BG63081B1 - 2-/(дихидро)пиразолил-3-оксиметилен/-анилиди катосредства за борба с вредители и като фунгициди - Google Patents

2-/(дихидро)пиразолил-3-оксиметилен/-анилиди катосредства за борба с вредители и като фунгициди Download PDF

Info

Publication number: BG63081B1
Authority: BG; Bulgaria
Prior art keywords: formula; compound; pyridyl; methyl; compounds
Prior art date: 1994-07-06

Application number

BG101198A

Other languages

Bulgarian (bg)

English (en)

Other versions

BG101198A (en

Inventor

Bernd Mueller

Hartmann Koenig

Reinhard Kirstgen

Klaus Oberdorf

Franz Roehl

Norbert Goetz

Hubert Sauter

Gisela Lorenz

Eberhard Ammermann

Original Assignee

Basf Aktiengesellschaft

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.)

1994-07-06

Filing date

1997-02-04

Publication date

2001-03-30

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=6522336&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=BG63081(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1997-02-04 Application filed by Basf Aktiengesellschaft filed Critical Basf Aktiengesellschaft

1998-01-30 Publication of BG101198A publication Critical patent/BG101198A/xx

2001-03-30 Publication of BG63081B1 publication Critical patent/BG63081B1/bg

Links

239000003795 chemical substances by application Substances 0.000 title claims description 7
229940051881 anilide analgesics and antipyretics Drugs 0.000 title abstract description 4
239000000417 fungicide Substances 0.000 title description 10
-1 alkenyl alkinyl Chemical group 0.000 claims abstract description 348
150000001875 compounds Chemical class 0.000 claims abstract description 216
239000001257 hydrogen Substances 0.000 claims abstract description 71
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 71
150000002431 hydrogen Chemical class 0.000 claims abstract description 43
229910052760 oxygen Inorganic materials 0.000 claims abstract description 38
239000001301 oxygen Substances 0.000 claims abstract description 37
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 28
125000001424 substituent group Chemical group 0.000 claims abstract description 27
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 25
125000003342 alkenyl group Chemical group 0.000 claims abstract description 24
125000000217 alkyl group Chemical group 0.000 claims abstract description 23
229910052736 halogen Inorganic materials 0.000 claims abstract description 21
150000002367 halogens Chemical class 0.000 claims abstract description 21
125000003118 aryl group Chemical group 0.000 claims abstract description 19
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 19
125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 17
238000000034 method Methods 0.000 claims abstract description 16
125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 15
238000002360 preparation method Methods 0.000 claims abstract description 15
125000000547 substituted alkyl group Chemical group 0.000 claims abstract description 14
125000000392 cycloalkenyl group Chemical group 0.000 claims abstract description 13
239000000543 intermediate Substances 0.000 claims abstract description 9
125000003545 alkoxy group Chemical group 0.000 claims abstract description 8
125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract description 7
125000004448 alkyl carbonyl group Chemical group 0.000 claims abstract description 7
125000003302 alkenyloxy group Chemical group 0.000 claims abstract description 6
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 77
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 55
125000004432 carbon atom Chemical group C* 0.000 claims description 37
229910052717 sulfur Inorganic materials 0.000 claims description 23
229910052757 nitrogen Inorganic materials 0.000 claims description 22
125000004433 nitrogen atom Chemical group N* 0.000 claims description 21
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 20
125000000304 alkynyl group Chemical group 0.000 claims description 20
125000004434 sulfur atom Chemical group 0.000 claims description 20
241000607479 Yersinia pestis Species 0.000 claims description 15
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 12
238000006243 chemical reaction Methods 0.000 claims description 12
244000053095 fungal pathogen Species 0.000 claims description 9
239000007787 solid Substances 0.000 claims description 9
241001465754 Metazoa Species 0.000 claims description 8
WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims description 8
229920006395 saturated elastomer Polymers 0.000 claims description 8
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
125000005843 halogen group Chemical group 0.000 claims description 7
125000005842 heteroatom Chemical group 0.000 claims description 7
239000011593 sulfur Substances 0.000 claims description 7
CKRZKMFTZCFYGB-UHFFFAOYSA-N N-phenylhydroxylamine Chemical compound ONC1=CC=CC=C1 CKRZKMFTZCFYGB-UHFFFAOYSA-N 0.000 claims description 6
229910052740 iodine Inorganic materials 0.000 claims description 6
241000233866 Fungi Species 0.000 claims description 5
150000003931 anilides Chemical class 0.000 claims description 5
230000002538 fungal effect Effects 0.000 claims description 5
239000000463 material Substances 0.000 claims description 5
125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims description 4
125000005133 alkynyloxy group Chemical group 0.000 claims description 4
150000001728 carbonyl compounds Chemical class 0.000 claims description 4
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 4
230000000269 nucleophilic effect Effects 0.000 claims description 4
230000008569 process Effects 0.000 claims description 4
125000006413 ring segment Chemical group 0.000 claims description 4
239000002689 soil Substances 0.000 claims description 4
150000001412 amines Chemical class 0.000 claims description 3
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Substances [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims description 3
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
150000001408 amides Chemical class 0.000 claims description 2
125000005704 oxymethylene group Chemical group [H]C([H])([*:2])O[*:1] 0.000 claims description 2
125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 1
101100515516 Arabidopsis thaliana XI-H gene Proteins 0.000 claims 1
238000003776 cleavage reaction Methods 0.000 claims 1
239000007788 liquid Substances 0.000 claims 1
230000007017 scission Effects 0.000 claims 1
125000001072 heteroaryl group Chemical group 0.000 abstract description 9
125000001188 haloalkyl group Chemical group 0.000 abstract description 5
125000000623 heterocyclic group Chemical group 0.000 abstract description 3
125000004414 alkyl thio group Chemical group 0.000 abstract description 2
125000006193 alkinyl group Chemical group 0.000 abstract 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 210
239000000460 chlorine Substances 0.000 description 118
125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 description 52
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 49
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 49
241000196324 Embryophyta Species 0.000 description 45
239000000203 mixture Substances 0.000 description 33
239000013256 coordination polymer Substances 0.000 description 31
239000013543 active substance Substances 0.000 description 26
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 24
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 24
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 22
229910052801 chlorine Inorganic materials 0.000 description 22
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 21
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 18
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 15
239000002904 solvent Substances 0.000 description 15
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 14
125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 14
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 13
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
239000006185 dispersion Substances 0.000 description 12
238000002474 experimental method Methods 0.000 description 12
239000000243 solution Substances 0.000 description 12
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 11
239000002585 base Substances 0.000 description 11
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 11
229910052794 bromium Inorganic materials 0.000 description 11
BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 10
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 10
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 10
239000000047 product Substances 0.000 description 10
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 10
239000002253 acid Substances 0.000 description 9
239000003995 emulsifying agent Substances 0.000 description 9
125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 description 9
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 description 8
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 8
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 7
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 7
238000009826 distribution Methods 0.000 description 7
239000011737 fluorine Substances 0.000 description 7
229910052731 fluorine Inorganic materials 0.000 description 7
229910052943 magnesium sulfate Inorganic materials 0.000 description 7
235000019341 magnesium sulphate Nutrition 0.000 description 7
229910000027 potassium carbonate Inorganic materials 0.000 description 7
239000000843 powder Substances 0.000 description 7
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 6
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
235000013339 cereals Nutrition 0.000 description 6
239000002270 dispersing agent Substances 0.000 description 6
230000000694 effects Effects 0.000 description 6
150000002430 hydrocarbons Chemical group 0.000 description 6
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 6
239000003921 oil Substances 0.000 description 6
239000012074 organic phase Substances 0.000 description 6
239000000741 silica gel Substances 0.000 description 6
229910002027 silica gel Inorganic materials 0.000 description 6
159000000000 sodium salts Chemical class 0.000 description 6
238000005160 1H NMR spectroscopy Methods 0.000 description 5
GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 5
101150065749 Churc1 gene Proteins 0.000 description 5
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 5
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 5
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 5
102100038239 Protein Churchill Human genes 0.000 description 5
229910052783 alkali metal Inorganic materials 0.000 description 5
125000004429 atom Chemical group 0.000 description 5
239000000969 carrier Substances 0.000 description 5
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 5
239000000839 emulsion Substances 0.000 description 5
229910052500 inorganic mineral Inorganic materials 0.000 description 5
239000011777 magnesium Substances 0.000 description 5
229910052749 magnesium Inorganic materials 0.000 description 5
235000010755 mineral Nutrition 0.000 description 5
239000011707 mineral Substances 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
150000003839 salts Chemical class 0.000 description 5
KDDQRKBRJSGMQE-UHFFFAOYSA-N 4-thiazolyl Chemical group [C]1=CSC=N1 KDDQRKBRJSGMQE-UHFFFAOYSA-N 0.000 description 4
239000005995 Aluminium silicate Substances 0.000 description 4
125000006519 CCH3 Chemical group 0.000 description 4
125000006414 CCl Chemical group ClC* 0.000 description 4
241000244206 Nematoda Species 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
241000209140 Triticum Species 0.000 description 4
235000021307 Triticum Nutrition 0.000 description 4
KPCZJLGGXRGYIE-UHFFFAOYSA-N [C]1=CC=CN=C1 Chemical group [C]1=CC=CN=C1 KPCZJLGGXRGYIE-UHFFFAOYSA-N 0.000 description 4
235000012211 aluminium silicate Nutrition 0.000 description 4
150000004945 aromatic hydrocarbons Chemical class 0.000 description 4
229910052799 carbon Inorganic materials 0.000 description 4
239000004359 castor oil Substances 0.000 description 4
235000019438 castor oil Nutrition 0.000 description 4
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 4
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 4
239000008187 granular material Substances 0.000 description 4
125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
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 4
239000006072 paste Substances 0.000 description 4
125000003226 pyrazolyl group Chemical group 0.000 description 4
125000004940 pyridazin-4-yl group Chemical group N1=NC=C(C=C1)* 0.000 description 4
125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 description 4
229910000030 sodium bicarbonate Inorganic materials 0.000 description 4
235000017557 sodium bicarbonate Nutrition 0.000 description 4
241000894007 species Species 0.000 description 4
239000007921 spray Substances 0.000 description 4
239000007858 starting material Substances 0.000 description 4
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 description 3
125000004778 2,2-difluoroethyl group Chemical group [H]C([H])(*)C([H])(F)F 0.000 description 3
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 3
241000238876 Acari Species 0.000 description 3
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 3
241001480061 Blumeria graminis Species 0.000 description 3
241000123650 Botrytis cinerea Species 0.000 description 3
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
239000005909 Kieselgur Substances 0.000 description 3
WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
241000275067 Phyllotreta Species 0.000 description 3
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 3
241001281803 Plasmopara viticola Species 0.000 description 3
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
230000009471 action Effects 0.000 description 3
239000003513 alkali Substances 0.000 description 3
150000001340 alkali metals Chemical class 0.000 description 3
150000008052 alkyl sulfonates Chemical class 0.000 description 3
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
235000011114 ammonium hydroxide Nutrition 0.000 description 3
239000008346 aqueous phase Substances 0.000 description 3
239000004202 carbamide Substances 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
238000011161 development Methods 0.000 description 3
125000006260 ethylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])C([H])([H])[H] 0.000 description 3
125000004672 ethylcarbonyl group Chemical group [H]C([H])([H])C([H])([H])C(*)=O 0.000 description 3
150000002191 fatty alcohols Chemical class 0.000 description 3
239000003337 fertilizer Substances 0.000 description 3
235000013312 flour Nutrition 0.000 description 3
230000000855 fungicidal effect Effects 0.000 description 3
125000004438 haloalkoxy group Chemical group 0.000 description 3
230000003993 interaction Effects 0.000 description 3
239000011630 iodine Substances 0.000 description 3
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
125000004458 methylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])[H] 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
125000001624 naphthyl group Chemical group 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
125000004430 oxygen atom Chemical group O* 0.000 description 3
125000001148 pentyloxycarbonyl group Chemical group 0.000 description 3
239000012071 phase Substances 0.000 description 3
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical class C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
BSCCSDNZEIHXOK-UHFFFAOYSA-N phenyl carbamate Chemical compound NC(=O)OC1=CC=CC=C1 BSCCSDNZEIHXOK-UHFFFAOYSA-N 0.000 description 3
GGUFGASNQQZAST-UHFFFAOYSA-N phenyl n-hydroxy-n-(2-methylphenyl)carbamate Chemical compound CC1=CC=CC=C1N(O)C(=O)OC1=CC=CC=C1 GGUFGASNQQZAST-UHFFFAOYSA-N 0.000 description 3
125000003373 pyrazinyl group Chemical group 0.000 description 3
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
238000005507 spraying Methods 0.000 description 3
239000000725 suspension Substances 0.000 description 3
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 3
238000009736 wetting Methods 0.000 description 3
125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 2
125000004209 (C1-C8) alkyl group Chemical group 0.000 description 2
125000006650 (C2-C4) alkynyl group Chemical group 0.000 description 2
125000004747 1,1-dimethylethoxycarbonyl group Chemical group CC(C)(OC(=O)*)C 0.000 description 2
125000001506 1,2,3-triazol-5-yl group Chemical group [H]N1N=NC([H])=C1[*] 0.000 description 2
125000001766 1,2,4-oxadiazol-3-yl group Chemical group [H]C1=NC(*)=NO1 0.000 description 2
125000004505 1,2,4-oxadiazol-5-yl group Chemical group O1N=CN=C1* 0.000 description 2
125000004515 1,2,4-thiadiazol-3-yl group Chemical group S1N=C(N=C1)* 0.000 description 2
125000004509 1,3,4-oxadiazol-2-yl group Chemical group O1C(=NN=C1)* 0.000 description 2
125000004521 1,3,4-thiadiazol-2-yl group Chemical group S1C(=NN=C1)* 0.000 description 2
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 2
PAMIQIKDUOTOBW-UHFFFAOYSA-N 1-methylpiperidine Chemical compound CN1CCCCC1 PAMIQIKDUOTOBW-UHFFFAOYSA-N 0.000 description 2
125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 2
125000001462 1-pyrrolyl group Chemical group [*]N1C([H])=C([H])C([H])=C1[H] 0.000 description 2
125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 2
KBLAMUYRMZPYLS-UHFFFAOYSA-N 2,3-bis(2-methylpropyl)naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(O)(=O)=O)=C(CC(C)C)C(CC(C)C)=CC2=C1 KBLAMUYRMZPYLS-UHFFFAOYSA-N 0.000 description 2
125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 description 2
OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 description 2
OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
KWVPFECTOKLOBL-KTKRTIGZSA-N 2-[(z)-octadec-9-enoxy]ethanol Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCO KWVPFECTOKLOBL-KTKRTIGZSA-N 0.000 description 2
WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 2
125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 description 2
125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 2
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
125000000389 2-pyrrolyl group Chemical group [H]N1C([*])=C([H])C([H])=C1[H] 0.000 description 2
125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 description 2
125000001397 3-pyrrolyl group Chemical group [H]N1C([H])=C([*])C([H])=C1[H] 0.000 description 2
125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 description 2
VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 2
125000004487 4-tetrahydropyranyl group Chemical group [H]C1([H])OC([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
CWDWFSXUQODZGW-UHFFFAOYSA-N 5-thiazolyl Chemical group [C]1=CN=CS1 CWDWFSXUQODZGW-UHFFFAOYSA-N 0.000 description 2
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
241001506009 Aculops Species 0.000 description 2
235000000832 Ayote Nutrition 0.000 description 2
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
125000000882 C2-C6 alkenyl group Chemical group 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
241000254173 Coleoptera Species 0.000 description 2
229920000742 Cotton Polymers 0.000 description 2
235000009854 Cucurbita moschata Nutrition 0.000 description 2
235000009804 Cucurbita pepo subsp pepo Nutrition 0.000 description 2
241001585354 Delia coarctata Species 0.000 description 2
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
241000255925 Diptera Species 0.000 description 2
241000488562 Eotetranychus Species 0.000 description 2
241000238631 Hexapoda Species 0.000 description 2
240000005979 Hordeum vulgare Species 0.000 description 2
235000007340 Hordeum vulgare Nutrition 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
241000256602 Isoptera Species 0.000 description 2
241000257162 Lucilia <blowfly> Species 0.000 description 2
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
244000070406 Malus silvestris Species 0.000 description 2
241000243785 Meloidogyne javanica Species 0.000 description 2
AFVFQIVMOAPDHO-UHFFFAOYSA-M Methanesulfonate Chemical compound CS([O-])(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 description 2
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical compound ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 description 2
QCOGKXLOEWLIDC-UHFFFAOYSA-N N-methylbutylamine Chemical compound CCCCNC QCOGKXLOEWLIDC-UHFFFAOYSA-N 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
240000007594 Oryza sativa Species 0.000 description 2
235000007164 Oryza sativa Nutrition 0.000 description 2
URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
241001123569 Puccinia recondita Species 0.000 description 2
240000000111 Saccharum officinarum Species 0.000 description 2
235000007201 Saccharum officinarum Nutrition 0.000 description 2
241000180219 Sitobion avenae Species 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
241000256248 Spodoptera Species 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 2
DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
229920001807 Urea-formaldehyde Polymers 0.000 description 2
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
235000011054 acetic acid Nutrition 0.000 description 2
239000004480 active ingredient Substances 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
229910000272 alkali metal oxide Inorganic materials 0.000 description 2
150000008055 alkyl aryl sulfonates Chemical group 0.000 description 2
BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 2
229910052921 ammonium sulfate Inorganic materials 0.000 description 2
235000011130 ammonium sulphate Nutrition 0.000 description 2
125000005228 aryl sulfonate group Chemical group 0.000 description 2
SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
239000007859 condensation product Substances 0.000 description 2
125000004122 cyclic group Chemical group 0.000 description 2
125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
125000002933 cyclohexyloxy group Chemical group C1(CCCCC1)O* 0.000 description 2
125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 description 2
125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 2
238000010790 dilution Methods 0.000 description 2
239000012895 dilution Substances 0.000 description 2
229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 2
235000013399 edible fruits Nutrition 0.000 description 2
239000003480 eluent Substances 0.000 description 2
230000001804 emulsifying effect Effects 0.000 description 2
125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 2
238000009472 formulation Methods 0.000 description 2
125000000262 haloalkenyl group Chemical group 0.000 description 2
125000000232 haloalkynyl group Chemical group 0.000 description 2
150000008282 halocarbons Chemical class 0.000 description 2
230000026030 halogenation Effects 0.000 description 2
238000005658 halogenation reaction Methods 0.000 description 2
FXHGMKSSBGDXIY-UHFFFAOYSA-N heptanal Chemical compound CCCCCCC=O FXHGMKSSBGDXIY-UHFFFAOYSA-N 0.000 description 2
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
239000002917 insecticide Substances 0.000 description 2
239000011872 intimate mixture Substances 0.000 description 2
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
150000002576 ketones Chemical class 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical compound CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
229920000609 methyl cellulose Polymers 0.000 description 2
239000001923 methylcellulose Substances 0.000 description 2
125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 2
239000002480 mineral oil Substances 0.000 description 2
235000010446 mineral oil Nutrition 0.000 description 2
238000002156 mixing Methods 0.000 description 2
125000002950 monocyclic group Chemical group 0.000 description 2
150000002790 naphthalenes Chemical class 0.000 description 2
150000002828 nitro derivatives Chemical class 0.000 description 2
125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 2
125000004483 piperidin-3-yl group Chemical group N1CC(CCC1)* 0.000 description 2
125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 description 2
LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 2
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
235000015136 pumpkin Nutrition 0.000 description 2
125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 description 2
125000004076 pyridyl group Chemical group 0.000 description 2
125000004528 pyrimidin-5-yl group Chemical group N1=CN=CC(=C1)* 0.000 description 2
235000009566 rice Nutrition 0.000 description 2
YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
229930195734 saturated hydrocarbon Natural products 0.000 description 2
150000003335 secondary amines Chemical class 0.000 description 2
150000004760 silicates Chemical class 0.000 description 2
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 2
235000012239 silicon dioxide Nutrition 0.000 description 2
238000006467 substitution reaction Methods 0.000 description 2
KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 2
239000000454 talc Substances 0.000 description 2
235000012222 talc Nutrition 0.000 description 2
229910052623 talc Inorganic materials 0.000 description 2
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
238000012546 transfer Methods 0.000 description 2
125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 2
ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 2
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
235000013311 vegetables Nutrition 0.000 description 2
239000002699 waste material Substances 0.000 description 2
229910052725 zinc Inorganic materials 0.000 description 2
239000011701 zinc Substances 0.000 description 2
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
125000006677 (C1-C3) haloalkoxy group Chemical group 0.000 description 1
125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 description 1
125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 description 1
125000006700 (C1-C6) alkylthio group Chemical group 0.000 description 1
125000006656 (C2-C4) alkenyl group Chemical group 0.000 description 1
125000006765 (C2-C6) haloalkenyloxy group Chemical group 0.000 description 1
BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
125000004884 1,1,2-trimethylpropylcarbonyl group Chemical group CC(C(C)C)(C(=O)*)C 0.000 description 1
125000006033 1,1-dimethyl-2-propenyl group Chemical group 0.000 description 1
125000004893 1,1-dimethylethylamino group Chemical group CC(C)(C)N* 0.000 description 1
125000005919 1,2,2-trimethylpropyl group Chemical group 0.000 description 1
125000004885 1,2,2-trimethylpropylcarbonyl group Chemical group CC(C(C)(C)C)C(=O)* 0.000 description 1
125000001359 1,2,3-triazol-4-yl group Chemical group [H]N1N=NC([*])=C1[H] 0.000 description 1
125000004516 1,2,4-thiadiazol-5-yl group Chemical group S1N=CN=C1* 0.000 description 1
XBYRMPXUBGMOJC-UHFFFAOYSA-N 1,2-dihydropyrazol-3-one Chemical class OC=1C=CNN=1 XBYRMPXUBGMOJC-UHFFFAOYSA-N 0.000 description 1
125000006061 1,2-dimethyl-1-butenyl group Chemical group 0.000 description 1
125000006034 1,2-dimethyl-1-propenyl group Chemical group 0.000 description 1
125000006062 1,2-dimethyl-2-butenyl group Chemical group 0.000 description 1
125000006035 1,2-dimethyl-2-propenyl group Chemical group 0.000 description 1
125000006063 1,2-dimethyl-3-butenyl group Chemical group 0.000 description 1
125000005918 1,2-dimethylbutyl group Chemical group 0.000 description 1
BRQBVEHLEITSPT-UHFFFAOYSA-N 1,3,4-thiadiazolidine Chemical compound C1NNCS1 BRQBVEHLEITSPT-UHFFFAOYSA-N 0.000 description 1
CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 description 1
125000006064 1,3-dimethyl-1-butenyl group Chemical group 0.000 description 1
125000006065 1,3-dimethyl-2-butenyl group Chemical group 0.000 description 1
125000006066 1,3-dimethyl-3-butenyl group Chemical group 0.000 description 1
125000004878 1,3-dimethylbutylcarbonyl group Chemical group CC(CC(C)C)C(=O)* 0.000 description 1
OZOMQRBLCMDCEG-VIZOYTHASA-N 1-[(e)-[5-(4-nitrophenyl)furan-2-yl]methylideneamino]imidazolidine-2,4-dione Chemical compound C1=CC([N+](=O)[O-])=CC=C1C(O1)=CC=C1\C=N\N1C(=O)NC(=O)C1 OZOMQRBLCMDCEG-VIZOYTHASA-N 0.000 description 1
WKBPZYKAUNRMKP-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)pentyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(CCC)CN1C=NC=N1 WKBPZYKAUNRMKP-UHFFFAOYSA-N 0.000 description 1
125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
125000004972 1-butynyl group Chemical group [H]C([H])([H])C([H])([H])C#C* 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
125000006073 1-ethyl-1-butenyl group Chemical group 0.000 description 1
125000006080 1-ethyl-1-methyl-2-propenyl group Chemical group 0.000 description 1
125000004886 1-ethyl-1-methylpropylcarbonyl group Chemical group C(C)C(CC)(C(=O)*)C 0.000 description 1
125000006036 1-ethyl-1-propenyl group Chemical group 0.000 description 1
125000006074 1-ethyl-2-butenyl group Chemical group 0.000 description 1
125000006081 1-ethyl-2-methyl-1-propenyl group Chemical group 0.000 description 1
125000006082 1-ethyl-2-methyl-2-propenyl group Chemical group 0.000 description 1
125000004887 1-ethyl-2-methylpropylcarbonyl group Chemical group C(C)C(C(C)C)C(=O)* 0.000 description 1
125000006037 1-ethyl-2-propenyl group Chemical group 0.000 description 1
125000006075 1-ethyl-3-butenyl group Chemical group 0.000 description 1
125000006218 1-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
125000004882 1-ethylbutylcarbonyl group Chemical group C(C)C(CCC)C(=O)* 0.000 description 1
125000004776 1-fluoroethyl group Chemical group [H]C([H])([H])C([H])(F)* 0.000 description 1
125000006039 1-hexenyl group Chemical group 0.000 description 1
125000006025 1-methyl-1-butenyl group Chemical group 0.000 description 1
125000006044 1-methyl-1-pentenyl group Chemical group 0.000 description 1
125000006019 1-methyl-1-propenyl group Chemical group 0.000 description 1
125000006028 1-methyl-2-butenyl group Chemical group 0.000 description 1
125000006021 1-methyl-2-propenyl group Chemical group 0.000 description 1
125000006030 1-methyl-3-butenyl group Chemical group 0.000 description 1
125000006052 1-methyl-3-pentenyl group Chemical group 0.000 description 1
125000006055 1-methyl-4-pentenyl group Chemical group 0.000 description 1
125000006018 1-methyl-ethenyl group Chemical group 0.000 description 1
125000004743 1-methylethoxycarbonyl group Chemical group CC(C)OC(=O)* 0.000 description 1
125000004707 1-methylethylthio group Chemical group CC(C)S* 0.000 description 1
125000004745 1-methylpropyloxycarbonyl group Chemical group CC(CC)OC(=O)* 0.000 description 1
125000006023 1-pentenyl group Chemical group 0.000 description 1
125000006017 1-propenyl group Chemical group 0.000 description 1
125000000530 1-propynyl group Chemical group [H]C([H])([H])C#C* 0.000 description 1
XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 1
VFTFKUDGYRBSAL-UHFFFAOYSA-N 15-crown-5 Chemical compound C1COCCOCCOCCOCCO1 VFTFKUDGYRBSAL-UHFFFAOYSA-N 0.000 description 1
XEZNGIUYQVAUSS-UHFFFAOYSA-N 18-crown-6 Chemical compound C1COCCOCCOCCOCCOCCO1 XEZNGIUYQVAUSS-UHFFFAOYSA-N 0.000 description 1
HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 1
125000000453 2,2,2-trichloroethyl group Chemical group [H]C([H])(*)C(Cl)(Cl)Cl 0.000 description 1
125000004793 2,2,2-trifluoroethoxy group Chemical group FC(CO*)(F)F 0.000 description 1
125000004781 2,2-dichloro-2-fluoroethyl group Chemical group [H]C([H])(*)C(F)(Cl)Cl 0.000 description 1
125000006067 2,2-dimethyl-3-butenyl group Chemical group 0.000 description 1
125000004879 2,2-dimethylbutylcarbonyl group Chemical group CC(CC(=O)*)(CC)C 0.000 description 1
LMCBYQIBQXKCLN-UHFFFAOYSA-N 2,3-dibutylnaphthalene-1-sulfonic acid;naphthalene Chemical class C1=CC=CC2=CC=CC=C21.C1=CC=C2C(S(O)(=O)=O)=C(CCCC)C(CCCC)=CC2=C1 LMCBYQIBQXKCLN-UHFFFAOYSA-N 0.000 description 1
PJGGHJYMHHQGNL-UHFFFAOYSA-N 2,3-dihydro-1h-pyrazol-3-ol Chemical class OC1NNC=C1 PJGGHJYMHHQGNL-UHFFFAOYSA-N 0.000 description 1
SCLSKOXHUCZTEI-UHFFFAOYSA-N 2,3-dihydropyrazol-1-yl Chemical group C1C=[C]N=N1 SCLSKOXHUCZTEI-UHFFFAOYSA-N 0.000 description 1
125000006068 2,3-dimethyl-1-butenyl group Chemical group 0.000 description 1
125000006069 2,3-dimethyl-2-butenyl group Chemical group 0.000 description 1
125000006070 2,3-dimethyl-3-butenyl group Chemical group 0.000 description 1
125000004880 2,3-dimethylbutylcarbonyl group Chemical group CC(CC(=O)*)C(C)C 0.000 description 1
XEPBBUCQCXXTGR-UHFFFAOYSA-N 2,5-dimethyl-n-phenylfuran-3-carboxamide Chemical compound O1C(C)=CC(C(=O)NC=2C=CC=CC=2)=C1C XEPBBUCQCXXTGR-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
NZUXRGMXFCTGBV-UHFFFAOYSA-N 2-(1,1,2,2-tetrachloroethylsulfanyl)-3a,4,5,7a-tetrahydroisoindole-1,3-dione Chemical compound C1CC=CC2C(=O)N(SC(Cl)(Cl)C(Cl)Cl)C(=O)C21 NZUXRGMXFCTGBV-UHFFFAOYSA-N 0.000 description 1
DXBHVVWSQSOCFB-UHFFFAOYSA-N 2-(2h-pyrimidin-1-yl)ethanol Chemical compound OCCN1CN=CC=C1 DXBHVVWSQSOCFB-UHFFFAOYSA-N 0.000 description 1
PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 1
NFAOATPOYUWEHM-UHFFFAOYSA-N 2-(6-methylheptyl)phenol Chemical compound CC(C)CCCCCC1=CC=CC=C1O NFAOATPOYUWEHM-UHFFFAOYSA-N 0.000 description 1
UPTVJAJPBGIRLZ-UHFFFAOYSA-N 2-(trichloromethylsulfanyl)-3a,4,5,7a-tetrahydroisoindole-1,3-dione Chemical compound C1CC=CC2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C21 UPTVJAJPBGIRLZ-UHFFFAOYSA-N 0.000 description 1
VQKFNUFAXTZWDK-UHFFFAOYSA-N 2-Methylfuran Chemical compound CC1=CC=CO1 VQKFNUFAXTZWDK-UHFFFAOYSA-N 0.000 description 1
ZFFBIQMNKOJDJE-UHFFFAOYSA-N 2-bromo-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(Br)C(=O)C1=CC=CC=C1 ZFFBIQMNKOJDJE-UHFFFAOYSA-N 0.000 description 1
125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
125000000069 2-butynyl group Chemical group [H]C([H])([H])C#CC([H])([H])* 0.000 description 1
125000004779 2-chloro-2-fluoroethyl group Chemical group [H]C([H])(*)C([H])(F)Cl 0.000 description 1
125000006076 2-ethyl-1-butenyl group Chemical group 0.000 description 1
125000006077 2-ethyl-2-butenyl group Chemical group 0.000 description 1
125000006078 2-ethyl-3-butenyl group Chemical group 0.000 description 1
125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 1
125000004883 2-ethylbutylcarbonyl group Chemical group C(C)C(CC(=O)*)CC 0.000 description 1
125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 1
125000006040 2-hexenyl group Chemical group 0.000 description 1
125000006026 2-methyl-1-butenyl group Chemical group 0.000 description 1
125000006045 2-methyl-1-pentenyl group Chemical group 0.000 description 1
125000006020 2-methyl-1-propenyl group Chemical group 0.000 description 1
125000006029 2-methyl-2-butenyl group Chemical group 0.000 description 1
125000006049 2-methyl-2-pentenyl group Chemical group 0.000 description 1
125000006022 2-methyl-2-propenyl group Chemical group 0.000 description 1
125000006031 2-methyl-3-butenyl group Chemical group 0.000 description 1
125000006053 2-methyl-3-pentenyl group Chemical group 0.000 description 1
125000006056 2-methyl-4-pentenyl group Chemical group 0.000 description 1
125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
125000005916 2-methylpentyl group Chemical group 0.000 description 1
125000004746 2-methylpropyloxycarbonyl group Chemical group CC(COC(=O)*)C 0.000 description 1
125000006024 2-pentenyl group Chemical group 0.000 description 1
125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
VCBGJCFVVQXRNG-UHFFFAOYSA-N 2-pyrazin-2-yl-1h-pyrazol-5-one Chemical compound N1=C(O)C=CN1C1=CN=CC=N1 VCBGJCFVVQXRNG-UHFFFAOYSA-N 0.000 description 1
125000004485 2-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])C1([H])* 0.000 description 1
ZRDUSMYWDRPZRM-UHFFFAOYSA-N 2-sec-butyl-4,6-dinitrophenyl 3-methylbut-2-enoate Chemical compound CCC(C)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1OC(=O)C=C(C)C ZRDUSMYWDRPZRM-UHFFFAOYSA-N 0.000 description 1
125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 description 1
125000006071 3,3-dimethyl-1-butenyl group Chemical group 0.000 description 1
125000006072 3,3-dimethyl-2-butenyl group Chemical group 0.000 description 1
125000004881 3,3-dimethylbutylcarbonyl group Chemical group CC(CCC(=O)*)(C)C 0.000 description 1
GXORHMWHEXWRDU-UHFFFAOYSA-N 3,4-dihydrooxazol-5-yl Chemical group C1[N-]C[O+]=C1 GXORHMWHEXWRDU-UHFFFAOYSA-N 0.000 description 1
FSCWZHGZWWDELK-UHFFFAOYSA-N 3-(3,5-dichlorophenyl)-5-ethenyl-5-methyl-2,4-oxazolidinedione Chemical compound O=C1C(C)(C=C)OC(=O)N1C1=CC(Cl)=CC(Cl)=C1 FSCWZHGZWWDELK-UHFFFAOYSA-N 0.000 description 1
125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
125000000474 3-butynyl group Chemical group [H]C#CC([H])([H])C([H])([H])* 0.000 description 1
KTCKIOYQNQQFLX-UHFFFAOYSA-N 3-chloro-1-[3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-2h-pyridin-2-amine Chemical compound C1=C(C(F)(F)F)C=C(Cl)C(N)N1C1=C([N+]([O-])=O)C=C(C(F)(F)F)C(Cl)=C1[N+]([O-])=O KTCKIOYQNQQFLX-UHFFFAOYSA-N 0.000 description 1
125000006041 3-hexenyl group Chemical group 0.000 description 1
125000006027 3-methyl-1-butenyl group Chemical group 0.000 description 1
125000006046 3-methyl-1-pentenyl group Chemical group 0.000 description 1
MEHWOCVPNCEIJO-UHFFFAOYSA-N 3-methyl-2,2-di(propan-2-yl)butan-1-amine Chemical compound CC(C)C(CN)(C(C)C)C(C)C MEHWOCVPNCEIJO-UHFFFAOYSA-N 0.000 description 1
125000006050 3-methyl-2-pentenyl group Chemical group 0.000 description 1
125000006032 3-methyl-3-butenyl group Chemical group 0.000 description 1
125000006054 3-methyl-3-pentenyl group Chemical group 0.000 description 1
125000006057 3-methyl-4-pentenyl group Chemical group 0.000 description 1
125000003542 3-methylbutan-2-yl group Chemical group [H]C([H])([H])C([H])(*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
125000005917 3-methylpentyl group Chemical group 0.000 description 1
ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical group CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 description 1
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
CSDQQAQKBAQLLE-UHFFFAOYSA-N 4-(4-chlorophenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine Chemical compound C1=CC(Cl)=CC=C1C1C(C=CS2)=C2CCN1 CSDQQAQKBAQLLE-UHFFFAOYSA-N 0.000 description 1
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 1
AQDMDSZWPQNPOG-UHFFFAOYSA-N 4-cyclodecyl-2,6-dimethylmorpholine Chemical compound C1C(C)OC(C)CN1C1CCCCCCCCC1 AQDMDSZWPQNPOG-UHFFFAOYSA-N 0.000 description 1
125000006042 4-hexenyl group Chemical group 0.000 description 1
125000006047 4-methyl-1-pentenyl group Chemical group 0.000 description 1
125000006051 4-methyl-2-pentenyl group Chemical group 0.000 description 1
125000003119 4-methyl-3-pentenyl group Chemical group [H]\C(=C(/C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
125000006058 4-methyl-4-pentenyl group Chemical group 0.000 description 1
125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 1
UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 1
JGSMMBCVBWNILQ-UHFFFAOYSA-N 5-ethoxy-3-(trichloromethyl)-2h-thiadiazole Chemical compound CCOC1=CN(C(Cl)(Cl)Cl)NS1 JGSMMBCVBWNILQ-UHFFFAOYSA-N 0.000 description 1
125000006043 5-hexenyl group Chemical group 0.000 description 1
NYMLZIFRPNYAHS-UHFFFAOYSA-N 5-phenyl-1h-1,2,4-triazole Chemical compound C1=NNC(C=2C=CC=CC=2)=N1 NYMLZIFRPNYAHS-UHFFFAOYSA-N 0.000 description 1
241001506414 Aculus Species 0.000 description 1
241000253988 Acyrthosiphon Species 0.000 description 1
241000253994 Acyrthosiphon pisum Species 0.000 description 1
241001031864 Agriotes obscurus Species 0.000 description 1
241000566547 Agrotis ipsilon Species 0.000 description 1
241000218475 Agrotis segetum Species 0.000 description 1
241000223600 Alternaria Species 0.000 description 1
241000238679 Amblyomma Species 0.000 description 1
241001480834 Amblyomma variegatum Species 0.000 description 1
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
239000004254 Ammonium phosphate Substances 0.000 description 1
241001136525 Anastrepha ludens Species 0.000 description 1
241000399940 Anguina tritici Species 0.000 description 1
241000254175 Anthonomus grandis Species 0.000 description 1
241000625764 Anticarsia gemmatalis Species 0.000 description 1
241000134843 Aphelenchoides besseyi Species 0.000 description 1
241001124076 Aphididae Species 0.000 description 1
241000271857 Aphis citricidus Species 0.000 description 1
241001095118 Aphis pomi Species 0.000 description 1
244000105624 Arachis hypogaea Species 0.000 description 1
241001503477 Athalia rosae Species 0.000 description 1
241001174347 Atomaria Species 0.000 description 1
241000726102 Atta cephalotes Species 0.000 description 1
241000908426 Atta sexdens Species 0.000 description 1
241000580299 Atta texana Species 0.000 description 1
241001166626 Aulacorthum solani Species 0.000 description 1
235000007319 Avena orientalis Nutrition 0.000 description 1
244000075850 Avena orientalis Species 0.000 description 1
241000894006 Bacteria Species 0.000 description 1
241001490249 Bactrocera oleae Species 0.000 description 1
241000254127 Bemisia tabaci Species 0.000 description 1
241001629132 Blissus leucopterus Species 0.000 description 1
241000273316 Brachycaudus Species 0.000 description 1
241000219198 Brassica Species 0.000 description 1
235000011331 Brassica Nutrition 0.000 description 1
241001643371 Brevipalpus phoenicis Species 0.000 description 1
241001414203 Bruchus lentis Species 0.000 description 1
241001414201 Bruchus pisorum Species 0.000 description 1
241001388466 Bruchus rufimanus Species 0.000 description 1
241000398201 Bryobia praetiosa Species 0.000 description 1
241000079253 Byssochlamys spectabilis Species 0.000 description 1
125000004399 C1-C4 alkenyl group Chemical group 0.000 description 1
125000003320 C2-C6 alkenyloxy group Chemical group 0.000 description 1
125000003601 C2-C6 alkynyl group Chemical group 0.000 description 1
241000726760 Cadra cautella Species 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
244000025254 Cannabis sativa Species 0.000 description 1
235000002566 Capsicum Nutrition 0.000 description 1
241001130355 Cassida nebulosa Species 0.000 description 1
241000255579 Ceratitis capitata Species 0.000 description 1
241001087583 Chaetocnema tibialis Species 0.000 description 1
REEFSLKDEDEWAO-UHFFFAOYSA-N Chloraniformethan Chemical compound ClC1=CC=C(NC(NC=O)C(Cl)(Cl)Cl)C=C1Cl REEFSLKDEDEWAO-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
241001364932 Chrysodeixis Species 0.000 description 1
241000191839 Chrysomya Species 0.000 description 1
235000008733 Citrus aurantifolia Nutrition 0.000 description 1
LLOGINLOYGMGOQ-UHFFFAOYSA-N ClC1=C(OCCN(C(=O)N)C=2NC=CN2)C(=CC(=C1)Cl)Cl Chemical compound ClC1=C(OCCN(C(=O)N)C=2NC=CN2)C(=CC(=C1)Cl)Cl LLOGINLOYGMGOQ-UHFFFAOYSA-N 0.000 description 1
241001663470 Contarinia <gall midge> Species 0.000 description 1
241000304165 Cordylobia anthropophaga Species 0.000 description 1
240000008067 Cucumis sativus Species 0.000 description 1
235000009849 Cucumis sativus Nutrition 0.000 description 1
241000219122 Cucurbita Species 0.000 description 1
240000004244 Cucurbita moschata Species 0.000 description 1
