DE753566C - Process for the production of durable solutions of barbiturate salts - Google Patents
Process for the production of durable solutions of barbiturate saltsInfo
- Publication number
- DE753566C DE753566C DEI69514D DEI0069514D DE753566C DE 753566 C DE753566 C DE 753566C DE I69514 D DEI69514 D DE I69514D DE I0069514 D DEI0069514 D DE I0069514D DE 753566 C DE753566 C DE 753566C
- Authority
- DE
- Germany
- Prior art keywords
- salts
- solutions
- barbiturate
- production
- barbituric
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
Description
Alkalisch-wäßrige Lösungen von Barbitursäuren sind, wie bekannt, im allgemeinen nicht beständig, sondern zersetzen sich allmählich unter Aufspaltung des Trioxopyrimidinringes. Um eine beständige und praktisch verwertbare Zubereitung1 von Alkalibarbituratlöisungen zu. erhalten, ist man daher z. B. so vorgegangen, daß man die festen Salze von Barbitursäuren mit Alkalien, in ίο einem wasserfreien, hydroxylhaltigeo Lösemittel, wie beispielsweise Propylenglykol, gelöst hat. Solche Lösungen werden jedochAs is known, aqueous alkaline solutions of barbituric acids are generally not stable, but gradually decompose with splitting of the trioxopyrimidine ring. To ensure a stable and practically usable preparation 1 of alkali barbiturate solutions. received, one is therefore z. B. proceeded so that one has dissolved the solid salts of barbituric acids with alkalis in ίο an anhydrous, hydroxyl-containing solvent, such as propylene glycol. Such solutions will however
manchmal durch kristalline Abscheidung der gelösten Salze unbrauchbar. Man hat auch schon, die Oxalkyläther von Glykolen als Lösungsmittel für Barbiturate angewendet. Es wurde nun gefunden, daß man beständige Lösungen von barbitursäuren oder thiobarbitunsauren Salzen dadurch erhält, daß man die Barbitursäuren oder Thiobarbitursäuren in Form ihrer Tetraalkylammoniumsalze in wasserfreien, mehrwertigen Alkoholen löst. Jm Gegensatz zu den Lösungen der sonst gebräuchlichen Salze der Barbitursäure-sometimes unusable due to crystalline separation of the dissolved salts. One also has already, the oxyalkyl ethers of glycols used as solvents for barbiturates. It has now been found that stable solutions of barbituric acids or thiobarbituric acids can be obtained Salts obtained by using the barbituric acids or thiobarbituric acids in the form of their tetraalkylammonium salts in anhydrous, polyhydric alcohols solves. In contrast to the solutions of the otherwise common salts of barbituric acid
verbindungen sind solche Lösungen durch Kristallabscheidungen nicht gefährdet. Die Tetraalkylammoniumbarbiturate sind peroral gerade so gut verträglich wie die bisher benutzten Alkalibarbiturate.compounds, such solutions are not endangered by crystal deposits. the Tetraalkylammonium barbiturates are just as well tolerated perorally as those previously used Alkali barbiturates.
In den. als Salzbildner der neuen Tetraalkylammoniumsalze verwendeten Tetraalkylammoniumhydroxyden können die Alkylreste unter sich, gleich oder verschieden sein, sieIn the. as a salt former of the new tetraalkylammonium salts Tetraalkylammonium hydroxides used, the alkyl radicals among themselves, the same or different, they
ίο können auch als arylsubstituierte Alkylreste vorliegen und unter sich ringförmig verknüpft sein, wie z. B. bei den Dialkylpiperidinium- oder Dialkylmorpholiniumhydroxyden.ίο can also be used as aryl-substituted alkyl radicals exist and be linked to each other in a ring, such. B. in the dialkylpiperidinium or dialkylmorpholinium hydroxides.
Als Barbitursäureverbindungen kommen alle bekannten zur Salzbildung fähigen Barbitursäureund Thiobarbitursäureverbindungen, im besonderen die therapeutisch benutzten, in 5-Stellung disubstituierten Verbindungen, die außerdem an einem Stickstoffatom alkyliert sein können, in Betracht.All known barbituric acid capable of forming salts can be used as barbituric acid compounds Thiobarbituric acid compounds, especially those used therapeutically, compounds disubstituted in the 5-position, which are also attached to a nitrogen atom can be alkylated into consideration.
