FI58424C - DESINFEKTIONSMEDEL - Google Patents

Description

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Patent · och registerstyrelsan '' AiwMun utlagd oeh utUkrtft · * publicand 31.10.80 (32) (33) (31) Pyydetty etuolkeu * —Begirt priorltet 31.07.72

Austria-Österrike (AT) A 6595/72 (71) (72) Wilhelm Hurka, 9851 Lieserbriicke Nr. 19i (Kämten), Austria-Österrike (AT) (7 ^) Leit Zinger Oy (5 * 0 Disinfectant - Desinfektionsmedel

The present invention relates to a disinfectant comprising 1,1'-hexamethylene-bis- / 5 "(p-chlorophenyldiguanidine) / salts as an active ingredient in aqueous solution and a quaternary ammonium base which is dodecyldimethyldichlorobenzylammonium, dodecyldimethylbenzylamethylbenzylamethylbenzylamethylbenzylamethylbenzylamethyl hydroxide, characterized in that both active ingredients are in the form of gluconate or lactate.

The concentration of chlorhexidine lactate or gluconate is suitably 0.1 to 15% by weight, preferably U by weight, and 1 to 20% by weight, preferably 5% by weight, of quaternary ammonium base lactate or gluconate.

Examples of quaternary ammonium bases are:

Dodekyylidimetyylidiklooribentsyyliammoniumlaktaatti

Dodecyldimethylbenzylammonium lactate Petradecyldimethylbenzylammonium lactate

Dodecyldimethylethylbenzylammonium lactate ixadecyltrimethylammonium lactate

Dodecyldimethyld-chlorobenzylammonium gluconate 2,58424

Dodesyylidimetyylibentsyyliammoniumglukonaatti

Tetradesyylidimetyylibentsyyliammoniumglukonaatti

Dodesyylidimetyylietyylibentsyyliammoniumglukonaatti

Heksadesyylitrimetyyliammoniumglukonaatti

Chlorhexidine gluconates are effective against gram-negative organisms, while quaternary ammonium salts are effective against gram-positive organisms, especially Staphylococcus. These two powers preferably complement each other when the two substances are combined.

Chlorhexidine lactate has at least as good activity against gram-negative organisms. In addition, it is characterized by a particularly good fit to the skin.

The new chlorhexidine lactate is obtained by reacting lactic acid or a salt of this acid with chlorhexidine or a salt of this compound.

However, disinfectants already exist which contain both active ingredients in solution, chlorhexidine gluconate and quaternary ammonium halide.

However, a major disadvantage of these preparations is that chlorhexadine reacts with the halide of the ammonium base, especially the chloride, to form an insoluble precipitate. The preparation of such solutions is therefore possible only with the addition of "dissolution mediators" (polyoxyethylene glycol), in which case only a small amount (0.15% by weight) of chlorhexidine gluconate can be dissolved if the solution must be clear.

A further disadvantage is that the addition of a solution vehicle (polyoxyethylene niglycol) reduces the biocidal efficacy of the formulation.

Only in accordance with the invention is gluconate or lactate added instead of the quaternary ammonium salt halide. In this way, chlorohexidine can no longer precipitate as a halide, and the solution remains clear without the addition of a colorant to the solution.

As already mentioned above, the concentration of chlorhexidine lactate or gluconate 3,58424 can be up to 15% by weight. The addition of a solution medium does not affect the efficacy.

When quaternary ammonium salts are used, the effect begins rapidly and the effect is against gram-positive organisms. The effect of chlorhexidine lactate or gluconate is durable and is directed against gram-negative organisms. This substance is a film-forming, surfactant and is well tolerated by the skin.

Preparation Example: Preparation of 1,1'-hexamethylene bis- / 5- (p-chlorophenylbiguanide) / dilactate

A mixture of 5.05 μl of 1'-hexamethylene-bis (5- (p-chlorophenylbiguanide)) and 2.0 g of lactic acid (90%) is dissolved in 50 ml of water and warmed slightly (30 ° C).

Filtration and cooling give a clear, stable solution of 1,1'-hexamethylene bis / 5- (p-chlorophenylbiguanide) / dilactate.

Preparation of dodecyldimethyldichlorobenzylammonium gluconate A 20% aqueous solution of benzalkonium B (dodesyldimethyldichlorobenzylammonium chloride) (2 liters) is allowed to drain over a strongly basic ion exchanger Merck III (500 g). To the resulting solution is added 70 g of glucono-6-lactone and the pH is adjusted to 7.0. The concentration is adjusted to 20% with water. The solution contains less than 0.1% chloride.

Only in this way is a solution with a sufficiently low chloride concentration obtained.

It should be emphasized that treatment with alkali followed by neutralization of the B-base of the benzalkone with gluconic acid-6-lactone does not give the necessary low chloride content. Benzalkon B-gluconate, prepared by treatment with alkali, etc., gave turbid solutions with chlorhexidine gluconate.

In this way, the following gluconates of quaternary ammonium bases can be prepared from the corresponding halides:

Dodesyylidimetyylibentsyyliammoniumglukonaatti

Tetradesyylidimetyylibentsyyliammoniumglukonaatti

Dodesyylidimetyylietyylibentsyyliammoniumglukonaatti

Heksadesyylitrimetyyliammoniumglukonaatti

Preparation of dodecyldimethyldichlorobenzylammonium lactate A 20% aqueous solution of benzalkonium B (dodesyldimethyldichlorobenzylammonium chloride) (30 ml) is allowed to drain over a strongly basic ion exchanger Merck III (500 g). To the resulting solution is added 36 g of 90% lactic acid and the pH is adjusted to 7.0. The solution contains less than 0.1% chloride.

Example 1:

20 g of a 20% solution of chlorhexidine gluconate and 25 g of a 20% solution of dodecyldimethyldichlorobenzylammonium gluconate are combined. Add 55 g of water and mix well. 100 g of a solution containing 4% by weight of chlorhexidine gluconate and 5% by weight of dodecyldimethyldichlorobenzylammonium gluconate are obtained.

Mixtures of clehohexidine gluconate and the following quaternary ammonium salts are prepared in an analogous manner:

Dodesyldimethylbenzylammonium gluconate Tetradesyldimethylbenzylammonium gluconate Dodesyldimethylethylbenzylammonium gluconate and Hexadecyltrimethylammonium gluconate

Example 2:

20 g of a 20% solution of chlorhexidine dilactate and 25 g of a 20% solution of dodecyldimethyldichlorobenzylammonium lactate are combined. Add 55 g of water and mix well. A solution is obtained containing 4% by weight of chlorhexidine dilactate and 5% by weight of dodecyldimethyldichlorobenzylammonium lactate.

5,58424

Mixtures of chlorhexidine lactate and the following quaternary ammonium salts were prepared analogously:

Dodesyylidimetyylibentsyyliammoniumlaktaatti

Tetradesyylidimetyylibentsyyliammoniumlaktaatti

Dodesyylidimetyylietyylibentsyyliammoniumlaktaatti

Heksadesyylitrimetyyliammoniumlaktaatti.

Example 3;

20 g of a 20% solution of chlorhexidine di-gluconate and 25 g of a 20% solution of dodecyldimethyldichlorobenzylammonium lactate are combined. Add 55 g of water and mix. 100 g of a solution containing H% by weight of chlorhexidine di-gluconate and 5% by weight of dodecyldimethyldichlorobenzylammonium lactate are obtained.

Example H:

20 g of a 20% solution of chlorhexidine dilactate and 25 g of a 20% solution of dodecyldimethyldichlorobenzylammonium gluconate are combined. Add 55 g of water and mix. 100 g of a solution are obtained which contain +% by weight of chlorhexidine dilactate and 5% by weight of dodecyldimethyldichlorobenzylammonium gluconate.