BRPI0714446A2

BRPI0714446A2 - composto, mÉtodo de combate e controle de insetos, acarinos, nematàides ou moluscos, e, composiÇço inseticida, acaricida, nematicida ou moluscicida

composto, mÉtodo de combate e controle de insetos, acarinos, nematàides ou moluscos, e, composiÇço inseticida, acaricida, nematicida ou moluscicida Download PDF

Info

Publication number: BRPI0714446A2
Authority: BR; Brazil
Prior art keywords: formula; alkyl; compound; phenyl; compound according
Prior art date: 2006-07-24

Application number

BRPI0714446-6A

Other languages

English (en)

Portuguese (pt)

Inventor

Peter Renold

Peter Maienfisch

Pierre Jung

William Lutz

Werner Zamback

Original Assignee

Syngenta Participations Ag

Priority date

2006-07-24

Filing date

2007-07-19

Publication date

2013-04-02

2007-07-19 Application filed by Syngenta Participations Ag filed Critical Syngenta Participations Ag

2013-04-02 Publication of BRPI0714446A2 publication Critical patent/BRPI0714446A2/pt

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 185
239000000203 mixture Substances 0.000 title claims abstract description 74
238000000034 method Methods 0.000 title claims abstract description 40
241000238631 Hexapoda Species 0.000 title claims abstract description 21
230000000895 acaricidal effect Effects 0.000 title claims abstract description 17
241000244206 Nematoda Species 0.000 title claims abstract description 12
230000002013 molluscicidal effect Effects 0.000 title claims abstract description 10
241000237852 Mollusca Species 0.000 title claims abstract description 9
241000238876 Acari Species 0.000 title claims abstract description 8
230000000749 insecticidal effect Effects 0.000 title abstract description 12
230000001069 nematicidal effect Effects 0.000 title description 7
241000607479 Yersinia pestis Species 0.000 claims abstract description 23
150000003839 salts Chemical class 0.000 claims abstract description 16
150000001204 N-oxides Chemical class 0.000 claims abstract description 13
239000002917 insecticide Substances 0.000 claims abstract description 10
239000000642 acaricide Substances 0.000 claims abstract description 8
239000005645 nematicide Substances 0.000 claims abstract description 6
239000003750 molluscacide Substances 0.000 claims abstract description 4
-1 C1 -C6 alkyl Chemical group 0.000 claims description 131
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 40
229910052739 hydrogen Inorganic materials 0.000 claims description 36
239000001257 hydrogen Substances 0.000 claims description 36
125000000217 alkyl group Chemical group 0.000 claims description 35
125000001424 substituent group Chemical group 0.000 claims description 34
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 33
125000003545 alkoxy group Chemical group 0.000 claims description 26
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 26
229910052760 oxygen Inorganic materials 0.000 claims description 26
239000001301 oxygen Substances 0.000 claims description 26
239000000460 chlorine Chemical group 0.000 claims description 22
125000000623 heterocyclic group Chemical group 0.000 claims description 21
229910052736 halogen Inorganic materials 0.000 claims description 19
150000002367 halogens Chemical group 0.000 claims description 19
229910052801 chlorine Inorganic materials 0.000 claims description 18
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 18
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 18
229910052731 fluorine Inorganic materials 0.000 claims description 17
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 15
229910052794 bromium Inorganic materials 0.000 claims description 13
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 12
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 11
239000011737 fluorine Chemical group 0.000 claims description 11
125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 9
206010035148 Plague Diseases 0.000 claims description 9
125000004093 cyano group Chemical group *C#N 0.000 claims description 9
125000000753 cycloalkyl group Chemical group 0.000 claims description 8
229910052757 nitrogen Inorganic materials 0.000 claims description 8
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 7
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 7
125000004076 pyridyl group Chemical group 0.000 claims description 7
125000006677 (C1-C3) haloalkoxy group Chemical group 0.000 claims description 6
QPJDMGCKMHUXFD-UHFFFAOYSA-N cyanogen chloride Chemical group ClC#N QPJDMGCKMHUXFD-UHFFFAOYSA-N 0.000 claims description 6
125000004448 alkyl carbonyl group Chemical group 0.000 claims description 5
125000002541 furyl group Chemical group 0.000 claims description 5
125000004995 haloalkylthio group Chemical group 0.000 claims description 5
125000003226 pyrazolyl group Chemical group 0.000 claims description 5
125000001544 thienyl group Chemical group 0.000 claims description 5
125000004455 (C1-C3) alkylthio group Chemical group 0.000 claims description 4
125000004511 1,2,3-thiadiazolyl group Chemical group 0.000 claims description 4
125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 4
125000001188 haloalkyl group Chemical group 0.000 claims description 4
125000004441 haloalkylsulfonyl group Chemical group 0.000 claims description 4
125000005347 halocycloalkyl group Chemical group 0.000 claims description 4
125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 3
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 3
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 3
125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims description 3
125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 3
125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 3
125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 3
125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims description 2
125000004749 (C1-C6) haloalkylsulfinyl group Chemical group 0.000 claims description 2
125000004741 (C1-C6) haloalkylsulfonyl group Chemical group 0.000 claims description 2
125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims description 2
VHFBTKQOIBRGQP-UHFFFAOYSA-N fluoro nitrate Chemical compound [O-][N+](=O)OF VHFBTKQOIBRGQP-UHFFFAOYSA-N 0.000 claims description 2
125000000262 haloalkenyl group Chemical group 0.000 claims description 2
125000004440 haloalkylsulfinyl group Chemical group 0.000 claims description 2
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
125000001624 naphthyl group Chemical group 0.000 claims description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 4
125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 2
125000003282 alkyl amino group Chemical group 0.000 claims 2
125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims 1
125000001475 halogen functional group Chemical group 0.000 claims 1
239000000543 intermediate Substances 0.000 abstract description 8
230000008569 process Effects 0.000 abstract description 4
UOAMTSKGCBMZTC-UHFFFAOYSA-N dicofol Chemical compound C=1C=C(Cl)C=CC=1C(C(Cl)(Cl)Cl)(O)C1=CC=C(Cl)C=C1 UOAMTSKGCBMZTC-UHFFFAOYSA-N 0.000 abstract description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 48
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 44
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 23
238000002360 preparation method Methods 0.000 description 19
239000011541 reaction mixture Substances 0.000 description 19
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 18
150000002431 hydrogen Chemical group 0.000 description 17
HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 16
239000012074 organic phase Substances 0.000 description 14
241000196324 Embryophyta Species 0.000 description 13
150000001412 amines Chemical class 0.000 description 13
150000002148 esters Chemical class 0.000 description 13
239000007788 liquid Substances 0.000 description 13
239000000843 powder Substances 0.000 description 13
239000002904 solvent Substances 0.000 description 13
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
238000009472 formulation Methods 0.000 description 12
125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 11
239000008187 granular material Substances 0.000 description 11
239000000243 solution Substances 0.000 description 11
JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical compound ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 description 10
239000004480 active ingredient Substances 0.000 description 10
239000003795 chemical substances by application Substances 0.000 description 10
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 10
239000007787 solid Substances 0.000 description 10
238000005160 1H NMR spectroscopy Methods 0.000 description 9
125000004199 4-trifluoromethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C(F)(F)F 0.000 description 9
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
229920000742 Cotton Polymers 0.000 description 9
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
241000219146 Gossypium Species 0.000 description 9
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
239000008346 aqueous phase Substances 0.000 description 9
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 8
JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 8
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 8
240000008042 Zea mays Species 0.000 description 8
235000002017 Zea mays subsp mays Nutrition 0.000 description 8
239000002253 acid Substances 0.000 description 8
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 8
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 8
235000021391 short chain fatty acids Nutrition 0.000 description 8
229910052938 sodium sulfate Inorganic materials 0.000 description 8
235000011152 sodium sulphate Nutrition 0.000 description 8
241000254171 Curculionidae Species 0.000 description 7
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 7
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 7
235000019441 ethanol Nutrition 0.000 description 7
239000004009 herbicide Substances 0.000 description 7
239000004530 micro-emulsion Substances 0.000 description 7
239000011593 sulfur Substances 0.000 description 7
229910052717 sulfur Inorganic materials 0.000 description 7
239000004546 suspension concentrate Substances 0.000 description 7
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 6
239000002585 base Substances 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 6
239000003337 fertilizer Substances 0.000 description 6
235000009973 maize Nutrition 0.000 description 6
239000003921 oil Substances 0.000 description 6
239000012071 phase Substances 0.000 description 6
239000000080 wetting agent Substances 0.000 description 6
125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 description 5
241000255925 Diptera Species 0.000 description 5
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 5
241000500437 Plutella xylostella Species 0.000 description 5
125000003342 alkenyl group Chemical group 0.000 description 5
125000000304 alkynyl group Chemical group 0.000 description 5
125000003118 aryl group Chemical group 0.000 description 5
239000003153 chemical reaction reagent Substances 0.000 description 5
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239000004491 dispersible concentrate Substances 0.000 description 5
230000000694 effects Effects 0.000 description 5
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150000004820 halides Chemical class 0.000 description 5
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238000002156 mixing Methods 0.000 description 5
238000004305 normal phase HPLC Methods 0.000 description 5
