DD264607A5 - Fungizide mittel - Google Patents

Fungizide mittel Download PDF

Info

Publication number: DD264607A5
Authority: DD; German Democratic Republic
Prior art keywords: formula; oil; alkyl; compound; plants
Prior art date: 1986-12-03

Application number

DD87309728A

Other languages

German (de)

English (en)

Inventor

Heinz Ehrhardt

Hilmar Mildenberger

Thomas Maier

Rainer Schaller

Burkhard Sachse

Peter Braun

Original Assignee

��@��k��

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.)

1986-12-03

Filing date

1987-12-01

Publication date

1989-02-08

1987-12-01 Application filed by ��@��k�� filed Critical ��@��k��

1989-02-08 Publication of DD264607A5 publication Critical patent/DD264607A5/de

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239000000417 fungicide Substances 0.000 title claims abstract description 8
150000001875 compounds Chemical class 0.000 claims abstract description 42
239000004606 Fillers/Extenders Substances 0.000 claims abstract 2
239000004094 surface-active agent Substances 0.000 claims abstract 2
-1 bromo, hydroxy Chemical group 0.000 claims description 35
239000000203 mixture Substances 0.000 claims description 23
ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 10
238000000034 method Methods 0.000 claims description 9
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
150000003839 salts Chemical class 0.000 claims description 8
125000005843 halogen group Chemical group 0.000 claims description 6
229910052751 metal Inorganic materials 0.000 claims description 6
239000002184 metal Substances 0.000 claims description 6
125000000217 alkyl group Chemical group 0.000 claims description 5
235000010290 biphenyl Nutrition 0.000 claims description 5
239000004305 biphenyl Substances 0.000 claims description 5
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 4
241000233866 Fungi Species 0.000 claims description 4
229910052783 alkali metal Inorganic materials 0.000 claims description 4
150000001340 alkali metals Chemical class 0.000 claims description 4
ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical group C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 claims description 4
229910052731 fluorine Inorganic materials 0.000 claims description 4
229910052736 halogen Inorganic materials 0.000 claims description 4
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 4
125000004076 pyridyl group Chemical group 0.000 claims description 4
125000001424 substituent group Chemical group 0.000 claims description 4
229910052717 sulfur Inorganic materials 0.000 claims description 4
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
229910052801 chlorine Inorganic materials 0.000 claims description 3
125000004122 cyclic group Chemical group 0.000 claims description 3
150000002367 halogens Chemical class 0.000 claims description 3
125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 2
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 2
125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims description 2
125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 2
125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims description 2
229910052794 bromium Inorganic materials 0.000 claims description 2
125000000753 cycloalkyl group Chemical group 0.000 claims description 2
125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 2
125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 claims description 2
125000001624 naphthyl group Chemical group 0.000 claims description 2
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 2
125000005493 quinolyl group Chemical group 0.000 claims description 2
125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
125000004455 (C1-C3) alkylthio group Chemical group 0.000 claims 1
125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 1
XAKBSHICSHRJCL-UHFFFAOYSA-N [CH2]C(=O)C1=CC=CC=C1 Chemical group [CH2]C(=O)C1=CC=CC=C1 XAKBSHICSHRJCL-UHFFFAOYSA-N 0.000 claims 1
125000003342 alkenyl group Chemical group 0.000 claims 1
QPJDMGCKMHUXFD-UHFFFAOYSA-N cyanogen chloride Chemical compound ClC#N QPJDMGCKMHUXFD-UHFFFAOYSA-N 0.000 claims 1
125000000392 cycloalkenyl group Chemical group 0.000 claims 1
239000000758 substrate Substances 0.000 claims 1
239000004480 active ingredient Substances 0.000 abstract description 21
NMIZONYLXCOHEF-UHFFFAOYSA-N 1h-imidazole-2-carboxamide Chemical class NC(=O)C1=NC=CN1 NMIZONYLXCOHEF-UHFFFAOYSA-N 0.000 abstract description 4
239000003795 chemical substances by application Substances 0.000 abstract 1
239000003921 oil Substances 0.000 description 66
125000001309 chloro group Chemical group Cl* 0.000 description 45
241000196324 Embryophyta Species 0.000 description 41
206010061217 Infestation Diseases 0.000 description 17
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
239000002253 acid Substances 0.000 description 11
239000013543 active substance Substances 0.000 description 11
239000011734 sodium Substances 0.000 description 11
229910052708 sodium Inorganic materials 0.000 description 11
239000007921 spray Substances 0.000 description 11
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 9
238000002360 preparation method Methods 0.000 description 9
239000000725 suspension Substances 0.000 description 9
241000221785 Erysiphales Species 0.000 description 8
238000011081 inoculation Methods 0.000 description 7
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
238000002474 experimental method Methods 0.000 description 6
239000002904 solvent Substances 0.000 description 6
239000000126 substance Substances 0.000 description 6
241000209140 Triticum Species 0.000 description 5
239000000370 acceptor Substances 0.000 description 5
239000000460 chlorine Substances 0.000 description 5
239000004495 emulsifiable concentrate Substances 0.000 description 5
238000011156 evaluation Methods 0.000 description 5
230000000855 fungicidal effect Effects 0.000 description 5
240000008067 Cucumis sativus Species 0.000 description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
240000005979 Hordeum vulgare Species 0.000 description 4
239000005867 Iprodione Substances 0.000 description 4
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
238000009835 boiling Methods 0.000 description 4
239000010949 copper Substances 0.000 description 4
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
239000003814 drug Substances 0.000 description 4
229940079593 drug Drugs 0.000 description 4
239000003995 emulsifying agent Substances 0.000 description 4
238000009472 formulation Methods 0.000 description 4
239000008187 granular material Substances 0.000 description 4
208000015181 infectious disease Diseases 0.000 description 4
ONUFESLQCSAYKA-UHFFFAOYSA-N iprodione Chemical compound O=C1N(C(=O)NC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 ONUFESLQCSAYKA-UHFFFAOYSA-N 0.000 description 4
239000000843 powder Substances 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 3
HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
229920001817 Agar Polymers 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
235000007340 Hordeum vulgare Nutrition 0.000 description 3
241000220225 Malus Species 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
235000021307 Triticum Nutrition 0.000 description 3
235000002096 Vicia faba var. equina Nutrition 0.000 description 3
239000008272 agar Substances 0.000 description 3
239000002585 base Substances 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
125000001246 bromo group Chemical group Br* 0.000 description 3
229910052802 copper Inorganic materials 0.000 description 3
235000014113 dietary fatty acids Nutrition 0.000 description 3
239000003085 diluting agent Substances 0.000 description 3
238000001035 drying Methods 0.000 description 3
235000005489 dwarf bean Nutrition 0.000 description 3
150000002170 ethers Chemical class 0.000 description 3
239000000194 fatty acid Substances 0.000 description 3
229930195729 fatty acid Natural products 0.000 description 3
239000003337 fertilizer Substances 0.000 description 3
239000011521 glass Substances 0.000 description 3
244000080020 horsebean Species 0.000 description 3
238000011534 incubation Methods 0.000 description 3
239000007788 liquid Substances 0.000 description 3
239000000463 material Substances 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
229920000151 polyglycol Polymers 0.000 description 3
239000010695 polyglycol Substances 0.000 description 3
229910052700 potassium Inorganic materials 0.000 description 3
239000003755 preservative agent Substances 0.000 description 3
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
238000009331 sowing Methods 0.000 description 3
238000005507 spraying Methods 0.000 description 3
150000003512 tertiary amines Chemical class 0.000 description 3
KWTRAZLDOXHZKO-UHFFFAOYSA-N 2-[(2-chlorophenyl)methoxymethyl]piperidine Chemical compound ClC1=CC=CC=C1COCC1NCCCC1 KWTRAZLDOXHZKO-UHFFFAOYSA-N 0.000 description 2
FOGYNLXERPKEGN-UHFFFAOYSA-N 3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid Chemical compound COC1=CC=CC(CC(CS(O)(=O)=O)OC=2C(=CC(CCCS(O)(=O)=O)=CC=2)OC)=C1O FOGYNLXERPKEGN-UHFFFAOYSA-N 0.000 description 2
SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 description 2
AWJCXTLIEBRODA-UHFFFAOYSA-N 4-methyltetrazolo[1,5-a]quinazolin-5-one Chemical compound C1=CC=C2C(=O)N(C)C3=NN=NN3C2=C1 AWJCXTLIEBRODA-UHFFFAOYSA-N 0.000 description 2
239000005995 Aluminium silicate Substances 0.000 description 2
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 2
241000123650 Botrytis cinerea Species 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
101150065749 Churc1 gene Proteins 0.000 description 2
235000010799 Cucumis sativus var sativus Nutrition 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
DXVYLFHTJZWTRF-UHFFFAOYSA-N Ethyl isobutyl ketone Chemical compound CCC(=O)CC(C)C DXVYLFHTJZWTRF-UHFFFAOYSA-N 0.000 description 2
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
208000031888 Mycoses Diseases 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
206010039509 Scab Diseases 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
240000006677 Vicia faba Species 0.000 description 2
125000003545 alkoxy group Chemical group 0.000 description 2
FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 2
235000012211 aluminium silicate Nutrition 0.000 description 2
LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
150000004649 carbonic acid derivatives Chemical class 0.000 description 2
GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
239000006185 dispersion Substances 0.000 description 2
150000002191 fatty alcohols Chemical class 0.000 description 2
239000011737 fluorine Substances 0.000 description 2
238000000227 grinding Methods 0.000 description 2
150000004679 hydroxides Chemical class 0.000 description 2
239000012442 inert solvent Substances 0.000 description 2
230000005764 inhibitory process Effects 0.000 description 2
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000002480 mineral oil Substances 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000000454 talc Substances 0.000 description 2
229910052623 talc Inorganic materials 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
