RU2793332C2 - Disinfectant based on izobak quaternary ammonium compound - Google Patents

Abstract

FIELD: disinfection.

SUBSTANCE: invention relates to disinfectants used in veterinary medicine for the treatment of premises, inventory, tools and equipment, disinfection of objects of veterinary supervision. The disinfectant contains N-methylisocyanurate-dibromide 1,3-bis(5-decyldiethylammoniopentyl)-5-methylisocyanurate, glutaraldehyde, isopropyl alcohol and water in the following ratios, wt.%: dibromide 1,3-bis(5-decyldiethylammoniopentyl) -5-methylisocyanurate — 2%; glutaraldehyde — 2%; isopropyl alcohol — 10%; water up to 100%.

EFFECT: disinfectant exhibits high antimicrobial activity at lower concentrations of the working solution, and also has a reduced corrosivity.

1 cl, 4 tbl, 3 ex

Description

The invention relates to disinfectants used in veterinary medicine for the treatment of premises, inventory, tools and equipment, preventive and forced disinfection of objects of veterinary supervision (livestock enterprises, poultry farms, veterinary clinics, veterinary laboratories).

Isobak disinfectant includes a quaternary ammonium compound based on N-methyl isocyanurate, glutaraldehyde, isopropyl alcohol and water.

The development of new disinfectants is a priority as the demand for disinfectants in the veterinary industry increases. After analyzing the results of scientific research over the past five years, we can conclude that it is possible to form the resistance of pathogenic microorganisms to disinfectants. Modern disinfectants contain a large percentage of the active substance in their composition, which significantly increases the cost of the final product. In addition, the range of disinfectants on the Russian market is rich in imported preparations.

Disinfectants based on quaternary ammonium compounds are now widely used.

A disinfectant is known (patent RU 2583140, publ. 05/10/2016), which includes alkyldimethylbenzylammonium chloride, didecyldimethylammonium chloride, glutaraldehyde, glyoxal and excipients.

The disadvantages of the prototype are the excess mass percent of Quaternary ammonium compounds (up to 50.0 wt.%), reducing the mass percent of glutaraldehyde (up to 15.0 wt.%), adding to the mixture of dialdehyde oxalic acid - glyoxal. A complex composition contributes to an increase in the toxicity of the mixture, an increase in the cost of the finished mixture due to the large consumption of components for the preparation of the working solution.

Disinfectant Piren (patent KZ 30766, publ. December 25, 2015), which includes alkyldimethylbenzylammonium chloride (10-25 wt.%), glutaraldehyde (10-25 wt.%), purified water (50-80 wt. %), also contains large mass fractions of QAS and glutaraldehyde, which increases the toxicity of the mixture.

The task of the authors of the invention is to develop a highly effective and low-toxic disinfectant, which will be based on components from domestic raw materials.

The technical result of the invention consists in the proposed disinfectant based on a quaternary ammonium compound, characterized in that its composition, in addition to glutaraldehyde, water and isopropyl alcohol, includes a quaternary ammonium compound based on N-methyl isocyanurate - dibromide 1,3-bis (5-decyldiethylammoniopentyl) -5-methylisocyanurate of formula (1),

1

at the following ratios of components, wt.%:

1,3-bis(5-decyldiethylammoniopentyl)-5-methylisocyanurate dibromide - 2%;

glutaraldehyde - 2%;

isopropyl alcohol - 10%;

water up to 100%.

The invention exhibits high antimicrobial activity at lower concentrations of the working solution by QAC.

The method for obtaining compound (1) is based on known reactions according to the scheme: 1,3-bis(5-bromopentyl)-5-methylisocyanurate [reference 1] - 1,3-bis(5-diethylaminopentyl)-5-methylisocyanurate - dibromide 1, 3-bis(5-decyldiethylammoniopentyl)-5-methylisocyanurate.

In the first stage, the interaction of 1,3-bis(5-pentyl)-5-methylisocyanurate with diethylamine gives 1,3-bis(5-diethylaminopentyl)-5-methylisocyanurate, which is subjected to quaternization with decyl bromide.

The characteristics of the new compounds are given in the examples of a specific implementation.

Example 1 1,3-Bis(5-diethylaminopentyl)-5-methylisocyanurate

4.41 g (0.01 mol) of 1,3-bis(5-bromopentyl)-5-methylisocyanurate is stirred without heating in 20 ml of diethylamine for 2 days, filtered from the precipitate, evaporated under reduced pressure. 4.25 g (in quantitative yield) of a light yellow transparent oil are obtained. 1H NMR spectrum, δ, mdp, CDCl ₃ (400 Hz): 0.99 t ( ³ J _HH 7.1, 12H, CH ₃ ), 1.28-1.34 m (4H, CH ₂ ), 1.43-1.51 m ( 4Н, CH ₂ ), 1.59–1.66 m (4Н, CH ₂ ), 2.41 t ( ³ J _HH 7.6, 4Н, CH ₂ N); 2.48-2.54 m (8H, NCH ₂ ), 3.30 s (3H, NCH ₃ ); 3.84 t ( ³ J _HH 7.5, 4H, NCH ₂ ). Found, %: С 61.98; H 10.14; N 16.42. C ₂₂ H ₄₃ N ₅ O ₃ . Calculated, %: С 62.08; H 10.18; N 16.45.

Example 2 1,3-bis(5-decyldiethylammoniopentyl)-5-methylisocyanurate dibromide

1.06 g (0.0025 mol) of 1,3-bis(5-diethylaminopentyl)-5-methylisocyanurate, 2.23 g (0.01 mol) of 1-bromodecane and 2 ml of n-butanol are heated at 150 ̊C for 20 h, cooled, washed 3 times with diethyl ether , dried under reduced pressure, the residue is dissolved in 40 ml of water and stirred with activated carbon for 1 hour, evaporated and dried under reduced pressure, 1.65 g (77%) of a light brown transparent thick oil are obtained. 1H NMR spectrum, δ, ppm, d ₆ -DMSO (600 Hz): 0.86 t ( ³ J _HH 6.6, 6H, CH ₃ ), 1.18 t ( ³ J _HH 6.9, 12H, CH ₃ ), 1.21-1.30 m (32H, CH ₂ ), 1.58-1.63 m (12H, CH ₂ ), 3.10-3.14 m (8H, CH ₂ N ⁺ ); 3.17 s (3Н, NCH ₃ ); 3.24-3.28 m (8H, CH ₂ N ⁺ ); 3.77 t ( ³ J _HH 6.9, 4H, NCH ₂ ). Found, %: С 58.05; H 9.83; Br 18.39; N 8.04. C ₄₂ H ₈₅ Br ₂ N ₅ O ₃ . Calculated, %: С 58.10 Н 9.87; Br 18.41; N 8.07.

1,3-Bis(5-diethylaminopentyl)-5-methylisocyanurate is taken to prepare a concentrate - a disinfectant.

Example 3. Preparation of a disinfectant concentrate.

Dissolve 2 g of 1,3-bis(5-diethylaminopentyl)-5-methylisocyanurate in 50 ml of distilled water, add 8 g of a 25% solution of glutaraldehyde (2 g of glutaraldehyde), 10 ml of isopropyl alcohol, dilute to 100 ml with water, mix 15 minutes. The finished solution contains 2% QAC and 2% glutaraldehyde.

Before use, the concentrate is diluted 100 times. Get a working concentration by HOUR 0.02% or 0.0002 g / ml.

The antimicrobial activity of the disinfectant "Isobak" was studied by determining the minimum inhibitory concentration. Various concentrations (1000; 500; 250; 125; 62.5; 32.5; 15.6; 7.8 µg/ml) of the test solutions were added to meat-peptone broth, which was inoculated with test cultures of gram-negative and gram-positive microorganisms. Sterile water was used as a control.

The tests were carried out in accordance with the "Methods for testing disinfectants to assess their safety and effectiveness", M. 1998, approved by the Chief State Sanitary Doctor of the Russian Federation; "Guidelines for the selection, evaluation and testing of the antiviral and antibacterial action of chemical compounds", M. 2009; Guideline R4.2.2.2643-10 "Methods of laboratory research and testing of disinfectants to assess their effectiveness and safety 2010-06-02".

To prepare the inoculum, we used the method of direct suspension in a sterile 0.9% sodium chloride solution of colonies of a pure 24-hour culture of bacteria grown on meat-peptone agar. Several morphologically similar colonies were collected with a sterile bacteriological loop and the resulting material was suspended in a sterile 0.9% sodium chloride solution. The bacterial suspension was adjusted to a density of 0.5 according to the turbidity standard.

The determination of the concentration in the finished solution is calculated by QAC (quaternary ammonium compound).

Table 1 presents data on the minimum inhibitory concentration (MIC) of the disinfectant "Isobak".

Table 1

Minimum inhibitory concentration (MIC) of the disinfectant "Isobak"

No. test culture MIC of disinfectant Isobac
(µg/ml) 1 Escherichia coli 7.8 2 Staphylococcus aureus 7.8 3 Pseudomonas aeruginosa 15.6 4 Bacillus cereus 15.6 5 Salmonella typhimurium 7.8 6 Klebsiella pneumonia 7.8 7 Enterobacter cloacae 7.8 8 Enterococcus fecalis 7.8

The minimum inhibitory concentration of the disinfectant "Isobak" against strains of Pseudomonas aeruginosa and Bacillus cereus was 15.6 µg/ml of medium. The minimum inhibitory concentration against strains of Escherichia coli, Staphylococcus aureus, Salmonella typhimurium, Klebsiella pneumonia, Enterobacter cloacae, Enterococcus fecalis is 7.8 µg/ml.

According to GOST 12.1.007, the disinfectant "Isobak" refers to moderately hazardous substances (ⅠⅠⅠ hazard class) when injected into the stomach, does not irritate the skin and conjunctiva, and does not have an allergic effect.

The disinfectant effect of the "Isobak" agent was studied in the laboratory using test objects. According to the "Methodological guidelines on the procedure for testing new disinfectants for veterinary practice", 1987.

Tiles, iron, wood, concrete, concrete were used as test objects. For the experiment, strains of Escherichia coli (piece 1257), Staphylococcus aureus (piece 209 P) and Bacillus cereus (piece 96) were taken. Quality control of disinfection was carried out by examining swabs from experimental and control test objects for the presence of a given test culture.

Table 2 shows the data on the disinfection of smooth and rough test objects with various concentrations of the Isobak disinfectant.

table 2

Disinfectant activity of "Isobak" on smooth and rough surfaces of test objects

Solution concentration by HOUR, % exposition Test surface iron tile concrete tree Escherichia coli (pcs. 1257) 2 1 - - - - 3 - - - - 1.5 1 - - - - 3 - - - - 1 1 - - - - 3 - - - - 0.5 1 - - - - 3 - - - - 0.25 1 - - + + 3 - - + + 0.125 1 + + + + 3 + + + + Staphylococcus aureus (pcs. 209 Р) 2 1 - - - - 3 - - - - 1.5 1 - - - - 3 - - - - 1 1 - - - - 3 - - - - 0.5 1 - - - - 3 - - - - 0.25 1 + + + + 3 + + + + 0.125 1 + + + + 3 + + + + Bacillus cereus (pcs. 96) 2 1 - - - - 3 - - - - 1.5 1 - - - - 3 - - - - 1 1 - - - - 3 - - - - 0.5 1 + + + + 3 - - - - 0.25 1 + + + + 3 + + + + 0.125 1 + + + + 3 + + + + Control (distilled water) 1 + + + + 3 + + + +

Note. "+" - the presence of growth, "-" - the absence of growth.

1% solution of the disinfectant "Isobak" has a disinfecting effect on Escherichia coli (piece 1257), Staphylococcus aureus (piece 209 R), Bacillus cereus (piece 96).

The corrosion and foaming properties of the disinfectant "Isobak" were studied. The tests were carried out in laboratory conditions, guided by the "Method for determining and evaluating the corrosive activity of detergents and disinfectants, approved. GUV Ministry of Agriculture of the USSR 06/20/1974.

Table 3 describes the corrosion data of metal plates under the influence of the disinfectant "Isobak" and the reference preparation. The degree of corrosion of metal plates was determined by weight loss and gravimetric method. A 2% sodium hydroxide solution (standard preparation) was used as a control.

Table 3

Data on the corrosivity of the disinfectant "Isobak" and 2% sodium hydroxide solution

metal plate Corrosion rate, g/m² hour The appearance of metal plates after the completion of the experiment Disinfectant "Isobak" Grade A aluminum plate 0.37 Did not change Stainless steel plate 0.18 Did not change galvanized iron plate 0.25 Did not change 2% sodium hydroxide solution Grade A aluminum plate 2.2 There is a dark gray coating Stainless steel plate 0.58 There is a gray coating galvanized iron plate 1.47 There are pockets of corrosion

The appearance of the metal plates immersed in the disinfectant solution did not change. The corrosion rate of grade A aluminum metal plate after immersion in a disinfectant is 1.83 g/m² hour lower than after immersion in 2% sodium hydroxide solution. The corrosion rate upon exposure to a disinfectant of galvanized iron plates and stainless steel plates is 1.22 and 0.4 g/m² hour lower than when exposed to 2% sodium hydroxide solution, respectively.

Foaming properties of the disinfectant "Isobak" are presented in table 4.

Table 4

Foaming ability of the disinfectant "Isobak"

Percentage concentration of disinfectant solution, % Foaming capacity of the disinfectant solution, % 2.0 2900 1.0 2706 0.5 2698 0.2 500

The investigated disinfectant "Isobak" has a foaming ability. At 0.2% concentration of the disinfectant working solution, the optimal foaming capacity was 500%.

Claims (5)

A disinfectant containing in its composition a quaternary ammonium compound based on N-methylisocyanurate - 1,3-bis(5-decyldiethylammoniopentyl)-5-methylisocyanurate dibromide in the following ratios of components, wt.%: 1,3-bis(5-decyldiethylammoniopentyl)-5-methylisocyanurate dibromide - 2%; glutaraldehyde - 2%; isopropyl alcohol - 10%; water up to 100%.