CA1115205A - Microbicide - Google Patents
MicrobicideInfo
- Publication number
- CA1115205A CA1115205A CA264,121A CA264121A CA1115205A CA 1115205 A CA1115205 A CA 1115205A CA 264121 A CA264121 A CA 264121A CA 1115205 A CA1115205 A CA 1115205A
- Authority
- CA
- Canada
- Prior art keywords
- composition
- antimicrobial agent
- para
- composition according
- antimicrobial
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000002855 microbicide agent Substances 0.000 title description 8
- 230000003641 microbiacidal effect Effects 0.000 title description 7
- 229940124561 microbicide Drugs 0.000 title description 5
- 239000000203 mixture Substances 0.000 claims abstract description 89
- 239000004599 antimicrobial Substances 0.000 claims abstract description 43
- 125000001424 substituent group Chemical group 0.000 claims abstract description 34
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 claims abstract description 27
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 23
- 229910052751 metal Inorganic materials 0.000 claims abstract description 22
- 239000002184 metal Substances 0.000 claims abstract description 22
- 239000005725 8-Hydroxyquinoline Substances 0.000 claims abstract description 15
- 229960003540 oxyquinoline Drugs 0.000 claims abstract description 15
- 230000000845 anti-microbial effect Effects 0.000 claims abstract description 13
- 241000233866 Fungi Species 0.000 claims abstract description 8
- 239000010949 copper Substances 0.000 claims abstract description 8
- 229940044120 2-n-octyl-4-isothiazolin-3-one Drugs 0.000 claims abstract description 7
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000013522 chelant Substances 0.000 claims abstract description 7
- 229910052802 copper Inorganic materials 0.000 claims abstract description 7
- JPMIIZHYYWMHDT-UHFFFAOYSA-N octhilinone Chemical compound CCCCCCCCN1SC=CC1=O JPMIIZHYYWMHDT-UHFFFAOYSA-N 0.000 claims abstract description 7
- XOILGBPDXMVFIP-UHFFFAOYSA-N 1-(diiodomethylsulfonyl)-4-methylbenzene Chemical compound CC1=CC=C(S(=O)(=O)C(I)I)C=C1 XOILGBPDXMVFIP-UHFFFAOYSA-N 0.000 claims abstract description 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims abstract description 6
- YPYLXKHOYAPJOK-UHFFFAOYSA-N diiodomethylsulfonyl(diiodo)methane Chemical compound IC(I)S(=O)(=O)C(I)I YPYLXKHOYAPJOK-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 5
- 229940090668 parachlorophenol Drugs 0.000 claims abstract description 5
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 claims abstract description 4
- 241000894006 Bacteria Species 0.000 claims abstract description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims abstract description 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 4
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229910052753 mercury Inorganic materials 0.000 claims abstract description 4
- 150000002989 phenols Chemical class 0.000 claims abstract description 4
- 229910052718 tin Inorganic materials 0.000 claims abstract description 4
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 4
- 239000011701 zinc Substances 0.000 claims abstract description 4
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229910052793 cadmium Inorganic materials 0.000 claims abstract description 3
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229910052759 nickel Inorganic materials 0.000 claims abstract description 3
- 241000195493 Cryptophyta Species 0.000 claims abstract 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims abstract 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 47
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 35
- -1 aryl compound Chemical class 0.000 claims description 32
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 16
- 239000002917 insecticide Substances 0.000 claims description 14
- 239000003085 diluting agent Substances 0.000 claims description 13
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 239000012141 concentrate Substances 0.000 claims description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 150000002460 imidazoles Chemical class 0.000 claims description 5
- 150000003557 thiazoles Chemical class 0.000 claims description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
- 150000001556 benzimidazoles Chemical class 0.000 claims description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 3
- 150000004996 alkyl benzenes Chemical class 0.000 claims description 3
- 230000000749 insecticidal effect Effects 0.000 claims description 3
- 239000003495 polar organic solvent Substances 0.000 claims description 3
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 3
- CVXBEEMKQHEXEN-UHFFFAOYSA-N carbaryl Chemical compound C1=CC=C2C(OC(=O)NC)=CC=CC2=C1 CVXBEEMKQHEXEN-UHFFFAOYSA-N 0.000 claims description 2
- 230000000813 microbial effect Effects 0.000 claims description 2
- 239000004411 aluminium Substances 0.000 claims 1
- 239000011135 tin Substances 0.000 claims 1
- 241000700605 Viruses Species 0.000 abstract description 8
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 abstract description 6
- 238000006243 chemical reaction Methods 0.000 abstract description 5
- 244000005700 microbiome Species 0.000 abstract description 5
- 229940092714 benzenesulfonic acid Drugs 0.000 abstract description 4
- 125000003107 substituted aryl group Chemical group 0.000 abstract description 4
- 150000003839 salts Chemical class 0.000 abstract description 3
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 abstract description 2
- 239000000470 constituent Substances 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract description 2
- JYZIHLWOWKMNNX-UHFFFAOYSA-N benzimidazole Chemical compound C1=C[CH]C2=NC=NC2=C1 JYZIHLWOWKMNNX-UHFFFAOYSA-N 0.000 abstract 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 26
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 26
- 238000010790 dilution Methods 0.000 description 16
- 239000012895 dilution Substances 0.000 description 16
- 239000000243 solution Substances 0.000 description 15
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 10
- 239000002023 wood Substances 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 230000000855 fungicidal effect Effects 0.000 description 9
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- YXLXNENXOJSQEI-UHFFFAOYSA-L Oxine-copper Chemical compound [Cu+2].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 YXLXNENXOJSQEI-UHFFFAOYSA-L 0.000 description 7
- 235000008504 concentrate Nutrition 0.000 description 7
- PTVDYARBVCBHSL-UHFFFAOYSA-N copper;hydrate Chemical compound O.[Cu] PTVDYARBVCBHSL-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 239000000417 fungicide Substances 0.000 description 7
- 230000005764 inhibitory process Effects 0.000 description 7
- RULKYXXCCZZKDZ-UHFFFAOYSA-N 2,3,4,5-tetrachlorophenol Chemical compound OC1=CC(Cl)=C(Cl)C(Cl)=C1Cl RULKYXXCCZZKDZ-UHFFFAOYSA-N 0.000 description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 description 6
- 239000011707 mineral Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 238000009472 formulation Methods 0.000 description 5
- 235000015096 spirit Nutrition 0.000 description 5
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- 241000223218 Fusarium Species 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
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- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
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- JJLJMEJHUUYSSY-UHFFFAOYSA-L Copper hydroxide Chemical compound [OH-].[OH-].[Cu+2] JJLJMEJHUUYSSY-UHFFFAOYSA-L 0.000 description 3
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- 235000013268 Pinus ponderosa var scopulorum Nutrition 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
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- 150000002430 hydrocarbons Chemical class 0.000 description 3
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- 208000015181 infectious disease Diseases 0.000 description 3
- 230000002458 infectious effect Effects 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
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- 241000894007 species Species 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- LHJGJYXLEPZJPM-UHFFFAOYSA-N 2,4,5-trichlorophenol Chemical compound OC1=CC(Cl)=C(Cl)C=C1Cl LHJGJYXLEPZJPM-UHFFFAOYSA-N 0.000 description 2
