DD248953A5 - Schaedlingsbekaempfungsmittel - Google Patents

Schaedlingsbekaempfungsmittel Download PDF

Info

Publication number: DD248953A5
Authority: DD; German Democratic Republic
Prior art keywords: carbon atoms; alkyl; chlorine; different; fluorine
Prior art date: 1985-01-30

Application number

DD86286588A

Other languages

German (de)

English (en)

Inventor

Wilhelm Brandes

Rolf Brunnenberg

Gerd Haenssler

Paul Reinecke

Karlfried Wedemeyer

Original Assignee

Bayer Ag,De

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.)

1985-01-30

Filing date

1986-01-29

Publication date

1987-08-26

1986-01-29 Application filed by Bayer Ag,De filed Critical Bayer Ag,De

1987-08-26 Publication of DD248953A5 publication Critical patent/DD248953A5/de

Links

150000001875 compounds Chemical class 0.000 claims abstract description 52
-1 thiocyanatomethylthio group Chemical group 0.000 claims abstract description 50
239000000203 mixture Substances 0.000 claims abstract description 18
239000004480 active ingredient Substances 0.000 claims abstract description 14
239000004606 Fillers/Extenders Substances 0.000 claims abstract description 5
239000004094 surface-active agent Substances 0.000 claims abstract description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 148
125000000217 alkyl group Chemical group 0.000 claims description 91
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 87
239000000460 chlorine Substances 0.000 claims description 87
229910052801 chlorine Inorganic materials 0.000 claims description 86
239000011737 fluorine Substances 0.000 claims description 85
229910052731 fluorine Inorganic materials 0.000 claims description 85
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 79
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 73
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 73
229910052794 bromium Inorganic materials 0.000 claims description 73
125000001188 haloalkyl group Chemical group 0.000 claims description 64
229910052736 halogen Inorganic materials 0.000 claims description 64
150000002367 halogens Chemical class 0.000 claims description 64
NJYFRQQXXXRJHK-UHFFFAOYSA-N (4-aminophenyl) thiocyanate Chemical compound NC1=CC=C(SC#N)C=C1 NJYFRQQXXXRJHK-UHFFFAOYSA-N 0.000 claims description 52
125000004093 cyano group Chemical group *C#N 0.000 claims description 52
125000003545 alkoxy group Chemical group 0.000 claims description 48
125000004414 alkyl thio group Chemical group 0.000 claims description 46
125000003118 aryl group Chemical group 0.000 claims description 42
125000004438 haloalkoxy group Chemical group 0.000 claims description 40
125000004995 haloalkylthio group Chemical group 0.000 claims description 40
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 37
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 31
239000001301 oxygen Substances 0.000 claims description 31
229910052760 oxygen Inorganic materials 0.000 claims description 31
239000001257 hydrogen Substances 0.000 claims description 28
229910052739 hydrogen Inorganic materials 0.000 claims description 28
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 26
239000011593 sulfur Chemical group 0.000 claims description 26
229910052717 sulfur Inorganic materials 0.000 claims description 26
125000003710 aryl alkyl group Chemical group 0.000 claims description 25
125000000623 heterocyclic group Chemical group 0.000 claims description 25
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 23
125000005842 heteroatom Chemical group 0.000 claims description 21
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 17
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 16
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 16
125000003342 alkenyl group Chemical group 0.000 claims description 15
125000000392 cycloalkenyl group Chemical group 0.000 claims description 15
125000000262 haloalkenyl group Chemical group 0.000 claims description 15
150000002431 hydrogen Chemical class 0.000 claims description 15
125000000304 alkynyl group Chemical group 0.000 claims description 14
125000000232 haloalkynyl group Chemical group 0.000 claims description 14
125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 14
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 12
241000607479 Yersinia pestis Species 0.000 claims description 12
125000001153 fluoro group Chemical group F* 0.000 claims description 10
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 8
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 8
229910052757 nitrogen Inorganic materials 0.000 claims description 8
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 6
125000004774 dichlorofluoromethyl group Chemical group FC(Cl)(Cl)* 0.000 claims description 6
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 claims description 6
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 6
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
WRYCSMQKUKOKBP-UHFFFAOYSA-N Imidazolidine Chemical compound C1CNCN1 WRYCSMQKUKOKBP-UHFFFAOYSA-N 0.000 claims description 4
MXMZCLLIUQEKSN-UHFFFAOYSA-N benzimidazoline Chemical compound C1=CC=C2NCNC2=C1 MXMZCLLIUQEKSN-UHFFFAOYSA-N 0.000 claims description 4
125000001246 bromo group Chemical group Br* 0.000 claims description 4
239000003795 chemical substances by application Substances 0.000 claims description 4
125000001309 chloro group Chemical group Cl* 0.000 claims description 4
125000004788 dichlorofluoromethoxy group Chemical group ClC(O*)(F)Cl 0.000 claims description 4
125000002346 iodo group Chemical group I* 0.000 claims description 4
DNXIASIHZYFFRO-UHFFFAOYSA-N pyrazoline Chemical compound C1CN=NC1 DNXIASIHZYFFRO-UHFFFAOYSA-N 0.000 claims description 4
229920006395 saturated elastomer Polymers 0.000 claims description 4
BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 claims description 4
AIFRHYZBTHREPW-UHFFFAOYSA-N β-carboline Chemical compound N1=CC=C2C3=CC=CC=C3NC2=C1 AIFRHYZBTHREPW-UHFFFAOYSA-N 0.000 claims description 4
239000000575 pesticide Substances 0.000 claims description 3
125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 2
MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical group C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 claims description 2
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
125000003386 piperidinyl group Chemical group 0.000 claims description 2
125000001424 substituent group Chemical group 0.000 claims description 2
125000004784 trichloromethoxy group Chemical group ClC(O*)(Cl)Cl 0.000 claims description 2
125000005034 trifluormethylthio group Chemical group FC(S*)(F)F 0.000 claims description 2
125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 2
