AU580151B2 - 9-(phosphonylmethoxyalkyl) adenines, the method of preparation and utilization thereof - Google Patents

9-(phosphonylmethoxyalkyl) adenines, the method of preparation and utilization thereof

Info

Publication number
AU580151B2
AU580151B2 AU56328/86A AU5632886A AU580151B2 AU 580151 B2 AU580151 B2 AU 580151B2 AU 56328/86 A AU56328/86 A AU 56328/86A AU 5632886 A AU5632886 A AU 5632886A AU 580151 B2 AU580151 B2 AU 580151B2
Authority
AU
Australia
Prior art keywords
sup
phosphonylmethoxyalkyl
adenines
utilization
preparation
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.)
Expired
Application number
AU56328/86A
Other languages
English (en)
Other versions
AU5632886A (en
Inventor
Antonin Holy
Ivan Rosenberg
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Institute of Organic Chemistry and Biochemistry CAS
Original Assignee
Czech Academy of Sciences CAS
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Czech Academy of Sciences CAS filed Critical Czech Academy of Sciences CAS
Publication of AU5632886A publication Critical patent/AU5632886A/en
Application granted granted Critical
Publication of AU580151B2 publication Critical patent/AU580151B2/en
Anticipated expiration legal-status Critical
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
    • C07F9/65616—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings containing the ring system having three or more than three double bonds between ring members or between ring members and non-ring members, e.g. purine or analogs
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Virology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
AU56328/86A 1985-04-25 1986-04-17 9-(phosphonylmethoxyalkyl) adenines, the method of preparation and utilization thereof Expired AU580151B2 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CS853017A CS263951B1 (en) 1985-04-25 1985-04-25 9-(phosponylmethoxyalkyl)adenines and method of their preparation

Publications (2)

Publication Number Publication Date
AU5632886A AU5632886A (en) 1986-10-30
AU580151B2 true AU580151B2 (en) 1989-01-05

Family

ID=5369028

Family Applications (1)

Application Number Title Priority Date Filing Date
AU56328/86A Expired AU580151B2 (en) 1985-04-25 1986-04-17 9-(phosphonylmethoxyalkyl) adenines, the method of preparation and utilization thereof

Country Status (13)

Country Link
US (1) US4808716A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
EP (1) EP0206459B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
JP (1) JPS61275289A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
AT (1) ATE78259T1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
AU (1) AU580151B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
CA (1) CA1295614C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
CS (1) CS263951B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
DE (1) DE3686002T2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
DK (1) DK173625B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
EG (1) EG18079A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
HK (1) HK213296A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
NO (1) NO174510B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
NZ (1) NZ215925A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU613592B2 (en) * 1986-11-18 1991-08-08 Institute Of Organic Chemistry And Biochemistry Of The Academy Of Sciences Of The Czech Republic Antiviral phosophonomethoxy-alkyene purine and pyrimide derivatives
AU653552B2 (en) * 1990-08-10 1994-10-06 Institute Of Organic Chemistry And Biochemistry Of The Academy Of Sciences Of The Czech Republic Novel process for the preparation of nucleotides

Families Citing this family (85)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5047533A (en) * 1983-05-24 1991-09-10 Sri International Acyclic purine phosphonate nucleotide analogs
US4845084A (en) * 1984-01-26 1989-07-04 Merck & Co., Inc. Phosphate derivatives of substituted butyl guanines, antiviral compositions containing them, and methods of treating viral infections with them
CS264222B1 (en) * 1986-07-18 1989-06-13 Holy Antonin N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them
US5650510A (en) * 1986-11-18 1997-07-22 Institute Of Organic Chemistry And Biochemistry Of The Academy Of Sciences Of The Czech Republic Antiviral phosphonomethoxyalkylene purine and pyrimidine derivatives
IE883550L (en) * 1987-11-30 1989-05-30 Salvatore Mario Pandolfo Novel compounds
US5247085A (en) * 1987-11-30 1993-09-21 Beecham Group P.L.C. Antiviral purine compounds
EP0335770B1 (en) * 1988-04-01 1997-01-15 Merrell Pharmaceuticals Inc. Novel fluorophosphonate nucleotide derivatives
EP0339161A1 (en) * 1988-04-01 1989-11-02 Merrell Dow Pharmaceuticals Inc. Novel fluorophosphonate nucleotide derivatives
US5284837A (en) * 1988-05-06 1994-02-08 Medivir Ab Derivatives of purine, process for their preparation and a pharmaceutical preparation
EP0353955A3 (en) * 1988-08-02 1991-08-14 Beecham Group Plc Novel compounds
US5744600A (en) * 1988-11-14 1998-04-28 Institute Of Organic Chemistry And Biochemistry Of The Academy Of Sciences Of The Czech Republic Phosphonomethoxy carbocyclic nucleosides and nucleotides
US4966895A (en) * 1989-02-02 1990-10-30 Merck & Co. Inc. Cyclic monophosphates of purine and pyrimidine acyclonucleosides as anti-retroviral agents
US5688778A (en) * 1989-05-15 1997-11-18 Institute Of Organic Chemistry And Biochemistry Of The Academy Of Sciences Of The Czech Republic Nucleoside analogs
GB8912043D0 (en) * 1989-05-25 1989-07-12 Beecham Group Plc Novel compounds
US5302585A (en) * 1990-04-20 1994-04-12 Institute Of Organic Chemistry And Biochemistry Of The Academy Of Sciences Of The Czech Republic Use of chiral 2-(phosphonomethoxy)propyl guanines as antiviral agents
CS276072B6 (en) * 1990-08-06 1992-03-18 Ustav Organicke Chemie A Bioch (2R)-2-/DI(2-PROPYL)PHOSPHONYLMETHOXY/-3-p-TOLUENESULFONYLOXY -1- TRIMETHYLACETOXYPROPANE AND PROCESS FOR PREPARING THEREOF
ATE167679T1 (de) * 1990-09-14 1998-07-15 Acad Of Science Czech Republic Wirkstoffvorläufer von phosphonaten
US5208221A (en) * 1990-11-29 1993-05-04 Bristol-Myers Squibb Company Antiviral (phosphonomethoxy) methoxy purine/pyrimidine derivatives
US6057305A (en) * 1992-08-05 2000-05-02 Institute Of Organic Chemistry And Biochemistry Of The Academy Of Sciences Of The Czech Republic Antiretroviral enantiomeric nucleotide analogs
US5514798A (en) * 1993-06-02 1996-05-07 Gilead Sciences, Inc. Method and cyclic carbonates for nucleotide analogues
JPH09506333A (ja) * 1993-09-17 1997-06-24 ギリアード サイエンシーズ，インコーポレイテッド 治療化合物の投薬方法
US5798340A (en) 1993-09-17 1998-08-25 Gilead Sciences, Inc. Nucleotide analogs
US5656745A (en) * 1993-09-17 1997-08-12 Gilead Sciences, Inc. Nucleotide analogs
DE4408534A1 (de) * 1994-03-14 1995-09-28 Hoechst Ag Substituierte N-Ethyl-Glycinderivate zur Herstellung von PNA und PNA-/DNA-Hybriden
US6465650B1 (en) 1995-03-13 2002-10-15 Aventis Pharma Deutschland Gmbh Substituted N-ethylglycine derivatives for preparing PNA and PNA/DNA hybrids
US5977061A (en) * 1995-04-21 1999-11-02 Institute Of Organic Chemistry And Biochemistry Of The Academy Of Sciences Of The Czech Republic N6 - substituted nucleotide analagues and their use
US5877166A (en) * 1996-04-29 1999-03-02 Sri International Enantiomerically pure 2-aminopurine phosphonate nucleotide analogs as antiviral agents
US5733788A (en) * 1996-07-26 1998-03-31 Gilead Sciences, Inc. PMPA preparation
AU713374B2 (en) * 1996-07-26 1999-12-02 Gilead Sciences, Inc. Nucleotide analogs
AU756793B2 (en) * 1997-07-25 2003-01-23 Gilead Sciences, Inc. Nucleotide analog composition and synthesis method
US5935946A (en) * 1997-07-25 1999-08-10 Gilead Sciences, Inc. Nucleotide analog composition and synthesis method
WO2000029414A1 (fr) * 1998-11-18 2000-05-25 Viktor Veniaminovich Tets Dialkyl-1-aryl-1-(2,4-dioxo-5-amino-1,3-pyrimidin-5-yl)methylphosphonates
US7205404B1 (en) * 1999-03-05 2007-04-17 Metabasis Therapeutics, Inc. Phosphorus-containing prodrugs
IL153658A0 (en) 2000-07-21 2003-07-06 Gilead Sciences Inc Prodrugs of phosphonate nucleotide analogues and methods for selecting and making same
ES2564144T3 (es) 2001-06-29 2016-03-18 Institute Of Organic Chemistry And Biochemistry Of The Academy Of Sciences Of The Czech Republic Derivados de 6-[2-(fosfonometoxi)alcoxi] pirimidina que tienen actividad antivírica
EA200400690A1 (ru) * 2001-11-14 2005-06-30 Байокрист Фармасьютикалз, Инк. Нуклеозиды, их препараты и их применение в качестве ингибиторов вирусных рнк-полимераз
US7388002B2 (en) 2001-11-14 2008-06-17 Biocryst Pharmaceuticals, Inc. Nucleosides, preparation thereof and use as inhibitors of RNA viral polymerases
EP1532157A4 (en) * 2002-05-13 2009-02-25 Metabasis Therapeutics Inc NEW PRODRUGS FROM PMEA TO PHOSPHONIC ACID BASE AND ITS ANALOG
WO2003095665A2 (en) 2002-05-13 2003-11-20 Metabasis Therapeutics, Inc. Pmea and pmpa cyclic producing synthesis
KR101101962B1 (ko) * 2002-11-12 2012-01-02 티안진 디실리 인베스트먼트 홀딩 그룹, 리미티드 새로운 결정 형태를 가진 아데포비어 디피복실의 제조 방법
KR20080032014A (ko) * 2003-01-14 2008-04-11 길리애드 사이언시즈, 인코포레이티드 복합 항바이러스 치료를 위한 조성물 및 방법
JP5280631B2 (ja) 2003-06-16 2013-09-04 インスティチュート オブ オーガニック ケミストリー アンド バイオケミストリー， アカデミー オブ サイエンシズ オブ ザ チェコ リパブリック 抗ウイルスヌクレオチド類似物としてのホスホネート基を有するピリミジン化合物
AU2004260789B2 (en) * 2003-07-30 2011-06-30 Gilead Sciences, Inc. Nucleobase phosphonate analogs for antiviral treatment
EP1753762B1 (en) * 2004-06-08 2014-03-19 Metabasis Therapeutics, Inc. Lewis acid mediated synthesis of cyclic esters
CN100338080C (zh) * 2004-06-16 2007-09-19 山东中科泰斗化学有限公司 9－[2－(膦羧基甲氧基)乙基]腺嘌呤双环醇酯及其制备方法
UA93354C2 (ru) 2004-07-09 2011-02-10 Гилиад Сайенсиз, Инк. Местный противовирусный препарат
US8101745B2 (en) * 2004-12-16 2012-01-24 The Regents Of The University Of California Lung-targeted drugs
US20090156545A1 (en) * 2005-04-01 2009-06-18 Hostetler Karl Y Substituted Phosphate Esters of Nucleoside Phosphonates
TWI471145B (zh) 2005-06-13 2015-02-01 Bristol Myers Squibb & Gilead Sciences Llc 單一式藥學劑量型
TWI375560B (en) 2005-06-13 2012-11-01 Gilead Sciences Inc Composition comprising dry granulated emtricitabine and tenofovir df and method for making the same
EP1924594A2 (en) 2005-07-25 2008-05-28 Intermune, Inc. Novel macrocyclic inhibitors of hepatitis c virus replication
WO2007013085A1 (en) * 2005-07-26 2007-02-01 Hetero Drugs Limited Novel process for acyclic phosphonate nucleotide analogs
JP2009511595A (ja) * 2005-10-11 2009-03-19 インターミューン・インコーポレーテッド Ｃ型肝炎ウイルスの複製を阻害する化合物および方法
JP5231242B2 (ja) * 2005-12-14 2013-07-10 シプラ・リミテッド ヌクレオチド及びヌクレオシド系逆転写酵素阻害剤（テノホビル及びラミブジン）を剤形の異なる部分に含む医薬組合せ
FR2908133B1 (fr) * 2006-11-08 2012-12-14 Centre Nat Rech Scient Nouveaux analogues de nucleotides comme molecules precurseurs d'antiviraux
CN102066369B (zh) 2007-06-18 2013-05-29 广东东阳光药业有限公司 一种溴苯基-取代的噻唑二氢嘧啶
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CN103665043B (zh) 2012-08-30 2017-11-10 江苏豪森药业集团有限公司 一种替诺福韦前药及其在医药上的应用
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AU2014228321C1 (en) 2013-03-15 2019-07-11 The Regents Of The University Of California Acyclic nucleoside phosphonate diesters
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US10167302B2 (en) * 2014-05-23 2019-01-01 University College Cork Phosphonate nucleosides useful in the treatment of viral diseases
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PL3194411T3 (pl) 2014-09-15 2022-06-20 The Regents Of The University Of California Analogi nukleotydów
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AU8092587A (en) * 1986-11-18 1988-05-19 Bristol-Myers Squibb Company Synthesis of purin-9-ylalkylenoxymethyl phosphonic acids

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US4347360A (en) * 1980-09-16 1982-08-31 Ens Bio Logicals Inc. Ring open nucleoside analogues
CS233665B1 (en) * 1983-01-06 1985-03-14 Antonin Holy Processing of isomere o-phosphonylmethylderivative of anantiomere racemic vicinal diene

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU613592B2 (en) * 1986-11-18 1991-08-08 Institute Of Organic Chemistry And Biochemistry Of The Academy Of Sciences Of The Czech Republic Antiviral phosophonomethoxy-alkyene purine and pyrimide derivatives
AU653552B2 (en) * 1990-08-10 1994-10-06 Institute Of Organic Chemistry And Biochemistry Of The Academy Of Sciences Of The Czech Republic Novel process for the preparation of nucleotides

Also Published As

Publication number Publication date
AU5632886A (en) 1986-10-30
EP0206459A3 (en) 1987-05-20
DK173625B1 (da) 2001-05-07
DE3686002D1 (de) 1992-08-20
NZ215925A (en) 1989-01-27
DK167886D0 (da) 1986-04-11
JPS61275289A (ja) 1986-12-05
HK213296A (en) 1996-12-06
CA1295614C (en) 1992-02-11
DK167886A (da) 1986-10-26
CS263951B1 (en) 1989-05-12
NO861621L (no) 1986-10-27
EP0206459B1 (en) 1992-07-15
ATE78259T1 (de) 1992-08-15
JPH0433798B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) 1992-06-04
EG18079A (en) 1992-06-30
NO174510B (no) 1994-02-07
NO174510C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) 1994-05-18
DE3686002T2 (de) 1992-12-17
US4808716A (en) 1989-02-28
EP0206459A2 (en) 1986-12-30

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