JP5509080B2 - 抗インフルエンザ活性を有するオセルタミビル含有ホスホネートコンジナーの合成 - Google Patents

抗インフルエンザ活性を有するオセルタミビル含有ホスホネートコンジナーの合成 Download PDF

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JP5509080B2
JP5509080B2 JP2010523180A JP2010523180A JP5509080B2 JP 5509080 B2 JP5509080 B2 JP 5509080B2 JP 2010523180 A JP2010523180 A JP 2010523180A JP 2010523180 A JP2010523180 A JP 2010523180A JP 5509080 B2 JP5509080 B2 JP 5509080B2
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JP2010538019A (ja
JP2010538019A5 (https=
Inventor
チ−フエイ・ウォン
ファン・ジン−ミン
シエ・ジウン−ジエ
チェン・イ−シュン・エドモンド
ジャン・ジア−トスロン
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Academia Sinica
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    • 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
    • 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
    • A61K31/7052—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
    • A61K31/706—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom
    • A61K31/7064—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines
    • A61K31/7076—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines containing purines, e.g. adenosine, adenylic acid
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/16—Antivirals for RNA viruses for influenza or rhinoviruses
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Chemical & Material Sciences (AREA)
  • Molecular Biology (AREA)
  • Epidemiology (AREA)
  • Virology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Pulmonology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
JP2010523180A 2007-08-31 2008-08-29 抗インフルエンザ活性を有するオセルタミビル含有ホスホネートコンジナーの合成 Expired - Fee Related JP5509080B2 (ja)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US96949107P 2007-08-31 2007-08-31
US60/969,491 2007-08-31
US4850708P 2008-04-28 2008-04-28
US61/048,507 2008-04-28
PCT/US2008/074914 WO2009029888A2 (en) 2007-08-31 2008-08-29 Synthesis of oseltamivir containing phosphonate congeners with anti-influenza activity

Publications (3)

Publication Number Publication Date
JP2010538019A JP2010538019A (ja) 2010-12-09
JP2010538019A5 JP2010538019A5 (https=) 2011-10-13
JP5509080B2 true JP5509080B2 (ja) 2014-06-04

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ID=40388153

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JP2010523180A Expired - Fee Related JP5509080B2 (ja) 2007-08-31 2008-08-29 抗インフルエンザ活性を有するオセルタミビル含有ホスホネートコンジナーの合成

Country Status (8)

Country Link
US (1) US7888337B2 (https=)
EP (1) EP2190439B1 (https=)
JP (1) JP5509080B2 (https=)
KR (1) KR101535691B1 (https=)
CN (1) CN101883569B (https=)
AU (1) AU2008292859C1 (https=)
CA (1) CA2697837C (https=)
WO (1) WO2009029888A2 (https=)

Families Citing this family (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7960139B2 (en) 2007-03-23 2011-06-14 Academia Sinica Alkynyl sugar analogs for the labeling and visualization of glycoconjugates in cells
JP5986745B2 (ja) 2008-07-15 2016-09-06 アカデミア シニカＡｃａｄｅｍｉａ Ｓｉｎｉｃａ Ｐｔｆｅ様のアルミニウム・コート・ガラススライド上のグリカンアレイおよび関連する方法
EA201101564A1 (ru) 2009-05-15 2012-07-30 Редкс Фарма Лимитед Редокс производные лекарственных средств
US11377485B2 (en) 2009-12-02 2022-07-05 Academia Sinica Methods for modifying human antibodies by glycan engineering
US10087236B2 (en) 2009-12-02 2018-10-02 Academia Sinica Methods for modifying human antibodies by glycan engineering
US10338069B2 (en) 2010-04-12 2019-07-02 Academia Sinica Glycan arrays for high throughput screening of viruses
CN103068378B (zh) * 2010-05-10 2016-07-06 中央研究院 具有抗流感活性的扎那米韦膦酸酯同类物及其制备方法
US8515882B2 (en) 2010-11-18 2013-08-20 International Business Machines Corporation Efficient storage of individuals for optimization simulation
US8489526B2 (en) 2010-11-24 2013-07-16 International Business Machines Corporation Controlling quarantining and biasing in cataclysms for optimization simulations
US9563844B2 (en) 2011-06-30 2017-02-07 International Business Machines Corporation Speculative asynchronous sub-population evolutionary computing utilizing a termination speculation threshold
KR101331167B1 (ko) * 2011-08-26 2013-11-19 주식회사 씨트리 신규한 오셀타미비르 유도체 및 그 제조방법
DE102011117128A1 (de) * 2011-10-28 2013-05-02 Christian-Albrechts-Universität Zu Kiel Verbindungen zur Therapie der Influenza
US9165247B2 (en) 2012-01-04 2015-10-20 International Business Machines Corporation Using global and local catastrophes across sub-populations in parallel evolutionary computing
US10130714B2 (en) 2012-04-14 2018-11-20 Academia Sinica Enhanced anti-influenza agents conjugated with anti-inflammatory activity
WO2014031498A1 (en) 2012-08-18 2014-02-27 Academia Sinica Cell-permeable probes for identification and imaging of sialidases
CN103848762B (zh) * 2012-11-30 2016-08-31 北京普禄德医药科技有限公司 神经氨酸苷酶抑制剂的前药及其组合物和用途
RU2521593C1 (ru) * 2013-02-27 2014-06-27 Общество с ограниченной ответственностью "Интеллектуальный Диалог" Моно и дифторзамещенные этил (3r,4r,5s)-5-азидо-4-ацетиламино-3-(1-этилпропокси)-циклогексен-1-карбоксилаты, способ получения и применения
US9305257B2 (en) 2013-05-20 2016-04-05 International Business Machines Corporation Adaptive cataclysms in genetic algorithms
EP3013365B1 (en) 2013-06-26 2019-06-05 Academia Sinica Rm2 antigens and use thereof
WO2014210564A1 (en) 2013-06-27 2014-12-31 Academia Sinica Glycan conjugates and use thereof
US9782476B2 (en) 2013-09-06 2017-10-10 Academia Sinica Human iNKT cell activation using glycolipids with altered glycosyl groups
US10150818B2 (en) 2014-01-16 2018-12-11 Academia Sinica Compositions and methods for treatment and detection of cancers
CA2937123A1 (en) 2014-01-16 2015-07-23 Academia Sinica Compositions and methods for treatment and detection of cancers
WO2015148915A1 (en) 2014-03-27 2015-10-01 Academia Sinica Reactive labelling compounds and uses thereof
KR102512592B1 (ko) 2014-05-27 2023-03-21 아카데미아 시니카 항-ｈｅｒ2 글리코항체 및 이의 용도
KR20170003720A (ko) 2014-05-27 2017-01-09 아카데미아 시니카 항-ｃｄ20 글리코항체 및 이의 용도
US10118969B2 (en) 2014-05-27 2018-11-06 Academia Sinica Compositions and methods relating to universal glycoforms for enhanced antibody efficacy
CA2950423A1 (en) 2014-05-27 2015-12-03 Academia Sinica Compositions and methods relating to universal glycoforms for enhanced antibody efficacy
CN106714829A (zh) 2014-05-28 2017-05-24 中央研究院 抗TNF‑α醣抗体及其用途
CA2960712A1 (en) 2014-09-08 2016-03-17 Academia Sinica Human inkt cell activation using glycolipids
US9975965B2 (en) 2015-01-16 2018-05-22 Academia Sinica Compositions and methods for treatment and detection of cancers
US10495645B2 (en) 2015-01-16 2019-12-03 Academia Sinica Cancer markers and methods of use thereof
AU2015378564A1 (en) 2015-01-24 2017-07-13 Academia Sinica Novel glycan conjugates and methods of use thereof
WO2017156192A1 (en) 2016-03-08 2017-09-14 Academia Sinica Methods for modular synthesis of n-glycans and arrays thereof
EP3500594A4 (en) 2016-08-22 2020-03-11 Cho Pharma Inc. ANTIBODIES, BINDING FRAGMENTS AND METHOD FOR USE
CN114315626A (zh) * 2021-12-21 2022-04-12 艾希尔（深圳）药物研发有限公司 一种奥司他韦脱烷基杂质的制备方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CZ288492B6 (en) * 1990-04-24 2001-06-13 Biota Scient Management Derivatives of alpha-D-neuraminic acid, process of their preparation, their use and pharmaceutical preparations based thereon
WO1992006691A1 (en) 1990-10-19 1992-04-30 Biota Scientific Management Pty. Ltd. Anti-viral compounds that bind the active site of influenza neuramidase and display in vivo activity against orthomyxovirus and paramyxovirus
BR9607098B8 (pt) * 1995-02-27 2014-11-18 Gilead Sciences Inc Composto e composição farmacêutica.
US5763483A (en) 1995-12-29 1998-06-09 Gilead Sciences, Inc. Carbocyclic compounds
US20080009639A1 (en) 2006-07-10 2008-01-10 Apotex Pharmachem Inc. Preparation of oseltamivir phosphate (Tamiflu) and intermediates starting from D-glucose or D-xylose

Also Published As

Publication number Publication date
JP2010538019A (ja) 2010-12-09
CN101883569B (zh) 2013-08-21
KR20100074156A (ko) 2010-07-01
US20100113397A1 (en) 2010-05-06
EP2190439A2 (en) 2010-06-02
WO2009029888A3 (en) 2009-05-07
AU2008292859A1 (en) 2009-03-05
WO2009029888A2 (en) 2009-03-05
KR101535691B1 (ko) 2015-07-09
EP2190439B1 (en) 2016-03-09
AU2008292859C1 (en) 2014-03-06
CA2697837C (en) 2016-08-16
EP2190439A4 (en) 2013-02-20
US7888337B2 (en) 2011-02-15
AU2008292859B2 (en) 2013-09-19
CA2697837A1 (en) 2009-03-05
CN101883569A (zh) 2010-11-10

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