GB1004077A - Pharmaceutical compositions containing dibenzoquinolizines - Google Patents
Pharmaceutical compositions containing dibenzoquinolizinesInfo
- Publication number
- GB1004077A GB1004077A GB3430463A GB3430463A GB1004077A GB 1004077 A GB1004077 A GB 1004077A GB 3430463 A GB3430463 A GB 3430463A GB 3430463 A GB3430463 A GB 3430463A GB 1004077 A GB1004077 A GB 1004077A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- methoxy
- dibenzo
- ethoxy
- hydroxy
- 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
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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
- C07D217/06—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines with the ring nitrogen atom acylated by carboxylic or carbonic acids, or with sulfur or nitrogen analogues thereof, e.g. carbamates
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
5,6,13,13a - Tetrahydro - 8H - dibenzo-(a,g) - quinolizines of the general formula <FORM:1004077/C2/1> where R1 and R2 represent hydrogen, hydroxy, methoxy, ethoxy or, when taken together, methylenedioxy; R3 and R5 represent hydrogen ar methoxy; R4 represents hydrogen, hydroxy, methoxy, or ethoxy; and R6 and R7 represent hydrogen or methyl; may be prepared by condensing the appropriately substituted phenylacetic acid and phenethylamine to give the N-substituted phenethylamide which is ring-closed by heating in the presence of phosphorus oxychloride to the 3,4-dihydroisoquinoline. Reduction of the latter with hydrogen and platinum oxide catalyst gives the corresponding 1,2,3,4-tetrahydroisoquinoline. Reaction of the latter with a 37% formaldehyde solution gives the final 5,6,13,13a - tetrahydro - 8H - dibenzo-(a.g) quinolizine of the above formula.ALSO:A pharmaceutical composition having tranquillising, antidepressant and antiemetic activity comprises a pharmaceutical carrier and a 5, 6, 13, 13a-tetrahydro-8-dibenzo-(a,g)-quinolizine or a non-toxic pharmaceutically acceptable addition salt thereof, said dibenzo-(a,g)-quinolizine having the formula <FORM:1004077/A5-A6/1> in which R1 and R2 are hydrogen, hydroxy, methoxy, ethoxy or, when taken together, methylenedioxy; R3 and R5 are hydrogen or methoxy; R4 is hydrogen, hydroxy, methoxy, or ethoxy; and R6 and R7 are hydrogen or methyl. The pharmaceutically active compound may be in the racemic, d, or l forms. The compositions may contain from 5 mg. to 150 mg. per dosage unit. The carrier may be solid or liquid and may contain a time-delay material. The composition may be tabletted, placed in a gelatine capsule, troche, or lozenge, or suspended in a liquid water-soluble salts of the active medicament may be dissolved in water or saline solution such that 1 cc of solution contains 10-50 mg of active medicament. The solution may be incorporated in ampoules.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US22535862A | 1962-09-21 | 1962-09-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1004077A true GB1004077A (en) | 1965-09-08 |
Family
ID=22844557
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3430463A Expired GB1004077A (en) | 1962-09-21 | 1963-08-29 | Pharmaceutical compositions containing dibenzoquinolizines |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB1004077A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0028959A1 (en) * | 1979-11-13 | 1981-05-20 | U.R.P.H.A. | 5,8,13,13a-Tetrahydro-6H-dibenzo(a,g)quinolizine derivatives, process for their preparation and pharmaceutical compositions containing them |
FR2537583A1 (en) * | 1982-12-14 | 1984-06-15 | Urpha | LEVOGYRANT ENANTIOMERS OF TETRAHYDRO-5, 6, 13, 13A-8H-DIBENZO (A, G-) QUINOLIZINE DERIVATIVES, METHODS OF OBTAINING THEM, PHARMACEUTICAL COMPOSITIONS CONTAINING SAME AND USE THEREOF |
US6030978A (en) * | 1998-04-24 | 2000-02-29 | Hanwha Corporation | Antifungal formulation comprising protoberberine derivatives and salts thereof |
-
1963
- 1963-08-29 GB GB3430463A patent/GB1004077A/en not_active Expired
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0028959A1 (en) * | 1979-11-13 | 1981-05-20 | U.R.P.H.A. | 5,8,13,13a-Tetrahydro-6H-dibenzo(a,g)quinolizine derivatives, process for their preparation and pharmaceutical compositions containing them |
FR2469413A1 (en) * | 1979-11-13 | 1981-05-22 | Urpha | 6H-DIBENZO (A, G) 5,8,13,13A-TETRAHYDROQUINOLIZINE DERIVATIVES, PROCESS FOR OBTAINING AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
FR2537583A1 (en) * | 1982-12-14 | 1984-06-15 | Urpha | LEVOGYRANT ENANTIOMERS OF TETRAHYDRO-5, 6, 13, 13A-8H-DIBENZO (A, G-) QUINOLIZINE DERIVATIVES, METHODS OF OBTAINING THEM, PHARMACEUTICAL COMPOSITIONS CONTAINING SAME AND USE THEREOF |
WO1984002342A1 (en) * | 1982-12-14 | 1984-06-21 | Urpha | LAEVOGYROUS ENANTIOMERS OF TETRAHYDRO-5,6,13,13a-8H-DIBENZO ADa,g BD-QUINOLIZINE DERIVATIVES |
EP0112252A1 (en) * | 1982-12-14 | 1984-06-27 | U.R.P.H.A. | Levorotatory enantiomers of derivatives of tetrahydro-5,6,13,13a-8H-dibenzo(a,g)quinolizine, process for their preparation, phamaceutical composition containing them, and their application |
US4645772A (en) * | 1982-12-14 | 1987-02-24 | Urpha | Levorotatory enantiomers of derivatives of 5,6,13,13a-tetrahydro-8H-dibenzo [A,G]quinolizine, preparative process, pharmaceutical compositions containing them and application |
US6030978A (en) * | 1998-04-24 | 2000-02-29 | Hanwha Corporation | Antifungal formulation comprising protoberberine derivatives and salts thereof |
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