NL8420134A - Nieuwe antivirusmiddelen. - Google Patents

Nieuwe antivirusmiddelen. Download PDF

Info

Publication number: NL8420134A
Authority: NL; Netherlands
Prior art keywords: compound; hydrogen; virus; guanine; carbon atoms
Prior art date: 1983-05-24

Application number

NL8420134A

Other languages

English (en)

Dutch (nl)

Original Assignee

Stanford Res Inst Int

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.)

1983-05-24

Filing date

1984-05-14

Publication date

1985-04-01

1984-05-14 Application filed by Stanford Res Inst Int filed Critical Stanford Res Inst Int

1985-04-01 Publication of NL8420134A publication Critical patent/NL8420134A/nl

Links

239000003443 antiviral agent Substances 0.000 title description 6
150000001875 compounds Chemical class 0.000 claims description 78
UYTPUPDQBNUYGX-UHFFFAOYSA-N guanine Chemical group O=C1NC(N)=NC2=C1N=CN2 UYTPUPDQBNUYGX-UHFFFAOYSA-N 0.000 claims description 34
229910052739 hydrogen Inorganic materials 0.000 claims description 20
239000001257 hydrogen Substances 0.000 claims description 18
239000000203 mixture Substances 0.000 claims description 16
238000000034 method Methods 0.000 claims description 14
150000003839 salts Chemical class 0.000 claims description 13
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
XQFRJNBWHJMXHO-RRKCRQDMSA-N IDUR Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(I)=C1 XQFRJNBWHJMXHO-RRKCRQDMSA-N 0.000 claims description 6
125000000217 alkyl group Chemical group 0.000 claims description 6
125000004432 carbon atom Chemical group C* 0.000 claims description 6
229930024421 Adenine Chemical group 0.000 claims description 5
GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical group NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 claims description 5
229960000643 adenine Drugs 0.000 claims description 5
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
229910052751 metal Inorganic materials 0.000 claims description 5
239000002184 metal Substances 0.000 claims description 5
RHIULBJJKFDJPR-UHFFFAOYSA-N 5-ethyl-1h-pyrimidine-2,4-dione Chemical compound CCC1=CNC(=O)NC1=O RHIULBJJKFDJPR-UHFFFAOYSA-N 0.000 claims description 4
KSNXJLQDQOIRIP-UHFFFAOYSA-N 5-iodouracil Chemical group IC1=CNC(=O)NC1=O KSNXJLQDQOIRIP-UHFFFAOYSA-N 0.000 claims description 4
JHEKLAXXCHLMNM-UHFFFAOYSA-N 5-propyl-1h-pyrimidine-2,4-dione Chemical compound CCCC1=CNC(=O)NC1=O JHEKLAXXCHLMNM-UHFFFAOYSA-N 0.000 claims description 4
UFVWJVAMULFOMC-UHFFFAOYSA-N 6-amino-5-iodo-1h-pyrimidin-2-one Chemical compound NC=1NC(=O)N=CC=1I UFVWJVAMULFOMC-UHFFFAOYSA-N 0.000 claims description 4
KDCGOANMDULRCW-UHFFFAOYSA-N Purine Natural products N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 claims description 4
241000124008 Mammalia Species 0.000 claims description 3
CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical group C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 2
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
239000003937 drug carrier Substances 0.000 claims description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 claims description 2
BLXGZIDBSXVMLU-OWOJBTEDSA-N 5-[(e)-2-bromoethenyl]-1h-pyrimidine-2,4-dione Chemical compound Br\C=C\C1=CNC(=O)NC1=O BLXGZIDBSXVMLU-OWOJBTEDSA-N 0.000 claims 3
101000921780 Solanum tuberosum Cysteine synthase Proteins 0.000 claims 1
150000002431 hydrogen Chemical class 0.000 claims 1
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239000008194 pharmaceutical composition Substances 0.000 claims 1
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MKUXAQIIEYXACX-UHFFFAOYSA-N aciclovir Chemical compound N1C(N)=NC(=O)C2=C1N(COCCO)C=N2 MKUXAQIIEYXACX-UHFFFAOYSA-N 0.000 description 4
150000001299 aldehydes Chemical class 0.000 description 4
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QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
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ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
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BWHLPLXXIDYSNW-UHFFFAOYSA-N ketorolac tromethamine Chemical compound OCC(N)(CO)CO.OC(=O)C1CCN2C1=CC=C2C(=O)C1=CC=CC=C1 BWHLPLXXIDYSNW-UHFFFAOYSA-N 0.000 description 3
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YVLNVBPFPOUATN-UHFFFAOYSA-N 2-(2-hydroxyethoxymethylamino)-3,7-dihydropurin-6-one Chemical compound O=C1NC(NCOCCO)=NC2=C1NC=N2 YVLNVBPFPOUATN-UHFFFAOYSA-N 0.000 description 2
CUQDREPACNNCTH-UHFFFAOYSA-N 3-diethoxyphosphorylpropan-1-ol Chemical compound CCOP(=O)(OCC)CCCO CUQDREPACNNCTH-UHFFFAOYSA-N 0.000 description 2
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238000000451 chemical ionisation Methods 0.000 description 1
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235000011180 diphosphates Nutrition 0.000 description 1
XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical class OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 1
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239000003995 emulsifying agent Substances 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
ZTWTYVWXUKTLCP-UHFFFAOYSA-L ethenyl-dioxido-oxo-$l^{5}-phosphane Chemical compound [O-]P([O-])(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-L 0.000 description 1
125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
239000002024 ethyl acetate extract Substances 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
208000011323 eye infectious disease Diseases 0.000 description 1
239000012091 fetal bovine serum Substances 0.000 description 1
239000012894 fetal calf serum Substances 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
239000000796 flavoring agent Substances 0.000 description 1
