JPH0832715B2 - 新規なジアミノピリミド〔４，５−ｄ〕ピリミジングリコシドおよびグリコチド - Google Patents
新規なジアミノピリミド〔４，５−ｄ〕ピリミジングリコシドおよびグリコチドInfo
- Publication number
- JPH0832715B2 JPH0832715B2 JP62201975A JP20197587A JPH0832715B2 JP H0832715 B2 JPH0832715 B2 JP H0832715B2 JP 62201975 A JP62201975 A JP 62201975A JP 20197587 A JP20197587 A JP 20197587A JP H0832715 B2 JPH0832715 B2 JP H0832715B2
- Authority
- JP
- Japan
- Prior art keywords
- ribofuranosyl
- pyrimidine
- diamine
- pyrimido
- acetyl
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired - Fee Related
Links
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- 239000003054 catalyst Substances 0.000 claims abstract description 7
- FTVLMFQEYACZNP-UHFFFAOYSA-N trimethylsilyl trifluoromethanesulfonate Chemical compound C[Si](C)(C)OS(=O)(=O)C(F)(F)F FTVLMFQEYACZNP-UHFFFAOYSA-N 0.000 claims abstract description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 24
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 20
- 238000002360 preparation method Methods 0.000 claims description 11
- NHYQQYMSESLQDX-UHFFFAOYSA-N 7h-purine-6-carbonitrile Chemical compound N#CC1=NC=NC2=C1NC=N2 NHYQQYMSESLQDX-UHFFFAOYSA-N 0.000 claims description 10
- 229910021529 ammonia Inorganic materials 0.000 claims description 10
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims description 8
- 238000010992 reflux Methods 0.000 claims description 6
- RZYHXKLKJRGJGP-UHFFFAOYSA-N 2,2,2-trifluoro-n,n-bis(trimethylsilyl)acetamide Chemical compound C[Si](C)(C)N([Si](C)(C)C)C(=O)C(F)(F)F RZYHXKLKJRGJGP-UHFFFAOYSA-N 0.000 claims description 5
- KMDVJJUJSOVODF-UHFFFAOYSA-N 7h-pyrimido[4,5-d]pyrimidine-4,8-diamine Chemical compound N1=CN=C2N(N)CN=CC2=C1N KMDVJJUJSOVODF-UHFFFAOYSA-N 0.000 claims description 5
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- GWKVXMKCUJAVAQ-KCGFPETGSA-N (2r,3r,4s,5r)-2-[(8-amino-7h-pyrimido[4,5-d]pyrimidin-4-yl)amino]-5-(hydroxymethyl)oxolane-3,4-diol Chemical compound N1=CN=C2N(N)CN=CC2=C1N[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O GWKVXMKCUJAVAQ-KCGFPETGSA-N 0.000 claims description 4
- 150000004985 diamines Chemical class 0.000 claims description 4
- MLSLNWIXMVCUJO-UHFFFAOYSA-N 7h-purine-2-carbonitrile Chemical compound N#CC1=NC=C2NC=NC2=N1 MLSLNWIXMVCUJO-UHFFFAOYSA-N 0.000 claims description 3
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 claims description 3
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- 125000000824 D-ribofuranosyl group Chemical group [H]OC([H])([H])[C@@]1([H])OC([H])(*)[C@]([H])(O[H])[C@]1([H])O[H] 0.000 claims 1
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- IHNHAHWGVLXCCI-FDYHWXHSSA-N [(2r,3r,4r,5s)-3,4,5-triacetyloxyoxolan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@H]1O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H]1OC(C)=O IHNHAHWGVLXCCI-FDYHWXHSSA-N 0.000 abstract description 4
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- 241001465754 Metazoa Species 0.000 description 3
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- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 2
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 description 2
- HMFHBZSHGGEWLO-SOOFDHNKSA-N D-ribofuranose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H]1O HMFHBZSHGGEWLO-SOOFDHNKSA-N 0.000 description 2
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- 235000000346 sugar Nutrition 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/02—Heterocyclic radicals containing only nitrogen as ring hetero atoms
-
- 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)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Virology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US896778 | 1986-08-15 | ||
| US06/896,778 US4801698A (en) | 1986-08-15 | 1986-08-15 | Process for preparing diaminopyrimido(4,5-d)pyrimidine glycoside and glycotide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6351385A JPS6351385A (ja) | 1988-03-04 |
| JPH0832715B2 true JPH0832715B2 (ja) | 1996-03-29 |
Family
ID=25406820
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62201975A Expired - Fee Related JPH0832715B2 (ja) | 1986-08-15 | 1987-08-14 | 新規なジアミノピリミド〔４，５−ｄ〕ピリミジングリコシドおよびグリコチド |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4801698A (enExample) |
| EP (1) | EP0257488B1 (enExample) |
| JP (1) | JPH0832715B2 (enExample) |
| AT (1) | ATE75481T1 (enExample) |
| CA (1) | CA1280747C (enExample) |
| DE (1) | DE3778612D1 (enExample) |
| ES (1) | ES2033267T3 (enExample) |
| GR (1) | GR3004469T3 (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5041542A (en) * | 1988-06-03 | 1991-08-20 | Nucleic Acid Research Institute | Substituted pyrimido[5,4-d]pyrimidine nucleosides |
| AU621434B2 (en) * | 1988-12-21 | 1992-03-12 | Merrell Dow Pharmaceuticals Inc. | Antiretroviral furan ketones |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4352795A (en) * | 1981-01-29 | 1982-10-05 | Warner-Lambert Company | 7-β-D-Arabinofuranosyl-7H-pyrrolo[2,3-d]pyrimidine compounds and methods for their production |
| US4531001A (en) * | 1982-03-23 | 1985-07-23 | Brigham Young University | 2-β-D-ribofuranosylselenazole-4-carboxamide compounds |
-
1986
- 1986-08-15 US US06/896,778 patent/US4801698A/en not_active Expired - Lifetime
-
1987
- 1987-07-28 CA CA000543152A patent/CA1280747C/en not_active Expired - Fee Related
- 1987-08-14 ES ES198787111819T patent/ES2033267T3/es not_active Expired - Lifetime
- 1987-08-14 AT AT87111819T patent/ATE75481T1/de not_active IP Right Cessation
- 1987-08-14 DE DE8787111819T patent/DE3778612D1/de not_active Expired - Fee Related
- 1987-08-14 EP EP87111819A patent/EP0257488B1/en not_active Expired - Lifetime
- 1987-08-14 JP JP62201975A patent/JPH0832715B2/ja not_active Expired - Fee Related
-
1992
- 1992-04-30 GR GR920400722T patent/GR3004469T3/el unknown
Non-Patent Citations (1)
| Title |
|---|
| J.MED.CHEM=1981 * |
Also Published As
| Publication number | Publication date |
|---|---|
| GR3004469T3 (enExample) | 1993-03-31 |
| US4801698A (en) | 1989-01-31 |
| EP0257488A2 (en) | 1988-03-02 |
| DE3778612D1 (de) | 1992-06-04 |
| CA1280747C (en) | 1991-02-26 |
| ES2033267T3 (es) | 1993-03-16 |
| ATE75481T1 (de) | 1992-05-15 |
| EP0257488B1 (en) | 1992-04-29 |
| EP0257488A3 (en) | 1989-11-02 |
| JPS6351385A (ja) | 1988-03-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |