DE231092C - - Google Patents

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- JVl 231092 - CLASS \ 2q. GROUP

Patented in the German Empire on December 7, 1909.

The salicylic acid mercury oxide (Hydrargyrum salicylicum) des The major disadvantage of the German pharmacopoeia for its use is that it is hardly soluble in water (Hagers Handbuch der Pharmaceuticals Practice, New Ed., Vol. II, p. 64).

It has now been found that with the help of this body and other Oxyqueck-

1.0 can produce silver carboxylic acids or their anhydrides or derivatives, which are distinguished from the starting materials in that they do not have any irritating or corrosive effects exercise and have the special effect of the oxymercury carboxylic acids in full. The new products are therefore valuable therapeutic agents and are therefore particularly important because they are excellently suited for subcutaneous injection. The procedure to represent these new products is that you these acids or their Anhydrides or derivatives with ammonia or organic amines and those in the patents 224435, 224864 and 227391 mentioned nitrogenous bodies, such as amino acids, acid amides, Acidimides, protein bodies, treated.

The new products are significantly more soluble and are far less corrosive than the corresponding compounds from ammonia or amines alone. They are also more resistant to carbon dioxide Air and therefore more suitable for therapeutic use. ·

Example i.

336 parts of Hydrargyrum salicylicum are suspended in 1500 parts of water, with 89 parts Alanine and then so long with a concentrated aqueous solution of ethylenediamine added until solution has occurred. After filtering, the salt is precipitated in crystalline form by evaporation in vacuo. It is very easily soluble in water and has an almost neutral reaction to phenolphthalein. Acids decompose it with the separation of the mercury salicylate. The double connection is insoluble in alcohol, ether and benzene.

Example 2.

105 parts of mercury salicylate - piperidine compound are suspended in 500 parts of water and 25 parts of succinimide are added. In this case, solution occurs immediately with formation of the double salt. This is done by evaporating the water in the air-diluted room brought to the deposition in crystalline form. It is in contrast to the water Mercury salicylate - piperidine compound itself is extremely soluble. His solution reacts neutral to phenolphthalein and is not changed by the carbonic acid in the air. Strong acids decompose the salt with the separation of the mercury salicylate; in organic It is insoluble in solvents.

Example 3.

100 parts of oxymercuri-m-oxybenzoic anhydride (represented by boiling mercury oxide with m-oxybenzoic acid in an aqueous solution) and 55 parts of diethylbarbituric acid are distributed in water and mixed with piperidine until the solution is dissolved. After filtering the solution is brought to dryness at low temperature in an air-diluted room. Mercuri-m-oxybenzoic acid piperidine is easily soluble in water, but insoluble in Ether, benzene and chloroform.

The process proceeds in an analogous manner when using other oxymercuric carboxylic acids or their anhydrides or their derivatives, such as oxymercury naphtholecarboxylic acids, Oxymercury iodobenzoic acids, oxymercury acetylanthranilic acid, Ammonia, other amines such as piperazine, tetramethylenediamine, dimethylamine or others of those mentioned Nitrogen compounds such as glycocolla, ß-aminooxyisobutyric acid, dicyandiamide, urea, Diethylbarbituric acid,. Cyanoacetamide, protein bodies, oxalylurea, hydantoin.

The oxymercuri-0-iodobenzoic anhydride is obtained by heating mercury oxide with o-iodobenzoic acid in excess to 170 ° until the melt in sodium hydroxide solution is clearly soluble.

Oxymercuriacetylanthranilic anhydride and oxymercuri-1-naphthol-2-carboxylic anhydride are obtained by heating the acids with mercury acetate in acetic acid solution.

These mercury compounds are all insoluble in water and organic solvents, easily soluble in alkalis. Against dilute sulfuric acid and nitric acid are she is very persistent; by hydrochloric acid they are converted into mercury chloride and the corresponding Split acid.

Claims (1)

Patent claim: Process for the preparation of irritant-free, easily soluble double compounds of Oxymercury carboxylic acids or their anhydrides or substitution products therein consisting that the mercured compounds with ammonia or amines and amino fatty acids or their salts or those nitrogenous bodies which, in the case of a neutral reaction against litmus simultaneously have basic and acidic character, or imino compounds of Treated acid character or on the completed double compounds of ammonia or the amines and the Oxymercury carboxylic acids can act on the nitrogen-containing bodies mentioned.