DD152466A5 - Fungizide mittel - Google Patents

Fungizide mittel Download PDF

Info

Publication number: DD152466A5
Authority: DD; German Democratic Republic
Prior art keywords: formula; acid; imidazolyl; compounds; fungicidal
Prior art date: 1979-08-04

Application number

DD80223070A

Other languages

German (de)

English (en)

Inventor

Wilfried Draber

Karl-Heinz Buechel

Paul-Ernst Frohberger

Wilhelm Brandes

Original Assignee

Bayer Ag

Priority date (The priority date 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 date listed.)

1979-08-04

Filing date

1980-08-01

Publication date

1981-12-02

1980-08-01 Application filed by Bayer Ag filed Critical Bayer Ag

1981-12-02 Publication of DD152466A5 publication Critical patent/DD152466A5/de

Links

239000000417 fungicide Substances 0.000 title claims abstract description 10
150000001875 compounds Chemical class 0.000 claims abstract description 32
-1 imidazolyl enol ether Chemical class 0.000 claims abstract description 22
150000003839 salts Chemical class 0.000 claims abstract description 16
239000002253 acid Substances 0.000 claims abstract description 10
229910052751 metal Inorganic materials 0.000 claims abstract description 10
239000002184 metal Substances 0.000 claims abstract description 10
239000004606 Fillers/Extenders Substances 0.000 claims abstract description 6
125000000217 alkyl group Chemical group 0.000 claims abstract description 5
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 4
239000001301 oxygen Substances 0.000 claims abstract description 4
229910052760 oxygen Inorganic materials 0.000 claims abstract description 4
239000004094 surface-active agent Substances 0.000 claims abstract description 4
125000003107 substituted aryl group Chemical group 0.000 claims abstract description 3
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims abstract 2
238000000034 method Methods 0.000 claims description 11
238000002360 preparation method Methods 0.000 claims description 10
238000002156 mixing Methods 0.000 claims description 2
241000233866 Fungi Species 0.000 claims 3
239000004480 active ingredient Substances 0.000 abstract description 13
239000000203 mixture Substances 0.000 abstract description 11
235000013339 cereals Nutrition 0.000 abstract description 9
230000000855 fungicidal effect Effects 0.000 abstract description 5
239000003795 chemical substances by application Substances 0.000 abstract description 3
201000010099 disease Diseases 0.000 abstract description 3
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract description 3
239000000575 pesticide Substances 0.000 abstract description 3
241000196324 Embryophyta Species 0.000 description 19
206010061217 Infestation Diseases 0.000 description 18
230000001681 protective effect Effects 0.000 description 14
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
238000009472 formulation Methods 0.000 description 8
101000588924 Anthopleura elegantissima Delta-actitoxin-Ael1a Proteins 0.000 description 7
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 7
239000013543 active substance Substances 0.000 description 7
239000007788 liquid Substances 0.000 description 7
239000002904 solvent Substances 0.000 description 7
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IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
239000000460 chlorine Substances 0.000 description 6
239000003995 emulsifying agent Substances 0.000 description 6
239000007921 spray Substances 0.000 description 6
125000004432 carbon atom Chemical group C* 0.000 description 5
238000006243 chemical reaction Methods 0.000 description 5
239000003814 drug Substances 0.000 description 5
229940079593 drug Drugs 0.000 description 5
239000008187 granular material Substances 0.000 description 5
239000000126 substance Substances 0.000 description 5
125000001424 substituent group Chemical group 0.000 description 5
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LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
241000221577 Uromyces appendiculatus Species 0.000 description 4
125000002877 alkyl aryl group Chemical group 0.000 description 4
150000008051 alkyl sulfates Chemical class 0.000 description 4
GRSTVVGJSKHCCS-UHFFFAOYSA-N bis(1h-imidazol-2-yl)methanone Chemical class N=1C=CNC=1C(=O)C1=NC=CN1 GRSTVVGJSKHCCS-UHFFFAOYSA-N 0.000 description 4
239000000969 carrier Substances 0.000 description 4
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238000001035 drying Methods 0.000 description 4
238000005554 pickling Methods 0.000 description 4
229920000151 polyglycol Polymers 0.000 description 4
239000010695 polyglycol Substances 0.000 description 4
HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 4
239000000725 suspension Substances 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
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UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
241000221787 Erysiphe Species 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
239000002585 base Substances 0.000 description 3
229910052801 chlorine Inorganic materials 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
239000003085 diluting agent Substances 0.000 description 3
150000004820 halides Chemical class 0.000 description 3
229910052736 halogen Inorganic materials 0.000 description 3
150000002367 halogens Chemical class 0.000 description 3
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
239000000843 powder Substances 0.000 description 3
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BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
235000009849 Cucumis sativus Nutrition 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
206010017533 Fungal infection Diseases 0.000 description 2
241000896246 Golovinomyces cichoracearum Species 0.000 description 2
240000005979 Hordeum vulgare Species 0.000 description 2
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 2
UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
241000209140 Triticum Species 0.000 description 2
241000221576 Uromyces Species 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
239000000654 additive Substances 0.000 description 2
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
229910000147 aluminium phosphate Inorganic materials 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
238000007796 conventional method Methods 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 2
229940008406 diethyl sulfate Drugs 0.000 description 2
VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 2
231100000676 disease causative agent Toxicity 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
239000000975 dye Substances 0.000 description 2
230000000694 effects Effects 0.000 description 2
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150000002170 ethers Chemical class 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
238000001914 filtration Methods 0.000 description 2
229910052731 fluorine Inorganic materials 0.000 description 2
239000011737 fluorine Substances 0.000 description 2
239000006260 foam Substances 0.000 description 2
208000024386 fungal infectious disease Diseases 0.000 description 2
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125000005843 halogen group Chemical group 0.000 description 2
239000001257 hydrogen Substances 0.000 description 2
229910052739 hydrogen Inorganic materials 0.000 description 2
125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
238000011081 inoculation Methods 0.000 description 2
229910052742 iron Inorganic materials 0.000 description 2
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
XTEGVFVZDVNBPF-UHFFFAOYSA-N naphthalene-1,5-disulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1S(O)(=O)=O XTEGVFVZDVNBPF-UHFFFAOYSA-N 0.000 description 2
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DGQVTAJXBMODSC-UHFFFAOYSA-N 1-[4-(4-chlorophenyl)phenoxy]-1-imidazol-1-yl-3,3-dimethylbutan-2-one Chemical compound C1=CN=CN1C(C(=O)C(C)(C)C)OC(C=C1)=CC=C1C1=CC=C(Cl)C=C1 DGQVTAJXBMODSC-UHFFFAOYSA-N 0.000 description 1
KKNSXAHNGMNCOB-UHFFFAOYSA-N 2-(1h-imidazol-2-yloxy)-1h-imidazole Chemical class N=1C=CNC=1OC1=NC=CN1 KKNSXAHNGMNCOB-UHFFFAOYSA-N 0.000 description 1
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229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
125000004093 cyano group Chemical group *C#N 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
238000006073 displacement reaction Methods 0.000 description 1
238000009826 distribution Methods 0.000 description 1
239000010459 dolomite Substances 0.000 description 1
229910000514 dolomite Inorganic materials 0.000 description 1
238000010410 dusting Methods 0.000 description 1
238000004049 embossing Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
DQYBDCGIPTYXML-UHFFFAOYSA-N ethoxyethane;hydrate Chemical compound O.CCOCC DQYBDCGIPTYXML-UHFFFAOYSA-N 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
150000002191 fatty alcohols Chemical class 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
150000003948 formamides Chemical class 0.000 description 1
239000000446 fuel Substances 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
239000003630 growth substance Substances 0.000 description 1
125000001188 haloalkyl group Chemical group 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
150000005826 halohydrocarbons Chemical class 0.000 description 1
125000005283 haloketone group Chemical group 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
238000005286 illumination Methods 0.000 description 1
238000011534 incubation Methods 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
208000015181 infectious disease Diseases 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
239000001023 inorganic pigment Substances 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
238000002955 isolation Methods 0.000 description 1
FMKOJHQHASLBPH-UHFFFAOYSA-N isopropyl iodide Chemical compound CC(C)I FMKOJHQHASLBPH-UHFFFAOYSA-N 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000004579 marble Substances 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
230000003641 microbiacidal effect Effects 0.000 description 1
244000005700 microbiome Species 0.000 description 1
239000011707 mineral Substances 0.000 description 1
239000003595 mist Substances 0.000 description 1
229910052750 molybdenum Inorganic materials 0.000 description 1
239000011733 molybdenum Substances 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
125000001624 naphthyl group Chemical group 0.000 description 1
239000005645 nematicide Substances 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
239000011368 organic material Substances 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
150000004714 phosphonium salts Chemical class 0.000 description 1
239000001007 phthalocyanine dye Substances 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000001294 propane Substances 0.000 description 1
239000003380 propellant Substances 0.000 description 1
239000011814 protection agent Substances 0.000 description 1
239000003531 protein hydrolysate Substances 0.000 description 1
239000008262 pumice Substances 0.000 description 1
208000029561 pustule Diseases 0.000 description 1
239000010453 quartz Substances 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
239000005871 repellent Substances 0.000 description 1
230000002940 repellent Effects 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
229910052624 sepiolite Inorganic materials 0.000 description 1
235000019355 sepiolite Nutrition 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
239000002002 slurry Substances 0.000 description 1
239000000779 smoke Substances 0.000 description 1
239000004334 sorbic acid Substances 0.000 description 1
235000010199 sorbic acid Nutrition 0.000 description 1
229940075582 sorbic acid Drugs 0.000 description 1
241000894007 species Species 0.000 description 1
238000003756 stirring Methods 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 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
239000011135 tin Substances 0.000 description 1
229910052718 tin Inorganic materials 0.000 description 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
238000005406 washing Methods 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
- 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
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
- 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)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Environmental Sciences (AREA)
Plant Pathology (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
Pest Control & Pesticides (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Agronomy & Crop Science (AREA)
General Chemical & Material Sciences (AREA)
Oncology (AREA)
Chemical Kinetics & Catalysis (AREA)
Communicable Diseases (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)

DD80223070A 1979-08-04 1980-08-01 Fungizide mittel DD152466A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19792931665 DE2931665A1 (de)	1979-08-04	1979-08-04	Imidazolyl-enolether, verfahren zu ihrer herstellung und ihre verwendung als fungizide

Publications (1)

Publication Number	Publication Date
DD152466A5 true DD152466A5 (de)	1981-12-02

Family

ID=6077619

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD80223070A DD152466A5 (de)	1979-08-04	1980-08-01	Fungizide mittel

Country Status (22)

Country	Link
US (1)	US4312880A (fr)
EP (1)	EP0023651B1 (fr)
JP (1)	JPS5626879A (fr)
AR (1)	AR225319A1 (fr)
AT (1)	ATE2321T1 (fr)
AU (1)	AU6086580A (fr)
BR (1)	BR8004882A (fr)
CS (1)	CS214754B2 (fr)
DD (1)	DD152466A5 (fr)
DE (2)	DE2931665A1 (fr)
DK (1)	DK333880A (fr)
ES (1)	ES8105294A1 (fr)
FI (1)	FI802399A7 (fr)
GR (1)	GR69894B (fr)
IL (1)	IL60730A0 (fr)
NO (1)	NO802174L (fr)
NZ (1)	NZ194526A (fr)
PL (1)	PL121421B1 (fr)
PT (1)	PT71608A (fr)
RO (1)	RO80299A (fr)
TR (1)	TR20931A (fr)
ZA (1)	ZA804732B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3171736D1 (en) *	1980-12-10	1985-09-12	Ciba Geigy Ag	Microbicidal triazolyl methyl dioxolanes and their preparation
DE3130215A1 (de) *	1981-07-31	1983-02-17	Basf Ag, 6700 Ludwigshafen	Phenylketenacetale und diese enthaltende fungizide
DE3336861A1 (de) *	1983-10-11	1985-04-25	Bayer Ag, 5090 Leverkusen	Azolyl-tetrahydrofuran-2-yliden-methan-derivate

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4067989A (en) *	1976-05-07	1978-01-10	Imperial Chemical Industries Limited	1,3-Diazole heterocyclic compounds and their use as pesticides
GB1580535A (en) *	1976-08-27	1980-12-03	Ici Ltd	Substituted ketones and their use as herbicides
DE2720949A1 (de) *	1977-05-10	1978-11-23	Bayer Ag	Azolylaether-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide
DE2720868A1 (de) *	1977-05-10	1978-11-23	Bayer Ag	Antimikrobielle mittel
EP0002331A3 (fr) *	1977-12-07	1979-06-27	Imperial Chemical Industries Plc	Composés imidazoliques et triazoliques, compositions fongicides et régulatrices de la croissance des plantes et leur application
EP0004315B1 (fr) *	1978-03-17	1981-02-25	Ciba-Geigy Ag	Dérivés du 1.1-diphényléthène, procédé pour leur préparation et leur utilisation comme microbicides

1979
- 1979-08-04 DE DE19792931665 patent/DE2931665A1/de not_active Withdrawn
1980
- 1980-07-17 US US06/170,276 patent/US4312880A/en not_active Expired - Lifetime
- 1980-07-18 AT AT80104238T patent/ATE2321T1/de not_active IP Right Cessation
- 1980-07-18 DE DE8080104238T patent/DE3061780D1/de not_active Expired
- 1980-07-18 EP EP80104238A patent/EP0023651B1/fr not_active Expired
- 1980-07-18 NO NO802174A patent/NO802174L/no unknown
- 1980-07-25 PT PT71608A patent/PT71608A/pt unknown
- 1980-07-29 AU AU60865/80A patent/AU6086580A/en not_active Abandoned
- 1980-07-31 TR TR20931A patent/TR20931A/xx unknown
- 1980-07-31 FI FI802399A patent/FI802399A7/fi not_active Application Discontinuation
- 1980-08-01 DK DK333880A patent/DK333880A/da unknown
- 1980-08-01 RO RO80101867A patent/RO80299A/fr unknown
- 1980-08-01 NZ NZ194526A patent/NZ194526A/xx unknown
- 1980-08-01 ES ES493954A patent/ES8105294A1/es not_active Expired
- 1980-08-01 IL IL60730A patent/IL60730A0/xx unknown
- 1980-08-01 DD DD80223070A patent/DD152466A5/de unknown
- 1980-08-02 JP JP10584580A patent/JPS5626879A/ja active Pending
- 1980-08-02 PL PL1980226025A patent/PL121421B1/pl unknown
- 1980-08-02 GR GR62598A patent/GR69894B/el unknown
- 1980-08-04 AR AR282039A patent/AR225319A1/es active
- 1980-08-04 ZA ZA00804732A patent/ZA804732B/xx unknown
- 1980-08-04 CS CS805394A patent/CS214754B2/cs unknown
- 1980-08-04 BR BR8004882A patent/BR8004882A/pt unknown

Also Published As

Publication number	Publication date
JPS5626879A (en)	1981-03-16
RO80299A (fr)	1982-12-06
CS214754B2 (en)	1982-05-28
ES493954A0 (es)	1981-06-01
GR69894B (fr)	1982-07-20
TR20931A (tr)	1983-01-19
DE3061780D1 (en)	1983-03-03
ZA804732B (en)	1981-08-26
IL60730A0 (en)	1980-10-26
DK333880A (da)	1981-02-05
NO802174L (no)	1981-02-05
BR8004882A (pt)	1981-02-10
US4312880A (en)	1982-01-26
AU6086580A (en)	1981-02-12
ATE2321T1 (de)	1983-02-15
FI802399A7 (fi)	1981-02-05
PL121421B1 (en)	1982-05-31
EP0023651B1 (fr)	1983-01-26
PT71608A (en)	1980-08-01
DE2931665A1 (de)	1981-02-19
ES8105294A1 (es)	1981-06-01
EP0023651A1 (fr)	1981-02-11
AR225319A1 (es)	1982-03-15
NZ194526A (en)	1982-05-31
PL226025A1 (fr)	1981-04-24

Publication	Publication Date	Title
EP0019189B1 (fr)	1982-07-28	Agents fongicides, procédé pour leur préparation, ainsi que leur utilisation comme fongicides
EP0004303B1 (fr)	1982-01-13	Dérivés acylés du 1-azolyl-2-hydroxy-butane, leur procédé de préparation ainsi que leur utilisation comme fongicides
EP0019131B1 (fr)	1982-12-22	Dérivés fluorés du 1-triazolyl butane, procédé pour leur préparation et leur application comme fongicides
EP0103798B1 (fr)	1986-12-30	Azolylalkyl-t-butyl-cétones et -carbinols substitués
DE2600799A1 (de)	1977-07-14	Acylierte triazolyl-0,n-acetale, verfahren zu ihrer herstellung und ihre verwendung als fungizide
EP0032561B1 (fr)	1983-05-04	Dérivés de triazolylphénacyl-pyridyléthers, procédé pour leur préparation et leur utilisation comme fongicides
DD155480A5 (de)	1982-06-16	Pflanzenschutzmittel
EP0029542B1 (fr)	1984-07-18	Dérivés de l'hydroxybutyl-imidazole, procédé pour leur préparation, intermédiaires pour celle-ci et leur utilisation comme fongicides
EP0108995B1 (fr)	1986-05-28	Dérivés hydroxyalkinyl-azolyliques
EP0042980A2 (fr)	1982-01-06	1-Azolyl-1-phénoxy-3,3-diméthyl-butan-2-ones et -2-ols, substitués en position 4, leur procédé de préparation et leur application comme fongicides
EP0040366B1 (fr)	1983-11-02	Imidazolyl-vinyl-cétones et -carbinols; procédé pour leur préparation et leur application comme fongicides
EP0023651B1 (fr)	1983-01-26	Enoléthers d'imidazolyle, procédé pour leur préparation et leur utilisation comme fongicides
DE2827968A1 (de)	1980-01-10	Sulfenylierte carbamoyl-triazolyl- o,n-acetale, verfahren zu ihrer herstellung und ihre verwendung als fungizide
EP0040368A1 (fr)	1981-11-25	Triazolyl-vinyl-cétones et -carbinols, procédé pour leur préparation et leur application comme fongicides
EP0019190B1 (fr)	1983-03-30	Utilisation des hydroxyalkyl-imidazoles comme fongicides
EP0040367A1 (fr)	1981-11-25	Phényl-triazolyl-vinyl-cétones substituées, procédé pour leur préparation ainsi que leur application comme fongicides
EP0024538B1 (fr)	1983-01-26	1,2,4-Triazolyl-énol éthers, procédé pour leur préparation et leur utilisation comme fongicides
DE2918893A1 (de)	1980-11-20	Fluorierte 1-imidazolyl-butan-derivate, verfahren zu ihrer herstellung und ihre verwendung als fungizide
DE3028669A1 (de)	1982-02-25	Substituierte triazolylalkyl-pyridylether, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide
EP0142684A2 (fr)	1985-05-29	Dérivés d'azolyl-tétrahydrofuran-2-ylidène-méthane
EP0124012A2 (fr)	1984-11-07	Phénoxytriazolyl-cétones et carbinols, leur procédé de préparation et leur application comme fongicides
DE3510411A1 (de)	1986-09-25	Triazol-derivate
DE3313719A1 (de)	1984-10-18	Phosphorylierte azolyl-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide
DE3434158A1 (de)	1986-03-20	Substituierte 1,1-bis-azolyl-butan-2-one und -ole