JP4728016B2 - N−(n−ブチル)−1,2−ベンズイソチアゾリン−3−オンを含有する抗微生物組成物 - Google Patents
N−(n−ブチル)−1,2−ベンズイソチアゾリン−3−オンを含有する抗微生物組成物 Download PDFInfo
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- JP4728016B2 JP4728016B2 JP2005060443A JP2005060443A JP4728016B2 JP 4728016 B2 JP4728016 B2 JP 4728016B2 JP 2005060443 A JP2005060443 A JP 2005060443A JP 2005060443 A JP2005060443 A JP 2005060443A JP 4728016 B2 JP4728016 B2 JP 4728016B2
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- ppm
- antimicrobial
- isothiazolin
- methyl
- butyl
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- 239000000203 mixture Substances 0.000 title claims description 44
- 230000000845 anti-microbial effect Effects 0.000 title claims description 34
- LUYIHWDYPAZCNN-UHFFFAOYSA-N 2-butyl-1,2-benzothiazol-3-one Chemical compound C1=CC=C2C(=O)N(CCCC)SC2=C1 LUYIHWDYPAZCNN-UHFFFAOYSA-N 0.000 title claims description 17
- PORQOHRXAJJKGK-UHFFFAOYSA-N 4,5-dichloro-2-n-octyl-3(2H)-isothiazolone Chemical compound CCCCCCCCN1SC(Cl)=C(Cl)C1=O PORQOHRXAJJKGK-UHFFFAOYSA-N 0.000 claims description 8
- 230000000813 microbial effect Effects 0.000 claims description 4
- QMMKOUARLJQQNC-UHFFFAOYSA-N 4-butyl-1,2-benzothiazol-3-one Chemical compound CCCCC1=CC=CC2=C1C(=O)NS2 QMMKOUARLJQQNC-UHFFFAOYSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 23
- BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 description 17
- 239000004599 antimicrobial Substances 0.000 description 16
- 229940100555 2-methyl-4-isothiazolin-3-one Drugs 0.000 description 13
- 244000005700 microbiome Species 0.000 description 13
- 239000002904 solvent Substances 0.000 description 13
- 239000004480 active ingredient Substances 0.000 description 12
- 229940100484 5-chloro-2-methyl-4-isothiazolin-3-one Drugs 0.000 description 11
- DHNRXBZYEKSXIM-UHFFFAOYSA-N chloromethylisothiazolinone Chemical compound CN1SC(Cl)=CC1=O DHNRXBZYEKSXIM-UHFFFAOYSA-N 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- -1 bacteriostats Substances 0.000 description 8
- 239000000839 emulsion Substances 0.000 description 8
- 241000894006 Bacteria Species 0.000 description 7
- 239000004530 micro-emulsion Substances 0.000 description 7
- 239000004094 surface-active agent Substances 0.000 description 7
- JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical compound O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 239000012530 fluid Substances 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- MGIYRDNGCNKGJU-UHFFFAOYSA-N isothiazolinone Chemical class O=C1C=CSN1 MGIYRDNGCNKGJU-UHFFFAOYSA-N 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- 239000011550 stock solution Substances 0.000 description 5
- 241000233866 Fungi Species 0.000 description 4
- 239000000853 adhesive Substances 0.000 description 4
- 230000001070 adhesive effect Effects 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000002609 medium Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 229940126062 Compound A Drugs 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 230000001580 bacterial effect Effects 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 230000002538 fungal effect Effects 0.000 description 3
- 239000001963 growth medium Substances 0.000 description 3
- 239000002054 inoculum Substances 0.000 description 3
- 239000004816 latex Substances 0.000 description 3
- 229920000126 latex Polymers 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- JPMIIZHYYWMHDT-UHFFFAOYSA-N octhilinone Chemical compound CCCCCCCCN1SC=CC1=O JPMIIZHYYWMHDT-UHFFFAOYSA-N 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000007798 antifreeze agent Substances 0.000 description 2
- 239000004443 bio-dispersant Substances 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 150000002241 furanones Chemical class 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 239000010985 leather Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000002455 scale inhibitor Substances 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 150000003505 terpenes Chemical class 0.000 description 2
- 235000007586 terpenes Nutrition 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- VKZRWSNIWNFCIQ-WDSKDSINSA-N (2s)-2-[2-[[(1s)-1,2-dicarboxyethyl]amino]ethylamino]butanedioic acid Chemical compound OC(=O)C[C@@H](C(O)=O)NCCN[C@H](C(O)=O)CC(O)=O VKZRWSNIWNFCIQ-WDSKDSINSA-N 0.000 description 1
- PQHYOGIRXOKOEJ-UHFFFAOYSA-N 2-(1,2-dicarboxyethylamino)butanedioic acid Chemical compound OC(=O)CC(C(O)=O)NC(C(O)=O)CC(O)=O PQHYOGIRXOKOEJ-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 241000228212 Aspergillus Species 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 241000223218 Fusarium Species 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 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 1
- 239000005909 Kieselgur Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241000219470 Mirabilis Species 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 240000005428 Pistacia lentiscus Species 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 241000588769 Proteus <enterobacteria> Species 0.000 description 1
- 241000589516 Pseudomonas Species 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 241000223259 Trichoderma Species 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003619 algicide Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000008485 antagonism Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 229940095731 candida albicans Drugs 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 238000002144 chemical decomposition reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011093 chipboard Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002173 cutting fluid Substances 0.000 description 1
- 229940097362 cyclodextrins Drugs 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000011094 fiberboard Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000013022 formulation composition Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 235000013773 glyceryl triacetate Nutrition 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005555 metalworking Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 239000011120 plywood Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 238000001223 reverse osmosis Methods 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 239000008237 rinsing water Substances 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- QCRXMFTZTSTGJM-UHFFFAOYSA-N triacetyl 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(=O)OC(=O)CC(O)(C(=O)OC(C)=O)CC(=O)OC(C)=O QCRXMFTZTSTGJM-UHFFFAOYSA-N 0.000 description 1
- 108010050327 trypticase-soy broth Proteins 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B26—HAND CUTTING TOOLS; CUTTING; SEVERING
- B26B—HAND-HELD CUTTING TOOLS NOT OTHERWISE PROVIDED FOR
- B26B13/00—Hand shears; Scissors
- B26B13/06—Hand shears; Scissors characterised by the shape of the blades
- B26B13/08—Hand shears; Scissors characterised by the shape of the blades with cutting edges wavy or toothed in the plane of the blade
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Forests & Forestry (AREA)
- Mechanical Engineering (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Qa/QA+Qb/QB=相乗指数(「SI」)
ここで、
QA=単独で作用して、エンドポイントを実現した化合物A(第一成分)の濃度(ppm);(化合物AのMIC)。
Qa=混合物中で、エンドポイントを実現した化合物Aの濃度(ppm)。
QB=単独で作用して、エンドポイントを実現した化合物B(第二成分)の濃度(ppm);(化合物BのMIC)。
Qb=混合物中で、エンドポイントを実現した化合物Bの濃度(ppm)。
1A、7A−4,000ppmストック
1B、7B−3,500ppm
1C、7C−3,000ppm
1D、7D−2,500ppm
1E、7E−2,000ppm
1F,7F−1,500ppm
1G、7G−1,000ppm
1H、7H−900ppm
5,000ppmのストック溶液は、1A、7Aにおいて緑膿菌(Ps.aeruginosa)に対し試験が行われた。900ppmのストックは、この有機体に対して試験は行われなかった。40μLのアリコートが、カラム1における各ウェルからカラム2へ移され、そしてカラム5まで順に希釈された。カラム5からのアリコートは廃棄された。カラム6は対照であった。同一手順が、カラム7からカラム11まで繰り返され、カラム11からのアリコートは廃棄された。この手順の終了時点で、各ウェルは160μLの溶液を含んでいなければならない。
接種物(10μL)が、カラム1〜12の各ウェルに分配された。そのプレートを培養した(細菌プレートは30℃で48時間、真菌プレートは25℃で、7日間)。各殺生物剤のMICを、そのプレートから決定し、その後SIを決定した。
緑膿菌(Ps.aeruginosa)−Pseudomonas aeruginosa(ATCC#15442)
黄色ブドウ球菌(S.aureus)−Staphylococcus aureus(ATCC#6538)
肺炎桿菌(K.pneumoniae)−Klebsiella pneumoniae(ATCC#13583)
大腸菌(E.coli)−Escherichia coli
(ATCC#8739)
プロテウスミラビリス(P.mirabilis)−Proteus mirabilis(ATCC#不明)
真菌
アスペルギルスニガー(A.niger)−Aspergillus niger
(ATCC#16404)
フザリウムモニリホルメ(F.moniliforme)−Fusarium moniliforme(ATCC#58929)
グリオクラヂウムビリジエ(トリコデルマビリジエ)(G.virdie)(T.virdie)−Gliocladium viridie(Tricoderma viridie)(単離)
カンジダアルビカンス(C.albicans)−Candida albicans
(ATCC#10231)
Claims (2)
- (a)N−(n−ブチル)−1,2−ベンズイソチアゾリン−3−オン;および
(b)4,5−ジクロロ−2−n−オクチル−4−イソチアゾリン−3−オン
を含み、N−(n−ブチル)−1,2−ベンズイソチアゾリン−3−オン対4,5−ジクロロ−2−n−オクチル−4−イソチアゾリン−3−オンの重量比が6000:1〜30:1である抗微生物組成物。 - N−(n−ブチル)−1,2−ベンズイソチアゾリン−3−オン対4,5−ジクロロ−2−n−オクチル−4−イソチアゾリン−3−オンの重量比が300:1〜35:1である請求項1に記載の抗微生物組成物。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US55050304P | 2004-03-05 | 2004-03-05 | |
US60/550503 | 2004-03-05 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2011035567A Division JP2011126902A (ja) | 2004-03-05 | 2011-02-22 | N−(n−ブチル)−1,2−ベンズイソチアゾリン−3−オンを含有する抗微生物組成物 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2005281305A JP2005281305A (ja) | 2005-10-13 |
JP4728016B2 true JP4728016B2 (ja) | 2011-07-20 |
Family
ID=34749084
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2005060443A Active JP4728016B2 (ja) | 2004-03-05 | 2005-03-04 | N−(n−ブチル)−1,2−ベンズイソチアゾリン−3−オンを含有する抗微生物組成物 |
JP2011035567A Pending JP2011126902A (ja) | 2004-03-05 | 2011-02-22 | N−(n−ブチル)−1,2−ベンズイソチアゾリン−3−オンを含有する抗微生物組成物 |
Family Applications After (1)
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JP2011035567A Pending JP2011126902A (ja) | 2004-03-05 | 2011-02-22 | N−(n−ブチル)−1,2−ベンズイソチアゾリン−3−オンを含有する抗微生物組成物 |
Country Status (8)
Country | Link |
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US (1) | US20050197366A1 (ja) |
EP (2) | EP2351486B1 (ja) |
JP (2) | JP4728016B2 (ja) |
KR (1) | KR100702525B1 (ja) |
CN (2) | CN101091489A (ja) |
AU (1) | AU2005200909B2 (ja) |
BR (1) | BRPI0500536B1 (ja) |
TW (2) | TWI372029B (ja) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2351486B1 (en) * | 2004-03-05 | 2014-09-17 | Rohm and Haas Company | Antimicrobial composition containing N(n-butyl)-1,2-benzisothiazolin-3-one |
EP1772055A1 (en) * | 2005-10-04 | 2007-04-11 | Rohm and Haas France SAS | Synergistic microbicidal compositions comprising a N-alkyl-1,2-benzoisothiazolin-3-one |
US9723842B2 (en) * | 2006-05-26 | 2017-08-08 | Arch Chemicals, Inc. | Isothiazolinone biocides enhanced by zinc ions |
AU2013200790B2 (en) * | 2007-06-21 | 2013-08-29 | Rohm And Haas Company | Microbicidal composition |
CA2632160C (en) * | 2007-06-21 | 2011-10-11 | Rohm And Haas Company | Microbicidal composition comprising n-methyl-1,2-benzisothiazolin-3-one and 2,2-dibromo-3-nitrilopropionamide |
EP3589959B1 (en) | 2017-03-01 | 2022-09-07 | Roche Diagnostics GmbH | Systems, method and computer-readable medium for classifying a biological sample regarding the presence of an analyte |
JP6524433B2 (ja) * | 2017-06-07 | 2019-06-05 | 住化エンバイロメンタルサイエンス株式会社 | 木材用抗菌組成物 |
PL3725155T3 (pl) * | 2019-04-18 | 2024-03-04 | Lanxess Deutschland Gmbh | Przeciwgrzybicze płyty ścienne |
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JPH01224306A (ja) * | 1988-03-01 | 1989-09-07 | Osamu Umekawa | 工業用殺菌組成物 |
JP2001302418A (ja) * | 2000-04-28 | 2001-10-31 | Permachem Asia Ltd | 工業用殺菌剤 |
JP2003011106A (ja) * | 2001-07-03 | 2003-01-15 | Shinto Fine Co Ltd | 木材防黴組成物 |
JP2003055116A (ja) * | 2001-08-10 | 2003-02-26 | Takeda Chem Ind Ltd | 工業用殺菌組成物 |
US20040014799A1 (en) * | 2000-08-31 | 2004-01-22 | Dagmar Antoni-Zimmermann | Synergetic biocidal composition comprising 2-methylisothiazoline-3-on |
JP2004123715A (ja) * | 2002-08-05 | 2004-04-22 | Japan Enviro Chemicals Ltd | 工業用抗菌組成物 |
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US5246913A (en) | 1988-12-22 | 1993-09-21 | Rohm And Haas Company | Synergistic microbicidal combinations containing 4-isothiazolin and commercial biocides |
CA2028223C (en) * | 1989-11-02 | 2000-11-14 | Jemin Charles Hsu | Synergistic microbicidal combinations containing 4,5-dichloro-2-octyl-3-isothiazolone and certain commercial biocides |
US5468759A (en) * | 1991-12-19 | 1995-11-21 | Rohm And Haas Company | Synergistic microbicidal combinations containing 4,5-dichloro-2-octyl-3-isothiazolone and certain commercial biocides |
US5063217A (en) * | 1990-08-13 | 1991-11-05 | Betz Laboratories, Inc. | Biocidal compositions and use thereof containing a synergistic mixture of n-tributyl tetradecyl phosphonium chloride and a mixture of 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiozolin-3-one |
GB9500856D0 (en) * | 1995-01-17 | 1995-03-08 | Zeneca Ltd | Composition and use |
US5874476A (en) * | 1997-07-14 | 1999-02-23 | Rohm And Haas Company | Dihaloformaldoxime carbamates as antimicrobial agents |
AU7865598A (en) * | 1997-08-14 | 1999-02-25 | Rohm And Haas Company | Solid biocidal compositions |
GB9813271D0 (en) * | 1998-06-19 | 1998-08-19 | Zeneca Ltd | Composition and use |
GB0012786D0 (en) * | 2000-05-26 | 2000-07-19 | Avecia Ltd | Method and compositions |
KR20050017849A (ko) * | 2003-08-11 | 2005-02-23 | 주식회사 대우일렉트로닉스 | 모터용 밸런스 웨이트 |
EP2351486B1 (en) * | 2004-03-05 | 2014-09-17 | Rohm and Haas Company | Antimicrobial composition containing N(n-butyl)-1,2-benzisothiazolin-3-one |
-
2005
- 2005-02-19 EP EP11159051.9A patent/EP2351486B1/en active Active
- 2005-02-19 EP EP05250954A patent/EP1570739B1/en active Active
- 2005-02-21 TW TW100139927A patent/TWI372029B/zh active
- 2005-02-21 TW TW094105102A patent/TWI356679B/zh active
- 2005-02-23 BR BRPI0500536A patent/BRPI0500536B1/pt active IP Right Grant
- 2005-02-28 AU AU2005200909A patent/AU2005200909B2/en not_active Ceased
- 2005-03-02 US US11/070,736 patent/US20050197366A1/en not_active Abandoned
- 2005-03-03 KR KR1020050017849A patent/KR100702525B1/ko active IP Right Grant
- 2005-03-04 JP JP2005060443A patent/JP4728016B2/ja active Active
- 2005-03-04 CN CNA2006101711966A patent/CN101091489A/zh active Pending
- 2005-03-04 CN CN2005100541130A patent/CN1663376A/zh active Pending
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2011
- 2011-02-22 JP JP2011035567A patent/JP2011126902A/ja active Pending
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
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JPH01224306A (ja) * | 1988-03-01 | 1989-09-07 | Osamu Umekawa | 工業用殺菌組成物 |
JP2001302418A (ja) * | 2000-04-28 | 2001-10-31 | Permachem Asia Ltd | 工業用殺菌剤 |
US20040014799A1 (en) * | 2000-08-31 | 2004-01-22 | Dagmar Antoni-Zimmermann | Synergetic biocidal composition comprising 2-methylisothiazoline-3-on |
JP2003011106A (ja) * | 2001-07-03 | 2003-01-15 | Shinto Fine Co Ltd | 木材防黴組成物 |
JP2003055116A (ja) * | 2001-08-10 | 2003-02-26 | Takeda Chem Ind Ltd | 工業用殺菌組成物 |
JP2004123715A (ja) * | 2002-08-05 | 2004-04-22 | Japan Enviro Chemicals Ltd | 工業用抗菌組成物 |
Also Published As
Publication number | Publication date |
---|---|
CN101091489A (zh) | 2007-12-26 |
TWI372029B (en) | 2012-09-11 |
KR20060043386A (ko) | 2006-05-15 |
TW201212821A (en) | 2012-04-01 |
US20050197366A1 (en) | 2005-09-08 |
AU2005200909B2 (en) | 2010-09-30 |
EP1570739B1 (en) | 2012-12-05 |
JP2011126902A (ja) | 2011-06-30 |
TW200536480A (en) | 2005-11-16 |
KR100702525B1 (ko) | 2007-04-04 |
EP2351486A1 (en) | 2011-08-03 |
CN1663376A (zh) | 2005-09-07 |
AU2005200909A1 (en) | 2005-09-22 |
BRPI0500536A (pt) | 2005-12-06 |
EP1570739A1 (en) | 2005-09-07 |
JP2005281305A (ja) | 2005-10-13 |
EP2351486B1 (en) | 2014-09-17 |
BRPI0500536B1 (pt) | 2019-01-29 |
TWI356679B (en) | 2012-01-21 |
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