204637A1 (https=)

Families Citing this family (7)

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Publication number Priority date Publication date Assignee Title
EP3993806A4 (en) * 2019-06-05 2023-09-13 Southern Research Institute Thiarabine- and thiarabine prodrug-based treatments
EP4138843A4 (en) * 2020-04-23 2024-07-10 Southern Research Institute COMPOSITION FOR THE TREATMENT OF BLOOD CANCER USING 4'-THIO-5-AZA-2'-DEOXYCYTIDINE AND USES THEREOF
CN111393314A (zh) * 2020-04-30 2020-07-10 安徽红杉生物医药科技有限公司 2-烷基-2-氨基丙酸酯盐酸盐的制备方法
CA3186696A1 (en) * 2020-07-23 2022-01-27 Mark J. Suto Polymorphs of 5-aza-4'-thio-2-deoxycytidine
WO2022031150A1 (ko) * 2020-08-07 2022-02-10 주식회사 피노바이오 데옥시사이티딘계 항암제 및 실릴 에테르 함유 링커를 포함하는 접합체 및 이의 용도
CN114685558A (zh) * 2020-12-28 2022-07-01 尚科生物医药（上海）有限公司 一种瑞德西韦中间体的制备方法
WO2023014045A1 (ko) * 2021-08-02 2023-02-09 주식회사 피노바이오 잘 설계된 다중 표적 억제제로 선정된 4'-티오-5-아자-2'-디옥시사이티딘의 의약 용도

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1541581A1 (en) * 2002-08-22 2005-06-15 Geneticlab Co., Ltd. 4 -thionucleotide
CN107148423A (zh) * 2014-10-31 2017-09-08 富士胶片株式会社 硫代核苷衍生物或其盐及医药组合物

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6020322A (en) * 1993-11-09 2000-02-01 Pro-Neuron, Inc. Acyl deoxyribonucleoside derivatives and uses thereof
US5591722A (en) * 1989-09-15 1997-01-07 Southern Research Institute 2'-deoxy-4'-thioribonucleosides and their antiviral activity
CA2338415C (en) * 1998-07-23 2006-10-10 Southern Research Institute Preparation of thioarabinofuranosyl compounds and use thereof
EP1144373B1 (en) 1999-01-13 2005-10-19 Genentech, Inc. Serine protease inhibitors
WO2009042767A1 (en) * 2007-09-26 2009-04-02 Mount Sinai School Of Medicine Azacytidine analogues and uses thereof
US20110218170A1 (en) * 2010-03-02 2011-09-08 Southern Research Institute Use of 2'-deoxy-4'-thiocytidine and its analogues as dna hypomethylating anticancer agents
US9156874B2 (en) * 2011-01-03 2015-10-13 Nanjing Molecular Research, Inc. Double-liver-targeting phosphoramidate and phosphonoamidate prodrugs
KR20170001722A (ko) * 2012-08-13 2017-01-04 후지필름 가부시키가이샤 1-(2-데옥시-2-플루오로-4-티오-β-D-아라비노푸라노실)시토신의 합성 중간체, 티오뉴클레오시드의 합성 중간체, 및 그들의 제조법
CN109553651B (zh) 2015-04-03 2021-08-06 四川科伦博泰生物医药股份有限公司 4’-硫代核苷的新型化合物及其制备方法、药物组合物和应用
US20160312261A1 (en) * 2015-04-24 2016-10-27 Plasmia Biotech, S.L. Enzymatic production of cytosinic nucleoside analogues
US10815264B2 (en) * 2015-05-27 2020-10-27 Southern Research Institute Nucleotides for the treatment of cancer
EP3746452B1 (en) 2018-02-01 2023-09-13 The United States of America, as represented by the Secretary, Department of Health and Human Services Stereoselective synthesis and process for the manufacturing of 2'-deoxynucleosides
EP4138843A4 (en) * 2020-04-23 2024-07-10 Southern Research Institute COMPOSITION FOR THE TREATMENT OF BLOOD CANCER USING 4'-THIO-5-AZA-2'-DEOXYCYTIDINE AND USES THEREOF

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1541581A1 (en) * 2002-08-22 2005-06-15 Geneticlab Co., Ltd. 4 -thionucleotide
CN107148423A (zh) * 2014-10-31 2017-09-08 富士胶片株式会社 硫代核苷衍生物或其盐及医药组合物

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Physical Nature of Interactions within the Active Site of Cytosine-5-methyltransferase;Gareth K. Forde等;《J. Phys. Chem. A》;20061231;第2308-2313页 *
Synthesis and Anti-cancer Activity of Some Novel 5-Azacytosine Nucleosides#;Kamal N. Tiwari等;《NUCLEOSIDES, NUCLEOTIDES & NUCLEIC ACIDS》;20031231;第第22卷卷(第第12期期);第2161–2170页 *

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Publication number Publication date
JP7419259B2 (ja) 2024-01-22
EP3781584A1 (en) 2021-02-24
WO2019204637A1 (en) 2019-10-24
KR20210005638A (ko) 2021-01-14
CN112513061A (zh) 2021-03-16
AU2024278376A1 (en) 2025-01-09
EP4209498A1 (en) 2023-07-12
US20210363170A1 (en) 2021-11-25
AU2019256465B2 (en) 2024-10-03
JP2021522197A (ja) 2021-08-30
AU2019256465A1 (en) 2020-11-26
KR102810546B1 (ko) 2025-05-20
EP3781584A4 (en) 2022-05-11
CA3097003A1 (en) 2019-10-24

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