DE3029871C2 - 8-(2-Ethoxyethyl)-7-phenyl-1,2,4-triazolo[1,5-c]pyrimidin-5-amin, Verfahren zu dessen Herstellung und pharmazeutische Zubereitung, die diese Verbindung enthält - Google Patents
8-(2-Ethoxyethyl)-7-phenyl-1,2,4-triazolo[1,5-c]pyrimidin-5-amin, Verfahren zu dessen Herstellung und pharmazeutische Zubereitung, die diese Verbindung enthältInfo
- Publication number
- DE3029871C2 DE3029871C2 DE3029871A DE3029871A DE3029871C2 DE 3029871 C2 DE3029871 C2 DE 3029871C2 DE 3029871 A DE3029871 A DE 3029871A DE 3029871 A DE3029871 A DE 3029871A DE 3029871 C2 DE3029871 C2 DE 3029871C2
- Authority
- DE
- Germany
- Prior art keywords
- compound
- ethoxyethyl
- amine
- phenyl
- triazolo
- 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
Links
- 150000001875 compounds Chemical class 0.000 title claims description 20
- OZSPQIXKOVJJGE-UHFFFAOYSA-N 8-(2-ethoxyethyl)-7-phenyl-[1,2,4]triazolo[1,5-c]pyrimidin-5-amine Chemical compound N1=C(N)N2N=CN=C2C(CCOCC)=C1C1=CC=CC=C1 OZSPQIXKOVJJGE-UHFFFAOYSA-N 0.000 title claims description 9
- 238000000034 method Methods 0.000 title claims description 5
- 239000000825 pharmaceutical preparation Substances 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 9
- 239000004480 active ingredient Substances 0.000 claims description 5
- LFGNMJSUWYTYMS-UHFFFAOYSA-N 4-chloro-5-(2-ethoxyethyl)-6-phenylpyrimidin-2-amine Chemical compound CCOCCC1=C(Cl)N=C(N)N=C1C1=CC=CC=C1 LFGNMJSUWYTYMS-UHFFFAOYSA-N 0.000 claims description 3
- XZBIXDPGRMLSTC-UHFFFAOYSA-N formohydrazide Chemical compound NNC=O XZBIXDPGRMLSTC-UHFFFAOYSA-N 0.000 claims description 3
- 239000002808 molecular sieve Substances 0.000 claims description 3
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 3
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- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 2
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- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 2
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- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/10—Antioedematous agents; Diuretics
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Diabetes (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Hematology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6470779A | 1979-08-08 | 1979-08-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3029871A1 DE3029871A1 (de) | 1981-02-26 |
| DE3029871C2 true DE3029871C2 (de) | 1987-01-15 |
Family
ID=22057763
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3029871A Expired DE3029871C2 (de) | 1979-08-08 | 1980-08-07 | 8-(2-Ethoxyethyl)-7-phenyl-1,2,4-triazolo[1,5-c]pyrimidin-5-amin, Verfahren zu dessen Herstellung und pharmazeutische Zubereitung, die diese Verbindung enthält |
Country Status (7)
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2056449A (en) | 1979-08-08 | 1981-03-18 | Searle & Co | 8-substituted-7-phenyl-1,2,4- triazolo[4,3-c] pyrimidine-5-amines and amides |
| DK135184A (da) * | 1983-03-03 | 1984-10-10 | Riker Laboratories Inc | Triazol(4,3-c)- og triazol(1,5-c)pyrimidiner |
| US4528288A (en) * | 1983-05-02 | 1985-07-09 | Riker Laboratories, Inc. | Substituted triazolo[1,5-c]pyrimidines |
| US4532242A (en) * | 1983-05-02 | 1985-07-30 | Riker Laboratories, Inc. | Substituted triazolo[4,3-c]pyrimidines |
| US4483987A (en) * | 1983-06-20 | 1984-11-20 | G. D. Searle & Co. | 8-Substituted 7-phenyl-1,2,4-triazolo[2,3-c]pyrimidines-5-amines and amides |