125000004433 nitrogen atom Chemical group N* 0.000 claims 2
125000004434 sulfur atom Chemical group 0.000 claims 2
125000004705 ethylthio group Chemical group C(C)S* 0.000 claims 1
230000000361 pesticidal effect Effects 0.000 claims 1
230000000694 effects Effects 0.000 abstract description 6
230000000855 fungicidal effect Effects 0.000 abstract description 5
239000000417 fungicide Substances 0.000 abstract description 5
ZMZDMBWJUHKJPS-UHFFFAOYSA-N thiocyanic acid Chemical class SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 abstract description 5
244000053095 fungal pathogen Species 0.000 abstract description 3
XQDQRCRASHAZBA-UHFFFAOYSA-N 2,4-dinitro-1-thiocyanatobenzene Chemical compound [O-][N+](=O)C1=CC=C(SC#N)C([N+]([O-])=O)=C1 XQDQRCRASHAZBA-UHFFFAOYSA-N 0.000 abstract description 2
241000235349 Ascomycota Species 0.000 abstract description 2
241000221198 Basidiomycota Species 0.000 abstract description 2
241000233654 Oomycetes Species 0.000 abstract description 2
241000283923 Marmota monax Species 0.000 abstract 1
241001503460 Plasmodiophorida Species 0.000 abstract 1
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 1
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 24
125000005843 halogen group Chemical group 0.000 description 21
241000196324 Embryophyta Species 0.000 description 19
238000002360 preparation method Methods 0.000 description 19
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 14
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 13
239000002904 solvent Substances 0.000 description 13
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
239000003995 emulsifying agent Substances 0.000 description 10
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
238000000034 method Methods 0.000 description 9
230000001681 protective effect Effects 0.000 description 8
201000010099 disease Diseases 0.000 description 7
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 7
238000009472 formulation Methods 0.000 description 7
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 7
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
238000002844 melting Methods 0.000 description 6
230000008018 melting Effects 0.000 description 6
150000003254 radicals Chemical class 0.000 description 6
238000005507 spraying Methods 0.000 description 6
125000002877 alkyl aryl group Chemical group 0.000 description 5
239000008187 granular material Substances 0.000 description 5
229920000151 polyglycol Polymers 0.000 description 5
239000010695 polyglycol Substances 0.000 description 5
239000002689 soil Substances 0.000 description 5
239000007858 starting material Substances 0.000 description 5
239000000725 suspension Substances 0.000 description 5
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
241000736122 Parastagonospora nodorum Species 0.000 description 4
239000002253 acid Substances 0.000 description 4
239000000969 carrier Substances 0.000 description 4
239000012141 concentrate Substances 0.000 description 4
239000003085 diluting agent Substances 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
238000011081 inoculation Methods 0.000 description 4
239000003921 oil Substances 0.000 description 4
239000000843 powder Substances 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
238000005160 1H NMR spectroscopy Methods 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
241001330975 Magnaporthe oryzae Species 0.000 description 3
240000007594 Oryza sativa Species 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
241000228453 Pyrenophora Species 0.000 description 3
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
150000001298 alcohols Chemical class 0.000 description 3
150000002170 ethers Chemical class 0.000 description 3
238000011156 evaluation Methods 0.000 description 3
239000006260 foam Substances 0.000 description 3
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
229910052500 inorganic mineral Inorganic materials 0.000 description 3
239000007788 liquid Substances 0.000 description 3
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239000011347 resin Substances 0.000 description 3
229920005989 resin Polymers 0.000 description 3
239000007787 solid Substances 0.000 description 3
239000011701 zinc Substances 0.000 description 3
229910052725 zinc Inorganic materials 0.000 description 3
CDIJOYCNNFLOAX-UHFFFAOYSA-N 4-(trichloromethylsulfanyl)isoindole-1,3-dione Chemical compound ClC(Cl)(Cl)SC1=CC=CC2=C1C(=O)NC2=O CDIJOYCNNFLOAX-UHFFFAOYSA-N 0.000 description 2
241000190150 Bipolaris sorokiniana Species 0.000 description 2
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CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
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241000579741 Sphaerotheca <fungi> Species 0.000 description 2
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229910021532 Calcite Inorganic materials 0.000 description 1
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240000001931 Ludwigia octovalvis Species 0.000 description 1
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
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FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
244000061176 Nicotiana tabacum Species 0.000 description 1
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241000233614 Phytophthora Species 0.000 description 1
241000896242 Podosphaera Species 0.000 description 1
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239000004372 Polyvinyl alcohol Substances 0.000 description 1
108010009736 Protein Hydrolysates Proteins 0.000 description 1
241000221300 Puccinia Species 0.000 description 1
241001123569 Puccinia recondita Species 0.000 description 1
239000004113 Sepiolite Substances 0.000 description 1
241001533598 Septoria Species 0.000 description 1
241001617088 Thanatephorus sasakii Species 0.000 description 1
ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 1
241000722133 Tilletia Species 0.000 description 1
241000722093 Tilletia caries Species 0.000 description 1
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235000021307 Triticum Nutrition 0.000 description 1
244000098338 Triticum aestivum Species 0.000 description 1
241000221566 Ustilago Species 0.000 description 1
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241000317942 Venturia <ichneumonid wasp> Species 0.000 description 1
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239000000205 acacia gum Substances 0.000 description 1
235000010489 acacia gum Nutrition 0.000 description 1
239000000642 acaricide Substances 0.000 description 1
239000000654 additive Substances 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
239000000443 aerosol Substances 0.000 description 1
239000008272 agar Substances 0.000 description 1
HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 1
229910000272 alkali metal oxide Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
229910000287 alkaline earth metal oxide Inorganic materials 0.000 description 1
150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
150000008051 alkyl sulfates Chemical class 0.000 description 1
229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
150000008052 alkyl sulfonates Chemical class 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
150000005840 aryl radicals Chemical class 0.000 description 1
229960000892 attapulgite Drugs 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
230000001680 brushing effect Effects 0.000 description 1
244000309464 bull Species 0.000 description 1
239000001273 butane Substances 0.000 description 1
239000001110 calcium chloride Substances 0.000 description 1
229910001628 calcium chloride Inorganic materials 0.000 description 1
DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
239000008112 carboxymethyl-cellulose Substances 0.000 description 1
150000008422 chlorobenzenes Chemical class 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
238000001816 cooling Methods 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization 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
229940117389 dichlorobenzene Drugs 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
235000021186 dishes Nutrition 0.000 description 1
238000004821 distillation Methods 0.000 description 1
239000012990 dithiocarbamate Substances 0.000 description 1
239000010459 dolomite Substances 0.000 description 1
229910000514 dolomite Inorganic materials 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000010410 dusting Methods 0.000 description 1
239000000975 dye Substances 0.000 description 1
239000004495 emulsifiable concentrate Substances 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
238000005538 encapsulation Methods 0.000 description 1
238000000605 extraction Methods 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
239000003337 fertilizer Substances 0.000 description 1
239000012065 filter cake Substances 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
238000005187 foaming Methods 0.000 description 1
230000002538 fungal effect Effects 0.000 description 1
239000007789 gas Substances 0.000 description 1
230000035784 germination Effects 0.000 description 1
239000011521 glass Substances 0.000 description 1
239000003630 growth substance Substances 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
244000144980 herd Species 0.000 description 1
150000004678 hydrides Chemical class 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
238000000338 in vitro Methods 0.000 description 1
238000011534 incubation Methods 0.000 description 1
239000001023 inorganic pigment Substances 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
239000011630 iodine Substances 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
239000004816 latex Substances 0.000 description 1
229920000126 latex Polymers 0.000 description 1
239000000787 lecithin Substances 0.000 description 1
235000010445 lecithin Nutrition 0.000 description 1
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical class [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 1
239000004579 marble Substances 0.000 description 1
235000012054 meals Nutrition 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
238000002156 mixing Methods 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
229940042880 natural phospholipid Drugs 0.000 description 1
JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
235000015097 nutrients Nutrition 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
239000006072 paste Substances 0.000 description 1
230000001717 pathogenic effect Effects 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000003444 phase transfer catalyst Substances 0.000 description 1
150000003904 phospholipids Chemical class 0.000 description 1
238000005554 pickling Methods 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
LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
239000000047 product Substances 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
239000001294 propane Substances 0.000 description 1
239000003380 propellant Substances 0.000 description 1
239000003531 protein hydrolysate Substances 0.000 description 1
239000008262 pumice Substances 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
239000010453 quartz Substances 0.000 description 1
239000013558 reference substance Substances 0.000 description 1
150000003839 salts Chemical class 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
239000000377 silicon dioxide Substances 0.000 description 1
238000009331 sowing Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
KXIAPGZUPWAZLG-UHFFFAOYSA-N sulfanylidenemethylidenecarbamothioic S-acid Chemical compound SC(=O)N=C=S KXIAPGZUPWAZLG-UHFFFAOYSA-N 0.000 description 1
208000024891 symptom Diseases 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
238000009827 uniform distribution Methods 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil 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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- 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
- A01N47/40—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 a double or triple bond to nitrogen, e.g. cyanates, cyanamides
- A01N47/48—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 a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —S—C≡N groups
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C331/00—Derivatives of thiocyanic acid or of isothiocyanic acid
- C07C331/02—Thiocyanates
- C07C331/04—Thiocyanates having sulfur atoms of thiocyanate groups bound to acyclic carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C333/00—Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C333/02—Monothiocarbamic acids; Derivatives thereof
- C07C333/04—Monothiocarbamic acids; Derivatives thereof having nitrogen atoms of thiocarbamic groups bound to hydrogen atoms or to acyclic carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C333/00—Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C333/14—Dithiocarbamic acids; Derivatives thereof
- C07C333/18—Esters of dithiocarbamic acids
- C07C333/20—Esters of dithiocarbamic acids having nitrogen atoms of dithiocarbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- 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
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/38—Sulfur atoms

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
Plant Pathology (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Plural Heterocyclic Compounds (AREA)

DD86286588A 1985-01-30 1986-01-29 Schaedlingsbekaempfungsmittel DD248953A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19853502926 DE3502926A1 (de)	1985-01-30	1985-01-30	Thiocyanatomethylthio-gruppen enthaltende verbindungen

Publications (1)

Publication Number	Publication Date
DD248953A5 true DD248953A5 (de)	1987-08-26

Family

ID=6261056

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD86286588A DD248953A5 (de)	1985-01-30	1986-01-29	Schaedlingsbekaempfungsmittel

Country Status (13)

Country	Link
EP (1)	EP0189800A2 (fr)
JP (1)	JPS61176561A (fr)
AU (1)	AU5277086A (fr)
BR (1)	BR8600355A (fr)
DD (1)	DD248953A5 (fr)
DE (1)	DE3502926A1 (fr)
DK (1)	DK44186A (fr)
ES (1)	ES8702354A1 (fr)
GR (1)	GR860245B (fr)
HU (1)	HUT42434A (fr)
IE (1)	IE860257L (fr)
PT (1)	PT81882B (fr)
ZA (1)	ZA86653B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3933933A1 (de) *	1989-10-11	1991-04-18	Bayer Ag	Trisubstituierte 1,3,5-triazin-2,4,6-trione
US5455222A (en) *	1994-12-21	1995-10-03	The Dow Chemical Company	1-substituted-5-thiomethylthiocyanato-1H-tetrazoles, compositions containing them and their use as antimicrobial and marine antifouling agents
WO2004075907A2 (fr) *	2003-02-27	2004-09-10	Ernst-Moritz-Arndt-Universität Greifswald	Compositions salutaires pour la sante et composees de champignons contenant des lipides et de thiocyanates

1985
- 1985-01-30 DE DE19853502926 patent/DE3502926A1/de not_active Withdrawn
1986
- 1986-01-18 EP EP86100631A patent/EP0189800A2/fr not_active Withdrawn
- 1986-01-21 PT PT81882A patent/PT81882B/pt unknown
- 1986-01-27 JP JP61013961A patent/JPS61176561A/ja active Pending
- 1986-01-28 AU AU52770/86A patent/AU5277086A/en not_active Abandoned
- 1986-01-28 GR GR860245A patent/GR860245B/el unknown
- 1986-01-29 IE IE860257A patent/IE860257L/xx unknown
- 1986-01-29 DK DK44186A patent/DK44186A/da not_active Application Discontinuation
- 1986-01-29 ZA ZA86653A patent/ZA86653B/xx unknown
- 1986-01-29 BR BR8600355A patent/BR8600355A/pt unknown
- 1986-01-29 DD DD86286588A patent/DD248953A5/de unknown
- 1986-01-30 HU HU86441A patent/HUT42434A/hu unknown
- 1986-01-30 ES ES551442A patent/ES8702354A1/es not_active Expired

Also Published As

Publication number	Publication date
PT81882B (en)	1987-11-12
DE3502926A1 (de)	1986-07-31
ES8702354A1 (es)	1986-12-16
PT81882A (en)	1986-02-01
ZA86653B (en)	1986-11-26
BR8600355A (pt)	1986-10-14
JPS61176561A (ja)	1986-08-08
HUT42434A (en)	1987-07-28
IE860257L (en)	1986-07-30
GR860245B (en)	1986-05-21
DK44186A (da)	1986-07-31
ES551442A0 (es)	1986-12-16
AU5277086A (en)	1986-08-07
DK44186D0 (da)	1986-01-29
EP0189800A2 (fr)	1986-08-06

Publication	Publication Date	Title
DE3810080A1 (de)	1989-10-05	Trisubstituierte 1,3,5-triazin-2,4,6-trione
DE3527157A1 (de)	1987-02-12	1-heteroaryl-4-aryl-pyrazol-derivate
DE3618662A1 (de)	1987-12-10	Trisubstituierte 1,3,5-triazin-2,4,6-trione
EP0334134A1 (fr)	1989-09-27	Benzothiazolones 3,7-disubstituées
DE3433391A1 (de)	1986-03-20	Acylierte saccharin-derivate
EP0402716A1 (fr)	1990-12-19	Dérivés de 2-acylamino-4-halogéno-5-nitrothiazole, procédé pour leur préparation, leur utilisation comme pesticides, et intermédiaires
EP0554729B1 (fr)	1995-12-06	Amides substitués d'aminoacides
DE3807232A1 (de)	1989-09-14	Substituierte acrylsaeureester
DE3838432A1 (de)	1990-05-17	2,5-disubstituierte 1,3,4-thiadiazol-derivate, ein verfahren zu ihrer herstellung und ihre verwendung in schaedlingsbekaempfungsmitteln
DD248953A5 (de)	1987-08-26	Schaedlingsbekaempfungsmittel
DE4000624A1 (de)	1991-07-18	Fungizide verwendung von trisubstituierten 1,3,5-triazin-2,4,6-trionen, neue trisubstituierte 1,3,5-triazin-2,4,6-trione und verfahren zu ihrer herstellung
DD247373A5 (de)	1987-07-08	Schaedlingsbekaempfungsmittel
EP0158957B1 (fr)	1989-01-18	Dérivés d'allophanate
DE3933933A1 (de)	1991-04-18	Trisubstituierte 1,3,5-triazin-2,4,6-trione
DE3728277A1 (de)	1989-03-09	N,n'-diacylaminale
DE3708320A1 (de)	1988-09-22	Benzaldoxim-derivate
DD241544A5 (de)	1986-12-17	Schaedlingsbekaempfungsmittel
EP0269929A1 (fr)	1988-06-08	Chloro-1,2,4-oxadiazoles
DE3911226A1 (de)	1990-10-11	Fungizide mittel auf basis von nitrosubstituierten benzthiazolonen, neue nitrosubstituierte benzthiazolone und verfahren zu deren herstellung
DE3707687A1 (de)	1988-09-22	Benzaldoxim-carbamat-derivate
DE3639900A1 (de)	1988-05-26	Saccharin-salze von substituierten aminen
DD297959A5 (de)	1992-01-30	N-vinyl-3-cyano-4-phenyl-pyrrol-derivate
DE4208874A1 (de)	1993-09-23	Fungizide mittel auf basis von aminosubstituierten chinolinchinonen
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