NO313854B1 - Anvendelse av aminotiazoler som mikrobicider - Google Patents
Anvendelse av aminotiazoler som mikrobicider Download PDFInfo
- Publication number
- NO313854B1 NO313854B1 NO19993079A NO993079A NO313854B1 NO 313854 B1 NO313854 B1 NO 313854B1 NO 19993079 A NO19993079 A NO 19993079A NO 993079 A NO993079 A NO 993079A NO 313854 B1 NO313854 B1 NO 313854B1
- Authority
- NO
- Norway
- Prior art keywords
- methyl
- formula
- microorganisms
- weight
- aminoisothiazoles
- Prior art date
Links
- 230000003641 microbiacidal effect Effects 0.000 title claims abstract description 12
- 229940124561 microbicide Drugs 0.000 title claims abstract description 9
- RAIPHJJURHTUIC-UHFFFAOYSA-N 1,3-thiazol-2-amine Chemical class NC1=NC=CS1 RAIPHJJURHTUIC-UHFFFAOYSA-N 0.000 title 1
- 244000005700 microbiome Species 0.000 claims abstract description 16
- 239000002253 acid Substances 0.000 claims abstract description 12
- 239000012770 industrial material Substances 0.000 claims abstract description 11
- 150000003839 salts Chemical class 0.000 claims abstract description 7
- 229910052751 metal Chemical class 0.000 claims abstract description 4
- 239000002184 metal Chemical class 0.000 claims abstract description 4
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 3
- 239000001257 hydrogen Substances 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 3
- 125000005843 halogen group Chemical group 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims description 22
- 238000002360 preparation method Methods 0.000 claims description 9
- IYCKMNAVTMOAKD-UHFFFAOYSA-N 1,2-thiazol-3-amine Chemical class NC=1C=CSN=1 IYCKMNAVTMOAKD-UHFFFAOYSA-N 0.000 claims description 7
- 230000006378 damage Effects 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 4
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000002855 microbicide agent Substances 0.000 claims description 2
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N thiocyanic acid Chemical compound SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 claims 3
- 239000012876 carrier material Substances 0.000 claims 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- -1 dimensions Substances 0.000 description 38
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- 239000000203 mixture Substances 0.000 description 12
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- 239000000463 material Substances 0.000 description 7
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- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
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- 150000007513 acids Chemical class 0.000 description 5
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- 235000014680 Saccharomyces cerevisiae Nutrition 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 239000004815 dispersion polymer Substances 0.000 description 4
- 239000000945 filler Substances 0.000 description 4
- 229920000151 polyglycol Polymers 0.000 description 4
- 239000010695 polyglycol Substances 0.000 description 4
- GKZNVLJEHYUFIC-UHFFFAOYSA-N 1,2-thiazol-5-amine Chemical class NC1=CC=NS1 GKZNVLJEHYUFIC-UHFFFAOYSA-N 0.000 description 3
- 241000223602 Alternaria alternata Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Aalpha Natural products C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000000417 fungicide Substances 0.000 description 3
- 238000010348 incorporation Methods 0.000 description 3
- 150000003854 isothiazoles Chemical class 0.000 description 3
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- 238000001228 spectrum Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- SQVCWDJYTNCVBH-UHFFFAOYSA-N (5-amino-3-methyl-1,2-thiazol-4-yl) thiocyanate Chemical compound CC1=NSC(N)=C1SC#N SQVCWDJYTNCVBH-UHFFFAOYSA-N 0.000 description 2
- JNPGUXGVLNJQSQ-BGGMYYEUSA-M (e,3r,5s)-7-[4-(4-fluorophenyl)-1,2-di(propan-2-yl)pyrrol-3-yl]-3,5-dihydroxyhept-6-enoate Chemical compound CC(C)N1C(C(C)C)=C(\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O)C(C=2C=CC(F)=CC=2)=C1 JNPGUXGVLNJQSQ-BGGMYYEUSA-M 0.000 description 2
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
- OAAZUWWNSYWWHG-UHFFFAOYSA-N 1-phenoxypropan-1-ol Chemical compound CCC(O)OC1=CC=CC=C1 OAAZUWWNSYWWHG-UHFFFAOYSA-N 0.000 description 2
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- 239000005660 Abamectin Substances 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- 241000228245 Aspergillus niger Species 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 241000222122 Candida albicans Species 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 241000588919 Citrobacter freundii Species 0.000 description 2
- 241000195493 Cryptophyta Species 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 241000588724 Escherichia coli Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 241001123663 Penicillium expansum Species 0.000 description 2
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- 241000588770 Proteus mirabilis Species 0.000 description 2
- 241000191967 Staphylococcus aureus Species 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 241001136494 Talaromyces funiculosus Species 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- CJJOSEISRRTUQB-UHFFFAOYSA-N azinphos-methyl Chemical compound C1=CC=C2C(=O)N(CSP(=S)(OC)OC)N=NC2=C1 CJJOSEISRRTUQB-UHFFFAOYSA-N 0.000 description 2
- 239000003899 bactericide agent Substances 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 2
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- 238000006243 chemical reaction Methods 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
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- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
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- 239000012990 dithiocarbamate Substances 0.000 description 2
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- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
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- 229910052740 iodine Inorganic materials 0.000 description 2
- IJFXRHURBJZNAO-UHFFFAOYSA-N meta--hydroxybenzoic acid Natural products OC(=O)C1=CC=CC(O)=C1 IJFXRHURBJZNAO-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 2
- LCCNCVORNKJIRZ-UHFFFAOYSA-N parathion Chemical compound CCOP(=S)(OCC)OC1=CC=C([N+]([O-])=O)C=C1 LCCNCVORNKJIRZ-UHFFFAOYSA-N 0.000 description 2
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- OYWRDHBGMCXGFY-UHFFFAOYSA-N 1,2,3-triazinane Chemical compound C1CNNNC1 OYWRDHBGMCXGFY-UHFFFAOYSA-N 0.000 description 1
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- FKKAGFLIPSSCHT-UHFFFAOYSA-N 1-dodecoxydodecane;sulfuric acid Chemical class OS(O)(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC FKKAGFLIPSSCHT-UHFFFAOYSA-N 0.000 description 1
- YIKWKLYQRFRGPM-UHFFFAOYSA-N 1-dodecylguanidine acetate Chemical compound CC(O)=O.CCCCCCCCCCCCN=C(N)N YIKWKLYQRFRGPM-UHFFFAOYSA-N 0.000 description 1
- GKQHIYSTBXDYNQ-UHFFFAOYSA-M 1-dodecylpyridin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+]1=CC=CC=C1 GKQHIYSTBXDYNQ-UHFFFAOYSA-M 0.000 description 1
- IQDVXXOBJULTFE-UHFFFAOYSA-M 1-dodecylpyridin-1-ium;hydron;sulfate Chemical compound OS([O-])(=O)=O.CCCCCCCCCCCC[N+]1=CC=CC=C1 IQDVXXOBJULTFE-UHFFFAOYSA-M 0.000 description 1
- QAQSNXHKHKONNS-UHFFFAOYSA-N 1-ethyl-2-hydroxy-4-methyl-6-oxopyridine-3-carboxamide Chemical compound CCN1C(O)=C(C(N)=O)C(C)=CC1=O QAQSNXHKHKONNS-UHFFFAOYSA-N 0.000 description 1
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- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical class CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229940074152 thuringiensin Drugs 0.000 description 1
- YWSCPYYRJXKUDB-KAKFPZCNSA-N tralomethrin Chemical compound CC1(C)[C@@H](C(Br)C(Br)(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YWSCPYYRJXKUDB-KAKFPZCNSA-N 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- NKNFWVNSBIXGLL-UHFFFAOYSA-N triazamate Chemical compound CCOC(=O)CSC1=NC(C(C)(C)C)=NN1C(=O)N(C)C NKNFWVNSBIXGLL-UHFFFAOYSA-N 0.000 description 1
- AMFGTOFWMRQMEM-UHFFFAOYSA-N triazophos Chemical compound N1=C(OP(=S)(OCC)OCC)N=CN1C1=CC=CC=C1 AMFGTOFWMRQMEM-UHFFFAOYSA-N 0.000 description 1
- ZSMRBQSZBQBLKB-UHFFFAOYSA-M tributylstannyl 2-hydroxybenzoate Chemical compound CCCC[Sn](CCCC)(CCCC)OC(=O)C1=CC=CC=C1O ZSMRBQSZBQBLKB-UHFFFAOYSA-M 0.000 description 1
- JUEAPPHORMOWPK-UHFFFAOYSA-M tributylstannyl benzoate Chemical compound CCCC[Sn](CCCC)(CCCC)OC(=O)C1=CC=CC=C1 JUEAPPHORMOWPK-UHFFFAOYSA-M 0.000 description 1
- NFACJZMKEDPNKN-UHFFFAOYSA-N trichlorfon Chemical compound COP(=O)(OC)C(O)C(Cl)(Cl)Cl NFACJZMKEDPNKN-UHFFFAOYSA-N 0.000 description 1
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 1
- CEYYIKYYFSTQRU-UHFFFAOYSA-M trimethyl(tetradecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[N+](C)(C)C CEYYIKYYFSTQRU-UHFFFAOYSA-M 0.000 description 1
- 230000003253 viricidal effect Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N γ Benzene hexachloride Chemical compound ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 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
- 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)
- 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)
- Thiazole And Isothizaole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19654147A DE19654147A1 (de) | 1996-12-23 | 1996-12-23 | Verwendung von Aminoisothiazolen als Mikrobizide |
| PCT/EP1997/006854 WO1998027816A1 (de) | 1996-12-23 | 1997-12-09 | Verwendung von aminoisothiazolen als mikrobizide |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO993079D0 NO993079D0 (no) | 1999-06-22 |
| NO993079L NO993079L (no) | 1999-06-22 |
| NO313854B1 true NO313854B1 (no) | 2002-12-16 |
Family
ID=7816104
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO19993079A NO313854B1 (no) | 1996-12-23 | 1999-06-22 | Anvendelse av aminotiazoler som mikrobicider |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US6069161A (cs) |
| EP (1) | EP0946098B1 (cs) |
| JP (1) | JP2001508051A (cs) |
| KR (1) | KR20000062287A (cs) |
| CN (1) | CN1121140C (cs) |
| AT (1) | ATE204129T1 (cs) |
| AU (1) | AU742233B2 (cs) |
| BG (1) | BG63655B1 (cs) |
| BR (1) | BR9713614A (cs) |
| CA (1) | CA2275470A1 (cs) |
| CZ (1) | CZ292552B6 (cs) |
| DE (2) | DE19654147A1 (cs) |
| EA (1) | EA001604B1 (cs) |
| ES (1) | ES2163208T3 (cs) |
| HU (1) | HUP0000483A3 (cs) |
| IL (1) | IL130360A0 (cs) |
| NO (1) | NO313854B1 (cs) |
| NZ (1) | NZ336289A (cs) |
| PL (1) | PL334381A1 (cs) |
| TR (1) | TR199901454T2 (cs) |
| WO (1) | WO1998027816A1 (cs) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR9812042A (pt) * | 1997-09-08 | 2000-09-26 | Basf Ag | Uso de misturas |
| KR20010062209A (ko) * | 1999-12-10 | 2001-07-07 | 히가시 데쓰로 | 고내식성 막이 내부에 형성된 챔버를 구비하는 처리 장치 |
| US7048788B2 (en) * | 2003-08-05 | 2006-05-23 | Shunichi Yamazaki | Ship bottom paint using coal ash and diatomaceous earth |
| MX2007000095A (es) * | 2004-06-24 | 2007-03-21 | Vertex Pharma | Moduladores de transportadores con casete de union con atp. |
| JP5575179B2 (ja) * | 2011-06-07 | 2014-08-20 | ローム アンド ハース カンパニー | 安定な殺生物剤組成物 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4396413A (en) * | 1971-05-12 | 1983-08-02 | Rohm And Haas Company | Metal salt complexes of 3-isothiazolones as effective biocidal agents |
| US4032322A (en) * | 1976-06-18 | 1977-06-28 | Loren Kenneth Gibbons | Isothiazolylformamidine derivatives as herbicides |
| DE4328425A1 (de) * | 1993-08-24 | 1995-03-02 | Basf Ag | Acylamino-substituierte Isoxazol- bzw. Isothiazolderivate, Verfahren zu deren Herstellung und ihre Verwendung |
-
1996
- 1996-12-23 DE DE19654147A patent/DE19654147A1/de not_active Withdrawn
-
1997
- 1997-12-09 ES ES97952901T patent/ES2163208T3/es not_active Expired - Lifetime
- 1997-12-09 PL PL97334381A patent/PL334381A1/xx unknown
- 1997-12-09 AT AT97952901T patent/ATE204129T1/de not_active IP Right Cessation
- 1997-12-09 KR KR1019997005684A patent/KR20000062287A/ko not_active Abandoned
- 1997-12-09 AU AU56605/98A patent/AU742233B2/en not_active Ceased
- 1997-12-09 DE DE59704331T patent/DE59704331D1/de not_active Expired - Fee Related
- 1997-12-09 CZ CZ19992263A patent/CZ292552B6/cs not_active IP Right Cessation
- 1997-12-09 NZ NZ336289A patent/NZ336289A/xx unknown
- 1997-12-09 HU HU0000483A patent/HUP0000483A3/hu unknown
- 1997-12-09 CN CN97180949A patent/CN1121140C/zh not_active Expired - Fee Related
- 1997-12-09 IL IL13036097A patent/IL130360A0/xx unknown
- 1997-12-09 US US09/331,067 patent/US6069161A/en not_active Expired - Fee Related
- 1997-12-09 JP JP52830198A patent/JP2001508051A/ja not_active Withdrawn
- 1997-12-09 CA CA002275470A patent/CA2275470A1/en not_active Abandoned
- 1997-12-09 BR BR9713614-0A patent/BR9713614A/pt not_active Application Discontinuation
- 1997-12-09 WO PCT/EP1997/006854 patent/WO1998027816A1/de not_active Ceased
- 1997-12-09 TR TR1999/01454T patent/TR199901454T2/xx unknown
- 1997-12-09 EP EP97952901A patent/EP0946098B1/de not_active Expired - Lifetime
- 1997-12-09 EA EA199900539A patent/EA001604B1/ru not_active IP Right Cessation
-
1999
- 1999-06-22 BG BG103520A patent/BG63655B1/bg unknown
- 1999-06-22 NO NO19993079A patent/NO313854B1/no not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CN1121140C (zh) | 2003-09-17 |
| IL130360A0 (en) | 2000-06-01 |
| CN1241907A (zh) | 2000-01-19 |
| EP0946098A1 (de) | 1999-10-06 |
| ATE204129T1 (de) | 2001-09-15 |
| BG63655B1 (bg) | 2002-08-30 |
| AU742233B2 (en) | 2001-12-20 |
| JP2001508051A (ja) | 2001-06-19 |
| ES2163208T3 (es) | 2002-01-16 |
| US6069161A (en) | 2000-05-30 |
| DE19654147A1 (de) | 1998-06-25 |
| NO993079D0 (no) | 1999-06-22 |
| CZ292552B6 (cs) | 2003-10-15 |
| EA001604B1 (ru) | 2001-06-25 |
| KR20000062287A (ko) | 2000-10-25 |
| NZ336289A (en) | 2000-03-27 |
| HUP0000483A2 (hu) | 2000-06-28 |
| AU5660598A (en) | 1998-07-17 |
| CZ226399A3 (cs) | 1999-10-13 |
| EA199900539A1 (ru) | 2000-02-28 |
| WO1998027816A1 (de) | 1998-07-02 |
| CA2275470A1 (en) | 1998-07-02 |
| EP0946098B1 (de) | 2001-08-16 |
| NO993079L (no) | 1999-06-22 |
| HUP0000483A3 (en) | 2001-02-28 |
| TR199901454T2 (xx) | 1999-08-23 |
| BR9713614A (pt) | 2000-04-11 |
| DE59704331D1 (de) | 2001-09-20 |
| PL334381A1 (en) | 2000-02-28 |
| BG103520A (en) | 2000-06-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |