WO1995014382A1 - Viruswirksame substanzen - Google Patents
Viruswirksame substanzen Download PDFInfo
- Publication number
- WO1995014382A1 WO1995014382A1 PCT/EP1994/003812 EP9403812W WO9514382A1 WO 1995014382 A1 WO1995014382 A1 WO 1995014382A1 EP 9403812 W EP9403812 W EP 9403812W WO 9514382 A1 WO9514382 A1 WO 9514382A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- carbon atoms
- reaction
- active ingredient
- virucidal
- agents
- Prior art date
Links
- 239000000126 substance Substances 0.000 title claims abstract description 8
- 230000000840 anti-viral effect Effects 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 6
- 150000003839 salts Chemical class 0.000 claims abstract description 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 5
- 150000001875 compounds Chemical class 0.000 claims abstract description 4
- 150000007522 mineralic acids Chemical class 0.000 claims abstract description 4
- 150000007524 organic acids Chemical class 0.000 claims abstract description 4
- 235000005985 organic acids Nutrition 0.000 claims abstract description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 3
- 239000004480 active ingredient Substances 0.000 claims description 21
- 230000003253 viricidal effect Effects 0.000 claims description 15
- -1 N-substituted propylenediamines Chemical class 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 abstract description 4
- 239000003443 antiviral agent Substances 0.000 abstract description 3
- 241000700605 Viruses Species 0.000 description 21
- 239000000047 product Substances 0.000 description 8
- VAZJLPXFVQHDFB-UHFFFAOYSA-N 1-(diaminomethylidene)-2-hexylguanidine Chemical compound CCCCCCN=C(N)N=C(N)N VAZJLPXFVQHDFB-UHFFFAOYSA-N 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 6
- 239000013543 active substance Substances 0.000 description 6
- 241000711404 Avian avulavirus 1 Species 0.000 description 5
- 241000700584 Simplexvirus Species 0.000 description 5
- 239000000645 desinfectant Substances 0.000 description 5
- 239000002280 amphoteric surfactant Substances 0.000 description 4
- 239000012459 cleaning agent Substances 0.000 description 4
- 238000005260 corrosion Methods 0.000 description 4
- 230000007797 corrosion Effects 0.000 description 4
- 239000002736 nonionic surfactant Substances 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000004599 antimicrobial Substances 0.000 description 3
- 239000008139 complexing agent Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- 102000004169 proteins and genes Human genes 0.000 description 3
- OAAZUWWNSYWWHG-UHFFFAOYSA-N 1-phenoxypropan-1-ol Chemical compound CCC(O)OC1=CC=CC=C1 OAAZUWWNSYWWHG-UHFFFAOYSA-N 0.000 description 2
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 2
- XOINJOOCKXMKAV-UHFFFAOYSA-N 4-butoxyoctane Chemical compound CCCCOC(CCC)CCCC XOINJOOCKXMKAV-UHFFFAOYSA-N 0.000 description 2
- 229940123208 Biguanide Drugs 0.000 description 2
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 206010028980 Neoplasm Diseases 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 241000700618 Vaccinia virus Species 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 235000019445 benzyl alcohol Nutrition 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 2
- 244000309711 non-enveloped viruses Species 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- DJCYDDALXPHSHR-UHFFFAOYSA-N 2-(2-propoxyethoxy)ethanol Chemical compound CCCOCCOCCO DJCYDDALXPHSHR-UHFFFAOYSA-N 0.000 description 1
- WMLFEPOIBXSCDW-UHFFFAOYSA-N 2-(hexadecylazaniumyl)-2-methylpropanoate Chemical compound CCCCCCCCCCCCCCCCNC(C)(C)C(O)=O WMLFEPOIBXSCDW-UHFFFAOYSA-N 0.000 description 1
- URDCARMUOSMFFI-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(2-hydroxyethyl)amino]acetic acid Chemical compound OCCN(CC(O)=O)CCN(CC(O)=O)CC(O)=O URDCARMUOSMFFI-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- UDWODRKDBDYBRS-UHFFFAOYSA-N 2-methyl-2-(octadecylamino)propanoic acid Chemical compound CCCCCCCCCCCCCCCCCCNC(C)(C)C(O)=O UDWODRKDBDYBRS-UHFFFAOYSA-N 0.000 description 1
- ZSCYRTQYNJQINM-UHFFFAOYSA-N 2-methyl-2-(tetradecylamino)propanoic acid Chemical compound CCCCCCCCCCCCCCNC(C)(C)C(O)=O ZSCYRTQYNJQINM-UHFFFAOYSA-N 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical compound NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- 241000991587 Enterovirus C Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 1
- 241000696272 Gull adenovirus Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 238000003287 bathing Methods 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 150000004283 biguanides Chemical class 0.000 description 1
- 229940098773 bovine serum albumin Drugs 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 235000013365 dairy product Nutrition 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- DUYCTCQXNHFCSJ-UHFFFAOYSA-N dtpmp Chemical compound OP(=O)(O)CN(CP(O)(O)=O)CCN(CP(O)(=O)O)CCN(CP(O)(O)=O)CP(O)(O)=O DUYCTCQXNHFCSJ-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- NFDRPXJGHKJRLJ-UHFFFAOYSA-N edtmp Chemical compound OP(O)(=O)CN(CP(O)(O)=O)CCN(CP(O)(O)=O)CP(O)(O)=O NFDRPXJGHKJRLJ-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000012894 fetal calf serum Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 125000002887 hydroxy group Chemical class [H]O* 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- MBKDYNNUVRNNRF-UHFFFAOYSA-N medronic acid Chemical class OP(O)(=O)CP(O)(O)=O MBKDYNNUVRNNRF-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 230000003641 microbiacidal effect Effects 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 150000003510 tertiary aliphatic amines Chemical class 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 1
- 241000701161 unidentified adenovirus Species 0.000 description 1
- 241001529453 unidentified herpesvirus Species 0.000 description 1
- 230000003612 virological effect Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
Definitions
- R 1 represents a linear alkyl radical having 12 to 14 carbon atoms
- R 2 represents a linear alkyl radical having 12 to 14 carbon atoms
- R 2 denotes an alkyl radical with 1 to 4 carbon atoms or a hydrogen atom
- the molar ratio of the reaction partners a: b being 1: 1 to 1: 2 and the reaction with the escape of alcohol and / or water in the course from 0.5 to 10 hours at 60 to 175 ° C, and optionally
- these active ingredients are suitable for dissolving the various disinfection and preservation tasks in the non-therapeutic area.
- these active ingredients can be incorporated into liquid, pasty or solid preparations.
- Such agents are used in a wide variety of fields, for example as cleaning agents, disinfectants and preservatives for textiles, floors, hospital facilities, medical instruments, schools, bathing establishments, public transport, commercial operations such as dairies, breweries and laundries.
- the invention also relates to the use of the active substances defined above as virucidal active substances.
- Bactericidal agents e.g. All common, so-called effective components of disinfectants are not basically virucidal. However, they often have a partial virucidal activity against enveloped lipophilic viruses, e.g. against Newcastle Disease Virus, herpes viruses or vaccinia virus.
- Such a partially virucidal spectrum is known from a number of surfactants, quaternary ammonium compounds and biguanides.
- surfactants quaternary ammonium compounds and biguanides.
- quaternary ammonium compounds e.g. adenovirus or SV 40 tumor virus, however, these substances are either ineffective or do not show sufficient activity.
- the highest level of virucidal activity is only achieved by very few substances, for example aldehydes such as in particular formaldehyde, glutaraldehyde or some substances that release oxygen or halogen. These would also destroy the most difficult to inactivate hydrophilic, non-enveloped viruses, such as poliovirus.
- the known active ingredient according to DE 34 10956 A1 now showed a hitherto unknown and unforeseeable good activity both against coated lipophilic and against non-coated lipophilic viruses (compare Tables 1 and 2).
- the active ingredient known as antimicrobial according to DE 34 10956 AI is thus also a novel virucidal active ingredient. Under comparable conditions, its virucidal performance is significantly better than Vantocil ( R ) (polymeric biguanide from ICI) (see Table 3). This applies to solutions in butyl diglycol as well as in water.
- Newcastle Disease Virus lipophilic enveloped virus
- HSV Herpes Simplex Virus
- FCS 10% fetal calf serum as protein load
- Table 1 Virucidal activity of active ingredient according to DE 34 10 956 AI (50% variant with butyl diglycol as solvent). Reduction in titer (log 10) of the viruses listed under the specified conditions (exposure times and application concentrations).
- Table 2 Virucidal activity of active substance according to DE 34 10 956 AI (33.3% variant with water as solvent). Reduction in titer (log 10) of the viruses listed in each case under the conditions mentioned (exposure times and application concentration).
- Table 3 Virucidal activity of Vantocil ( R ) (20% raw material). Reduction in titer (log 10) of the viruses listed under the specified conditions (exposure times and application concentrations). Product AWK (AS) Virus EWZ in minutes in% 15 30 60
- the finished virucidal compositions can generally contain further commonly used constituents which are selected depending on the intended form of use and the intended use.
- water and conventional, both water-soluble and sparingly water-soluble organic solvents are suitable as solvents.
- These organic solvents preferably include those from the groups of the aliphatic and aromatic alcohols with 1 to 5 carbon atoms in the alkyl radicals, the glycols with 2 to 4 carbon atoms and the diglycols and diglycol ethers which can be derived from them.
- Such solvents are, for example, methanol, ethanol, propanol, isopropanol, tert-butanol, ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, dipropylene glycol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monopropyl ether and diethylene glycol monobutyl ether and especially butyl butyl butyl ether, in particular butyl butyl butyl ether, in particular butyl glycol butyl ether, in particular Triethyleitrat.
- aromatic alcohols such as benzyl alcohol and / or 2-phenoxyethanol and / or 1-phenoxypropanol in addition to the other solvents.
- a mixture of benzyl alcohol and 1-phenoxypropanol is preferred, particularly preferably in a ratio of about 1: 1.
- the agents can contain nonionic, anionic or amphoteric surfactants.
- nonionic surfactants are alkyl polyglycosides with preferably 8 to 22 carbon atoms in the alkyl radical, reaction products of 4 to 40, preferably 4 to 20 molar equivalents of ethylene oxide (E0) and / or propylene oxide (PO) with fatty alcohols, fatty acids, fatty amines, fat acid amides or alkanesulfonamides, the fatty alkyl residues of which are preferably Weil contain 8 to 22 carbon atoms, and with alkylphenols and amine oxides into consideration.
- E0 ethylene oxide
- PO propylene oxide
- end-capped derivatives of such alkoxylation products preferably with end groups which contain 2 to 10 carbon atoms
- additive products of 5 to 16 moles of ethylene oxide with coconut or tallow fatty alcohols, with oleyl alcohol and with mono-, di- or trialkylphenols and with monoalkylcyclohexanols with 6 to 14 carbon atoms in the alkyl radicals are of particular interest. It can be advantageous to work with the low-foaming representatives of this group.
- nonionic surfactants include, for example, the commercial products Dehypon () LS 24, LS 36, LS 45, LS 54, LT 24, LT 104 and LS 104, OCP 502 (supplier Henkel), Dehydol ( R ) LT 30 (supplier Henkel) ), Lutensol ( R ) LF 224, LT 30 (supplier BASF), Triton ( R ) CF 54 and DF 12 (supplier Röh & Haas).
- the amounts of the nonionic surfactants are about 3 to 20, preferably about 5 to 10,% by weight.
- Suitable amphoteric surfactants include derivatives of tertiary aliphatic amines or quaternary aliphatic ammonium compounds, the aliphatic radicals of which can be straight-chain or branched and one of which carries a carboxy, sulfo, phosphono, sulfato or phosphato group.
- amphoteric surfactants are dimethyl-tetradecyl-glycine, dimethyl-hexadecyl-glycine, dimethyl-octadecyl-glycine, 3- (dimethyl-dodecylam-monio) -l-propanesulfonate and those called Dehyton ( R ) AB , CB and G (supplier Henkel) distributed amphoteric surfactants.
- Their amounts are about 0 to 10, preferably about 2 to 5 wt .-%.
- the cleaning agents and disinfectants according to the invention can contain complexing agents or corrosion inhibitors. These are preferably selected from the groups of the phosphonic acids, aminocarboxylic acids and their salts, in particular their alkylis salts.
- complexing agents include, for example, the alkali metal, preferably the sodium salts of methane diphosphonic acid, hydroxy ethane-l, l-diphosphonic acid, l-aminoethane-l, l-diphosphonic acid, a ino-tri-methylenephosphonic acid), ethylenediaminetetra (methylenephosphonic acid), diethylenetriamine-penta (methylenephosphonic acid), 2-phosphonobutane-l, 2 , 4-tricarboxylic acid, nitrilotriacetic acid (NTA), ethylenediaminetetraacetic acid and hydroxyethyl-ethylenediamine triacetic acid. NTA is preferred. 1,2,3-benzotriazole can also be used as a pure corrosion inhibitor.
- Such complexing agents or corrosion inhibitors are contained in the agents according to the invention preferably in amounts not exceeding 6% by weight, in particular approximately 0.5% to 3% by weight.
- the cleaning and disinfecting agents according to the invention can contain customary additives, such as dyes or fragrances, in such agents.
- customary additives such as dyes or fragrances
- Such conventional additives are preferably present in the agents according to the invention in amounts not exceeding 1% by weight.
- the content of the active ingredient used according to the invention according to DE 3410956 in the ready-to-use antimicrobial agents is between 0.01 and 5 percent by weight, based on the total agent. Concentrates or solid mixtures which contain about 3 to 50, preferably about 10 to 25 percent by weight of active ingredient can be put together for the production of such ready-to-use agents.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP95902078A EP0730407B1 (de) | 1993-11-25 | 1994-11-17 | Viruswirksame substanzen |
US08/649,714 US5824708A (en) | 1993-11-25 | 1994-11-17 | Virucidal substances |
DE59406694T DE59406694D1 (de) | 1993-11-25 | 1994-11-17 | Viruswirksame substanzen |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEP4340124.4 | 1993-11-25 | ||
DE4340124A DE4340124A1 (de) | 1993-11-25 | 1993-11-25 | Viruswirksame Substanzen |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1995014382A1 true WO1995014382A1 (de) | 1995-06-01 |
Family
ID=6503381
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1994/003812 WO1995014382A1 (de) | 1993-11-25 | 1994-11-17 | Viruswirksame substanzen |
Country Status (4)
Country | Link |
---|---|
US (1) | US5824708A (de) |
EP (1) | EP0730407B1 (de) |
DE (2) | DE4340124A1 (de) |
WO (1) | WO1995014382A1 (de) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19722757C5 (de) * | 1997-05-31 | 2010-01-21 | Bode Chemie Gmbh | Aldehydfreie Desinfektionsmittel für Flächen und Instrumente |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH10506116A (ja) * | 1994-09-26 | 1998-06-16 | ヘンケル・コマンディットゲゼルシャフト・アウフ・アクチエン | カルボン酸アミドの抗菌活性を向上するための界面活性剤の使用 |
DE19741356C2 (de) * | 1997-09-19 | 2001-02-15 | Cognis Deutschland Gmbh | Verwendung von Glucoprotaminen |
DE19962353A1 (de) * | 1999-12-23 | 2001-07-05 | Henkel Ecolab Gmbh & Co Ohg | Hepatitis A Viruzid |
US20030133829A1 (en) * | 2001-12-21 | 2003-07-17 | Baxter Healthcare Corporation | Process for inactivating pathogens in a biological material |
US20060257498A1 (en) * | 2005-05-13 | 2006-11-16 | Ecolab Inc. | Antimicrobial combination of amine and oxygen compounds |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3410956A1 (de) * | 1984-03-24 | 1985-09-26 | Henkel KGaA, 4000 Düsseldorf | Antimikrobiell wirksame substanzen, ihre herstellung und ihre verwendung |
WO1994025559A1 (de) * | 1993-05-03 | 1994-11-10 | Henkel-Ecolab Gmbh & Co. Ohg | Mittel zur maschinellen reinigung und desinfektion von textilien |
-
1993
- 1993-11-25 DE DE4340124A patent/DE4340124A1/de not_active Withdrawn
-
1994
- 1994-11-17 DE DE59406694T patent/DE59406694D1/de not_active Expired - Lifetime
- 1994-11-17 US US08/649,714 patent/US5824708A/en not_active Expired - Lifetime
- 1994-11-17 EP EP95902078A patent/EP0730407B1/de not_active Expired - Lifetime
- 1994-11-17 WO PCT/EP1994/003812 patent/WO1995014382A1/de active IP Right Grant
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3410956A1 (de) * | 1984-03-24 | 1985-09-26 | Henkel KGaA, 4000 Düsseldorf | Antimikrobiell wirksame substanzen, ihre herstellung und ihre verwendung |
EP0156275A2 (de) * | 1984-03-24 | 1985-10-02 | Henkel Kommanditgesellschaft auf Aktien | Antimikrobiell wirksame Substanzen, ihre Herstellung und ihre Verwendung |
WO1994025559A1 (de) * | 1993-05-03 | 1994-11-10 | Henkel-Ecolab Gmbh & Co. Ohg | Mittel zur maschinellen reinigung und desinfektion von textilien |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19722757C5 (de) * | 1997-05-31 | 2010-01-21 | Bode Chemie Gmbh | Aldehydfreie Desinfektionsmittel für Flächen und Instrumente |
Also Published As
Publication number | Publication date |
---|---|
DE59406694D1 (de) | 1998-09-17 |
EP0730407B1 (de) | 1998-08-12 |
EP0730407A1 (de) | 1996-09-11 |
DE4340124A1 (de) | 1995-06-01 |
US5824708A (en) | 1998-10-20 |
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