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- 238000009933 burial Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000009920 chelation Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- 229910001956 copper hydroxide Inorganic materials 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- JJCFRYNCJDLXIK-UHFFFAOYSA-N cyproheptadine Chemical compound C1CN(C)CCC1=C1C2=CC=CC=C2C=CC2=CC=CC=C21 JJCFRYNCJDLXIK-UHFFFAOYSA-N 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 230000009036 growth inhibition Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000002147 killing effect Effects 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000014666 liquid concentrate Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229940078494 nickel acetate Drugs 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- LISFMEBWQUVKPJ-UHFFFAOYSA-N quinolin-2-ol Chemical class C1=CC=C2NC(=O)C=CC2=C1 LISFMEBWQUVKPJ-UHFFFAOYSA-N 0.000 description 1
- GJAWHXHKYYXBSV-UHFFFAOYSA-N quinolinic acid Chemical compound OC(=O)C1=CC=CN=C1C(O)=O GJAWHXHKYYXBSV-UHFFFAOYSA-N 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- HCJLVWUMMKIQIM-UHFFFAOYSA-M sodium;2,3,4,5,6-pentachlorophenolate Chemical compound [Na+].[O-]C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl HCJLVWUMMKIQIM-UHFFFAOYSA-M 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- BWMISRWJRUSYEX-SZKNIZGXSA-N terbinafine hydrochloride Chemical compound Cl.C1=CC=C2C(CN(C\C=C\C#CC(C)(C)C)C)=CC=CC2=C1 BWMISRWJRUSYEX-SZKNIZGXSA-N 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 201000004647 tinea pedis Diseases 0.000 description 1
- TVIVIEFSHFOWTE-UHFFFAOYSA-K tri(quinolin-8-yloxy)alumane Chemical group [Al+3].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 TVIVIEFSHFOWTE-UHFFFAOYSA-K 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- HTPBWAPZAJWXKY-UHFFFAOYSA-L zinc;quinolin-8-olate Chemical group [Zn+2].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 HTPBWAPZAJWXKY-UHFFFAOYSA-L 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/22—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients stabilising the active ingredients
-
- 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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/04—Sulfonic acids; Derivatives thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Chemical And Physical Treatments For Wood And The Like (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US62574175A | 1975-10-24 | 1975-10-24 | |
| US625,741 | 1984-06-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1115205A true CA1115205A (en) | 1981-12-29 |
Family
ID=24507378
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA264,121A Expired CA1115205A (en) | 1975-10-24 | 1976-10-25 | Microbicide |
Country Status (23)
| Country | Link |
|---|---|
| JP (1) | JPS5257327A (en, 2012) |
| AR (1) | AR223953A1 (en, 2012) |
| AT (1) | AT380427B (en, 2012) |
| AU (1) | AU512550B2 (en, 2012) |
| BE (1) | BE847405A (en, 2012) |
| BR (1) | BR7607040A (en, 2012) |
| CA (1) | CA1115205A (en, 2012) |
| CH (1) | CH621040A5 (en, 2012) |
| DE (1) | DE2647952A1 (en, 2012) |
| ES (1) | ES452679A1 (en, 2012) |
| FR (1) | FR2328481A1 (en, 2012) |
| GB (1) | GB1571814A (en, 2012) |
| GR (1) | GR65588B (en, 2012) |
| IN (1) | IN145040B (en, 2012) |
| IT (1) | IT1202352B (en, 2012) |
| NL (1) | NL7611750A (en, 2012) |
| NO (1) | NO156672C (en, 2012) |
| OA (1) | OA05460A (en, 2012) |
| PH (1) | PH16580A (en, 2012) |
| PT (1) | PT65735B (en, 2012) |
| SE (1) | SE439415B (en, 2012) |
| SU (1) | SU917681A3 (en, 2012) |
| ZA (1) | ZA766268B (en, 2012) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2600949C1 (ru) * | 2015-09-07 | 2016-10-27 | Автономная некоммерческая организация высшего образования "Белгородский университет кооперации, экономики и права" | Фунгицидная добавка для минеральных строительных композиций |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4185120A (en) * | 1978-10-02 | 1980-01-22 | Abbott Laboratories | Topical treatment of fungal or yeast infections using p-tolyl diiodomethyl sulfone |
| GB2119653A (en) * | 1982-05-17 | 1983-11-23 | Ici Plc | Pesticidal compositions |
| JPS6023082B2 (ja) * | 1982-11-12 | 1985-06-05 | 昭和電線電纜株式会社 | 防蟻剤 |
| BR8503466A (pt) * | 1984-08-02 | 1986-04-15 | Rohm & Haas | Metodo para matar e repelir insetos destruidores de madeira |
| HU196554B (en) * | 1986-04-18 | 1988-12-28 | Egyt Gyogyszervegyeszeti Gyar | Process for production of medical compounds with fungicidal effect |
| NZ221631A (en) * | 1986-09-05 | 1990-01-29 | Abbott Lab | Insecticidal compositions containing diiodomethylsulphone derivatives |
| JPH0298157A (ja) * | 1988-10-04 | 1990-04-10 | Matsushita Electron Corp | 半導体素子ピックアップ装置 |
| JPH0327303A (ja) * | 1989-06-23 | 1991-02-05 | Hokko Chem Ind Co Ltd | 工業用防腐防カビ剤 |
| DE4241079C2 (de) * | 1992-12-05 | 1996-04-04 | Bode Chemie Gmbh & Co | Flächendesinfektionsmittel, insbesondere für Kunststoffoberflächen |
| US7585980B2 (en) * | 2006-05-25 | 2009-09-08 | Troy Corporation | Immobilized 1,2-benzisothiazolin-3-one |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2614918A (en) * | 1945-10-25 | 1952-10-21 | Monsanto Chemicals | Method of setting fruit and composition therefor |
| US2898267A (en) * | 1955-09-07 | 1959-08-04 | Witco Chemical Corp | Emulsifiable toxicant compositions and emulsifying agents therefor |
| US3141821A (en) * | 1959-03-17 | 1964-07-21 | Lehn & Fink Products Corp | Synergistic combination of alkyl sulfonates, alkylaryl sulfonates and topical antibacterial agents for local antisepsis |
| US3485919A (en) * | 1963-09-05 | 1969-12-23 | Procter & Gamble | Antibacterial composition |
| CH501364A (de) * | 1967-04-11 | 1971-01-15 | Du Pont | Verfahren zur Bekämpfung von Pilzerkrankungen bei Pflanzen |
| DE1792687A1 (de) * | 1967-05-03 | 1971-11-25 | Du Pont | Fungicides Mittel |
| FR2015139A1 (en, 2012) * | 1968-08-06 | 1970-04-24 | Sanyo Chemical Cy Ltd | |
| US3681348A (en) * | 1969-11-20 | 1972-08-01 | Texaco Inc | Oil-solubilizing nitrogen-containing pesticidal compounds |
| US3914308A (en) * | 1969-11-20 | 1975-10-21 | Texaco Inc | Solubilizing process |
| DE2053356B2 (de) * | 1970-10-30 | 1978-09-21 | Basf Ag, 6700 Ludwigshafen | Zwei-Komponenten-Emulgatorsystem für die Formulierung von Pflanzenschutzmitteln |
-
1976
- 1976-10-08 NO NO763453A patent/NO156672C/no unknown
- 1976-10-15 IN IN1888/CAL/76A patent/IN145040B/en unknown
- 1976-10-18 GR GR51964A patent/GR65588B/el unknown
- 1976-10-18 BE BE171606A patent/BE847405A/xx not_active IP Right Cessation
- 1976-10-20 PT PT65735A patent/PT65735B/pt unknown
- 1976-10-20 PH PH19021A patent/PH16580A/en unknown
- 1976-10-20 FR FR7631501A patent/FR2328481A1/fr active Granted
- 1976-10-21 SE SE7611699A patent/SE439415B/xx not_active IP Right Cessation
- 1976-10-21 BR BR7607040A patent/BR7607040A/pt unknown
- 1976-10-21 CH CH1334976A patent/CH621040A5/fr not_active IP Right Cessation
- 1976-10-21 ZA ZA766268A patent/ZA766268B/xx unknown
- 1976-10-22 DE DE19762647952 patent/DE2647952A1/de active Granted
- 1976-10-22 NL NL7611750A patent/NL7611750A/xx unknown
- 1976-10-22 OA OA55961A patent/OA05460A/xx unknown
- 1976-10-22 SU SU762415364A patent/SU917681A3/ru active
- 1976-10-22 AR AR265191A patent/AR223953A1/es active
- 1976-10-22 AT AT0788376A patent/AT380427B/de not_active IP Right Cessation
- 1976-10-23 GB GB44072/76A patent/GB1571814A/en not_active Expired
- 1976-10-23 JP JP51126813A patent/JPS5257327A/ja active Granted
- 1976-10-23 ES ES452679A patent/ES452679A1/es not_active Expired
- 1976-10-25 CA CA264,121A patent/CA1115205A/en not_active Expired
- 1976-10-25 AU AU18938/76A patent/AU512550B2/en not_active Expired
- 1976-10-25 IT IT85602/76A patent/IT1202352B/it active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2600949C1 (ru) * | 2015-09-07 | 2016-10-27 | Автономная некоммерческая организация высшего образования "Белгородский университет кооперации, экономики и права" | Фунгицидная добавка для минеральных строительных композиций |
Also Published As
| Publication number | Publication date |
|---|---|
| IT1202352B (it) | 1989-02-09 |
| JPS5257327A (en) | 1977-05-11 |
| ES452679A1 (es) | 1978-04-16 |
| AU512550B2 (en) | 1980-10-16 |
| AU1893876A (en) | 1978-05-04 |
| IN145040B (en, 2012) | 1978-08-12 |
| SE7611699L (sv) | 1977-04-25 |
| BE847405A (fr) | 1977-04-18 |
| DE2647952A1 (de) | 1977-05-05 |
| FR2328481A1 (fr) | 1977-05-20 |
| AT380427B (de) | 1986-05-26 |
| GB1571814A (en) | 1980-07-23 |
| PH16580A (en) | 1983-11-22 |
| BR7607040A (pt) | 1977-09-06 |
| NO156672B (no) | 1987-07-27 |
| DE2647952C2 (en, 2012) | 1991-12-19 |
| PT65735A (en) | 1976-11-01 |
| NO156672C (no) | 1987-11-04 |
| SU917681A3 (ru) | 1982-03-30 |
| CH621040A5 (en) | 1981-01-15 |
| SE439415B (sv) | 1985-06-17 |
| ATA788376A (de) | 1985-10-15 |
| PT65735B (en) | 1978-04-18 |
| NL7611750A (nl) | 1977-04-26 |
| NO763453L (en, 2012) | 1977-04-26 |
| ZA766268B (en) | 1977-09-28 |
| OA05460A (fr) | 1981-03-31 |
| AR223953A1 (es) | 1981-10-15 |
| GR65588B (en) | 1980-10-14 |
| JPS6144841B2 (en, 2012) | 1986-10-04 |
| FR2328481B1 (en, 2012) | 1982-10-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |