DE539101C - Process for the preparation of compounds of agaricic acid - Google Patents
Process for the preparation of compounds of agaricic acidInfo
- Publication number
- DE539101C DE539101C DEH118544D DEH0118544D DE539101C DE 539101 C DE539101 C DE 539101C DE H118544 D DEH118544 D DE H118544D DE H0118544 D DEH0118544 D DE H0118544D DE 539101 C DE539101 C DE 539101C
- Authority
- DE
- Germany
- Prior art keywords
- preparation
- compounds
- agaricic acid
- acid
- agaricic
- 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
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/04—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms
- C07D473/06—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3
- C07D473/08—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3 with methyl radicals in positions 1 and 3, e.g. theophylline
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/04—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms
- C07D473/06—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3
- C07D473/12—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3 with methyl radicals in positions 1, 3, and 7, e.g. caffeine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Darstellung von Verbindungen der Agaricinsäure Die Agaricinsäure, der Träger der pharmakologischenWirkung des Lärchenschwamms, hat sich als wertvolles Heilmittel erwiesen. Ihrer therapeutischen Verwendung steht indessen entgegen, daß zuweilen äußerst unerwünschte Nebenwirkungen hämolytischer -Natur auftreten.Process for the preparation of compounds of agaricic acid The agaricic acid, the carrier of the pharmacological action of the larch sponge has proven to be valuable Remedies proven. Their therapeutic use is opposed, however, that sometimes extremely undesirable hemolytic side effects occur.
Es wurde nun gefunden, daß die für den Körper bedrohlichen Eigenschaften der Agaricinsäure aufgehoben werden, wenn man sie InIt Theophyll.in oder Koffein oder beiden nach den für die Darstellung von Salzen gebräuchlichen Methoden verbindet. In ausgedehnten Versuchen wurde festgestellt, daß die zu erhaltenden Agaricinsäurederivate nur noch die günstigen Wirkungen der Agaricin--,äure ohne deren schädliche Nebenwirkungen zeigen. Eine besondere Bedeutung gewinnen die neuen Produkte weiterhin dadurch, daß sie sich bei der Behandlung von Asthma als Mittel erwiesen haben, die sie anderen bisher auf diesem Indikationsgebiet gebrauchten Mitteln gegenüber hinsichtlich Zuverlässigkeit, Wirksamkeit und Verträglichkeit als weit überlegen erscheinen lassen.It has now been found that the properties threatening the body the agaricic acid can be canceled if you add it to theophyll.in or caffeine or combines both according to the methods customary for the preparation of salts. In extensive experiments it was found that the agaric acid derivatives to be obtained only the beneficial effects of agaricin acid without its harmful side effects demonstrate. The new products continue to gain special importance because that in the treatment of asthma they have proven themselves to be the means of the others previously used in this area of indication with regard to reliability, Effectiveness and tolerability appear to be far superior.
Die neuen Verbindungen sind sehr unbeständig und werden schon durch Wasser oder andere Lösungsmittel leicht gespalten. Das Vorliegen von Verbindungen wird aber durch die bei ihrer Herstellung eintretende Reaktion erwiesen, die sich in .einem deutlichen Temperaturanstieg unter Verflüssigung der Purinkomponente zu erkennen gibt, wenn man z. B. nicht bis zu seinem Schmelzpunkt vorerwärmtes, festes Koffein zu einer auf die gleiche Temperatur erwärmten Schmelze von Agaricinsäure hinzufügt.The new connections are very volatile and are going through Water or other solvents easily split. The presence of connections but is proven by the reaction occurring during their production, which in .a significant increase in temperature with liquefaction of the purine component recognize if you z. B. not preheated to its melting point, solid Caffeine to a melt of agaricic acid heated to the same temperature adds.
Beispiel i 8,86 g Agaricinsäure und 7,92 g Theophillin werden in 250 ccm Alkohol unter Erhitzen gelöst, worauf die klare Lösung im Vakuum zur Trockne eingedampft wird. Die neue Substanz fällt als farbloses Pulver an, das in kaltem Wasser wenig, in heißem Wasser klar löslich ist. Die Verbindung ist in Chloroform wenig löslich, in Äther unlöslich und löst sich in Alkohol beim Erwärmen im Verhältnis i : 15, Sie erweicht beim Erhitzen bei i28° und schmilzt bei i32°. Analyse: C - 52,85 °I", H o 7,20 04, N - 4,1 1 @la.Example i 8.86 g of agaric acid and 7.92 g of theophillin are dissolved in 250 cc of alcohol with heating, whereupon the clear solution is evaporated to dryness in vacuo. The new substance is obtained as a colorless powder that is slightly soluble in cold water and clearly soluble in hot water. The compound is sparingly soluble in chloroform, insoluble in ether, and dissolves in alcohol in a ratio of 1: 15 when heated; it softens when heated at 28 ° and melts at 32 °. Analysis: C - 52.85 ° I ", H o 7.20 04, N - 4.1 1 @la.
Beispiel e 8,86- Agaricinsäure, 7,92g Theophyllin und 4,32g Koffein werden in 25o ccm zum Sieden erhitztem Alkohol gelöst. Durch Eindampfen im Vakuum wird die neue Substanz in Form eines farblosen Pulvers gewonnen, das unter Erweichen bei i io° schmilzt. Die Verbindung ist in heißem Wasser und leichter in Alkohol beim Erwärmen löslich, wenig löslich in kaltem Wasser und in Chloroform, unlöslich in Äther. Analyse: C = 52,oi °!o, H - 6,23 °/o, :\T - 17,56 °/o.Example e 8.86 agaricic acid, 7.92 g theophylline and 4.32 g caffeine are dissolved in 250 cc of boiling alcohol. The new substance is obtained in the form of a colorless powder by evaporation in vacuo, which melts at 10 ° while softening. The compound is soluble in hot water and more readily in alcohol when heated, slightly soluble in cold water and in chloroform, insoluble in ether. Analysis: C = 52, oi °! O, H - 6.23 ° / o ,: \ T - 17.56 ° / o.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT539101X | 1927-10-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE539101C true DE539101C (en) | 1931-11-21 |
Family
ID=3676287
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEH118544D Expired DE539101C (en) | 1927-10-11 | 1928-10-11 | Process for the preparation of compounds of agaricic acid |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE539101C (en) |
-
1928
- 1928-10-11 DE DEH118544D patent/DE539101C/en not_active Expired
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