GB977789A - Emetine derivatives and their preparation - Google Patents
Emetine derivatives and their preparationInfo
- Publication number
- GB977789A GB977789A GB41563/60A GB4156360A GB977789A GB 977789 A GB977789 A GB 977789A GB 41563/60 A GB41563/60 A GB 41563/60A GB 4156360 A GB4156360 A GB 4156360A GB 977789 A GB977789 A GB 977789A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dehydroemetine
- compounds
- reduced
- preparation
- alkyl
- 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
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises N-substituted dehydroemetine derivatives of the general formula <FORM:0977789/C1/1> where R is a C2 or C3 alkyl or hydroxyalkyl group; non-toxic acid addition salts and bismuth halide addition complexes of these compounds; and processes for preparing the compounds in which (1) 2-dehydroemetine is directly N-alkylated, (2) the N-acyl derivative is prepared which is then reduced, (3) 2-dehydroemetine is reacted with the appropriate aldehyde and the condensation product reduced, and (4) an allylic ketone of the general formula <FORM:0977789/C1/2> is reduced directly or via the thioketal. Detailed examples describe the preparation of (1) N-ethyl-2, 3-dehydroemetine and (2) N-n-propyl-2, 3-dehydroemetine via amide intermediates as in process (2) above. The above compounds may be used as amoebicides. According to the Provisional Specification, R may be an alkyl, hydroxyalkyl or esterified hydroxyalkyl group having 1-7 carbon atoms, especially an n-butyl group. Specifications 960,182 and 977,788 are referred to.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB41563/60A GB977789A (en) | 1960-12-02 | 1960-12-02 | Emetine derivatives and their preparation |
| CH1392561A CH427808A (en) | 1960-12-02 | 1961-11-28 | Process for the production of emetine derivatives |
| BE611048A BE611048A (en) | 1960-12-02 | 1961-12-01 | Derivatives of 1-emetine and their preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB41563/60A GB977789A (en) | 1960-12-02 | 1960-12-02 | Emetine derivatives and their preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB977789A true GB977789A (en) | 1964-12-16 |
Family
ID=10420275
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB41563/60A Expired GB977789A (en) | 1960-12-02 | 1960-12-02 | Emetine derivatives and their preparation |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE611048A (en) |
| CH (1) | CH427808A (en) |
| GB (1) | GB977789A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3359264A (en) * | 1963-06-07 | 1967-12-19 | Hoffmann La Roche | Benzo[a] quinolizine derivatives and processes for the manufacture thereof |
-
1960
- 1960-12-02 GB GB41563/60A patent/GB977789A/en not_active Expired
-
1961
- 1961-11-28 CH CH1392561A patent/CH427808A/en unknown
- 1961-12-01 BE BE611048A patent/BE611048A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3359264A (en) * | 1963-06-07 | 1967-12-19 | Hoffmann La Roche | Benzo[a] quinolizine derivatives and processes for the manufacture thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| BE611048A (en) | 1962-06-01 |
| CH427808A (en) | 1967-01-15 |
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