235000019198 oils Nutrition 0.000 description 5
239000003960 organic solvent Substances 0.000 description 5
238000003359 percent control normalization Methods 0.000 description 5
239000000575 pesticide Substances 0.000 description 5
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239000012085 test solution Substances 0.000 description 5
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125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 description 4
125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 description 4
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 4
241000256118 Aedes aegypti Species 0.000 description 4
239000000654 additive Substances 0.000 description 4
TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 4
150000001732 carboxylic acid derivatives Chemical class 0.000 description 4
235000014113 dietary fatty acids Nutrition 0.000 description 4
239000002270 dispersing agent Substances 0.000 description 4
239000006185 dispersion Substances 0.000 description 4
238000001035 drying Methods 0.000 description 4
239000000194 fatty acid Substances 0.000 description 4
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235000019253 formic acid Nutrition 0.000 description 4
238000010353 genetic engineering Methods 0.000 description 4
125000005843 halogen group Chemical group 0.000 description 4
150000002576 ketones Chemical class 0.000 description 4
ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 description 4
CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 4
125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 description 4
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239000000047 product Substances 0.000 description 4
230000026267 regulation of growth Effects 0.000 description 4
239000000126 substance Substances 0.000 description 4
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 4
KQMIKDHAHTVLBQ-UHFFFAOYSA-N 2,6-dimethyl-4-(3,3,3-trifluoroprop-1-en-2-yl)aniline Chemical compound CC1=CC(C(=C)C(F)(F)F)=CC(C)=C1N KQMIKDHAHTVLBQ-UHFFFAOYSA-N 0.000 description 3
RTOUUPJMPMOWLJ-UHFFFAOYSA-N 3-[(2-methylbenzoyl)amino]benzoic acid Chemical compound CC1=CC=CC=C1C(=O)NC1=CC=CC(C(O)=O)=C1 RTOUUPJMPMOWLJ-UHFFFAOYSA-N 0.000 description 3
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IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
241000256244 Heliothis virescens Species 0.000 description 3
241000258937 Hemiptera Species 0.000 description 3
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
241000258916 Leptinotarsa decemlineata Species 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
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240000007594 Oryza sativa Species 0.000 description 3
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XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical class CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 3
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125000002619 bicyclic group Chemical group 0.000 description 3
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RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
150000004665 fatty acids Chemical class 0.000 description 3
XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 3
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238000000589 high-performance liquid chromatography-mass spectrometry Methods 0.000 description 3
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230000009191 jumping Effects 0.000 description 3
230000001418 larval effect Effects 0.000 description 3
CFHGBZLNZZVTAY-UHFFFAOYSA-N lawesson's reagent Chemical compound C1=CC(OC)=CC=C1P1(=S)SP(=S)(C=2C=CC(OC)=CC=2)S1 CFHGBZLNZZVTAY-UHFFFAOYSA-N 0.000 description 3
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 3
WYLDWRUBVRBCNQ-UHFFFAOYSA-N methyl 3-[(2-methylbenzoyl)amino]benzoate Chemical compound COC(=O)C1=CC=CC(NC(=O)C=2C(=CC=CC=2)C)=C1 WYLDWRUBVRBCNQ-UHFFFAOYSA-N 0.000 description 3
125000002950 monocyclic group Chemical group 0.000 description 3
ANEKVIXDWVWJLL-UHFFFAOYSA-N n-[2,6-dimethyl-4-(3,3,3-trifluoroprop-1-en-2-yl)phenyl]-3-nitrobenzamide Chemical compound CC1=CC(C(=C)C(F)(F)F)=CC(C)=C1NC(=O)C1=CC=CC([N+]([O-])=O)=C1 ANEKVIXDWVWJLL-UHFFFAOYSA-N 0.000 description 3
125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 3
CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 3
239000005648 plant growth regulator Substances 0.000 description 3
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
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YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
125000004149 thio group Chemical group *S* 0.000 description 3
238000012546 transfer Methods 0.000 description 3
235000015112 vegetable and seed oil Nutrition 0.000 description 3
239000008158 vegetable oil Substances 0.000 description 3
239000004562 water dispersible granule Substances 0.000 description 3
XUNYDVLIZWUPAW-UHFFFAOYSA-N (4-chlorophenyl) n-(4-methylphenyl)sulfonylcarbamate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC(=O)OC1=CC=C(Cl)C=C1 XUNYDVLIZWUPAW-UHFFFAOYSA-N 0.000 description 2
125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 description 2
125000004512 1,2,3-thiadiazol-4-yl group Chemical group S1N=NC(=C1)* 0.000 description 2
YIKWKLYQRFRGPM-UHFFFAOYSA-N 1-dodecylguanidine acetate Chemical compound CC(O)=O.CCCCCCCCCCCCN=C(N)N YIKWKLYQRFRGPM-UHFFFAOYSA-N 0.000 description 2
WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 2
125000006276 2-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C(*)C([H])=C1[H] 0.000 description 2
125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 description 2
125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 description 2
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