CH193770A - Process for preventing the decomposition of aqueous solutions of ascorbic acid salts of histidine. - Google Patents

Process for preventing the decomposition of aqueous solutions of ascorbic acid salts of histidine.

Info

Publication number
CH193770A
CH193770A CH193770DA CH193770A CH 193770 A CH193770 A CH 193770A CH 193770D A CH193770D A CH 193770DA CH 193770 A CH193770 A CH 193770A
Authority
CH
Switzerland
Prior art keywords
histidine
ascorbic acid
aqueous solutions
acid salts
decomposition
Prior art date
Application number
Other languages
German (de)
Inventor
F Hoffmann- Aktiengesellschaft
Original Assignee
Hoffmann La Roche
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 Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of CH193770A publication Critical patent/CH193770A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/64Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 ring carbon atoms
    • C07D307/62Three oxygen atoms, e.g. ascorbic acid

Landscapes

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

Description

  

  Verfahren zur Verhinderung der Zersetzung wässeriger Lösungen von     ascorbinsauren     Salzen des     Histidins.       Wenn man Ascorbinsäure mit     Elistidin-          base    neutralisiert, so sind die Lösungen der  entstehenden Salze nicht haltbar, was schon  daran zu erkennen ist, dass sie sich sehr  bald himbeerrot bis     dunkel-orangebraun    fär  ben. Löst man z. B. 3,1 g     Histidinbase     (2100     Mol.)    und<B>1,76</B> g Ascorbinsäure  (1100     Mol.)    in 100     cc    Wasser, so hat die  entstehende Salzlösung ein p$ von 6,0.

   Sie  verfärbt sich in kürzester Zeit, zunächst hell  rosa, dann himbeerrot, schliesslich dunkel  orangebraun. Lösungen von andern     ascorbin-          sauren    Salzen, z. B.     Natriumascorbat,    oder  andern     Histidinsalzen,    z. B.     Histidinhydro-          chlorid,    vom gleichen p$ zeigen diese rasche  Verfärbung nicht, es ist dies eine besondere  Eigenschaft der Lösungen von     ascorbinsauren     Salzen des     Histidins.    Die Konstitution der  entstehenden gefärbten Verbindungen wurde  noch nicht ermittelt.  



  Die Verfärbung lässt sich nun vollständig  verhindern, wenn man die wässerigen Lösungen  der ascorbinsauren Salze des     Histidins    mit    sauerstofffreien Gasen sättigt und in mit diesen  Gasen gefüllten Behältern aufbewahrt.  



  <I>Beispiel 1:</I>  310 Teile     Histidinbase    und 176 Teile As  corbinsäure werden unter konstantem Durch  leiten von Stickstoff in 5000 Teilen Wasser  gelöst, welches vorher ausgekocht und unter       Stickstoffdurchleitung    abgekühlt worden war.  Die Einleitung des Stickstoffes wird bis zur  Sättigung der Lösung fortgesetzt. Die fertige  Lösung wird in mit Stickstoff gefüllte Am  pullen abgefüllt, welche sogleich     zugeschmol-          zen    werden. Diese Lösungen bleiben dauernd  farblos, ja sie können sogar im strömenden  Dampfe erhitzt (sterilisiert) werden, ohne dass  eine merkliche Verfärbung auftritt.

      <I>Beispiel 2:</I>    <B>209,5</B> Teile     Histidinmonohydrochlorid        (-f-    1  Kristallwasser) und 199 Teile     Natriumascorbat     werden in 5000 Teilen     sauerstofffreiem    Was  ser gelöst und während der Lösung Kohlen-      säure eingeleitet. Aus den Gefässen, in wel  chen die Lösung aufbewahrt werden soll, wird  die Luft durch Einleitung von Kohlensäure  entfernt. Die Lösungen bleiben farblos.



  Process for preventing the decomposition of aqueous solutions of ascorbic acid salts of histidine. If ascorbic acid is neutralized with elistidine base, the solutions of the resulting salts cannot be kept, which can be seen from the fact that they very soon turn raspberry-red to dark-orange-brown. If you solve z. B. 3.1 g of histidine base (2100 mol.) And 1.76 g of ascorbic acid (1100 mol.) In 100 cc of water, the resulting salt solution has a p $ of 6.0.

   It changes color in a very short time, initially light pink, then raspberry red, and finally dark orange-brown. Solutions of other ascorbic acid salts, e.g. B. sodium ascorbate, or other histidine salts, e.g. B. histidine hydrochloride, of the same p $ do not show this rapid discoloration; this is a special property of solutions of ascorbic acid salts of histidine. The constitution of the resulting colored compounds has not yet been determined.



  The discoloration can now be completely prevented if the aqueous solutions of the ascorbic acid salts of histidine are saturated with oxygen-free gases and stored in containers filled with these gases.



  Example 1: 310 parts of histidine base and 176 parts of ascorbic acid are dissolved in 5000 parts of water, which had previously been boiled and cooled while nitrogen was passed through, while nitrogen was constantly being passed through. The introduction of nitrogen is continued until the solution is saturated. The finished solution is filled into ampoules filled with nitrogen, which are immediately melted shut. These solutions remain permanently colorless, they can even be heated (sterilized) in flowing steam without noticeable discoloration.

      <I> Example 2: </I> <B> 209.5 </B> parts of histidine monohydrochloride (-f- 1 crystal water) and 199 parts of sodium ascorbate are dissolved in 5000 parts of oxygen-free water and carbonic acid is introduced during the dissolution. The air is removed from the vessels in which the solution is to be stored by introducing carbon dioxide. The solutions remain colorless.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Verhinderung der Zerset zung wässeriger Lösungen. von ascorbinsauren Salzen des Histidins, dadurch gekennzeichnet, dass wässerige Lösungen dieser Salze mit -sauerstofffreien Gasen gesättigt und in mit diesen Gasen gefüllten Behältern aufbewahrt werden. PATENT CLAIM: Process for preventing the decomposition of aqueous solutions. of ascorbic acid salts of histidine, characterized in that aqueous solutions of these salts are saturated with oxygen-free gases and are kept in containers filled with these gases.
CH193770D 1936-07-09 1936-07-09 Process for preventing the decomposition of aqueous solutions of ascorbic acid salts of histidine. CH193770A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH193770T 1936-07-09

Publications (1)

Publication Number Publication Date
CH193770A true CH193770A (en) 1937-10-31

Family

ID=4439051

Family Applications (1)

Application Number Title Priority Date Filing Date
CH193770D CH193770A (en) 1936-07-09 1936-07-09 Process for preventing the decomposition of aqueous solutions of ascorbic acid salts of histidine.

Country Status (1)

Country Link
CH (1) CH193770A (en)

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