CA2224155C - 1-(2-deoxy-2-fluoro-4-thio-beta-d-arabinofuranosyl)cytosine - Google Patents

1-(2-deoxy-2-fluoro-4-thio-beta-d-arabinofuranosyl)cytosine Download PDF

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Publication number
CA2224155C
CA2224155C CA002224155A CA2224155A CA2224155C CA 2224155 C CA2224155 C CA 2224155C CA 002224155 A CA002224155 A CA 002224155A CA 2224155 A CA2224155 A CA 2224155A CA 2224155 C CA2224155 C CA 2224155C
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Canada
Prior art keywords
compound
formula
group
compound represented
fluoro
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Expired - Lifetime
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CA002224155A
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English (en)
French (fr)
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CA2224155A1 (en
Inventor
Yuichi Yoshimura
Kenji Kitano
Shinji Miura
Haruhiko Machida
Mikari Watanabe
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Libramedicina Inc
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Yamasa Corp
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Publication of CA2224155A1 publication Critical patent/CA2224155A1/en
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Publication of CA2224155C publication Critical patent/CA2224155C/en
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Expired - Lifetime legal-status Critical Current

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    • 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
    • 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
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/30—Hetero atoms other than halogen
    • C07D333/32—Oxygen atoms
    • 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
    • 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
    • C07H19/16—Purine radicals
    • C07H19/20—Purine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids

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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)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
CA002224155A 1996-04-09 1997-04-09 1-(2-deoxy-2-fluoro-4-thio-beta-d-arabinofuranosyl)cytosine Expired - Lifetime CA2224155C (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
JP11196896 1996-04-09
JP111968/1996 1996-04-09
JP215082/1996 1996-07-26
JP21508296 1996-07-26
JP278631/1996 1996-09-30
JP27863196 1996-09-30
PCT/JP1997/001206 WO1997038001A1 (en) 1996-04-09 1997-04-09 1-(2-DEOXY-2-FLUORO-4-THIO-β-D-ARABINOFURANOSYL)CYTOSINES

Publications (2)

Publication Number Publication Date
CA2224155A1 CA2224155A1 (en) 1997-10-16
CA2224155C true CA2224155C (en) 2004-10-26

Family

ID=27312140

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002224155A Expired - Lifetime CA2224155C (en) 1996-04-09 1997-04-09 1-(2-deoxy-2-fluoro-4-thio-beta-d-arabinofuranosyl)cytosine

Country Status (10)

Country Link
US (1) US6147058A (ref)
EP (1) EP0841344B1 (ref)
JP (1) JP3657008B2 (ref)
AT (1) ATE224909T1 (ref)
CA (1) CA2224155C (ref)
DE (1) DE69715774T2 (ref)
DK (1) DK0841344T3 (ref)
ES (1) ES2182061T3 (ref)
PT (1) PT841344E (ref)
WO (1) WO1997038001A1 (ref)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107011168A (zh) * 2012-08-13 2017-08-04 富士胶片株式会社 1‑（2‑脱氧‑2‑氟‑4‑硫代‑β‑D‑阿拉伯呋喃糖基）胞嘧啶的合成中间体和硫代核苷的合成中间体
US10385089B2 (en) 2014-10-31 2019-08-20 Fujifilm Corporation Thionucleoside derivative or salt thereof, and pharmaceutical composition
US11141421B2 (en) 2018-01-29 2021-10-12 Fujifilm Corporation Antitumor agent for biliary tract cancer and method for treating biliary tract cancer
US11369625B2 (en) 2016-08-31 2022-06-28 Fujifilm Corporation Anti-tumor agent, anti-tumor effect enhancer, and anti-tumor kit

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7138384B1 (en) 1997-08-29 2006-11-21 The Regents Of The University Of California Modulators of DNA cytosine-5 methyltransferase and methods for use thereof
EP1058686B1 (en) * 1998-02-25 2006-11-02 Emory University 2'-fluoronucleosides
JP5379347B2 (ja) * 2003-09-18 2013-12-25 アイシス ファーマシューティカルズ， インコーポレーテッド ４’−チオヌクレオシドおよびオリゴマー化合物
US7524831B2 (en) * 2005-03-02 2009-04-28 Schering Corporation Treatments for Flaviviridae virus infection
PH12012501205A1 (en) 2009-12-18 2016-07-15 Libramedicina Inc Process for preparing substituted 1-o-acyl-2-deoxy-2-fluoro-4-thio-ãŸ-d-arabinofuranoses
EP2388257A1 (en) 2010-05-20 2011-11-23 LibraMedicina, Inc. Process for preparing substituted 1-O-acyl-2-deoxy-2-fluoro-4-thio-ß-D-arabinofuranoses
SG10201603288XA (en) 2012-03-28 2016-05-30 Fujifilm Corp Salt Of 1-(2-Deoxy-2-Fluoro-4-Thio-beta-D-Arabinofuranosyl)Cytosine
US10005779B2 (en) 2013-06-05 2018-06-26 Idenix Pharmaceuticals Llc 1′,4′-thio nucleosides for the treatment of HCV
JP6351107B2 (ja) * 2014-02-18 2018-07-04 富士フイルム株式会社 チオラン骨格型糖化合物の製造方法およびチオラン骨格型糖化合物
JP6175553B2 (ja) * 2014-02-18 2017-08-09 富士フイルム株式会社 チオラン骨格型糖化合物の製造方法およびチオラン骨格型糖化合物
JP6204223B2 (ja) 2014-02-19 2017-09-27 富士フイルム株式会社 チオピラノース化合物等の製造方法
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
JP6450356B2 (ja) * 2016-02-29 2019-01-09 富士フイルム株式会社 液状医薬製剤
EA201990780A1 (ru) 2016-12-22 2019-11-29 Твердая форма соединения 4'-тио-2'-фторнуклеозид фосфамида и способ его получения и применения
CN110831604B (zh) * 2017-09-01 2023-05-02 四川科伦博泰生物医药股份有限公司 用于肿瘤治疗或预防的药物组合物、方法及其用途
WO2019146129A1 (ja) * 2018-01-29 2019-08-01 富士フイルム株式会社 イソクエン酸デヒドロゲナーゼ変異を有する腫瘍に対する医薬組成物および抗腫瘍剤ならびにその利用
TW202000207A (zh) * 2018-02-26 2020-01-01 日商富士軟片股份有限公司 膀胱癌用抗腫瘤劑及膀胱癌的處置方法
JP6974585B2 (ja) 2018-03-13 2021-12-01 富士フイルム株式会社 抗腫瘍剤、抗腫瘍効果増強剤及び抗腫瘍用キット
EP3856754A1 (en) * 2018-09-25 2021-08-04 The United States of America, as represented by the Secretary, Department of Health and Human Services 2'-halogenated-4'-thio-2'-deoxy-5-azacytidine analogs and use thereof
WO2020108343A1 (zh) * 2018-11-28 2020-06-04 四川科伦博泰生物医药股份有限公司 以4'-硫代核苷类化合物为活性成分的口服药物组合物、其制备方法及其用途
EP4004013A4 (en) * 2019-07-30 2023-08-09 Pinotbio, Inc. DINUCLEOTIDE COMPOUNDS FOR THE TREATMENT OF CANCER AND THEIR MEDICAL USES
WO2023008511A1 (ja) 2021-07-29 2023-02-02 富士フイルム株式会社 Ｂａｐ１およびｐｂｒｍ１の少なくとも１つの機能低下を有する腫瘍に対する医薬組成物および抗腫瘍剤

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IE74701B1 (en) * 1989-10-04 1997-07-30 Univ Birmingham Further antiviral pyrimidine nucleosides
EP0770621A4 (en) * 1994-07-12 1998-01-28 Yamasa Corp 2'-DEOXY-2 '(SUBSTITUTED OR Unsubstituted METHYLIDENE) -4-THIONUCLEOSIDE
JPH0853490A (ja) * 1994-08-09 1996-02-27 Yamasa Shoyu Co Ltd ２’−デオキシ−２’，２’−ジハロゲノ−４’−チオヌクレオシド

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107011168A (zh) * 2012-08-13 2017-08-04 富士胶片株式会社 1‑（2‑脱氧‑2‑氟‑4‑硫代‑β‑D‑阿拉伯呋喃糖基）胞嘧啶的合成中间体和硫代核苷的合成中间体
CN107011168B (zh) * 2012-08-13 2020-06-09 富士胶片株式会社 胞嘧啶类的合成中间体和硫代核苷的合成中间体
US10385089B2 (en) 2014-10-31 2019-08-20 Fujifilm Corporation Thionucleoside derivative or salt thereof, and pharmaceutical composition
US11369625B2 (en) 2016-08-31 2022-06-28 Fujifilm Corporation Anti-tumor agent, anti-tumor effect enhancer, and anti-tumor kit
US11141421B2 (en) 2018-01-29 2021-10-12 Fujifilm Corporation Antitumor agent for biliary tract cancer and method for treating biliary tract cancer

Also Published As

Publication number Publication date
DE69715774D1 (de) 2002-10-31
EP0841344A4 (ref) 1998-05-13
JP3657008B2 (ja) 2005-06-08
DK0841344T3 (da) 2002-12-23
DE69715774T2 (de) 2003-05-15
EP0841344A1 (en) 1998-05-13
CA2224155A1 (en) 1997-10-16
ATE224909T1 (de) 2002-10-15
US6147058A (en) 2000-11-14
PT841344E (pt) 2003-02-28
EP0841344B1 (en) 2002-09-25
ES2182061T3 (es) 2003-03-01
WO1997038001A1 (en) 1997-10-16

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