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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JP2010538019A5 (enExample
JP2010538019A (ja
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 (enExample) 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 (enExample)
EP (1) EP2190439B1 (enExample)
JP (1) JP5509080B2 (enExample)
KR (1) KR101535691B1 (enExample)
CN (1) CN101883569B (enExample)
AU (1) AU2008292859C1 (enExample)
CA (1) CA2697837C (enExample)
WO (1) WO2009029888A2 (enExample)

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
DK2318832T3 (da) 2008-07-15 2014-01-20 Academia Sinica Glycan-arrays på PTFE-lignende aluminiumcoatede objektglas og relaterede fremgangsmåder
BRPI1010981A2 (pt) 2009-05-15 2018-12-04 Redx Pharma Ltd "derivados de fármaco redox"
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
WO2011130332A1 (en) 2010-04-12 2011-10-20 Academia Sinica Glycan arrays for high throughput screening of viruses
DK2568976T3 (en) * 2010-05-10 2016-01-11 Academia Sinica Zanamivir-phosphonate congener with the anti-influenza activity, and determining the sensitivity oseltamivir in influenza viruses
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
US9914956B2 (en) 2012-08-18 2018-03-13 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
WO2014210397A1 (en) 2013-06-26 2014-12-31 Academia Sinica Rm2 antigens and use thereof
EP3013347B1 (en) 2013-06-27 2019-12-11 Academia Sinica Glycan conjugates and use thereof
EP3041484B1 (en) 2013-09-06 2021-03-03 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
KR20160104727A (ko) 2014-01-16 2016-09-05 아카데미아 시니카 암의 치료 및 검출을 위한 조성물 및 방법
TWI797430B (zh) 2014-03-27 2023-04-01 中央研究院 反應性標記化合物及其用途
JP2017518989A (ja) 2014-05-27 2017-07-13 アカデミア シニカＡｃａｄｅｍｉａ Ｓｉｎｉｃａ 抗ｃｄ２０糖操作抗体群およびその使用
EP4116329A1 (en) 2014-05-27 2023-01-11 Academia Sinica Anti-her2 glycoantibodies and uses thereof
KR20170010003A (ko) 2014-05-27 2017-01-25 아카데미아 시니카 박테로이드 기원의 푸코시다제 및 이의 사용 방법
US10118969B2 (en) 2014-05-27 2018-11-06 Academia Sinica Compositions and methods relating to universal glycoforms for enhanced antibody efficacy
JP7063538B2 (ja) 2014-05-28 2022-05-09 アカデミア シニカ 抗ＴＮＦα糖操作抗体群およびその使用
EP3191500A4 (en) 2014-09-08 2018-04-11 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
CN109195996A (zh) 2016-03-08 2019-01-11 中央研究院 N-聚醣及其阵列的模组化合成方法
CA3034057A1 (en) 2016-08-22 2018-03-01 CHO Pharma Inc. Antibodies, binding fragments, and methods of 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
SK282950B6 (sk) * 1990-04-24 2003-01-09 Biota Scientific Management Pty Ltd Deriváty alfa-D-neuramínovej kyseliny, spôsob ich prípravy, ich použitie a farmaceutické prípravky na ich báze
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
CN100409844C (zh) * 1995-02-27 2008-08-13 吉里德科学公司 神经氨酸苷酶抑制剂
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
US20100113397A1 (en) 2010-05-06
US7888337B2 (en) 2011-02-15
CN101883569A (zh) 2010-11-10
AU2008292859C1 (en) 2014-03-06
EP2190439B1 (en) 2016-03-09
WO2009029888A2 (en) 2009-03-05
WO2009029888A3 (en) 2009-05-07
AU2008292859B2 (en) 2013-09-19
EP2190439A4 (en) 2013-02-20
CA2697837A1 (en) 2009-03-05
JP2010538019A (ja) 2010-12-09
KR101535691B1 (ko) 2015-07-09
CA2697837C (en) 2016-08-16
AU2008292859A1 (en) 2009-03-05
KR20100074156A (ko) 2010-07-01
EP2190439A2 (en) 2010-06-02
CN101883569B (zh) 2013-08-21

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