238000009736 wetting Methods 0.000 description 2
239000000080 wetting agent Substances 0.000 description 2
239000008096 xylene Substances 0.000 description 2
XERJKGMBORTKEO-VZUCSPMQSA-N (1e)-2-(ethylcarbamoylamino)-n-methoxy-2-oxoethanimidoyl cyanide Chemical compound CCNC(=O)NC(=O)C(\C#N)=N\OC XERJKGMBORTKEO-VZUCSPMQSA-N 0.000 description 1
MYUPFXPCYUISAG-UHFFFAOYSA-N (2,4-dichlorophenyl)(phenyl)pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC(Cl)=CC=1)Cl)(O)C1=CC=CC=C1 MYUPFXPCYUISAG-UHFFFAOYSA-N 0.000 description 1
NHOWDZOIZKMVAI-UHFFFAOYSA-N (2-chlorophenyl)(4-chlorophenyl)pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(Cl)C=C1 NHOWDZOIZKMVAI-UHFFFAOYSA-N 0.000 description 1
SAPGTCDSBGMXCD-UHFFFAOYSA-N (2-chlorophenyl)-(4-fluorophenyl)-pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(F)C=C1 SAPGTCDSBGMXCD-UHFFFAOYSA-N 0.000 description 1
PBLZCVAOCGJMDC-JITJBCMDSA-N (2S)-2-amino-N-(1-diphenoxyphosphorylbutyl)-3-methylpentanamide Chemical compound C=1C=CC=CC=1OP(=O)(C(NC(=O)[C@@H](N)C(C)CC)CCC)OC1=CC=CC=C1 PBLZCVAOCGJMDC-JITJBCMDSA-N 0.000 description 1
RYAUSSKQMZRMAI-ALOPSCKCSA-N (2S,6R)-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine Chemical compound C=1C=C(C(C)(C)C)C=CC=1CC(C)CN1C[C@H](C)O[C@H](C)C1 RYAUSSKQMZRMAI-ALOPSCKCSA-N 0.000 description 1
LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 description 1
125000000008 (C1-C10) alkyl group Chemical group 0.000 description 1
125000006700 (C1-C6) alkylthio group Chemical group 0.000 description 1
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
JWUCHKBSVLQQCO-UHFFFAOYSA-N 1-(2-fluorophenyl)-1-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanol Chemical compound C=1C=C(F)C=CC=1C(C=1C(=CC=CC=1)F)(O)CN1C=NC=N1 JWUCHKBSVLQQCO-UHFFFAOYSA-N 0.000 description 1
WURBVZBTWMNKQT-UHFFFAOYSA-N 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one Chemical compound C1=NC=NN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 WURBVZBTWMNKQT-UHFFFAOYSA-N 0.000 description 1
VGPIBGGRCVEHQZ-UHFFFAOYSA-N 1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC(C=C1)=CC=C1C1=CC=CC=C1 VGPIBGGRCVEHQZ-UHFFFAOYSA-N 0.000 description 1
PZBPKYOVPCNPJY-UHFFFAOYSA-N 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole Chemical compound ClC1=CC(Cl)=CC=C1C(OCC=C)CN1C=NC=C1 PZBPKYOVPCNPJY-UHFFFAOYSA-N 0.000 description 1
MGNFYQILYYYUBS-UHFFFAOYSA-N 1-[3-(4-tert-butylphenyl)-2-methylpropyl]piperidine Chemical compound C=1C=C(C(C)(C)C)C=CC=1CC(C)CN1CCCCC1 MGNFYQILYYYUBS-UHFFFAOYSA-N 0.000 description 1
YIKWKLYQRFRGPM-UHFFFAOYSA-N 1-dodecylguanidine acetate Chemical compound CC(O)=O.CCCCCCCCCCCCN=C(N)N YIKWKLYQRFRGPM-UHFFFAOYSA-N 0.000 description 1
FFYRIXSGFSWFAQ-UHFFFAOYSA-N 1-dodecylpyridin-1-ium Chemical compound CCCCCCCCCCCC[N+]1=CC=CC=C1 FFYRIXSGFSWFAQ-UHFFFAOYSA-N 0.000 description 1
YTOPFCCWCSOHFV-UHFFFAOYSA-N 2,6-dimethyl-4-tridecylmorpholine Chemical compound CCCCCCCCCCCCCN1CC(C)OC(C)C1 YTOPFCCWCSOHFV-UHFFFAOYSA-N 0.000 description 1
RUGYNGIMTAFTLP-UHFFFAOYSA-N 2-(3,5-dimethylpyrazol-1-yl)-1h-benzimidazole Chemical compound N1=C(C)C=C(C)N1C1=NC2=CC=CC=C2N1 RUGYNGIMTAFTLP-UHFFFAOYSA-N 0.000 description 1
GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 1
XWWHDGFKCUCIKI-UHFFFAOYSA-N 2-[(2,4,6-trichlorophenoxy)methyl]piperidine Chemical compound ClC1=CC(Cl)=CC(Cl)=C1OCC1NCCCC1 XWWHDGFKCUCIKI-UHFFFAOYSA-N 0.000 description 1
WXICRRWWKPGTGC-UHFFFAOYSA-N 2-[(2-chlorophenyl)methoxymethyl]-n-imidazol-1-ylpiperidine-1-carboxamide Chemical compound ClC1=CC=CC=C1COCC1N(C(=O)NN2C=NC=C2)CCCC1 WXICRRWWKPGTGC-UHFFFAOYSA-N 0.000 description 1
HTRFVTKDTXUUAQ-UHFFFAOYSA-N 2-[3-[4-(trifluoromethyl)phenoxy]propyl]piperidine Chemical compound C1=CC(C(F)(F)F)=CC=C1OCCCC1NCCCC1 HTRFVTKDTXUUAQ-UHFFFAOYSA-N 0.000 description 1
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239000010452 phosphate Substances 0.000 description 1
230000003032 phytopathogenic effect Effects 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920001522 polyglycol ester Polymers 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
239000011591 potassium Substances 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
TVLSRXXIMLFWEO-UHFFFAOYSA-N prochloraz Chemical compound C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl TVLSRXXIMLFWEO-UHFFFAOYSA-N 0.000 description 1
QXJKBPAVAHBARF-BETUJISGSA-N procymidone Chemical compound O=C([C@]1(C)C[C@@]1(C1=O)C)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-BETUJISGSA-N 0.000 description 1
WZZLDXDUQPOXNW-UHFFFAOYSA-N propamocarb Chemical compound CCCOC(=O)NCCCN(C)C WZZLDXDUQPOXNW-UHFFFAOYSA-N 0.000 description 1
STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 description 1
FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
YRRBXJLFCBCKNW-UHFFFAOYSA-N prothiocarb Chemical compound CCSC(=O)NCCCN(C)C YRRBXJLFCBCKNW-UHFFFAOYSA-N 0.000 description 1
JOOMJVFZQRQWKR-UHFFFAOYSA-N pyrazophos Chemical compound N1=C(C)C(C(=O)OCC)=CN2N=C(OP(=S)(OCC)OCC)C=C21 JOOMJVFZQRQWKR-UHFFFAOYSA-N 0.000 description 1
XRJLAOUDSILTFT-UHFFFAOYSA-N pyroquilon Chemical compound O=C1CCC2=CC=CC3=C2N1CC3 XRJLAOUDSILTFT-UHFFFAOYSA-N 0.000 description 1
239000004576 sand Substances 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
238000010956 selective crystallization Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
AZXQLMRILCCVDW-UHFFFAOYSA-M sodium;5-propan-2-ylnaphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(C(C)C)=CC=CC2=C1S([O-])(=O)=O AZXQLMRILCCVDW-UHFFFAOYSA-M 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
150000003457 sulfones Chemical class 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
238000004114 suspension culture Methods 0.000 description 1
230000002195 synergetic effect Effects 0.000 description 1
XQTLDIFVVHJORV-UHFFFAOYSA-N tecnazene Chemical compound [O-][N+](=O)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl XQTLDIFVVHJORV-UHFFFAOYSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
239000004308 thiabendazole Substances 0.000 description 1
235000010296 thiabendazole Nutrition 0.000 description 1
WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
229960004546 thiabendazole Drugs 0.000 description 1
YFNCATAIYKQPOO-UHFFFAOYSA-N thiophanate Chemical compound CCOC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OCC YFNCATAIYKQPOO-UHFFFAOYSA-N 0.000 description 1
229960002447 thiram Drugs 0.000 description 1
KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
229910052718 tin Inorganic materials 0.000 description 1
239000011135 tin Substances 0.000 description 1
OBZIQQJJIKNWNO-UHFFFAOYSA-N tolclofos-methyl Chemical group COP(=S)(OC)OC1=C(Cl)C=C(C)C=C1Cl OBZIQQJJIKNWNO-UHFFFAOYSA-N 0.000 description 1
HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 description 1
BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 description 1
239000004563 wettable powder Substances 0.000 description 1
239000002023 wood Substances 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
- 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)
Engineering & Computer Science (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Wood Science & Technology (AREA)
Dentistry (AREA)
Plant Pathology (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Pharmacology & Pharmacy (AREA)
Veterinary Medicine (AREA)
Oncology (AREA)
Animal Behavior & Ethology (AREA)
Chemical Kinetics & Catalysis (AREA)
Communicable Diseases (AREA)
Public Health (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

DD87309728A 1986-12-03 1987-12-01 Fungizide mittel DD264607A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19863641343 DE3641343A1 (de)	1986-12-03	1986-12-03	Carbamoylimidazol-derivate, verfahren zu ihrer herstellung und ihre verwendung als fungizide

Publications (1)

Publication Number	Publication Date
DD264607A5 true DD264607A5 (de)	1989-02-08

Family

ID=6315400

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD87309728A DD264607A5 (de)	1986-12-03	1987-12-01	Fungizide mittel

Country Status (17)

Country	Link
US (1)	US4889864A (cs)
EP (1)	EP0270074A3 (cs)
JP (1)	JPS63145277A (cs)
KR (1)	KR880007520A (cs)
CN (1)	CN87108072A (cs)
AU (1)	AU598066B2 (cs)
BR (1)	BR8706535A (cs)
CS (1)	CS269997B2 (cs)
DD (1)	DD264607A5 (cs)
DE (1)	DE3641343A1 (cs)
DK (1)	DK633287A (cs)
HU (1)	HU201052B (cs)
IE (1)	IE873280L (cs)
IL (1)	IL84663A0 (cs)
PL (1)	PL269186A1 (cs)
PT (1)	PT86271B (cs)
ZA (1)	ZA879043B (cs)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IT1230703B (it) *	1989-01-26	1991-10-29	Luso Farmaco Inst	Derivati imidazolonici ad attivita' antiipertensiva, loro metodi di preparazione e composizioni farmaceutiche che li contengono.
JPH0710862B2 (ja) *	1989-08-08	1995-02-08	宇部興産株式会社	アゾリジン誘導体、その製法及び農園芸用殺菌剤
EP0449445A3 (en) *	1990-03-27	1993-08-25	Pfizer Inc.	Preparation of beta-ketoesters useful in preparing quinolone antibiotics
US6437138B1 (en)	1996-06-06	2002-08-20	Abbott Laboratories	3-pyridyloxymethyl heterocyclic ether compounds useful in controlling chemical synaptic transmission
US5629325A (en) *	1996-06-06	1997-05-13	Abbott Laboratories	3-pyridyloxymethyl heterocyclic ether compounds useful in controlling chemical synaptic transmission
KR20020012116A (ko) *	2000-08-05	2002-02-15	주정호	항암제로서 유용한 이미다졸릴우레아 유도체 및 그의제조방법
US20040192673A1 (en) *	2001-05-05	2004-09-30	Pascale Gaillard	N-aroyl cyclic amine derivatives as orexin receptor antagonists
WO2003016274A2 (en) *	2001-08-21	2003-02-27	Sepracor, Inc.	2-substituted piperidines that are ligands for monoamine receptors and transporters
US9051296B2 (en)	2009-11-16	2015-06-09	Raqualia Pharma Inc.	Aryl carboxamide derivatives as TTX-S blockers
EP2630135B1 (en)	2010-10-21	2020-03-04	Bayer Intellectual Property GmbH	1-(heterocyclic carbonyl) piperidines
EP2630138B1 (en) *	2010-10-21	2015-06-03	Bayer Intellectual Property GmbH	1-(heterocyclic carbonyl)-2-substituted pyrrolidines and their use as fungicides
CN104245687B (zh)	2012-04-12	2016-12-14	拜尔农科股份公司	作为杀真菌剂的n-酰基-2-(环)烷基吡咯烷和哌啶
US9725434B2 (en) *	2013-04-23	2017-08-08	Merck Sharp & Dohme Corp.	Hydroxy-substituted orexin receptor antagonists

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3308131A (en) *	1962-12-06	1967-03-07	Du Pont	Tertiary carbamyl triazoles
US3996366A (en) *	1973-11-19	1976-12-07	The Boots Company Limited	Thio derivatives of imidazol-1-yl carboxamides
US3940484A (en) *	1971-12-07	1976-02-24	The Boots Company Limited	Insecticidal compositions and methods of combatting insects using substituted imidazoles
GB1567521A (en) *	1977-03-26	1980-05-14	Boots Co Ltd	Funigicidal complexes of metal salts with imidazoles
ZA861210B (en) *	1985-02-28	1987-10-28	Robins Co Inc A H	3-aryloxyazetidinecarboxamides as anticonvulsants and antiepileptics
IN162808B (cs) *	1985-02-28	1988-07-09	Robins Co Inc A H
JPS61227506A (ja) *	1985-04-01	1986-10-09	Nippon Tokushu Noyaku Seizo Kk	カルバモイルイミダゾ−ル類、その中間体、それらの製法並びに除草剤又は農園芸用殺菌剤

1986
- 1986-12-03 DE DE19863641343 patent/DE3641343A1/de not_active Withdrawn
1987
- 1987-12-01 IL IL84663A patent/IL84663A0/xx unknown
- 1987-12-01 US US07/127,065 patent/US4889864A/en not_active Expired - Fee Related
- 1987-12-01 DD DD87309728A patent/DD264607A5/de unknown
- 1987-12-01 HU HU875391A patent/HU201052B/hu not_active IP Right Cessation
- 1987-12-01 CS CS878724A patent/CS269997B2/cs unknown
- 1987-12-01 EP EP87117750A patent/EP0270074A3/de not_active Withdrawn
- 1987-12-02 BR BR8706535A patent/BR8706535A/pt unknown
- 1987-12-02 PT PT86271A patent/PT86271B/pt not_active IP Right Cessation
- 1987-12-02 DK DK633287A patent/DK633287A/da not_active Application Discontinuation
- 1987-12-02 AU AU81989/87A patent/AU598066B2/en not_active Ceased
- 1987-12-02 KR KR870013692A patent/KR880007520A/ko not_active Withdrawn
- 1987-12-02 PL PL26918687A patent/PL269186A1/xx unknown
- 1987-12-02 CN CN198787108072A patent/CN87108072A/zh active Pending
- 1987-12-02 ZA ZA879043A patent/ZA879043B/xx unknown
- 1987-12-02 IE IE873280A patent/IE873280L/xx unknown
- 1987-12-02 JP JP62303452A patent/JPS63145277A/ja active Pending

Also Published As

Publication number	Publication date
BR8706535A (pt)	1988-07-12
PT86271B (pt)	1990-11-07
US4889864A (en)	1989-12-26
DE3641343A1 (de)	1988-06-16
DK633287A (da)	1988-06-04
CS872487A2 (en)	1989-09-12
IL84663A0 (en)	1988-05-31
PT86271A (en)	1988-01-01
AU8198987A (en)	1988-06-09
DK633287D0 (da)	1987-12-02
JPS63145277A (ja)	1988-06-17
CN87108072A (zh)	1988-08-10
IE873280L (en)	1988-06-03
HU201052B (en)	1990-09-28
HUT46688A (en)	1988-11-28
EP0270074A2 (de)	1988-06-08
KR880007520A (ko)	1988-08-27
ZA879043B (en)	1988-05-26
PL269186A1 (en)	1989-03-20
AU598066B2 (en)	1990-06-14
CS269997B2 (en)	1990-05-14
EP0270074A3 (de)	1989-07-26

Publication	Publication Date	Title
EP0407899B1 (de)	1995-03-01	Aminopyrimidin-Derivate, Verfahren zu ihrer Herstellung, sie enthaltende Mittel und ihre Verwendung als Fungizide
EP0165448B1 (de)	1991-10-16	1-Heteroaryl-4-aryl-pyrozolin-5-one
EP0270074A2 (de)	1988-06-08	Carbamoylimidazol-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Fungizide
DD149452A5 (de)	1981-07-15	Fungizide zusammensetzung
DE4031798A1 (de)	1992-04-09	Pyridylpyrimidine, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung als fungizide
DE4129962A1 (de)	1993-03-11	1-alkoxyhexatrien-2-carbonsaeureester
DE3815700A1 (de)	1989-02-16	Substituierte pyridyl(3)-alkanole, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel
EP0500755B1 (de)	1996-05-15	Pyridin-derivate, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung als fungizide
DE4038721A1 (de)	1992-06-11	Mittel zum schutz von pflanzen gegen befall durch mikroorganismen
EP0518862A1 (de)	1992-12-23	Pyrimidin-derivate, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung als fungizide
DD209717A5 (de)	1984-05-23	Schaedlingsbekaempfungsmittel
EP0493671B1 (de)	1995-03-01	Verwendung von Pyridinium-Salzen zum Schutz von Planzen gegen Befall durch Mikroorganismen
EP0244705A2 (de)	1987-11-11	Benzoxazolyl- und Benzthiazolylaniline, Verfahren zu ihrer Herstellung und ihre Verwendung als fungizide Mittel
DE4004035A1 (de)	1991-06-27	Substituierte 1-aminomethyl-3-aryl-4-cyano-pyrrole
WO1992010490A1 (de)	1992-06-25	Pyridyl-pyrimidin-derivate, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung als fungizide
EP0481405B1 (de)	1997-06-11	Pyrimidin-Derivate, Verfahren zu ihrer Herstellung sie enthaltende Mittel und ihre Verwendung als Fungizide
DE4318916A1 (de)	1994-12-08	Cyclobutylazole
DE3313499A1 (de)	1984-10-18	1,2,4-triazol-1-yl-vinylether, ihre herstellung und ihre verwendung als pflanzenbehandlungsmittel
EP0422461A2 (de)	1991-04-17	Trisubstituierte 1,3,5-Triazin-2,4,6-trione
DE4225778A1 (de)	1994-02-17	1,2,4-Triazolyl-3-carbonsäure-4-aminopiperidide, Verfahren zu ihrer Herstellung, sie enthaltende Mittel und ihre Verwendung als Schädlingsbekämpfungsmittel, insbesondere Fungizide
EP0317881A2 (de)	1989-05-31	Pyridyl- und Pyrazinylverbindungen, Varfahren zu ihrer Herstellung, sie enthaltende Mittel und ihre Verwendung als Fungizide
EP0197322A2 (de)	1986-10-15	Triazol-Derivate
DE2807662A1 (de)	1979-08-30	Dichlormaleinsaeurediamid-derivate, verfahren zu ihrer herstellung und ihre verwendung als fungizide
EP0563208A1 (de)	1993-10-06	Sulfonylformamidoxime, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung gegen pflanzenschädlinge
DD297959A5 (de)	1992-01-30	N-vinyl-3-cyano-4-phenyl-pyrrol-derivate