DD284676A5 - Verfahren zur herstellung neuer chinolinthioaether - Google Patents
Verfahren zur herstellung neuer chinolinthioaether Download PDFInfo
- Publication number
- DD284676A5 DD284676A5 DD88315011A DD31501188A DD284676A5 DD 284676 A5 DD284676 A5 DD 284676A5 DD 88315011 A DD88315011 A DD 88315011A DD 31501188 A DD31501188 A DD 31501188A DD 284676 A5 DD284676 A5 DD 284676A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- general formula
- compound
- quinoline
- carries out
- hydrogen
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 29
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- 150000001875 compounds Chemical class 0.000 claims abstract description 62
- 150000003839 salts Chemical class 0.000 claims abstract description 31
- 239000002253 acid Substances 0.000 claims abstract description 29
- 230000000949 anxiolytic effect Effects 0.000 claims abstract description 23
- -1 quinoline thioethers Chemical class 0.000 claims abstract description 15
- 238000006243 chemical reaction Methods 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 150000002367 halogens Chemical class 0.000 claims description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 6
- 239000004480 active ingredient Substances 0.000 claims description 6
- 230000010933 acylation Effects 0.000 claims description 6
- 238000005917 acylation reaction Methods 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 claims description 4
- 239000007858 starting material Substances 0.000 claims description 4
- 125000002861 (C1-C4) alkanoyl group Chemical group 0.000 claims description 3
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- 239000007787 solid Substances 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 claims description 2
- 125000005279 aryl sulfonyloxy group Chemical group 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
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- 125000004705 ethylthio group Chemical group C(C)S* 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
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- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 2
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- 238000006303 photolysis reaction Methods 0.000 description 1
- 230000015843 photosynthesis, light reaction Effects 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 102000005962 receptors Human genes 0.000 description 1
- 108020003175 receptors Proteins 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000007619 statistical method Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 239000003765 sweetening agent Substances 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
- 235000012222 talc Nutrition 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 238000010257 thawing Methods 0.000 description 1
- 238000001149 thermolysis Methods 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/36—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/22—Anxiolytics
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Biomedical Technology (AREA)
- Public Health (AREA)
- Anesthesiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Quinoline Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU871778A HU199424B (en) | 1987-04-24 | 1987-04-24 | Process for producing quinoline thioethers and pharmaceutical compositions comprising such compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD284676A5 true DD284676A5 (de) | 1990-11-21 |
Family
ID=10956151
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD88315011A DD284676A5 (de) | 1987-04-24 | 1988-04-22 | Verfahren zur herstellung neuer chinolinthioaether |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US4921960A (pt) |
| JP (1) | JPS63280067A (pt) |
| KR (1) | KR880012557A (pt) |
| CN (1) | CN88102436A (pt) |
| AT (1) | AT394553B (pt) |
| AU (1) | AU602209B2 (pt) |
| CH (1) | CH675876A5 (pt) |
| DD (1) | DD284676A5 (pt) |
| DE (1) | DE3813675A1 (pt) |
| DK (1) | DK220388A (pt) |
| ES (1) | ES2009601A6 (pt) |
| FI (1) | FI881921A7 (pt) |
| FR (1) | FR2618431B1 (pt) |
| GB (1) | GB2204583B (pt) |
| GR (1) | GR1000471B (pt) |
| HU (1) | HU199424B (pt) |
| IL (1) | IL86148A (pt) |
| IT (1) | IT1217192B (pt) |
| NL (1) | NL8801063A (pt) |
| PH (1) | PH24864A (pt) |
| PL (1) | PL272026A1 (pt) |
| PT (1) | PT87311B (pt) |
| SE (1) | SE8801505L (pt) |
| SU (1) | SU1609446A3 (pt) |
| YU (1) | YU81688A (pt) |
| ZA (1) | ZA882862B (pt) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU199423B (en) * | 1987-04-24 | 1990-02-28 | Egyt Gyogyszervegyeszeti Gyar | Process for producing 3-amino-4-/ethylthio/-quinoline and pharmaceutical compositions comprising such compounds |
| RU2136679C1 (ru) * | 1998-07-06 | 1999-09-10 | Пермская государственная фармацевтическая академия | 5-нитрофурфурилиденгидразид 2-амино-5,6,7,8-тетрагидрохинолин-3-карбоновой кислоты |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2918591A1 (de) * | 1979-05-09 | 1980-11-20 | Hoechst Ag | Neue 4-substituierte 5,6,7,8-tetrahydrochinoline, ihre herstellung und verwendung |
| FR2582514B1 (fr) * | 1985-05-30 | 1988-02-19 | Rhone Poulenc Sante | Medicaments a base d'amides, nouveaux amides et leur preparation |
| HU199423B (en) * | 1987-04-24 | 1990-02-28 | Egyt Gyogyszervegyeszeti Gyar | Process for producing 3-amino-4-/ethylthio/-quinoline and pharmaceutical compositions comprising such compounds |
-
1987
- 1987-04-24 HU HU871778A patent/HU199424B/hu not_active IP Right Cessation
-
1988
- 1988-04-18 PH PH36809A patent/PH24864A/en unknown
- 1988-04-20 CH CH1477/88A patent/CH675876A5/de not_active IP Right Cessation
- 1988-04-22 FR FR888805337A patent/FR2618431B1/fr not_active Expired - Lifetime
- 1988-04-22 ES ES8801244A patent/ES2009601A6/es not_active Expired
- 1988-04-22 ZA ZA882862A patent/ZA882862B/xx unknown
- 1988-04-22 KR KR1019880004593A patent/KR880012557A/ko not_active Withdrawn
- 1988-04-22 PL PL27202688A patent/PL272026A1/xx unknown
- 1988-04-22 GR GR880100265A patent/GR1000471B/el unknown
- 1988-04-22 CN CN198888102436A patent/CN88102436A/zh active Pending
- 1988-04-22 IT IT20306/88A patent/IT1217192B/it active
- 1988-04-22 DD DD88315011A patent/DD284676A5/de not_active IP Right Cessation
- 1988-04-22 DE DE3813675A patent/DE3813675A1/de not_active Withdrawn
- 1988-04-22 DK DK220388A patent/DK220388A/da not_active Application Discontinuation
- 1988-04-22 IL IL86148A patent/IL86148A/xx unknown
- 1988-04-22 SE SE8801505A patent/SE8801505L/xx not_active Application Discontinuation
- 1988-04-22 JP JP63098434A patent/JPS63280067A/ja active Pending
- 1988-04-22 AT AT0103088A patent/AT394553B/de not_active IP Right Cessation
- 1988-04-22 US US07/184,796 patent/US4921960A/en not_active Expired - Fee Related
- 1988-04-22 NL NL8801063A patent/NL8801063A/nl not_active Application Discontinuation
- 1988-04-22 AU AU15105/88A patent/AU602209B2/en not_active Ceased
- 1988-04-22 PT PT87311A patent/PT87311B/pt not_active IP Right Cessation
- 1988-04-22 YU YU00816/88A patent/YU81688A/xx unknown
- 1988-04-22 FI FI881921A patent/FI881921A7/fi not_active IP Right Cessation
- 1988-04-22 SU SU884355577A patent/SU1609446A3/ru active
- 1988-04-22 GB GB8809520A patent/GB2204583B/en not_active Expired - Lifetime
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ENJ | Ceased due to non-payment of renewal fee |