| US4866063A (en) * | 1988-12-22 | 1989-09-12 | G. D. Searle & Co. | Diol metabolites of 7-phenyl-1,2,4-triazolo[2,3-c]pyrimidines-5-amines |
| US5952331A (en) * | 1996-05-23 | 1999-09-14 | Syntex (Usa) Inc. | Aryl pyrimidine derivatives |
| US5958934A (en) * | 1996-05-23 | 1999-09-28 | Syntex (U.S.A.) Inc. | Aryl pyrimidine derivatives and uses thereof |
| TW440563B (en) * | 1996-05-23 | 2001-06-16 | Hoffmann La Roche | Aryl pyrimidine derivatives and a pharmaceutical composition thereof |
| CA2815330A1 (en) | 2010-11-09 | 2012-05-18 | Cellzome Limited | Pyridine compounds and aza analogues thereof as tyk2 inhibitors |
| JP7299307B2 (ja) * | 2019-04-03 | 2023-06-27 | テラ・ストーン株式会社 | チミン核酸塩基をベースとするトリアゾロピリミジン類及びその製造方法 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3244715A (en) | 1964-10-30 | 1966-04-05 | Smith Kline French Lab | Phenylimidazo [4, 5-d] pyridazines |
| US3284542A (en) | 1963-03-22 | 1966-11-08 | Rexall Drug Chemical | Preparation of high impact compositions from vinyl aromatic monomers and rubbery diolefin polymers |
| US3461123A (en) | 1968-04-12 | 1969-08-12 | Merck & Co Inc | 1h-imidazo(4,5-b)pyrazin-2-ones and processes for their preparation |
| CH645898A5 (de) | 1979-08-08 | 1984-10-31 | Searle & Co | Gegebenenfalls 8-substituierte 7-phenyl-1,2,4-triazolo (1,5-c)-pyrimidin-5-amine und -amide. |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1205144A (fr) * | 1957-06-14 | 1960-01-29 | Farmaceutici Italia | Procédé pour la synthèse de 7-méthyl-s. triazol (4, 3-c) pyrimidines substituéesen position 5 |
-
1980
- 1980-08-07 GB GB8025795A patent/GB2056449A/en not_active Withdrawn
- 1980-08-07 DE DE3029871A patent/DE3029871C2/de not_active Expired
- 1980-08-07 AU AU61153/80A patent/AU531507B2/en not_active Ceased
- 1980-08-08 FR FR8017582A patent/FR2463143A1/fr active Granted
- 1980-08-08 JP JP10910380A patent/JPS5632479A/ja active Granted
- 1980-08-08 CH CH603080A patent/CH645898A5/de not_active IP Right Cessation
-
1986
- 1986-12-04 CA CA000524601A patent/CA1246063B/en not_active Expired
- 1986-12-04 CA CA 524602 patent/CA1246064A/en not_active Expired
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3284542A (en) | 1963-03-22 | 1966-11-08 | Rexall Drug Chemical | Preparation of high impact compositions from vinyl aromatic monomers and rubbery diolefin polymers |
| US3244715A (en) | 1964-10-30 | 1966-04-05 | Smith Kline French Lab | Phenylimidazo [4, 5-d] pyridazines |
| US3461123A (en) | 1968-04-12 | 1969-08-12 | Merck & Co Inc | 1h-imidazo(4,5-b)pyrazin-2-ones and processes for their preparation |
| CH645898A5 (de) | 1979-08-08 | 1984-10-31 | Searle & Co | Gegebenenfalls 8-substituierte 7-phenyl-1,2,4-triazolo (1,5-c)-pyrimidin-5-amine und -amide. |
Non-Patent Citations (1)
| Title |
|---|
| NICHTS-ERMITTELT |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1246063A (en) | 1988-12-06 |
| CA1246063B (en) | 1988-12-06 |
| JPH029592B2 (US07368563-20080506-C00056.png) | 1990-03-02 |
| DE3029871A1 (de) | 1981-02-26 |
| JPS5632479A (en) | 1981-04-01 |
| AU531507B2 (en) | 1983-08-25 |
| CH645898A5 (de) | 1984-10-31 |
| AU6115380A (en) | 1981-02-12 |
| GB2056449A (en) | 1981-03-18 |
| CA1246064B (en) | 1988-12-06 |
| FR2463143B1 (US07368563-20080506-C00056.png) | 1983-12-16 |
| CA1246064A (en) | 1988-12-06 |
| FR2463143A1 (fr) | 1981-02-20 |
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