PH26589A - Esters of 5-propynyl pyrimidine nucleosides - Google Patents
Esters of 5-propynyl pyrimidine nucleosides Download PDFInfo
- Publication number
- PH26589A PH26589A PH38759A PH38759A PH26589A PH 26589 A PH26589 A PH 26589A PH 38759 A PH38759 A PH 38759A PH 38759 A PH38759 A PH 38759A PH 26589 A PH26589 A PH 26589A
- Authority
- PH
- Philippines
- Prior art keywords
- group
- represent
- prop
- arabinofuranosyl
- groups
- Prior art date
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- 150000002148 esters Chemical class 0.000 title claims description 25
- 239000002718 pyrimidine nucleoside Substances 0.000 title description 4
- LMEHJKJEPRYEEB-UHFFFAOYSA-N 5-prop-1-ynylpyrimidine Chemical compound CC#CC1=CN=CN=C1 LMEHJKJEPRYEEB-UHFFFAOYSA-N 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 84
- 239000004480 active ingredient Substances 0.000 claims description 45
- -1 tri-phosphate ester Chemical class 0.000 claims description 24
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 18
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 13
- 125000001033 ether group Chemical group 0.000 claims description 12
- 125000004185 ester group Chemical group 0.000 claims description 11
- 238000011282 treatment Methods 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 125000003262 carboxylic acid ester group Chemical group [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 claims description 10
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 9
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 208000015181 infectious disease Diseases 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- 150000002431 hydrogen Chemical group 0.000 claims description 6
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- 150000001413 amino acids Chemical class 0.000 claims description 3
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
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- 239000001226 triphosphate Substances 0.000 claims description 3
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- RMLUKZWYIKEASN-UHFFFAOYSA-M sodium;2-amino-9-(2-hydroxyethoxymethyl)purin-6-olate Chemical compound [Na+].O=C1[N-]C(N)=NC2=C1N=CN2COCCO RMLUKZWYIKEASN-UHFFFAOYSA-M 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229940032147 starch Drugs 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000007916 tablet composition Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
- 229960004906 thiomersal Drugs 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- 229940100611 topical cream Drugs 0.000 description 1
- 229940100615 topical ointment Drugs 0.000 description 1
- 239000012049 topical pharmaceutical composition Substances 0.000 description 1
- 231100000041 toxicology testing Toxicity 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- CWMFRHBXRUITQE-UHFFFAOYSA-N trimethylsilylacetylene Chemical group C[Si](C)(C)C#C CWMFRHBXRUITQE-UHFFFAOYSA-N 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 229960004295 valine Drugs 0.000 description 1
- 210000003501 vero cell Anatomy 0.000 description 1
- 230000003612 virological effect Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- HBOMLICNUCNMMY-XLPZGREQSA-N zidovudine Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO)[C@@H](N=[N+]=[N-])C1 HBOMLICNUCNMMY-XLPZGREQSA-N 0.000 description 1
- 229960002555 zidovudine Drugs 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
- C07H19/09—Pyrimidine radicals with arabinosyl as the saccharide radical
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Virology (AREA)
- Communicable Diseases (AREA)
