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 PDF

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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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JP2020523381A5 (OSRAM
JP2020523381A (ja
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ラクシュミー ナラシンハ ラーオ ダムマラパテ ヴェンカタ
ブスハン コタラ マニ
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ニューカナ パブリック リミテッド カンパニー
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/16Purine radicals
    • C07H19/20Purine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00Processes for the preparation of sugar derivatives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00Processes for the preparation of sugar derivatives
    • C07H1/02Phosphorylation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06Pyrimidine radicals
    • C07H19/10Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/16Purine radicals
    • C07H19/20Purine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
    • C07H19/207Purine 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
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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  • 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)
JP2019569336A 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 Active JP7248209B2 (ja)

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)

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JP2020523381A JP2020523381A (ja) 2020-08-06
JP2020523381A5 JP2020523381A5 (OSRAM) 2021-07-26
JP7248209B2 true JP7248209B2 (ja) 2023-03-29

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JP2019569286A Active JP7279991B2 (ja) 2017-06-14 2018-06-14 ホスフェート誘導体の合成
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
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

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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

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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)

Cited By (1)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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
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 (2)

* Cited by examiner, † Cited by third party
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

Family Cites Families (57)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE279248C (OSRAM)
US3792039A (en) 1971-12-27 1974-02-12 Miles Lab Poly 2'-fluoro-2'-deoxyuridylic acid
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
US6683061B1 (en) 1999-07-22 2004-01-27 Newbiotics, Inc. Enzyme catalyzed therapeutic activation
GB0317009D0 (en) 2003-07-21 2003-08-27 Univ Cardiff Chemical compounds
JP2008523082A (ja) 2004-12-09 2008-07-03 リージェンツ オブ ザ ユニバーシティ オブ ミネソタ 抗菌活性および抗癌活性を有するヌクレオチド
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
GB0623493D0 (en) 2006-11-24 2007-01-03 Univ Cardiff Chemical compounds
US7951789B2 (en) * 2006-12-28 2011-05-31 Idenix Pharmaceuticals, Inc. Compounds and pharmaceutical compositions for the treatment of viral infections
US7964580B2 (en) 2007-03-30 2011-06-21 Pharmasset, Inc. Nucleoside phosphoramidate prodrugs
US20090206007A1 (en) 2008-02-20 2009-08-20 Air Products And Chemicals, Inc. Process and apparatus for upgrading coal using supercritical water
JP2012514657A (ja) 2009-01-09 2012-06-28 ユニバーシテイ・カレツジ・オブ・カーデイフ・コンサルタンツ・リミテツド ウィルス感染を治療するためのグアノシンヌクレオシド化合物のホスホルアミダート誘導体
US20100249068A1 (en) 2009-03-20 2010-09-30 Alios Biopharma, Inc. Substituted nucleoside and nucleotide analogs
US8618076B2 (en) 2009-05-20 2013-12-31 Gilead Pharmasset Llc Nucleoside phosphoramidates
TWI583692B (zh) 2009-05-20 2017-05-21 基利法瑪席特有限責任公司 核苷磷醯胺
SMT201700412T1 (it) 2010-03-31 2017-11-15 Gilead Pharmasset Llc Procedimento per la cristallizzazione di (s)-isopropil 2-(((s)-(perfluorofenossi)(fenossi)fosforil)ammino)propanoato
JP5872539B2 (ja) 2010-03-31 2016-03-01 ギリアド ファーマセット エルエルシー プリンヌクレオシドホスホルアミダート
KR101995598B1 (ko) 2010-07-19 2019-07-02 길리애드 사이언시즈, 인코포레이티드 부분입체 이성질성으로 순수한 포스포라미데이트 전구약물의 제조 방법
EA025341B1 (ru) 2010-09-22 2016-12-30 Алиос Биофарма, Инк. Замещенные аналоги нуклеотидов
WO2012040126A1 (en) 2010-09-22 2012-03-29 Alios Biopharma, Inc. Substituted nucleotide analogs
PT3042910T (pt) 2010-11-30 2019-04-16 Gilead Pharmasset Llc 2'-espiro-nucleósidos para utilização na terapia da hepatite c
AU2011349278C1 (en) 2010-12-22 2017-01-19 Alios Biopharma, Inc. Cyclic nucleotide analogs
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
EP2890704B1 (en) 2012-08-31 2018-02-28 Novartis AG 2'-ethynyl nucleoside derivatives for treatment of viral infections
SI3150616T1 (sl) 2012-11-16 2017-08-31 University College Cardiff Consultants Limited Mešanica rp/sp gemcitabin-(fenil-(benziloksi-l-alaninil))-fosfata
HK1224229A1 (zh) 2013-06-26 2017-08-18 Alios Biopharma, Inc. 取代的核苷,核苷酸及其类似物
HRP20220911T1 (hr) 2013-09-11 2022-10-28 Emory University Sastav nukleotida i nukleozida i njihova uporaba
AU2014331863C1 (en) 2013-10-11 2019-05-16 Alios Biopharma, Inc. Substituted nucleosides, nucleotides and analogs thereof
BR112016011949A8 (pt) 2013-11-27 2020-04-28 Idenix Pharmaceuticals Llc composto, composição farmacêutica, e, uso dos mesmos”
CZ307789B6 (cs) * 2014-04-15 2019-05-09 Zentiva, K.S. Způsob výroby biologicky účinných fosforamidátových léčiv
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
SG10201911558UA (en) * 2014-08-25 2020-01-30 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
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
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
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
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
CN108431016A (zh) * 2015-11-16 2018-08-21 艾可瑞恩治疗公司 核酸前体药物
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
GB201609602D0 (en) * 2016-06-01 2016-07-13 Nucuna Biomed Ltd Chemical compounds
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
GB201713916D0 (en) 2017-08-30 2017-10-11 Nucana Biomed Ltd Treatment regimens

Patent Citations (2)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

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KR20200016864A (ko) 2020-02-17
CL2019003632A1 (es) 2020-08-14
CA3065682A1 (en) 2018-12-20
MA49379A (fr) 2020-04-22
EA201992873A1 (ru) 2020-05-19
US20220402962A1 (en) 2022-12-22
AU2018284131B2 (en) 2022-04-07
JP2023095954A (ja) 2023-07-06
GB201709471D0 (en) 2017-07-26
CA3064177A1 (en) 2018-12-20
AU2022204691B2 (en) 2023-11-23
BR112019026747A2 (pt) 2020-06-30
WO2018229493A2 (en) 2018-12-20
PH12019502825A1 (en) 2020-10-26
IL302559B1 (en) 2024-05-01
MX2022003822A (es) 2022-05-25
CN110753697B (zh) 2023-10-13
IL271159B1 (en) 2023-06-01
AU2022204691A1 (en) 2022-08-04
AU2024200428A1 (en) 2024-02-08
US11414452B2 (en) 2022-08-16
IL302559A (en) 2023-07-01
IL302559B2 (en) 2024-09-01
MX2019014914A (es) 2020-02-13
JP2024138523A (ja) 2024-10-08
JP2020523381A (ja) 2020-08-06
JP7525687B2 (ja) 2024-07-30
IL271159A (en) 2020-01-30
IL312228B1 (en) 2025-02-01
KR20240127483A (ko) 2024-08-22
MX390901B (es) 2025-03-21
US20200181190A1 (en) 2020-06-11
WO2018229495A1 (en) 2018-12-20
IL312228B2 (en) 2025-06-01
CN110753697A (zh) 2020-02-04
JP7279991B2 (ja) 2023-05-23
SA519410795B1 (ar) 2023-11-19
CN110785425B (zh) 2023-11-21
IL271159B2 (en) 2023-10-01
AU2024200428B2 (en) 2025-10-16
SG11201911543UA (en) 2020-01-30
US20200181186A1 (en) 2020-06-11
EP3638685A1 (en) 2020-04-22
MX391332B (es) 2025-03-21
US11897913B2 (en) 2024-02-13
CN110785425A (zh) 2020-02-11
KR102695300B1 (ko) 2024-08-16
US20250171487A1 (en) 2025-05-29
CN117486959A (zh) 2024-02-02
AU2018284131A1 (en) 2020-01-16
MX2019014907A (es) 2020-02-13
EP3638684A2 (en) 2020-04-22
US12054511B2 (en) 2024-08-06
WO2018229493A3 (en) 2019-02-07
IL312228A (en) 2024-06-01
JP2020523378A (ja) 2020-08-06

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