235000019634 flavors Nutrition 0.000 description 1
238000004108 freeze drying Methods 0.000 description 1
238000007429 general method Methods 0.000 description 1
238000005469 granulation Methods 0.000 description 1
230000003179 granulation Effects 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
ODZBBRURCPAEIQ-PIXDULNESA-N helpin Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(\C=C\Br)=C1 ODZBBRURCPAEIQ-PIXDULNESA-N 0.000 description 1
238000007327 hydrogenolysis reaction Methods 0.000 description 1
239000008309 hydrophilic cream Substances 0.000 description 1
230000002458 infectious effect Effects 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
238000011081 inoculation Methods 0.000 description 1
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238000010255 intramuscular injection Methods 0.000 description 1
238000010253 intravenous injection Methods 0.000 description 1
239000008101 lactose Substances 0.000 description 1
239000010410 layer Substances 0.000 description 1
229940056932 lead sulfide Drugs 0.000 description 1
229910052981 lead sulfide Inorganic materials 0.000 description 1
231100000518 lethal Toxicity 0.000 description 1
230000001665 lethal effect Effects 0.000 description 1
230000000670 limiting effect Effects 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
238000003328 mesylation reaction Methods 0.000 description 1
150000002736 metal compounds Chemical class 0.000 description 1
229910000000 metal hydroxide Inorganic materials 0.000 description 1
150000004692 metal hydroxides Chemical class 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
229960002216 methylparaben Drugs 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
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239000012046 mixed solvent Substances 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
231100001160 nonlethal Toxicity 0.000 description 1
125000003835 nucleoside group Chemical group 0.000 description 1
229920001778 nylon Polymers 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
239000003883 ointment base Substances 0.000 description 1
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
239000006186 oral dosage form Substances 0.000 description 1
229940042126 oral powder Drugs 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
LXCFILQKKLGQFO-UHFFFAOYSA-N p-hydroxybenzoic acid methyl ester Natural products COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 1
238000007911 parenteral administration Methods 0.000 description 1
230000036961 partial effect Effects 0.000 description 1
235000019271 petrolatum Nutrition 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000003008 phosphonic acid esters Chemical class 0.000 description 1
150000003009 phosphonic acids Chemical class 0.000 description 1
239000000902 placebo Substances 0.000 description 1
229940068196 placebo Drugs 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
229920000053 polysorbate 80 Polymers 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
239000013641 positive control Substances 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
229960003415 propylparaben Drugs 0.000 description 1
238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical group C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
238000011160 research Methods 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
150000008223 ribosides Chemical class 0.000 description 1
239000012047 saturated solution Substances 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
LFQULJPVXNYWAG-UHFFFAOYSA-N sodium;phenylmethanolate Chemical compound [Na]OCC1=CC=CC=C1 LFQULJPVXNYWAG-UHFFFAOYSA-N 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
235000011149 sulphuric acid Nutrition 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
238000013268 sustained release Methods 0.000 description 1
239000012730 sustained-release form Substances 0.000 description 1
238000010998 test method Methods 0.000 description 1
125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
229940100611 topical cream Drugs 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
PIILXFBHQILWPS-UHFFFAOYSA-N tributyltin Chemical compound CCCC[Sn](CCCC)CCCC PIILXFBHQILWPS-UHFFFAOYSA-N 0.000 description 1
229960003962 trifluridine Drugs 0.000 description 1
VSQQQLOSPVPRAZ-RRKCRQDMSA-N trifluridine Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(C(F)(F)F)=C1 VSQQQLOSPVPRAZ-RRKCRQDMSA-N 0.000 description 1
238000001665 trituration Methods 0.000 description 1
238000005866 tritylation reaction Methods 0.000 description 1
238000002211 ultraviolet spectrum Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
- C07H19/10—Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
- 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
- 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
- A61P31/20—Antivirals for DNA viruses
- A61P31/22—Antivirals for DNA viruses for herpes viruses
- 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
- C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
- C07F9/65586—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system at least one of the hetero rings does not contain nitrogen as 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
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/16—Purine radicals
- C07H19/20—Purine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
General Health & Medical Sciences (AREA)
Molecular Biology (AREA)
Biochemistry (AREA)
Virology (AREA)
Biotechnology (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Oncology (AREA)
Communicable Diseases (AREA)
Genetics & Genomics (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Saccharide Compounds (AREA)

