CS241507B2 - Fungicide for plants protection and method of active substances production - Google Patents
Fungicide for plants protection and method of active substances production Download PDFInfo
- Publication number
- CS241507B2 CS241507B2 CS823455A CS345582A CS241507B2 CS 241507 B2 CS241507 B2 CS 241507B2 CS 823455 A CS823455 A CS 823455A CS 345582 A CS345582 A CS 345582A CS 241507 B2 CS241507 B2 CS 241507B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- methyl
- phenyl
- formula
- alkyl
- group
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 19
- 239000000417 fungicide Substances 0.000 title claims description 8
- 239000013543 active substance Substances 0.000 title description 22
- 238000004519 manufacturing process Methods 0.000 title description 11
- 230000000855 fungicidal effect Effects 0.000 title description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 121
- -1 prop-2- ynyl Chemical group 0.000 claims abstract description 67
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 44
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 38
- 239000001257 hydrogen Substances 0.000 claims abstract description 38
- 150000003839 salts Chemical class 0.000 claims abstract description 34
- 239000002253 acid Substances 0.000 claims abstract description 26
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 26
- 150000002367 halogens Chemical class 0.000 claims abstract description 26
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 24
- 241000233866 Fungi Species 0.000 claims abstract description 17
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 11
- 229910052751 metal Chemical class 0.000 claims abstract description 10
- 239000002184 metal Chemical class 0.000 claims abstract description 10
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 6
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 5
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 5
- 239000001301 oxygen Substances 0.000 claims abstract description 5
- 239000011593 sulfur Substances 0.000 claims abstract description 5
- 229910052701 rubidium Inorganic materials 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 59
- 239000004480 active ingredient Substances 0.000 claims description 54
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 49
- 238000002360 preparation method Methods 0.000 claims description 31
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 17
- 239000000126 substance Substances 0.000 claims description 15
- 239000000460 chlorine Substances 0.000 claims description 14
- 206010061217 Infestation Diseases 0.000 claims description 10
- 150000001879 copper Chemical class 0.000 claims description 9
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 9
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 8
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 8
- 229910017604 nitric acid Inorganic materials 0.000 claims description 8
- 229910052801 chlorine Inorganic materials 0.000 claims description 7
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 6
- 125000001424 substituent group Chemical group 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 150000007522 mineralic acids Chemical class 0.000 claims description 5
- 150000007524 organic acids Chemical class 0.000 claims description 5
- 239000007858 starting material Substances 0.000 claims description 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 150000001768 cations Chemical class 0.000 claims description 4
- 150000004699 copper complex Chemical class 0.000 claims description 4
- BQCVXMIBPSTYAX-UHFFFAOYSA-N 1-[[4-methyl-2-(4-phenoxyphenyl)-1,3-dioxan-2-yl]methyl]-1,2,4-triazole Chemical compound O1C(C)CCOC1(C=1C=CC(OC=2C=CC=CC=2)=CC=1)CN1N=CN=C1 BQCVXMIBPSTYAX-UHFFFAOYSA-N 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 3
- 229910052770 Uranium Inorganic materials 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 3
- 229910052802 copper Inorganic materials 0.000 claims description 3
- 239000010949 copper Substances 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 2
- 229910000365 copper sulfate Inorganic materials 0.000 claims description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims description 2
- 239000003495 polar organic solvent Substances 0.000 claims 2
- UPHIBIPCIPIBFG-UHFFFAOYSA-N 1-[[2-(2-chloro-4-phenoxyphenyl)-4-ethyl-1,3-dioxolan-2-yl]methyl]-1,2,4-triazole Chemical compound O1C(CC)COC1(C=1C(=CC(OC=2C=CC=CC=2)=CC=1)Cl)CN1N=CN=C1 UPHIBIPCIPIBFG-UHFFFAOYSA-N 0.000 claims 1
- PXOMUGHKQXQZIV-UHFFFAOYSA-N 4-ethyl-2-methyl-1,3-dioxolane Chemical compound CCC1COC(C)O1 PXOMUGHKQXQZIV-UHFFFAOYSA-N 0.000 claims 1
- JHRRYNDACIEYQQ-UHFFFAOYSA-N CC1CCOC(O1)(CN2C=NC=N2)C3=C(C=C(C=C3)OC4=CC=CC=C4)Cl Chemical compound CC1CCOC(O1)(CN2C=NC=N2)C3=C(C=C(C=C3)OC4=CC=CC=C4)Cl JHRRYNDACIEYQQ-UHFFFAOYSA-N 0.000 claims 1
- IRPLSAGFWHCJIQ-UHFFFAOYSA-N selanylidenecopper Chemical compound [Se]=[Cu] IRPLSAGFWHCJIQ-UHFFFAOYSA-N 0.000 claims 1
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- PYODKQIVQIVELM-UHFFFAOYSA-M sodium;2,3-bis(2-methylpropyl)naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CC(C)C)C(CC(C)C)=CC2=C1 PYODKQIVQIVELM-UHFFFAOYSA-M 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 229950011392 sorbitan stearate Drugs 0.000 description 1
- 235000019337 sorbitan trioleate Nutrition 0.000 description 1
- 229960000391 sorbitan trioleate Drugs 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 235000020354 squash Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- 235000013616 tea Nutrition 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-O triethanolammonium Chemical class OCC[NH+](CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-O 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- 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
-
- 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
- A01N43/48—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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
- C07D317/22—Radicals substituted by singly bound oxygen or sulfur atoms etherified
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Luminescent Compositions (AREA)
- Hydrogenated Pyridines (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS831649A CS241521B2 (cs) | 1981-05-12 | 1983-03-10 | Způsob výroby nových derivátů arylfenyletherů |
| CS831652A CS241524B2 (en) | 1981-05-12 | 1983-03-10 | Method of new arylphenylethers derivatives production |
| CS831650A CS241522B2 (en) | 1981-05-12 | 1983-03-10 | Method of new arylphenylethers derivatives production |
