AU2011265527A1 - Virucidal disinfectant - Google Patents

Virucidal disinfectant Download PDF

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AU2011265527A1
AU2011265527A1 AU2011265527A AU2011265527A AU2011265527A1 AU 2011265527 A1 AU2011265527 A1 AU 2011265527A1 AU 2011265527 A AU2011265527 A AU 2011265527A AU 2011265527 A AU2011265527 A AU 2011265527A AU 2011265527 A1 AU2011265527 A1 AU 2011265527A1
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use according
alkyl
disinfectant
independently
salts
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AU2011265527B2 (en
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Florian Lichtenberg
Michael Lutzeler
Voker Ranft
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Lonza AG
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Lonza AG
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    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

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Abstract

Abstract (CH2)3NHI CH)p; RL-N R- - JCH-(CH)R (Ia) 5 -R A (Ib) HO-(CH2)N (II) 5 (CH2),NH 2 R (CH);OJH Disclosed is the use of disinfectant compositions as a virucide, particularly against polio viruses, containing a) at least one amine and/or quaternary ammonium salt of general formula (Ia) or (Ib), in which R' represents C6.18 alkyl, R2 represents benzyl or 10 C6 .18 alkyl, R3 represents C1.1s alkyl or -[(CH 2)2-0]nR 6, with , = 1-20, R4 and R5 independently represent C1- alkyl, R6 represents hydrogen or optionally substituted phenyl, and A' represents a monovalent anion or an equivalent of a polyvalent anion of an inorganic or organic acid; and b) at least one alkanolamine of general formula (II), in which n and optionally m and o independently have the value 2 or 3 and x and y 15 independently have the value 0 or 1, or a corresponding salt; at a mass ratio 1:11 of 20:1 to 1:20. Said compositions also have good bactericidal and fungicidal qualities, even when used at low concentrations. 6: %MitWFILES\AU Pos724371 Lom*724371 Div Atlradoc

Description

AUSTRALIA Patents Act COMPLETE SPECIFICATION (ORIGINAL) Class Int. Class Application Number: Lodged: Complete Specification Lodged: Accepted: Published: Priority Related Art: Name of Applicant: Lonza AG Actual Inventor(s): Florian Lichtenberg, Michael LUtzeler, Volker Ranft Address for Service and Correspondence: PHILLIPS ORMONDE FITZPATRICK Patent and Trade Mark Attorneys 367 Collins Street Melbourne 3000 AUSTRALIA Invention Title: VIRUCIDAL DISINFECTANT Our Ref: 931845 POF Code: 454534/71835 The following statement is a full description of this invention, including the best method of performing it known to applicant(s): -1 6008qi 1a Virucidal disinfectant The present application is a divisional application from Australian patent application No. 2008229805, which is itself a divisional of Australian patent application No. 2003202570, the entire disclosures of which are incorporated herein by reference. 5 The invention relates to the use of synergistic disinfectant compositions based on amines and/or quaternary ammonium salts as virucidal agents, in particular against polioviruses. Numerous disinfectant and preservative compositions based on amines and/or quaternary 10 ammonium salts are known. However, in general, in particular at relatively high dilution, these exhibit an unsatisfactory activity towards fungi, for example Aspergillus niger and viruses (in particular towards highly resistant viruses, for example polioviruses) It was therefore an aspect of the present invention to provide disinfectant compositions based 15 on amines and/or quaternary ammonium salts which exhibit good activity towards fungi and in particular towards viruses even at high dilution. This aspect is achieved according to the invention by the use of a disinfectant composition comprising 20 (a) an amine and/or quaternary ammonium salt of the general formula (CH2
)
3 NH2 . N (Ia) oder R-N-R A~ (Ib),
(CH
2 )3NH2 R where R 1 is C 6 -1 8 -alkyl
R
2 is benzyl or C 6 .1 8 -alkyl
R
3 is C 1
.
