JP7248209B2 - 3’-デオキシアデノシン-5’-o-[フェニル(ベンジルオシキ-l-アラニニル)]ホスフェート(nuc-7738)の合成 - Google Patents
3’-デオキシアデノシン-5’-o-[フェニル(ベンジルオシキ-l-アラニニル)]ホスフェート(nuc-7738)の合成 Download PDFInfo
- Publication number
- JP7248209B2 JP7248209B2 JP2019569336A JP2019569336A JP7248209B2 JP 7248209 B2 JP7248209 B2 JP 7248209B2 JP 2019569336 A JP2019569336 A JP 2019569336A JP 2019569336 A JP2019569336 A JP 2019569336A JP 7248209 B2 JP7248209 B2 JP 7248209B2
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- JP
- Japan
- Prior art keywords
- optionally substituted
- formula
- compound
- alkyl
- aryl
- 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.)
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Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/02—Phosphorylation
-
- 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
- C07H19/16—Purine radicals
- C07H19/20—Purine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
- C07H19/207—Purine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids the phosphoric or polyphosphoric acids being esterified by a further hydroxylic compound, e.g. flavine adenine dinucleotide or nicotinamide-adenine dinucleotide
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB1709471.5A GB201709471D0 (en) | 2017-06-14 | 2017-06-14 | Diastereoselective synthesis of hosphate derivatives |
| GB1709471.5 | 2017-06-14 | ||
| PCT/GB2018/051641 WO2018229495A1 (en) | 2017-06-14 | 2018-06-14 | Synthesis of 3'-deoxyadenosine-5'-0-[phenyl(benzyloxy-l-alaninyl)]phosphate (nuc-7738) |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020523381A JP2020523381A (ja) | 2020-08-06 |
| JP2020523381A5 JP2020523381A5 (https=) | 2021-07-26 |
| JP7248209B2 true JP7248209B2 (ja) | 2023-03-29 |
Family
ID=59358400
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019569336A Active JP7248209B2 (ja) | 2017-06-14 | 2018-06-14 | 3’-デオキシアデノシン-5’-o-[フェニル(ベンジルオシキ-l-アラニニル)]ホスフェート(nuc-7738)の合成 |
| JP2019569286A Active JP7279991B2 (ja) | 2017-06-14 | 2018-06-14 | ホスフェート誘導体の合成 |
| JP2023076006A Active JP7525687B2 (ja) | 2017-06-14 | 2023-05-02 | ホスフェート誘導体の合成 |
| JP2024114519A Pending JP2024138523A (ja) | 2017-06-14 | 2024-07-18 | ホスフェート誘導体の合成 |
| JP2025266864A Pending JP2026034703A (ja) | 2017-06-14 | 2025-12-19 | ホスフェート誘導体の合成 |
Family Applications After (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019569286A Active JP7279991B2 (ja) | 2017-06-14 | 2018-06-14 | ホスフェート誘導体の合成 |
| JP2023076006A Active JP7525687B2 (ja) | 2017-06-14 | 2023-05-02 | ホスフェート誘導体の合成 |
| JP2024114519A Pending JP2024138523A (ja) | 2017-06-14 | 2024-07-18 | ホスフェート誘導体の合成 |
| JP2025266864A Pending JP2026034703A (ja) | 2017-06-14 | 2025-12-19 | ホスフェート誘導体の合成 |
Country Status (19)
| Country | Link |
|---|---|
| US (4) | US11897913B2 (https=) |
| EP (2) | EP3638685A1 (https=) |
| JP (5) | JP7248209B2 (https=) |
| KR (2) | KR102920287B1 (https=) |
| CN (3) | CN110785425B (https=) |
| AU (2) | AU2018284131B2 (https=) |
| BR (1) | BR112019026747A2 (https=) |
| CA (2) | CA3065682A1 (https=) |
| CL (1) | CL2019003632A1 (https=) |
| EA (1) | EA201992873A1 (https=) |
| GB (1) | GB201709471D0 (https=) |
| IL (3) | IL271159B2 (https=) |
| MA (1) | MA49379A (https=) |
| MX (3) | MX390901B (https=) |
| NZ (2) | NZ759692A (https=) |
| PH (1) | PH12019502825A1 (https=) |
| SA (1) | SA519410795B1 (https=) |
| SG (1) | SG11201911543UA (https=) |
| WO (2) | WO2018229493A2 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2023095954A (ja) * | 2017-06-14 | 2023-07-06 | ニューカナ パブリック リミテッド カンパニー | ホスフェート誘導体の合成 |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HUE029022T2 (en) | 2011-03-01 | 2017-02-28 | Nucana Biomed Ltd | Phosphoramidate derivatives of 5-fluoro-2'-deoxyuridine for use in the treatment of cancer |
