KR840006648A - 살균성 1-카르보닐-1-페녹시페닐-2-아졸일에탄올 유도체의 제조방법 - Google Patents
살균성 1-카르보닐-1-페녹시페닐-2-아졸일에탄올 유도체의 제조방법 Download PDFInfo
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- KR840006648A KR840006648A KR1019830005542A KR830005542A KR840006648A KR 840006648 A KR840006648 A KR 840006648A KR 1019830005542 A KR1019830005542 A KR 1019830005542A KR 830005542 A KR830005542 A KR 830005542A KR 840006648 A KR840006648 A KR 840006648A
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- compound
- phenyl
- carbon atoms
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- 238000004519 manufacturing process Methods 0.000 title claims 4
- 230000000844 anti-bacterial effect Effects 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 22
- 239000001257 hydrogen Substances 0.000 claims 22
- 125000004432 carbon atom Chemical group C* 0.000 claims 21
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 21
- 150000001875 compounds Chemical class 0.000 claims 19
- 125000000217 alkyl group Chemical group 0.000 claims 15
- AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 claims 14
- -1 metal complex compound Chemical class 0.000 claims 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 11
- 239000002253 acid Substances 0.000 claims 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 5
- 239000000460 chlorine Substances 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 4
- 125000003943 azolyl group Chemical group 0.000 claims 4
- 229910052794 bromium Inorganic materials 0.000 claims 4
- 229910052801 chlorine Inorganic materials 0.000 claims 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims 4
- 150000004696 coordination complex Chemical group 0.000 claims 4
- 239000012634 fragment Substances 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 150000002367 halogens Chemical class 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 3
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 229910052731 fluorine Inorganic materials 0.000 claims 3
- 239000011737 fluorine Substances 0.000 claims 3
- 125000001188 haloalkyl group Chemical group 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- IQHSSYROJYPFDV-UHFFFAOYSA-N 2-bromo-1,3-dichloro-5-(trifluoromethyl)benzene Chemical group FC(F)(F)C1=CC(Cl)=C(Br)C(Cl)=C1 IQHSSYROJYPFDV-UHFFFAOYSA-N 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000004849 alkoxymethyl group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000003963 dichloro group Chemical group Cl* 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000004438 haloalkoxy group Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000002184 metal Chemical group 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- PQIOSYKVBBWRRI-UHFFFAOYSA-N methylphosphonyl difluoride Chemical group CP(F)(F)=O PQIOSYKVBBWRRI-UHFFFAOYSA-N 0.000 claims 1
- 125000003944 tolyl group Chemical group 0.000 claims 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/10—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing aromatic rings
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- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
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- 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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P31/10—Antimycotics
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
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- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
- C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
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- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
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Abstract
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Claims (6)
- 하기 일반식(Ⅱ)의 옥시란을 하기 일반식(Ⅲ)의 아졸과 반응시켜 하기 일반식(Ia)의 화합물을 산출하고, 원한다면 알콜(Ia)를 공지방법, 에컨대 일반식 R5-W의 화합물과 반응시켜 일반식(Ⅰ)의 에테르로 전환시키는 하기 일반식(Ⅰ)의 화합물, 이것의 산부가염, 4급 아졸리움 염 또는 금속 착화합물의 제조방법.상기식중,R1및 R2는 상호 독립적으로 수소, 할로겐, 탄소수 1-4인 알킬 또는 CF3이고R11은 탄소수 1-3인 알킬, 알콕시, 할로알콕시, 할로알킬, 수소 또는 시아노기이고,R4는 수소, 탄소수 1-10인 알킬, 탄소수 3-6인 시클로 알킬 또는 치환되거나 비치환된 페닐이고,X는 -CH= 또는 -N= 이고,R5는 수소, 탄소수 1-12인 알킬, 탄소수 2-4인 알케닐, 탄소수 2-4인 알키닐 또는 치환되거나 비치환된 벤질이고,A는라디칼인데, 여기서R6및 R7은 상호 독립적으로 탄소수 1-12인 알킬, 치환되거나 비치환된 페닐 또는 함께 탄소수 2-4인 알킬렌 브리지를 형성하는데, 이것은 탄소수 1-4인 알킬, 탄소수 2-4인 알케닐옥시메틸 또는 탄소수 1-3인 알콕시메틸로 구성된 것으로부터 선택된하나 이상의 동일하거나 다른 것으로 치환되거나 비치환되고M은 수소 또는 금속원자이고, W는 수산기 또는 종래의 이탈기임.
- 제1항에 있어서, R1및 R2는 상호 독립적으로 수소, 할로겐, 탄소수 1-3인 알킬 또는 CF3이고, Rn은 수소, 탄소수 1-4인 알킬, 탄소수 1-4인 알콕시, 탄소수 1-4인 할로알콕시, 탄소수 1-3인 할로알킬, 할로겐 또는 시아노이고, A는 하기 분자 단편, 즉R4는 수소, 탄소수 1-6인 알킬, 탄소수 3-6인 시클로알킬, 페닐 또는 탄소수, 1-4인 알킬, 탄소수 1-4인 알콕시, 탄소수 1-3인 할로알킬, 할로겐이나 시아노로 치환된 페닐이고, R5는 수소, 탄소수 1-8인 알킬, 탄소수 2-4인 알케닐, 프로파르길, 벤질 또는 불소, 염소, 브롬이나 탄소수 1-3인 알킬로 단일 내지 이중 치환된 벤질이고, X는 -CH= 또는 -N=인 일반식(Ⅰ)의 화합물, 이것의 산부가염, 4급아졸리움 염 또는 금속착화합물의 제조방법.
- 제1항에 있어서, R1및 R2는 상호 독립적으로 수소, 불소, 염소, 브롬, 에틸,또는 CF3이고, Rn은 수소, 염소, 디클로로, 불수, 브롬, 메틸, 디플루오로, CF3또는 OCF3이고, A는 하기의 분자단편, 즉R4는 수소, 탄소수 1-4인 알킬, 탄소수 3-6인 시클로알킬, 페닐 또는 메틸, 메톡시, CF3, F, CI, Br이나 CN으로 치환된 페닐이고, R5는 수소, 탄소수 1-6인 알킬, 탄소수 3-4인 알케닐 프로파르길, 벤질 또는 불소, 염소 내지 메틸로 단일이나 이중치환된 벤질이고, X는 -N=인 일반식(Ⅰ)의 화합물, 이것의 산부가염, 4급 아졸리움 염 또는 금속 착화합물의 제조방법.
- 제3항에 있어서, R1은 수소, 2-Cl, 2-Br, 2-F, 2-CF3, 3-F, 3-Cl, 3-Br, 3-CF3, 2-CH3, 4-Cl, 4-Br, 4-F, 4-CF3, 5-Cl, 5-Br, 5-F 또는 5-CF3이고, R2는 수소이고, Rn은 수소, 4-클로로, 2,4-디클로로, 4-플루오로, 2,4-디플루오로, 4-브로모, 4-메틸, 4-CF3또는 4-OCF3이고, A는 하기 분자단편, 즉R4는 수소, 메틸 페닐 또는 2,4-디클로로페닐이고, R5는 수소, 탄소수 1-5인 알킬, 알릴, 프로파르길벤질, 2-할로벤질, 4-할로벤질, 2,4-디할로벤질, 2,6-디할로벤질이고, X는 -N= 인 일반식(Ⅰ)의 화합물, 이것의 산부가염, 4급 아졸를움 염 또는 금속 착화합물의 제조방법.
- 제4항에 있어서, R1은 2-H, 2-F, 2-Cl, 2-Br, 또는 2-CH3이고, R2는 수소이고, 페닐기 파라 위치의 Rn은 수소, 4-클로로, 2,4-디클로로, 4-플루오로, 2,4-디플루오로, 4-브로모 4-메틸, 4-CF3또는 4-OCF3이고, A는 하기 분자단편, 즉중의 하나이고,R4는 수소이고, R5는 수소이고, X는 -N= 인 일반식(Ⅰ)의 화합물, 이것의 산부가염, 4급 아졸리움염 또는 금속 착화합물의 제조방법.
- 제1항에 있어서, 하기 구성으로부터 선택된 일반식(Ⅰ) 화합물의 제조방법.1-(1H-1,2,4,-트리아졸-1′-일)-2-[p-(4-클로로페녹시)페닐]-3,3-디메톡시프로판-2-올(화합물1.1);1-(1H-1,2,4,-트리아졸-1′-일)-2-[p-(4-클로로페녹시)페닐]-2-(1,3-디옥솔란-2-일)-에탄-2-올(화합물 1.2);1-(1H-1,2,4,-트리아졸-1′-일)-2-[p-(4-클로로페녹시)페닐]-2-(4-에틸-1,3-디옥솔란-2-2-일)-에탄-2-올(화합물 1.5);1-(1H-1,2,4-트리아졸-1'-일)-2-[p-(4-브로모페녹시)페닐]-3,3-디메톡시프로판-2-올 (화합물 1.6);1-(1H-1,2,4,-트리아졸-1′-일)-2-[p-(4-브로모페녹시)페닐]-2-(4-에틸-1,3-디옥솔란-2-일)-에탄-2-올(화합물 1.7);1-(1H-1,2,4-트리아졸-1′-일)-2-[p-(4-클로로페녹시)-2-메틸페닐]-3,3-디메톡시-프로판-2-올(화합물 1.8);1-(1H-1,2,4-프리아졸-1′-일)-2-[p-(4-클로로페녹시)-2-메틸페닐]-2-(1,3-디옥실란-2-일)-에탄-2-올(화합물 1.9);1-(1H-이미다졸-1′-일)-2-[p-(4-클로로페녹시)페닐]-3,3-디메톡시-프로판-2-올 (화합물 2.1);1-(1H-이미다졸-1′-일)-2-[p-(4-클로로페녹시)페닐-2-(4-에틸-1,3-디옥솔란-2-일)-메탄-2-올(화합물 2.5);1-(1H-이미다졸-1′-일)-2-[p-(4-브로모페녹시)페닐]-3,3-디메톡시-프로판-2--올 (화합물 2.6);1-(1H-이미다졸-1′-일)-2-[p-(4-클로로페녹시)페닐]-3,3-디에톡시-프로탄-2-올 (화합물 2.25);1-(1H-1,2,4-트리아졸-1′-일)-2-[p-(4-클로로페녹시)-2-클로로페닐]-3,3-디메톡 시프로판-2-올(화합물 1.24);1-(1H-1,2,4-트리아졸-1′-일)-2-[p-(2,4-디클로로페녹시)페닐]-3,3-디메톡 시프로판-2-올 (화합물 1.26);1-(1H-1,2,4-트리아졸-1′-일)-2-[p-(2,4-디클로로페녹시)페닐]-2-(4-에틸 -1,3-디옥솔란-2-일)-에탄-2-올 (화합물 1.27);1-(1H-1,2,4-트리아졸-1′-일)-2-[p-(4-클로로페녹시)페닐]-2-(2-에틸-1,3 -디옥솔란-2-일)-에탄-2-올 (화합물 1.13);1-(1H-1,2,4-트리아졸-1′-일)-2-[p-(4-클로로페녹시)-2-메탈페닐]-2-(4-메틸-1,3 -디옥솔란-2-일)-에탄-2-올(화합물 1.42);1-(1H-1,2,4-트리아졸-1′-일)-2-[p-(4-클로로페녹시)-2-메탈페닐]-2-(1,3-디옥산-2-일)-에탄-2-올(화합물 1.43);1-(1H-1,2,4-트리아졸-1′-일)-2-[p-페녹시)페닐]-2-(2-페닐-4-에틸-1,3-디옥솔란-2-일)-에탄-2-올(화합물 1.45);1-(1H-이미다졸-1′-일)-2-[p-(페녹시페닐)페닐]-2-(2-페닐-4-에틸- 1,3-디옥솔란-2-일)-에탄-2-올 (화합물 2.42).※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH682282 | 1982-11-23 | ||
| CH6822/82 | 1982-11-23 |
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| KR1019830005542A KR840006648A (ko) | 1982-11-23 | 1983-11-23 | 살균성 1-카르보닐-1-페녹시페닐-2-아졸일에탄올 유도체의 제조방법 |
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| Country | Link |
|---|---|
| EP (2) | EP0117378A1 (ko) |
| JP (2) | JPS59106468A (ko) |
| KR (1) | KR840006648A (ko) |
| AT (1) | ATE37180T1 (ko) |
| AU (3) | AU570653B2 (ko) |
| BR (1) | BR8306422A (ko) |
| CA (2) | CA1215374A (ko) |
| DE (1) | DE3377986D1 (ko) |
| DK (1) | DK534083A (ko) |
| ES (2) | ES527439A0 (ko) |
| GB (2) | GB2130584B (ko) |
| GR (1) | GR79723B (ko) |
| IL (2) | IL70288A (ko) |
| PH (1) | PH19709A (ko) |
| PL (1) | PL141026B1 (ko) |
| PT (1) | PT77700B (ko) |
| SU (1) | SU1331427A3 (ko) |
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| ZA (2) | ZA838696B (ko) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100811402B1 (ko) * | 2005-06-03 | 2008-03-07 | 박명호 | 신발끈 고정고리 와 신발끈 결속방법 |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4517194A (en) * | 1982-06-25 | 1985-05-14 | Ciba-Geigy Corporation | Azolylmandelic acid derivatives and use thereof for controlling microorganisms |
| DE3381012D1 (de) * | 1983-01-10 | 1990-02-01 | Ciba Geigy Ag | Fluorazolyl-propanol-derivate als mikrobizide und wuchsregulierende mittel. |
| GB8301678D0 (en) * | 1983-01-21 | 1983-02-23 | Ici Plc | Heterocyclic compounds |
| EP0117578A3 (en) * | 1983-02-23 | 1985-01-30 | Shionogi & Co., Ltd. | Azole-substituted alcohol derivatives |
| JPS59155365A (ja) * | 1983-02-23 | 1984-09-04 | Shionogi & Co Ltd | ２−ヒドロキシプロピオフエノン誘導体 |
| US4584307A (en) * | 1983-08-10 | 1986-04-22 | Pfizer Inc. | Antifungal 2-aryl-2-hydroxy perfluoro-1-(1H-1,2,4-triazol-1-yl) alkanones and alkanols |
| DE3407005A1 (de) * | 1983-09-26 | 1985-04-04 | Bayer Ag, 5090 Leverkusen | Hydroxyethylazolyl-oxim-derivate |
| US4849007A (en) * | 1985-12-02 | 1989-07-18 | Ciba-Geigy Corporation | Herbicidal epoxides |
| DE3921163A1 (de) * | 1989-06-28 | 1991-01-10 | Bayer Ag | Hydroxy-keto-azole |
| US6297239B1 (en) | 1997-10-08 | 2001-10-02 | Merck & Co., Inc. | Inhibitors of prenyl-protein transferase |
| WO2014082881A1 (en) | 2012-11-27 | 2014-06-05 | Basf Se | Substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds and their use as fungicides |
| WO2014082880A1 (en) | 2012-11-27 | 2014-06-05 | Basf Se | Substituted [1,2,4] triazole compounds |
| WO2014082879A1 (en) | 2012-11-27 | 2014-06-05 | Basf Se | Substituted [1,2,4]triazole compounds |
| EP2735563A1 (en) * | 2012-11-27 | 2014-05-28 | Basf Se | Meta substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds and their use as fungicides |
| CN105008336A (zh) | 2012-11-27 | 2015-10-28 | 巴斯夫欧洲公司 | 取代2-[苯氧基苯基]-1-[1,2,4]三唑-1-基乙醇化合物及其作为杀真菌剂的用途 |
| CN104955814A (zh) * | 2012-11-27 | 2015-09-30 | 巴斯夫欧洲公司 | 取代的[1,2,4]三唑化合物 |
| PL2934147T3 (pl) | 2012-12-20 | 2020-06-29 | BASF Agro B.V. | Kompozycje zawierające związki triazolowe |
| BR112015016194A2 (pt) * | 2013-01-08 | 2017-07-11 | Basf Se | compostos, composição, utilização de um composto, método para o combate dos fungos nocivos e semente revestida |
| ES2742288T3 (es) | 2013-01-09 | 2020-02-13 | Basf Agro Bv | Proceso para la preparación de oxiranos y triazoles sustituidos |
| WO2015003908A1 (en) | 2013-07-08 | 2015-01-15 | Basf Se | Compositions comprising a triazole compound and a biopesticide |
| CN106793776A (zh) | 2014-06-25 | 2017-05-31 | 巴斯夫农业公司 | 农药组合物 |
| BR112017009282A2 (pt) | 2014-11-07 | 2018-01-30 | Basf Se | misturas fungicidas, composição pesticida, métodos para controlar pragas fitopatogênicas, para melhorar a fitossanidade e para proteção de material de propagação de plantas contra pragas, e, material de propagação de plantas. |
| US11241012B2 (en) | 2016-03-16 | 2022-02-08 | Basf Se | Use of tetrazolinones for combating resistant phytopathogenic fungi on soybean |
| CA3015744C (en) | 2016-03-16 | 2024-04-23 | Basf Se | Use of 1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-one for combating resistant phytopathogenic fungi on cereals |
| US11425909B2 (en) | 2016-03-16 | 2022-08-30 | Basf Se | Use of tetrazolinones for combating resistant phytopathogenic fungi on fruits |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2348663A1 (de) * | 1973-09-27 | 1975-04-03 | Bayer Ag | Verfahren zur herstellung von neuen 1-aethyl-azolylderivaten |
| CH647513A5 (de) * | 1979-11-13 | 1985-01-31 | Sandoz Ag | Triazol-derivate, deren herstellung und verwendung. |
| GB2104065B (en) * | 1981-06-04 | 1985-11-06 | Ciba Geigy Ag | Heterocyclyl-substituted mandelic acid compounds and mandelonitriles and their use for combating microorganisms |
| EP0078594B1 (en) * | 1981-08-19 | 1987-01-14 | Imperial Chemical Industries Plc | Triazole derivatives, processes for preparing them, compositions containing them and processes for combating fungi and regulating plant growth |
-
1983
- 1983-09-23 PH PH29875A patent/PH19709A/en unknown
- 1983-11-17 DE DE8383810531T patent/DE3377986D1/de not_active Expired
- 1983-11-17 EP EP83810532A patent/EP0117378A1/de not_active Withdrawn
- 1983-11-17 AT AT83810531T patent/ATE37180T1/de active
- 1983-11-17 EP EP83810531A patent/EP0114567B1/de not_active Expired
- 1983-11-21 CA CA000441543A patent/CA1215374A/en not_active Expired
- 1983-11-21 IL IL70288A patent/IL70288A/xx unknown
- 1983-11-21 GR GR73027A patent/GR79723B/el unknown
- 1983-11-21 GB GB08330970A patent/GB2130584B/en not_active Expired
- 1983-11-21 IL IL70284A patent/IL70284A/xx unknown
- 1983-11-22 ES ES527439A patent/ES527439A0/es active Granted
- 1983-11-22 ES ES527438A patent/ES8504133A1/es not_active Expired
- 1983-11-22 PT PT77700A patent/PT77700B/pt unknown
- 1983-11-22 PL PL1983244693A patent/PL141026B1/pl unknown
- 1983-11-22 ZA ZA838696A patent/ZA838696B/xx unknown
- 1983-11-22 AU AU21581/83A patent/AU570653B2/en not_active Ceased
- 1983-11-22 CA CA000441619A patent/CA1210404A/en not_active Expired
- 1983-11-22 SU SU833665903A patent/SU1331427A3/ru active
- 1983-11-22 BR BR8306422A patent/BR8306422A/pt unknown
- 1983-11-22 TR TR21666A patent/TR21666A/xx unknown
- 1983-11-22 AU AU21582/83A patent/AU2158283A/en not_active Abandoned
- 1983-11-22 ZA ZA838695A patent/ZA838695B/xx unknown
- 1983-11-22 DK DK534083A patent/DK534083A/da not_active Application Discontinuation
- 1983-11-23 KR KR1019830005542A patent/KR840006648A/ko not_active Application Discontinuation
- 1983-11-24 JP JP58221352A patent/JPS59106468A/ja active Pending
- 1983-11-24 JP JP58221351A patent/JPS59106467A/ja active Pending
-
1985
- 1985-12-11 GB GB08530463A patent/GB2168053B/en not_active Expired
-
1988
- 1988-01-21 AU AU10692/88A patent/AU584000B2/en not_active Ceased
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100811402B1 (ko) * | 2005-06-03 | 2008-03-07 | 박명호 | 신발끈 고정고리 와 신발끈 결속방법 |
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