CS264222B1 - N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them - Google Patents
N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them Download PDFInfo
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- CS264222B1 CS264222B1 CS865469A CS546986A CS264222B1 CS 264222 B1 CS264222 B1 CS 264222B1 CS 865469 A CS865469 A CS 865469A CS 546986 A CS546986 A CS 546986A CS 264222 B1 CS264222 B1 CS 264222B1
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- compounds
- derivatives
- bases
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- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 title claims abstract description 12
- 238000000034 method Methods 0.000 title abstract description 6
- 239000002585 base Substances 0.000 claims description 24
- -1 pyrimidin-1-yl Chemical group 0.000 claims description 15
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 5
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 4
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000000848 adenin-9-yl group Chemical group [H]N([H])C1=C2N=C([H])N(*)C2=NC([H])=N1 0.000 claims description 2
- 229910021529 ammonia Inorganic materials 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000004543 purin-7-yl group Chemical group N1=CN=C2N=CN(C2=C1)* 0.000 claims description 2
- 125000004545 purin-9-yl group Chemical group N1=CN=C2N(C=NC2=C1)* 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 56
- 125000000623 heterocyclic group Chemical group 0.000 abstract description 20
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- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 229940113082 thymine Drugs 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
- 229940035893 uracil Drugs 0.000 description 1
- 125000000845 uracil-1-yl group Chemical group [*]N1C(=O)N([H])C(=O)C([H])=C1[H] 0.000 description 1
- 229960003636 vidarabine Drugs 0.000 description 1
- 239000000080 wetting agent Substances 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
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
-
- 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
-
- 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
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)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Virology (AREA)
- Pharmacology & Pharmacy (AREA)
- Communicable Diseases (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Oncology (AREA)
- Medicinal Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Priority Applications (24)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS865469A CS264222B1 (en) | 1986-07-18 | 1986-07-18 | N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them |
| NZ221100A NZ221100A (en) | 1986-07-18 | 1987-07-16 | N-phosphonylmethoxyalkyl pyrimidines and purines and pharmaceutical compositions thereof |
| AT87110399T ATE57932T1 (de) | 1986-07-18 | 1987-07-17 | N-phosphonylmethoxyalkyl-derivate von pyrimidin- und purinbasen, verfahren zu ihrer herstellung und pharmazeutische zusammensetzungen mit antiviraler wirkung, die sie enthalten. |
| DE8787110399T DE3765864D1 (de) | 1986-07-18 | 1987-07-17 | N-phosphonylmethoxyalkyl-derivate von pyrimidin- und purinbasen, verfahren zu ihrer herstellung und pharmazeutische zusammensetzungen mit antiviraler wirkung, die sie enthalten. |
| DK373487A DK170646B1 (da) | 1986-07-18 | 1987-07-17 | N-fosfonylmetoxyalkylderivater af pyrimidinbaser og purinbaser, fremgangsmåder til fremstilling heraf, samt lægemiddelpræparat med antiviral virkning indeholdende et sådant derivat |
| DE1997175085 DE19775085I2 (de) | 1986-07-18 | 1987-07-17 | N-Phosphonylmethoxyalkyl-Derivate von Pyrimidin- und Purinbasen, Verfahren zu ihrer Herstellung und pharmazeutische Zusammensetzungen mit antiviraler Wirkung, die sie enthalten. |
| IL83235A IL83235A (en) | 1986-07-18 | 1987-07-17 | N-phosphonylmethoxyalkyl pyrimidines and purines and therapeutic application thereof |
| CA000542404A CA1340856C (en) | 1986-07-18 | 1987-07-17 | N-phosphonylmethoxyalkyl pyrimidines and purines and therapeutic application thereof |
| ES198787110399T ES2036194T3 (es) | 1986-07-18 | 1987-07-17 | Derivados n-fosfonilmetoxialquilicos de bases de pirimidina y purina, metodos para su preparacion y composiciones farmaceuticas basadas en ellos, con actividad antivirica. |
| US07/074,900 US5142051A (en) | 1986-07-18 | 1987-07-17 | N-phosphonylmethoxyalkyl derivatives of pyrimidine and purine bases and a therapeutical composition therefrom with antiviral activity |
| IE194487A IE60117B1 (en) | 1986-07-18 | 1987-07-17 | N-phosphonylmethoxyalkyl derivatives of pyrimidine and purine bases, methods for their preparation and pharmaceutical compositions therefrom with antiviral activity |
| AU75759/87A AU600002B2 (en) | 1986-07-18 | 1987-07-17 | N-phosphonylmethoxyalkyl pyrimidines and purines and therapeutic application thereof |
| FI873165A FI86856C (fi) | 1986-07-18 | 1987-07-17 | Foerfarande foer framstaellning av n-fosfonylmetoxialkylpyrimidiner och -puriner |
| EP87110399A EP0253412B1 (en) | 1986-07-18 | 1987-07-17 | N-phosphonylmethoxyalkyl derivatives of pyrimidine and purine bases, methods for their preparation and pharmaceutical compositions therefrom with antiviral activity |
| ZA875283A ZA875283B (en) | 1986-07-18 | 1987-07-17 | N-phosphonylmethoxyalkyl pyrimidines and purines and therapeutic application thereof |
| KR87007844A KR950004179B1 (en) | 1986-07-18 | 1987-07-18 | N-phosphonylmethoxyalkye derivatives of pyrimidine and purine bases and a therapeutical composition therefrom with antiviral activity |
| JP62179877A JPH0822866B2 (ja) | 1986-07-18 | 1987-07-18 | プリンおよびピリミジン塩基のｎ−ホスホニルメトキシアルキル誘導体 |
| EG42/87A EG18273A (en) | 1986-07-18 | 1987-07-19 | N-phosphonylmethoxyalkyl pyrimidines and purines and therapeutic application thereof |
| PT85354A PT85354B (pt) | 1986-07-18 | 1987-07-20 | Processo de preparacao de derivados n-fosfonilmetoxialquilo de bases pirimidina e purina e de composicoes farmaceuticas que os contem |
| GR90400937T GR3002534T3 (en) | 1986-07-18 | 1990-11-19 | N-phosphonylmethoxyalkyl derivatives of pyrimidine and purine bases, methods for their preparation and pharmaceutical compositions therefrom with antiviral activity |
| US08/320,591 US5641763A (en) | 1986-07-18 | 1994-10-11 | N-phosphonylmethoxyalkyl derivatives of pyrimdine and purine bases and a therapeutical composition therefrom with antiviral activity |
| US08/412,398 US5869467A (en) | 1986-07-18 | 1995-03-28 | 9-(2-phosphonylmethoxyethyl) guanine |
| NL970036C NL970036I2 (nl) | 1986-07-18 | 1997-10-01 | N-fosfonylmethoxyalkylderivaten van pyrimidine en purinebasen, werkwijze voor de bereiding hiervan en farmaceutische samenstellingen hiervan met een antivirale activiteit. |
| LU90155C LU90155I2 (fr) | 1986-07-18 | 1997-10-21 | Vistide - cidofovir 75 mg/ml |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS865469A CS264222B1 (en) | 1986-07-18 | 1986-07-18 | N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS546986A1 CS546986A1 (en) | 1988-08-16 |
| CS264222B1 true CS264222B1 (en) | 1989-06-13 |
Family
ID=5399635
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS865469A CS264222B1 (en) | 1986-07-18 | 1986-07-18 | N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them |
Country Status (21)
| Country | Link |
|---|---|
| US (3) | US5142051A (el) |
| EP (1) | EP0253412B1 (el) |
| JP (1) | JPH0822866B2 (el) |
| KR (1) | KR950004179B1 (el) |
| AT (1) | ATE57932T1 (el) |
| AU (1) | AU600002B2 (el) |
| CA (1) | CA1340856C (el) |
| CS (1) | CS264222B1 (el) |
| DE (2) | DE19775085I2 (el) |
| DK (1) | DK170646B1 (el) |
| EG (1) | EG18273A (el) |
| ES (1) | ES2036194T3 (el) |
| FI (1) | FI86856C (el) |
| GR (1) | GR3002534T3 (el) |
| IE (1) | IE60117B1 (el) |
| IL (1) | IL83235A (el) |
| LU (1) | LU90155I2 (el) |
| NL (1) | NL970036I2 (el) |
| NZ (1) | NZ221100A (el) |
| PT (1) | PT85354B (el) |
| ZA (1) | ZA875283B (el) |
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| CS264222B1 (en) * | 1986-07-18 | 1989-06-13 | Holy Antonin | N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them |
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| 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 |
| JPH0217199A (ja) * | 1988-07-05 | 1990-01-22 | Japan Tobacco Inc | ２’−デオキシ−β−アデノシンの製造方法 |
| 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 |
| 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 |
| DE69110528T2 (de) * | 1990-04-20 | 1996-03-14 | Inst Of Organic Chemistry And | Chirale 2-(Phosphonomethoxy)propyl-Guanine als antivirale Agentien. |
| CZ285420B6 (cs) * | 1990-04-24 | 1999-08-11 | Ústav Organické Chemie A Biochemie Avčr | N-(3-Fluor-2-fosfonylmethoxypropyl)deriváty purinových a pyrimidinových heterocyklických bazí, způsoby jejich přípravy a použití |
| 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 |
| JP3116079B2 (ja) * | 1990-08-10 | 2000-12-11 | インスティチュート オブ オーガニック ケミストリ アンド バイオケミストリ アカデミー オブ サイエンス オブ ザ チェコ リパブリック | ヌクレオチドの新規な製法 |
| EP0481214B1 (en) * | 1990-09-14 | 1998-06-24 | Institute Of Organic Chemistry And Biochemistry Of The Academy Of Sciences Of The Czech Republic | Prodrugs of phosphonates |
| US5208221A (en) * | 1990-11-29 | 1993-05-04 | Bristol-Myers Squibb Company | Antiviral (phosphonomethoxy) methoxy purine/pyrimidine derivatives |
| CZ287745B6 (cs) * | 1991-10-11 | 2001-01-17 | Ústav organické chemie a biochemie AV ČR | Acyklické fosfonomethoxyalkylsubstituované alkenylové a alkinylové deriváty purinu a pyrimidinu |
| 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 |
| US5817647A (en) * | 1993-04-01 | 1998-10-06 | Merrell Pharmaceuticals Inc. | Unsaturated acetylene phosphonate derivatives of purines |
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| PT78769A (en) * | 1983-06-24 | 1984-07-01 | Merck & Co Inc | Process for preparing (s)-9-(2,3-dihydroxy-1-propoxymethyl)guanine and derivatives thereof useful as antiviral agents |
| US4670424A (en) * | 1983-09-19 | 1987-06-02 | Merck & Co., Inc. | Cyclic pyrophosphates of purine and pyrimidine acyclonucleosides |
| US4590269A (en) * | 1984-03-29 | 1986-05-20 | Syntex (U.S.A.) Inc. | Process for preparing the cyclic phosphate ester of substituted 9-(1,3-dihydroxy-2-propoxymethyl)purines |
| US4579849A (en) * | 1984-04-06 | 1986-04-01 | Merck & Co., Inc. | N-alkylguanine acyclonucleosides as antiviral agents |
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| CS264222B1 (en) * | 1986-07-18 | 1989-06-13 | Holy Antonin | N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them |
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-
1986
- 1986-07-18 CS CS865469A patent/CS264222B1/cs not_active IP Right Cessation
-
1987
- 1987-07-16 NZ NZ221100A patent/NZ221100A/xx unknown
- 1987-07-17 AT AT87110399T patent/ATE57932T1/de active
- 1987-07-17 DE DE1997175085 patent/DE19775085I2/de active Active
- 1987-07-17 EP EP87110399A patent/EP0253412B1/en not_active Expired - Lifetime
- 1987-07-17 US US07/074,900 patent/US5142051A/en not_active Expired - Lifetime
- 1987-07-17 AU AU75759/87A patent/AU600002B2/en not_active Expired
- 1987-07-17 IL IL83235A patent/IL83235A/xx not_active IP Right Cessation
- 1987-07-17 ZA ZA875283A patent/ZA875283B/xx unknown
- 1987-07-17 DE DE8787110399T patent/DE3765864D1/de not_active Expired - Lifetime
- 1987-07-17 CA CA000542404A patent/CA1340856C/en not_active Expired - Lifetime
- 1987-07-17 IE IE194487A patent/IE60117B1/en not_active IP Right Cessation
- 1987-07-17 ES ES198787110399T patent/ES2036194T3/es not_active Expired - Lifetime
- 1987-07-17 DK DK373487A patent/DK170646B1/da not_active IP Right Cessation
- 1987-07-17 FI FI873165A patent/FI86856C/fi not_active IP Right Cessation
- 1987-07-18 JP JP62179877A patent/JPH0822866B2/ja not_active Expired - Lifetime
- 1987-07-18 KR KR87007844A patent/KR950004179B1/ko not_active IP Right Cessation
- 1987-07-19 EG EG42/87A patent/EG18273A/xx active
- 1987-07-20 PT PT85354A patent/PT85354B/pt unknown
-
1990
- 1990-11-19 GR GR90400937T patent/GR3002534T3/el unknown
-
1994
- 1994-10-11 US US08/320,591 patent/US5641763A/en not_active Expired - Lifetime
-
1995
- 1995-03-28 US US08/412,398 patent/US5869467A/en not_active Expired - Lifetime
-
1997
- 1997-10-01 NL NL970036C patent/NL970036I2/nl unknown
- 1997-10-21 LU LU90155C patent/LU90155I2/fr unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| IF00 | In force as of 2000-06-30 in czech republic | ||
| MK4A | Patent expired |
Effective date: 20010718 |