CH213196A - Process for the preparation of a water-soluble, injectable N-benzyl-sulfanilic acid amide compound. - Google Patents
Process for the preparation of a water-soluble, injectable N-benzyl-sulfanilic acid amide compound.Info
- Publication number
- CH213196A CH213196A CH213196DA CH213196A CH 213196 A CH213196 A CH 213196A CH 213196D A CH213196D A CH 213196DA CH 213196 A CH213196 A CH 213196A
- Authority
- CH
- Switzerland
- Prior art keywords
- benzyl
- acid amide
- soluble
- sulfanilic acid
- injectable
- Prior art date
Links
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Darstellung einer wasserlöslichen, injizierbaren N-Benzyl-salfanilsäureamidverbindung. Das bei Streptokokkeninfektionen sehr wirksame und viel benützte Sulfanilsäure- amid lässt sich, ebenso wie seine Abkömm linge, nur per os einnehmen. Injizierbare wässerige Lösungen dieser Verbindungen sind bis jetzt noch nicht bekannt geworden.
Es wurde nun gefunden, dass es gelingt, eine neutrale, injizierbare, wässerige Lösun gen liefernde Verbindung des N-Benzyl-sulf- anilsäureamids zu erhalten, wenn man N- Benzyl-sulfanilsäureamid mit Phosphoroxy- halogeniden erhitzt und das entstandene Kondensationsprodukt mit wässerigem Am moniak behandelt.
Die N-Benzyl-sulfanilsäureamid-phosph- amidsäure ist schwer löslich in kaltem Was ser und Alkohol; ihre Alkalisalze sowie das Ammoniumsalz sind auch in kaltem Wasser leicht löslich.
Die neue Verbindung soll als Arzneimit tel verwendet werden. Beispiel: 15 Teile N-Benzyl-sulfanilsäureamid wer den mit 30 Teilen Phosphoroxychlorid er hitzt und die Lösung in eine Mischung von Benzol-Petroläther eingetragen. Das ausge fällte Phosphorsäuredichlorid wird unter Kühlung mit wässeriger Ammoniaklösung umgesetzt. Die ammoniakalische Lösung wird im Vakuum eingeengt und die Phosph- amidsäure durch Salzsäurezusatz gefällt.
Das ,<B>-</B> i u sgeschiedene Rohprodukt wird abgesaugt, in Sodalösung gelöst, die Lösung filtriert und wieder gefällt.
Process for the preparation of a water-soluble, injectable N-benzyl-salfanilic acid amide compound. The sulfanilic acid amide, which is very effective and widely used in streptococcal infections, can, like its derivatives, only be taken orally. Injectable aqueous solutions of these compounds have not yet become known.
It has now been found that it is possible to obtain a neutral, injectable, aqueous solution-supplying compound of N-benzyl-sulfanilic acid amide if N-benzyl-sulfanilic acid amide is heated with phosphorus oxyhalides and the condensation product formed is mixed with aqueous ammonia treated.
N-benzyl-sulfanilic acid amide-phosphamic acid is sparingly soluble in cold water and alcohol; their alkali salts and the ammonium salt are also easily soluble in cold water.
The new compound is to be used as a drug. Example: 15 parts of N-benzyl sulfanilic acid amide who with 30 parts of phosphorus oxychloride he heated and the solution added to a mixture of benzene petroleum ether. The precipitated phosphoric acid dichloride is reacted with aqueous ammonia solution while cooling. The ammoniacal solution is concentrated in vacuo and the phosphamic acid is precipitated by adding hydrochloric acid.
The separated crude product is filtered off with suction, dissolved in soda solution, the solution is filtered and precipitated again.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH213196T | 1938-04-26 | ||
CH206549T | 1938-04-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH213196A true CH213196A (en) | 1941-01-15 |
Family
ID=25724324
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH213196D CH213196A (en) | 1938-04-26 | 1938-04-26 | Process for the preparation of a water-soluble, injectable N-benzyl-sulfanilic acid amide compound. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH213196A (en) |
-
1938
- 1938-04-26 CH CH213196D patent/CH213196A/en unknown
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