18 -alkyl or -[(CH 2
)
2 -0]Re where N = 1-20 25 R 4 and RS Independently of one another are C 1
-
4 -alkyl
R
6 is hydrogen or unsubstituted or substituted phenyl and A' is a monovalent anion or one equivalent of a polyvalent anion of an inorganic or organic acid; and b) at least one alkanolamine of the general formula
CH
2 )O-tH
HO-(CH
2 )-N 30
[(CH
2 );0)-H where n and, if present, m and o independently of one another have the value 2 or 3 SPEC amended pages (D1V)_931845_DJ_20.12 2011 lb and x and y independently of one another have the value 0 or 1, or a corresponding salt; in the mass ratio 1:11 of 20:1 to 1:20 as virucidal agent. 5 The earlier application PCT/EP 01/10754 (published as WO 02/23990 Al) describes disinfectant compositions based on amines and/or quaternary ammonium salts and alkanolamines and their fungicidal properties. It has now surprisingly been found that such disinfectant compositions also display pronounced virucidal properties and, in particular, also 10 good activity towards highly resistant viruses such as polioviruses. They are likewise active against other picornaviruses, for example ECHO viruses or corresponding animal pathogen viruses such as ECBO viruses, and also against parvoviruses, for example canine parvovirus. The compositions comprise amines and/or quaternary 15 SPEC amended pages (DIV)_931845_BDJ_20.12.2011 WO 03/059062 - 2 - PCT/EP03/00378 ammonium salts of the general formula (CH)G R (ia) or R (Ib), 5 where R1 is C 6
-
1 -alkyl
R
2 is benzyl or C6-is-alkyl
R
3 is CI- 1 -alkyl or -[(CH 2
)
2 -0],R 6 where n = 1-20
R
4 and R 5 independently of one another are Ci- 4 -alkyl
R
6 is hydrogen or unsubstituted or substituted phenyl 10 and A- is a monovalent anion or one equivalent of a polyvalent anion of an inorganic or organic acid; and at least one alkanolamine of the general formula /CH2)PtH HO-(CH2) (ED), [CH2);Oj;-H 15 where n and, if present, m and o independently of one another have the value 2 or 3 and x and y independently of one another have the value 0 or 1, or a corresponding salt; in the mass ratio I:1I 20 of 20:1 to 1:20. Alkyl, here and hereinafter, is taken to mean in each case unbranched or branched alkyl groups of the speci fied number of carbons, but preferably unbranched alkyl 25 groups, and particularly preferably those having an even number of carbon atoms. In particular, this is also taken to mean the homologue mixtures derived from natural raw materials, for example "coconutalkyl". 30 Substituted phenyl is taken to mean, in particular, phenyl groups substituted with one or more Ci-e-alkyl groups and/or chlorine atoms.
Wo 03/059062 - 3 - PCT/EP03/00378 Suitable anions A~ are in principle all inorganic or organic anions, in particular halide, for example chloride or bromide, or anions of low carboxylic acids, for example acetate, propionate or lactate. 5 The amine or quaternary ammonium salt (Ia/Ib) is preferably N,N-bis (3-aminopropyl) dodecylamine, N,N-bis (3-aminopropyl) octylamine, a didecyldimethylammonium salt, dioctyldimethylammonium salt, octyldecyldimethyl 10 ammonium salt, dicoconutalkyldimethylammonium salt, coconutalkyldimethylpoly (oxyethyl) ammonium salt, di coconutalkylmethylpoly (oxyethyl) ammonium salt, decyl dimethylpoly(oxyethyl) ammonium salt, didecylmethyl poly (oxyethyl) ammonium salt, octyldimethylpoly (oxy 15 ethyl) ammonium salt, dioctylmethylpoly(oxyethyl) ammonium salt, coconutalkyldimethylbenzylammonium salt, benzyldodecyldimethylammonium salt or benzyldimethyl poly(oxyethyl)ammonium salt or a mixture of two or more of these compounds. Particularly good results were 20 achieved with didecyldimethylammonium salts. Suitable alkanolamines (II) are in principle all ethanolamines and propanolamines, in particular mono ethanolamine, diethanolamine, triethanolamine and 25 3-amino-1-propanol. Obviously, using mixtures of the said compounds is also within the scope of the invention. Particularly good results have been obtained using the compounds having a primary amino group, that is to say using monoethanolamine and 3-amino 30 1-propanol. The mass ratio of amine (Ia) or quaternary ammonium salt (Ib) to alkanolamine (II) is preferably in the range from 1:5 to 5:1. 35 The disinfectant compositions used according to the invention preferably comprise water as solvent, if appropriate in combination with an organic solvent.
4 Preferably, the disinfectant compositions used according to the invention further comprise one or more aids selected from the group consisting of organic solvents, surfaclants, complexing agents, fragrances and colorants. 5 A preferred use of the disinfectant compositions is surface disinfection and instrument disinfection. Further preferred fields of use are laundry disinfection and hand disinfection. 10 A further preferred use of the disinfectant compositions is the use in chemical toilets, for example on board aircraft and vehicles. The discussion of documents, acts, materials, devices, articles and the like is included in this specification solely for the purpose of providing a context for the present 15 invention. It is not suggested or represented that any or all of these matters formed part of the prior art base or were common general knowledge in the field relevant to the present invention before the priority date of each claim of this application. Throughout the description and the claims of this specification the word "comprise" 20 and variations of the word, such as "comprising" and "comprises" is not intended to exclude other additives, components, integers or steps. The examples below illustrate the implementation of the invention, and should not be taken to be a restriction to the embodiments described. All quantities given, where not 25 otherwise specified, are in % by mass. The test microorganism used in each case was Aspergillus niger ATCC 16404. The effectiveness was determined, unless otherwise specified, using the method specified in CEN 1275. Example 1 30 A disinfecting cleaner formulation (concentrate) was prepared from: 5.0% didecyldimethylammonium chloride (50% strength solution) 2.0% N,N-bis (3-aminopropyl) dodecylamine 35 5.0% monoethanolamine 5.0% Genapol @ T250 (tallow fatty alcohol polyglycol ether, 25 mol of ethylene oxide) 0.5% sodium metasilicate - 'h-n,. IA II -M1 L.-, *f -114rI ,.,t f I - 41 11w1 "d.
WO 03/059062 - 5 - PCT/EP03/00378 0.5% sodium carbonate 2.0% methylglycinediacetic acid trisodium salt (Trilone M; 40% strength solution) water to 100% 5 The effectiveness was determined using a dilution (1 part of concentrate, 99 parts of water) at 20 0 C and with a contact time of 15 min. The logarithm to base ten of the reduction in microorganism count was 4.1. 10 Comparative Example 1 The procedure of Example 1 was followed, but with the difference that the monoethanolamine was replaced by 15 the same amount of water. Under the same test conditions, the formulation was virtually inactive. Example 2 20 A disinfectant formulation (concentrate) was prepared from: 4.9% N,N-bis(3-aminopropyl)dodecylamine 4..0% monoethanolamine 25 2.0% Genapol® T250 (tallow fatty alcohol polyglycol ether, 25 mol of ethylene oxide) 5.0% Hostapur SAS 30 (C 13
-
7 secondary n-alkanesulphonic acid, sodium salt) 2.0% ethylenediaminetetraacetic acid tetrasodium salt 30 (40% strength solution) 0.7% ethylenediaminetetraacetic acid water to 100% The effectiveness was determined using a dilution 35 (1 part of concentrate, 199 parts of water) at 20"C and with a contact time of 15 min. The logarithm to base ten of the reduction in microorganism count was 4.3.
WO 03/059062 - 6 - PCT/EP03/00378 Example 3 A disinfectant formulation (concentrate) was prepared from: 5 4 .2% N,N-bis (3-aminopropyl) dodecylamine 2.0% didecylmethylpoly (oxyethyl) ammonium propionate (BARDAP 26) 4.0% monoethanolamine 10 2.0% Genapole T250 (tallow fatty alcohol polyglycol ether, 25 mol of ethylene oxide) 5.0% Hostapur® SAS 30 (C 13
-
1 7 secondary n-alkanesulphonic acid, sodium salt) 2.0% ethylenediaminetetraacetic acid tetrasodium salt 15 (40% strength solution) 0.7% ethylenediaminetetraacetic acid 4.0% butyl diglycol water to 100% 20 The effectiveness was determined using a dilution (1 part of concentrate, 199 parts of water) at 20"C and with a contact time of 15 min. The logarithm to base ten of the reduction in microorganism count was > 4.4. In addition, the effectiveness was also determined 25 using the method specified in CEN 1650 with a contact time of 15 min, a concentration of 1.0%, a water hardness of 30 0 fH and an organic load of 0.3% albumin. The logarithm to base ten of the reduction in microorganism count was > 4.4. 30 Examples 4-19 Aqueous solutions were prepared from 0.5% alkanolamine (II) and 0.25% of amine or quaternary ammonium salt 35 (Ia/Ib) and tested using the method specified in CEN 1275. The results are summarized in Table 1 below.
WO 03/059062 - 7 - PCT/EP03/00378 Table I Example Amine/ammonium salt Alkanolamine logo No. microbial reduction 4 dimethyldioctyl- monoethanolamine 4.3 ammonium chloride 5 ditto diethanolamine 4.0 6 ditto triethanolamine 3.6 7 ditto 3-amino- 4.2 1-propanol 8 didecyldimethyl- monoethanolamine 4.0 ammonium chloride 9 ditto diethanolamine 3.8 10 ditto triethanolamine 3.1 11 ditto 3-amino- 4.0 1-propanol 12 di-Ce- 1 0 -alkyldimethyl- monoethanolamine 3.9 ammonium chloride (60%) /C 1 2- 1 6 -alkyl benzyldimethylammonium chloride (40%); Bardac* 205-M 13 ditto diethanolamine 3.2 14 ditto triethanolamine 2.8 15 ditto 3-amino- 3.8 1-propanol 16 N,N-bis(3-amino- monoethanolamine 2.9 propyl)dodecylamine 17 ditto diethanolamine 2.7 18 ditto triethanolamine 2.4 19 ditto 3-amino- 2.8 I 1-propanol I _ I For comparison, all compounds listed in Table 1 were 5 tested as individual substances in 0.5% strength solution. None of these compounds exhibited pronounced fungicidal activity (logio microbial reduction < 2).
WO 03/059062 - 8 - PCT/EP03/00378 Example 20 A disinfectant formulation (concentrate) was produced from: 5 9.9% didecyldimethylammonium chloride (70% strength solution) 8.0% monoethanolamine 5.0% GenapoleT250 (tallow fatty alcohol polyglycol 10 ether, 25 mol of ethylene oxide) 5.0% potassium carbonate (anhydrous) 6.0% ethylenediaminetetraacetic acid tetrasodium salt (TrilonOB; 40% strength solution) water to 100% 15 Example 21 The concentrate described in Example 20 was tested in 6% strength dilution in the suspension test using an 20 exposure time of 30, 60 and 120 minutes for effectiveness against poliovirus type 1 (Mahoney strain). Test method: 25 The test was performed in accordance with the "Richtlinie des Bundesgesundheitsamtes und der Deutschen Vereinigung zur Bekampfung der Viruskrankheiten zur Prifung von chemischen Desinfektionsmitteln auf Wirksamkeit gegen Viren" 30 (Guideline of the German Federal Health Agency and the German Association for Controlling Viral Diseases for testing chemical disinfectants for effectiveness against viruses) (Bundesgesundheitsbl. 1982, 25, 397) . The growth medium for the Vero cell cultures was 35 "Dulbecco's Modified Eagle's Medium", to which 10% foetal calf serum and 10 U/ml of penicillin and also 10 pg/ml of streptomycin had been added. After the tissue culture was inoculated with poliovirus the Wo 03/059062 - 9 - PCT/EP03/00378 tissue culture medium only contained 3% foetal calf serum. After virtually complete detachment of polio infected cells, the virus suspension was purified by centrifuging of cells and cell constituents (3000 x g, 5 15 min). Since the cell culture medium contained 3% foetal calf serum, in the disinfectant test also, a small protein load was also present in the test batches using twice-distilled water. For the disinfectant test, 1 part of virus suspension 10 was mixed with 8 parts of a 7.5% strength dilution of the disinfection concentrate (corresponding to a final concentration of 6%) and in each case 1 part of twice distilled water or 2% strength serum albumin or foetal calf serum and was incubated for 30, 60 and 120 min at 15 20 0 C. The activity of the disinfectant was then stopped by 100-fold dilution with cold medium containing no foetal calf serum. In each case 2 wells of multiwell plates containing 6 recesses (Becton Dickinson Labware, Lincoln Park, NJ, Type FalconTm353046) which contained a 20 dense lawn of Vero cells, were inoculated with 1 ml in each case of this dilution (corresponding to a dilution of the virus suspension to 10-3) and further serial 10-fold dilutions. After 1 h of adsorption time at room temperature, the supernatant liquid was drawn off. The 25 cell lawns of the wells were then coated with 2 ml of 2% strength agarose (Serva high EEO, Cat. No. 11397) liquefied by boiling, which had been mixed with twice concentrated medium containing 5% strength foetal calf serum in a ratio of 1:1, and had been cooled to 40*C in 30 a waterbath. After solidification of the agarose at room temperature, the plates were incubated for 2 days at 37 0 C in a CO 2 incubation cabinet. The infectivity of the virus suspension was tested in the plaque test. In this test each area of destroyed 35 cells corresponds to one infectious unit of poliovirus. The number of plaques thus indicates the number of infectious virus particles present in a defined dilution of the test batch. The plaques are visualized WO 03/059062 - 10 - PCT/EPO3/00378 by staining 1.0 ml in each case of a solution of 0.1% Brilliant Blue R (Sigma, Cat. No. B0149) for 30 min in an aqueous solution containing 20% methanol and 5% acetic acid. The unstained plaques are then clearly 5 differentiated from blue-coloured cell lawns. A mean plaque count is calculated from two batches in each case of a dilution. "Virus controls", in which the starting concentration of the virus was determined, were batches in which the 10 disinfectant had been replaced by the same volume of twice-distilled water. The virus concentration thus determined served as reference for calculating the virus-inactivating action of the disinfectant tested. "Toxicity controls" for detecting any damage of the 15 tissue culture cell by the disinfectant were batches in which the virus suspension had been replaced by the same volume of twice-distilled water. These batches were diluted in a ratio of 1:100 and 1:1000 (equivalent to a dilution of the virus suspension of 10- and 10-4 20 in the disinfectant test batch) with medium without foetal calf serum. Then they were added to the tissue culture, as with the batches for testing the disinfectant action, for 1 h and then drawn off. After incubation for 2 days at 37'C, staining was used to 25 test whether the cell lawn had been damaged by the disinfectant. As an indication of the resistance of the test virus and for comparability with other studies, a "formaldehyde control" was carried out. For this, 30 1 part of the virus suspension was mixed with 4 parts of phosphate-buf fered saline (0.1 m; pH 7; "Dulbecco's PBS") and the entire volume was added to a formalin solution containing 1.4 g of formaldehyde in 100 ml of solution (final concentration: 0.7 g of HCHO/100 ml). 35 After 5, 15 and 60 min of exposure time, the action of formaldehyde was stopped, as with the disinfectant test, by diluting to 1:100 and the remaining infectivity of the poliovirus was determined in the WO 03/059062 - 11 - PCT/EP03/00328 plaque test in further serial ten-fold dilutions. Results: Control experiments: 5 The "virus control", in the batch with twice-distilled water, gave a virus concentration of 1.6-106 infectious units/ml, in the batch containing serum albumin, 1.2-10' infectious units/ml, and in the batch containing foetal calf serum 1.0-108 infectious 10 units/ml. The "toxicity control", after dilution of the test batch to 1:100 (equivalent to a dilution of the virus suspension of 10^3) showed slight damage of the cell lawn. At a dilution of 1:1000, toxicity was no longer observable. Thus under the test conditions, a 15 decrease in virus concentration under the action of disinfectant can be followed to a virus concentration of 5-103 infectious units/ml in the virus suspension (in both wells of the dilution 10~4, plaque is then no longer visible) and at a starting concentration of at 20 least 108 infectious virus particles/ml, a decrease in virus concentration over at least 4.5 powers of ten is observable. Since the test guideline for detecting the effectiveness of a disinfectant only requires a decrease in virus concentration by at least 4 powers of 25 ten, compliance with this condition can be detected using the experimental batch chosen. In the batch containing 0.7% strength formaldehyde, after an exposure time of 5 min, a virus concentration of 1.05-10 6 /ml was measured, after 15 min 1-10 3 /ml, and 30 after 60 min 510 2 /ml. These are expected values which confirm the results of earlier experiments: 0.7% strength formalin is usually able to reduce the concentration of poliovirus by more than 4 powers of ten within 30 min. 35 Effectiveness of the disinfectants against poliovirus: After 30, 60 and 120 min exposure times of 6% strength dilution of the disinfectant composition from WO 03/059062 - 12 - PCT/EP03/00378 Example 20, in the batch containing foetal calf serum at the virus dilution 104, in each of the two test wells plaque was no longer observed. Thus after the disinfectant treatment, a virus concentration of 5-103 5 infectious units/ml was present. This result was found not only with low protein load (batch with twice distilled water), but also with medium (batch containing 2% strength serum albumin) and high protein load (batch containing foetal calf serum) . Thus, 10 compared with the control determination without disinfectant, there was a decrease in virus concentration by at least 4.5 log 0 or powers of ten. Thus the condition for effectiveness for registration as instrument disinfectant in the Federal Republic of 15 Germany is fulfilled. Example 22 Effectiveness against ECBO viruses: 20 The concentrate described in Example 20 was tested in accordance with the guideline of the (German) Federal Health Agency and the Deutsche Vereinigung zur Bekampfung der Viruskrankheiten e.V. for testing chemical disinfectants for effectiveness against 25 viruses (Bundesgesundheitsbl. 1982, 25, 397-398; comment: Bundesgesundheitsbl. 1983, 26, 413-414) in a quantitative suspension test for its virucidal properties against the ECBO virus strain LCR-4. Tests were made of dilutions of 1.0%, 3.0% and 5.0% of the 30 concentrate in twice-distilled water with exposure times of 15, 30, 60 and 120 min. The test temperature was 20 ± 1C, and the protein load used was foetal calf serum (FCS) or serum albumin (bovine serum albumin, BSA). 35 To prepare the virus suspension, foetal calf lung cells (FCL 107) in Roux flasks containing minimum essential medium (MEM, Eagle) were infected with approximately 10 PFU (plaque forming units) of the virus (obtained by WO 03/059062 - 13 - PCT/EP03/00378 Dr W. Herbst, Institute for Hygiene and Infectious Animal Diseases at the Justus-Liebig University in Giessen) per cell and after appearance of the cytopathic effect (approximately 12 h), was subjected 5 to three-fold freezing/thawing operation. There followed centrifugation at 770 x g for 10 min which provided the virus suspension as supernatant. To prepare the inactivation batches, 8 parts by volume of the disinfectant in the desired 1.25-fold 10 concentration were mixed with virus suspension and twice-distilled water (1 part by volume each) . In the experiments with protein load, instead of the twice distilled water, one part by volume of FCS (Flow Laboratories) or 2% strength BSA solution (Behringwerke 15 AG) were used. The inactivation experiments were carried out in closed glass tubes. After the appropriate times, samples were withdrawn to determine the remaining infectivity. The infectivity was determined using end-dilution 20 titration in the micro method. For this the samples, immediately after they were taken, were diluted with minimum essential medium (MEM), with integral powers of ten being chosen as dilution factors. In each case 100 pl of a dilute sample were transferred to 8 basins 25 of a sterile polystyrene plate with a flat bottom. Then, in each case 100 pl of a freshly trypsinized suspension of KOP-R cells (cattle oesopharyngeal tissue, obtained from Dr R. Riebe, Bundesforschung sanstalt fi~r Viruskrankheiten der Tiere auf der Insel 30 Riems, Catalogue No. RIE 244) were added. This suspension was adjusted so that in each basin there were approximately 10-15 x 103 cells. Thereafter the samples were incubated at 37*C in a C02 incubation cabinet (5% by volume C0 2 ) . After 5 to 7 days, the 35 infectious dose (IDso/ml) was determined by the method of Spearmann-Karber. The virucidal activity was determined by calculating the decrease in titre compared with the respective WO 03/059062 - 14 - PCT/EP03/00378 control titrations carried out in parallel (after the longest exposure time). The difference was reported as Alogio ID 50 . To determine the cytotoxicity of the disinfectant, 2 5 parts by volume of PBS (phosphate buffered saline) were mixed with 8 parts by volume of the disinfectant dilution (1.25-fold concentration), diluted correspondingly and applied to the cell cultures. The cytotoxic dose was reported as logio CDso/ml (by analogy 10 with the ID 50 value) The results of the inactivation tests are summarized in Table 2 hereinafter, and those of the cytotoxicity determination in Table 3. 15 Table 2 Concen- Virus Protein Decrease in infection titre tration content load (AlogiOIDso) (control) after (logioID 5 0 /Ml) 15 min 30 min 60 min 120 min 1.0% 6.85 - 1.25 1.25 1.64 n.d. 1.0% 7.05 0.2% 1.00 1.25 1.34 n.d. BSA 1.0% 7.15 10.0% 1.00 1.15 1.25 n.d. FCS 3.0% 7.65 - 24.15 24.15 4.15 24.15 3.0% 7.75 0.2% 3.45 24.25 4.25 24.25 BSA 3.00% 7.65 10.0% 2.17 3.45 4.15 4.15 FCS 5.0% 7.65 - 24.15 24.15 24.15 >4.15 5.0% 7.75 0.2% 4.05 24.25 24.25 24.25 BSA 5.0% 7.65 10.0% 3.15 4.15 4.15 24.15 FCS n.d. = not determined WO 03/059062 - 15 - PCT/EP03/00378 Table 3 Concentration Dilution step 10-1 10-2 10-1 10~_ 10 1.0% +- - - 3.0% + + - - 5.0% + + - - The results show that the test composition (concentrate), at a usage concentration of 3.0%, after 5 an exposure time of 60 min and at 5.0% after 30 min has the effectiveness defined in the guideline (AlogioID 5 o 2 4.0; equivalent to an inactivation of e 99.99%) towards ECBO viruses. 10 Example 23 Effectiveness against canine parvovirus: Dilutions of the concentrate described in Example 20 were tested for their effectiveness against canine 15 parvovirus type 2 (obtained from Dr Parrish, Cornell University) in NLFK cells (Norden Lab Feline Kidney) at 22*C and an exposure time of 10 min. Dilutions in a ratio of 1:35 in demineralized or hard (400 ppm AOAC hard water) water containing 5% organic 20 load (foetal calf serum) showed adequate virucidal effectiveness.

Claims (12)

1. Use of a disinfectant composition comprising (a) an amine andfor quaternary ammonium salt of the general formula (CH2) 3 NH
2 R-N (a) or RLN R4 A (I), (CH 2 ) 3 NH2 R 5 where R' is C 6 . 18 -alky R 2 is benzyl or C 6 .1 8 -alkyl R 3 is C 1 . 18 -alkyl or -[(CH 2 ) 2 -O]R6 where N 1-20 R 4 and R 5 independently of one another are C--alkyl R 6 is hydrogen or unsubstituted or substituted phenyl I0 and A- is a monovalent anion or one equivalent of a polyvalent anion of an inorganic or organic acid; and b) at least one alkanolamine of the general formula (CH2);O-H HO - (CH 2 );-N (II), [(CH12);-Oj-H where n and, if present, m and o independently of one another have 15 the value 2 or 3 and x and y independently of one another have the value 0 or 1, or a corresponding salt; in the mass ratio 1:11 of 20:1 to 1:20 as virucidal agent. 20 2. Use according to Claim 1, wherein the amine or quaternary ammonium salt is selected from the group consisting of NN-bis-(3-aminopropyl)dodecylamine, N,N-bis(3-amino-propyl)octylamine, didecyldimethylammonium salts, dioctyldimethylammonium salts, octyldecyldimethyl-ammonium coconutalkyldimethylbenzylammonium salts 25 benzyldimethyloxoethylammonium salts and mixtures these compounds.
3. Use according to Claim 1 or 2, wherein the alkanolamine (1l) is selected from the group consisting of monoethanolamine, diethanolamine, triethanolamine and 3-amino-1-propanol. 5 taritaIFitE51AUP=MsU 371 Lowanva ,,-i u is o w 17
4. Use according to any one of Claims 1 to 3, wherein the mass ratio 1:11 is between 1:5 and 5:1.
5 5. Use according to any one of Claims 1 to 4, wherein the disinfectant composition comprises water as solvent.
6. Use according to any one of Claims 1 to 5, wherein the disinfectant composition additionally comprises one or more aids selected from the group 10 consisting of organic solvents, surfactants, complexing agents, fragrances and colorants.
7. Use according to any one of Claims 1 to 6 in surface disinfection and instrument disinfection. 15
8. Use according to any one of Claims 1 to 6 in laundry disinfection.
9. Use according to any one of Claims 1 to 6 in hand disinfection. 20
10. Use according to any one of Claims 1 to 6 in chemical toilets.
11. Use according to any one of Claims 1 to 10 against parvoviruses or picornaviruses, in particular against polioviruses. 25
12. Use according to claim 1, substantially as hereinbefore described, with reference to any of the Examples. WS J- W L N-N1 L& AG7.1 .ONp WA~ L CIJ61- 2 1 LWON
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Cited By (2)

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US10440950B2 (en) 2015-09-17 2019-10-15 Ecolab Usa Inc. Methods of making triamine solids
US10463041B2 (en) 2015-09-17 2019-11-05 Ecolab Usa Inc. Triamine solidification using diacids

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1087410A (en) * 1996-09-17 1998-04-07 Kanto Chem Co Inc Composition for sterilization and disinfection
GB2319180B (en) * 1996-11-12 2001-01-17 Reckitt & Colman Inc Mycobacterial compositions
CN1222566A (en) * 1998-01-09 1999-07-14 陈又红 Hyperconcentrated phosphate-free antiseptic disinfecting washing liquid

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10440950B2 (en) 2015-09-17 2019-10-15 Ecolab Usa Inc. Methods of making triamine solids
US10463041B2 (en) 2015-09-17 2019-11-05 Ecolab Usa Inc. Triamine solidification using diacids
US11051512B2 (en) 2015-09-17 2021-07-06 Ecolab Usa Inc. Triamine solidification using diacids
US11730167B2 (en) 2015-09-17 2023-08-22 Ecolab Usa Inc. Triamine solidification using diacids

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