CH98437A - Process for the preparation of an oil- and fat-soluble salt of an acridinium compound. - Google Patents

Process for the preparation of an oil- and fat-soluble salt of an acridinium compound.

Info

Publication number
CH98437A
CH98437A CH98437DA CH98437A CH 98437 A CH98437 A CH 98437A CH 98437D A CH98437D A CH 98437DA CH 98437 A CH98437 A CH 98437A
Authority
CH
Switzerland
Prior art keywords
fat
oil
preparation
soluble salt
acridinium compound
Prior art date
Application number
Other languages
German (de)
Inventor
Leopold Cassella Co Ge Haftung
Original Assignee
Cassella Leopold & Co Gmbh
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 Cassella Leopold & Co Gmbh filed Critical Cassella Leopold & Co Gmbh
Publication of CH98437A publication Critical patent/CH98437A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
    • C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system
    • C07D219/08—Nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)

Description

  

  Verfahren zur Darstellung eines öl- und fettlöslichen Salzes einer       Akridiniumverbindung.       Die bisher     bekannten    Salze von     Akri-          diniumverbindungen    haben den Nachteil, in  Ölen und Fetten unlöslich zu     sein,    wodurch  ihre Verwendung für manche Zwecke der  Dermatologie erschwert wird. Auch -die     sub-          kutane    und     intraperitoneale    Anwendung ist  wegen der Reizwirkung wässeriger Lösungen  der bekannten     Akridiniums.alze    nicht empfeh  lenswert.  



  Es     wurde    nun gefunden,     dass    diese wasser  löslichen, mineralsauren Salze durch Umset  zung mit Salzen hochmolekularer Paraffin  karbonsäuren und     Olfinkarbonsäuren    die ent  sprechenden     Akridiniumsalze    liefern,     und,dass     diese letzteren in Wasser unlöslich, dagegen  in Ölen und Fetten löslich sind     und,die    oben  erwähnten Nachteile der mineralsauren Salze  nicht ,aufweisen.         Diamino-10-methyl-akridiniumehlorid        in    225  Liter Wasser einlaufen und rührt noch ein  bis zwei Stunden weiter.

   Dann     filtriert    man  .den orange gefärbten     Niederschlag        üb,     wäscht gut mit     kaltem        Wasser    aus und trock  net ihn auf dem Wasserbad, wobei er     in,der     Hitze teigige     Beschaffenheit    annimmt.  



  In     trockenem        Zustande    bildet die neue  Verbindung bei :gewöhnlicher Temperatur ein       hellbraunes    Pulver, das sich im Gegensatz  zum Ausgangsstoff in Wasser nicht, in Ölen  aber klar .auflöst. Auch in Äthyl- und Me  thylalkohol, in Benzol,     Toluol,    Chloroform,  ist die neue Verbindung löslich.  



  Die     angegebenen        Mengenverhältnisse    und  .die Temperatur können in weiten Grenzen  abgeändert werden.    <I>Beispiel:</I>    15 kg     stearinsaures    Natrium werden in  500 Liter     heissem    Wasser gelöst. In die auf  .35   abgekühlte Flüssigkeit lässt man unter  Rühren langsam eine Lösung von 9 kg 3<B>-6-</B>



  Process for the preparation of an oil- and fat-soluble salt of an acridinium compound. The previously known salts of acridine compounds have the disadvantage of being insoluble in oils and fats, which makes their use for some purposes in dermatology difficult. Subcutaneous and intraperitoneal use is also not recommended because of the irritating effect of aqueous solutions of the known acridinium salts.



  It has now been found that these water-soluble, mineral acid salts, when reacted with salts of high molecular weight paraffin carboxylic acids and olefin carboxylic acids, provide the corresponding acridinium salts, and that the latter are insoluble in water, but soluble in oils and fats and the disadvantages mentioned above of the mineral acid salts do not have. Pour diamino-10-methyl-akridiniumehlorid into 225 liters of water and stir for one to two hours.

   The orange colored precipitate is then filtered over, washed well with cold water and dried on a water bath, whereupon it takes on a pasty consistency in the heat.



  When dry, the new compound forms a light brown powder at: ordinary temperature, which, unlike the starting material, does not dissolve in water, but dissolves clearly in oils. The new compound is also soluble in ethyl and methyl alcohol, benzene, toluene and chloroform.



  The specified proportions and the temperature can be varied within wide limits. <I> Example: </I> 15 kg of stearic acid sodium are dissolved in 500 liters of hot water. A solution of 9 kg 3 <B> -6- </B> is slowly poured into the liquid, which has cooled to .35, while stirring

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines öl- und fettlöslichen Salzes einer Akridiniumverbin- dung,darin bestehend, .dass man ein mineral saures Salz des 3 . 6-Diamino-10-methyl-akri- diniums mit einem Salz der Stea.rinsäure um setzt. Die entstehende Verbindunb ist ein Hellbraunes Pulver, das sieh in Ölen und retten, in @4thylallzohol, Methylalkohol, Ben zol, Toluol, Chloroform löst. PATENT CLAIM: Process for the preparation of an oil- and fat-soluble salt of an acridinium compound, consisting in that a mineral acid salt of the 3rd 6-diamino-10-methyl-acridiniums with a salt of stearic acid. The resulting compound is a light brown powder, which can be seen in oils and rescues, dissolves in ethyl alcohol, methyl alcohol, benzene, toluene, chloroform.
CH98437D 1921-09-17 1921-09-17 Process for the preparation of an oil- and fat-soluble salt of an acridinium compound. CH98437A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH98437T 1921-09-17

Publications (1)

Publication Number Publication Date
CH98437A true CH98437A (en) 1923-03-16

Family

ID=4356259

Family Applications (1)

Application Number Title Priority Date Filing Date
CH98437D CH98437A (en) 1921-09-17 1921-09-17 Process for the preparation of an oil- and fat-soluble salt of an acridinium compound.

Country Status (1)

Country Link
CH (1) CH98437A (en)

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