AU2019256465B2 - 4'-thio-nucleotide and -nucleoside prodrugs for the treatment of cancer - Google Patents

4'-thio-nucleotide and -nucleoside prodrugs for the treatment of cancer Download PDF

Info

Publication number
AU2019256465B2
AU2019256465B2 AU2019256465A AU2019256465A AU2019256465B2 AU 2019256465 B2 AU2019256465 B2 AU 2019256465B2 AU 2019256465 A AU2019256465 A AU 2019256465A AU 2019256465 A AU2019256465 A AU 2019256465A AU 2019256465 B2 AU2019256465 B2 AU 2019256465B2
Authority
AU
Australia
Prior art keywords
further aspect
present
alkyl
cancer
hydrogen
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.)
Active
Application number
AU2019256465A
Other languages
English (en)
Other versions
AU2019256465A1 (en
Inventor
Corinne E. Augelli-Szafran
Hyunyong Cho
Doo Young Jung
Omar MOUKHA-CHAFIQ
Mark J. Suto
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.)
Southern Research Institute
Original Assignee
Southern Research Institute
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 Southern Research Institute filed Critical Southern Research Institute
Publication of AU2019256465A1 publication Critical patent/AU2019256465A1/en
Assigned to SOUTHERN RESEARCH INSTITUTE, PINOTBIO, INC. reassignment SOUTHERN RESEARCH INSTITUTE Request for Assignment Assignors: SOUTHERN RESEARCH INSTITUTE
Assigned to SOUTHERN RESEARCH INSTITUTE reassignment SOUTHERN RESEARCH INSTITUTE Request for Assignment Assignors: PINOTBIO, INC., SOUTHERN RESEARCH INSTITUTE
Application granted granted Critical
Publication of AU2019256465B2 publication Critical patent/AU2019256465B2/en
Priority to AU2024278376A priority Critical patent/AU2024278376A1/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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

Landscapes

  • 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)
AU2019256465A 2018-04-19 2019-04-18 4'-thio-nucleotide and -nucleoside prodrugs for the treatment of cancer Active AU2019256465B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2024278376A AU2024278376A1 (en) 2018-04-19 2024-12-13 4'-thio-nucleotide and -nucleoside prodrugs for the treatment of cancer

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

Related Child Applications (1)

Application Number Title Priority Date Filing Date
AU2024278376A Division AU2024278376A1 (en) 2018-04-19 2024-12-13 4'-thio-nucleotide and -nucleoside prodrugs for the treatment of cancer

Publications (2)

Publication Number Publication Date
AU2019256465A1 AU2019256465A1 (en) 2020-11-26
AU2019256465B2 true AU2019256465B2 (en) 2024-10-03

Family

ID=68239059

Family Applications (2)

Application Number Title Priority Date Filing Date
AU2019256465A Active AU2019256465B2 (en) 2018-04-19 2019-04-18 4'-thio-nucleotide and -nucleoside prodrugs for the treatment of cancer
AU2024278376A Abandoned AU2024278376A1 (en) 2018-04-19 2024-12-13 4'-thio-nucleotide and -nucleoside prodrugs for the treatment of cancer

Family Applications After (1)

Application Number Title Priority Date Filing Date
AU2024278376A Abandoned AU2024278376A1 (en) 2018-04-19 2024-12-13 4'-thio-nucleotide and -nucleoside prodrugs for the treatment of cancer

Country Status (8)

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

Families Citing this family (7)

* Cited by examiner, † Cited by third party
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

Family Cites Families (15)

* 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
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

Also Published As

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
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

Similar Documents

Publication Publication Date Title
AU2019256465B2 (en) 4'-thio-nucleotide and -nucleoside prodrugs for the treatment of cancer
CN106459130A (zh) 吉西他滨类似物
EP4242212A2 (en) Sting modulator compounds with sulfamate linkages, and methods of making and using
EP4169917B1 (en) Quinazoline compounds as pi3k inhibitors for the treatment of cancer
ES2986866T3 (es) Análogo de dinucleótido cíclico, composición farmacéutica del mismo y aplicación
TW202103710A (zh) Cd73 抑制劑
WO2022150314A1 (en) Modulators of programmed death-ligand-1
US12103943B2 (en) Development of novel clofarabine analogs for cancer therapy
KR20220034780A (ko) 2,4,7-치환된-7-데아자-2'-데옥시-2'-플루오로아라비노실 뉴클레오사이드 및 뉴클레오타이드 전구약물 및 이의 용도
US12098216B2 (en) Modulators of programmed death-ligand-1 and/or programmed death-ligand-2
AU2020287343A1 (en) Thiarabine- and thiarabine prodrug-based treatments
HK1214141A1 (en) Substituted gemcitabine aryl amide analogs
HK1214141B (en) Substituted gemcitabine aryl amide analogs

Legal Events

Date Code Title Description
PC1 Assignment before grant (sect. 113)

Owner name: SOUTHERN RESEARCH INSTITUTE

Free format text: FORMER APPLICANT(S): SOUTHERN RESEARCH INSTITUTE

Owner name: PINOTBIO, INC.

Free format text: FORMER APPLICANT(S): SOUTHERN RESEARCH INSTITUTE

PC1 Assignment before grant (sect. 113)

Owner name: SOUTHERN RESEARCH INSTITUTE

Free format text: FORMER APPLICANT(S): PINOTBIO, INC.; SOUTHERN RESEARCH INSTITUTE

FGA Letters patent sealed or granted (standard patent)