GB1296112A - - Google Patents
Info
- Publication number
- GB1296112A GB1296112A GB1296112DA GB1296112A GB 1296112 A GB1296112 A GB 1296112A GB 1296112D A GB1296112D A GB 1296112DA GB 1296112 A GB1296112 A GB 1296112A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- prepared
- compounds
- propiothienone
- reacting
- 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
- 150000001875 compounds Chemical class 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- DLNKOYKMWOXYQA-CBAPKCEASA-N (-)-norephedrine Chemical compound C[C@H](N)[C@H](O)C1=CC=CC=C1 DLNKOYKMWOXYQA-CBAPKCEASA-N 0.000 abstract 2
- PWMWNFMRSKOCEY-UHFFFAOYSA-N 1-Phenyl-1,2-ethanediol Chemical compound OCC(O)C1=CC=CC=C1 PWMWNFMRSKOCEY-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- OHZAHWOAMVVGEL-UHFFFAOYSA-N 2,2'-bithiophene Chemical group C1=CSC(C=2SC=CC=2)=C1 OHZAHWOAMVVGEL-UHFFFAOYSA-N 0.000 abstract 1
- NVKUZDMGMJAVBL-UHFFFAOYSA-N 2-amino-1-(4-tert-butylphenyl)ethanol Chemical compound CC(C)(C)C1=CC=C(C(O)CN)C=C1 NVKUZDMGMJAVBL-UHFFFAOYSA-N 0.000 abstract 1
- RNIDWJDZNNVFDY-UHFFFAOYSA-N 3-Acetylthiophene Chemical compound CC(=O)C=1C=CSC=1 RNIDWJDZNNVFDY-UHFFFAOYSA-N 0.000 abstract 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 230000000747 cardiac effect Effects 0.000 abstract 1
- 239000012024 dehydrating agents Substances 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 abstract 1
- 239000010931 gold Substances 0.000 abstract 1
- 229910052737 gold Inorganic materials 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 229920002866 paraformaldehyde Polymers 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052709 silver Inorganic materials 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
- -1 thienyl metal compound Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691921453 DE1921453C3 (de) | 1969-04-26 | 1969-04-26 | Basische Dithienylderivate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1296112A true GB1296112A (enrdf_load_stackoverflow) | 1972-11-15 |
Family
ID=5732538
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1296112D Expired GB1296112A (enrdf_load_stackoverflow) | 1969-04-26 | 1970-04-17 |
Country Status (16)
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE394280B (sv) * | 1970-04-17 | 1977-06-20 | Degussa | Forfarande for framstellning av basiskt substituerade ditienylderivat |
| JPS5033063B1 (enrdf_load_stackoverflow) * | 1971-01-19 | 1975-10-27 | ||
| GB1579541A (en) * | 1977-01-12 | 1980-11-19 | Degussa | Process for the production of (1,1 - dithien - (3)-yl - 1 - hydroxy - (3) - propyl) - (1-phenyl - 1 - hydroxy - (2) - propyl)-amine and (1,1 - dithien - (3) - yl-(1) - propen - (3) - yl) - (1 - phenyl-1 - hydroxy - (2) - propyl)- amine |
| GB1597591A (en) * | 1977-01-12 | 1981-09-09 | Degussa | Dithienyl alkylamines and alkenylamines and a process for their production |
| US4278687A (en) | 1980-01-31 | 1981-07-14 | Shell Oil Company | Inhibition of biosynthesis of triglycerides by certain N-β-phenethyl-N-thienylalkylamines |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2561899A (en) * | 1948-02-25 | 1951-07-24 | Burroughs Wellcome Co | Dithienyl allyl amines |
| DE874914C (de) * | 1950-04-28 | 1953-04-27 | Wellcome Found | Verfahren zur Herstellung von Thienylverbindungen |
| DE964056C (de) * | 1955-09-25 | 1957-05-16 | Basf Ag | Verfahren zur Herstellung von Thiophenderivaten |
| DE1199783B (de) * | 1962-11-30 | 1965-09-02 | Degussa | Verfahren zur Herstellung von basischen Thiophenderivaten |
| DE1194424B (de) * | 1961-11-10 | 1965-06-10 | Degussa | Verfahren zur Herstellung von basischen Thiophenderivaten |
| DE1219038B (de) * | 1962-12-08 | 1966-06-16 | Degussa | Verfahren zur Herstellung von Thiophenverbindungen |
| DE1217967B (de) * | 1962-12-08 | 1966-06-02 | Degussa | Verfahren zur Herstellung von basischen Thiophenderivaten |
| DE1217396B (de) * | 1963-07-04 | 1966-05-26 | Laboratorie Roger Bellon, Neuilly-sur-Seine (Frankreich) | Verfahren zur Herstellung von 1 - (Thienyl-21) - l-oxo-2-amino-propanen |
| AT255400B (de) * | 1965-03-22 | 1967-07-10 | Chemie Linz Ag | Verfahren zur Herstellung von neuen basischen Äthern |
| FR1462206A (fr) * | 1965-06-08 | 1966-04-15 | Innothera Lab Sa | Composés gem-bithiényliques et leur préparation |
-
1969
- 1969-04-26 DE DE19691921453 patent/DE1921453C3/de not_active Expired
-
1970
- 1970-03-11 CH CH359770A patent/CH539645A/de not_active IP Right Cessation
- 1970-03-20 FI FI80070A patent/FI50125C/fi active
- 1970-03-20 ES ES377719A patent/ES377719A1/es not_active Expired
- 1970-03-26 NL NL7004410A patent/NL149174B/xx not_active IP Right Cessation
- 1970-04-15 NO NO142270A patent/NO131675C/no unknown
- 1970-04-17 GB GB1296112D patent/GB1296112A/en not_active Expired
- 1970-04-17 SU SU1437303A patent/SU457221A3/ru active
- 1970-04-21 BE BE749296D patent/BE749296A/xx not_active IP Right Cessation
- 1970-04-21 TR TR1764970A patent/TR17649A/xx unknown
- 1970-04-23 DK DK210370A patent/DK126001B/da not_active IP Right Cessation
- 1970-04-24 AT AT377570A patent/AT303716B/de not_active IP Right Cessation
- 1970-04-24 IT IT5026170A patent/IT1043819B/it active
- 1970-04-24 FR FR7015055A patent/FR2042377B1/fr not_active Expired
- 1970-04-24 AT AT293571A patent/AT307399B/de not_active IP Right Cessation
- 1970-04-24 SE SE571370A patent/SE369305B/xx unknown
-
1971
- 1971-07-17 EG EG31571A patent/EG10650A/xx active
-
1972
- 1972-01-11 ES ES398738A patent/ES398738A1/es not_active Expired
-
1974
- 1974-08-08 NO NO742863A patent/NO132593C/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AT303716B (de) | 1972-12-11 |
| NO131675C (enrdf_load_stackoverflow) | 1975-07-09 |
| NO132593B (enrdf_load_stackoverflow) | 1975-08-25 |
| IT1043819B (it) | 1980-02-29 |
| NL149174B (nl) | 1976-04-15 |
| TR17649A (tr) | 1975-07-23 |
| SE369305B (enrdf_load_stackoverflow) | 1974-08-19 |
| EG10650A (en) | 1976-03-31 |
| FI50125B (enrdf_load_stackoverflow) | 1975-09-01 |
| CH539645A (de) | 1973-07-31 |
| DE1921453A1 (de) | 1970-11-12 |
| SU457221A3 (ru) | 1975-01-15 |
| FR2042377B1 (enrdf_load_stackoverflow) | 1974-02-01 |
| FR2042377A1 (enrdf_load_stackoverflow) | 1971-02-12 |
| ES377719A1 (es) | 1972-10-16 |
| NL7004410A (enrdf_load_stackoverflow) | 1970-10-28 |
| ES398738A1 (es) | 1974-08-16 |
| NO132593C (enrdf_load_stackoverflow) | 1975-12-03 |
| DE1921453C3 (de) | 1973-04-19 |
| FI50125C (fi) | 1975-12-10 |
| AT307399B (de) | 1973-05-25 |
| NO131675B (enrdf_load_stackoverflow) | 1975-04-01 |
| DE1921453B2 (de) | 1972-09-28 |
| BE749296A (fr) | 1970-10-01 |
| DK126001B (da) | 1973-05-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |