CH128326A - Process for the preparation of 3,6-tetramethyldiaminodiphenthiazinium cholate. - Google Patents

Process for the preparation of 3,6-tetramethyldiaminodiphenthiazinium cholate.

Info

Publication number
CH128326A
CH128326A CH128326TA CH128326A CH 128326 A CH128326 A CH 128326A CH 128326T A CH128326T A CH 128326TA CH 128326 A CH128326 A CH 128326A
Authority
CH
Switzerland
Prior art keywords
tetramethyldiaminodiphenthiazinium
cholate
preparation
salt
cholic acid
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
Priority to CH128326T priority Critical patent/CH128326A/en
Publication of CH128326A publication Critical patent/CH128326A/en
Priority to CH139408D priority patent/CH139408A/en
Priority to CH139409D priority patent/CH139409A/en
Priority to CH139410D priority patent/CH139410A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J9/00Normal 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
    • C07J9/005Normal 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D279/00Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D279/101,4-Thiazines; Hydrogenated 1,4-thiazines
    • C07D279/141,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
    • C07D279/18[b, e]-condensed with two six-membered rings
    • C07D279/20[b, e]-condensed with two six-membered rings with hydrogen atoms directly attached to the ring nitrogen atom

Landscapes

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

Description

  

  Verfahren zur Darstellung von     3,6-Tetramethyldiaminodiphenthiaziniumeholat.       Es wurde gefunden, dass man zu einem  neuen, wertvollen Salz des     3,6-Tetramethyl-          diaminodiphenthiaziniumsgelangen    kann,     weriil     man     3,6-Tetramethyldiaminodiphenthiazinium     und     Cholsäure    aufeinander einwirken lässt.  



  Das Produkt kann auch durch doppelten  Umsatz von Salzen der Ausgangsmaterialien  hergestellt werden, wobei zunächst das freie       Thiazin    und die freie     Cholsäure    gebildet  werden, welche Produkte dann zu dem Salz  zusammentreten.  



  Das     3,6-Tetramethyldiaminodiphenthiazi-          niumcholat    besitzt, wie Versuche gezeigt haben,  für Mikroorganismen stärker abtötende Eigen  schaften als bekannte     3,6-Tetramethyldia-          minodiphenthiazinsalze;    das neue Salz soll  therapeutische Verwendung finden.  



  <I>Beispiel:</I>  3,2 g     3,6-Tetramethyldiaminodiphenthia-          ziniumchlorid    werden in 60 cm' Wasser ge  löst und unter     Turbinieren    mit einer Lösung  von     4,5g        Natriumcholat    in 80 cm' Wasser  versetzt. Das Salz scheidet sich klebrig aus.  Es erscheint aus viel heissem Wasser um  kristallisiert in feinen, blauen, prismatischen  Nadeln. Das getrocknete Salz besitzt Bronze-         glanz.    Es ist in kaltem Wasser schwer, in  heissem Wasser leichter löslich. Von Alkohol  wird die Substanz leicht, von Äther gar nicht  aufgenommen.

   Das Salz schmilzt unter star  kem     vorgängigem    Sintern bei zirka     200m     unter     Zersetzung.     



  Analyse       0,2i;86    g neutralisierten 10,85     cm3        1/1o        H2S04          Bei-.    f.     C40gzis05N3S    N = 6,07 0/0       Gef.    5,99



  Process for the preparation of 3,6-Tetramethyldiaminodiphenthiaziniumeholat. It has been found that a new, valuable salt of 3,6-tetramethyldiaminodiphenthiazinium can be obtained by allowing 3,6-tetramethyldiaminodiphenthiazinium and cholic acid to interact.



  The product can also be prepared by double conversion of salts of the starting materials, the free thiazine and the free cholic acid being formed first, which products then combine to form the salt.



  As tests have shown, 3,6-tetramethyldiaminodiphenthiazinium cholate has properties that kill microorganisms more strongly than known 3,6-tetramethyldiaminodiphenthiazine salts; the new salt will find therapeutic use.



  <I> Example: </I> 3.2 g of 3,6-tetramethyldiaminodiphenthia- ziniumchloride are dissolved in 60 cm 'of water and a solution of 4.5 g of sodium cholate in 80 cm' of water is added with turbination. The salt is sticky. It appears from a lot of hot water to crystallize in fine, blue, prismatic needles. The dried salt has a bronze sheen. It is difficult to dissolve in cold water and more easily soluble in hot water. The substance is easily absorbed by alcohol, but not at all by ether.

   The salt melts with strong prior sintering at about 200m with decomposition.



  Analysis 0.2i; 86 g neutralized 10.85 cm3 1 / 1o H2S04 additive. f. C40gzis05N3S N = 6.07 0/0 found 5.99

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von 3,6-Tetra- methyldiaminodiphenthiaziniumcholat,dadurcla gekennzeichnet, dass man auf 3,6-Tetramethyl- diaminodiphenthiazinium Cholsäure einwirken lässt. Das 3,6-Tetramethyldiaminodipherithiazi- niumcholat besteht aus feinen, bronzierenden, blauen, prismatischen Nadeln. Es ist in kal tem Wasser schwer, in heissem leichter löslich. Von Alkohol wird die Substanz leicht, von Äther gar nicht aufgenommen. Das Salz schmilzt unter starkem vorgängigem Sintern bei zirka 2000 unter Zersetzung. PATENT CLAIM: Process for the preparation of 3,6-tetramethyldiaminodiphenthiazinium cholate, dadurcla characterized in that cholic acid is allowed to act on 3,6-tetramethyldiaminodiphenthiazinium. The 3,6-tetramethyldiaminodipherithiazinium cholate consists of fine, bronzing, blue, prismatic needles. It is difficult to dissolve in cold water and more easily soluble in hot water. The substance is easily absorbed by alcohol, but not at all by ether. The salt melts with strong previous sintering at about 2000 with decomposition.
CH128326T 1926-12-29 1926-12-29 Process for the preparation of 3,6-tetramethyldiaminodiphenthiazinium cholate. CH128326A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CH128326T CH128326A (en) 1926-12-29 1926-12-29 Process for the preparation of 3,6-tetramethyldiaminodiphenthiazinium cholate.
CH139408D CH139408A (en) 1926-12-29 1928-10-22 Process for the preparation of 3,6-tetramethyldiaminodiphenthiazinium deoxycholate.
CH139409D CH139409A (en) 1926-12-29 1928-10-27 Process for the preparation of 3,6-tetramethyldiaminodiphenthiazinium deoxycholate.
CH139410D CH139410A (en) 1926-12-29 1928-10-27 Process for the preparation of 3,6-tetramethyldiaminodiphenthiazinium deoxycholate.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH128326T CH128326A (en) 1926-12-29 1926-12-29 Process for the preparation of 3,6-tetramethyldiaminodiphenthiazinium cholate.

Publications (1)

Publication Number Publication Date
CH128326A true CH128326A (en) 1928-10-16

Family

ID=4386778

Family Applications (1)

Application Number Title Priority Date Filing Date
CH128326T CH128326A (en) 1926-12-29 1926-12-29 Process for the preparation of 3,6-tetramethyldiaminodiphenthiazinium cholate.

Country Status (1)

Country Link
CH (1) CH128326A (en)

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