SU584782A3 - Способ получени производных аминоимидазоизохинолина или их солей - Google Patents
Способ получени производных аминоимидазоизохинолина или их солейInfo
- Publication number
- SU584782A3 SU584782A3 SU7301941205A SU1941205A SU584782A3 SU 584782 A3 SU584782 A3 SU 584782A3 SU 7301941205 A SU7301941205 A SU 7301941205A SU 1941205 A SU1941205 A SU 1941205A SU 584782 A3 SU584782 A3 SU 584782A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- added
- dihydro
- amino
- solution
- alcohol
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title claims 5
- ODOCXARGOXBXHX-UHFFFAOYSA-N 3H-imidazo[4,5-h]isoquinolin-2-amine Chemical class NC=1NC2=C(C=CC=3C=CN=CC23)N1 ODOCXARGOXBXHX-UHFFFAOYSA-N 0.000 title claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 6
- 239000000203 mixture Substances 0.000 claims 6
- 239000000047 product Substances 0.000 claims 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 5
- 238000009835 boiling Methods 0.000 claims 5
- 239000011541 reaction mixture Substances 0.000 claims 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
- 239000000706 filtrate Substances 0.000 claims 3
- -1 sodium hydroxide cyanamide Chemical compound 0.000 claims 3
- YAWSMXIQLHEIGA-UHFFFAOYSA-N 3-amino-8,9-dimethoxy-5,6-dihydroimidazo[5,1-a]isoquinoline-1-carbonitrile Chemical compound C(#N)C=1N=C(N2C1C1=CC(=C(C=C1CC2)OC)OC)N YAWSMXIQLHEIGA-UHFFFAOYSA-N 0.000 claims 2
- 239000002585 base Substances 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 238000001816 cooling Methods 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N methyl cyanide Natural products CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 2
- 238000010992 reflux Methods 0.000 claims 2
- 125000001478 1-chloroethyl group Chemical group [H]C([H])([H])C([H])(Cl)* 0.000 claims 1
- 125000006282 2-chlorobenzyl group Chemical group [H]C1=C([H])C(Cl)=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- MVXMNHYVCLMLDD-UHFFFAOYSA-N 4-methoxynaphthalene-1-carbaldehyde Chemical compound C1=CC=C2C(OC)=CC=C(C=O)C2=C1 MVXMNHYVCLMLDD-UHFFFAOYSA-N 0.000 claims 1
- XTAXLNGXKXORRU-UHFFFAOYSA-N 8,9-diethoxy-5,6-dihydroimidazo[5,1-a]isoquinolin-3-amine Chemical compound NC1=NC=C2N1CCC1=CC(=C(C=C21)OCC)OCC XTAXLNGXKXORRU-UHFFFAOYSA-N 0.000 claims 1
- TUBBSUCCWCROPF-UHFFFAOYSA-N 8,9-dimethoxy-1-methyl-5,6-dihydroimidazo[5,1-a]isoquinolin-3-amine Chemical compound CC=1N=C(N2C1C1=CC(=C(C=C1CC2)OC)OC)N TUBBSUCCWCROPF-UHFFFAOYSA-N 0.000 claims 1
- YRSBACGPSAXCFB-UHFFFAOYSA-N C1(=CC=CC=C1)C=1N=C(N2C1C1=CC(=C(C=C1CC2)OC)OC)N Chemical compound C1(=CC=CC=C1)C=1N=C(N2C1C1=CC(=C(C=C1CC2)OC)OC)N YRSBACGPSAXCFB-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 claims 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- 241000662751 Ivania Species 0.000 claims 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims 1
- CPGKMLVTFNUAHL-UHFFFAOYSA-N [Ca].[Ca] Chemical compound [Ca].[Ca] CPGKMLVTFNUAHL-UHFFFAOYSA-N 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical group 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000012043 crude product Substances 0.000 claims 1
- 238000000354 decomposition reaction Methods 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 150000002391 heterocyclic compounds Chemical class 0.000 claims 1
- ROPLCSFPUPWHGJ-UHFFFAOYSA-N hydroxycyanamide Chemical compound ONC#N ROPLCSFPUPWHGJ-UHFFFAOYSA-N 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 150000002825 nitriles Chemical class 0.000 claims 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 239000002244 precipitate Substances 0.000 claims 1
- 238000001953 recrystallisation Methods 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 229910052938 sodium sulfate Inorganic materials 0.000 claims 1
- 235000011152 sodium sulphate Nutrition 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
- A61P9/08—Vasodilators for multiple indications
-
- 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
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01J—ELECTRIC DISCHARGE TUBES OR DISCHARGE LAMPS
- H01J23/00—Details of transit-time tubes of the types covered by group H01J25/00
- H01J23/02—Electrodes; Magnetic control means; Screens
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01J—ELECTRIC DISCHARGE TUBES OR DISCHARGE LAMPS
- H01J25/00—Transit-time tubes, e.g. klystrons, travelling-wave tubes, magnetrons
- H01J25/34—Travelling-wave tubes; Tubes in which a travelling wave is simulated at spaced gaps
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Microwave Tubes (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HUCI1248A HU167240B (US07922777-20110412-C00004.png) | 1972-06-30 | 1972-06-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU584782A3 true SU584782A3 (ru) | 1977-12-15 |
Family
ID=10994443
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU7301941205A SU584782A3 (ru) | 1972-06-30 | 1973-06-29 | Способ получени производных аминоимидазоизохинолина или их солей |
| SU762325405A SU587863A3 (ru) | 1972-06-30 | 1976-02-24 | Способ получени аминоимидазоизохинолинов или их солей |
| SU7602325957A SU584783A3 (ru) | 1972-06-30 | 1976-02-24 | Способ получени производных аминоимидазолоизохинолина или их солей |
| SU762326052A SU591148A3 (ru) | 1972-06-30 | 1976-02-24 | Способ получени производных аминопиразолоизохинолина или их солей |
| SU762414099A SU596170A3 (ru) | 1972-06-30 | 1976-10-26 | Способ получени производных аминоимидазолоизохинолина или их солей |
Family Applications After (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU762325405A SU587863A3 (ru) | 1972-06-30 | 1976-02-24 | Способ получени аминоимидазоизохинолинов или их солей |
| SU7602325957A SU584783A3 (ru) | 1972-06-30 | 1976-02-24 | Способ получени производных аминоимидазолоизохинолина или их солей |
| SU762326052A SU591148A3 (ru) | 1972-06-30 | 1976-02-24 | Способ получени производных аминопиразолоизохинолина или их солей |
| SU762414099A SU596170A3 (ru) | 1972-06-30 | 1976-10-26 | Способ получени производных аминоимидазолоизохинолина или их солей |
Country Status (24)
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH603643A5 (US07922777-20110412-C00004.png) * | 1976-09-29 | 1978-08-31 | Sandoz Ag | |
| HU176214B (en) * | 1977-05-18 | 1981-01-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing new 5,6-dihydro-imidazo-square bracket-5,1-a-square bracket closed-isoquinolin derivatives |
| JP2002544279A (ja) * | 1999-05-19 | 2002-12-24 | ザ プロクター アンド ギャンブル カンパニー | イミダゾ含有複素環化合物、その組成物および使用 |
| US6552033B1 (en) | 2000-05-16 | 2003-04-22 | The Procter & Gamble Co. | Imidazo-containing heterocyclic compounds, their compositions and uses |
| EP2573073B1 (en) * | 2011-09-26 | 2014-10-22 | Sanofi | Pyrazoloquinolinone derivatives, preparation thereof and therapeutic use thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH25A (de) * | 1888-11-16 | 1889-04-05 | Saurer & Soehne F | Maschine zum Einfädeln von Nadeln und zur Fadenverknotung |
