IE45171L - Pyrroline and pyrrolidine derivatives. - Google Patents
Pyrroline and pyrrolidine derivatives.Info
- Publication number
- IE45171L IE45171L IE771518A IE151877A IE45171L IE 45171 L IE45171 L IE 45171L IE 771518 A IE771518 A IE 771518A IE 151877 A IE151877 A IE 151877A IE 45171 L IE45171 L IE 45171L
- Authority
- IE
- Ireland
- Prior art keywords
- phenyl
- substituted
- formula
- tertiary amino
- resulting
- Prior art date
Links
- RSEBUVRVKCANEP-UHFFFAOYSA-N 2-pyrroline Chemical compound C1CC=CN1 RSEBUVRVKCANEP-UHFFFAOYSA-N 0.000 title 1
- 150000003235 pyrrolidines Chemical class 0.000 title 1
- ZVJHJDDKYZXRJI-UHFFFAOYSA-N pyrroline Natural products C1CC=NC1 ZVJHJDDKYZXRJI-UHFFFAOYSA-N 0.000 title 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 6
- 125000001302 tertiary amino group Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 150000001204 N-oxides Chemical class 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002391 heterocyclic compounds Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000006396 nitration reaction Methods 0.000 abstract 1
- 125000006501 nitrophenyl group Chemical group 0.000 abstract 1
- 230000003287 optical effect Effects 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
- C07D207/04—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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
Abstract
Heterocyclic compounds of the formula <IMAGE> in which R<1> is 2-thienyl or is phenyl which is substituted by a lower tertiary amino group, R<2> and R<3> are, independently of one another, hydrogen or lower alkyl and R<4> is phenyl which can be substituted by halogen, lower alkyl, lower alkoxy or primary, lower secondary or lower tertiary amino, where R<1> is phenyl substituted by a lower tertiary amino group if R<4> is phenyl or halogen-substituted phenyl, are prepared by reducing a compound of the formula <IMAGE> or an N-oxide of a compound of the formula II. It is furthermore possible for a phenyl group R<4> to be converted by nitration into a nitrophenyl group; resulting bases can be converted into acid addition salts; resulting mixtures of cis and trans isomers can be fractionated, and resulting racemates can be resolved into the optical antipodes. The products have an analgesic activity and can be used to control pain.
[GB1564656A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT549076A AT355012B (en) | 1976-07-26 | 1976-07-26 | METHOD FOR PRODUCING NEW PYRROLIDINE DERIVATIVES, THEIR RACEMATS, OPTICAL ANTI-PODES, THE CIS AND TRANS-ISOMERS AND THEIR MIXTURES AND ACID ADDITIONAL SALTS OF THEM |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE45171L true IE45171L (en) | 1978-01-26 |
| IE45171B1 IE45171B1 (en) | 1982-06-30 |
Family
ID=3576384
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1518/77A IE45171B1 (en) | 1976-07-26 | 1977-07-20 | Pyrrolidine and pyrroline derivatives |
Country Status (26)
| Country | Link |
|---|---|
| JP (1) | JPS5315365A (en) |
| AR (1) | AR220682A1 (en) |
| AT (1) | AT355012B (en) |
| AU (1) | AU512688B2 (en) |
| BE (1) | BE857098A (en) |
| CH (1) | CH629188A5 (en) |
| DE (1) | DE2733232A1 (en) |
| DK (1) | DK333877A (en) |
| ES (1) | ES460993A1 (en) |
| FI (1) | FI772269A7 (en) |
| FR (1) | FR2359824A1 (en) |
| GB (1) | GB1564656A (en) |
| GR (1) | GR72106B (en) |
| HU (1) | HU174926B (en) |
| IE (1) | IE45171B1 (en) |
| IL (1) | IL52557A (en) |
| IT (1) | IT1143737B (en) |
| LU (1) | LU77826A1 (en) |
| MC (1) | MC1158A1 (en) |
| NL (1) | NL7708280A (en) |
| NO (1) | NO146467C (en) |
| NZ (1) | NZ184691A (en) |
| PH (1) | PH12499A (en) |
| PT (1) | PT66845B (en) |
| SE (1) | SE424988B (en) |
| ZA (1) | ZA774345B (en) |
-
1976
- 1976-07-26 AT AT549076A patent/AT355012B/en not_active IP Right Cessation
-
1977
- 1977-06-17 CH CH746077A patent/CH629188A5/en not_active IP Right Cessation
- 1977-06-30 IT IT25264/77A patent/IT1143737B/en active
- 1977-07-01 GR GR54020A patent/GR72106B/el unknown
- 1977-07-19 IL IL52557A patent/IL52557A/en unknown
- 1977-07-19 ZA ZA00774345A patent/ZA774345B/en unknown
- 1977-07-20 NZ NZ184691A patent/NZ184691A/en unknown
- 1977-07-20 AU AU27158/77A patent/AU512688B2/en not_active Expired
- 1977-07-20 IE IE1518/77A patent/IE45171B1/en unknown
- 1977-07-21 MC MC771253A patent/MC1158A1/en unknown
- 1977-07-22 JP JP8750577A patent/JPS5315365A/en active Pending
- 1977-07-22 DE DE19772733232 patent/DE2733232A1/en not_active Withdrawn
- 1977-07-22 LU LU77826A patent/LU77826A1/xx unknown
- 1977-07-22 FR FR7722582A patent/FR2359824A1/en active Granted
- 1977-07-22 HU HU77HO2005A patent/HU174926B/en unknown
- 1977-07-22 AR AR268536A patent/AR220682A1/en active
- 1977-07-22 NO NO772626A patent/NO146467C/en unknown
- 1977-07-22 DK DK333877A patent/DK333877A/en not_active Application Discontinuation
- 1977-07-23 ES ES460993A patent/ES460993A1/en not_active Expired
- 1977-07-25 GB GB31113/77A patent/GB1564656A/en not_active Expired
- 1977-07-25 FI FI772269A patent/FI772269A7/fi not_active Application Discontinuation
- 1977-07-25 SE SE7708536A patent/SE424988B/en unknown
- 1977-07-25 BE BE179585A patent/BE857098A/en unknown
- 1977-07-25 PT PT66845A patent/PT66845B/en unknown
- 1977-07-26 NL NL7708280A patent/NL7708280A/en not_active Application Discontinuation
- 1977-07-26 PH PH20033A patent/PH12499A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| LU77826A1 (en) | 1978-09-14 |
| PT66845B (en) | 1979-06-07 |
| AT355012B (en) | 1980-02-11 |
| FI772269A7 (en) | 1978-01-27 |
| FR2359824A1 (en) | 1978-02-24 |
| IE45171B1 (en) | 1982-06-30 |
| NZ184691A (en) | 1980-05-08 |
| CH629188A5 (en) | 1982-04-15 |
| SE7708536L (en) | 1978-01-27 |
| AU512688B2 (en) | 1980-10-23 |
| PH12499A (en) | 1979-04-05 |
| AR220682A1 (en) | 1980-11-28 |
| SE424988B (en) | 1982-08-23 |
| ES460993A1 (en) | 1978-05-01 |
| IL52557A0 (en) | 1977-10-31 |
| DE2733232A1 (en) | 1978-02-09 |
| JPS5315365A (en) | 1978-02-13 |
| GB1564656A (en) | 1980-04-10 |
| BE857098A (en) | 1978-01-25 |
| ATA549076A (en) | 1979-07-15 |
| HU174926B (en) | 1980-04-28 |
| IT1143737B (en) | 1986-10-22 |
| PT66845A (en) | 1977-08-01 |
| DK333877A (en) | 1978-01-27 |
| MC1158A1 (en) | 1978-04-17 |
| GR72106B (en) | 1983-09-14 |
| NO772626L (en) | 1978-01-27 |
| IL52557A (en) | 1980-02-29 |
| FR2359824B1 (en) | 1981-01-09 |
| NO146467B (en) | 1982-06-28 |
| NL7708280A (en) | 1978-01-30 |
| AU2715877A (en) | 1979-01-25 |
| ZA774345B (en) | 1978-06-28 |
| NO146467C (en) | 1982-10-06 |
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