| JP6855248B2 (ja) | 2014-06-25 | 2021-04-07 | ヌカナ ピーエルシー | ゲムシタビン−プロドラッグを含む製剤 |
| IL291927A (en) | 2014-11-28 | 2022-06-01 | NuCana plc | Oligonucleotides containing modified nucleosides |
| HRP20211812T1 (hr) | 2015-12-11 | 2022-03-04 | NuCana plc | Dijastereoselektivna sinteza derivata fosfata i prolijeka gemcitabina nuc-1031 |
| GB201522764D0 (en) | 2015-12-23 | 2016-02-03 | Nucana Biomed Ltd | Formulations of phosphate derivatives |
| GB201609600D0 (en) | 2016-06-01 | 2016-07-13 | Nucuna Biomed Ltd | Cancer treatments |
| GB201715011D0 (en) | 2017-09-18 | 2017-11-01 | Nucana Biomed Ltd | Floxuridine synthesis |
| CN112409421A (zh) * | 2020-12-01 | 2021-02-26 | 上海兆维科技发展有限公司 | 一种3’-磷酸酯核苷的制备方法 |
| AU2023268725A1 (en) | 2022-05-12 | 2024-12-12 | NuCana plc | Cancer treatment with nuc-7738 |
| JP2025539267A (ja) | 2022-12-07 | 2025-12-04 | ニューカナ パブリック リミテッド カンパニー | ヌクレオシド誘導体nuc-3373の合成 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008533191A (ja) | 2005-03-21 | 2008-08-21 | ユニバーシティ、カレッジ、カーディフ、コンサルタンツ、リミテッド | 癌の治療における使用のためのヌクレオシド化合物のホスホルアミデート誘導体 |
| JP2020523378A (ja) | 2017-06-14 | 2020-08-06 | ニューカナ パブリック リミテッド カンパニー | ホスフェート誘導体の合成 |
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| US4357324A (en) | 1981-02-24 | 1982-11-02 | The United States Of America As Represented By The Department Of Health And Human Services | Prodrug derivatives of 9β-D-arabinofuranosyl-2-fluoroadenine |
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| CA2589935A1 (en) | 2004-12-09 | 2006-06-15 | Regents Of The University Of Minnesota | Nucleosides with antiviral and anticancer activity |
| WO2007020193A2 (en) | 2005-08-15 | 2007-02-22 | F. Hoffmann-La Roche Ag | Antiviral phosphoramidates of 4 ' -substituted pronucleotides |
| GB0623493D0 (en) | 2006-11-24 | 2007-01-03 | Univ Cardiff | Chemical compounds |
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| WO2016012781A1 (en) | 2014-07-22 | 2016-01-28 | Nucana Biomed Limited | Process for the preparation of gemcitabine-[phenyl(benzoxy-l-alaninyl)] phosphate |
| SG10202001117YA (en) * | 2014-08-25 | 2020-04-29 | Medivir Ab | Dioxolane analogues of uridine for the treatment of cancer |
| GB201417644D0 (en) | 2014-10-06 | 2014-11-19 | Nucana Biomed Ltd | Method of separating phosphate diastereoisomers |
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| IL291927A (en) | 2014-11-28 | 2022-06-01 | NuCana plc | Oligonucleotides containing modified nucleosides |
| WO2016098123A2 (en) * | 2014-12-16 | 2016-06-23 | Laurus Labs Private Ltd | A recycling process for preparing (s)-2-[(substituted-phenoxy)-phenoxy- phosphorylamino] propionic acid isopropyl ester diastereomers |
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| EP3415149A1 (en) | 2015-05-14 | 2018-12-19 | NuCana plc | Cancer treatments |
| CN106539810B (zh) | 2015-09-16 | 2021-03-09 | 济南高合医疗科技有限公司 | 一种富集了nuc-1031单一异构体的组合物及其制备方法和用途 |
| CN106543220A (zh) * | 2015-09-16 | 2017-03-29 | 博瑞生物医药(苏州)股份有限公司 | 氨基磷酸酯化合物及其制备方法和晶体 |
| CN106543252A (zh) | 2015-09-16 | 2017-03-29 | 博瑞生物医药(苏州)股份有限公司 | 核苷氨基磷酸酯类前药的制备方法及其中间体 |
| PH12018500691B1 (en) | 2015-10-05 | 2022-08-10 | NuCana plc | Combination therapy |
| US10745435B2 (en) * | 2015-11-16 | 2020-08-18 | Cerecor, Inc. | Nucleic acid prodrugs |
| HRP20211812T1 (hr) | 2015-12-11 | 2022-03-04 | NuCana plc | Dijastereoselektivna sinteza derivata fosfata i prolijeka gemcitabina nuc-1031 |
| GB201522764D0 (en) | 2015-12-23 | 2016-02-03 | Nucana Biomed Ltd | Formulations of phosphate derivatives |
| MA51576A (fr) | 2015-12-23 | 2020-11-18 | NuCana plc | Polythérapie |
| GB201609601D0 (en) | 2016-06-01 | 2016-07-13 | Nucana Biomed Ltd | Phosphoramidate compounds |
| GB201609602D0 (en) | 2016-06-01 | 2016-07-13 | Nucuna Biomed Ltd | Chemical compounds |
| GB201609600D0 (en) | 2016-06-01 | 2016-07-13 | Nucuna Biomed Ltd | Cancer treatments |
| GB201713916D0 (en) | 2017-08-30 | 2017-10-11 | Nucana Biomed Ltd | Treatment regimens |
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2017
- 2017-06-14 GB GBGB1709471.5A patent/GB201709471D0/en not_active Ceased
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2018
- 2018-06-14 NZ NZ759692A patent/NZ759692A/en unknown
- 2018-06-14 WO PCT/GB2018/051638 patent/WO2018229493A2/en not_active Ceased
- 2018-06-14 CN CN201880039189.1A patent/CN110785425B/zh active Active
- 2018-06-14 SG SG11201911543UA patent/SG11201911543UA/en unknown
- 2018-06-14 PH PH1/2019/502825A patent/PH12019502825A1/en unknown
- 2018-06-14 MA MA049379A patent/MA49379A/fr unknown
- 2018-06-14 IL IL271159A patent/IL271159B2/en unknown
- 2018-06-14 KR KR1020247026745A patent/KR102920287B1/ko active Active
- 2018-06-14 CA CA3065682A patent/CA3065682A1/en active Pending
- 2018-06-14 WO PCT/GB2018/051641 patent/WO2018229495A1/en not_active Ceased
- 2018-06-14 US US16/623,272 patent/US11897913B2/en active Active
- 2018-06-14 KR KR1020197036989A patent/KR102695300B1/ko active Active
- 2018-06-14 CN CN202311430904.3A patent/CN117486959A/zh active Pending
- 2018-06-14 IL IL302559A patent/IL302559B2/en unknown
- 2018-06-14 IL IL312228A patent/IL312228B2/en unknown
- 2018-06-14 AU AU2018284131A patent/AU2018284131B2/en active Active
- 2018-06-14 EA EA201992873A patent/EA201992873A1/ru unknown
- 2018-06-14 MX MX2019014914A patent/MX390901B/es unknown
- 2018-06-14 MX MX2019014907A patent/MX391332B/es unknown
- 2018-06-14 NZ NZ800534A patent/NZ800534A/en unknown
- 2018-06-14 CN CN201880039747.4A patent/CN110753697B/zh active Active
- 2018-06-14 CA CA3064177A patent/CA3064177A1/en active Pending
- 2018-06-14 BR BR112019026747-6A patent/BR112019026747A2/pt unknown
- 2018-06-14 US US16/623,263 patent/US11414452B2/en active Active
- 2018-06-14 JP JP2019569336A patent/JP7248209B2/ja active Active
- 2018-06-14 JP JP2019569286A patent/JP7279991B2/ja active Active
- 2018-06-14 EP EP18735381.8A patent/EP3638685A1/en active Pending
- 2018-06-14 EP EP18735380.0A patent/EP3638684A2/en active Pending
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2019
- 2019-12-10 MX MX2022003822A patent/MX2022003822A/es unknown
- 2019-12-11 CL CL2019003632A patent/CL2019003632A1/es unknown
- 2019-12-12 SA SA519410795A patent/SA519410795B1/ar unknown
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2022
- 2022-06-30 AU AU2022204691A patent/AU2022204691B2/en active Active
- 2022-08-15 US US17/888,312 patent/US12054511B2/en active Active
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2023
- 2023-05-02 JP JP2023076006A patent/JP7525687B2/ja active Active
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2024
- 2024-06-20 US US18/749,420 patent/US20250171487A1/en active Pending
- 2024-07-18 JP JP2024114519A patent/JP2024138523A/ja active Pending
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2025
- 2025-12-19 JP JP2025266864A patent/JP2026034703A/ja active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008533191A (ja) | 2005-03-21 | 2008-08-21 | ユニバーシティ、カレッジ、カーディフ、コンサルタンツ、リミテッド | 癌の治療における使用のためのヌクレオシド化合物のホスホルアミデート誘導体 |
| JP2020523378A (ja) | 2017-06-14 | 2020-08-06 | ニューカナ パブリック リミテッド カンパニー | ホスフェート誘導体の合成 |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2023095954A (ja) * | 2017-06-14 | 2023-07-06 | ニューカナ パブリック リミテッド カンパニー | ホスフェート誘導体の合成 |
| JP7525687B2 (ja) | 2017-06-14 | 2024-07-30 | ニューカナ パブリック リミテッド カンパニー | ホスフェート誘導体の合成 |
Also Published As
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