CA1099714A - 2,4,7-triamino-6-phenylpteridine derivatives - Google Patents
2,4,7-triamino-6-phenylpteridine derivativesInfo
- Publication number
- CA1099714A CA1099714A CA294,246A CA294246A CA1099714A CA 1099714 A CA1099714 A CA 1099714A CA 294246 A CA294246 A CA 294246A CA 1099714 A CA1099714 A CA 1099714A
- Authority
- CA
- Canada
- Prior art keywords
- formula
- group
- triamino
- compound
- pteridine
- 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
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- 150000001875 compounds Chemical class 0.000 claims abstract description 52
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 15
- -1 pteridine compound Chemical class 0.000 claims abstract description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 6
- 238000000034 method Methods 0.000 claims description 24
- 238000006243 chemical reaction Methods 0.000 claims description 13
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- 150000003839 salts Chemical class 0.000 claims description 5
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- XLQQJSWJHHKLOK-UHFFFAOYSA-N 5-nitrosopyrimidine-2,4,6-triamine Chemical compound NC1=NC(N)=C(N=O)C(N)=N1 XLQQJSWJHHKLOK-UHFFFAOYSA-N 0.000 claims description 4
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- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Substances OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- 229960002003 hydrochlorothiazide Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 230000001631 hypertensive effect Effects 0.000 description 1
- 230000000705 hypocalcaemia Effects 0.000 description 1
- 230000001077 hypotensive effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 208000017169 kidney disease Diseases 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 208000019423 liver disease Diseases 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- XELZGAJCZANUQH-UHFFFAOYSA-N methyl 1-acetylthieno[3,2-c]pyrazole-5-carboxylate Chemical compound CC(=O)N1N=CC2=C1C=C(C(=O)OC)S2 XELZGAJCZANUQH-UHFFFAOYSA-N 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 230000002107 myocardial effect Effects 0.000 description 1
- SFMJNHNUOVADRW-UHFFFAOYSA-N n-[5-[9-[4-(methanesulfonamido)phenyl]-2-oxobenzo[h][1,6]naphthyridin-1-yl]-2-methylphenyl]prop-2-enamide Chemical compound C1=C(NC(=O)C=C)C(C)=CC=C1N1C(=O)C=CC2=C1C1=CC(C=3C=CC(NS(C)(=O)=O)=CC=3)=CC=C1N=C2 SFMJNHNUOVADRW-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000005440 p-toluyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C(*)=O)C([H])([H])[H] 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- DSNYFFJTZPIKFZ-UHFFFAOYSA-N propoxybenzene Chemical group CCCOC1=CC=CC=C1 DSNYFFJTZPIKFZ-UHFFFAOYSA-N 0.000 description 1
- 150000003195 pteridines Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 210000003079 salivary gland Anatomy 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- LXMSZDCAJNLERA-ZHYRCANASA-N spironolactone Chemical compound C([C@@H]1[C@]2(C)CC[C@@H]3[C@@]4(C)CCC(=O)C=C4C[C@H]([C@@H]13)SC(=O)C)C[C@@]21CCC(=O)O1 LXMSZDCAJNLERA-ZHYRCANASA-N 0.000 description 1
- 229960002256 spironolactone Drugs 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D475/00—Heterocyclic compounds containing pteridine ring systems
- C07D475/06—Heterocyclic compounds containing pteridine ring systems with a nitrogen atom directly attached in position 4
- C07D475/08—Heterocyclic compounds containing pteridine ring systems with a nitrogen atom directly attached in position 4 with a nitrogen atom directly attached in position 2
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Gastroenterology & Hepatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Springs (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA361,405A CA1110543A (en) | 1977-01-03 | 1980-10-02 | Injectable pharmaceutical compositions comprising pteridine derivatives |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19772700073 DE2700073A1 (de) | 1977-01-03 | 1977-01-03 | Pteridinverbindungen mit pharmazeutischer wirksamkeit |
| DEP2700073.3 | 1977-01-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1099714A true CA1099714A (en) | 1981-04-21 |
Family
ID=5998070
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA294,246A Expired CA1099714A (en) | 1977-01-03 | 1978-01-03 | 2,4,7-triamino-6-phenylpteridine derivatives |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS5384993A (en, 2012) |
| AT (1) | AT353798B (en, 2012) |
| AU (1) | AU515140B2 (en, 2012) |
| CA (1) | CA1099714A (en, 2012) |
| CH (2) | CH633962A5 (en, 2012) |
| DD (1) | DD136837A5 (en, 2012) |
| DE (1) | DE2700073A1 (en, 2012) |
| ES (1) | ES465578A1 (en, 2012) |
| FR (2) | FR2420345B1 (en, 2012) |
| GB (2) | GB1597882A (en, 2012) |
| NL (1) | NL190573C (en, 2012) |
| SE (1) | SE436203B (en, 2012) |
| ZA (1) | ZA7812B (en, 2012) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2815442A1 (de) * | 1978-04-10 | 1979-10-18 | Roehm Pharma Gmbh | Rasch wirksame diuretika |
| DE3407695A1 (de) * | 1984-03-02 | 1985-09-12 | Röhm Pharma GmbH, 6108 Weiterstadt | Pteridinverbindungen mit pharmazeutischer wirksamkeit |
| DE3505253C2 (de) * | 1985-02-15 | 1995-04-27 | Seitz Enzinger Noll Masch | Flaschenverteilstation zum Umformen eines angeförderten einspurigen Flaschenstroms zu einem abzufördernden breiten Flaschenstrom |
| HU214331B (hu) * | 1992-06-17 | 1998-03-02 | Gyógyszerkutató Intézet Kft. | Eljárás piperazin- és homopiperazinszármazékok és ezeket tartalmazó gyógyszerkészítmények előállítására |
| CN118019482A (zh) | 2021-09-28 | 2024-05-10 | 安布股份有限公司 | 内窥镜 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3081230A (en) | 1960-09-08 | 1963-03-12 | Smith Kline French Lab | Diuretic and antihypertensive triaminoarylpteridines |
| FR1014M (fr) * | 1960-11-05 | 1961-12-26 | Smith Kline French Lab | Compositions médicinales a base de 6-aryl-2,4,7-triaminoptéridine. |
-
1977
- 1977-01-03 DE DE19772700073 patent/DE2700073A1/de active Granted
- 1977-10-20 AT AT748877A patent/AT353798B/de not_active IP Right Cessation
- 1977-12-28 JP JP15864777A patent/JPS5384993A/ja active Granted
- 1977-12-29 DD DD77203010A patent/DD136837A5/xx unknown
- 1977-12-29 ES ES465578A patent/ES465578A1/es not_active Expired
- 1977-12-30 FR FR7739798A patent/FR2420345B1/fr not_active Expired
-
1978
- 1978-01-01 CH CH1359977A patent/CH633962A5/de not_active IP Right Cessation
- 1978-01-02 SE SE7800048A patent/SE436203B/sv not_active IP Right Cessation
- 1978-01-03 GB GB26630/80A patent/GB1597882A/en not_active Expired
- 1978-01-03 ZA ZA00780012A patent/ZA7812B/xx unknown
- 1978-01-03 NL NL7800067A patent/NL190573C/xx not_active IP Right Cessation
- 1978-01-03 AU AU32140/78A patent/AU515140B2/en not_active Expired
- 1978-01-03 GB GB67/78A patent/GB1597881A/en not_active Expired
- 1978-01-03 CA CA294,246A patent/CA1099714A/en not_active Expired
-
1980
- 1980-02-14 FR FR8003308A patent/FR2445331A1/fr active Granted
-
1982
- 1982-09-06 CH CH528882A patent/CH639663A5/fr not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NL7800067A (nl) | 1978-07-05 |
| FR2420345A1 (en, 2012) | 1979-10-19 |
| GB1597882A (en) | 1981-09-16 |
| GB1597881A (en) | 1981-09-16 |
| DE2700073C2 (en, 2012) | 1991-03-21 |
| ES465578A1 (es) | 1979-01-01 |
| JPS5384993A (en) | 1978-07-26 |
| CH633962A5 (en) | 1983-01-14 |
| ATA748877A (de) | 1979-05-15 |
| ZA7812B (en) | 1978-10-25 |
| FR2420345B1 (en, 2012) | 1983-01-28 |
| SE436203B (sv) | 1984-11-19 |
| NL190573B (nl) | 1993-12-01 |
| JPS631314B2 (en, 2012) | 1988-01-12 |
| AU515140B2 (en) | 1981-03-19 |
| CH639663A5 (en) | 1983-11-30 |
| AT353798B (de) | 1979-12-10 |
| FR2445331A1 (fr) | 1980-07-25 |
| FR2445331B1 (en, 2012) | 1983-01-28 |
| SE7800048L (sv) | 1978-07-04 |
| DD136837A5 (de) | 1979-08-01 |
| AU3214078A (en) | 1979-07-12 |
| DE2700073A1 (de) | 1978-07-13 |
| NL190573C (nl) | 1994-05-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |