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 PDFInfo
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- 125000003636 chemical group Chemical group 0.000 description 1
- GGRHYQCXXYLUTL-UHFFFAOYSA-N chloromethyl 2,2-dimethylpropanoate Chemical compound CC(C)(C)C(=O)OCCl GGRHYQCXXYLUTL-UHFFFAOYSA-N 0.000 description 1
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- 150000002148 esters Chemical group 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- ODKNJVUHOIMIIZ-RRKCRQDMSA-N floxuridine Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(F)=C1 ODKNJVUHOIMIIZ-RRKCRQDMSA-N 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
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- 208000002672 hepatitis B Diseases 0.000 description 1
- 125000003707 hexyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
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- JCYWCSGERIELPG-UHFFFAOYSA-N imes Chemical compound CC1=CC(C)=CC(C)=C1N1C=CN(C=2C(=CC(C)=CC=2C)C)[C]1 JCYWCSGERIELPG-UHFFFAOYSA-N 0.000 description 1
- 125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 description 1
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- 229910052740 iodine Inorganic materials 0.000 description 1
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- 150000002500 ions Chemical class 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- ZLVXBBHTMQJRSX-VMGNSXQWSA-N jdtic Chemical compound C1([C@]2(C)CCN(C[C@@H]2C)C[C@H](C(C)C)NC(=O)[C@@H]2NCC3=CC(O)=CC=C3C2)=CC=CC(O)=C1 ZLVXBBHTMQJRSX-VMGNSXQWSA-N 0.000 description 1
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- 150000004712 monophosphates Chemical class 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- ZVXQITNIMKKBBE-UHFFFAOYSA-N n-cyclopropyl-7h-purin-6-amine Chemical class C1CC1NC1=NC=NC2=C1N=CN2 ZVXQITNIMKKBBE-UHFFFAOYSA-N 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 239000003887 narcotic antagonist Substances 0.000 description 1
- 230000003533 narcotic effect Effects 0.000 description 1
- 239000002858 neurotransmitter agent Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 210000002997 osteoclast Anatomy 0.000 description 1
- RQKYHDHLEMEVDR-UHFFFAOYSA-N oxo-bis(phenylmethoxy)phosphanium Chemical compound C=1C=CC=CC=1CO[P+](=O)OCC1=CC=CC=C1 RQKYHDHLEMEVDR-UHFFFAOYSA-N 0.000 description 1
- BJLZAAWLLPMZQR-UHFFFAOYSA-N oxo-di(propan-2-yloxy)phosphanium Chemical compound CC(C)O[P+](=O)OC(C)C BJLZAAWLLPMZQR-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 238000011170 pharmaceutical development Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000005328 phosphinyl group Chemical group [PH2](=O)* 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000004962 physiological condition Effects 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- VVWRJUBEIPHGQF-UHFFFAOYSA-N propan-2-yl n-propan-2-yloxycarbonyliminocarbamate Chemical compound CC(C)OC(=O)N=NC(=O)OC(C)C VVWRJUBEIPHGQF-UHFFFAOYSA-N 0.000 description 1
- KOQWNNWKXQMCOU-UHFFFAOYSA-N propan-2-yloxymethyl hydrogen carbonate Chemical compound CC(C)OCOC(O)=O KOQWNNWKXQMCOU-UHFFFAOYSA-N 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 239000000932 sedative agent Substances 0.000 description 1
- 229940125723 sedative agent Drugs 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 230000003637 steroidlike Effects 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 239000000021 stimulant Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 102000004217 thyroid hormone receptors Human genes 0.000 description 1
- 108090000721 thyroid hormone receptors Proteins 0.000 description 1
- 239000003204 tranquilizing agent Substances 0.000 description 1
- 230000002936 tranquilizing effect Effects 0.000 description 1
- CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 description 1
- 239000001226 triphosphate Substances 0.000 description 1
- 235000011178 triphosphate Nutrition 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 1
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)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
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 (OSRAM) | 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 (OSRAM) |
| EP (2) | EP2270021A1 (OSRAM) |
| JP (1) | JP2012530113A (OSRAM) |
| CA (1) | CA2764827C (OSRAM) |
| ES (1) | ES2601849T3 (OSRAM) |
| WO (1) | WO2010146127A1 (OSRAM) |
Cited By (1)
| 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)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2616474A1 (en) * | 2010-09-14 | 2013-07-24 | Centre National De La Recherche Scientifique | Novel antiviral acyclic nucleoside phosphonates |
| EP4370136A4 (en) * | 2021-07-15 | 2025-10-29 | Alnylam Pharmaceuticals Inc | SIMPLE CHEMICAL APPROACHES TO INTRODUCE 2,6-DIAMINOPURINE AND 2-AMINOADENINE CONJUGATES INTO OLIGONUCLEOTIDES |
Citations (9)
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| 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 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL6814978A (OSRAM) | 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 |
| JP4942915B2 (ja) | 2002-04-26 | 2012-05-30 | ギリアード サイエンシーズ， インコーポレイテッド | Ｈｉｖプロテアーゼ阻害剤化合物のホスホネートアナログの細胞蓄積 |
| WO2004026245A2 (en) | 2002-09-19 | 2004-04-01 | Ilex Oncology Research, Sarl | Substituted phosphonate compounds having bone anabolic activity |
| WO2005051298A2 (en) | 2003-11-19 | 2005-06-09 | Metabasis Therapeutics, Inc. | Novel phosphorus-containing thyromimetics |
| WO2008096002A1 (en) | 2007-02-08 | 2008-08-14 | Tibotec Pharmaceuticals Ltd. | Hcv inhibiting macrocyclic phosphonates and amidophosphates |
-
2009
- 2009-06-18 EP EP09305562A patent/EP2270021A1/en not_active Withdrawn
-
2010
- 2010-06-17 WO PCT/EP2010/058567 patent/WO2010146127A1/en not_active Ceased
- 2010-06-17 US US13/377,652 patent/US8785629B2/en not_active Expired - Fee Related
- 2010-06-17 EP EP10725716.4A patent/EP2443130B1/en not_active Not-in-force
- 2010-06-17 ES ES10725716.4T patent/ES2601849T3/es active Active
- 2010-06-17 CA CA2764827A patent/CA2764827C/en not_active Expired - Fee Related
- 2010-06-17 JP JP2012515500A patent/JP2012530113A/ja active Pending
Patent Citations (9)
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| 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)
| 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 |
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| US8785629B2 (en) | 2014-07-22 |
| ES2601849T3 (es) | 2017-02-16 |
| US20120142897A1 (en) | 2012-06-07 |
| EP2443130A1 (en) | 2012-04-25 |
| CA2764827A1 (en) | 2010-12-23 |
| WO2010146127A1 (en) | 2010-12-23 |
| EP2443130B1 (en) | 2016-08-03 |
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| EP2270021A1 (en) | 2011-01-05 |
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