GB988001A - Improvements in or relating to lysergic acid derivatives - Google Patents
Improvements in or relating to lysergic acid derivativesInfo
- Publication number
- GB988001A GB988001A GB2878561A GB2878561A GB988001A GB 988001 A GB988001 A GB 988001A GB 2878561 A GB2878561 A GB 2878561A GB 2878561 A GB2878561 A GB 2878561A GB 988001 A GB988001 A GB 988001A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- lysergic
- alkali metal
- amide
- dissolving
- 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
Landscapes
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
- Medicines Containing Plant Substances (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises compounds of the formula <FORM:0988001/C2/1> (wherein R1 is C1- 4 alkyl, C7- 10 monocyclic aralkyl or C2- 4 alkenyl and <FORM:0988001/C2/2> and their acid-addition salts; and their preparation (1) by hydrolysing a corresponding amide (wherein the nitrogen atom may be substituted by C1- 4 alkyl or hydroxyalkyl radicals or wherein the substituted amino portion of the amide radical is the tripeptide radical of a natural water insoluble ergot alkaloid) with an alkali metal hydroxide; or (2) by treating a corresponding N-unsubstituted compound, i.e. a lysergic or dihydrolysergic acid, with an alkali metal amide in liquid ammonia and reacting the resulting alkali metal salt with the appropriate halide R1-Hal. In process (1), when 9,10-dehydro-compounds are saponified the product is a mixture of lysergic and isolysergic acid derivatives and these are separated by dissolving in a suitable acid and precipitating with a base, by dissolving in a base and fractionally precipitating with an acid or by means of a combination of the two operations, or by fractional recrystallization, or by absorption analysis. In process (2), pure 1-methyl-D-lysergic acid may be isolated by bringing an aqueous solution to pH 4.5 to 5 with acetic acid, or by evaporating the solution to dryness, and pouring methanol over the residue to dissolve small quantities of 1-methyl-isolysergic acid and inorganic salts.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH939760A CH386440A (en) | 1960-08-19 | 1960-08-19 | Process for the production of new lysergic acids |
CH1197460 | 1960-10-26 | ||
CH96761A CH390930A (en) | 1961-01-27 | 1961-01-27 | Process for the preparation of heterocyclic compounds |
CH189161 | 1961-02-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB988001A true GB988001A (en) | 1965-03-31 |
Family
ID=27428042
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2878561A Expired GB988001A (en) | 1960-08-19 | 1961-08-09 | Improvements in or relating to lysergic acid derivatives |
Country Status (3)
Country | Link |
---|---|
DE (1) | DE1161566B (en) |
ES (1) | ES269962A1 (en) |
GB (1) | GB988001A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005082902A1 (en) * | 2004-02-20 | 2005-09-09 | Ivax Pharmaceuticals S.R.O. | Process for the manufacture of lysergic acid |
-
1961
- 1961-08-09 GB GB2878561A patent/GB988001A/en not_active Expired
- 1961-08-17 DE DE1961S0075337 patent/DE1161566B/en active Pending
- 1961-08-17 ES ES0269962A patent/ES269962A1/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005082902A1 (en) * | 2004-02-20 | 2005-09-09 | Ivax Pharmaceuticals S.R.O. | Process for the manufacture of lysergic acid |
Also Published As
Publication number | Publication date |
---|---|
ES269962A1 (en) | 1962-04-16 |
DE1161566B (en) | 1964-01-23 |
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