JP2012530113A - より良好な生物学的利用能を示すホスホネート誘導体の合成のためのホスホネートシントン - Google Patents

より良好な生物学的利用能を示すホスホネート誘導体の合成のためのホスホネートシントン Download PDF

Info

Publication number
JP2012530113A
JP2012530113A JP2012515500A JP2012515500A JP2012530113A JP 2012530113 A JP2012530113 A JP 2012530113A JP 2012515500 A JP2012515500 A JP 2012515500A JP 2012515500 A JP2012515500 A JP 2012515500A JP 2012530113 A JP2012530113 A JP 2012530113A
Authority
JP
Japan
Prior art keywords
group
formula
branched
compound
linear
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.)
Pending
Application number
JP2012515500A
Other languages
English (en)
Japanese (ja)
Other versions
JP2012530113A5 (enExample
Inventor
エー． アグロフォリオ，ルイギ
ロイ，ヴィンセント
プラデレ，ウゴ
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.)
University of Orléans
Original Assignee
University of Orléans
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 University of Orléans filed Critical University of Orléans
Publication of JP2012530113A publication Critical patent/JP2012530113A/ja
Publication of JP2012530113A5 publication Critical patent/JP2012530113A5/ja
Pending 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
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40—Esters thereof
    • C07F9/4071—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4075—Esters with hydroxyalkyl compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • 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
    • 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
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
    • 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
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4015—Esters of acyclic unsaturated acids
    • 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
    • C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
    • C07F9/6509—Six-membered rings
    • C07F9/6512—Six-membered rings having the nitrogen atoms in positions 1 and 3
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
JP2012515500A 2009-06-18 2010-06-17 より良好な生物学的利用能を示すホスホネート誘導体の合成のためのホスホネートシントン Pending JP2012530113A (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP09305562A EP2270021A1 (en) 2009-06-18 2009-06-18 Phosphonates synthons for the synthesis of phosphonates derivatives showing better bioavailability
EP09305562.2 2009-06-18
PCT/EP2010/058567 WO2010146127A1 (en) 2009-06-18 2010-06-17 Phosphonates synthons for the synthesis of phosphonates derivatives showing better bioavailability

Publications (2)

Publication Number Publication Date
JP2012530113A true JP2012530113A (ja) 2012-11-29
JP2012530113A5 JP2012530113A5 (enExample) 2013-08-01

Family

ID=41171101

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2012515500A Pending JP2012530113A (ja) 2009-06-18 2010-06-17 より良好な生物学的利用能を示すホスホネート誘導体の合成のためのホスホネートシントン

Country Status (6)

Country Link
US (1) US8785629B2 (enExample)
EP (2) EP2270021A1 (enExample)
JP (1) JP2012530113A (enExample)
CA (1) CA2764827C (enExample)
ES (1) ES2601849T3 (enExample)
WO (1) WO2010146127A1 (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2021177339A1 (ja) * 2020-03-04 2021-09-10 富士フイルム和光純薬株式会社 ホスホン酸エステルの製造方法、リン酸エステルの製造方法

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012034719A1 (en) * 2010-09-14 2012-03-22 Centre National De La Recherche Scientifique Novel antiviral acyclic nucleoside phosphonates
WO2023288045A2 (en) * 2021-07-15 2023-01-19 Alnylam Pharmaceuticals, Inc. Simple chemical approaches to introduce 2,6-diaminopurine and 2-aminoadenine conjugates into oligonucleotides

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05507938A (ja) * 1990-06-13 1993-11-11 グラツィエル，アーノルド 含リンプロドラッグ
JPH07506121A (ja) * 1993-02-19 1995-07-06 シンファ・ソシエテ・アノニム 置換ホスホネート，その製法およびその化合物含有の医薬組成物
WO1996040704A1 (en) * 1995-06-07 1996-12-19 Sardinian Antiviral Research Consortium Sarc S.C.R.L. Pyrazole-related derivatives endowed with antitumor and antiviral activities, procedures for their preparation, pharmaceutical formulations containing them
US5635449A (en) * 1995-04-07 1997-06-03 American Cyanamid Company Arylthioalkyl- and arylthioalkenylphosphonic acids and derivatives thereof useful as herbicidal agents
JP2000502355A (ja) * 1996-01-16 2000-02-29 ブリストル―マイヤーズ・スクイブ・カンパニー ミクロソーム・トリグリセリド転移プロテインの立体配座制限芳香族抑制剤および方法
WO2001039724A2 (en) * 1999-12-03 2001-06-07 The Regents Of The University Of California, San Diego Phosphonate compounds
WO2004035577A2 (en) * 2002-10-16 2004-04-29 Gilead Sciences, Inc. Pre-organized tricyclic integrase inhibitor compounds
WO2006020417A2 (en) * 2004-08-04 2006-02-23 Virginia Tech Intellectual Properties, Inc. Alkene mimics
JP2007238624A (ja) * 2003-04-25 2007-09-20 Gilead Sciences Inc 抗癌ホスホネートアナログ

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL6814978A (enExample) 1967-10-30 1969-05-02
BR6914868D0 (pt) * 1969-01-23 1973-03-20 & Co Inc Merck Processos quimicos
JPS6069089A (ja) 1983-09-26 1985-04-19 Nissan Chem Ind Ltd ジヒドロピリジン−５−ホスホネ−ト誘導体およびその製造法
EP0521622B1 (en) 1991-07-03 1997-08-13 PHARMACIA & UPJOHN COMPANY Pyrazolopyrimidine and pyrimidinyl bisphosphonic esters as anti-inflammatories
DE4343599A1 (de) 1993-12-21 1995-06-22 Bayer Ag Verwendung von Phosphonsäureestern zur Behandlung von Hirnleistungsstörungen und Depressionen
IT1290444B1 (it) 1997-03-27 1998-12-03 Boehringer Mannheim Italia Coniugati di bis-fosfonati con funzionalita' alchilanti aventi attivita' antitumorale
TW200408645A (en) 2002-04-26 2004-06-01 Gilead Sciences Inc Non nucleoside reverse transcriptase inhibitors
AU2003299029A1 (en) 2002-09-19 2004-04-08 Ilex Oncology Research, Sarl Substituted phosphonate compounds having bone anabolic activity
EP2428516A1 (en) 2003-11-19 2012-03-14 Metabasis Therapeutics, Inc. Novel phosphorus-containing thyromimetics
WO2008096002A1 (en) 2007-02-08 2008-08-14 Tibotec Pharmaceuticals Ltd. Hcv inhibiting macrocyclic phosphonates and amidophosphates

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05507938A (ja) * 1990-06-13 1993-11-11 グラツィエル，アーノルド 含リンプロドラッグ
JPH07506121A (ja) * 1993-02-19 1995-07-06 シンファ・ソシエテ・アノニム 置換ホスホネート，その製法およびその化合物含有の医薬組成物
US5635449A (en) * 1995-04-07 1997-06-03 American Cyanamid Company Arylthioalkyl- and arylthioalkenylphosphonic acids and derivatives thereof useful as herbicidal agents
WO1996040704A1 (en) * 1995-06-07 1996-12-19 Sardinian Antiviral Research Consortium Sarc S.C.R.L. Pyrazole-related derivatives endowed with antitumor and antiviral activities, procedures for their preparation, pharmaceutical formulations containing them
JP2000502355A (ja) * 1996-01-16 2000-02-29 ブリストル―マイヤーズ・スクイブ・カンパニー ミクロソーム・トリグリセリド転移プロテインの立体配座制限芳香族抑制剤および方法
WO2001039724A2 (en) * 1999-12-03 2001-06-07 The Regents Of The University Of California, San Diego Phosphonate compounds
WO2004035577A2 (en) * 2002-10-16 2004-04-29 Gilead Sciences, Inc. Pre-organized tricyclic integrase inhibitor compounds
JP2007238624A (ja) * 2003-04-25 2007-09-20 Gilead Sciences Inc 抗癌ホスホネートアナログ
WO2006020417A2 (en) * 2004-08-04 2006-02-23 Virginia Tech Intellectual Properties, Inc. Alkene mimics

