SU1192614A3 - Способ получени производных 6-гидразино-пиридо-(2,1- @ )-хиназолин-11-она или их солей - Google Patents
Способ получени производных 6-гидразино-пиридо-(2,1- @ )-хиназолин-11-она или их солей Download PDFInfo
- Publication number
- SU1192614A3 SU1192614A3 SU813301195A SU3301195A SU1192614A3 SU 1192614 A3 SU1192614 A3 SU 1192614A3 SU 813301195 A SU813301195 A SU 813301195A SU 3301195 A SU3301195 A SU 3301195A SU 1192614 A3 SU1192614 A3 SU 1192614A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- group
- alkyl
- hydrogen
- pyrido
- alkoxy
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title claims abstract description 5
- 238000000034 method Methods 0.000 title claims description 6
- -1 nitro, carboxy Chemical group 0.000 claims abstract description 18
- 150000001875 compounds Chemical class 0.000 claims abstract description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 7
- 239000001257 hydrogen Substances 0.000 claims abstract description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 5
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 4
- 150000002367 halogens Chemical class 0.000 claims abstract description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 4
- 125000001624 naphthyl group Chemical group 0.000 claims abstract description 3
- 125000004076 pyridyl group Chemical group 0.000 claims abstract description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 3
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 2
- 239000012954 diazonium Substances 0.000 claims abstract 2
- 150000001989 diazonium salts Chemical class 0.000 claims abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 150000002825 nitriles Chemical class 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- ACVGWSKVRYFWRP-UHFFFAOYSA-N Rutecarpine Chemical compound C1=CC=C2C(=O)N(CCC=3C4=CC=CC=C4NC=33)C3=NC2=C1 ACVGWSKVRYFWRP-UHFFFAOYSA-N 0.000 abstract description 8
- 238000002360 preparation method Methods 0.000 abstract description 4
- 238000006243 chemical reaction Methods 0.000 abstract description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- BCPAKGGXGLGKIO-UHFFFAOYSA-N Pseudorutaecarpin Natural products C1=CC=C2C(=O)N(CCC3=C4C5=CC=CC=C5N3)C4=NC2=C1 BCPAKGGXGLGKIO-UHFFFAOYSA-N 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- MONJTOUXCWKOFS-UHFFFAOYSA-N pyrido[2,1-b]quinazolin-11-one Chemical compound C1=CC=CN2C(=O)C3=CC=CC=C3N=C21 MONJTOUXCWKOFS-UHFFFAOYSA-N 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 239000011541 reaction mixture Substances 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
- 229960000583 acetic acid Drugs 0.000 description 5
- 229930013930 alkaloid Natural products 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 4
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000001632 sodium acetate Substances 0.000 description 3
- 235000017281 sodium acetate Nutrition 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- YZFHQWNGLJSWLT-UHFFFAOYSA-N 6-(phenylhydrazinylidene)-8,9-dihydro-7h-pyrido[2,1-b]quinazolin-11-one Chemical class C12=NC3=CC=CC=C3C(=O)N2CCCC1=NNC1=CC=CC=C1 YZFHQWNGLJSWLT-UHFFFAOYSA-N 0.000 description 2
- 208000004880 Polyuria Diseases 0.000 description 2
- 230000001882 diuretic effect Effects 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000004317 sodium nitrate Substances 0.000 description 2
- 235000010344 sodium nitrate Nutrition 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- VREKFLBWYDLEFC-UHFFFAOYSA-N 11-oxo-6,7,8,9-tetrahydropyrido[2,1-b]quinazoline-2-carboxylic acid Chemical compound C1CCCN2C(=O)C3=CC(C(=O)O)=CC=C3N=C21 VREKFLBWYDLEFC-UHFFFAOYSA-N 0.000 description 1
- NFSBKHUHALQOAO-UHFFFAOYSA-N 1h-pyrido[2,1-b]quinazoline Chemical compound C1=CC=CN2C=C3CC=CC=C3N=C21 NFSBKHUHALQOAO-UHFFFAOYSA-N 0.000 description 1
- XZRQFPTXOIXFRK-UHFFFAOYSA-N 2,3,4-trimethoxy-6,7,8,9-tetrahydropyrido[2,1-b]quinazolin-11-one Chemical compound C1CCCN2C(=O)C(C=C(C(=C3OC)OC)OC)=C3N=C21 XZRQFPTXOIXFRK-UHFFFAOYSA-N 0.000 description 1
- LMDWOGWJYVSXEP-UHFFFAOYSA-N 6,7,8,9-tetrahydropyrido[2,1-b]quinazolin-11-one Chemical compound C1=CC=C2C(=O)N(CCCC3)C3=NC2=C1 LMDWOGWJYVSXEP-UHFFFAOYSA-N 0.000 description 1
- 101100189068 Bacillus subtilis (strain 168) proI gene Proteins 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000238424 Crustacea Species 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 150000003797 alkaloid derivatives Chemical class 0.000 description 1
- 150000001448 anilines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 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
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/10—Antioedematous agents; Diuretics
-
- G—PHYSICS
- G16—INFORMATION AND COMMUNICATION TECHNOLOGY [ICT] SPECIALLY ADAPTED FOR SPECIFIC APPLICATION FIELDS
- G16H—HEALTHCARE INFORMATICS, i.e. INFORMATION AND COMMUNICATION TECHNOLOGY [ICT] SPECIALLY ADAPTED FOR THE HANDLING OR PROCESSING OF MEDICAL OR HEALTHCARE DATA
- G16H10/00—ICT specially adapted for the handling or processing of patient-related medical or healthcare data
- G16H10/60—ICT specially adapted for the handling or processing of patient-related medical or healthcare data for patient-specific data, e.g. for electronic patient records
-
- G—PHYSICS
- G16—INFORMATION AND COMMUNICATION TECHNOLOGY [ICT] SPECIALLY ADAPTED FOR SPECIFIC APPLICATION FIELDS
- G16H—HEALTHCARE INFORMATICS, i.e. INFORMATION AND COMMUNICATION TECHNOLOGY [ICT] SPECIALLY ADAPTED FOR THE HANDLING OR PROCESSING OF MEDICAL OR HEALTHCARE DATA
- G16H40/00—ICT specially adapted for the management or administration of healthcare resources or facilities; ICT specially adapted for the management or operation of medical equipment or devices
- G16H40/60—ICT specially adapted for the management or administration of healthcare resources or facilities; ICT specially adapted for the management or operation of medical equipment or devices for the operation of medical equipment or devices
- G16H40/67—ICT specially adapted for the management or administration of healthcare resources or facilities; ICT specially adapted for the management or operation of medical equipment or devices for the operation of medical equipment or devices for remote operation
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A90/00—Technologies having an indirect contribution to adaptation to climate change
- Y02A90/10—Information and communication technologies [ICT] supporting adaptation to climate change, e.g. for weather forecasting or climate simulation
Landscapes
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Primary Health Care (AREA)
- Medical Informatics (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Business, Economics & Management (AREA)
- General Business, Economics & Management (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 |
|---|---|---|---|
| HU801559A HU183173B (en) | 1980-06-24 | 1980-06-24 | Process for producing 6-hydrazono-pyrido-aracket-2,1-b-bracket closed-quinazolin-11-ones |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1192614A3 true SU1192614A3 (ru) | 1985-11-15 |
Family
ID=10955013
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU813301195A SU1192614A3 (ru) | 1980-06-24 | 1981-06-23 | Способ получени производных 6-гидразино-пиридо-(2,1- @ )-хиназолин-11-она или их солей |
| SU823436303A SU1191449A1 (ru) | 1980-06-24 | 1982-05-18 | Производные 6-гидразоно-пиридо(2,1- @ )хиназолин- @ -она в качестве промежуточных продуктов в синтезе производных индоло(2,3:3,4)пиридо(2,1- @ )хиназолин-5-онов,обладающих диуретической активностью |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU823436303A SU1191449A1 (ru) | 1980-06-24 | 1982-05-18 | Производные 6-гидразоно-пиридо(2,1- @ )хиназолин- @ -она в качестве промежуточных продуктов в синтезе производных индоло(2,3:3,4)пиридо(2,1- @ )хиназолин-5-онов,обладающих диуретической активностью |
Country Status (25)
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ194196A (en) * | 1979-07-17 | 1983-07-15 | Ici Australia Ltd | -(quinoxalin-2-yl(oxy or thio) phen (oxy or ylthio)-alkanoic acid derivatives or precursors |
| AT377586B (de) * | 1981-06-30 | 1985-04-10 | Erba Farmitalia | Verfahren zur herstellung von substituierten pyrrolo-(2,1-b)-chinazolinen und pyrido(2,1-b)chinazolinen |
| JPS5987269A (ja) * | 1982-11-12 | 1984-05-19 | Nissan Motor Co Ltd | 燃料噴射弁 |
| JPS61126367A (ja) * | 1984-11-24 | 1986-06-13 | Mitsubishi Heavy Ind Ltd | 燃料噴射装置 |
| JPS61129457A (ja) * | 1984-11-27 | 1986-06-17 | Mitsubishi Heavy Ind Ltd | 多燃料弁噴射装置 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU178496B (en) * | 1977-12-29 | 1982-05-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing 6,7,8,9-tetrahydro-4h-pyrido/1,2-a/pyrimidine derivatives with antiallergic activity |
-
1980
- 1980-06-24 HU HU801559A patent/HU183173B/hu not_active IP Right Cessation
-
1981
- 1981-06-09 IL IL63061A patent/IL63061A/xx unknown
- 1981-06-18 NL NL8102935A patent/NL8102935A/nl not_active Application Discontinuation
- 1981-06-18 CS CS852962A patent/CS296285A2/cs unknown
- 1981-06-22 GR GR65305A patent/GR74608B/el unknown
- 1981-06-22 ES ES503266A patent/ES8203370A1/es not_active Expired
- 1981-06-22 FR FR8112209A patent/FR2485534A1/fr active Granted
- 1981-06-23 YU YU1564/81A patent/YU42722B/xx unknown
- 1981-06-23 SE SE8103940A patent/SE441829B/sv not_active IP Right Cessation
- 1981-06-23 PL PL1981231826A patent/PL129623B1/pl unknown
- 1981-06-23 CH CH4143/81A patent/CH648312A5/de not_active IP Right Cessation
- 1981-06-23 BE BE0/205178A patent/BE889339A/fr not_active IP Right Cessation
- 1981-06-23 FI FI811970A patent/FI70897C/fi not_active IP Right Cessation
- 1981-06-23 AU AU72081/81A patent/AU544360B2/en not_active Ceased
- 1981-06-23 CA CA000380416A patent/CA1167842A/en not_active Expired
- 1981-06-23 IT IT67869/81A patent/IT1144814B/it active
- 1981-06-23 SU SU813301195A patent/SU1192614A3/ru active
- 1981-06-23 NO NO812143A patent/NO157142C/no unknown
- 1981-06-23 DK DK277281A patent/DK277281A/da not_active Application Discontinuation
- 1981-06-23 PT PT73248A patent/PT73248B/pt unknown
- 1981-06-23 GB GB8119298A patent/GB2080291B/en not_active Expired
- 1981-06-23 PL PL1981235214A patent/PL129635B1/pl unknown
- 1981-06-23 AT AT0277081A patent/AT379393B/de not_active IP Right Cessation
- 1981-06-23 DE DE19813124577 patent/DE3124577A1/de not_active Withdrawn
- 1981-06-24 JP JP9813381A patent/JPS5738781A/ja active Pending
- 1981-06-26 DD DD81231194A patent/DD160060A5/de not_active IP Right Cessation
-
1982
- 1982-05-18 SU SU823436303A patent/SU1191449A1/ru active
Non-Patent Citations (1)
| Title |
|---|
| Phyllips R. The Japp-Klingemann reaction. - Organic Reactions. - New York, v. 10, p. 143-178. * |
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