JPH0226632B2 - - Google Patents
Info
- Publication number
- JPH0226632B2 JPH0226632B2 JP56159083A JP15908381A JPH0226632B2 JP H0226632 B2 JPH0226632 B2 JP H0226632B2 JP 56159083 A JP56159083 A JP 56159083A JP 15908381 A JP15908381 A JP 15908381A JP H0226632 B2 JPH0226632 B2 JP H0226632B2
- Authority
- JP
- Japan
- Prior art keywords
- powdery mildew
- trichloroethyl
- compound
- triazole
- water
- 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 - Lifetime
Links
- -1 2,6- Difluorophenyl Chemical group 0.000 claims description 33
- 241000221785 Erysiphales Species 0.000 claims description 18
- 150000001408 amides Chemical class 0.000 claims description 8
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims description 5
- 125000006304 2-iodophenyl group Chemical group [H]C1=C([H])C(I)=C(*)C([H])=C1[H] 0.000 claims description 5
- 125000004861 4-isopropyl phenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
- 125000000453 2,2,2-trichloroethyl group Chemical group [H]C([H])(*)C(Cl)(Cl)Cl 0.000 claims description 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 24
- 150000001875 compounds Chemical class 0.000 description 19
- 239000000203 mixture Substances 0.000 description 13
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 201000010099 disease Diseases 0.000 description 9
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 9
- 239000013078 crystal Substances 0.000 description 8
- 238000009472 formulation Methods 0.000 description 8
- 230000000855 fungicidal effect Effects 0.000 description 7
- 239000000417 fungicide Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- 241000196324 Embryophyta Species 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000004927 clay Substances 0.000 description 5
- 150000003852 triazoles Chemical group 0.000 description 5
- 241000209140 Triticum Species 0.000 description 4
- 235000021307 Triticum Nutrition 0.000 description 4
- 239000004480 active ingredient Substances 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 230000000887 hydrating effect Effects 0.000 description 4
- 239000005457 ice water Substances 0.000 description 4
- 238000011835 investigation Methods 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N DMSO Substances CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- 241000220225 Malus Species 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 239000004563 wettable powder Substances 0.000 description 3
- 229920001732 Lignosulfonate Polymers 0.000 description 2
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 2
- 240000003768 Solanum lycopersicum Species 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 229940053202 antiepileptics carboxamide derivative Drugs 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 230000003902 lesion Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- KGHXFBVYXDFJGG-UHFFFAOYSA-N (2-carbamoylphenyl) acetate Chemical compound CC(=O)OC1=CC=CC=C1C(N)=O KGHXFBVYXDFJGG-UHFFFAOYSA-N 0.000 description 1
- AVRQBXVUUXHRMY-UHFFFAOYSA-N 2,6-difluorobenzamide Chemical compound NC(=O)C1=C(F)C=CC=C1F AVRQBXVUUXHRMY-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- HXHSJJSCCOVDKR-UHFFFAOYSA-N N-[2,2,2-trichloro-1-(1H-imidazol-2-yl)ethyl]formamide Chemical class N1C(=NC=C1)C(C(Cl)(Cl)Cl)NC=O HXHSJJSCCOVDKR-UHFFFAOYSA-N 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 241000109329 Rosa xanthina Species 0.000 description 1
- 235000004789 Rosa xanthina Nutrition 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 238000003898 horticulture Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- PAMCRRDMORMCSM-UHFFFAOYSA-N n-(trifluoromethyl)benzamide Chemical compound FC(F)(F)NC(=O)C1=CC=CC=C1 PAMCRRDMORMCSM-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—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
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56159083A JPS5859975A (ja) | 1981-10-06 | 1981-10-06 | Ｎ−〔１−トリアゾ−ル−（１）−イル−２，２，２−トリクロロエチル〕−置換アミド誘導体及び該誘導体を含有するうどんこ病防除剤 |
| DK179182A DK179182A (da) | 1981-10-06 | 1982-04-22 | N-(1-triazol-(1)-yl-2,2,2-trichlorethyl)-substitueret carboxamidderivat og pulverformet meldugbekaempelsesmiddel indeholdende dette som aktiv bestanddel |
| GB08212326A GB2106895B (en) | 1981-10-06 | 1982-04-28 | N-(1-triazol-(1)-yl-2-2-2-trichloroethyl)-substituted carboxamides for controlling mildew |
| DE19823215771 DE3215771A1 (de) | 1981-10-06 | 1982-04-28 | N-(1-triazol-(1)-yl-2,2,2-trichlorethyl)-carboxamidderivate und diese derivate enthaltende zusammensetzungen zur bekaempfung von mehltau |
| NL8201794A NL8201794A (nl) | 1981-10-06 | 1982-04-29 | Derivaat van n-1-triazol-(1)-yl-2,2,2-trichloorethyl-gesubstitueerd carboxamide en middel voor het bestrijden van poedermeeldauw, dat dit als werkzame stof bevat. |
| FR8207493A FR2513997A1 (fr) | 1981-10-06 | 1982-04-30 | Derives de type n-(1-triazole-(1)-yl-2,2,2-trichloroethyl)-carboxamide substitue, procede de leur preparation et composition contre l'oidium les contenant comme ingredients actifs |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56159083A JPS5859975A (ja) | 1981-10-06 | 1981-10-06 | Ｎ−〔１−トリアゾ−ル−（１）−イル−２，２，２−トリクロロエチル〕−置換アミド誘導体及び該誘導体を含有するうどんこ病防除剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5859975A JPS5859975A (ja) | 1983-04-09 |
| JPH0226632B2 true JPH0226632B2 (fi) | 1990-06-12 |
Family
ID=15685850
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56159083A Granted JPS5859975A (ja) | 1981-10-06 | 1981-10-06 | Ｎ−〔１−トリアゾ−ル−（１）−イル−２，２，２−トリクロロエチル〕−置換アミド誘導体及び該誘導体を含有するうどんこ病防除剤 |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS5859975A (fi) |
| DE (1) | DE3215771A1 (fi) |
| DK (1) | DK179182A (fi) |
| FR (1) | FR2513997A1 (fi) |
| GB (1) | GB2106895B (fi) |
| NL (1) | NL8201794A (fi) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05179881A (ja) * | 1991-12-27 | 1993-07-20 | Dia Consultant:Kk | 地盤の連続貫入試験方法及びその装置 |
| CN105541828A (zh) * | 2014-12-10 | 2016-05-04 | 沈阳药科大学 | 酰胺咪唑类衍生物及其用途 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2650840B2 (ja) * | 1993-12-03 | 1997-09-10 | 和泉オプトパーツ株式会社 | 保安灯 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5777678A (en) * | 1980-10-31 | 1982-05-15 | Kureha Chem Ind Co Ltd | N-(1-triazol-(1)-yl-2,2,2-trichloroethyl)-substituted benzamide derivative and agent for controlling powdery mildew containing said derivative |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE756062A (fr) * | 1969-09-11 | 1971-03-11 | Boehringer Sohn Ingelheim | Derives de 1,1,1-trichlorethane leurs procedes de fabrication et leur utilisation en tant que substances biocides |
-
1981
- 1981-10-06 JP JP56159083A patent/JPS5859975A/ja active Granted
-
1982
- 1982-04-22 DK DK179182A patent/DK179182A/da not_active Application Discontinuation
- 1982-04-28 DE DE19823215771 patent/DE3215771A1/de not_active Ceased
- 1982-04-28 GB GB08212326A patent/GB2106895B/en not_active Expired
- 1982-04-29 NL NL8201794A patent/NL8201794A/nl not_active Application Discontinuation
- 1982-04-30 FR FR8207493A patent/FR2513997A1/fr active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5777678A (en) * | 1980-10-31 | 1982-05-15 | Kureha Chem Ind Co Ltd | N-(1-triazol-(1)-yl-2,2,2-trichloroethyl)-substituted benzamide derivative and agent for controlling powdery mildew containing said derivative |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05179881A (ja) * | 1991-12-27 | 1993-07-20 | Dia Consultant:Kk | 地盤の連続貫入試験方法及びその装置 |
| CN105541828A (zh) * | 2014-12-10 | 2016-05-04 | 沈阳药科大学 | 酰胺咪唑类衍生物及其用途 |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2106895B (en) | 1985-10-23 |
| FR2513997A1 (fr) | 1983-04-08 |
| FR2513997B1 (fi) | 1984-05-25 |
| JPS5859975A (ja) | 1983-04-09 |
| NL8201794A (nl) | 1983-05-02 |
| DK179182A (da) | 1983-04-07 |
| DE3215771A1 (de) | 1983-04-21 |
| GB2106895A (en) | 1983-04-20 |
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