- Oncology (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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB888813680A GB8813680D0 (en) | 1988-06-09 | 1988-06-09 | Antiviral compounds |
| GB898903927A GB8903927D0 (en) | 1989-02-21 | 1989-02-21 | Antiviral compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PH26589A true PH26589A (en) | 1992-08-19 |
Family
ID=26293991
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PH38759A PH26589A (en) | 1988-06-09 | 1989-06-08 | Esters of 5-propynyl pyrimidine nucleosides |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP0346108A3 (ja) |
| JP (1) | JPH0232094A (ja) |
| KR (1) | KR910000710A (ja) |
| AU (1) | AU614381B2 (ja) |
| DK (1) | DK280089A (ja) |
| FI (1) | FI892820A (ja) |
| HU (1) | HU205947B (ja) |
| IL (1) | IL90567A0 (ja) |
| MY (1) | MY106295A (ja) |
| NZ (1) | NZ229457A (ja) |
| PH (1) | PH26589A (ja) |
| PT (1) | PT90788B (ja) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8827339D0 (en) * | 1988-11-23 | 1988-12-29 | Wellcome Found | Antiviral compounds |
| AU7558491A (en) * | 1990-04-04 | 1991-10-30 | Nycomed Imaging As | Nucleoside derivatives |
| GB0009486D0 (en) | 2000-04-17 | 2000-06-07 | Univ Cardiff | Chemical compounds |
| PL374792A1 (en) * | 2002-06-28 | 2005-10-31 | Idenix (Cayman) Limited | 2' and 3'-nucleoside prodrugs for treating flaviviridae infections |
| WO2004002999A2 (en) * | 2002-06-28 | 2004-01-08 | Idenix (Cayman) Limited | Modified 2' and 3' -nucleoside produgs for treating flaviridae infections |
| GB0609178D0 (en) | 2006-05-09 | 2006-06-21 | Univ Cardiff | Novel compounds |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4211773A (en) * | 1978-10-02 | 1980-07-08 | Sloan Kettering Institute For Cancer Research | 5-Substituted 1-(2'-Deoxy-2'-substituted-β-D-arabinofuranosyl)pyrimidine nucleosides |
| GB8517402D0 (en) * | 1985-07-10 | 1985-08-14 | Wellcome Found | Treatment of viral infections |
| GB8629892D0 (en) * | 1986-12-15 | 1987-01-28 | Wellcome Found | Antiviral compounds |
| AU610913B2 (en) * | 1987-07-31 | 1991-05-30 | Taiho Pharmaceutical Co., Ltd. | 2'-deoxy-5-fluorouridine derivatives |
| SE8704298D0 (sv) * | 1987-11-03 | 1987-11-03 | Astra Ab | Compounds for use in therapy |
-
1989
- 1989-06-07 EP EP19890305774 patent/EP0346108A3/en not_active Withdrawn
- 1989-06-08 JP JP1146539A patent/JPH0232094A/ja active Pending
- 1989-06-08 PH PH38759A patent/PH26589A/en unknown
- 1989-06-08 FI FI892820A patent/FI892820A/fi not_active Application Discontinuation
- 1989-06-08 IL IL90567A patent/IL90567A0/xx unknown
- 1989-06-08 NZ NZ229457A patent/NZ229457A/xx unknown
- 1989-06-08 KR KR1019890007969A patent/KR910000710A/ko not_active Application Discontinuation
- 1989-06-08 AU AU36231/89A patent/AU614381B2/en not_active Ceased
- 1989-06-08 PT PT90788A patent/PT90788B/pt not_active IP Right Cessation
- 1989-06-08 DK DK280089A patent/DK280089A/da not_active Application Discontinuation
- 1989-06-08 HU HU892924A patent/HU205947B/hu not_active IP Right Cessation
- 1989-06-09 MY MYPI89000775A patent/MY106295A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NZ229457A (en) | 1992-08-26 |
| PT90788A (pt) | 1989-12-29 |
| IL90567A0 (en) | 1990-01-18 |
| AU614381B2 (en) | 1991-08-29 |
| PT90788B (pt) | 1994-11-30 |
| DK280089D0 (da) | 1989-06-08 |
| AU3623189A (en) | 1989-12-14 |
| DK280089A (da) | 1989-12-10 |
| MY106295A (en) | 1995-04-29 |
| HU205947B (en) | 1992-07-28 |
| KR910000710A (ko) | 1991-01-30 |
| FI892820A (fi) | 1989-12-10 |
| HUT52517A (en) | 1990-07-28 |
| EP0346108A3 (en) | 1991-04-24 |
| JPH0232094A (ja) | 1990-02-01 |
| EP0346108A2 (en) | 1989-12-13 |
| FI892820A0 (fi) | 1989-06-08 |
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