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
JPN6014036732; Ｅｔｔａｒｉ，　Ｒｏｂｅｒｔａ；　Ｎｉｚｉ，　Ｅｍａｎｕｅｌａ；　Ｄｉ　Ｆｒａｎｃｅｓｃｏ，　Ｍａｒｉａ　Ｅｍｉｌｉａ；　ｅｔ　ａｌ．: 'Ｎｏｎｐｅｐｔｉｄｉｃ　ｖｉｎｙｌ　ａｎｄ　ａｌｌｙｌ　ｐｈｏｓｐｈｏｎａｔｅｓ　ａｓ　ｆａｌｃｉｐａｉｎ-２　ｉｎｈｉｂｉｔｏｒｓ' ＣｈｅｍＭｅｄＣｈｅｍ ３（７）, 2008, １０３０-１０３３ *
JPN6014036734; Ｋｕｍａｍｏｔｏ，　Ｈｉｒｏｋｉ；　Ｔｏｐａｌｉｓ，　Ｄｉｍｉｔｒｉ；　Ｂｒｏｇｇｉ，　Ｊｕｌｉｅ；　Ｐｒａｄｅｒｅ，　Ｕｇｏ；　Ｒｏｙ，Ｖｉｎｃｅｎｔ；　Ｂｅｒｔｅｉｎａ-Ｒａｂｏｉｎ，　Ｓａｂｉｎ: 'Ｐｒｅｐａｒａｔｉｏｎ　ｏｆ　ａｃｙｃｌｏ　ｎｕｃｌｅｏｓｉｄｅ　ｐｈｏｓｐｈｏｎａｔｅ　ａｎａｌｏｇｕｅｓ　ｂａｓｅｄ　ｏｎ　ｃｒｏｓｓ-ｍｅｔａｔｈｅｓｉｓ' Ｔｅｔｒａｈｅｄｒｏｎ ６４（１６）, 2008, ３５１７-３５２６ *
JPN6014036735; Ｃｈａｖｅｚ，　Ｍｅｄａｒｄｏ　Ｒ．；　Ｚｈａｏ，　Ｐｉｙｕ；　Ｋｏｖａｃｓ，　Ｚｏｌｔａｎ；　Ｓｈｅｒｒｙ，　Ａ．　Ｄｅａｎ: 'Ａ　ｓｙｎｔｈｅｔｉｃ　ｒｏｕｔｅ　ｔｏ　ｃｅｌｌ　ｐｅｒｍｅａｂｌｅ，　ｍａｃｒｏｃｙｃｌｉｃ-ｂａｓｅｄ　ｐｈｏｓｐｈｏｎａｔｅ　ａｃｙｌｏｘｙｍｅｔｈｙｌ　ｅｓｔｅｒｓ' Ｌｅｔｔｅｒｓ　ｉｎ　Ｏｒｇａｎｉｃ　Ｃｈｅｍｉｓｔｒｙ １（２）, 2004, １９４-２００ *
JPN6014036738; Ｇｏｐａｌａｋｒｉｓｈｎａｎ，　Ｂ．；　Ａｐａｒｎａ，　Ｖ．；　Ｊｅｅｖａｎ，　Ｊ．；　Ｒａｖｉ，　Ｍ．；　Ｄｅｓｉｒａｊｕ，　Ｇ．　Ｒ．: 'Ａ　Ｖｉｒｔｕａｌ　Ｓｃｒｅｅｎｉｎｇ　Ａｐｐｒｏａｃｈ　ｆｏｒ　Ｔｈｙｍｉｄｉｎｅ　Ｍｏｎｏｐｈｏｓｐｈａｔｅ　Ｋｉｎａｓｅ　Ｉｎｈｉｂｉｔｏｒｓ　ａｓ　Ａｎｔｉｔｕｂｅｒｃｕｌａｒ　Ａｇｅｎｔｓ' Ｊｏｕｒｎａｌ　ｏｆ　Ｃｈｅｍｉｃａｌ　Ｉｎｆｏｒｍａｔｉｏｎ　ａｎｄ　Ｍｏｄｅｌｉｎｇ ４５（４）, 2005, １１０１-１１０８ *
JPN6014036740; Ｋａｂｂａｊ，　Ｙｏｕｓｓｅｆ；　Ｌａｚｒｅｋ，　Ｈａｓｓａｎ　Ｂｉｈｉ；　Ｂａｒａｓｃｕｔ，　Ｊｅａｎ　Ｌｏｕｉｓ；　Ｉｍｂａｃｈ，　Ｊｅａｎ　Ｌｏｕｉｓ: 'Ｓｙｎｔｈｅｓｉｓ　ａｎｄ　ｂｉｏｌｏｇｉｃａｌ　ａｃｔｉｖｉｔｙ　ｏｆ　ｓｏｍｅ　ｕｎｓａｔｕｒａｔｅｄ　６-ａｚａ-ｕｒａｃｉｌ　ａｃｙｃｌｏ-ｎｕｃｌｅｏｓｉｄｅｓ' Ｎｕｃｌｅｏｓｉｄｅｓ，　Ｎｕｃｌｅｏｔｉｄｅｓ　＆　Ｎｕｃｌｅｉｃ　Ａｃｉｄｓ ２４（３）, 2005, １６１-１７２ *
JPN6014036742; Ｒｅｖａｎｋａｒ，　Ｇ．　Ｒ．；　Ｏｊｗａｎｇ，　Ｊ．　Ｏ．；　Ｍｕｓｔａｉｎ，　Ｓ．　Ｄ．；　Ｒａｎｄｏ，　Ｒ．　Ｆ．；　ｅｔ　ａｌ: 'Ｔｈｉａｚｏｌｏ［４，５-ｄ］ｐｙｒｉｍｉｄｉｎｅｓ．　Ｐａｒｔ　ＩＩ．　Ｓｙｎｔｈｅｓｉｓ　ａｎｄ　ａｎｔｉ-ｈｕｍａｎ　ｃｙｔｏｍｅｇａｌｏｖｉｒｕｓ　ａｃｔｉｖｉｔｙ　ｉｎ　ｖｉｔｒｏ　ｏｆ　ｃ' Ａｎｔｉｖｉｒａｌ　Ｃｈｅｍｉｓｔｒｙ　＆　Ｃｈｅｍｏｔｈｅｒａｐｙ ９（１）, 1998, ５３-６３ *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2021177339A1 (ja) * 2020-03-04 2021-09-10 富士フイルム和光純薬株式会社 ホスホン酸エステルの製造方法、リン酸エステルの製造方法

Also Published As

Publication number Publication date
US20120142897A1 (en) 2012-06-07
EP2443130B1 (en) 2016-08-03
CA2764827C (en) 2018-08-21
ES2601849T3 (es) 2017-02-16
CA2764827A1 (en) 2010-12-23
EP2270021A1 (en) 2011-01-05
EP2443130A1 (en) 2012-04-25
US8785629B2 (en) 2014-07-22
WO2010146127A1 (en) 2010-12-23

Similar Documents

Publication Publication Date Title
Starrett et al. Synthesis, oral bioavailability determination, and in vitro evaluation of prodrugs of the antiviral agent 9-[2-(phosphonomethoxy) ethyl] adenine (PMEA)
Pradere et al. Synthesis of nucleoside phosphate and phosphonate prodrugs
KR101178319B1 (ko) 포스폰산 유도체 및 ｐ2ｙ12 수용체 길항물질로서 이들의 용도
AU2014268040B2 (en) Phosphoric acid/phosphonic acid derivatives and medicinal uses thereof
CN1964967B (zh) 路易斯酸介导的环状酯的合成
CN106188192B (zh) 含d-氨基酸酯的核苷氨基磷酸/膦酸酯衍生物及其医药用途
CA2890676A1 (en) Phosphonucleosides useful in the treatment of viral disorders
CN107286190A (zh) 核苷之烃氧基苄基氨基磷酸/膦酸酯衍生物的制备及其医药用途
JPH09506334A (ja) ヌクレオチドアナログ
US20090156545A1 (en) Substituted Phosphate Esters of Nucleoside Phosphonates
WO1999051613A1 (en) Prodrugs of phosphorous-containing pharmaceuticals
Bessières et al. Highly convergent synthesis and antiviral activity of (E)-but-2-enyl nucleoside phosphonoamidates
EP1866319A1 (en) Phosphono-pent-2-en-1-yl nucleosides and analogs
Ambrosi et al. Synthesis of Rovafovir etalafenamide (Part III): evolution of the synthetic process to the phosphonamidate fragment
HUT72459A (en) Unsaturated phosphonates derivatives of purines and pyrimidines
EP2443130B1 (en) Phosphonates synthons for the synthesis of phosphonates derivatives showing better bioavailability
McGuigan et al. Synthesis and anti-HIV activity of some novel lactyl and glycolyl phosphate derivatives
WO2003011221A2 (en) PREPARATION AND USE OF α-KETO PHOSPHONATES
AU750407B2 (en) Prodrugs of phosphorous-containing pharmaceuticals
KR20120124383A (ko) 신규한 뉴클레오시드 포스포네이트 및 유사체
Williams Nucleoside Phosphonate Prodrugs: Synthesis and Antiviral Activity
AU2006298677A1 (en) Phosphoantigen salts of organic bases and methods for their crystallization
Lundy New chemical methods for masking phosphates and phosphonates for drug delivery purposes
HK1148287B (en) Phosphonic acid derivates and their use as p2y12 receptor antagonists
CZ20011145A3 (cs) Antivirové purinové deriváty a jejich použití

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20130617

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20130617

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20140731

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20140902

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20141126

A602 Written permission of extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A602

Effective date: 20141203

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20150302

A02 Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20150929