DE644078C - Process for the preparation of a salt of 4-oxy-3-acetylaminophenyl-1-arsic acid with the toxin of iso-octylhydrocupreine (vuzinotoxin) - Google Patents

Process for the preparation of a salt of 4-oxy-3-acetylaminophenyl-1-arsic acid with the toxin of iso-octylhydrocupreine (vuzinotoxin)

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Publication number
DE644078C
DE644078C DES120839D DES0120839D DE644078C DE 644078 C DE644078 C DE 644078C DE S120839 D DES120839 D DE S120839D DE S0120839 D DES0120839 D DE S0120839D DE 644078 C DE644078 C DE 644078C
Authority
DE
Germany
Prior art keywords
salt
acetylaminophenyl
oxy
vuzinotoxin
octylhydrocupreine
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
Application number
DES120839D
Other languages
German (de)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EXPORT GESCHAEFT
GEORG SIMONS CHEM FAB
Original Assignee
EXPORT GESCHAEFT
GEORG SIMONS CHEM FAB
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by EXPORT GESCHAEFT, GEORG SIMONS CHEM FAB filed Critical EXPORT GESCHAEFT
Priority to DES120839D priority Critical patent/DE644078C/en
Application granted granted Critical
Publication of DE644078C publication Critical patent/DE644078C/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/66—Arsenic compounds
    • C07F9/70—Organo-arsenic compounds

Description

Es wurde gefunden, daß man zu einem therapeutisch wertvollen Vuzinotoxinsalz gelangt, wenn man Vuzinotoxin mit 4-Öxy-3-acetylaminophenyl-i-arsinsäure nach den für die Salzbildunig· üblichen Arbeitsweisen zusammenbringt. It has been found that a therapeutically valuable vucinotoxin salt is obtained, if you have vuzinotoxin with 4-Öxy-3-acetylaminophenyl-i-arsinic acid according to the usual procedures for salt formation.

Die Herstellung des Salzes ist in den folgenden Beispielen erläutert.The preparation of the salt is illustrated in the following examples.

Beispiel ιExample ι

4,24 g Vuziniotoxin werden in 50 ecm Alkohol gelöst und 2,75 g 4-Oxy-3-acetylaminophenyl-1 -arsinsäure in die heiße Lösung eingetragen. Nach erfolgter Auflösung wird filtriert und die Lösung im Vakuum zur Trockne eingedampft.4.24 g of vuciniotoxin are in 50 ecm of alcohol dissolved and 2.75 g of 4-oxy-3-acetylaminophenyl-1 arsenic acid entered into the hot solution. After dissolution has taken place, it is filtered and the solution is reduced in vacuo Evaporated to dryness.

Statt in Alkohol kann man" die beiden Ausgangsstoffe auch in heißem Wasser lösen und die Lösung wie oben zur Trockne verdampfen. Das Salz ist leicht löslich in Alkohol und lauwarmem Wasser.Instead of alcohol you can use "the two starting materials also dissolve in hot water and evaporate the solution to dryness as above. The salt is easily soluble in alcohol and lukewarm water.

Beispiel 2Example 2

4,6g Vuzinotoxinhydrochlorid und 2,98 g 4-oxy-3-acetylami:n!ophenyl-i-arsinsaures Natrium werden in 20 ecm Wasser gelöst und die Lösung zur Trockne eingedampft. Der Rückstand wird mit absolutem Alkohol aufgenommen und vom Natriumchlorid abfiltriert. Aus der alkoholischen Lösung wird durch Einengen im Vakuum das 4-Oxy-3-acetylaminophenyl-1 -arsinsäure Toxin des iso-Octylhydrocupreins gewonnen.4.6 g of vuzinotoxin hydrochloride and 2.98 g of 4-oxy-3-acetylami : n! Ophenyl-i-arsinic acid sodium are dissolved in 20 ecm of water and the solution is evaporated to dryness. The residue is taken up with absolute alcohol and the sodium chloride is filtered off. The 4-oxy-3-acetylaminophenyl-1-arsenic acid toxin of iso-octylhydrocupreine is obtained from the alcoholic solution by concentration in vacuo.

