DE601995C - Process for the preparation of complex antimony compounds - Google Patents

Description

By patents 573130 and 578213 are processes for the preparation of stable and water-soluble antimonyl compounds protected from such polyoxymonocarboxylic acids, which are obtained by oxidation of aldoses.

It has now been found that very valuable derivatives of antimonylgluconic acid can be obtained can get if you get gluconic acid salts of quinine or its derivatives with antimony oxide hydrates in Treated against thrown by water.

In this way new compounds are obtained, which are quinine or its derivatives and antimony and have the property of being very easily soluble in water and to give constant solutions. They also have very valuable therapeutic properties and are particularly characterized by their tolerance for oral administration or subcutaneous injection. To produce the new compounds, for. B. the quinine gluconate dissolved in water and shaken with an antimony oxide hydrate until everything has dissolved is; but it is more expedient to work with an excess of antimony oxide hydrate, since in this case the solution is more quickly saturated with antimony oxide hydrate.

The new compounds can be removed from the solution by evaporation of this or through Adding suitable organic solvents, whereby the salts formed precipitate, can be obtained.

When dry, the new salts form white, easily water-soluble compounds Depending on the basicity of the base used, the aqueous solutions are the The products obtained are neutral or weakly acidic, with the acid reaction in the latter case can be neutralized without the occurrence of precipitation of antimony oxide hydrate.

The compounds prepared according to the present method are intended to be used in therapy Use because they are much more contractual than the emetic tartar used until now. In-depth experiments with different warm-blooded animals have z. B. for quinine antimonyl gluconate as a limit value for Achieving nephritic phenomena resulted in the amount of 23.10 mg Sb / kg while it is known from the literature that this limit value for emetic tartar is already at 4.5 to 5.5 mg Sb / kg.

The research into the nauseating effect has shown that quinine antimonyl gluconate is around twice less emetic than emetic tartar, so that it succeeds without disadvantage to administer this new compound in such doses that a complete sterilization allow the animals to achieve.

Compared to those known from the literature (see e.g. C. Christiansen, “Organic derivatives of Antimony «, 1925, pages 194/195) and Compounds consisting of quinine series alkaloids and antimonyvic acid own the after the current expiry

Claims (1)

Ren gained a much greater solubility which allowed them to be used for injections. Practice of the present invention is illustrated by the following examples illustrated in more detail. B e i s ρ i el ι ι ο, 4 g of quinine monogluconate, dissolved in 20 ecm of water, are mixed with 7.2 ecm of gluconic acid of 54.5 percent by volume and shaken with 8.3 g of antimony oxide hydrate. By centrifuging it is separated from undissolved material and the clear solution is brought to dryness in a vacuum. 20.5 g of an almost colorless, brittle powder which is easily soluble in water with a bluish fluorescence are obtained. It contains 23.1% Sb and 31.6% quinine. The theory calls for C ₃₂ H ₅₀ O ₂₀ N ₀ Sb ₂ , MW 1026, 23.8 ° / ₀ Sb and 3i, 6 ° / ₀ quinine. Example 2 20 g of cinchonine sulfate are dissolved in about 200 ecm of hot water with a few drops of sulfuric acid, whereupon the free base is precipitated with ammonia. This is filtered off, then dissolved in about 100 cc of warm alcohol with 56 cc of a gluconic acid of 34.7 ° / ₀ was added. The alcohol is removed by distillation in vacuo and the approximately 100 ecm solution is saturated with antimony trihydroxide, which requires about 20 g. The dissolving process is facilitated by warming and shaking. After a few hours, the solution is spun off while hot and the clear solution is brought to dryness by evaporation in vacuo. A brittle mass is obtained which, on trituration, gives 48 g of a colorless powder. This is easily and colorlessly soluble in water with a weakly acidic reaction. Found: 23.1% Sb Calc. 24.5 ° / _0th Found: 29.2 _^0/0 alkaloid. Calculated net: 29.5 ° / ,, for C ₃₁ H ₄₈ O ₁₉ N ₂ Sb ₂ , MW 996. Example 3 20 g of quinidine sulfate are dissolved in water; the base is precipitated with ammonia and taken up in chloroform. The remaining after the distilling off the solvent alkaloid is dissolved in about 100 cc of warm alcohol with 56 cc of a gluconic acid of 34.7 ° / ₀ was added. Further processing is carried out exactly as in Example 2. Yield: 40 g of a colorless powder that is easily soluble in water. Found: 23.5 ° / ₀ Sb. Calculated: 23.8 ° / ₀ for C ₃₂ H ₅₀ O ₂₀ N ₂ Sb ₂ , MW 1026. Example 4 The free base is obtained from 20 g of hydrochmine sulfate according to the example, then the gluconate is likewise produced and saturated with antimony hydroxide. If the same procedure is used, 44 g of a colorless powder which is readily soluble in water are obtained. Found: 25.00 / 0 Sb. Calculated: 23.80 / 0 for C ₃₂ H ₅₂ O ₂₀ N ₂ Sb ₂ , MW 1028. Example 5 17 g Äthylhydrocuprein (free base) are dissolved in 'about 50 cc of alcohol and with 56 g of gluconic acid of 34.7 ° / ₀ was added. After the alcohol has been removed, it is reacted with antimony oxide hydrate as in the previous examples. Yield: 51 g. The compound forms a colorless powder that is easily soluble in water. Found: 23.50 / 0 Sb. Calculated: 23.1 o / _o for C ₃₃ H ₅₁ O ₂₀ N ₂ Sb ₂ , MW 1054. Patent answer / kucu: Process for the preparation of complex antimony compounds, thereby 'characterized in that one gluconic acid salts of quinine or its derivatives treated in an aqueous medium with antimony oxide hydrates. . Printed in the REICHSDRUCKEREi