241000256059 Culex pipiens Species 0.000 description 1
241000371644 Curvularia ravenelii Species 0.000 description 1
241001090151 Cyrtopeltis Species 0.000 description 1
206010011732 Cyst Diseases 0.000 description 1
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical class OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
241000969022 Dasineura Species 0.000 description 1
241000084475 Delia antiqua Species 0.000 description 1
241001414892 Delia radicum Species 0.000 description 1
241001012951 Diaphania nitidalis Species 0.000 description 1
241000586568 Diaspidiotus perniciosus Species 0.000 description 1
241000879145 Diatraea grandiosella Species 0.000 description 1
ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
HDWLUGYOLUHEMN-UHFFFAOYSA-N Dinobuton Chemical compound CCC(C)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1OC(=O)OC(C)C HDWLUGYOLUHEMN-UHFFFAOYSA-N 0.000 description 1
MTBZIGHNGSTDJV-UHFFFAOYSA-N Ditalimfos Chemical compound C1=CC=C2C(=O)N(P(=S)(OCC)OCC)C(=O)C2=C1 MTBZIGHNGSTDJV-UHFFFAOYSA-N 0.000 description 1
241000710421 Ditylenchus angustus Species 0.000 description 1
241000399949 Ditylenchus dipsaci Species 0.000 description 1
241001425477 Dysdercus Species 0.000 description 1
241001425472 Dysdercus cingulatus Species 0.000 description 1
241000353522 Earias insulana Species 0.000 description 1
241000462639 Epilachna varivestis Species 0.000 description 1
241001558857 Eriophyes Species 0.000 description 1
241000917107 Eriosoma lanigerum Species 0.000 description 1
241000515837 Eurygaster integriceps Species 0.000 description 1
241000098297 Euschistus Species 0.000 description 1
241000953886 Fannia canicularis Species 0.000 description 1
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical class O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
241000654868 Frankliniella fusca Species 0.000 description 1
241000223218 Fusarium Species 0.000 description 1
241000255896 Galleria mellonella Species 0.000 description 1
241001660201 Gasterophilus intestinalis Species 0.000 description 1
241001489135 Globodera pallida Species 0.000 description 1
241001442497 Globodera rostochiensis Species 0.000 description 1
241000257323 Glossina morsitans Species 0.000 description 1
235000010469 Glycine max Nutrition 0.000 description 1
DYMNZCGFRHLNMT-UHFFFAOYSA-N Glyodin Chemical compound CC(O)=O.CCCCCCCCCCCCCCCCCC1=NCCN1 DYMNZCGFRHLNMT-UHFFFAOYSA-N 0.000 description 1
241000896246 Golovinomyces cichoracearum Species 0.000 description 1
241001232715 Granaria Species 0.000 description 1
241000241125 Gryllotalpa gryllotalpa Species 0.000 description 1
241000775471 Haplothrips tritici Species 0.000 description 1
241000258937 Hemiptera Species 0.000 description 1
241000380914 Hesperus Species 0.000 description 1
241001481225 Heterodera avenae Species 0.000 description 1
241001466007 Heteroptera Species 0.000 description 1
241001415148 Hirschmanniella oryzae Species 0.000 description 1
241001417351 Hoplocampa Species 0.000 description 1
241000291732 Hoplocampa testudinea Species 0.000 description 1
241001540513 Hoplolaimus Species 0.000 description 1
241001483218 Hydrellia griseola Species 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical class Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
VSNHCAURESNICA-UHFFFAOYSA-N Hydroxyurea Chemical compound NC(=O)NO VSNHCAURESNICA-UHFFFAOYSA-N 0.000 description 1
241000257303 Hymenoptera Species 0.000 description 1
241001508558 Hypera Species 0.000 description 1
241001508566 Hypera postica Species 0.000 description 1
241000257176 Hypoderma <fly> Species 0.000 description 1
241000824435 Iridomyrmex purpureus Species 0.000 description 1
241001300668 Jatropha integerrima Species 0.000 description 1
241001470017 Laodelphax striatella Species 0.000 description 1
241001177117 Lasioderma serricorne Species 0.000 description 1
241000560153 Leptoglossus phyllopus Species 0.000 description 1
235000019738 Limestone Nutrition 0.000 description 1
241001261104 Lobesia botrana Species 0.000 description 1
241000254022 Locusta migratoria Species 0.000 description 1
241001220360 Longidorus Species 0.000 description 1
241000193981 Loxostege sticticalis Species 0.000 description 1
241000257166 Lucilia cuprina Species 0.000 description 1
235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
241001414826 Lygus Species 0.000 description 1
241000501345 Lygus lineolaris Species 0.000 description 1
241001492180 Lygus pratensis Species 0.000 description 1
241000721703 Lymantria dispar Species 0.000 description 1
241001314285 Lymantria monacha Species 0.000 description 1
241001581015 Lyonetia clerkella Species 0.000 description 1
241000721714 Macrosiphum euphorbiae Species 0.000 description 1
241000180172 Macrosiphum rosae Species 0.000 description 1
241000989911 Macrotermes subhyalinus Species 0.000 description 1
241000255685 Malacosoma neustria Species 0.000 description 1
241000255908 Manduca sexta Species 0.000 description 1
241000171293 Megoura viciae Species 0.000 description 1
241001478935 Melanoplus bivittatus Species 0.000 description 1
241001478965 Melanoplus femurrubrum Species 0.000 description 1
241000922538 Melanoplus sanguinipes Species 0.000 description 1
241001051646 Melanoplus spretus Species 0.000 description 1
241000243787 Meloidogyne hapla Species 0.000 description 1
241000243786 Meloidogyne incognita Species 0.000 description 1
241000254071 Melolontha Species 0.000 description 1
241000168713 Metopolophium dirhodum Species 0.000 description 1
241001469521 Mocis latipes Species 0.000 description 1
241000952627 Monomorium pharaonis Species 0.000 description 1
241000257229 Musca <genus> Species 0.000 description 1
241000332345 Myzus cerasi Species 0.000 description 1
241000721621 Myzus persicae Species 0.000 description 1
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
238000005481 NMR spectroscopy Methods 0.000 description 1
241000498271 Necator Species 0.000 description 1
241000359016 Nephotettix Species 0.000 description 1
241001671709 Nezara viridula Species 0.000 description 1
DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 1
VJAWBEFMCIINFU-UHFFFAOYSA-N Nitrothal-isopropyl Chemical compound CC(C)OC(=O)C1=CC(C(=O)OC(C)C)=CC([N+]([O-])=O)=C1 VJAWBEFMCIINFU-UHFFFAOYSA-N 0.000 description 1
241000916006 Nomadacris septemfasciata Species 0.000 description 1
241001668536 Oculimacula yallundae Species 0.000 description 1
241000866536 Odontotermes formosanus Species 0.000 description 1
241000488557 Oligonychus Species 0.000 description 1
241001465803 Orgyia pseudotsugata Species 0.000 description 1
241001465818 Orseolia oryzae Species 0.000 description 1
241000238814 Orthoptera Species 0.000 description 1
241000131101 Oryzaephilus surinamensis Species 0.000 description 1
241000975417 Oscinella frit Species 0.000 description 1
241001147398 Ostrinia nubilalis Species 0.000 description 1
241001570894 Oulema oryzae Species 0.000 description 1
241000604373 Ovatus Species 0.000 description 1
241001441425 Pandemis heparana Species 0.000 description 1
241000486438 Panolis flammea Species 0.000 description 1
241000488581 Panonychus citri Species 0.000 description 1
241000488583 Panonychus ulmi Species 0.000 description 1
239000005662 Paraffin oil Substances 0.000 description 1
241000736122 Parastagonospora nodorum Species 0.000 description 1
241000315044 Passalora arachidicola Species 0.000 description 1
241000721452 Pectinophora Species 0.000 description 1
241000721451 Pectinophora gossypiella Species 0.000 description 1
241000562493 Pegomya Species 0.000 description 1
239000006002 Pepper Substances 0.000 description 1
241000497192 Phyllocoptruta oleivora Species 0.000 description 1
241000346664 Phyllopertha Species 0.000 description 1
241001396980 Phytonemus pallidus Species 0.000 description 1
241000233622 Phytophthora infestans Species 0.000 description 1
241000690748 Piesma Species 0.000 description 1
235000016761 Piper aduncum Nutrition 0.000 description 1
235000017804 Piper guineense Nutrition 0.000 description 1
244000203593 Piper nigrum Species 0.000 description 1
235000008184 Piper nigrum Nutrition 0.000 description 1
241000500437 Plutella xylostella Species 0.000 description 1
241000317981 Podosphaera fuliginea Species 0.000 description 1
241001337928 Podosphaera leucotricha Species 0.000 description 1
229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
241000952063 Polyphagotarsonemus latus Species 0.000 description 1
241000193978 Pratylenchus brachyurus Species 0.000 description 1
241000793526 Pratylenchus fallax Species 0.000 description 1
241000193940 Pratylenchus penetrans Species 0.000 description 1
241000193966 Pratylenchus vulnus Species 0.000 description 1
241001201614 Prays Species 0.000 description 1
241001082003 Prays citri Species 0.000 description 1
241001649229 Psoroptes Species 0.000 description 1
241000221300 Puccinia Species 0.000 description 1
YPCALTGLHFLNGA-UHFFFAOYSA-N Pyracarbolid Chemical compound C1CCOC(C)=C1C(=O)NC1=CC=CC=C1 YPCALTGLHFLNGA-UHFFFAOYSA-N 0.000 description 1
241000201375 Radopholus similis Species 0.000 description 1
241000590363 Reticulitermes lucifugus Species 0.000 description 1
241000157279 Rhagoletis cerasi Species 0.000 description 1
241001136903 Rhagoletis pomonella Species 0.000 description 1
241001361634 Rhizoctonia Species 0.000 description 1
241000167882 Rhopalosiphum maidis Species 0.000 description 1
241001575051 Rhyacionia Species 0.000 description 1
241000318997 Rhyzopertha dominica Species 0.000 description 1
241000702971 Rotylenchulus reniformis Species 0.000 description 1
241000509427 Sarcoptes scabiei Species 0.000 description 1
206010039509 Scab Diseases 0.000 description 1
241000254030 Schistocerca americana Species 0.000 description 1
241000722027 Schizaphis graminum Species 0.000 description 1
241001249129 Scirpophaga incertulas Species 0.000 description 1
241000332476 Scutellonema Species 0.000 description 1
241000209056 Secale Species 0.000 description 1
235000007238 Secale cereale Nutrition 0.000 description 1
241000669326 Selenaspidus articulatus Species 0.000 description 1
241000563489 Sesamia inferens Species 0.000 description 1
241000254181 Sitophilus Species 0.000 description 1
241000254152 Sitophilus oryzae Species 0.000 description 1
241000753145 Sitotroga cerealella Species 0.000 description 1
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
241000176086 Sogatella furcifera Species 0.000 description 1
240000003768 Solanum lycopersicum Species 0.000 description 1
244000061456 Solanum tuberosum Species 0.000 description 1
235000002595 Solanum tuberosum Nutrition 0.000 description 1
241000517830 Solenopsis geminata Species 0.000 description 1
241000736128 Solenopsis invicta Species 0.000 description 1
241001415041 Solenopsis richteri Species 0.000 description 1
241001341014 Sparganothis Species 0.000 description 1
241000931753 Spodoptera marima Species 0.000 description 1
241001161749 Stenchaetothrips biformis Species 0.000 description 1
241000897276 Termes Species 0.000 description 1
241000344246 Tetranychus cinnabarinus Species 0.000 description 1
241000488589 Tetranychus kanzawai Species 0.000 description 1
241000488530 Tetranychus pacificus Species 0.000 description 1
241001454293 Tetranychus urticae Species 0.000 description 1
241000339373 Thrips palmi Species 0.000 description 1
241000339374 Thrips tabaci Species 0.000 description 1
241000051707 Thyanta perditor Species 0.000 description 1
241001414989 Thysanoptera Species 0.000 description 1
235000011941 Tilia x europaea Nutrition 0.000 description 1
241000333690 Tineola bisselliella Species 0.000 description 1
241001240492 Tipula oleracea Species 0.000 description 1
241000546225 Tomicus Species 0.000 description 1
241000018135 Trialeurodes Species 0.000 description 1
241000750338 Trialeurodes abutilonea Species 0.000 description 1
241000254113 Tribolium castaneum Species 0.000 description 1
241001220308 Trichodorus Species 0.000 description 1
241001135405 Trichodorus viruliferus Species 0.000 description 1
241000255993 Trichoplusia ni Species 0.000 description 1
241000267822 Trogoderma granarium Species 0.000 description 1
241001389006 Tuta absoluta Species 0.000 description 1
241000221566 Ustilago Species 0.000 description 1
241000228452 Venturia inaequalis Species 0.000 description 1
241000082085 Verticillium <Phyllachorales> Species 0.000 description 1
241000201421 Xiphinema index Species 0.000 description 1
241000019288 Xiphinema pachtaicum Species 0.000 description 1
241000532815 Zabrotes subfasciatus Species 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
241000495395 Zeiraphera canadensis Species 0.000 description 1
241001136529 Zeugodacus cucurbitae Species 0.000 description 1
ZLHSCNRRFXSHQQ-UHFFFAOYSA-N [2-(bromomethyl)phenyl]-methoxycarbamic acid Chemical compound CON(C(O)=O)C1=CC=CC=C1CBr ZLHSCNRRFXSHQQ-UHFFFAOYSA-N 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
239000000654 additive Substances 0.000 description 1
QNAYBMKLOCPYGJ-UHFFFAOYSA-M alaninate Chemical compound CC(N)C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-M 0.000 description 1
229910000095 alkaline earth hydride Inorganic materials 0.000 description 1
229910052784 alkaline earth metal Inorganic materials 0.000 description 1
229910000287 alkaline earth metal oxide Inorganic materials 0.000 description 1
150000001342 alkaline earth metals Chemical class 0.000 description 1
125000003806 alkyl carbonyl amino group Chemical group 0.000 description 1
150000005215 alkyl ethers Chemical class 0.000 description 1
150000004791 alkyl magnesium halides 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
HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
150000003868 ammonium compounds Chemical class 0.000 description 1
239000000908 ammonium hydroxide Substances 0.000 description 1
229910000148 ammonium phosphate Inorganic materials 0.000 description 1
235000019289 ammonium phosphates Nutrition 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
239000001166 ammonium sulphate Substances 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 1
235000021016 apples Nutrition 0.000 description 1
239000013011 aqueous formulation Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
125000004391 aryl sulfonyl group Chemical group 0.000 description 1
LJOZMWRYMKECFF-UHFFFAOYSA-N benodanil Chemical compound IC1=CC=CC=C1C(=O)NC1=CC=CC=C1 LJOZMWRYMKECFF-UHFFFAOYSA-N 0.000 description 1
125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 description 1
UDYGXWPMSJPFDG-UHFFFAOYSA-M benzyl(tributyl)azanium;bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CC1=CC=CC=C1 UDYGXWPMSJPFDG-UHFFFAOYSA-M 0.000 description 1
235000021028 berry Nutrition 0.000 description 1
230000004071 biological effect Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
125000001300 boranyl group Chemical group [H]B([H])[*] 0.000 description 1
244000309464 bull Species 0.000 description 1
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
125000006251 butylcarbonyl group Chemical group 0.000 description 1
125000004744 butyloxycarbonyl group Chemical group 0.000 description 1
239000011575 calcium Substances 0.000 description 1
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
239000000920 calcium hydroxide Substances 0.000 description 1
229910001861 calcium hydroxide Inorganic materials 0.000 description 1
BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
239000000292 calcium oxide Substances 0.000 description 1
ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
159000000007 calcium salts Chemical class 0.000 description 1
OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Inorganic materials [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 1
OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 1
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 1
UBAZGMLMVVQSCD-UHFFFAOYSA-N carbon dioxide;molecular oxygen Chemical compound O=O.O=C=O UBAZGMLMVVQSCD-UHFFFAOYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
125000004775 chlorodifluoromethyl group Chemical group FC(F)(Cl)* 0.000 description 1
125000004773 chlorofluoromethyl group Chemical group [H]C(F)(Cl)* 0.000 description 1
125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
PFIADAMVCJPXSF-UHFFFAOYSA-N chloroneb Chemical compound COC1=CC(Cl)=C(OC)C=C1Cl PFIADAMVCJPXSF-UHFFFAOYSA-N 0.000 description 1
235000016213 coffee Nutrition 0.000 description 1
235000013353 coffee beverage Nutrition 0.000 description 1
238000004440 column chromatography Methods 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
150000001879 copper Chemical class 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
150000003983 crown ethers Chemical class 0.000 description 1
125000001162 cycloheptenyl group Chemical group C1(=CCCCCC1)* 0.000 description 1
125000003113 cycloheptyloxy group Chemical group C1(CCCCCC1)O* 0.000 description 1
125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 1
125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 description 1
125000001887 cyclopentyloxy group Chemical group C1(CCCC1)O* 0.000 description 1
125000006317 cyclopropyl amino group Chemical group 0.000 description 1
208000031513 cyst Diseases 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
238000000151 deposition Methods 0.000 description 1
MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
125000004774 dichlorofluoromethyl group Chemical group FC(Cl)(Cl)* 0.000 description 1
125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
238000007865 diluting Methods 0.000 description 1
239000000539 dimer Substances 0.000 description 1
CJHXCRMKMMBYJQ-UHFFFAOYSA-N dimethirimol Chemical compound CCCCC1=C(C)NC(N(C)C)=NC1=O CJHXCRMKMMBYJQ-UHFFFAOYSA-N 0.000 description 1
VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
HPYNZHMRTTWQTB-UHFFFAOYSA-N dimethylpyridine Natural products CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 description 1
201000010099 disease Diseases 0.000 description 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
239000012990 dithiocarbamate Substances 0.000 description 1
150000004659 dithiocarbamates Chemical class 0.000 description 1
LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
239000010459 dolomite Substances 0.000 description 1
229910000514 dolomite Inorganic materials 0.000 description 1
239000003814 drug Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000004495 emulsifiable concentrate Substances 0.000 description 1
244000079386 endoparasite Species 0.000 description 1
230000032050 esterification Effects 0.000 description 1
238000005886 esterification reaction Methods 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
QDIGCHUCIJTNTQ-UHFFFAOYSA-N ethyl n-[1-(butylcarbamoyl)benzimidazol-2-yl]carbamate Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OCC)=NC2=C1 QDIGCHUCIJTNTQ-UHFFFAOYSA-N 0.000 description 1
125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
FQKUGOMFVDPBIZ-UHFFFAOYSA-N flusilazole Chemical compound C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 FQKUGOMFVDPBIZ-UHFFFAOYSA-N 0.000 description 1
235000019253 formic acid Nutrition 0.000 description 1
239000007789 gas Substances 0.000 description 1
229940047135 glycate Drugs 0.000 description 1
238000000227 grinding Methods 0.000 description 1
239000003630 growth substance Substances 0.000 description 1
230000002140 halogenating effect Effects 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
150000002390 heteroarenes Chemical class 0.000 description 1
CKAPSXZOOQJIBF-UHFFFAOYSA-N hexachlorobenzene Chemical compound ClC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl CKAPSXZOOQJIBF-UHFFFAOYSA-N 0.000 description 1
125000005935 hexyloxycarbonyl group Chemical group 0.000 description 1
150000003840 hydrochlorides Chemical class 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
229960001330 hydroxycarbamide Drugs 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
208000015181 infectious disease Diseases 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
230000005764 inhibitory process Effects 0.000 description 1
150000002484 inorganic compounds Chemical class 0.000 description 1
229910010272 inorganic material Inorganic materials 0.000 description 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
238000003973 irrigation Methods 0.000 description 1
230000002262 irrigation Effects 0.000 description 1
125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
125000004286 isoxazolin-3-yl group Chemical group [H]C1([H])ON=C(*)C1([H])[H] 0.000 description 1
DWKPPFQULDPWHX-VKHMYHEASA-N l-alanyl ester Chemical compound COC(=O)[C@H](C)N DWKPPFQULDPWHX-VKHMYHEASA-N 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
235000021374 legumes Nutrition 0.000 description 1
239000004571 lime Substances 0.000 description 1
239000006028 limestone Substances 0.000 description 1
AFRJJFRNGGLMDW-UHFFFAOYSA-N lithium amide Chemical compound [Li+].[NH2-] AFRJJFRNGGLMDW-UHFFFAOYSA-N 0.000 description 1
XGZVUEUWXADBQD-UHFFFAOYSA-L lithium carbonate Chemical compound [Li+].[Li+].[O-]C([O-])=O XGZVUEUWXADBQD-UHFFFAOYSA-L 0.000 description 1
229910052808 lithium carbonate Inorganic materials 0.000 description 1
SIAPCJWMELPYOE-UHFFFAOYSA-N lithium hydride Chemical compound [LiH] SIAPCJWMELPYOE-UHFFFAOYSA-N 0.000 description 1
229910000103 lithium hydride Inorganic materials 0.000 description 1
FUJCRWPEOMXPAD-UHFFFAOYSA-N lithium oxide Chemical compound [Li+].[Li+].[O-2] FUJCRWPEOMXPAD-UHFFFAOYSA-N 0.000 description 1
229910001947 lithium oxide Inorganic materials 0.000 description 1
CRGZYKWWYNQGEC-UHFFFAOYSA-N magnesium;methanolate Chemical compound [Mg+2].[O-]C.[O-]C CRGZYKWWYNQGEC-UHFFFAOYSA-N 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
239000001630 malic acid Substances 0.000 description 1
235000011090 malic acid Nutrition 0.000 description 1
YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
ZWJNEYVWPYIKMB-UHFFFAOYSA-N methfuroxam Chemical compound CC1=C(C)OC(C)=C1C(=O)NC1=CC=CC=C1 ZWJNEYVWPYIKMB-UHFFFAOYSA-N 0.000 description 1
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
RQWNDKMYDFTZIV-UHFFFAOYSA-N methyl n-[2-(bromomethyl)phenyl]-n-methoxycarbamate Chemical compound COC(=O)N(OC)C1=CC=CC=C1CBr RQWNDKMYDFTZIV-UHFFFAOYSA-N 0.000 description 1
125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 description 1
230000001617 migratory effect Effects 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
OMYXQGTUTCZGCI-UHFFFAOYSA-N n-(2-methylphenyl)hydroxylamine Chemical compound CC1=CC=CC=C1NO OMYXQGTUTCZGCI-UHFFFAOYSA-N 0.000 description 1
OYRIKLVYHTWHCZ-UHFFFAOYSA-N n-cyclohexyl-2,5-dimethylfuran-3-carboxamide Chemical compound O1C(C)=CC(C(=O)NC2CCCCC2)=C1C OYRIKLVYHTWHCZ-UHFFFAOYSA-N 0.000 description 1
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
125000005593 norbornanyl group Chemical group 0.000 description 1
125000003518 norbornenyl group Chemical group C12(C=CC(CC1)C2)* 0.000 description 1
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
235000016709 nutrition Nutrition 0.000 description 1
230000035764 nutrition Effects 0.000 description 1
235000014571 nuts Nutrition 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
150000002902 organometallic compounds Chemical class 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 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
239000000123 paper Substances 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
235000020232 peanut Nutrition 0.000 description 1
125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
AHWALFGBDFAJAI-UHFFFAOYSA-N phenyl carbonochloridate Chemical compound ClC(=O)OC1=CC=CC=C1 AHWALFGBDFAJAI-UHFFFAOYSA-N 0.000 description 1
MLHNVYKRUBJMAT-UHFFFAOYSA-N phenyl n-[2-(bromomethyl)phenyl]-n-methoxycarbamate Chemical compound C=1C=CC=C(CBr)C=1N(OC)C(=O)OC1=CC=CC=C1 MLHNVYKRUBJMAT-UHFFFAOYSA-N 0.000 description 1
GRAFODCXCAVWHY-UHFFFAOYSA-N phenyl n-methoxy-n-(2-methylphenyl)carbamate Chemical compound C=1C=CC=C(C)C=1N(OC)C(=O)OC1=CC=CC=C1 GRAFODCXCAVWHY-UHFFFAOYSA-N 0.000 description 1
NHKJPPKXDNZFBJ-UHFFFAOYSA-N phenyllithium Chemical compound [Li]C1=CC=CC=C1 NHKJPPKXDNZFBJ-UHFFFAOYSA-N 0.000 description 1
FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
KNCYXPMJDCCGSJ-UHFFFAOYSA-N piperidine-2,6-dione Chemical compound O=C1CCCC(=O)N1 KNCYXPMJDCCGSJ-UHFFFAOYSA-N 0.000 description 1
239000004476 plant protection product Substances 0.000 description 1
RPDAUEIUDPHABB-UHFFFAOYSA-N potassium ethoxide Chemical compound [K+].CC[O-] RPDAUEIUDPHABB-UHFFFAOYSA-N 0.000 description 1
NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 description 1
229910000105 potassium hydride Inorganic materials 0.000 description 1
235000012015 potatoes Nutrition 0.000 description 1
125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
125000004673 propylcarbonyl group Chemical group 0.000 description 1
125000004742 propyloxycarbonyl group Chemical group 0.000 description 1
239000011814 protection agent Substances 0.000 description 1
150000003217 pyrazoles Chemical class 0.000 description 1
HZGCZRCZOMANHK-UHFFFAOYSA-N pyrimidin-2-ylmethanol Chemical compound OCC1=NC=CC=N1 HZGCZRCZOMANHK-UHFFFAOYSA-N 0.000 description 1
125000000714 pyrimidinyl group Chemical group 0.000 description 1
125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
238000007348 radical reaction Methods 0.000 description 1
230000009467 reduction Effects 0.000 description 1
238000010992 reflux Methods 0.000 description 1
230000000630 rising effect Effects 0.000 description 1
CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
229940081974 saccharin Drugs 0.000 description 1
235000019204 saccharin Nutrition 0.000 description 1
239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000011734 sodium Substances 0.000 description 1
ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
239000012312 sodium hydride Substances 0.000 description 1
229910000104 sodium hydride Inorganic materials 0.000 description 1
QZSGYPOMAGZIOZ-UHFFFAOYSA-M sodium;(2,2-dimethyl-1h-quinolin-4-yl)methanesulfonate Chemical compound [Na+].C1=CC=C2C(CS([O-])(=O)=O)=CC(C)(C)NC2=C1 QZSGYPOMAGZIOZ-UHFFFAOYSA-M 0.000 description 1
238000001228 spectrum 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
125000005017 substituted alkenyl group Chemical group 0.000 description 1
125000005346 substituted cycloalkyl group Chemical group 0.000 description 1
239000000758 substrate Substances 0.000 description 1
239000001384 succinic acid Substances 0.000 description 1
235000011044 succinic acid Nutrition 0.000 description 1
229960002317 succinimide Drugs 0.000 description 1
YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
229910021653 sulphate ion Inorganic materials 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
239000004753 textile Substances 0.000 description 1
125000001544 thienyl group Chemical group 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
QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
239000013603 viral vector Substances 0.000 description 1
239000004562 water dispersible granule Substances 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000002023 wood Substances 0.000 description 1
NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
229960001763 zinc sulfate Drugs 0.000 description 1
229910000368 zinc sulfate Inorganic materials 0.000 description 1
AMHNZOICSMBGDH-UHFFFAOYSA-L zineb Chemical compound [Zn+2].[S-]C(=S)NCCNC([S-])=S AMHNZOICSMBGDH-UHFFFAOYSA-L 0.000 description 1
DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
- 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
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- 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
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
- 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<
- A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
- 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
- C07D231/06—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D231/08—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with oxygen or sulfur atoms directly attached to ring carbon atoms
- 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
- C07D231/14—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/18—One oxygen or sulfur atom
- C07D231/20—One oxygen atom attached in position 3 or 5
- 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
- C07D231/14—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/18—One oxygen or sulfur atom
- C07D231/20—One oxygen atom attached in position 3 or 5
- C07D231/22—One oxygen atom attached in position 3 or 5 with aryl radicals attached to ring nitrogen atoms
- 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
- C07D403/04—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 directly linked by a ring-member-to-ring-member bond

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Environmental Sciences (AREA)
Agronomy & Crop Science (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Plant Pathology (AREA)
Pest Control & Pesticides (AREA)
Health & Medical Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Pyridine Compounds (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)
Saccharide Compounds (AREA)
Hydrogenated Pyridines (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

BG101198A 1994-07-06 1997-02-04 2-/(дихидро)пиразолил-3-оксиметилен/-анилиди катосредства за борба с вредители и като фунгициди BG63081B1 (bg)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE4423612A DE4423612A1 (de)	1994-07-06	1994-07-06	2-[(Dihydro)pyrazolyl-3'-oxymethylen]-anilide, Verfahren zu ihrer Herstelung und ihre Verwendung
PCT/EP1995/002396 WO1996001256A1 (de)	1994-07-06	1995-06-21	2-[(dihydro)pyrazolyl-3'-oxymethylen]-anilide als schädlingsbekämpfungsmittel und fungizide

Publications (2)

Publication Number	Publication Date
BG101198A BG101198A (en)	1998-01-30
BG63081B1 true BG63081B1 (bg)	2001-03-30

Family

ID=6522336

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
BG101198A BG63081B1 (bg)	1994-07-06	1997-02-04	2-/(дихидро)пиразолил-3-оксиметилен/-анилиди катосредства за борба с вредители и като фунгициди

Country Status (28)

Country	Link
US (2)	US5869517A (cs)
EP (1)	EP0804421B1 (cs)
JP (1)	JP3838659B2 (cs)
KR (1)	KR100371071B1 (cs)
CN (2)	CN1068313C (cs)
AT (1)	ATE171165T1 (cs)
AU (1)	AU685299B2 (cs)
BG (1)	BG63081B1 (cs)
BR (1)	BR9508242A (cs)
CA (1)	CA2194503C (cs)
CZ (1)	CZ294484B6 (cs)
DE (2)	DE4423612A1 (cs)
DK (1)	DK0804421T3 (cs)
ES (1)	ES2123264T3 (cs)
FI (1)	FI117199B (cs)
HU (1)	HU218298B (cs)
IL (1)	IL114390A (cs)
MX (1)	MX207642B (cs)
NL (2)	NL350012I2 (cs)
NO (1)	NO307336B1 (cs)
NZ (1)	NZ289391A (cs)
PL (2)	PL180298B1 (cs)
RU (1)	RU2151142C1 (cs)
SK (1)	SK282426B6 (cs)
TW (1)	TW377346B (cs)
UA (1)	UA48138C2 (cs)
WO (1)	WO1996001256A1 (cs)
ZA (1)	ZA9510727B (cs)

Families Citing this family (162)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP4170393B2 (ja) *	1996-04-26	2008-10-22	ビーエーエスエフソシエタス・ヨーロピア	殺菌剤混合物
IL126231A (en) *	1996-04-26	2000-12-06	Basf Ag	Fungicidal mixture and a method of controlling harmful fungi thereby
EP0900019B1 (de) *	1996-04-26	2001-08-29	Basf Aktiengesellschaft	Fungizide mischungen
ATE215309T1 (de) *	1996-04-26	2002-04-15	Basf Ag	Fungizide mischungen
WO1997040675A1 (de) *	1996-04-26	1997-11-06	Basf Aktiengesellschaft	Fungizide mischungen
ES2163151T3 (es) *	1996-04-26	2002-01-16	Basf Ag	Mezclas fungicidas.
EP0900020B1 (de) *	1996-04-26	2002-06-26	Basf Aktiengesellschaft	Fungizide mischungen
AU732261B2 (en) *	1996-04-26	2001-04-12	Basf Aktiengesellschaft	Fungicidal mixtures
DK0906017T3 (da) *	1996-04-26	2002-03-25	Basf Ag	Fungicide blandinger
KR20000065012A (ko) *	1996-04-26	2000-11-06	스타르크, 카르크	살진균제혼합물
JP3821487B2 (ja)	1996-05-09	2006-09-13	ビーエーエスエフアクチェンゲゼルシャフト	殺菌剤混合物
KR100440846B1 (ko) *	1996-07-10	2004-07-19	바스프 악티엔게젤샤프트	살진균성 혼합물
TW438575B (en) *	1996-08-28	2001-06-07	Basf Ag	Compositions and methods for controlling harmful fungi
DK0923290T3 (da) *	1996-08-30	2006-06-26	Basf Ag	Fungicide blandinger, som indeholder en carbamat-strobilurin og tetrachlorisophthalonitril
UA64721C2 (uk) *	1996-08-30	2004-03-15	Басф Акцієнгезельшафт	Фунгіцидна суміш та спосіб боротьби з шкідливими грибами
AU5342598A (en) *	1997-01-16	1998-08-07	Agro-Kanesho Co. Ltd.	N-phenylthioura derivatives, process for the preparation thereof, fungicides foragricultural and horticultural use containing the same as the active ingredient , and intermediates for the preparation thereof
DK0982994T3 (da) *	1997-05-22	2003-01-06	Basf Ag	Fungicide blandinger
KR100487468B1 (ko)	1997-05-26	2005-05-09	바스프 악티엔게젤샤프트	살진균성 혼합물
DE19722223A1 (de) *	1997-05-28	1998-12-03	Basf Ag	Fungizide Mischungen
US6316480B1 (en) *	1997-05-28	2001-11-13	Basf Aktiengesellschaft	Fungicidal mixtures
DE19722225A1 (de)	1997-05-28	1998-12-03	Basf Ag	Fungizide Mischungen
US6245798B1 (en)	1997-05-30	2001-06-12	Basf Aktiengesellschaft	Fungicidal mixtures
WO1998053693A1 (de) *	1997-05-30	1998-12-03	Schelberger, Klaus	Fungizide mischungen
ES2203966T3 (es) *	1997-05-30	2004-04-16	Basf Aktiengesellschaft	Mezclas fungicidas.
JP4446494B2 (ja)	1997-06-04	2010-04-07	ビーエーエスエフソシエタス・ヨーロピア	殺菌剤混合物
AU8105398A (en)	1997-06-04	1998-12-21	Basf Aktiengesellschaft	Fungicide mixtures
KR20010013341A (ko)	1997-06-04	2001-02-26	스타르크, 카르크	살진균성 혼합물
PL337186A1 (en) *	1997-06-06	2000-08-14	Basf Ag	Fungicidal mixtures
UA65574C2 (uk)	1997-06-19	2004-04-15	Басф Акцієнгезелльшафт	Фунгіцидна суміш та спосіб боротьби з фітопатогенними грибами
DE19731153A1 (de) *	1997-07-21	1999-01-28	Basf Ag	2-(Pyrazolyl- und Triazolyl-3'-oxymethylen)-phenyl-isoxazolone und -triazolone, Verfahren zu ihrer Herstellung und ihre Verwendung
DE19732692C2 (de) *	1997-07-30	2001-01-18	Basf Ag	Verfahren zur Herstellung von 2-(Pyrazolyl-3'-oxymethylen)nitrobenzolen
AU9264398A (en) *	1997-09-05	1999-03-29	Basf Aktiengesellschaft	Method for producing (hetero)aromatic hydroxylamines
ZA989421B (en) *	1997-10-31	1999-04-21	Sumitomo Chemical Co	Heterocyclic compounds
IL139271A (en)	1998-05-04	2005-08-31	Basf Ag	Fungicidal mixtures
FR2778314B1 (fr) *	1998-05-07	2002-06-14	Rhone Poulenc Agrochimie	Composition fongicide synergique comprenant un compose analogue de la strobilurine
UA70327C2 (uk) *	1998-06-08	2004-10-15	Баєр Акціенгезельшафт	Спосіб боротьби з фітопатогенними хворобами сільськогосподарських рослин та фунгіцидна композиція
EP0974578A3 (de)	1998-07-21	2003-04-02	Basf Aktiengesellschaft	Phenylcarbamate, Verfahren und Zwischenprodukte zu ihrer Herstellung und sie enthaltende pestizide und fungizide Mittel
UA70345C2 (uk) *	1998-11-19	2004-10-15	Басф Акцієнгезелльшафт	Фунгіцидна суміш
ES2200905T3 (es) *	1999-06-14	2004-03-16	Syngenta Participations Ag	Combinaciones fungicidas.
US6409988B1 (en)	1999-07-01	2002-06-25	3-Dimensional Pharmaceuticals, Inc.	Radiolabeled 1-aryl pyrazoles, the synthesis thereof and the use thereof as pest GABA receptor ligands
US6506784B1 (en)	1999-07-01	2003-01-14	3-Dimensional Pharmaceuticals, Inc.	Use of 1,3-substituted pyrazol-5-yl sulfonates as pesticides
WO2001007413A1 (en) *	1999-07-22	2001-02-01	3-Dimensional Pharmaceuticals, Inc.	1-aryl-3-thioalkyl pyrazoles, the synthesis thereof and the use thereof as insecticides
AU7865000A (en)	1999-10-06	2001-05-10	3-Dimensional Pharmaceuticals, Inc.	Fused 1-(2,6-dichloro-4-trifluoromethylphenyl)-pyrazoles, the synthesis thereof and the use thereof as pesticides
DE10019758A1 (de)	2000-04-20	2001-10-25	Bayer Ag	Fungizide Wirkstoffkombinationen
US8188003B2 (en)	2000-05-03	2012-05-29	Basf Aktiengesellschaft	Method of inducing virus tolerance of plants
DE10103832A1 (de) *	2000-05-11	2001-11-15	Bayer Ag	Fungizide Wirkstoffkombinationen
ATE342266T1 (de) *	2000-11-16	2006-11-15	Sankyo Co	1-methylcarbapenemderivate
DE10063046A1 (de)	2000-12-18	2002-06-20	Basf Ag	Fungizide Mischungen
US20040029930A1 (en) *	2000-12-18	2004-02-12	Karl Eicken	Fungicidal mixtures based on amide compounds
CN1241475C (zh)	2001-01-18	2006-02-15	巴斯福股份公司	杀真菌混合物
DE10141618A1 (de) *	2001-08-24	2003-03-06	Bayer Cropscience Ag	Fungizide Wirkstoffkombinationen
ATE397860T1 (de)	2002-03-01	2008-07-15	Basf Se	Fungizide mischungen auf der basis von prothioconazole und picoxystrobin
JP4749671B2 (ja) *	2002-03-11	2011-08-17	ビーエーエスエフソシエタス・ヨーロピア	細菌性病害に対する植物の免疫
ATE375725T1 (de) *	2002-03-28	2007-11-15	Basf Ag	Verfahren zur reinigung eines pestizids
BR0308831A (pt) *	2002-04-05	2005-01-25	Basf Ag	Mistura fungicida, processo para combater fungos nocivos, e, agente fungicida
ATE496536T1 (de) *	2002-04-10	2011-02-15	Basf Se	Verfahren zur erhöhung der widerstandskraft von pflanzen gegen die phytotoxizität von agrochemikalien
WO2004043150A1 (de)	2002-11-12	2004-05-27	Basf Aktiengesellschaft	Verfahren zur ertragssteigerung bei glyphosate resistenten leguminosen
EA007925B1 (ru) *	2002-11-15	2007-02-27	Басф Акциенгезельшафт	Фунгицидные смеси
CN100374019C (zh) *	2003-08-11	2008-03-12	巴斯福股份公司	用于防治豆科植物真菌病的方法
DE10347090A1 (de)	2003-10-10	2005-05-04	Bayer Cropscience Ag	Synergistische fungizide Wirkstoffkombinationen
DE10349501A1 (de)	2003-10-23	2005-05-25	Bayer Cropscience Ag	Synergistische fungizide Wirkstoffkombinationen
UA85690C2 (ru)	2003-11-07	2009-02-25	Басф Акциенгезелльшафт	Смесь для применения в сельском хозяйстве, содержащая стробилурин и модулятор этилена, способ обработки и борьбы с инфекциями в бобовых культурах
AU2004298348A1 (en) *	2003-12-18	2005-06-30	Basf Aktiengesellschaft	Fungicidal mixtures based on carbamate derivatives and insecticides
CN1305858C (zh) *	2004-02-20	2007-03-21	沈阳化工研究院	取代唑类化合物及其制备与应用
CA2560341A1 (en)	2004-04-30	2005-11-10	Jordi Tormo I Blasco	Fungicidal mixtures
DK1758456T3 (da) *	2004-06-17	2008-06-09	Basf Se	Anvendelse af (E)-5-(4-chlorbenzyliden)-2,2-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol til bekæmpelse af rustangreb på sojaplanter
US20060047102A1 (en)	2004-09-02	2006-03-02	Stephen Weinhold	Spheroidal polyester polymer particles
PE20060796A1 (es)	2004-11-25	2006-09-29	Basf Ag	Procedimiento para intensificar la eficiencia de etaboxam
DE102004062513A1 (de)	2004-12-24	2006-07-06	Bayer Cropscience Ag	Insektizide auf Basis von Neonicotinoiden und ausgewählten Strobilurinen
CN100422153C (zh)	2005-02-06	2008-10-01	沈阳化工研究院	N-(2-取代苯基)-n-甲氧基氨基甲酸酯类化合物及其制备与应用
DE102005015677A1 (de)	2005-04-06	2006-10-12	Bayer Cropscience Ag	Synergistische fungizide Wirkstoffkombinationen
CN100427481C (zh) *	2005-05-26	2008-10-22	沈阳化工研究院	一种芳基醚类化合物及其制备与应用
CN104170838B (zh)	2005-06-09	2016-03-30	拜尔农作物科学股份公司	活性物质结合物
DE102005026482A1 (de)	2005-06-09	2006-12-14	Bayer Cropscience Ag	Wirkstoffkombinationen
AR054777A1 (es)	2005-06-20	2007-07-18	Basf Ag	Modificaciones cristalinas de piraclostrobina
DE102005035300A1 (de)	2005-07-28	2007-02-01	Bayer Cropscience Ag	Synergistische fungizide Wirkstoffkombinationen
RS53673B1 (sr)	2005-08-05	2015-04-30	Basf Se	Fungicidne smeše koje sadrže supstituisane anilide 1-metil-pirazol-4-il karboksilne kiseline
KR20080061408A (ko) *	2005-10-28	2008-07-02	바스프 에스이	유해 진균에 대한 저항성을 유도하는 방법
KR20080066997A (ko)	2005-11-10	2008-07-17	바스프 에스이	유해 진균 방제용 트리티코나졸을 위한 완화제로서의피라클로스트로빈의 용도
NZ567996A (en) *	2005-11-10	2010-04-30	Basf Se	Fungicidal mixtures
AU2007224578A1 (en) *	2006-03-10	2007-09-20	Basf Se	Method for improving the tolerance of plants to chilling temperatures and/or frost
KR20080111058A (ko) *	2006-03-14	2008-12-22	바스프 에스이	세균증에 대해 식물의 내성을 유도하는 방법
PT2001294T (pt) *	2006-03-24	2017-01-13	Basf Se	Método para combater fungos fitopatogénicos
KR20080111021A (ko) *	2006-03-29	2008-12-22	바스프 에스이	철 대사 장애의 치료를 위한 스트로빌루린의 용도
CN100388886C (zh) *	2006-04-05	2008-05-21	湖南化工研究院	含乙烯基肟醚基的氨基甲酸酯类杀菌化合物
DE102006023263A1 (de)	2006-05-18	2007-11-22	Bayer Cropscience Ag	Synergistische Wirkstoffkombinationen
EP2091330B1 (en)	2006-09-18	2017-07-05	Basf Se	Pesticidal mixtures comprising an anthranilamide insecticide and a fungicide
TW200901889A (en) *	2007-02-09	2009-01-16	Basf Se	Crystalline complexes of agriculturally active organic compounds
MX2009011456A (es)	2007-04-23	2009-11-05	Basf Se	Aumento de la productividad de las plantas por combinacion de agentes quimicos con modificaciones transgenicas.
EP2000030A1 (de)	2007-06-06	2008-12-10	Bayer CropScience AG	Fungizide Wirkstoffkombinationen
PT2205082E (pt)	2007-09-26	2012-05-02	Basf Se	Composições fungicidas ternárias compreendendo boscalide e clorotalonil
DE102007045920B4 (de)	2007-09-26	2018-07-05	Bayer Intellectual Property Gmbh	Synergistische Wirkstoffkombinationen
CN102578100B (zh) *	2007-10-09	2013-07-10	中国中化股份有限公司	一种杀真菌组合物
NZ585882A (en) *	2007-12-21	2012-05-25	Basf Se	Method of increasing the milk and/or meat quantity of animals fed with silage from strobilurin treated plants
JP2011528684A (ja) *	2008-07-24	2011-11-24	ビーエーエスエフソシエタス・ヨーロピア	溶媒、水、界面活性剤および殺有害生物剤を含む水中油型エマルション
TW201018400A (en)	2008-10-10	2010-05-16	Basf Se	Liquid aqueous plant protection formulations
UA106213C2 (ru)	2008-10-10	2014-08-11	Басф Се	Жидкие препараты для защиты растений, содержащие пираклостробин
UA104887C2 (uk)	2009-03-25	2014-03-25	Баєр Кропсаєнс Аг	Синергічні комбінації активних речовин
US20120149572A1 (en) *	2009-06-25	2012-06-14	Basf Se	Use of agrochemical mixtures for increasing the health of a plant
CN104430378A (zh)	2009-07-16	2015-03-25	拜尔农作物科学股份公司	含苯基三唑的协同活性物质结合物
US20120129696A1 (en)	2009-07-28	2012-05-24	Basf Se	Method for increasing the level of free amino acids in storage tissues of perennial plants
WO2011026796A1 (en)	2009-09-01	2011-03-10	Basf Se	Synergistic fungicidal mixtures comprising lactylates and method for combating phytopathogenic fungi
US8362271B2 (en)	2009-09-04	2013-01-29	Basf Se	Process for preparing 1-phenylpyrazoles
NZ598965A (en)	2009-09-25	2013-03-28	Basf Se	Method for reducing pistillate flower abortion in plants using at least one strobilurin
EP2547653B1 (en)	2010-03-18	2015-01-28	Basf Se	N-carbomethoxy-n-methoxy-(2-chloromethyl)-anilines, their preparation and their use as precursors for preparing 2-(pyrazol-3'-yloxymethylene)-anilides
CN101885724B (zh) *	2010-07-09	2012-10-17	南京工业大学	一种含杂环酮的n-取代苯基吡唑类化合物及其制备与防治植物病虫害的应用
WO2012038392A1 (en)	2010-09-21	2012-03-29	Basf Se	Process for preparing substituted n-phenylhydroxylamines
US20130267476A1 (en)	2010-12-20	2013-10-10	Basf Se	Pesticidal Active Mixtures Comprising Pyrazole Compounds
CN102067851B (zh) *	2011-01-20	2014-03-05	陕西美邦农药有限公司	一种含多抗霉素与甲氧基丙烯酸酯类的杀菌组合物
CN103651445B (zh) *	2011-01-20	2015-04-08	陕西美邦农药有限公司	一种含多抗霉素与甲氧基丙烯酸酯类的杀菌组合物
EP2481284A3 (en)	2011-01-27	2012-10-17	Basf Se	Pesticidal mixtures
CN103749496B (zh) *	2011-02-17	2015-09-09	陕西美邦农药有限公司	一种含多抗霉素与酰胺类化合物的杀菌组合物
CN103415508B (zh) *	2011-03-09	2016-08-10	巴斯夫欧洲公司	制备取代的n-苯基羟胺的方法
EP2688405B1 (en)	2011-03-23	2017-11-22	Basf Se	Compositions containing polymeric, ionic compounds comprising imidazolium groups
CN104145973B (zh) *	2011-04-26	2016-08-24	陕西韦尔奇作物保护有限公司	一种含螺环菌胺与甲氧基丙烯酸酯类的杀菌组合物
EP2750507A2 (en)	2011-09-02	2014-07-09	Basf Se	Agricultural mixtures comprising arylquinazolinone compounds
CN102308825A (zh) *	2011-10-13	2012-01-11	海利尔药业集团股份有限公司	一种与乙嘧酚磺酸酯复配的杀菌组合物
JP6107377B2 (ja) *	2012-04-27	2017-04-05	住友化学株式会社	テトラゾリノン化合物及びその用途
CN102669137A (zh) *	2012-05-17	2012-09-19	广东中迅农科股份有限公司	一种杀菌药肥颗粒剂
WO2013189801A1 (en)	2012-06-20	2013-12-27	Basf Se	Pyrazole compound and pesticidal mixtures comprising a pyrazole compound
CN102696646B (zh) *	2012-06-29	2014-03-19	陕西上格之路生物科学有限公司	一种含克菌丹的杀菌组合物
US20150257383A1 (en)	2012-10-12	2015-09-17	Basf Se	Method for combating phytopathogenic harmful microbes on cultivated plants or plant propagation material
BR112015014753B8 (pt)	2012-12-20	2020-03-03	Basf Agro Bv	composições, uso de uma composição, método para o combate de fungos fitopatogênicos e uso dos componentes
EP2783569A1 (en)	2013-03-28	2014-10-01	Basf Se	Compositions comprising a triazole compound
CN103396364A (zh) *	2013-04-11	2013-11-20	南京理工大学	N-烷氧基-n-2-[1-(4-卤代苯基)-3-吡唑氧基甲基]苯基氨基甲酸烷基酯
CN103229777B (zh) *	2013-05-08	2014-11-12	陕西农心作物科技有限公司	一种含吡唑醚菌酯的杀菌组合物
SG11201509001YA (en)	2013-05-24	2015-12-30	Dolby Int Ab	Audio encoder and decoder
EP2835052A1 (en)	2013-08-07	2015-02-11	Basf Se	Fungicidal mixtures comprising pyrimidine fungicides
CA2923101A1 (en)	2013-09-16	2015-03-19	Basf Se	Fungicidal pyrimidine compounds
WO2015036059A1 (en)	2013-09-16	2015-03-19	Basf Se	Fungicidal pyrimidine compounds
CN103651462B (zh) *	2013-12-18	2014-12-10	北京燕化永乐生物科技股份有限公司	一种农药组合物
US9271496B2 (en) *	2013-12-31	2016-03-01	Dow Agrosciences Llc	Synergistic fungicidal mixtures for fungal control in cereals
EP2979549A1 (en)	2014-07-31	2016-02-03	Basf Se	Method for improving the health of a plant
BR112017008200A2 (pt)	2014-10-24	2017-12-26	Basf Se	partículas, método para depositar um metal a partir de um eletrólito, e, usos de um polímero e das partículas.
CN104396980B (zh) *	2014-10-24	2016-06-08	北京富力特农业科技有限责任公司	一种含吡唑醚菌酯的杀菌剂及其应用
CN105613539A (zh) *	2014-11-05	2016-06-01	江苏龙灯化学有限公司	一种活性成分组合物
CN104557712A (zh) *	2014-12-26	2015-04-29	北京颖泰嘉和生物科技有限公司	芳族羟胺化合物的制备方法和n-酰化芳族羟胺化合物的制备方法
WO2016113741A1 (en)	2015-01-14	2016-07-21	Adama Makhteshim Ltd.	Process for preparing 1-(4-chlorophenyl)-3-[(2-nitrophenyl)methoxy]-1h-pyrazole
EP2910126A1 (en)	2015-05-05	2015-08-26	Bayer CropScience AG	Active compound combinations having insecticidal properties
CN104910050A (zh) *	2015-05-13	2015-09-16	安徽国星生物化学有限公司	一种n-羟基-n-2甲苯氨基甲酸甲酯的制备方法
US10377720B2 (en)	2015-05-14	2019-08-13	Adama Makhteshim Ltd.	Process for preparing a hydroxylamine pyrazole compound
BR122020001830B1 (pt) *	2015-05-18	2023-02-28	Shenyang Sinochem Agrochemicals R&D Co., LTD	Compostos pirazol substituídos contendo pirimidinila, preparação e aplicação dos mesmos
CN107809906A (zh)	2015-07-02	2018-03-16	巴斯夫农业公司	包含三唑化合物的农药组合物
CN105660614A (zh) *	2016-02-19	2016-06-15	河北岗恩生物科技有限公司	一种吡唑醚菌酯无芳烃乳油及其制备方法
CN106008348B (zh) *	2016-06-07	2019-03-05	四川福思达生物技术开发有限责任公司	一种合成吡唑醚菌酯中间体的方法
CN105859625A (zh) *	2016-06-07	2016-08-17	四川福思达生物技术开发有限责任公司	一种由邻硝基氯苄制备吡唑醚菌酯中间体的合成方法
CN105949125A (zh) *	2016-06-22	2016-09-21	石家庄市深泰化工有限公司	一种催化合成吡唑醚菌酯的方法
CN106045911B (zh) *	2016-07-02	2018-03-02	安徽广信农化股份有限公司	一种气相沉积法提纯吡唑醚菌酯的工艺方法
CN107973751A (zh) *	2016-10-21	2018-05-01	四川福思达生物技术开发有限责任公司	基于吡唑醚菌酯中间体的甲基化合成方法
CN108059629B (zh) *	2016-11-08	2021-04-02	沈阳中化农药化工研发有限公司	含嘧啶的取代吡唑类化合物及其制备方法和用途
CN106749025B (zh) *	2016-11-14	2019-10-08	四川福思达生物技术开发有限责任公司	一种简洁合成吡唑醚菌酯的方法
CN106632046A (zh) *	2016-12-12	2017-05-10	利民化工股份有限公司	一种吡唑醚菌酯的合成方法
CN106719750A (zh) *	2017-02-22	2017-05-31	佛山市瑞生通科技有限公司	一种含吡唑醚菌酯和大黄素甲醚的杀菌组合物
WO2019064283A1 (en) *	2017-09-29	2019-04-04	0903608 B.C. Ltd.	SYNERGISTIC PESTICIDAL COMPOSITIONS AND METHODS OF DELIVERY OF ACTIVE AGENTS
CN107963992A (zh) *	2017-12-23	2018-04-27	杨向党	有水法合成吡唑醚菌酯
CN107935932A (zh) *	2018-01-06	2018-04-20	江苏托球农化股份有限公司	一种高纯度吡唑醚菌酯的制备方法
US11242320B2 (en) *	2018-01-17	2022-02-08	Gsp Crop Science Pvt. Ltd.	Process for the preparation of Pyraclostrobin
EP3587391A1 (en)	2018-06-22	2020-01-01	Basf Se	Process for preparing nitrobenzyl bromides
CA3114046C (en)	2018-09-27	2022-07-19	0903608 B.C. Ltd.	Synergistic pesticidal compositions and methods for delivery of insecticidal active ingredients
MX2021006534A (es)	2019-01-17	2021-07-21	Pi Industries Ltd	Composicion de tolfenpirad y piraclostrobina.
CN114516839B (zh) *	2020-11-20	2024-08-27	湖南海利常德农药化工有限公司	吡唑醚类化合物及其制备方法与应用
WO2026017896A1 (en)	2024-07-19	2026-01-22	Syngenta Crop Protection Ag	Mixtures for controlling infestation of plants

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CA1206158A (en) *	1982-11-03	1986-06-17	John Leonard	Urea compounds, intermediates and process for their preparation, herbicidal and/or fungicidal compositions, and method of combating undesired plant growth
US4986845A (en) *	1988-07-15	1991-01-22	Nissan Chemical Industries Ltd.	Pyrazole derivatives and herbicides containing them
US4918085A (en) *	1989-03-02	1990-04-17	Rhone-Poulenc Ag Company	Pesticidal 3-cyano-5-alkoxy-1-arylpyrazoles, compositions and use
MY110439A (en) *	1991-02-07	1998-05-30	Ishihara Sangyo Kaisha	N-phenylcarbamate compound, process for preparing the same and biocidal composition for control of harmful organisms
CA2127110C (en) *	1992-01-29	2003-09-23	Bernd Mueller	Carbamates and crop protection agents containing them
GB9202019D0 (en) *	1992-01-30	1992-03-18	Imperial College	Methods and apparatus for assay of sulphated polysaccharides

1994
- 1994-07-06 DE DE4423612A patent/DE4423612A1/de not_active Withdrawn
1995
- 1995-06-21 CZ CZ199737A patent/CZ294484B6/cs not_active IP Right Cessation
- 1995-06-21 CA CA002194503A patent/CA2194503C/en not_active Expired - Lifetime
- 1995-06-21 DK DK95924888T patent/DK0804421T3/da active
- 1995-06-21 PL PL95318100A patent/PL180298B1/pl unknown
- 1995-06-21 JP JP50364896A patent/JP3838659B2/ja not_active Expired - Lifetime
- 1995-06-21 SK SK17-97A patent/SK282426B6/sk not_active IP Right Cessation
- 1995-06-21 ES ES95924888T patent/ES2123264T3/es not_active Expired - Lifetime
- 1995-06-21 MX MX9700132A patent/MX207642B/es unknown
- 1995-06-21 BR BR9508242A patent/BR9508242A/pt not_active IP Right Cessation
- 1995-06-21 RU RU97102108/04A patent/RU2151142C1/ru active Protection Beyond IP Right Term
- 1995-06-21 AT AT95924888T patent/ATE171165T1/de active
- 1995-06-21 US US08/765,185 patent/US5869517A/en not_active Expired - Lifetime
- 1995-06-21 UA UA97020480A patent/UA48138C2/uk unknown
- 1995-06-21 WO PCT/EP1995/002396 patent/WO1996001256A1/de not_active Ceased
- 1995-06-21 PL PL95340891A patent/PL186501B1/pl unknown
- 1995-06-21 DE DE59503648T patent/DE59503648D1/de not_active Expired - Lifetime
- 1995-06-21 KR KR1019970700099A patent/KR100371071B1/ko not_active Expired - Lifetime
- 1995-06-21 HU HU9700029A patent/HU218298B/hu unknown
- 1995-06-21 AU AU29222/95A patent/AU685299B2/en not_active Expired
- 1995-06-21 EP EP95924888A patent/EP0804421B1/de not_active Expired - Lifetime
- 1995-06-21 NZ NZ289391A patent/NZ289391A/en not_active IP Right Cessation
- 1995-06-21 CN CN95194436A patent/CN1068313C/zh not_active Expired - Lifetime
- 1995-06-29 IL IL11439095A patent/IL114390A/en not_active IP Right Cessation
- 1995-07-03 TW TW84106834A patent/TW377346B/zh active
- 1995-12-18 ZA ZA9510727A patent/ZA9510727B/en unknown
1997
- 1997-01-06 NO NO970042A patent/NO307336B1/no not_active IP Right Cessation
- 1997-01-07 FI FI970067A patent/FI117199B/fi not_active IP Right Cessation
- 1997-02-04 BG BG101198A patent/BG63081B1/bg unknown
1998
- 1998-08-10 US US09/131,640 patent/US6054592A/en not_active Expired - Lifetime
2000
- 2000-09-27 CN CNB001290258A patent/CN1149200C/zh not_active Expired - Lifetime
2003
- 2003-04-09 NL NL350012C patent/NL350012I2/nl unknown
2008
- 2008-01-17 NL NL350035C patent/NL350035I2/nl unknown

Also Published As

Publication number	Publication date
UA48138C2 (uk)	2002-08-15
CZ294484B6 (cs)	2005-01-12
CA2194503C (en)	2007-04-24
HU9700029D0 (en)	1997-02-28
FI970067A0 (fi)	1997-01-07
JPH10504810A (ja)	1998-05-12
MX9700132A (es)	1998-01-31
TW377346B (en)	1999-12-21
SK1797A3 (en)	1998-07-08
MX207642B (es)	2002-04-30
CN1308065A (zh)	2001-08-15
WO1996001256A1 (de)	1996-01-18
HU218298B (en)	2000-07-28
HUT77510A (hu)	1998-05-28
DE59503648D1 (de)	1998-10-22
NL350035I1 (nl)	2008-03-03
NO970042L (no)	1997-03-05
CN1149200C (zh)	2004-05-12
PL180298B1 (pl)	2001-01-31
ES2123264T3 (es)	1999-01-01
CA2194503A1 (en)	1996-01-18
BG101198A (en)	1998-01-30
JP3838659B2 (ja)	2006-10-25
KR100371071B1 (ko)	2003-05-12
EP0804421A1 (de)	1997-11-05
PL318100A1 (en)	1997-05-12
DE4423612A1 (de)	1996-01-11
FI970067A7 (fi)	1997-03-05
RU2151142C1 (ru)	2000-06-20
IL114390A0 (en)	1995-10-31
US6054592A (en)	2000-04-25
ZA9510727B (en)	1997-08-27
NO970042D0 (no)	1997-01-06
DK0804421T3 (da)	1999-03-01
NL350035I2 (nl)	2008-06-02
US5869517A (en)	1999-02-09
PL186501B1 (pl)	2004-01-30
NL350012I2 (nl)	2003-10-01
NL350012I1 (nl)	2003-06-02
AU2922295A (en)	1996-01-25
ATE171165T1 (de)	1998-10-15
EP0804421B1 (de)	1998-09-16
NO307336B1 (no)	2000-03-20
FI117199B (fi)	2006-07-31
KR970704697A (ko)	1997-09-06
IL114390A (en)	2001-01-28
NZ289391A (en)	1999-10-28
AU685299B2 (en)	1998-01-15
SK282426B6 (sk)	2002-01-07
CZ3797A3 (cs)	1998-06-17
BR9508242A (pt)	1997-09-30
CN1068313C (zh)	2001-07-11
CN1154692A (zh)	1997-07-16

Publication	Publication Date	Title
RU2151142C1 (ru)	2000-06-20	2-[(дигидро)пиразолил-3'-оксиметилен]анилиды, способы их получения, промежуточные соединения, средство борьбы с сельскохозяйственными вредителями и вредоносными грибами и способы борьбы
AU688536B2 (en)	1998-03-12	2-{1',2',4'-triazol-3'-yloxymethylene}-anilides and their use as pest-control agents
AU700001B2 (en)	1998-12-17	Pyrazolo-(1,5a)pyrimidines, their preparation and their use
AU682963B2 (en)	1997-10-23	Alpha-(pyrazol-3-yl)-oxymethylene-phenylbutenic acid methyl esters and the use thereof against harmful fungi or animal pests
SK57497A3 (en)	1998-05-06	Iminooxymethylene anilides, process for preparing the same and their use
AU712768B2 (en)	1999-11-18	Azolyloxybenzylalkoxyacrylic esters, their preparation and their use
US5905087A (en)	1999-05-18	Iminooxybenzyl compounds and their use as pesticides and fungicides
US5783722A (en)	1998-07-21	2- 4-biphenyloxymethylene!anilides, preparation thereof and intermediates therefor, and use thereof