IL271159B2 - Synthesis of diastereomerically pure proteid phosphates - Google Patents
Synthesis of diastereomerically pure proteid phosphatesInfo
- Publication number
- IL271159B2 IL271159B2 IL271159A IL27115919A IL271159B2 IL 271159 B2 IL271159 B2 IL 271159B2 IL 271159 A IL271159 A IL 271159A IL 27115919 A IL27115919 A IL 27115919A IL 271159 B2 IL271159 B2 IL 271159B2
- Authority
- IL
- Israel
- Prior art keywords
- compound
- diastereoisomer
- mixture
- formula
- optionally substituted
- Prior art date
Links
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
- 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
-
- 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
-
- 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)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB1709471.5A GB201709471D0 (en) | 2017-06-14 | 2017-06-14 | Diastereoselective synthesis of hosphate derivatives |
| PCT/GB2018/051638 WO2018229493A2 (en) | 2017-06-14 | 2018-06-14 | Synthesis of phosphate derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| IL271159A IL271159A (en) | 2020-01-30 |
| IL271159B1 IL271159B1 (en) | 2023-06-01 |
| IL271159B2 true IL271159B2 (en) | 2023-10-01 |
Family
ID=59358400
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL312228A IL312228B2 (en) | 2017-06-14 | 2018-06-14 | Synthesis of phosphate derivatives |
| IL302559A IL302559B2 (en) | 2017-06-14 | 2018-06-14 | Synthesis of phosphate derivatives |
| IL271159A IL271159B2 (en) | 2017-06-14 | 2018-06-14 | Synthesis of diastereomerically pure proteid phosphates |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL312228A IL312228B2 (en) | 2017-06-14 | 2018-06-14 | Synthesis of phosphate derivatives |
| IL302559A IL302559B2 (en) | 2017-06-14 | 2018-06-14 | Synthesis of phosphate derivatives |
Country Status (18)
| Country | Link |
|---|---|
| US (4) | US11414452B2 (OSRAM) |
| EP (2) | EP3638684A2 (OSRAM) |
| JP (4) | JP7279991B2 (OSRAM) |
| KR (2) | KR102695300B1 (OSRAM) |
| CN (3) | CN110753697B (OSRAM) |
| AU (3) | AU2018284131B2 (OSRAM) |
| BR (1) | BR112019026747A2 (OSRAM) |
| CA (2) | CA3064177A1 (OSRAM) |
| CL (1) | CL2019003632A1 (OSRAM) |
| EA (1) | EA201992873A1 (OSRAM) |
| GB (1) | GB201709471D0 (OSRAM) |
| IL (3) | IL312228B2 (OSRAM) |
| MA (1) | MA49379A (OSRAM) |
| MX (3) | MX390901B (OSRAM) |
| PH (1) | PH12019502825A1 (OSRAM) |
| SA (1) | SA519410795B1 (OSRAM) |
| SG (1) | SG11201911543UA (OSRAM) |
| WO (2) | WO2018229493A2 (OSRAM) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2828326C (en) | 2011-03-01 | 2019-05-07 | Nucana Biomed Limited | Phosphoramidate derivatives of 5 - fluoro - 2' - deoxyuridine for use in the treatment of cancer |
| LT3119794T (lt) | 2014-06-25 | 2018-02-12 | NuCana plc | Kompozicija, apimanti gemcitabino provaistą |
| MX394059B (es) | 2014-11-28 | 2025-03-24 | NuCana plc | Nuevos derivados de ester fosforamidato 3'-desoxiadenosina de 2' y/o 5' aminoacido como compuestos anti-cancer |
| PT3386998T (pt) | 2015-12-11 | 2021-11-30 | NuCana plc | Síntese diastereosseletiva de derivados fosfato e do pró-fármaco gemcitabina nuc-10311 |
| 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 |
| GB201709471D0 (en) * | 2017-06-14 | 2017-07-26 | Nucana Biomed Ltd | Diastereoselective synthesis of hosphate derivatives |
| 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 |
| CN119546313A (zh) | 2022-05-12 | 2025-02-28 | 努卡那有限公司 | 使用nuc-7738的癌症治疗 |
| EP4630433A1 (en) | 2022-12-07 | 2025-10-15 | NuCana plc | Synthesis of nucleoside derivative nuc-3373 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016030335A1 (en) * | 2014-08-25 | 2016-03-03 | Medivir Ab | Dioxolane analogues of uridine for the treatment of cancer |
| WO2016083830A1 (en) * | 2014-11-28 | 2016-06-02 | Nucana Biomed Limited | New 2' and/or 5' amino-acid ester phosphoramidate 3'-deoxy adenosine derivatives as anti-cancer compounds |
| 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 |
| WO2017087517A1 (en) * | 2015-11-16 | 2017-05-26 | Demeter Therapeutics, Llc | Nucleic acid prodrugs |
| WO2017207989A1 (en) * | 2016-06-01 | 2017-12-07 | Nucana Biomed Limited | Adenosine derivatives for use in the treatment of cancer |
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| US4500707A (en) * | 1980-02-29 | 1985-02-19 | University Patents, Inc. | Nucleosides useful in the preparation of polynucleotides |
| 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 |
| US4668777A (en) * | 1981-03-27 | 1987-05-26 | University Patents, Inc. | Phosphoramidite nucleoside compounds |
| CN1192102C (zh) | 1998-01-23 | 2005-03-09 | 新生物生物公司 | 酶催化的治疗剂 |
| US7462605B2 (en) | 1998-01-23 | 2008-12-09 | Celmed Oncology (Usa), Inc. | Phosphoramidate compounds and methods of use |
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| GB0317009D0 (en) | 2003-07-21 | 2003-08-27 | Univ Cardiff | Chemical compounds |
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| GB0505781D0 (en) | 2005-03-21 | 2005-04-27 | Univ Cardiff | Chemical compounds |
| JP2009504704A (ja) | 2005-08-15 | 2009-02-05 | エフ.ホフマン−ラ ロシュ アーゲー | 抗ウイルス4′−置換プロヌクレオチドホスホルアミダート |
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| KR101995598B1 (ko) | 2010-07-19 | 2019-07-02 | 길리애드 사이언시즈, 인코포레이티드 | 부분입체 이성질성으로 순수한 포스포라미데이트 전구약물의 제조 방법 |
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| CA2828326C (en) | 2011-03-01 | 2019-05-07 | Nucana Biomed Limited | Phosphoramidate derivatives of 5 - fluoro - 2' - deoxyuridine for use in the treatment of cancer |
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| SI3150616T1 (sl) | 2012-11-16 | 2017-08-31 | University College Cardiff Consultants Limited | Mešanica rp/sp gemcitabin-(fenil-(benziloksi-l-alaninil))-fosfata |
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| EP3131914B1 (en) | 2014-04-16 | 2023-05-10 | Idenix Pharmaceuticals LLC | 3'-substituted methyl or alkynyl nucleosides for the treatment of hcv |
| HRP20201264T1 (hr) | 2014-06-25 | 2021-02-05 | NuCana plc | Prolijekovi gemcitabina |
| LT3119794T (lt) | 2014-06-25 | 2018-02-12 | NuCana plc | Kompozicija, apimanti gemcitabino provaistą |
| ES2830784T3 (es) | 2014-07-22 | 2021-06-04 | NuCana plc | Proceso para la preparación de gemcitabina-[fenil(benzoxi-L-alanil)]fosfato |
| GB201417644D0 (en) | 2014-10-06 | 2014-11-19 | Nucana Biomed Ltd | Method of separating phosphate diastereoisomers |
| CN105646629A (zh) | 2014-11-25 | 2016-06-08 | 广州市恒诺康医药科技有限公司 | L-核苷类化合物及其应用 |
| WO2016145142A1 (en) | 2015-03-10 | 2016-09-15 | Emory University | Nucleotide and nucleoside therapeutics compositions and uses related thereto |
| CA2985540C (en) | 2015-05-14 | 2021-08-24 | NuCana plc | Use of nuc-1031 in the treatment of cancer |
| 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 |
| CN106478753A (zh) | 2015-09-16 | 2017-03-08 | 博瑞生物医药(苏州)股份有限公司 | 一种nuc‑1031单一异构体的制备方法和用途 |
| 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 |
| JP7038653B2 (ja) | 2015-10-05 | 2022-03-18 | ニューカナ パブリック リミテッド カンパニー | 併用療法 |
| PT3386998T (pt) | 2015-12-11 | 2021-11-30 | NuCana plc | Síntese diastereosseletiva de derivados fosfato e do pró-fármaco gemcitabina nuc-10311 |
| GB201522764D0 (en) | 2015-12-23 | 2016-02-03 | Nucana Biomed Ltd | Formulations of phosphate derivatives |
| PL3393478T3 (pl) | 2015-12-23 | 2020-07-13 | NuCana plc | Terapia skojarzona |
| GB201609601D0 (en) | 2016-06-01 | 2016-07-13 | Nucana Biomed Ltd | Phosphoramidate compounds |
| GB201609600D0 (en) | 2016-06-01 | 2016-07-13 | Nucuna Biomed Ltd | Cancer treatments |