Das neue Salz soll in der. Therapie Verwendung finden; es zeichnet sich durch stark bakterieide Eigenschaften aus. So werden z. B. Streptokokken in einer Verdünnung von 1AoOOOO schon in 5 Minuten abgetötet. Es besitzt demnach eine größere Wirkung als das nach dem Verfahren der Patentschrift 621 198, Klasse J2p, dargestellte kampfersaure Vuzinatoxin, das nach den Angaben der Patentschrift in einer Verdünnung 1A1OOOO auf Streptokokken abtötend wirkt.The new salt should be in the. Therapy use; it is characterized by strong bacterial properties. So z. B. Streptococci killed in a dilution of 1 AOOOO in 5 minutes. Therefore it has a greater effect than obtained by the method of the patent specification 621198, class J2P, shown camphor acid Vuzinatoxin, the au f according to the information of the specification in a dilution 1 A 1 OOOO streptococci acts abtötend.

Bekannt sind zwar schon Salze der Chinaalkaloide mit organischen Arsinsäuren (Patentschrift 495256, Klasse 12 p). Es handelt sich aber hier um Substanzen, die gegen Malariaparasiten spezifisch wirken sollen. Die Alkaloide Chinin und Cinchonin selbst besitzen z. B. Streptokokken gegenüber nur eine ganz schwache Wirkung.Salts of the china alkaloids with organic arsinic acids are already known (patent specification 495256, class 12 p). But these are substances that act against Malaria parasites should have a specific effect. Possess the alkaloids quinine and cinchonine themselves z. B. against streptococci only a very weak effect.

Claims (1)

Patentanspruch:Claim: Verfahren zur Darstellung eines Salzes der 4 - Oxy-3-acetylaminophenyl-1 - arsinsäure mit dem Toxin des iso-Octylhydrocupreins (Vuzinotoxin), dadurch giekennzeichneit, daß man 4-Oxy-3-acetylaminophenyl-1-arsinsäure und Vuzinotoxin nach den für die Salzbildung üblichen Arbeitsweisen miteinander umsetzt.Process for the preparation of a salt of 4 - oxy-3-acetylaminophenyl-1 - arsic acid with the toxin of iso-octylhydrocupreine (vuzinotoxin), thereby giekennzeichneit, that one 4-oxy-3-acetylaminophenyl-1-arsinic acid and vuzinotoxin after implement the usual working methods for salt formation with one another.
DES120839D 1935-12-15 1935-12-15 Process for the preparation of a salt of 4-oxy-3-acetylaminophenyl-1-arsic acid with the toxin of iso-octylhydrocupreine (vuzinotoxin) Expired DE644078C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DES120839D DE644078C (en) 1935-12-15 1935-12-15 Process for the preparation of a salt of 4-oxy-3-acetylaminophenyl-1-arsic acid with the toxin of iso-octylhydrocupreine (vuzinotoxin)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DES120839D DE644078C (en) 1935-12-15 1935-12-15 Process for the preparation of a salt of 4-oxy-3-acetylaminophenyl-1-arsic acid with the toxin of iso-octylhydrocupreine (vuzinotoxin)

Publications (1)

Publication Number Publication Date
DE644078C true DE644078C (en) 1937-05-25

Family

ID=7535346

Family Applications (1)

Application Number Title Priority Date Filing Date
DES120839D Expired DE644078C (en) 1935-12-15 1935-12-15 Process for the preparation of a salt of 4-oxy-3-acetylaminophenyl-1-arsic acid with the toxin of iso-octylhydrocupreine (vuzinotoxin)

Country Status (1)

Country Link
DE (1) DE644078C (en)

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