-
1972
- 1972-06-30 HU HUCI1248A patent/HU167240B/hu unknown
-
1973
- 1973-01-01 AR AR248881A patent/AR208055A1/es active
- 1973-06-26 SE SE7308998A patent/SE405603B/xx unknown
- 1973-06-26 IL IL42613A patent/IL42613A/en unknown
- 1973-06-27 AT AT563773A patent/AT329058B/de not_active IP Right Cessation
- 1973-06-27 FI FI2054/73A patent/FI55199C/fi active
- 1973-06-28 ES ES416971A patent/ES416971A1/es not_active Expired
- 1973-06-28 DK DK357373AA patent/DK141066B/da not_active IP Right Cessation
- 1973-06-28 DE DE2332860A patent/DE2332860C2/de not_active Expired
- 1973-06-29 PL PL1973190223A patent/PL97544B1/pl unknown
- 1973-06-29 NL NLAANVRAGE7309104,A patent/NL177750C/xx not_active IP Right Cessation
- 1973-06-29 SU SU7301941205A patent/SU584782A3/ru active
- 1973-06-29 CH CH191877A patent/CH602730A5/xx not_active IP Right Cessation
- 1973-06-29 CH CH952573A patent/CH603639A5/xx not_active IP Right Cessation
- 1973-06-29 GB GB3117573A patent/GB1438819A/en not_active Expired
- 1973-06-29 YU YU1796/73A patent/YU36175B/xx unknown
- 1973-06-29 FR FR7323956A patent/FR2190458B1/fr not_active Expired
- 1973-06-29 CH CH191777A patent/CH602729A5/xx not_active IP Right Cessation
- 1973-06-29 CH CH1280677A patent/CH603647A5/xx not_active IP Right Cessation
- 1973-06-29 JP JP7357473A patent/JPS5336480B2/ja not_active Expired
- 1973-06-29 NO NO732694A patent/NO138908C/no unknown
- 1973-06-29 PL PL1973184279A patent/PL94046B1/pl unknown
- 1973-06-29 PL PL1973193522A patent/PL96818B1/pl unknown
- 1973-06-29 PL PL1973184280A patent/PL94059B1/pl unknown
- 1973-06-29 CH CH1359177A patent/CH610900A5/xx not_active IP Right Cessation
- 1973-06-29 CH CH191977A patent/CH602731A5/xx not_active IP Right Cessation
- 1973-06-29 PL PL1973163721A patent/PL93702B1/pl unknown
- 1973-06-29 CA CA175,341A patent/CA1014559A/en not_active Expired
- 1973-06-29 DD DD171938A patent/DD108090A1/xx unknown
- 1973-06-29 PL PL1973184281A patent/PL94060B1/pl unknown
- 1973-06-29 BE BE132908A patent/BE801668A/xx not_active IP Right Cessation
- 1973-06-30 IN IN1533/CAL/73A patent/IN139710B/en unknown
- 1973-06-30 EG EG252/73A patent/EG11302A/xx active
- 1973-07-02 CS CS7300004783A patent/CS179024B1/cs unknown
-
1974
- 1974-12-23 AR AR257053A patent/AR210066A1/es active
-
1975
- 1975-11-21 AR AR261310A patent/AR209330A1/es active
- 1975-11-21 AR AR261311A patent/AR209331A1/es active
-
1976
- 1976-02-24 SU SU762325405A patent/SU587863A3/ru active
- 1976-02-24 SU SU7602325957A patent/SU584783A3/ru active
- 1976-02-24 SU SU762326052A patent/SU591148A3/ru active
- 1976-03-17 AR AR262581A patent/AR211857A1/es active
- 1976-09-14 SE SE7610170A patent/SE425314B/xx unknown
- 1976-09-14 SE SE7610169A patent/SE410189B/xx not_active IP Right Cessation
- 1976-09-14 SE SE7610171A patent/SE410190B/xx not_active IP Right Cessation
- 1976-10-26 SU SU762414099A patent/SU596170A3/ru active
-
1977
- 1977-07-29 JP JP9130377A patent/JPS5334799A/ja active Granted
-
1979
- 1979-12-10 YU YU2996/79A patent/YU36177B/xx unknown
- 1979-12-10 YU YU2994/79A patent/YU36300B/xx unknown
- 1979-12-10 YU YU2995/79A patent/YU36176B/xx unknown
-
1980
- 1980-01-11 SE SE8000253A patent/SE431455B/sv unknown
- 1980-04-02 SE SE8002538A patent/SE420968B/sv not_active IP Right Cessation
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