| GB201709471D0 (en) * | 2017-06-14 | 2017-07-26 | Nucana Biomed Ltd | Diastereoselective synthesis of hosphate derivatives |
| GB201713916D0 (en) | 2017-08-30 | 2017-10-11 | Nucana Biomed Ltd | Treatment regimens |
-
2017
- 2017-06-14 GB GBGB1709471.5A patent/GB201709471D0/en not_active Ceased
-
2018
- 2018-06-14 SG SG11201911543UA patent/SG11201911543UA/en unknown
- 2018-06-14 WO PCT/GB2018/051638 patent/WO2018229493A2/en not_active Ceased
- 2018-06-14 MX MX2019014914A patent/MX390901B/es unknown
- 2018-06-14 IL IL312228A patent/IL312228B2/en unknown
- 2018-06-14 US US16/623,263 patent/US11414452B2/en active Active
- 2018-06-14 IL IL302559A patent/IL302559B2/en unknown
- 2018-06-14 CN CN201880039747.4A patent/CN110753697B/zh active Active
- 2018-06-14 EA EA201992873A patent/EA201992873A1/ru unknown
- 2018-06-14 JP JP2019569286A patent/JP7279991B2/ja active Active
- 2018-06-14 KR KR1020197036989A patent/KR102695300B1/ko active Active
- 2018-06-14 AU AU2018284131A patent/AU2018284131B2/en active Active
- 2018-06-14 MA MA049379A patent/MA49379A/fr unknown
- 2018-06-14 US US16/623,272 patent/US11897913B2/en active Active
- 2018-06-14 CA CA3064177A patent/CA3064177A1/en active Pending
- 2018-06-14 JP JP2019569336A patent/JP7248209B2/ja active Active
- 2018-06-14 WO PCT/GB2018/051641 patent/WO2018229495A1/en not_active Ceased
- 2018-06-14 BR BR112019026747-6A patent/BR112019026747A2/pt unknown
- 2018-06-14 CN CN202311430904.3A patent/CN117486959A/zh active Pending
- 2018-06-14 CA CA3065682A patent/CA3065682A1/en active Pending
- 2018-06-14 KR KR1020247026745A patent/KR20240127483A/ko active Pending
- 2018-06-14 IL IL271159A patent/IL271159B2/en unknown
- 2018-06-14 CN CN201880039189.1A patent/CN110785425B/zh active Active
- 2018-06-14 EP EP18735380.0A patent/EP3638684A2/en active Pending
- 2018-06-14 PH PH1/2019/502825A patent/PH12019502825A1/en unknown
- 2018-06-14 EP EP18735381.8A patent/EP3638685A1/en active Pending
- 2018-06-14 MX MX2019014907A patent/MX391332B/es unknown
-
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
-
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
- 2024-01-24 AU AU2024200428A patent/AU2024200428B2/en active Active
- 2024-06-20 US US18/749,420 patent/US20250171487A1/en active Pending
- 2024-07-18 JP JP2024114519A patent/JP2024138523A/ja active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016030335A1 (en) * | 2014-08-25 | 2016-03-03 | Medivir Ab | Dioxolane analogues of uridine for the treatment of cancer |
| WO2016083830A1 (en) * | 2014-11-28 | 2016-06-02 | Nucana Biomed Limited | New 2' and/or 5' amino-acid ester phosphoramidate 3'-deoxy adenosine derivatives as anti-cancer compounds |
| 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 |
| WO2017087517A1 (en) * | 2015-11-16 | 2017-05-26 | Demeter Therapeutics, Llc | Nucleic acid prodrugs |
| WO2017207989A1 (en) * | 2016-06-01 | 2017-12-07 | Nucana Biomed Limited | Adenosine derivatives for use in the treatment of cancer |
Non-Patent Citations (4)
| Title |
|---|
| MCGUIGAN, CHRISTOPHER, ET AL., PHOSPHORAMIDATE PROTIDES OF THE ANTICANCER AGENT FUDR SUCCESSFULLY DELIVER THE PREFORMED BIOACTIVE MONOPHOSPHATE IN CELLS AND CONFER ADVANTAGE OVER THE PARENT NUCLEOSIDE, 27 October 2011 (2011-10-27) * |
| ROSS, BRUCE S., ET AL., SYNTHESIS OF DIASTEREOMERICALLY PURE NUCLEOTIDE PHOSPHORAMIDATES, 21 October 2011 (2011-10-21) * |
| SERPI, MICHAELA, ET AL., SYNTHETIC APPROACHES FOR THE PREPARATION OF PHOSPHORAMIDATE PRODRUGS OF 2??DEOXYPSEUDOISOCYTIDINE, 5 May 2017 (2017-05-05) * |
| SIMMONS, BRYON, ET AL., MECHANISM-BASED SOLUTION TO THE PROTIDE SYNTHESIS PROBLEM: SELECTIVE ACCESS TO SOFOSBUVIR, ACELARIN, AND INX-08189, 18 April 2017 (2017-04-18) * |
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