ES414289A1 - Derivatives of delta 1-pyrroline their method of preparation and their applications - Google Patents
Derivatives of delta 1-pyrroline their method of preparation and their applicationsInfo
- Publication number
- ES414289A1 ES414289A1 ES414289A ES414289A ES414289A1 ES 414289 A1 ES414289 A1 ES 414289A1 ES 414289 A ES414289 A ES 414289A ES 414289 A ES414289 A ES 414289A ES 414289 A1 ES414289 A1 ES 414289A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- radical
- alcoholic
- pyrroline
- atom
- 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
- 238000000034 method Methods 0.000 title abstract 2
- ZVJHJDDKYZXRJI-UHFFFAOYSA-N pyrroline Natural products C1CC=NC1 ZVJHJDDKYZXRJI-UHFFFAOYSA-N 0.000 title abstract 2
- 150000003254 radicals Chemical class 0.000 abstract 5
- 230000001476 alcoholic effect Effects 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- -1 alkoxy radical Chemical class 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 150000004064 1-pyrrolines Chemical class 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 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
- C07D207/18—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 one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—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 one double bond between ring members or between a ring member and a non-ring member 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Preparation procedure for < 1-pyrroline derivatives of the general formula **(See formula)** in which R1 taken separately represents a hydrogen atom, an alcoholic radical, phenylalkyl, phenyl, a dialkoxylaminoalcoyl radical or a -NH-C-O-R4 radical, where R4 is an alcoholic radical; and R2 taken separately represents a hydrogen atom; or R1 and R2 we take together form with the nitrogen atom to which they are attached a heterocyclic nucleus that has from 5 to 7 links that can carry as second heteroatom an oxygen atom or a nitrogen atom that in turn can carry a radical alcoholic R3 represents a hydrogen or halogen atom, an alcohol or alkoxy radical and n is equal to 0, 1 or 2; and its addition salts with acids, characterized in that it is reacted with a pyrrolidinone-2 of the formula **(See formula)** where R3 and n have the meanings indicated above, triethyloxonium tetrafluoroborate of the formula + O (C2H5) 3 -BF4 in an inert solvent and then reacted with the Δ 1-pyrroline of the formula **(See formula)** thus obtained, an amine of the formula HNR1R2, wherein R1 and R2 have the meanings indicated above, thereby obtaining the desired derivative of formula (I). (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7215636A FR2186236B1 (en) | 1972-05-03 | 1972-05-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES414289A1 true ES414289A1 (en) | 1976-01-16 |
Family
ID=9097884
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES414289A Expired ES414289A1 (en) | 1972-05-03 | 1973-05-02 | Derivatives of delta 1-pyrroline their method of preparation and their applications |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS4947366A (en) |
| BE (1) | BE798779A (en) |
| CH (1) | CH566981A5 (en) |
| DE (1) | DE2321950A1 (en) |
| ES (1) | ES414289A1 (en) |
| FR (1) | FR2186236B1 (en) |
| GB (1) | GB1367598A (en) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS50140080A (en) * | 1974-04-25 | 1975-11-10 | ||
| DE3149776C2 (en) * | 1981-12-16 | 1985-11-14 | Daimler-Benz Ag, 7000 Stuttgart | Valve guide arrangement for a poppet valve controlling the connection of a main exhaust line of an internal combustion engine with a secondary exhaust line |
| FR2540109B1 (en) * | 1983-01-28 | 1985-08-30 | Logeais Labor Jacques | IMINO-2 PYRROLIDINES, THEIR PREPARATION PROCESS AND THEIR THERAPEUTIC APPLICATIONS |
| JPS6016989A (en) * | 1983-07-06 | 1985-01-28 | Shionogi & Co Ltd | Oxo-saturated heterocyclic carbon amide cephem compound |
| JPS6222757A (en) * | 1985-07-22 | 1987-01-30 | Daicel Chem Ind Ltd | Substituted anilino-2-pyrroline derivative |
| EP0561961A1 (en) * | 1990-12-13 | 1993-09-29 | E.I. Du Pont De Nemours And Company | Novel heterocyclic amidines and guanidines as plant fungicides |
| KR100342275B1 (en) | 1993-10-21 | 2002-12-05 | 지.디. 썰 엘엘씨 | Amidino derivatives useful as nitric oxide synthase inhibitors |
| EP0821674B1 (en) * | 1995-04-20 | 2003-08-06 | G.D. SEARLE & CO. | Cyclic amidino agents useful as nitric oxide synthase inhibitors |
| US5945408A (en) * | 1996-03-06 | 1999-08-31 | G.D. Searle & Co. | Hydroxyanidino derivatives useful as nitric oxide synthase inhibitors |
| US5981556A (en) * | 1997-07-22 | 1999-11-09 | G.D. Searle & Co. | 1,3-diazolino and 1,3-diazolidino heterocycles as useful nitric oxide synthase inhibitors |
| CA2333691A1 (en) | 1998-06-10 | 1999-12-16 | G.D. Searle & Co. | Heterobicyclic and tricyclic nitric oxide synthase inhibitors |
| SE520050C2 (en) | 2000-03-30 | 2003-05-13 | Bertil Johansson | Composite projectile and cartridge containing such projectile |
| US6344473B1 (en) | 2000-08-07 | 2002-02-05 | G.D. Searle & Co. | Imidazoles useful as nitric oxide synthase inhibitors |
| LV14346B (en) * | 2009-11-05 | 2011-07-20 | Grindeks, A/S | 2- (4-Phenyl-5-methyl-2-oxopyrrolidin-1-yl) -acetam ī da 4R, 5S-enantiomer ē ar nootropic activity & |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3632604A (en) * | 1970-04-09 | 1972-01-04 | Sandoz Ag | 2-substituted-4-phenyl and substituted phenyl-1-pyrrolines |
-
1972
- 1972-05-03 FR FR7215636A patent/FR2186236B1/fr not_active Expired
-
1973
- 1973-04-26 BE BE130469A patent/BE798779A/en unknown
- 1973-05-02 CH CH622773A patent/CH566981A5/xx not_active IP Right Cessation
- 1973-05-02 DE DE19732321950 patent/DE2321950A1/en active Pending
- 1973-05-02 ES ES414289A patent/ES414289A1/en not_active Expired
- 1973-05-03 GB GB2110173A patent/GB1367598A/en not_active Expired
- 1973-05-04 JP JP4918173A patent/JPS4947366A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| GB1367598A (en) | 1974-09-18 |
| FR2186236B1 (en) | 1975-08-01 |
| DE2321950A1 (en) | 1973-11-15 |
| BE798779A (en) | 1973-08-16 |
| FR2186236A1 (en) | 1974-01-11 |
| JPS4947366A (en) | 1974-05-08 |
| CH566981A5 (en) | 1975-09-30 |
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