| CS831651A CS241523B2 (cs) | 1981-05-12 | 1983-03-10 | Způsob výroby nových derivátů arylfenyletherů |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH306681 | 1981-05-12 | ||
| CH242882 | 1982-04-21 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS345582A2 CS345582A2 (en) | 1985-08-15 |
| CS241507B2 true CS241507B2 (en) | 1986-03-13 |
Family
ID=25690423
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS823455A CS241507B2 (en) | 1981-05-12 | 1982-05-12 | Fungicide for plants protection and method of active substances production |
Country Status (25)
| Country | Link |
|---|---|
| EP (1) | EP0065485B1 (fr) |
| KR (1) | KR870001021B1 (fr) |
| AR (4) | AR241224A1 (fr) |
| AU (1) | AU562239B2 (fr) |
| BG (1) | BG60715B2 (fr) |
| CA (1) | CA1192203A (fr) |
| CS (1) | CS241507B2 (fr) |
| DD (2) | DD207143A5 (fr) |
| DE (1) | DE3280151D1 (fr) |
| DK (1) | DK157866C (fr) |
| ES (5) | ES512067A0 (fr) |
| FI (1) | FI77458C (fr) |
| GB (1) | GB2098607B (fr) |
| GR (1) | GR76419B (fr) |
| HU (1) | HU189136B (fr) |
| IE (1) | IE53225B1 (fr) |
| IL (1) | IL65728A (fr) |
| MA (1) | MA19470A1 (fr) |
| NO (1) | NO160580C (fr) |
| NZ (1) | NZ200581A (fr) |
| OA (1) | OA07097A (fr) |
| PH (1) | PH21917A (fr) |
| PL (5) | PL138797B1 (fr) |
| PT (1) | PT74872A (fr) |
| SU (2) | SU1178309A3 (fr) |
Families Citing this family (59)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3144318A1 (de) * | 1981-11-07 | 1983-05-19 | Bayer Ag, 5090 Leverkusen | 2-imidazolylmethyl-2-phenyl-1, 3-dioxolane, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide |
| FI834141A7 (fi) * | 1982-11-16 | 1984-05-17 | Ciba Geigy Ag | Foerfarande foer framstaellning av nya arylfenyleterderivat. |
| FI842502A7 (fi) * | 1983-06-27 | 1984-12-28 | Ciba Geigy Ag | Foerfarande foer framstaellning av nya 2-substituerade bensofuran derivat. |
| DE3404819A1 (de) * | 1984-02-10 | 1985-08-14 | Ludwig Heumann & Co GmbH, 8500 Nürnberg | Neue 1,3-dioxolanylderivate, verfahren zu ihrer herstellung, ihre verwendung und diese verbindungen enthaltendes arzneimittel |
| US4870094A (en) * | 1984-05-02 | 1989-09-26 | Uniroyal Chemical Company, Inc. | Substituted imidazoles and triazoles |
| US5039332A (en) * | 1985-09-19 | 1991-08-13 | Uniroyal Chemical Company, Inc. | Substituted oxathiolanes |
| IT1186784B (it) * | 1985-11-04 | 1987-12-16 | Montedison Spa | Azoliderivati ad attivita' antufungina |
| MY100575A (en) * | 1985-11-22 | 1990-12-15 | Ciba Geigy Ag | Microbicides |
| EP0296518A1 (fr) * | 1987-06-22 | 1988-12-28 | Ciba-Geigy Ag | Dérivés de phényléthers comme microbicide, procédé de leur préparation et leur application |
| EP0354182B1 (fr) * | 1988-08-04 | 1993-01-20 | Ciba-Geigy Ag | Agents microbicides |
| US5250559A (en) * | 1988-11-18 | 1993-10-05 | Ciba-Geigy Corporation | Microbicidal compositions |
| EP0443980A1 (fr) * | 1990-01-25 | 1991-08-28 | Ciba-Geigy Ag | Microbicides |
| DK0488945T3 (da) | 1990-11-20 | 1996-04-01 | Ciba Geigy Ag | Fungicide midler |
| ATE136728T1 (de) * | 1991-12-19 | 1996-05-15 | Ciba Geigy Ag | Mikrobizide |
| EP0556157B1 (fr) * | 1992-02-13 | 1997-11-26 | Novartis AG | Mélanges fongicides à base de fongicides triazoliques et de 4,6-diméthyl-N-phenyl-2-pyrimidinamine |
| DK0645091T3 (da) * | 1993-09-24 | 1996-05-13 | Basf Ag | Fungicide blandinger |
| US5741818A (en) | 1995-06-07 | 1998-04-21 | University Of Saskatchewan | Semicarbazones having CNS activity and pharmaceutical preparations containing same |
| DE19521487A1 (de) * | 1995-06-13 | 1996-12-19 | Bayer Ag | Mercapto-triazolyl-dioxacycloalkane |
| IL132522A0 (en) | 1997-04-22 | 2001-03-19 | Cocensys Inc | Carbocyclic and heterocyclic substituted semicarbazones and thiosemicarbazones and pharmaceutical compositions containing the same |
| PL209421B1 (pl) * | 2002-07-10 | 2011-08-31 | Basf Ag | Mieszanina grzybobójcza na bazie ditianonu, środek grzybobójczy, sposób zwalczania szkodliwych grzybów i zastosowanie |
| CN100358855C (zh) * | 2003-09-05 | 2008-01-02 | 江苏长青农化股份有限公司 | 4-(4-氯苯氧基)-2-氯苯基-甲基酮的一种生产方法 |
| USD525473S1 (en) * | 2004-02-05 | 2006-07-25 | Koninklijke Philips Electronics, N.V. | Toaster |
| EP1744629B1 (fr) | 2004-04-30 | 2012-12-05 | Basf Se | Melanges fongicides |
| EP2091331A2 (fr) | 2006-09-18 | 2009-08-26 | Basf Se | Melanges pesticides comprenant un insecticide de type anthranilamide et un fongicide |
| EP2164323A1 (fr) | 2006-12-15 | 2010-03-24 | Rohm and Haas Company | Mélanges comprenant du 1-méthylcyclopropène |
| BR122019020351B1 (pt) | 2007-02-06 | 2020-08-18 | Basf Se | Misturas, composição pesticida, método para controlar fungos nocivos fitopatogênicos, método para proteger plantas do ataque ou infestação pelos insetos, acarídeos ou nematôdeos e método para proteger semente |
| EP2392662A3 (fr) | 2007-04-23 | 2012-03-14 | Basf Se | Amélioration de la productivité des plantes en combinant les agents chimiques avec des modifications transgéniques |
| UA103008C2 (ru) | 2007-09-26 | 2013-09-10 | Басф Се | Трехкомпонентные фунгицидные композиции, содержащие боскалид и хлороталонил |
| WO2010146116A1 (fr) | 2009-06-18 | 2010-12-23 | Basf Se | Composés de triazole portant un substituant soufré |
| WO2010146115A1 (fr) | 2009-06-18 | 2010-12-23 | Basf Se | Composés de triazole portant un substituant de soufre |
| MA33361B1 (fr) * | 2009-06-18 | 2012-06-01 | Basf Se | Composés de triazole portant un substituant soufré |
| WO2010149758A1 (fr) | 2009-06-25 | 2010-12-29 | Basf Se | Dérivés de 1,2,4-triazole antifongiques |
| BR112012001001A2 (pt) | 2009-07-14 | 2016-11-16 | Basf Se | compositos azol das formulas i e ii, compostos das formulas i e i, compostos de formula ix, composição agricola, uso de um composto farmaceutica, metodo para tratar infecções de câncer ou virus para combater fungos zoopatigênicos ou humanopatogenicos |
| CN102640755A (zh) * | 2009-07-22 | 2012-08-22 | 山东京博控股股份有限公司 | 一种杀虫、杀螨组合物 |
| WO2011026796A1 (fr) | 2009-09-01 | 2011-03-10 | Basf Se | Mélanges fongicides synergiques contenant des lactylates et procédé de lutte contre des champignons phytopathogènes |
| CN102484997A (zh) * | 2010-12-02 | 2012-06-06 | 江苏丘陵地区镇江农业科学研究所 | 防治葡萄病害的多用途杀菌剂 |
| EA201300731A1 (ru) | 2010-12-20 | 2014-01-30 | Басф Се | Пестицидно активные смеси, которые содержат соединения пиразола |
| CN102060850B (zh) * | 2011-01-12 | 2012-12-05 | 周保东 | 一种苯醚甲环唑的制备方法及精制方法 |
| EP2481284A3 (fr) | 2011-01-27 | 2012-10-17 | Basf Se | Mélanges de pesticides |
| EP3378313A1 (fr) | 2011-03-23 | 2018-09-26 | Basf Se | Compositions contenant composés polymères ioniques comportant des groupes imidazolium |
| WO2013030338A2 (fr) | 2011-09-02 | 2013-03-07 | Basf Se | Mélanges agricoles comprenant des composés d'arylquinazolinone |
| CN102432600B (zh) * | 2011-11-14 | 2013-12-11 | 江苏澄扬作物科技有限公司 | 一种苯醚甲环唑的提纯方法 |
| WO2013189801A1 (fr) | 2012-06-20 | 2013-12-27 | Basf Se | Composé de pyrazole et mélanges pesticides comprenant un composé de pyrazole |
| WO2014056780A1 (fr) | 2012-10-12 | 2014-04-17 | Basf Se | Procédé pour la lutte contre des microbes nuisibles phyto-pathogènes sur des plantes cultivées ou du matériel de propagation des végétaux |
| BR112015014753B8 (pt) | 2012-12-20 | 2020-03-03 | Basf Agro Bv | composições, uso de uma composição, método para o combate de fungos fitopatogênicos e uso dos componentes |
| CN103073408A (zh) * | 2013-01-06 | 2013-05-01 | 扬州市天平化工厂有限公司 | 二氯二苯醚酮的制备方法 |
| EP2783569A1 (fr) | 2013-03-28 | 2014-10-01 | Basf Se | Compositions comprenant un composé de triazole |
| EP2835052A1 (fr) | 2013-08-07 | 2015-02-11 | Basf Se | Mélanges fongicides comprenant des pyrimidines fongicides |
| CN105722833A (zh) | 2013-09-16 | 2016-06-29 | 巴斯夫欧洲公司 | 杀真菌的嘧啶化合物 |
| WO2015036059A1 (fr) | 2013-09-16 | 2015-03-19 | Basf Se | Composés fongicides de pyrimidine |
| EP2979549A1 (fr) | 2014-07-31 | 2016-02-03 | Basf Se | Procédé pour améliorer la santé d'une plante |
| AU2015334829B2 (en) | 2014-10-24 | 2019-09-12 | Basf Se | Non-amphoteric, quaternisable and water-soluble polymers for modifying the surface charge of solid particles |
| BR112017028388B1 (pt) | 2015-07-02 | 2022-02-22 | Basf Agro B.V | Composição, uso de uma composição, métodos de combate a fungos fitopatogênicos, deproteção de sementes raízes e brotos das plantas resultantes, de controle de insetos, acarídeosou nematoides de proteção de plantas e de aprimoramento da saúde das plantas e uso de umacomposição |
| US20180310552A1 (en) | 2015-10-27 | 2018-11-01 | Bayer Cropscience Aktiengesellschaft | Composition comprising a safener, a fungicide and metalaxyl |
| EP3515906A1 (fr) | 2016-09-22 | 2019-07-31 | Bayer CropScience Aktiengesellschaft | Nouveaux dérivés de triazole et leur utilisation en tant que fongicides |
| WO2018054832A1 (fr) | 2016-09-22 | 2018-03-29 | Bayer Cropscience Aktiengesellschaft | Nouveaux dérivés triazole |
| BR112019006441A2 (pt) * | 2016-09-29 | 2019-06-25 | Bayer Ag | derivados de 5-imidazol metil dioxolano substituídos como fungicidas |
| EP3558304A2 (fr) | 2016-12-23 | 2019-10-30 | Helmholtz Zentrum München - Deutsches Forschungszentrum für Gesundheit und Umwelt (GmbH) | Inhibiteurs de l'élément 1 de la sous-famille b de la famille 7 du cytochrome p450 (cyp7b1) destinés à être utilisés dans le traitement de maladies |
| CN107306965A (zh) * | 2017-06-05 | 2017-11-03 | 江苏耕耘化学有限公司 | 四氢苯醚唑在制备农用杀菌剂或杀菌剂组合物中的应用及其制备方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3936470A (en) * | 1975-01-27 | 1976-02-03 | Janssen Pharmaceutica N.V. | 1,3-Dioxolan-2-ylmethylimidazoles |
| US4101664A (en) * | 1975-10-06 | 1978-07-18 | Janssen Pharmaceutica N.V. | 1-(2-Ar-4-aryloxymethyl-1,3-dioxolan-2-ylmethyl)-imidazoles |
| US4160838A (en) * | 1977-06-02 | 1979-07-10 | Janssen Pharmaceutica N.V. | Antimicrobial and plant-growth-regulating triazole derivatives |
| IL61011A (en) * | 1979-09-12 | 1985-07-31 | Janssen Pharmaceutica Nv | Dioxolanyl-and dioxanyl-methazolium derivatives,their preparation and fungicidal compositions comprising them |
| CA1173449A (fr) * | 1979-11-16 | 1984-08-28 | Adolf Hubele | 1-¬2-(4-diphenyl)ethyl|-1h-azolylcetals |
| DE3018865A1 (de) * | 1980-05-16 | 1981-11-26 | Bayer Ag, 5090 Leverkusen | Antimikrobielle mittel |
| US4321272A (en) * | 1980-08-25 | 1982-03-23 | Syntex (U.S.A.) Inc. | Derivatives of substituted N-alkylimidazoles |
| DE3144318A1 (de) * | 1981-11-07 | 1983-05-19 | Bayer Ag, 5090 Leverkusen | 2-imidazolylmethyl-2-phenyl-1, 3-dioxolane, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide |
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1982
- 1982-05-05 FI FI821572A patent/FI77458C/fi not_active IP Right Cessation
- 1982-05-06 EP EP82810193A patent/EP0065485B1/fr not_active Expired - Lifetime
- 1982-05-06 DE DE8282810193T patent/DE3280151D1/de not_active Expired - Lifetime
- 1982-05-07 GB GB8213324A patent/GB2098607B/en not_active Expired
- 1982-05-10 CA CA000402589A patent/CA1192203A/fr not_active Expired
- 1982-05-10 GR GR68119A patent/GR76419B/el unknown
- 1982-05-10 IL IL65728A patent/IL65728A/xx not_active IP Right Cessation
- 1982-05-10 MA MA19676A patent/MA19470A1/fr unknown
- 1982-05-10 AR AR82289356A patent/AR241224A1/es active
- 1982-05-11 DK DK211582A patent/DK157866C/da not_active IP Right Cessation
- 1982-05-11 HU HU821471A patent/HU189136B/hu unknown
- 1982-05-11 BG BG056607A patent/BG60715B2/xx unknown
- 1982-05-11 ES ES512067A patent/ES512067A0/es active Granted
- 1982-05-11 AU AU83584/82A patent/AU562239B2/en not_active Expired
- 1982-05-11 PT PT74872A patent/PT74872A/pt unknown
- 1982-05-11 SU SU823441700A patent/SU1178309A3/ru active
- 1982-05-11 NO NO821560A patent/NO160580C/no not_active IP Right Cessation
- 1982-05-11 PL PL1982243096A patent/PL138797B1/pl unknown
- 1982-05-11 PL PL1982236376A patent/PL138255B1/pl unknown
- 1982-05-11 IE IE1128/82A patent/IE53225B1/en not_active IP Right Cessation
- 1982-05-11 PL PL1982243095A patent/PL139118B1/pl unknown
- 1982-05-11 OA OA57684A patent/OA07097A/fr unknown
- 1982-05-11 PL PL1982243097A patent/PL139117B1/pl unknown
- 1982-05-11 PL PL1982243094A patent/PL138798B1/pl unknown
- 1982-05-11 NZ NZ200581A patent/NZ200581A/en unknown
- 1982-05-12 DD DD82239803A patent/DD207143A5/de not_active IP Right Cessation
- 1982-05-12 DD DD255958A patent/DD212039A1/xx not_active IP Right Cessation
- 1982-05-12 KR KR8202108A patent/KR870001021B1/ko not_active Expired
- 1982-05-12 CS CS823455A patent/CS241507B2/cs unknown
- 1982-05-12 PH PH27284A patent/PH21917A/en unknown
- 1982-12-27 SU SU823529008A patent/SU1436855A3/ru active
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1983
- 1983-04-15 ES ES521525A patent/ES8500936A1/es not_active Expired
- 1983-04-15 ES ES521528A patent/ES8405789A1/es not_active Expired
- 1983-04-15 ES ES521526A patent/ES521526A0/es active Granted
- 1983-04-15 ES ES521527A patent/ES521527A0/es active Granted
- 1983-09-27 AR AR83294335A patent/AR241704A1/es active
- 1983-09-27 AR AR83294338A patent/AR244222A1/es active
- 1983-09-27 AR AR83294336A patent/AR241907A1/es active
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