GB674800A - Improvements in or relating to alkoxybenzylisoquinolines and salts thereof - Google Patents
Improvements in or relating to alkoxybenzylisoquinolines and salts thereofInfo
- Publication number
- GB674800A GB674800A GB22456/50A GB2245650A GB674800A GB 674800 A GB674800 A GB 674800A GB 22456/50 A GB22456/50 A GB 22456/50A GB 2245650 A GB2245650 A GB 2245650A GB 674800 A GB674800 A GB 674800A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methoxy
- ethoxy
- salts
- acids
- alkoxyphenylacetamides
- 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
- 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)
- Other In-Based Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
The invention comprises alkoxybenzyl-isoquinolines of the formula <FORM:0674800/IV (b)/1> where R1 and R2 are different alkoxy radicals of 1-3 carbon atoms, one being methoxy, and their addition salts; they are prepared by ringclosure of the appropriate a -methyl-homoveratryl-alkoxyphenylacetamides with phosphorus oxychloride and dehydrogenation of the resulting 3 : 4-dihydro-isoquinolines, e.g. with palladium. The products form salts with mineral and organic acids, e.g. with hydrochloric, hydrobromic, hydriodic, sulphuric, nitric, phosphoric and citric acids. Examples show the production of the 31-ethoxy-41-methoxy, 41-ethoxy-31-methoxy and 31-methoxy-41-isopropoxy compounds and their salts. a -Methylhomoveratrylamine is made by (1) addition of hydrogen bromide to eugenol methyl ether, followed by treatment with ammonia, or (2) catalytic hydrogenation of 1 - (31 : 41 - dimethoxyphenyl) - 2 - propanone oxime, prepared from the ketone in the usual way. a - Methylhomoveratryl - alkoxyphenylacetamides are made by reacting the above amine with the appropriate alkoxyphenylacetic acids, e.g. the 3-ethoxy-4-methoxy, 4-ethoxy-3-methoxy and 3-methoxy-4-isopropoxy-acids.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US674800XA | 1949-11-09 | 1949-11-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB674800A true GB674800A (en) | 1952-07-02 |
Family
ID=22076271
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB22456/50A Expired GB674800A (en) | 1949-11-09 | 1950-09-12 | Improvements in or relating to alkoxybenzylisoquinolines and salts thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB674800A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013078413A1 (en) * | 2011-11-22 | 2013-05-30 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Modulators of lipid storage |
-
1950
- 1950-09-12 GB GB22456/50A patent/GB674800A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013078413A1 (en) * | 2011-11-22 | 2013-05-30 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Modulators of lipid storage |
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