NL8420134A 1983-05-24 1984-05-14 Nieuwe antivirusmiddelen. NL8420134A (nl)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US49772083A	1983-05-24	1983-05-24
US49772083		1983-05-24

Publications (1)

Publication Number	Publication Date
NL8420134A true NL8420134A (nl)	1985-04-01

Family

ID=23978043

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL8420134A NL8420134A (nl)	1983-05-24	1984-05-14	Nieuwe antivirusmiddelen.

Country Status (7)

Country	Link
EP (4)	EP0145739B1 (fr)
JP (1)	JPS60501407A (fr)
DE (1)	DE3490262T1 (fr)
GB (1)	GB2150570B (fr)
IT (1)	IT1209921B (fr)
NL (1)	NL8420134A (fr)
SE (1)	SE461914B (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0338168A1 (fr) *	1988-04-19	1989-10-25	Merrell Dow Pharmaceuticals Inc.	Dérivés de la phosphonoalkyl purine
WO1990010012A1 (fr) *	1989-02-23	1990-09-07	University College London	Analogues de nucleoside
US5374626A (en) *	1989-09-22	1994-12-20	Farmitalia Carlo Erba	5'-alkylphosphonylnucleosides as antivirals
GB8921469D0 (en) *	1989-09-22	1989-11-08	Erba Carlo Spa	5'-alkylphosphonylnucleosides as antivirals
EP0477454A1 (fr) *	1990-09-28	1992-04-01	Merrell Dow Pharmaceuticals Inc.	Dérivés phosphonates de certains nucléosides
RU2183213C2 (ru) *	1996-11-05	2002-06-10	ЗАО "Производственно-коммерческая ассоциация АЗТ"	Модифицированные нуклеозид-5'-трифосфаты как антивирусные агенты

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3238191A (en) *	1962-09-13	1966-03-01	Terrell C Myers	Phosphonic acid analogs of nucleoside phosphates and method
US3524846A (en) *	1967-06-02	1970-08-18	Syntex Corp	Process for the didealkylation of phosphonate esters
US3878194A (en) *	1967-07-18	1975-04-15	Syntex Inc	Novel phosphorylated phosphonium ylids
US3662031A (en) *	1967-07-18	1972-05-09	Syntex Corp	Phosphorylated phosphonium ylids
US3446793A (en) *	1967-10-30	1969-05-27	Syntex Corp	3'-cyclic esters of 5'-deoxy-5'-(dihydroxyphosphinylmethyl)-nucleosides
US3560478A (en) *	1968-06-14	1971-02-02	Terrell C Myers	Analogues of nucleoside phosphates
CA931561A (en) *	1969-03-10	1973-08-07	Syntex Corporation	Nucleoside phosphonates, phosphonic acids, phosphonic acid salts, and process for producing same
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
US4291024A (en) *	1978-04-10	1981-09-22	Turcotte Joseph G	Cytotoxic liponucleotide analogs
EP0015584A3 (fr) *	1979-03-12	1980-12-10	Kailash Kumar Dr. Prof. Gauri	Nucléotides, procédés pour leur préparation et médicaments
US4347360A (en) *	1980-09-16	1982-08-31	Ens Bio Logicals Inc.	Ring open nucleoside analogues
DE3045375A1 (de) *	1980-12-02	1982-07-01	Robugen Gmbh Pharmazeutische Fabrik Esslingen A.N., 7300 Esslingen	Neue substituierte pyrimidin-nukleoside mit antiviraler wirkung, verfahren zu deren herstellung und daraus zubereitete arzneiformen
NZ201662A (en) *	1981-08-26	1986-07-11	Merck & Co Inc	9-(1,3-(and 2,3)-dihydroxy-1-(and 2)-propoxy-methyl)guanine derivatives and methods for their preparation

1984
- 1984-05-14 DE DE19843490262 patent/DE3490262T1/de not_active Ceased
- 1984-05-14 EP EP84902178A patent/EP0145739B1/fr not_active Expired
- 1984-05-14 GB GB08500850A patent/GB2150570B/en not_active Expired
- 1984-05-14 NL NL8420134A patent/NL8420134A/nl not_active Application Discontinuation
- 1984-05-14 EP EP87116868A patent/EP0272446B1/fr not_active Expired - Lifetime
- 1984-05-14 JP JP59501983A patent/JPS60501407A/ja active Pending
- 1984-05-14 EP EP87116869A patent/EP0273169A3/fr not_active Withdrawn
- 1984-05-14 EP EP87116867A patent/EP0274025A3/fr not_active Withdrawn
- 1984-05-22 IT IT8448236A patent/IT1209921B/it active
1985
- 1985-01-23 SE SE8500307A patent/SE461914B/sv not_active IP Right Cessation

Also Published As

Publication number	Publication date
IT1209921B (it)	1989-08-30
EP0272446A1 (fr)	1988-06-29
EP0273169A3 (fr)	1990-08-29
WO1984004748A1 (fr)	1984-12-06
DE3490262T1 (de)	1985-11-28
GB2150570B (en)	1987-04-08
SE8500307L (sv)	1985-01-23
IT8448236A0 (it)	1984-05-22
GB8500850D0 (en)	1985-02-20
EP0273169A2 (fr)	1988-07-06
EP0274025A3 (fr)	1990-08-29
EP0274025A2 (fr)	1988-07-13
SE8500307D0 (sv)	1985-01-23
SE461914B (sv)	1990-04-09
EP0145739A1 (fr)	1985-06-26
EP0272446B1 (fr)	1992-11-11
EP0145739B1 (fr)	1989-02-08
JPS60501407A (ja)	1985-08-29
GB2150570A (en)	1985-07-03

Legal Events

Date	Code	Title
1991-07-01	BA	A request for search or an international-type search has been filed
1991-07-01	BB	A search report has been drawn up
1991-09-02	BC	A request for examination has been filed
1998-02-02	BV	The patent application has lapsed

Publication	Publication Date	Title
EP0074306B1 (fr)	1988-06-01	Dérivés de guanine antiviraux
EP0820461B1 (fr)	2005-05-18	Derivés de aryl-ester phosphoramidate de 2',3'-didehydronucleosides
CA2477795A1 (fr)	2003-09-12	Analogues de nucleoside 5'-monophosphate et leurs promedicaments
AU8102491A (en)	1992-01-07	Phosphorous prodrugs
AU4846999A (en)	2000-01-17	Aryl phosphate derivatives of d4t having anti-hiv activity
US5879700A (en)	1999-03-09	Nucleoside analogue phosphates for topical use
US5877166A (en)	1999-03-02	Enantiomerically pure 2-aminopurine phosphonate nucleotide analogs as antiviral agents
NL8720745A (nl)	1988-12-01	Nieuwe antivirale middelen.
CA2005205A1 (fr)	1990-06-14	Traitement combine avec le 2',3'-didesoxypurine nucleoside et un inhibiteur phosphorylase de purine nucleoside et composes utilises
EP0145739B1 (fr)	1989-02-08	Nouveaux agents antiviraux
Mullah et al.	1991	Photo-Arbuzov rearrangement route to acyclic nucleoside benzylphosphonates
US6825348B2 (en)	2004-11-30	Antiviral compounds
WO1984004748A2 (fr)	1984-12-06	Nouveaux agents antiviraux
CA1257256A (fr)	1989-07-11	Agents antiviraux
WO1996040704A1 (fr)	1996-12-19	Derives apparentes au pirazole presentant des activites antitumorales et antivirales, procedes de preparation, formulations pharmaceutiques les contenant
CA2009110A1 (fr)	1990-08-02	Monophosphates cycliques d'acyclonucleosides de purine et de pyrimidine
KR900016235A (ko)	1990-11-13	옥세타노신의 인산에스테르 유도체와 그 제조방법 및 용도
MXPA97009782A (en)	1999-01-11	Aciclovir derivatives for application top
Ölgen	2001	A SELECTIVE SEARCH FOR BIOLOGICALLY ACTIVE TRIPARTATE NUCLEOSIDE PRODRUGS II
WO2012148295A1 (fr)	2012-11-01	Dérivé de médicament antiviral
JPH02188A (ja)	1990-01-05	ヌクレオチド類縁体およびその製造法，ならびに抗ウイルス剤