Die Herstellung der neuen Zubereitungsform geschieht z. B. in der folgenden, allgemein anwendbaren Weise: Das Tetraalkylammoniumhydroxyd, z, B. das Tetraäthylammoniumhydroxyd, wird mit 9Ao der äquivalenten Menge einer Barbitursäure oder Thiobarbitursäure in dem wasserfreien, mehrwertigen Alkohol, z. B. Propylenglykol, zu einer Lösung von gewünschtem Gehalt gelöst.The production of the new form of preparation is done, for. B. in the generally applicable manner: The Tetraalkylammoniumhydroxyd, z, as the Tetraäthylammoniumhydroxyd is 9 Ao of the equivalent amount of a barbituric acid or thiobarbituric acid in the anhydrous polyhydric alcohol z. B. propylene glycol, dissolved into a solution of the desired content.
An Stelle von Propylenglykol läßt sich z. B.Instead of propylene glycol, for. B.
auch Glycerin verwenden. Die erhaltene, leicht tropfbare Lösung kann mit den üblichen Geschmackskorrigentien versetzt werden. also use glycerine. The easily drip solution obtained can be mixed with the usual Taste corrections are added.
Man kann das Tetraalkylammoniumsalz der Barbitursäureverbindung auch zunächst in einem zweckmäßig niedrigsiedenden Lösemittel herstellen und das gebildete Salz nach Entfernen dieses Lösemittels in· dem wasserfreien, mehrwertigen Alkohol lösen. Diese Arbeitsweise ist dann vorteilhaft, wenn einer der Ausgangsstoffe bei seiner Herstellung in einem niedrigsiedenden Lösemittel, wie z. B. Äthylalkohol, anfällt.The tetraalkylammonium salt of the barbituric acid compound can also be used initially Prepare in an expediently low-boiling solvent and post the salt formed Remove this solvent in · dissolve in the anhydrous, polyhydric alcohol. These Operation is advantageous if one of the starting materials in its manufacture in a low-boiling solvent, such as. B. ethyl alcohol is obtained.
Auf die beschriebene Weise haben sich haltbare Lösungen, z. B. von 5-Phenyl-5 - äthylbarbitursäure, 1 - Methyl - 5 - phenyl 5-äthylbarbrtursäure und i-Methvl-5-cyclohexenyl - 5 - methylbarbitursäure, gewinnen lassen.In the manner described, durable solutions, e.g. B. of 5-phenyl-5 - ethyl barbituric acid, 1 - methyl - 5 - phenyl 5-ethyl barbituric acid and i-methyl-5-cyclohexenyl - 5 - methylbarbituric acid permit.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI69514D DE753566C (en) | 1941-05-01 | 1941-05-01 | Process for the production of durable solutions of barbiturate salts |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI69514D DE753566C (en) | 1941-05-01 | 1941-05-01 | Process for the production of durable solutions of barbiturate salts |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE753566C true DE753566C (en) | 1952-08-28 |
Family
ID=7197013
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEI69514D Expired DE753566C (en) | 1941-05-01 | 1941-05-01 | Process for the production of durable solutions of barbiturate salts |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE753566C (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1022755B (en) * | 1952-12-29 | 1958-01-16 | Abbott Lab | Process for the preparation of stable concentrated solutions of thiobarbituric acid compounds |
| DE1026918B (en) * | 1954-03-24 | 1958-03-27 | Abbott Lab | Process for the preparation of stable concentrated solutions of thiobarbituric acid compounds |
-
1941
- 1941-05-01 DE DEI69514D patent/DE753566C/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1022755B (en) * | 1952-12-29 | 1958-01-16 | Abbott Lab | Process for the preparation of stable concentrated solutions of thiobarbituric acid compounds |
| DE1026918B (en) * | 1954-03-24 | 1958-03-27 | Abbott Lab | Process for the preparation of stable concentrated solutions of thiobarbituric acid compounds |
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