CH126503A - Process for the preparation of emetine cholate. - Google Patents

Process for the preparation of emetine cholate.

Info

Publication number
CH126503A
CH126503A CH126503DA CH126503A CH 126503 A CH126503 A CH 126503A CH 126503D A CH126503D A CH 126503DA CH 126503 A CH126503 A CH 126503A
Authority
CH
Switzerland
Prior art keywords
emetine
preparation
cholic acid
cholate
salt
Prior art date
Application number
Other languages
German (de)
Inventor
Sandoz Chemische Fabri Vormals
Original Assignee
Chem Fab Vormals Sandoz
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 Chem Fab Vormals Sandoz filed Critical Chem Fab Vormals Sandoz
Publication of CH126503A publication Critical patent/CH126503A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/03—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/04—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine
    • C07D455/06—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine containing benzo [a] quinolizine ring systems
    • C07D455/08—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine containing benzo [a] quinolizine ring systems having an isoquinolyl-1, a substituted isoquinolyl-1 or an alkylenedioxyisoquinolyl-1 radical linked through only one carbon atom, attached in position 2, e.g. emetine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
    • C07J9/005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane containing a carboxylic function directly attached or attached by a chain containing only carbon atoms to the cyclopenta[a]hydrophenanthrene skeleton

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)

Description

  

  Verfahren zur Darstellung von     Emetineholat.       Es wurde gefunden, dass man zu einem  neuen, wertvollen Salz .des     Emetins    gelangen  kann, wenn man     Emetin    und     Cholsäure    in  molekularen Mengen aufeinander einwirken  lässt.  



  Die Darstellung dieses     .Salzes    kann auch  durch doppelten Umsatz von Salzen der Aus  gangsstoffe erfolgen, wobei zunächst freies  <B>EI</B>     metin    und freie     Cholsäure    gebildet werden,  welche     Produkte    dann zu dem Salz zusam  mentreten.  



  Das     Em.etincholat    besitzt, wie Versuche  gezeigt haben, für Mikroorganismen stärker  abtönende Eigenschaften als gebräuchliche       Emetinsalze;    es soll in der Therapie Ver  wendung finden.  



       Beispiel   <I>1:</I>  5,5     gr        Emetin    wird in alkoholischer Lö  sung mit 4,3     gr        Cholsäure    vereinigt. Nach  völliger Lösung der Komponenten wird das  Lösungsmittel im Vakuum entfernt und das  als gelbe,     schaumige    Masse zurückbleibende       cholsaure        Emetin    im Vakuum bei höherer  Temperatur getrocknet. Das     chols.aure        Eme-          tin    ist eine amorphe, schwach gelbliche Sub  stanz.

   Es löst sich leicht in Alkohol, Methyl-         alkohol,    Chloroform, etwas weniger in Ace  ton und Äther. Von Wasser wird das Salz  schwer aufgenommen.  



       Beispiel   <I>2:</I>  6,3     gr        Emetinhydrobromid    werden in<B>150</B>  cm' Wasser gelöst und tropfenweise mit einer  Lösung von 4,5     gr        Natriumcholat    in 100     ein'     Wasser unter     Turbinieren    vereinigt. Das. sich  klebrig abscheidende Salz wird in wenig Al  kohol aufgenommen und das Lösungsmittel  unter Erwärmen im Vakuum bis zur Ge  wichtskonstanz     abgesaugt.  



  Process for the preparation of emetine holate. It has been found that a new, valuable salt of emetine can be obtained if emetine and cholic acid are allowed to interact in molecular quantities.



  This salt can also be prepared by double conversion of salts of the starting materials, with free EI metin and free cholic acid being formed first, which products then come together to form the salt.



  As tests have shown, emetine cholate has more powerful tinting properties for microorganisms than common emetine salts; it should be used in therapy.



       Example <I> 1: </I> 5.5 grams of emetine is combined in alcoholic solution with 4.3 grams of cholic acid. After the components have completely dissolved, the solvent is removed in vacuo and the cholic acid emetine which remains as a yellow, foamy mass is dried in vacuo at a higher temperature. Cholic acid emetine is an amorphous, pale yellowish substance.

   It dissolves easily in alcohol, methyl alcohol, chloroform, a little less in acetone and ether. The salt is difficult to absorb in water.



       Example <I> 2: </I> 6.3 g of emetine hydrobromide are dissolved in <B> 150 </B> cm 'of water and combined dropwise with a solution of 4.5 g of sodium cholate in 100% of water with turbines. The. The sticky salt that separates out is taken up in a little alcohol and the solvent is sucked off with heating in vacuo until the weight is constant.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von Emetin- eholat, dadurch gekennzeichnet, dass man Emetin und Cholsäure in molekularen Men gen aufeinander einwirken lässt. Das chols-aure Emetin ist eine amorphe, schwach gelbliche Substanz. Es löst sich leicht in Alkohol,, Methylalkohol, Chloro form, etwas weniger in Aceton und Äther. Von Wasser wird das Salz schwer aufge nommen. PATENT CLAIM: Process for the preparation of emetine eholate, characterized in that emetine and cholic acid are allowed to act on one another in molecular amounts. The cholic acid emetine is an amorphous, slightly yellowish substance. It dissolves easily in alcohol, methyl alcohol, chloro form, a little less in acetone and ether. The salt is difficult to absorb in water.
CH126503D 1927-01-12 1927-01-12 Process for the preparation of emetine cholate. CH126503A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH126503T 1927-01-12

Publications (1)

Publication Number Publication Date
CH126503A true CH126503A (en) 1928-06-16

Family

ID=4385087

Family Applications (1)

Application Number Title Priority Date Filing Date
CH126503D CH126503A (en) 1927-01-12 1927-01-12 Process for the preparation of emetine cholate.

Country Status (1)

Country Link
CH (1) CH126503A (en)

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