CH195465A - Process for the preparation of the silver compound of serum protein azo-2-mercapto-benzoic acid. - Google Patents

Process for the preparation of the silver compound of serum protein azo-2-mercapto-benzoic acid.

Info

Publication number
CH195465A
CH195465A CH195465DA CH195465A CH 195465 A CH195465 A CH 195465A CH 195465D A CH195465D A CH 195465DA CH 195465 A CH195465 A CH 195465A
Authority
CH
Switzerland
Prior art keywords
azo
silver compound
acid
mercapto
serum protein
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH195465A publication Critical patent/CH195465A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
    • C07K14/76—Albumins
    • C07K14/765—Serum albumin, e.g. HSA
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Biochemistry (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Zoology (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Toxicology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung der Silberverbindung der     Serumprotein-          Azo-2-mer        eapto-benzoesäure.       Man hat bereits     Azoproteine        hergestellt,     jedoch sind Verbindungen von     Azoproteinen          m        i        't     &      liwermetallen        bisher        nicht        bekannt        ge-          wesen.     Es wunde nun gefunden, dass man diese  neuartigen Verbindungen erhalten kann,

    wenn man     ISchwermetallverbindungen    aroma  tischer Amine     diazotiert    und an Eiweiss kup  pelt, oder wenn man das Schwermetall nach  träglieh in ein     Azoprotein    einführt. Die vor  liegende Erfindung bezieht sich auf ein Ver  fahren zur Herstellung der Silberverbindung  .der     Serumprotein-Azo-2@-mercaptobenzoesäure,     welches     ,dadurch    gekennzeichnet ist, dass man       o-Mercapto-p-aminobenzoesäure        diazotiert,    an  Serum kuppelt, das so erhaltene     Azoprotein     alkalisch auflöst,

   eine     .Silbernitratlösung    zu  tropft und die entstandene Silberverbindung  durch Ansäuern und     Aus.salzen    abscheidet.  



  Die -so erhaltene Verbindung     ist    eine rot  gefärbte Substanz von     Eiwaisscharakter,    die  in     Wasser    löslich, in Säuren und     organischen       Lösungsmitteln unlöslich ist;

       sie    ist gegen       Pneumokokken,        Gonokokken,        Streptokokken     und     Colibazillen        wirksam.       <I>Beispiel:</I>  1,69 g     o-Mereapto-p-aminobenzoesäure          (Chrysolgansäure)    werden in 20 cm' Wasser       -I-    12,5 cm'     4n-Salzsäure    gelöst und     unter     Eiskühlung mit     n/10        Natriumnitritlös:

  ung     bis zur bleibenden Färbung von     Kaliumjodid-          stärkepapier        diazotiert.    250     cms    Pferdeserum  werden mit 75 cm' 10%iger     Sodalösung    ver  setzt und die     Diazotatlösung        @dazu    gegeben,  wobei ,die     Reaktion        curcumaalkalisch,    aber  noch .nicht     phenolphthaleinalkalisch    sein soll.  



  Zu     dieser    Lösung werden 20 cm' :Silber  nitratlösung unter starkem Rühren     zuge-          tropft,    mehrere Stunden durchgerührt, mit  Salpetersäure     schwach        kongosauer    gemacht  und durch     Zusatz    von     .gesättigter        Ammon-          sulfatlösung        quantitativ    geflockt.

   Die     Flok-          kung    wird     abzentrifugiert,    in     Wasser    auf-      genommen, mit Natronlauge     curcumaalkalisch     gemacht. und im     Zellophanschlauch    gegen de  stilliertes     Wasser    dialysiert, bis im Aussen  wasser keine Chlorionen mehr nachzuweisen  sind.



  Process for the preparation of the silver compound of serum protein azo-2-mer eapto-benzoic acid. Azo proteins have already been produced, but compounds of azo proteins with heavy metals have not yet been known. It has now been found that these novel compounds can be obtained

    if you diazotize heavy metal compounds of aromatic amines and couple them to protein, or if you slowly introduce the heavy metal into an azo protein. The present invention relates to a process for the production of the silver compound .der serum protein-azo-2 @ -mercaptobenzoic acid, which is characterized in that o-mercapto-p-aminobenzoic acid is diazotized and coupled to serum, the azo protein thus obtained dissolves alkaline,

   a .silver nitrate solution is added dropwise and the resulting silver compound is separated by acidification and salting out.



  The compound thus obtained is a red colored substance of egg-white character, which is soluble in water, insoluble in acids and organic solvents;

       it is effective against pneumococci, gonococci, streptococci and coli bacilli. <I> Example: </I> 1.69 g of o-Mereapto-p-aminobenzoic acid (chrysolganic acid) are dissolved in 20 cm 'water -I- 12.5 cm' 4N hydrochloric acid and dissolve with n / 10 sodium nitrite solution while cooling with ice:

  Potassium iodide starch paper has been diazotized to permanent color. 250 cms of horse serum are mixed with 75 cm 'of 10% soda solution and the diazotate solution is added, whereby the reaction should be curcuma-alkaline, but not yet phenolphthalein-alkaline.



  20 cm 2: silver nitrate solution is added dropwise to this solution with vigorous stirring, stirred for several hours, made weakly Congo acidic with nitric acid and quantitatively flocculated by adding saturated ammonium sulfate solution.

   The flocculation is centrifuged off, taken up in water, made curcuma-alkaline with sodium hydroxide solution. and dialyzed against distilled water in a cellophane tube until no more chlorine ions can be detected in the outside water.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung der Silberver- bIndung der Serumpi-otein-Azo-2-mercap to- benzoesäure, dadurch gekennzeichnet, d < i inan o-llercapto-p-aminobenzoesä.ure (Chry- solgansäure) diazotiert, an Serum kuppen-. das so erhaltene Azoprotein alkalisch auflöst. PATENT CLAIM: Process for the production of the silver compound of serum protein-azo-2-mercap tobenzoic acid, characterized in that d <i inan o-llercapto-p-aminobenzoic acid (chrysolganic acid) is diazotized, diazotized on serum . the azo protein thus obtained dissolves alkaline. eine Silbernitratlösung zutropft und die ent standene Silberverbindung durch Ansäuern und Aussalzen abscheidet. Die so erhaltene Verbindung ist eine rot. gefärbte Substanz von Ei\veisscharakter, die in Wasser löslich, in Säuren und organischen Lösungsmitteln unlöslich ist; sie ist gegen Pnenmokokken, G onokokken, Streptokoklieri und Colibazilleii wirksam. a silver nitrate solution is added dropwise and the resulting silver compound is deposited by acidification and salting out. The compound thus obtained is a red one. colored substance of egg-like character, soluble in water, insoluble in acids and organic solvents; it is effective against pneumonia, gonococci, streptococci and colibacilli.
CH195465D 1936-08-13 1936-08-13 Process for the preparation of the silver compound of serum protein azo-2-mercapto-benzoic acid. CH195465A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH195465T 1936-08-13

Publications (1)

Publication Number Publication Date
CH195465A true CH195465A (en) 1938-01-31

Family

ID=4439952

Family Applications (1)

Application Number Title Priority Date Filing Date
CH195465D CH195465A (en) 1936-08-13 1936-08-13 Process for the preparation of the silver compound of serum protein azo-2-mercapto-benzoic acid.

Country Status (1)

Country Link
CH (1) CH195465A (en)

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