DK170646B1 - N-fosfonylmetoxyalkylderivater af pyrimidinbaser og purinbaser, fremgangsmåder til fremstilling heraf, samt lægemiddelpræparat med antiviral virkning indeholdende et sådant derivat - Google Patents
N-fosfonylmetoxyalkylderivater af pyrimidinbaser og purinbaser, fremgangsmåder til fremstilling heraf, samt lægemiddelpræparat med antiviral virkning indeholdende et sådant derivat Download PDFInfo
- Publication number
- DK170646B1 DK170646B1 DK373487A DK373487A DK170646B1 DK 170646 B1 DK170646 B1 DK 170646B1 DK 373487 A DK373487 A DK 373487A DK 373487 A DK373487 A DK 373487A DK 170646 B1 DK170646 B1 DK 170646B1
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- DK
- Denmark
- Prior art keywords
- derivatives
- general formula
- purine
- bases
- phosphonylmethoxyalkyl
- Prior art date
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- IRSCQMHQWWYFCW-UHFFFAOYSA-N ganciclovir Chemical compound O=C1NC(N)=NC2=C1N=CN2COC(CO)CO IRSCQMHQWWYFCW-UHFFFAOYSA-N 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000007913 intrathecal administration Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 210000003292 kidney cell Anatomy 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- KFOPKOFKGJJEBW-ZSSYTAEJSA-N methyl 2-[(1s,7r,8s,9s,10r,13r,14s,17r)-1,7-dihydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]acetate Chemical compound C([C@H]1O)C2=CC(=O)C[C@H](O)[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](CC(=O)OC)[C@@]1(C)CC2 KFOPKOFKGJJEBW-ZSSYTAEJSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- XONPDZSGENTBNJ-UHFFFAOYSA-N molecular hydrogen;sodium Chemical compound [Na].[H][H] XONPDZSGENTBNJ-UHFFFAOYSA-N 0.000 description 1
- 230000004660 morphological change Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 125000003835 nucleoside group Chemical group 0.000 description 1
- 239000002773 nucleotide Substances 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 229940124531 pharmaceutical excipient Drugs 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 125000005499 phosphonyl group Chemical group 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical class O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 229940104230 thymidine Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 241000701161 unidentified adenovirus Species 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
- 238000005406 washing Methods 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)
Applications Claiming Priority (2)
| 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 |
| CS546986 | 1986-07-18 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DK373487D0 DK373487D0 (da) | 1987-07-17 |
| DK373487A DK373487A (da) | 1988-01-19 |
| DK170646B1 true DK170646B1 (da) | 1995-11-20 |
Family
ID=5399635
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| 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 |
Country Status (21)
| Country | Link |
|---|---|
| US (3) | US5142051A (fr) |
| EP (1) | EP0253412B1 (fr) |
| JP (1) | JPH0822866B2 (fr) |
| KR (1) | KR950004179B1 (fr) |
| AT (1) | ATE57932T1 (fr) |
| AU (1) | AU600002B2 (fr) |
| CA (1) | CA1340856C (fr) |
| CS (1) | CS264222B1 (fr) |
| DE (2) | DE3765864D1 (fr) |
| DK (1) | DK170646B1 (fr) |
| EG (1) | EG18273A (fr) |
| ES (1) | ES2036194T3 (fr) |
| FI (1) | FI86856C (fr) |
| GR (1) | GR3002534T3 (fr) |
| IE (1) | IE60117B1 (fr) |
| IL (1) | IL83235A (fr) |
| LU (1) | LU90155I2 (fr) |
| NL (1) | NL970036I2 (fr) |
| NZ (1) | NZ221100A (fr) |
| PT (1) | PT85354B (fr) |
| ZA (1) | ZA875283B (fr) |
Families Citing this family (83)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CS264222B1 (en) * | 1986-07-18 | 1989-06-13 | Holy Antonin | N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them |
| IL84477A (en) * | 1986-11-18 | 1995-12-08 | Bristol Myers Squibb Co | History of Phosphonomethoxyalkylene Purinopyrimidine and Pharmaceutical Preparations Containing 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 |
| 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. |
| SK280313B6 (sk) * | 1990-04-24 | 1999-11-08 | �Stav Organick� Chemie A Biochemie Av �R | N-(3-fluór-2-fosfonylmetoxypropyl)deriváty purínov |
| 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 |
| KR100221981B1 (ko) * | 1990-08-10 | 1999-09-15 | 안토닌 포레이트 | 뉴클레오티드의 신규 제조방법 |
| 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 |
| CA2120743C (fr) * | 1991-10-11 | 2005-03-08 | John C. Martin | Derives acycliques purine et pyrimidine de type alkenyl et alkynyl avec un substitut phosphonomethoxyalkyl et ayant une activite antivirale |
| 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 |
