ATE11538T1 - 5,8,13,13a -tetrahydro-6h-dibenzo(a,g)chinolizinderivate, verfahren zur herstellung und sie enthaltende pharmazeutische zusammensetzungen. - Google Patents
5,8,13,13a -tetrahydro-6h-dibenzo(a,g)chinolizinderivate, verfahren zur herstellung und sie enthaltende pharmazeutische zusammensetzungen.Info
- Publication number
- ATE11538T1 ATE11538T1 AT80401522T AT80401522T ATE11538T1 AT E11538 T1 ATE11538 T1 AT E11538T1 AT 80401522 T AT80401522 T AT 80401522T AT 80401522 T AT80401522 T AT 80401522T AT E11538 T1 ATE11538 T1 AT E11538T1
- Authority
- AT
- Austria
- Prior art keywords
- alkyl
- group
- hydrogen
- see diagramm
- phenylalkyl
- Prior art date
Links
- BRLDZKPJJNASGG-UHFFFAOYSA-N berbine Chemical class C1=CC=C2CN3CCC4=CC=CC=C4C3CC2=C1 BRLDZKPJJNASGG-UHFFFAOYSA-N 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 239000001257 hydrogen Substances 0.000 abstract 6
- 229910052739 hydrogen Inorganic materials 0.000 abstract 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 4
- BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical compound NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- UWYZHKAOTLEWKK-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline Chemical compound C1=CC=C2CNCCC2=C1 UWYZHKAOTLEWKK-UHFFFAOYSA-N 0.000 abstract 2
- PIAOLBVUVDXHHL-UHFFFAOYSA-N 2-nitroethenylbenzene Chemical compound [O-][N+](=O)C=CC1=CC=CC=C1 PIAOLBVUVDXHHL-UHFFFAOYSA-N 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 2
- 229940117803 phenethylamine Drugs 0.000 abstract 2
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 abstract 2
- IOEPOEDBBPRAEI-UHFFFAOYSA-N 1,2-dihydroisoquinoline Chemical compound C1=CC=C2CNC=CC2=C1 IOEPOEDBBPRAEI-UHFFFAOYSA-N 0.000 abstract 1
- LSBDFXRDZJMBSC-UHFFFAOYSA-N 2-phenylacetamide Chemical compound NC(=O)CC1=CC=CC=C1 LSBDFXRDZJMBSC-UHFFFAOYSA-N 0.000 abstract 1
- NKSZCPBUWGZONP-UHFFFAOYSA-N 3,4-dihydroisoquinoline Chemical compound C1=CC=C2C=NCCC2=C1 NKSZCPBUWGZONP-UHFFFAOYSA-N 0.000 abstract 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- BRLDZKPJJNASGG-KRWDZBQOSA-N alpha-berbine Chemical class C1=CC=C2CN3CCC4=CC=CC=C4[C@@H]3CC2=C1 BRLDZKPJJNASGG-KRWDZBQOSA-N 0.000 abstract 1
- HUMNYLRZRPPJDN-KWCOIAHCSA-N benzaldehyde Chemical group O=[11CH]C1=CC=CC=C1 HUMNYLRZRPPJDN-KWCOIAHCSA-N 0.000 abstract 1
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzenecarboxaldehyde Chemical group O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 1
- -1 chloroformyl group Chemical group 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 235000019253 formic acid Nutrition 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical group C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Chemical group CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
- 229960003424 phenylacetic acid Drugs 0.000 abstract 1
- 239000003279 phenylacetic acid Substances 0.000 abstract 1
- 125000006239 protecting 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
- C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
- C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
- C07D217/18—Aralkyl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
- C07D217/18—Aralkyl radicals
- C07D217/20—Aralkyl radicals with oxygen atoms directly attached to the aromatic ring of said aralkyl radical, e.g. papaverine
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7927989A FR2469413B1 (fr) | 1979-11-13 | 1979-11-13 | Derives de la 6h-dibenzo(a,g) 5,8,13,13a-tetrahydroquinolizine, procede d'obtention et compositions pharmaceutiques les contenant |
| EP80401522A EP0028959B1 (de) | 1979-11-13 | 1980-10-27 | 5,8,13,13a -Tetrahydro-6H-dibenzo(a,g)chinolizin-Derivate, Verfahren zur Herstellung und sie enthaltende pharmazeutische Zusammensetzungen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE11538T1 true ATE11538T1 (de) | 1985-02-15 |
Family
ID=9231620
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT80401522T ATE11538T1 (de) | 1979-11-13 | 1980-10-27 | 5,8,13,13a -tetrahydro-6h-dibenzo(a,g)chinolizinderivate, verfahren zur herstellung und sie enthaltende pharmazeutische zusammensetzungen. |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0028959B1 (de) |
| AT (1) | ATE11538T1 (de) |
| DE (1) | DE3070074D1 (de) |
| FR (1) | FR2469413B1 (de) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2537583B1 (fr) * | 1982-12-14 | 1985-08-09 | Urpha | Enantiomeres levogyres des derives de la tetrahydro-5, 6, 13, 13a 8h-dibenzo (a,g-) quinolizine, procedes d'obtention, compositions pharmaceutiques les contenant et application |
| DE3406774A1 (de) * | 1984-02-24 | 1985-08-29 | Consortium für elektrochemische Industrie GmbH, 8000 München | S-tetrahydroprotoberberinoxidase, verfahren zu deren herstellung und ihre verwendung |
| US8115002B2 (en) | 2006-09-20 | 2012-02-14 | Mallinckrodt Llc | Preparation of substituted morphinan-6-ones and salts and intermediates thereof |
| US8669366B2 (en) | 2007-03-06 | 2014-03-11 | Mallinckrodt Llc | Process for the preparation of quaternary N-alkyl morphinan alkaloid salts |
| US9040726B2 (en) | 2007-03-06 | 2015-05-26 | Mallinckrodt Llc | Process for the preparation of quaternary N-alkyl morphinan alkaloid salts |
| ES2549904T3 (es) | 2008-05-27 | 2015-11-03 | Mallinckrodt Llc | Procesos y compuestos para la preparación de normorfinanos |
| US9458109B2 (en) | 2008-09-03 | 2016-10-04 | Mallinckrodt Llc | Substituted berbines and processes for their synthesis |
| CN102796096B (zh) * | 2011-05-27 | 2016-09-14 | 中国科学院上海药物研究所 | 六氢二苯并[a,g]喹嗪类化合物、其制备方法、药物组合物及其应用 |
| US9181237B2 (en) | 2013-10-04 | 2015-11-10 | Mallinckrodt Llc | Substituted berbines and their synthesis |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1004077A (en) * | 1962-09-21 | 1965-09-08 | Smith Kline French Lab | Pharmaceutical compositions containing dibenzoquinolizines |
-
1979
- 1979-11-13 FR FR7927989A patent/FR2469413B1/fr not_active Expired
-
1980
- 1980-10-27 DE DE8080401522T patent/DE3070074D1/de not_active Expired
- 1980-10-27 EP EP80401522A patent/EP0028959B1/de not_active Expired
- 1980-10-27 AT AT80401522T patent/ATE11538T1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE3070074D1 (en) | 1985-03-14 |
| FR2469413A1 (fr) | 1981-05-22 |
| FR2469413B1 (fr) | 1986-04-25 |
| EP0028959B1 (de) | 1985-01-30 |
| EP0028959A1 (de) | 1981-05-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69115379D1 (de) | Neue arylethenylenderivate und verfahren zu ihrer herstellung | |
| ATE127801T1 (de) | Pyrazolopyridinverbindungen und verfahren zu ihrer herstellung. | |
| DK135791A (da) | 1h-imidazooe4,5-caaquinolin-4-amin, farmaceutisk praeparat indeholdende en saadan forbindelse og fremga ngsmaade til fremstilling af forbindelsen | |
| ATE11538T1 (de) | 5,8,13,13a -tetrahydro-6h-dibenzo(a,g)chinolizinderivate, verfahren zur herstellung und sie enthaltende pharmazeutische zusammensetzungen. | |
| IE42409L (en) | Acetylene derivatives of aminoacids. | |
| ATE22564T1 (de) | O-acyl-alkandiol-phospholipide, verfahren zu ihrer herstellung und sie enthaltende pharmateutische zusammensetzungen. | |
| DK369384D0 (da) | 1,6-naphthyridinonderivater, fremgangsmaade til fremstilling heraf og deres anvendelse til bekaempelse af karsygdomme | |
| ATA49688A (de) | Neue pyridazinonderivate, verfahren zu ihrer herstellung und sie enthaltende pharmazeutische zusammensetzungen | |
| PT77878A (de) | Cephalosporinderivate und verfahren zu ihrer herstellung | |
| PT72964B (en) | Process for the preparation of 1,4-dihydropyridines having different substituents in the positions 2 and 6 with effect on the blood vessels | |
| EP0139221A3 (de) | Substituierte Dihydroazepine, verwendbar als Calcium-Blocker, deren Herstellung und diese enthaltende Mittel | |
| YU48819B (sh) | Postupak za pripremanje derivata 8-hlorohinolona | |
| ATE6500T1 (de) | 2-alpha-methyl-dopaminimino-6,7-dihydroxy-1,2,3 4-tetrahydronaphthalin, seine salze, und verfahren zu dessen herstellung. | |
| DK148804C (da) | Fremgangsmaade til fremstilling af 1,2,3,4-tetrahydroquinolin-4-oner | |
| DE69115833D1 (de) | 2-(4-Piperidinyl)-1H-pyrido[4,3-b]indol-1-one und verwandte Verbindungen, Zwischenprodukte und Verfahren zu ihrer Herstellung | |
| ATE86254T1 (de) | Verfahren zur synthese eines benzo(ij>chinolizin- 2-carbonsaeure-derivates. | |
| PH24369A (en) | Novel 16,17-acetalsubstituted androstane-17b-carboxylic acid esters,pharmaceutical compositions containing said compounds and method of use thereof | |
| ES8206484A1 (es) | Un procedimiento para preparar derivados de tetrahidroiso- quinoleinas | |
| ES8104309A1 (es) | Procedimiento para preparar enaminas | |
| KR840001154A (ko) | 1,2-디티올-3-일리덴 암모늄 유도체의 제조방법 | |
| FR2626279B1 (fr) | Nouveaux derives de l'indolo(3,2,1-de)(1,4)-oxazino(2,3,4-ij)(1,5) naphthyridine, leur procede de preparation et les nouveaux intermediaires ainsi obtenus, leur application comme medicaments et les compositions les renfermant | |
| NO20013435L (no) | Fremgangsmate for fremstilling av bisykliske forbindelser og anvendelse av fremgangsmaten til fremstilling av en ICE-inhibitorforbindelse | |
| DK193180A (da) | Fremgangsmaade til fremstilling af 2-aminoalkyl5-pyridinoler deres syreadditionssalte samt praeparater indeholdende disse forbindelser | |
| JPS52133973A (en) | Preparation of optically active lactam derivatives | |
| ATE41151T1 (de) | 3,4-dihydro-2,5,7,8-tetramethyl-2h-1benzopyranderivate und verfahren zu ihrer herstellung. |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| UEP | Publication of translation of european patent specification | ||
| REN | Ceased due to non-payment of the annual fee |