KR102810546B1 - 암의 치료를 위한 4'-티오-뉴클레오타이드 및 -뉴클레오사이드 전구약물 - Google Patents

암의 치료를 위한 4'-티오-뉴클레오타이드 및 -뉴클레오사이드 전구약물 Download PDF

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KR102810546B1
KR102810546B1 KR1020207033020A KR20207033020A KR102810546B1 KR 102810546 B1 KR102810546 B1 KR 102810546B1 KR 1020207033020 A KR1020207033020 A KR 1020207033020A KR 20207033020 A KR20207033020 A KR 20207033020A KR 102810546 B1 KR102810546 B1 KR 102810546B1
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오마르 마우카-차피큐
코린 이. 아우겔리-스자프란
마크 제이. 수토
정두영
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써던 리서취 인스티튜트
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    • A—HUMAN NECESSITIES
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    • A61K31/00—Medicinal preparations containing organic active ingredients
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    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
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    • 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
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    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
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    • 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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KR1020207033020A 2018-04-19 2019-04-18 암의 치료를 위한 4'-티오-뉴클레오타이드 및 -뉴클레오사이드 전구약물 Active KR102810546B1 (ko)

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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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KR20210005638A KR20210005638A (ko) 2021-01-14
KR102810546B1 true KR102810546B1 (ko) 2025-05-20

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US (1) US20210363170A1 (enExample)
EP (2) EP3781584A4 (enExample)
JP (1) JP7419259B2 (enExample)
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CN (1) CN112513061B (enExample)
AU (2) AU2019256465B2 (enExample)
CA (1) CA3097003A1 (enExample)
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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 (1)

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Publication number Priority date Publication date Assignee Title
WO2016189055A1 (en) * 2015-05-27 2016-12-01 Idenix Pharmaceuticals Llc Nucleotides for the treatment of cancer

Family Cites Families (14)

* 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
WO2004018494A1 (ja) 2002-08-22 2004-03-04 Geneticlab Co., Ltd. ４’−チオヌクレオチド
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
TWI678373B (zh) 2014-10-31 2019-12-01 日商富士軟片股份有限公司 硫代核苷衍生物或其鹽及醫藥組合物
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
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 (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016189055A1 (en) * 2015-05-27 2016-12-01 Idenix Pharmaceuticals Llc Nucleotides for the treatment of cancer

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Forde et al. Journal of Physical Chemistry A.: 2006, vol 110, p2308-2313*

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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
CN112513061B (zh) 2025-01-24
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
EP3781584A4 (en) 2022-05-11
CA3097003A1 (en) 2019-10-24

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