| 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 |
| US5502177A (en) * | 1993-09-17 | 1996-03-26 | Gilead Sciences, Inc. | Pyrimidine derivatives for labeled binding partners |
| 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 |
| US5468752A (en) * | 1994-04-04 | 1995-11-21 | Freeman; William R. | Treatment of conditions of abnormally increased intraocular pressure by administration of HPMPC and related phosphonylmethoxyalkylcytosines |
| EP0754046A1 (fr) * | 1994-04-04 | 1997-01-22 | FREEMAN, William R. | Emploi de nucleosides de phosphonylemethoxyalkyle pour traiter la pression intra-oculaire elevee |
| 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 |
| US5717095A (en) * | 1995-12-29 | 1998-02-10 | Gilead Sciences, Inc. | Nucleotide analogs |
| US6093816A (en) | 1996-06-27 | 2000-07-25 | Isis Pharmaceuticals, Inc. | Cationic lipids |
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| EP1256585B1 (fr) * | 1997-07-25 | 2004-09-29 | Gilead Sciences, Inc. | Procédé de préparation de la 9-(2-(diéthylphosphonomethoxy)éthyl)-adénine |
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| CA2396276A1 (fr) * | 2000-01-07 | 2001-07-12 | Universitaire Instelling Antwerpen | Derives de purine, procede de preparation et utilisation de ces derniers |
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| SG10201800188SA (en) | 2013-03-15 | 2018-02-27 | Univ California | Acyclic nucleoside phosphonate diesters |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4287188A (en) * | 1977-02-24 | 1981-09-01 | Burroughs Wellcome Co. | Purine derivatives |
| AU521577B2 (en) * | 1977-02-24 | 1982-04-22 | Wellcome Foundation Limited, The | 9-hydroxyethoxymethyl guanine phosphates |
| DE2909709A1 (de) * | 1979-03-12 | 1980-09-25 | Kailash Kumar Dr Gauri | Verfahren zur herstellung von nucleotidderivaten, neue nucleotidderivate und daraus hergestellte arzneimittel |
| ES8507550A1 (es) * | 1982-09-30 | 1985-09-16 | Syntex Inc | Procedimiento para la preparacion de 1-esteres monofosfato, 1,3-bis-esteres fosfato y esteres fosfato ciclico de 9-(1,3-dihidroxi-2-propoximetil)-guanina |
| CS233665B1 (en) * | 1983-01-06 | 1985-03-14 | Antonin Holy | Processing of isomere o-phosphonylmethylderivative of anantiomere racemic vicinal diene |
| EP0274025A3 (fr) * | 1983-05-24 | 1990-08-29 | Sri International | Agents antiviraux |
| US5047533A (en) * | 1983-05-24 | 1991-09-10 | Sri International | Acyclic purine phosphonate nucleotide analogs |
| IL72173A0 (en) * | 1983-06-24 | 1984-10-31 | Merck & Co Inc | Guanine derivatives,their preparation and pharmaceutical compositions containing them |
| 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 |
| CS263951B1 (en) * | 1985-04-25 | 1989-05-12 | Antonin Holy | 9-(phosponylmethoxyalkyl)adenines and method of their preparation |
| CS263952B1 (en) * | 1985-04-25 | 1989-05-12 | Holy Antonin | Remedy with antiviral effect |
| CS264222B1 (en) * | 1986-07-18 | 1989-06-13 | Holy Antonin | N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them |
| IL84477A (en) * | 1986-11-18 | 1995-12-08 | Bristol Myers Squibb Co | History of Phosphonomethoxyalkylene Purinopyrimidine and Pharmaceutical Preparations Containing Them |
| CA1330794C (fr) * | 1987-03-27 | 1994-07-19 | Phillip Frost | Composes antiviraux, formes et methodes pharmaceutiques |
-
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 ZA ZA875283A patent/ZA875283B/xx unknown
- 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 IE IE194487A patent/IE60117B1/en not_active IP Right Cessation
- 1987-07-17 CA CA000542404A patent/CA1340856C/fr not_active Expired - Lifetime
- 1987-07-17 FI FI873165A patent/FI86856C/fi not_active IP Right Cessation
- 1987-07-17 DK DK373487A patent/DK170646B1/da not_active IP Right Cessation
- 1987-07-17 EP EP87110399A patent/EP0253412B1/fr not_active Expired - Lifetime
- 1987-07-17 AT AT87110399T patent/ATE57932T1/de active
- 1987-07-17 DE DE8787110399T patent/DE3765864D1/de not_active Expired - Lifetime
- 1987-07-17 ES ES198787110399T patent/ES2036194T3/es not_active Expired - Lifetime
- 1987-07-17 DE DE1997175085 patent/DE19775085I2/de active Active
- 1987-07-17 IL IL83235A patent/IL83235A/xx 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 |
|---|---|---|---|
| B1 | Patent granted (law 1993) | ||
| CTFF | Application for supplementary protection certificate (spc) filed |
Free format text: CA 1997 00041, 971006 |
|
| CTFG | Supplementary protection certificate (spc) issued |
Free format text: CA 1997 00041, 971006, EXPIRES: 20120423 |
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| PUP | Patent expired |