CH615420A5 - - Google Patents
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- Publication number
- CH615420A5 CH615420A5 CH745176A CH745176A CH615420A5 CH 615420 A5 CH615420 A5 CH 615420A5 CH 745176 A CH745176 A CH 745176A CH 745176 A CH745176 A CH 745176A CH 615420 A5 CH615420 A5 CH 615420A5
- Authority
- CH
- Switzerland
- Prior art keywords
- formula
- group
- alkyl group
- carbon atoms
- compound
- Prior art date
Links
- 238000000034 method Methods 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- FLNJZNHUCKTVEA-NTMALXAHSA-N methyl (z)-3-[(1-ethylpyrrolidin-2-yl)methylamino]but-2-enoate Chemical compound CCN1CCCC1CN\C(C)=C/C(=O)OC FLNJZNHUCKTVEA-NTMALXAHSA-N 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 150000002081 enamines Chemical class 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims 11
- 125000000217 alkyl group Chemical group 0.000 claims 8
- 125000004432 carbon atom Chemical group C* 0.000 claims 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 4
- 125000005599 alkyl carboxylate group Chemical group 0.000 claims 4
- 150000002576 ketones Chemical class 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000002252 acyl group Chemical group 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- SKOLWUPSYHWYAM-UHFFFAOYSA-N carbonodithioic O,S-acid Chemical compound SC(S)=O SKOLWUPSYHWYAM-UHFFFAOYSA-N 0.000 claims 2
- HRKQOINLCJTGBK-UHFFFAOYSA-N dihydroxidosulfur Chemical compound OSO HRKQOINLCJTGBK-UHFFFAOYSA-N 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims 2
- 238000005956 quaternization reaction Methods 0.000 claims 2
- 150000003568 thioethers Chemical class 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- 150000007522 mineralic acids Chemical class 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- UNRBEYYLYRXYCG-UHFFFAOYSA-N (1-ethylpyrrolidin-2-yl)methanamine Chemical compound CCN1CCCC1CN UNRBEYYLYRXYCG-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-DYCDLGHISA-N Deuterium chloride Chemical compound [2H]Cl VEXZGXHMUGYJMC-DYCDLGHISA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- VDOMTIYXBZIWNT-DQMXGCRQSA-N methyl (z)-3-[(1-ethylpyrrolidin-2-yl)methylamino]but-2-enoate;hydrochloride Chemical compound Cl.CCN1CCCC1CN\C(C)=C/C(=O)OC VDOMTIYXBZIWNT-DQMXGCRQSA-N 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
- C07D207/09—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/26—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D223/04—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings with only hydrogen atoms, halogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyrrole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7518344A FR2314179A1 (fr) | 1975-06-12 | 1975-06-12 | Nouvelles enamines et leur procede de preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH615420A5 true CH615420A5 (instruction) | 1980-01-31 |
Family
ID=9156406
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH745176A CH615420A5 (instruction) | 1975-06-12 | 1976-06-11 |
Country Status (38)
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4370335A (en) * | 1982-02-02 | 1983-01-25 | Mcneilab, Inc. | Antisecretory 4-diphenylmethyl-1-[(oxoalkyl)imino]methyl-piperidines and their derivatives |
| ES2017932B3 (es) * | 1985-12-23 | 1991-03-16 | Dr Lo Zambeletti S P A | Compuestos azaciclicos, procedimientos de su preparacion y su uso como farmacos. |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3878223A (en) * | 1973-03-12 | 1975-04-15 | Abbott Lab | N-Substituted acrylamides |
-
1975
- 1975-06-12 FR FR7518344A patent/FR2314179A1/fr active Granted
-
1976
- 1976-05-17 IL IL49597A patent/IL49597A/xx unknown
- 1976-05-20 MC MC761195A patent/MC1103A1/xx unknown
- 1976-05-21 ZA ZA763043A patent/ZA763043B/xx unknown
- 1976-05-21 BE BE1007405A patent/BE842060A/xx not_active IP Right Cessation
- 1976-05-22 DE DE19762623076 patent/DE2623076A1/de not_active Withdrawn
- 1976-05-24 AR AR263375A patent/AR211016A1/es active
- 1976-05-27 AU AU14361/76A patent/AU498622B2/en not_active Expired
- 1976-05-27 IN IN927/CAL/1976A patent/IN142641B/en unknown
- 1976-05-28 YU YU1319/76A patent/YU39542B/xx unknown
- 1976-06-01 AT AT400276A patent/AT361461B/de not_active IP Right Cessation
- 1976-06-01 PT PT65166A patent/PT65166B/pt unknown
- 1976-06-01 IE IE1168/76A patent/IE43002B1/en unknown
- 1976-06-01 RO RO7686313A patent/RO69115A/ro unknown
- 1976-06-01 SU SU762362104A patent/SU629874A3/ru active
- 1976-06-02 EG EG327/76A patent/EG13535A/xx active
- 1976-06-03 ZM ZM66/76A patent/ZM6676A1/xx unknown
- 1976-06-04 NZ NZ181073A patent/NZ181073A/xx unknown
- 1976-06-04 BG BG033363A patent/BG34184A3/xx unknown
- 1976-06-04 CS CS763722A patent/CS195311B2/cs unknown
- 1976-06-07 PH PH18544A patent/PH13943A/en unknown
- 1976-06-08 LU LU75105A patent/LU75105A1/xx unknown
- 1976-06-08 SE SE7606426A patent/SE410791B/xx not_active IP Right Cessation
- 1976-06-09 CA CA254,483A patent/CA1069911A/en not_active Expired
- 1976-06-09 NO NO761978A patent/NO761978L/no unknown
- 1976-06-09 OA OA55846A patent/OA05349A/xx unknown
- 1976-06-09 MX MX76293U patent/MX3617E/es unknown
- 1976-06-10 PL PL1976190303A patent/PL106501B1/pl unknown
- 1976-06-10 GB GB24113/76A patent/GB1500225A/en not_active Expired
- 1976-06-10 JP JP51068623A patent/JPS6016414B2/ja not_active Expired
- 1976-06-10 MW MW17/76A patent/MW1776A1/xx unknown
- 1976-06-11 NL NL7606353A patent/NL7606353A/xx not_active Application Discontinuation
- 1976-06-11 FI FI761679A patent/FI63749C/fi not_active IP Right Cessation
- 1976-06-11 US US05/694,877 patent/US4077976A/en not_active Expired - Lifetime
- 1976-06-11 CH CH745176A patent/CH615420A5/fr not_active IP Right Cessation
- 1976-06-11 HU HU76SO00001172A patent/HU171358B/hu unknown
- 1976-06-11 DK DK260276A patent/DK260276A/da not_active Application Discontinuation
-
1979
- 1979-07-12 HK HK470/79A patent/HK47079A/xx unknown
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |