JP4060359B2 - フェニル酢酸誘導体、その製造法、同誘導体を含有する組成物、同誘導体を用いた有害動物または有害菌類の防除方法、その使用法、および中間体 - Google Patents

フェニル酢酸誘導体、その製造法、同誘導体を含有する組成物、同誘導体を用いた有害動物または有害菌類の防除方法、その使用法、および中間体 Download PDF

Info

Publication number: JP4060359B2
Authority: JP; Japan
Prior art keywords: formula; methyl; substituent; row; group described
Prior art date: 1995-10-23
Legal status (The legal status 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 status listed.): Expired - Fee Related

Application number

JP51624697A

Other languages

English (en)

Japanese (ja)

Other versions

JPH11513695A5 (2

JPH11513695A (ja

Inventor

グロテ，トーマス

バイァ，ヘルベルト

ミュラー，ルート

ザウター，フーベルト

キルストゲン，ラインハルト

ハリース，フォルカー

ロレンツ，ギーゼラ

アマーマン，エーバーハルト

シュトラトマン，ズィークフリート

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

BASF SE

Original Assignee

BASF SE

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.)

1995-10-23

Filing date

1996-10-11

Publication date

2008-03-12

1996-10-11 Application filed by BASF SE filed Critical BASF SE

1999-11-24 Publication of JPH11513695A publication Critical patent/JPH11513695A/ja

2004-10-07 Publication of JPH11513695A5 publication Critical patent/JPH11513695A5/ja

2008-03-12 Application granted granted Critical

2008-03-12 Publication of JP4060359B2 publication Critical patent/JP4060359B2/ja

2016-10-11 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims description 31
238000000034 method Methods 0.000 title claims description 19
241000233866 Fungi Species 0.000 title claims description 12
241001465754 Metazoa Species 0.000 title claims description 12
238000004519 manufacturing process Methods 0.000 title claims description 6
WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical class OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 title claims description 5
150000001875 compounds Chemical class 0.000 claims description 2071
125000001424 substituent group Chemical group 0.000 claims description 1003
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 973
-1 nitro, hydroxyl Chemical group 0.000 claims description 309
125000004093 cyano group Chemical group *C#N 0.000 claims description 29
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 29
125000001072 heteroaryl group Chemical group 0.000 claims description 26
125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims description 22
239000001257 hydrogen Substances 0.000 claims description 22
229910052739 hydrogen Inorganic materials 0.000 claims description 22
125000003118 aryl group Chemical group 0.000 claims description 21
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 17
229910052736 halogen Inorganic materials 0.000 claims description 16
150000002367 halogens Chemical class 0.000 claims description 16
229910052717 sulfur Inorganic materials 0.000 claims description 16
125000004104 aryloxy group Chemical group 0.000 claims description 15
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 15
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 15
229910052757 nitrogen Inorganic materials 0.000 claims description 14
125000004682 aminothiocarbonyl group Chemical group NC(=S)* 0.000 claims description 13
125000005553 heteroaryloxy group Chemical group 0.000 claims description 13
125000004737 (C1-C6) haloalkoxy 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
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 12
150000002431 hydrogen Chemical class 0.000 claims description 12
125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims description 11
125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims description 11
125000003320 C2-C6 alkenyloxy group Chemical group 0.000 claims description 11
125000005110 aryl thio group Chemical group 0.000 claims description 11
125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims description 10
125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 10
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 10
125000000623 heterocyclic group Chemical group 0.000 claims description 10
229910052760 oxygen Inorganic materials 0.000 claims description 10
239000001301 oxygen Substances 0.000 claims description 10
239000000463 material Substances 0.000 claims description 9
125000000217 alkyl group Chemical group 0.000 claims description 8
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
125000005368 heteroarylthio group Chemical group 0.000 claims description 8
150000003839 salts Chemical class 0.000 claims description 8
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
125000004122 cyclic group Chemical group 0.000 claims description 7
238000002360 preparation method Methods 0.000 claims description 7
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
125000005844 heterocyclyloxy group Chemical group 0.000 claims description 6
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 6
239000011593 sulfur Substances 0.000 claims description 6
241000244206 Nematoda Species 0.000 claims description 5
125000003710 aryl alkyl group Chemical group 0.000 claims description 5
125000005160 aryl oxy alkyl group Chemical group 0.000 claims description 5
125000004446 heteroarylalkyl group Chemical group 0.000 claims description 5
125000005326 heteroaryloxy alkyl group Chemical group 0.000 claims description 5
125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 4
125000005129 aryl carbonyl group Chemical group 0.000 claims description 4
125000004391 aryl sulfonyl group Chemical group 0.000 claims description 4
125000005223 heteroarylcarbonyl group Chemical group 0.000 claims description 4
125000005143 heteroarylsulfonyl group Chemical group 0.000 claims description 4
150000001412 amines Chemical class 0.000 claims description 3
150000002148 esters Chemical class 0.000 claims description 3
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
125000003107 substituted aryl group Chemical group 0.000 claims description 3
125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims description 2
241000238631 Hexapoda Species 0.000 claims description 2
AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 2
239000000654 additive Substances 0.000 claims description 2
125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 2
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 11
101150065749 Churc1 gene Proteins 0.000 claims 2
102100038239 Protein Churchill Human genes 0.000 claims 2
DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 claims 1
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 1
GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 1
241000239223 Arachnida Species 0.000 claims 1
125000006374 C2-C10 alkenyl group Chemical group 0.000 claims 1
125000005865 C2-C10alkynyl group Chemical group 0.000 claims 1
230000000996 additive effect Effects 0.000 claims 1
125000005090 alkenylcarbonyl group Chemical group 0.000 claims 1
125000004448 alkyl carbonyl group Chemical group 0.000 claims 1
125000005087 alkynylcarbonyl group Chemical group 0.000 claims 1
125000005678 ethenylene group Chemical group [H]C([*:1])=C([H])[*:2] 0.000 claims 1
125000001183 hydrocarbyl group Chemical group 0.000 claims 1
239000000460 chlorine Substances 0.000 description 111
239000013543 active substance Substances 0.000 description 26
125000004433 nitrogen atom Chemical group N* 0.000 description 25
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 24
241000196324 Embryophyta Species 0.000 description 17
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
125000001305 1,2,4-triazol-3-yl group Chemical group [H]N1N=C([*])N=C1[H] 0.000 description 14
125000000389 2-pyrrolyl group Chemical group [H]N1C([*])=C([H])C([H])=C1[H] 0.000 description 14
125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 description 13
125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 description 13
239000004480 active ingredient Substances 0.000 description 13
125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 description 13
125000004510 1,3,4-oxadiazol-5-yl group Chemical group O1C=NN=C1* 0.000 description 12
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 12
125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 description 12
125000004284 isoxazol-3-yl group Chemical group [H]C1=C([H])C(*)=NO1 0.000 description 12
125000004498 isoxazol-4-yl group Chemical group O1N=CC(=C1)* 0.000 description 12
239000003921 oil Substances 0.000 description 12
125000004287 oxazol-2-yl group Chemical group [H]C1=C([H])N=C(*)O1 0.000 description 12
125000004289 pyrazol-3-yl group Chemical group [H]N1N=C(*)C([H])=C1[H] 0.000 description 12
239000000243 solution Substances 0.000 description 12
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 description 11
125000004434 sulfur atom Chemical group 0.000 description 10
125000006163 5-membered heteroaryl group Chemical group 0.000 description 9
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
125000004432 carbon atom Chemical group C* 0.000 description 9
239000000047 product Substances 0.000 description 9
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 8
239000003995 emulsifying agent Substances 0.000 description 8
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 7
230000015572 biosynthetic process Effects 0.000 description 7
239000000417 fungicide Substances 0.000 description 7
125000004430 oxygen atom Chemical group O* 0.000 description 7
239000000843 powder Substances 0.000 description 7
238000003786 synthesis reaction Methods 0.000 description 7
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 6
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
241000209140 Triticum Species 0.000 description 6
235000021307 Triticum Nutrition 0.000 description 6
239000006185 dispersion Substances 0.000 description 6
230000000694 effects Effects 0.000 description 6
239000000839 emulsion Substances 0.000 description 6
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 5
241000219094 Vitaceae Species 0.000 description 5
125000000304 alkynyl group Chemical group 0.000 description 5
235000013339 cereals Nutrition 0.000 description 5
238000006243 chemical reaction Methods 0.000 description 5
235000021021 grapes Nutrition 0.000 description 5
239000012074 organic phase Substances 0.000 description 5
239000003960 organic solvent Substances 0.000 description 5
239000006072 paste Substances 0.000 description 5
229910052938 sodium sulfate Inorganic materials 0.000 description 5
235000011152 sodium sulphate Nutrition 0.000 description 5
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
241000894006 Bacteria Species 0.000 description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
241000257162 Lucilia <blowfly> Species 0.000 description 4
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
240000007594 Oryza sativa Species 0.000 description 4
235000007164 Oryza sativa Nutrition 0.000 description 4
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 4
241000607479 Yersinia pestis Species 0.000 description 4
230000000844 anti-bacterial effect Effects 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
239000000499 gel Substances 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
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 4
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
125000003367 polycyclic group Chemical group 0.000 description 4
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
235000009566 rice Nutrition 0.000 description 4
159000000000 sodium salts Chemical class 0.000 description 4
239000007787 solid Substances 0.000 description 4
239000002904 solvent Substances 0.000 description 4
241000894007 species Species 0.000 description 4
239000007921 spray Substances 0.000 description 4
238000005507 spraying Methods 0.000 description 4
239000000126 substance Substances 0.000 description 4
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 4
239000000725 suspension Substances 0.000 description 4
NFAOATPOYUWEHM-UHFFFAOYSA-N 2-(6-methylheptyl)phenol Chemical class CC(C)CCCCCC1=CC=CC=C1O NFAOATPOYUWEHM-UHFFFAOYSA-N 0.000 description 3
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 3
239000005995 Aluminium silicate Substances 0.000 description 3
241000580299 Atta texana Species 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 3
241000221785 Erysiphales Species 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
241001142635 Lema Species 0.000 description 3
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
241001281803 Plasmopara viticola Species 0.000 description 3
241000193943 Pratylenchus Species 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
235000012211 aluminium silicate Nutrition 0.000 description 3
239000002585 base Substances 0.000 description 3
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
229910052794 bromium Inorganic materials 0.000 description 3
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
229910052801 chlorine Inorganic materials 0.000 description 3
239000004927 clay Substances 0.000 description 3
201000010099 disease Diseases 0.000 description 3
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 3
239000002270 dispersing agent Substances 0.000 description 3
238000009472 formulation Methods 0.000 description 3
238000000227 grinding Methods 0.000 description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
239000002917 insecticide Substances 0.000 description 3
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 3
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 3
150000002576 ketones Chemical class 0.000 description 3
239000007788 liquid Substances 0.000 description 3
125000002950 monocyclic group Chemical group 0.000 description 3
UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 3
150000002790 naphthalenes Chemical class 0.000 description 3
229920000151 polyglycol Polymers 0.000 description 3
239000010695 polyglycol Substances 0.000 description 3
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
239000002689 soil Substances 0.000 description 3
239000002699 waste material Substances 0.000 description 3
239000008096 xylene Substances 0.000 description 3
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
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
QSZOMCLHJKGKED-UHFFFAOYSA-N 2-carbamothioylsulfanylpropyl carbamodithioate Chemical compound NC(=S)SC(C)CSC(N)=S QSZOMCLHJKGKED-UHFFFAOYSA-N 0.000 description 2
125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 2
FOGYNLXERPKEGN-UHFFFAOYSA-N 3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid Chemical compound COC1=CC=CC(CC(CS(O)(=O)=O)OC=2C(=CC(CCCS(O)(=O)=O)=CC=2)OC)=C1O FOGYNLXERPKEGN-UHFFFAOYSA-N 0.000 description 2
125000001397 3-pyrrolyl group Chemical group [H]N1C([H])=C([*])C([H])=C1[H] 0.000 description 2
241000238876 Acari Species 0.000 description 2
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
241000256186 Anopheles <genus> Species 0.000 description 2
241001480061 Blumeria graminis Species 0.000 description 2
JQJPBYFTQAANLE-UHFFFAOYSA-N Butyl nitrite Chemical compound CCCCON=O JQJPBYFTQAANLE-UHFFFAOYSA-N 0.000 description 2
QFRXRQJZRSSGQO-UHFFFAOYSA-N Cc(cc1O2)ccc1OC2(F)F Chemical compound Cc(cc1O2)ccc1OC2(F)F QFRXRQJZRSSGQO-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
241000191839 Chrysomya Species 0.000 description 2
229920000742 Cotton Polymers 0.000 description 2
240000008067 Cucumis sativus Species 0.000 description 2
235000009849 Cucumis sativus Nutrition 0.000 description 2
241000489975 Diabrotica Species 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
240000005979 Hordeum vulgare Species 0.000 description 2
235000007340 Hordeum vulgare Nutrition 0.000 description 2
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
241000238681 Ixodes Species 0.000 description 2
241000193982 Loxostege Species 0.000 description 2
241001414826 Lygus Species 0.000 description 2
241001314285 Lymantria monacha Species 0.000 description 2
241001330975 Magnaporthe oryzae Species 0.000 description 2
241001478965 Melanoplus femurrubrum Species 0.000 description 2
241001511600 Meranoplus Species 0.000 description 2
AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 2
241000238675 Periplaneta americana Species 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
241001481703 Rhipicephalus <genus> Species 0.000 description 2
240000000111 Saccharum officinarum Species 0.000 description 2
235000007201 Saccharum officinarum Nutrition 0.000 description 2
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
241000256248 Spodoptera Species 0.000 description 2
241000256250 Spodoptera littoralis Species 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
241001454293 Tetranychus urticae Species 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
230000002378 acidificating effect Effects 0.000 description 2
239000000853 adhesive Substances 0.000 description 2
230000001070 adhesive effect Effects 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
229910052784 alkaline earth metal Inorganic materials 0.000 description 2
125000003342 alkenyl group Chemical group 0.000 description 2
150000008055 alkyl aryl sulfonates Chemical class 0.000 description 2
150000008052 alkyl sulfonates Chemical class 0.000 description 2
229910021529 ammonia Inorganic materials 0.000 description 2
150000001491 aromatic compounds Chemical class 0.000 description 2
239000003899 bactericide agent Substances 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
HJMZMZRCABDKKV-UHFFFAOYSA-N carbonocyanidic acid Chemical compound OC(=O)C#N HJMZMZRCABDKKV-UHFFFAOYSA-N 0.000 description 2
150000001728 carbonyl compounds Chemical class 0.000 description 2
239000012876 carrier material Substances 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
239000012141 concentrate Substances 0.000 description 2
239000007859 condensation product Substances 0.000 description 2
238000007796 conventional method Methods 0.000 description 2
239000000428 dust Substances 0.000 description 2
239000003337 fertilizer Substances 0.000 description 2
235000013312 flour Nutrition 0.000 description 2
230000000855 fungicidal effect Effects 0.000 description 2
150000004820 halides Chemical class 0.000 description 2
125000005843 halogen group Chemical group 0.000 description 2
239000004009 herbicide Substances 0.000 description 2
125000004468 heterocyclylthio group Chemical group 0.000 description 2
150000002430 hydrocarbons Chemical group 0.000 description 2
239000000543 intermediate Substances 0.000 description 2
HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
229920000609 methyl cellulose Polymers 0.000 description 2
239000001923 methylcellulose Substances 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
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 2
FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
MVDYEFQVZNBPPH-UHFFFAOYSA-N pentane-2,3,4-trione Chemical compound CC(=O)C(=O)C(C)=O MVDYEFQVZNBPPH-UHFFFAOYSA-N 0.000 description 2
239000000546 pharmaceutical excipient Substances 0.000 description 2
229910000027 potassium carbonate Inorganic materials 0.000 description 2
XSCHRSMBECNVNS-UHFFFAOYSA-N quinoxaline Chemical compound N1=CC=NC2=CC=CC=C21 XSCHRSMBECNVNS-UHFFFAOYSA-N 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
239000011435 rock Substances 0.000 description 2
229920006395 saturated elastomer Polymers 0.000 description 2
239000000741 silica gel Substances 0.000 description 2
229910002027 silica gel Inorganic materials 0.000 description 2
239000012312 sodium hydride Substances 0.000 description 2
229910000104 sodium hydride Inorganic materials 0.000 description 2
125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 2
239000000454 talc Substances 0.000 description 2
229910052623 talc Inorganic materials 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
125000001113 thiadiazolyl group Chemical group 0.000 description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
125000001425 triazolyl group Chemical group 0.000 description 2
ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 2
235000013311 vegetables Nutrition 0.000 description 2
239000000080 wetting agent Substances 0.000 description 2
239000002023 wood Substances 0.000 description 2
238000010626 work up procedure Methods 0.000 description 2
239000011701 zinc Substances 0.000 description 2
229910052725 zinc Inorganic materials 0.000 description 2
150000004799 α-ketoamides Chemical class 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
WHOZNOZYMBRCBL-OUKQBFOZSA-N (2E)-2-Tetradecenal Chemical compound CCCCCCCCCCC\C=C\C=O WHOZNOZYMBRCBL-OUKQBFOZSA-N 0.000 description 1
RYAUSSKQMZRMAI-ALOPSCKCSA-N (2S,6R)-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine Chemical compound C=1C=C(C(C)(C)C)C=CC=1CC(C)CN1C[C@H](C)O[C@H](C)C1 RYAUSSKQMZRMAI-ALOPSCKCSA-N 0.000 description 1
ZVJBPHMCBRHVEV-GQCTYLIASA-N (2e)-2-hydroxyiminopentan-3-one Chemical compound CCC(=O)C(\C)=N\O ZVJBPHMCBRHVEV-GQCTYLIASA-N 0.000 description 1
125000006059 1,1-dimethyl-2-butenyl group Chemical group 0.000 description 1
125000006060 1,1-dimethyl-3-butenyl group Chemical group 0.000 description 1
125000005919 1,2,2-trimethylpropyl group Chemical group 0.000 description 1
125000001766 1,2,4-oxadiazol-3-yl group Chemical group [H]C1=NC(*)=NO1 0.000 description 1
125000004505 1,2,4-oxadiazol-5-yl group Chemical group O1N=CN=C1* 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
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
125000004509 1,3,4-oxadiazol-2-yl group Chemical group O1C(=NN=C1)* 0.000 description 1
125000004521 1,3,4-thiadiazol-2-yl group Chemical group S1C(=NN=C1)* 0.000 description 1
125000004317 1,3,5-triazin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=N1 0.000 description 1
TUBQDCKAWGHZPF-UHFFFAOYSA-N 1,3-benzothiazol-2-ylsulfanylmethyl thiocyanate Chemical compound C1=CC=C2SC(SCSC#N)=NC2=C1 TUBQDCKAWGHZPF-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
HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 description 1
WURBVZBTWMNKQT-UHFFFAOYSA-N 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one Chemical compound C1=NC=NN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 WURBVZBTWMNKQT-UHFFFAOYSA-N 0.000 description 1
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
DPGXTUOZQHBZRC-UHFFFAOYSA-N 1-[2-[2-(2,4-dichlorophenyl)-4-ethyl-1,3-dioxolan-2-yl]ethyl]-1,2,4-triazole Chemical compound O1C(CC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CCN1N=CN=C1 DPGXTUOZQHBZRC-UHFFFAOYSA-N 0.000 description 1
FBGKAFRWBNEYTR-UHFFFAOYSA-N 1-[2-[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]ethyl]-1,2,4-triazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CCN1N=CN=C1 FBGKAFRWBNEYTR-UHFFFAOYSA-N 0.000 description 1
MGNFYQILYYYUBS-UHFFFAOYSA-N 1-[3-(4-tert-butylphenyl)-2-methylpropyl]piperidine Chemical compound C=1C=C(C(C)(C)C)C=CC=1CC(C)CN1CCCCC1 MGNFYQILYYYUBS-UHFFFAOYSA-N 0.000 description 1
125000004973 1-butenyl group Chemical group C(=CCC)* 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
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
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
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
125000006048 1-methyl-2-pentenyl 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
125000006023 1-pentenyl group Chemical group 0.000 description 1
125000006017 1-propenyl group Chemical group 0.000 description 1
XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-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
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
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
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
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
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
VDMFVAPMXVAWLR-UHFFFAOYSA-N 2-[[2-[[3,4-bis(methoxyimino)pentan-2-ylideneamino]oxymethyl]phenyl]methoxyimino]-n-methylacetamide Chemical compound CNC(=O)C=NOCC1=CC=CC=C1CON=C(C)C(=NOC)C(C)=NOC VDMFVAPMXVAWLR-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
YAUCKEPYKXHCFF-UHFFFAOYSA-N 2-carbamothioylsulfanylethyl carbamodithioate;manganese Chemical compound [Mn].NC(=S)SCCSC(N)=S YAUCKEPYKXHCFF-UHFFFAOYSA-N 0.000 description 1
JMZRZEXRYJUHEB-UHFFFAOYSA-N 2-carbamothioylsulfanylethyl carbamodithioate;zinc Chemical compound [Zn].NC(=S)SCCSC(N)=S JMZRZEXRYJUHEB-UHFFFAOYSA-N 0.000 description 1
125000004780 2-chloro-2,2-difluoroethyl group Chemical group [H]C([H])(*)C(F)(F)Cl 0.000 description 1
125000004779 2-chloro-2-fluoroethyl group Chemical group [H]C([H])(*)C([H])(F)Cl 0.000 description 1
OWDLFBLNMPCXSD-UHFFFAOYSA-N 2-chloro-N-(2,6-dimethylphenyl)-N-(2-oxotetrahydrofuran-3-yl)acetamide Chemical compound CC1=CC=CC(C)=C1N(C(=O)CCl)C1C(=O)OCC1 OWDLFBLNMPCXSD-UHFFFAOYSA-N 0.000 description 1
WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 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
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
125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 1
125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 description 1
125000006040 2-hexenyl group Chemical group 0.000 description 1
FKQZCEPTQFPURM-UHFFFAOYSA-N 2-hydroxyimino-4-methoxyiminopentan-3-one Chemical compound CON=C(C)C(=O)C(C)=NO FKQZCEPTQFPURM-UHFFFAOYSA-N 0.000 description 1
CFMZSMGAMPBRBE-UHFFFAOYSA-N 2-hydroxyisoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(O)C(=O)C2=C1 CFMZSMGAMPBRBE-UHFFFAOYSA-N 0.000 description 1
MIHIJWOEDDPOLG-UHFFFAOYSA-N 2-methoxyiminoacetic acid Chemical compound CON=CC(O)=O MIHIJWOEDDPOLG-UHFFFAOYSA-N 0.000 description 1
PLVPHPBUUXBLRX-UHFFFAOYSA-N 2-methoxyiminopentan-3-one Chemical compound CCC(=O)C(C)=NOC PLVPHPBUUXBLRX-UHFFFAOYSA-N 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
125000006024 2-pentenyl group Chemical group 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
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
MUVPTYCYFMJMFU-UHFFFAOYSA-N 3-(1h-imidazol-2-yl)-1-propyl-1-[2-(2,4,6-trichlorophenoxy)ethyl]urea Chemical compound N=1C=CNC=1NC(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl MUVPTYCYFMJMFU-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
125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 description 1
125000006041 3-hexenyl group Chemical group 0.000 description 1
125000006046 3-methyl-1-pentenyl group Chemical group 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
125000004575 3-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
WEQPBCSPRXFQQS-UHFFFAOYSA-N 4,5-dihydro-1,2-oxazole Chemical compound C1CC=NO1 WEQPBCSPRXFQQS-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
OOTHTARUZHONSW-UHFFFAOYSA-N 4-[(2-chlorophenyl)hydrazinylidene]-3-methyl-1,2-oxazol-5-one Chemical compound CC1=NOC(=O)C1=NNC1=CC=CC=C1Cl OOTHTARUZHONSW-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
KDDQRKBRJSGMQE-UHFFFAOYSA-N 4-thiazolyl Chemical group [C]1=CSC=N1 KDDQRKBRJSGMQE-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
CWDWFSXUQODZGW-UHFFFAOYSA-N 5-thiazolyl Chemical group [C]1=CN=CS1 CWDWFSXUQODZGW-UHFFFAOYSA-N 0.000 description 1
239000005725 8-Hydroxyquinoline Substances 0.000 description 1
241000238818 Acheta domesticus Species 0.000 description 1
241001014341 Acrosternum hilare Species 0.000 description 1
241000253988 Acyrthosiphon Species 0.000 description 1
241000256118 Aedes aegypti Species 0.000 description 1
241000256176 Aedes vexans Species 0.000 description 1
241001470785 Agrilus sinuatus Species 0.000 description 1
241001136265 Agriotes Species 0.000 description 1
241001136249 Agriotes lineatus Species 0.000 description 1
241000566547 Agrotis ipsilon Species 0.000 description 1
241000218475 Agrotis segetum Species 0.000 description 1
241001652650 Agrotis subterranea Species 0.000 description 1
241000449794 Alabama argillacea Species 0.000 description 1
241000223600 Alternaria Species 0.000 description 1
241000238682 Amblyomma americanum Species 0.000 description 1
241001480834 Amblyomma variegatum Species 0.000 description 1
239000004254 Ammonium phosphate Substances 0.000 description 1
241001136525 Anastrepha ludens Species 0.000 description 1
241001600407 Aphis <genus> Species 0.000 description 1
241000569145 Aphis nasturtii Species 0.000 description 1
241000496365 Aphis sambuci Species 0.000 description 1
244000105624 Arachis hypogaea Species 0.000 description 1
241001480748 Argas Species 0.000 description 1
241000235349 Ascomycota 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
241001166626 Aulacorthum solani Species 0.000 description 1
241001367053 Autographa gamma Species 0.000 description 1
235000007319 Avena orientalis Nutrition 0.000 description 1
244000075850 Avena orientalis Species 0.000 description 1
241000221198 Basidiomycota Species 0.000 description 1
241000580218 Belonolaimus longicaudatus Species 0.000 description 1
239000005711 Benzoic acid Substances 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
241000238659 Blatta Species 0.000 description 1
241000238662 Blatta orientalis Species 0.000 description 1
241001629132 Blissus leucopterus Species 0.000 description 1
241000123650 Botrytis cinerea Species 0.000 description 1
241000273318 Brachycaudus cardui Species 0.000 description 1
241001444260 Brassicogethes aeneus Species 0.000 description 1
241000982106 Brevicoryne Species 0.000 description 1
241001643374 Brevipalpus Species 0.000 description 1
241000488564 Bryobia Species 0.000 description 1
0 C*#CCN=C(*)C(C(*)=N)=O Chemical compound C*#CCN=C(*)C(C(*)=N)=O 0.000 description 1
241001124201 Cerotoma trifurcata 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
241000255942 Choristoneura fumiferana Species 0.000 description 1
241001525905 Choristoneura murinana Species 0.000 description 1
241001124564 Choristoneura occidentalis Species 0.000 description 1
241001367803 Chrysodeixis includens Species 0.000 description 1
241000983417 Chrysomya bezziana Species 0.000 description 1
241000207199 Citrus Species 0.000 description 1
235000008733 Citrus aurantifolia Nutrition 0.000 description 1
240000007154 Coffea arabica Species 0.000 description 1
241000254173 Coleoptera Species 0.000 description 1
FKLJPTJMIBLJAV-UHFFFAOYSA-N Compound IV Chemical compound O1N=C(C)C=C1CCCCCCCOC1=CC=C(C=2OCCN=2)C=C1 FKLJPTJMIBLJAV-UHFFFAOYSA-N 0.000 description 1
241001663470 Contarinia <gall midge> Species 0.000 description 1
241000195493 Cryptophyta Species 0.000 description 1
241000219104 Cucurbitaceae Species 0.000 description 1
241000256059 Culex pipiens Species 0.000 description 1
241000984642 Cura Species 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
241000157278 Dacus <genus> Species 0.000 description 1
241000969022 Dasineura Species 0.000 description 1
241000119571 Dermacentor silvarum 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
241000255925 Diptera Species 0.000 description 1
241000408655 Dispar Species 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
241000399948 Ditylenchus destructor Species 0.000 description 1
241001080889 Dociostaurus maroccanus Species 0.000 description 1
241001274796 Dreyfusia Species 0.000 description 1
241001274798 Dreyfusia piceae Species 0.000 description 1
241001425477 Dysdercus Species 0.000 description 1
241000353522 Earias insulana Species 0.000 description 1
241000400698 Elasmopalpus lignosellus Species 0.000 description 1
241000995027 Empoasca fabae Species 0.000 description 1
241000488563 Eotetranychus carpini Species 0.000 description 1
241000462639 Epilachna varivestis Species 0.000 description 1
241000303278 Epitrix Species 0.000 description 1
241000221787 Erysiphe Species 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
241000060469 Eupoecilia ambiguella Species 0.000 description 1
240000008620 Fagopyrum esculentum Species 0.000 description 1
235000009419 Fagopyrum esculentum Nutrition 0.000 description 1
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
240000009088 Fragaria x ananassa Species 0.000 description 1
241000654868 Frankliniella fusca Species 0.000 description 1
241000927584 Frankliniella occidentalis Species 0.000 description 1
QTDRLOKFLJJHTG-UHFFFAOYSA-N Furmecyclox Chemical compound C1=C(C)OC(C)=C1C(=O)N(OC)C1CCCCC1 QTDRLOKFLJJHTG-UHFFFAOYSA-N 0.000 description 1
241000223218 Fusarium Species 0.000 description 1
241000255890 Galleria Species 0.000 description 1
241000255896 Galleria mellonella Species 0.000 description 1
241001442497 Globodera rostochiensis Species 0.000 description 1
244000068988 Glycine max 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
241000219146 Gossypium Species 0.000 description 1
241001232715 Granaria Species 0.000 description 1
241000923682 Grapholita funebrana Species 0.000 description 1
241001441330 Grapholita molesta Species 0.000 description 1
241001243091 Gryllotalpa Species 0.000 description 1
241001147381 Helicoverpa armigera Species 0.000 description 1
241000255967 Helicoverpa zea Species 0.000 description 1
241001480224 Heterodera Species 0.000 description 1
241001481225 Heterodera avenae Species 0.000 description 1
241000498254 Heterodera glycines Species 0.000 description 1
241001466007 Heteroptera Species 0.000 description 1
241000291732 Hoplocampa testudinea Species 0.000 description 1
241001251778 Hyalomma truncatum Species 0.000 description 1
241001153231 Hylobius abietis Species 0.000 description 1
241000257303 Hymenoptera Species 0.000 description 1
241001508558 Hypera Species 0.000 description 1
241001531327 Hyphantria cunea Species 0.000 description 1
241000257176 Hypoderma <fly> Species 0.000 description 1
241000705123 Iaria Species 0.000 description 1
241000256602 Isoptera Species 0.000 description 1
241001480843 Ixodes ricinus Species 0.000 description 1
241000472347 Ixodes rubicundus Species 0.000 description 1
241001640023 Janusia Species 0.000 description 1
241001300668 Jatropha integerrima Species 0.000 description 1
240000007049 Juglans regia Species 0.000 description 1
235000009496 Juglans regia Nutrition 0.000 description 1
241000400431 Keiferia lycopersicella Species 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
241000255777 Lepidoptera Species 0.000 description 1
241001198950 Leptosphaerulina trifolii Species 0.000 description 1
241000828880 Leucoptera <angiosperm> Species 0.000 description 1
241001578972 Leucoptera malifoliella Species 0.000 description 1
235000019738 Limestone Nutrition 0.000 description 1
241000673175 Limonius californicus Species 0.000 description 1
241000594031 Liriomyza sativae Species 0.000 description 1
241001520143 Liriomyza trifolii Species 0.000 description 1
241001261102 Lobesia Species 0.000 description 1
241001220357 Longidorus elongatus Species 0.000 description 1
241000229407 Lucifer Species 0.000 description 1
241000257166 Lucilia cuprina Species 0.000 description 1
241000736227 Lucilia sericata Species 0.000 description 1
235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
241000721714 Macrosiphum euphorbiae Species 0.000 description 1
241001422926 Mayetiola hordei Species 0.000 description 1
MZNCVTCEYXDDIS-UHFFFAOYSA-N Mebenil Chemical compound CC1=CC=CC=C1C(=O)NC1=CC=CC=C1 MZNCVTCEYXDDIS-UHFFFAOYSA-N 0.000 description 1
241000171293 Megoura viciae Species 0.000 description 1
241001415013 Melanoplus Species 0.000 description 1
241000922538 Melanoplus sanguinipes Species 0.000 description 1
241001051646 Melanoplus spretus Species 0.000 description 1
241001292418 Melanops Species 0.000 description 1
241001394950 Melanotus communis (Gyllenhal, 1817) Species 0.000 description 1
241000766511 Meligethes Species 0.000 description 1
241001143352 Meloidogyne Species 0.000 description 1
241000479956 Meronera Species 0.000 description 1
241000180212 Metopolophium Species 0.000 description 1
241000555285 Monomorium Species 0.000 description 1
241000257159 Musca domestica Species 0.000 description 1
FTCOKXNKPOUEFH-UHFFFAOYSA-N Myclozolin Chemical compound O=C1C(COC)(C)OC(=O)N1C1=CC(Cl)=CC(Cl)=C1 FTCOKXNKPOUEFH-UHFFFAOYSA-N 0.000 description 1
241000498271 Necator Species 0.000 description 1
241001671709 Nezara viridula Species 0.000 description 1
241001556090 Nilaparvata Species 0.000 description 1
SYNHCENRCUAUNM-UHFFFAOYSA-N Nitrogen mustard N-oxide hydrochloride Chemical compound Cl.ClCC[N+]([O-])(C)CCCl SYNHCENRCUAUNM-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
IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
241001668536 Oculimacula yallundae Species 0.000 description 1
241000219830 Onobrychis Species 0.000 description 1
241001465800 Orgyia Species 0.000 description 1
241000238887 Ornithodoros Species 0.000 description 1
241000238814 Orthoptera Species 0.000 description 1
241000975417 Oscinella frit Species 0.000 description 1
241001147397 Ostrinia Species 0.000 description 1
241000486437 Panolis 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
241000721451 Pectinophora gossypiella Species 0.000 description 1
241000562493 Pegomya Species 0.000 description 1
241001253325 Perkinsiella Species 0.000 description 1
241001227717 Phyllopertha horticola Species 0.000 description 1
241001640279 Phyllophaga Species 0.000 description 1
241000517946 Phyllotreta nemorum Species 0.000 description 1
241000437063 Phyllotreta striolata Species 0.000 description 1
241000233622 Phytophthora infestans Species 0.000 description 1
241000690748 Piesma Species 0.000 description 1
238000003482 Pinner synthesis reaction Methods 0.000 description 1
241000233626 Plasmopara Species 0.000 description 1
229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
241000952063 Polyphagotarsonemus latus Species 0.000 description 1
239000004721 Polyphenylene oxide Substances 0.000 description 1
241000254101 Popillia japonica Species 0.000 description 1
241000710336 Pratylenchus goodeyi Species 0.000 description 1
241000193960 Pratylenchus minyus Species 0.000 description 1
235000005805 Prunus cerasus Nutrition 0.000 description 1
241001649230 Psoroptes ovis Species 0.000 description 1
241000526145 Psylla Species 0.000 description 1
241000201375 Radopholus similis Species 0.000 description 1
241001509970 Reticulitermes <genus> Species 0.000 description 1
241001481704 Rhipicephalus appendiculatus Species 0.000 description 1
241000864202 Rhipicephalus evertsi Species 0.000 description 1
241001361634 Rhizoctonia Species 0.000 description 1
241000710331 Rotylenchus robustus Species 0.000 description 1
LABWIHLJHJPYTM-UHFFFAOYSA-N S.NC(S)=S.NC(S)=S Chemical compound S.NC(S)=S.NC(S)=S LABWIHLJHJPYTM-UHFFFAOYSA-N 0.000 description 1
241000254026 Schistocerca Species 0.000 description 1
241000254030 Schistocerca americana Species 0.000 description 1
241000722027 Schizaphis graminum Species 0.000 description 1
241000555745 Sciuridae Species 0.000 description 1
241000209056 Secale Species 0.000 description 1
235000007238 Secale cereale Nutrition 0.000 description 1
241000180219 Sitobion avenae Species 0.000 description 1
241001168723 Sitona lineatus Species 0.000 description 1
241000254181 Sitophilus Species 0.000 description 1
241000753143 Sitotroga 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
241000277984 Sparganothis pilleriana Species 0.000 description 1
241000579741 Sphaerotheca <fungi> Species 0.000 description 1
241000256251 Spodoptera frugiperda Species 0.000 description 1
241000985245 Spodoptera litura Species 0.000 description 1
241001454294 Tetranychus 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
241001231950 Thaumetopoea pityocampa Species 0.000 description 1
235000011941 Tilia x europaea Nutrition 0.000 description 1
241001240492 Tipula oleracea Species 0.000 description 1
241000511627 Tipula paludosa Species 0.000 description 1
241001238451 Tortrix viridana Species 0.000 description 1
241000018137 Trialeurodes vaporariorum Species 0.000 description 1
BABJTMNVJXLAEX-UHFFFAOYSA-N Triamiphos Chemical compound N1=C(N)N(P(=O)(N(C)C)N(C)C)N=C1C1=CC=CC=C1 BABJTMNVJXLAEX-UHFFFAOYSA-N 0.000 description 1
241001220305 Trichodorus primitivus Species 0.000 description 1
241000255993 Trichoplusia ni Species 0.000 description 1
241000317942 Venturia <ichneumonid wasp> Species 0.000 description 1
241000082085 Verticillium <Phyllachorales> Species 0.000 description 1
241001274787 Viteus Species 0.000 description 1
235000009754 Vitis X bourquina Nutrition 0.000 description 1
235000012333 Vitis X labruscana Nutrition 0.000 description 1
240000006365 Vitis vinifera Species 0.000 description 1
235000014787 Vitis vinifera Nutrition 0.000 description 1
241001466330 Yponomeuta malinellus 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
KPCZJLGGXRGYIE-UHFFFAOYSA-N [C]1=CC=CN=C1 Chemical group [C]1=CC=CN=C1 KPCZJLGGXRGYIE-UHFFFAOYSA-N 0.000 description 1
QNAYBMKLOCPYGJ-UHFFFAOYSA-M alaninate Chemical compound CC(N)C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-M 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000003302 alkenyloxy group Chemical group 0.000 description 1
125000004457 alkyl amino carbonyl group Chemical group 0.000 description 1
125000002877 alkyl aryl group Chemical group 0.000 description 1
150000005215 alkyl ethers 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
125000004414 alkyl thio group Chemical group 0.000 description 1
230000029936 alkylation Effects 0.000 description 1
238000005804 alkylation reaction Methods 0.000 description 1
HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 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
BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
229910052921 ammonium sulfate Inorganic materials 0.000 description 1
235000011130 ammonium sulphate Nutrition 0.000 description 1
IMHBYKMAHXWHRP-UHFFFAOYSA-N anilazine Chemical compound ClC1=CC=CC=C1NC1=NC(Cl)=NC(Cl)=N1 IMHBYKMAHXWHRP-UHFFFAOYSA-N 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
150000001450 anions Chemical class 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 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
RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
NBNTWDUNCHRWMT-UHFFFAOYSA-N bis(4-chlorophenyl)-pyridin-3-ylmethanol Chemical compound C=1C=C(Cl)C=CC=1C(C=1C=NC=CC=1)(O)C1=CC=C(Cl)C=C1 NBNTWDUNCHRWMT-UHFFFAOYSA-N 0.000 description 1
238000009835 boiling Methods 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
159000000007 calcium salts Chemical class 0.000 description 1
OKYDTGSQPZBYTF-UHFFFAOYSA-J calcium;magnesium;disulfate Chemical compound [Mg+2].[Ca+2].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O OKYDTGSQPZBYTF-UHFFFAOYSA-J 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
CSNJTIWCTNEOSW-UHFFFAOYSA-N carbamothioylsulfanyl carbamodithioate Chemical compound NC(=S)SSC(N)=S CSNJTIWCTNEOSW-UHFFFAOYSA-N 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
239000003153 chemical reaction reagent Substances 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
238000004587 chromatography analysis Methods 0.000 description 1
235000020971 citrus fruits Nutrition 0.000 description 1
239000011280 coal tar Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
235000016213 coffee Nutrition 0.000 description 1
235000013353 coffee beverage Nutrition 0.000 description 1
150000001879 copper Chemical class 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
239000006184 cosolvent Substances 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
125000000392 cycloalkenyl group Chemical group 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
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 1
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
238000000354 decomposition reaction 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
239000002283 diesel fuel Substances 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution 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
239000012990 dithiocarbamate Substances 0.000 description 1
LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
JMXKCYUTURMERF-UHFFFAOYSA-N dodemorph Chemical compound C1C(C)OC(C)CN1C1CCCCCCCCCCC1 JMXKCYUTURMERF-UHFFFAOYSA-N 0.000 description 1
239000010459 dolomite Substances 0.000 description 1
229910000514 dolomite Inorganic materials 0.000 description 1
239000002552 dosage form Substances 0.000 description 1
239000003814 drug Substances 0.000 description 1
238000010410 dusting Methods 0.000 description 1
235000013399 edible fruits Nutrition 0.000 description 1
125000006260 ethylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])C([H])([H])[H] 0.000 description 1
LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
239000004744 fabric Substances 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
150000002191 fatty alcohols Chemical class 0.000 description 1
239000000835 fiber Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
229910052731 fluorine Inorganic materials 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
235000012055 fruits and vegetables Nutrition 0.000 description 1
UYJUZNLFJAWNEZ-UHFFFAOYSA-N fuberidazole Chemical compound C1=COC(C=2NC3=CC=CC=C3N=2)=C1 UYJUZNLFJAWNEZ-UHFFFAOYSA-N 0.000 description 1
125000002541 furyl group Chemical group 0.000 description 1
239000003966 growth inhibitor Substances 0.000 description 1
125000005241 heteroarylamino group Chemical group 0.000 description 1
125000005842 heteroatom Chemical group 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
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 1
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
229910000041 hydrogen chloride Inorganic materials 0.000 description 1
230000003301 hydrolyzing effect Effects 0.000 description 1
XNXVOSBNFZWHBV-UHFFFAOYSA-N hydron;o-methylhydroxylamine;chloride Chemical compound Cl.CON XNXVOSBNFZWHBV-UHFFFAOYSA-N 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
239000005457 ice water Substances 0.000 description 1
238000005470 impregnation Methods 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
ONUFESLQCSAYKA-UHFFFAOYSA-N iprodione Chemical compound O=C1N(C(=O)NC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 ONUFESLQCSAYKA-UHFFFAOYSA-N 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 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
125000001786 isothiazolyl group Chemical group 0.000 description 1
125000000842 isoxazolyl group Chemical group 0.000 description 1
150000002596 lactones Chemical class 0.000 description 1
235000021374 legumes Nutrition 0.000 description 1
229920005610 lignin Polymers 0.000 description 1
239000004571 lime Substances 0.000 description 1
239000006028 limestone Substances 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
WJZHMLNIAZSFDO-UHFFFAOYSA-N manganese zinc Chemical compound [Mn].[Zn] WJZHMLNIAZSFDO-UHFFFAOYSA-N 0.000 description 1
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
CJPQIRJHIZUAQP-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(phenylacetyl)alaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-UHFFFAOYSA-N 0.000 description 1
239000011707 mineral Substances 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
239000003595 mist Substances 0.000 description 1
125000004312 morpholin-2-yl group Chemical group [H]N1C([H])([H])C([H])([H])OC([H])(*)C1([H])[H] 0.000 description 1
125000004572 morpholin-3-yl group Chemical group N1C(COCC1)* 0.000 description 1
AZHYTXUTACODCW-UHFFFAOYSA-L n,n-dimethylcarbamodithioate;iron(2+) Chemical compound [Fe+2].CN(C)C([S-])=S.CN(C)C([S-])=S AZHYTXUTACODCW-UHFFFAOYSA-L 0.000 description 1
FTSDMYVLFMEZJS-UHFFFAOYSA-N n-(2,2,2-trichloroethyl)formamide Chemical compound ClC(Cl)(Cl)CNC=O FTSDMYVLFMEZJS-UHFFFAOYSA-N 0.000 description 1
SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
LVCDXCQFSONNDO-UHFFFAOYSA-N n-benzylhydroxylamine Chemical compound ONCC1=CC=CC=C1 LVCDXCQFSONNDO-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
125000001624 naphthyl group Chemical group 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
238000006396 nitration reaction Methods 0.000 description 1
150000002828 nitro derivatives Chemical class 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
239000004533 oil dispersion Substances 0.000 description 1
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 1
125000002971 oxazolyl group Chemical group 0.000 description 1
238000006146 oximation reaction Methods 0.000 description 1
125000000466 oxiranyl group Chemical group 0.000 description 1
229960003540 oxyquinoline Drugs 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
210000003899 penis Anatomy 0.000 description 1
125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 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
125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 description 1
229940044654 phenolsulfonic acid Drugs 0.000 description 1
125000004483 piperidin-3-yl group Chemical group N1CC(CCC1)* 0.000 description 1
125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 description 1
KNCYXPMJDCCGSJ-UHFFFAOYSA-N piperidine-2,6-dione Chemical compound O=C1CCCC(=O)N1 KNCYXPMJDCCGSJ-UHFFFAOYSA-N 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000570 polyether Polymers 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
QXJKBPAVAHBARF-UHFFFAOYSA-N procymidone Chemical compound O=C1C2(C)CC2(C)C(=O)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-UHFFFAOYSA-N 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 description 1
125000003373 pyrazinyl group Chemical group 0.000 description 1
125000003226 pyrazolyl group Chemical group 0.000 description 1
125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 description 1
125000004940 pyridazin-4-yl group Chemical group N1=NC=C(C=C1)* 0.000 description 1
125000002098 pyridazinyl group Chemical group 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 description 1
125000004528 pyrimidin-5-yl group Chemical group N1=CN=CC(=C1)* 0.000 description 1
125000000714 pyrimidinyl group Chemical group 0.000 description 1
125000000168 pyrrolyl group Chemical group 0.000 description 1
JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 description 1
MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 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
238000010898 silica gel chromatography Methods 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000010902 straw Substances 0.000 description 1
235000021012 strawberries Nutrition 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
229920002994 synthetic fiber Polymers 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 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
KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
229960002447 thiram Drugs 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
125000004306 triazinyl group Chemical group 0.000 description 1
125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
235000020234 walnut Nutrition 0.000 description 1
229910052727 yttrium Inorganic materials 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

- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/50—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids the nitrogen atom being doubly bound to the carbon skeleton
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/32—Oximes
- C07C251/50—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals
- C07C251/60—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals of hydrocarbon radicals substituted by carboxyl groups

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Agronomy & Crop Science (AREA)
Pest Control & Pesticides (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

JP51624697A 1995-10-23 1996-10-11 フェニル酢酸誘導体、その製造法、同誘導体を含有する組成物、同誘導体を用いた有害動物または有害菌類の防除方法、その使用法、および中間体 Expired - Fee Related JP4060359B2 (ja)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
DE19539324.4		1995-10-23
DE19539324A DE19539324A1 (de)	1995-10-23	1995-10-23	Phenylessigsäurederivate, Verfahren und Zwischenprodukte zu ihrer Herstellung und sie enthaltende Mittel
PCT/EP1996/004446 WO1997015552A1 (de)	1995-10-23	1996-10-11	Phenylessigsäurederivate, verfahren und zwischenprodukte zu ihrer herstellung und sie enthaltende mittel

Publications (3)

Publication Number	Publication Date
JPH11513695A JPH11513695A (ja)	1999-11-24
JPH11513695A5 JPH11513695A5 (2)	2004-10-07
JP4060359B2 true JP4060359B2 (ja)	2008-03-12

Family

ID=7775490

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP51624697A Expired - Fee Related JP4060359B2 (ja)	1995-10-23	1996-10-11	フェニル酢酸誘導体、その製造法、同誘導体を含有する組成物、同誘導体を用いた有害動物または有害菌類の防除方法、その使用法、および中間体

Country Status (25)

Country	Link
US (2)	US5948932A (2)
EP (1)	EP0876332B1 (2)
JP (1)	JP4060359B2 (2)
KR (1)	KR100480395B1 (2)
CN (1)	CN1131851C (2)
AR (1)	AR004087A1 (2)
AT (1)	ATE202553T1 (2)
AU (1)	AU713475B2 (2)
BR (1)	BR9611269A (2)
CA (1)	CA2232374C (2)
CZ (1)	CZ293561B6 (2)
DE (2)	DE19539324A1 (2)
DK (1)	DK0876332T3 (2)
EA (1)	EA000786B1 (2)
ES (1)	ES2160257T3 (2)
GR (1)	GR3036214T3 (2)
HU (1)	HU225984B1 (2)
IL (3)	IL137394A (2)
NZ (1)	NZ320214A (2)
PL (1)	PL185248B1 (2)
PT (1)	PT876332E (2)
TW (1)	TW349940B (2)
UA (1)	UA48991C2 (2)
WO (1)	WO1997015552A1 (2)
ZA (1)	ZA968850B (2)

Families Citing this family (75)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE19724200A1 (de) *	1997-06-09	1998-12-10	Basf Ag	Bisiminosubstituierte Phenylverbindungen
EP0934935A1 (de)	1998-02-05	1999-08-11	Basf Aktiengesellschaft	Heterocyclylsubstituierte Phenylverbindungen, Verfahren und Zwischenprodukte zu ihrer Herstellung und ihre Verwendung zur Bekämpfung von Schadpilzen und tierischen Schädlingen
EP1065927A1 (de) *	1998-03-24	2001-01-10	Basf Aktiengesellschaft	Fungizide mischungen auf der basis von tripeloximetherderivaten und rhizoctonia-fungiziden
IL138296A0 (en) *	1998-03-24	2001-10-31	Basf Ag	Fungicide mixtures based on triple oxime ether derivatives and rice fungicides
KR100557363B1 (ko) *	1998-03-24	2006-03-10	바스프 악티엔게젤샤프트	삼옥심에테르 유도체 및 다른 스트로빌루린을 기본으로하는 살진균제 혼합물
IL138166A0 (en) *	1998-03-24	2001-10-31	Basf Ag	Fungicide mixtures based on triple oxime ether derivatives and additional fungicides
JP4458668B2 (ja) *	1998-03-24	2010-04-28	ビーエーエスエフソシエタス・ヨーロピア	トリス（オキシムエーテル）誘導体及び抗誘導物質を基礎とする殺菌剤混合物
JP4458666B2 (ja) *	1998-03-24	2010-04-28	ビーエーエスエフソシエタス・ヨーロピア	トリス（オキシムエーテル）誘導体及び殺虫剤を基礎とする殺菌剤混合物
EP0974578A3 (de) *	1998-07-21	2003-04-02	Basf Aktiengesellschaft	Phenylcarbamate, Verfahren und Zwischenprodukte zu ihrer Herstellung und sie enthaltende pestizide und fungizide Mittel
ES2212601T3 (es) *	1998-08-05	2004-07-16	Basf Aktiengesellschaft	Granulador de suelo con liberacion de producto activo controlada (granulados de suelo cr.).
ATE229500T1 (de) *	1998-09-30	2002-12-15	Basf Ag	Verfahren zur herstellung von trion- bis(oximether) derivaten sowie damit erhältliche trion-mono- und trion-bis(oximether) derivate
ATE261433T1 (de)	1998-10-15	2004-03-15	Basf Ag	Azadioxacycloalkene derivate, verfahren zu deren herstellung sowie deren verwendung als fungizide und schädlingsbekämpfungsmittel
PL357592A1 (en)	1999-12-07	2004-07-26	Basf Aktiengesellschaft	Method for producing o-chloromethyl benzoic acid chlorides
DE10019758A1 (de)	2000-04-20	2001-10-25	Bayer Ag	Fungizide Wirkstoffkombinationen
EP1296939B1 (de) *	2000-07-05	2005-11-09	Basf Aktiengesellschaft	Verfahren zur herstellung von trioximderivaten
WO2002047481A2 (en) *	2000-11-17	2002-06-20	The Ohio State University Research Foundation	Direct application of desiccated entomopathogenic nematodes for biological pest control
AU2002235781A1 (en) *	2000-12-18	2002-07-01	Basf Aktiengesellschaft	Fungicide mixtures based on oxime ether derivatives
BR0206451A (pt) *	2001-01-16	2003-12-30	Basf Ag	Mistura fungicida, método para combater fungos nocivos, e, agente fungicida
US20040054011A1 (en) *	2001-01-18	2004-03-18	Thomas Grote	Fungicidal mixtures
DE10141618A1 (de) *	2001-08-24	2003-03-06	Bayer Cropscience Ag	Fungizide Wirkstoffkombinationen
WO2003059067A1 (de) *	2002-01-17	2003-07-24	Basf Aktiengesellschaft	Fungizide mischungen auf der basis von oximetherderivaten_und guanidinderivaten
NZ555498A (en) *	2002-03-01	2008-07-31	Basf Ag	Fungicidal mixtures based on prothioconazole and a picoxystrobin
WO2003084329A1 (de) *	2002-04-05	2003-10-16	Basf Aktiengesellschaft	Fungizide mischungen auf der basis von benzamidoxim-derivaten und einem strobilurin-derivat
WO2003084331A1 (de) *	2002-04-10	2003-10-16	Basf Aktiengesellschaft	Verfahren zur erhöhung der widerstandskraft von pflanzen gegen die phytotoxizität von agrochemikalien
BR0316180B1 (pt)	2002-11-12	2014-10-21	Basf Ag	Processo para aumentar o rendimento em legumes resistentes ao glifosato, e, mistura
CA2505498A1 (en) *	2002-11-15	2004-06-03	Basf Aktiengesellschaft	Fungicidal mixtures for controlling rice pathogens
DE10333373A1 (de) *	2003-07-23	2005-02-10	Bayer Ag	Fungizide Wirkstoffkombinationen
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
CA2560341A1 (en)	2004-04-30	2005-11-10	Jordi Tormo I Blasco	Fungicidal mixtures
TW200603738A (en) *	2004-06-17	2006-02-01	Basf Ag	Use of (e)-5-(4-chlorobenzylidene)-2,2-dimethyl-1-(1h-1,2,4-triazol-1-ylmethyl)cyclopentanol for controlling rust disease on soybean plants
DE102004062513A1 (de)	2004-12-24	2006-07-06	Bayer Cropscience Ag	Insektizide auf Basis von Neonicotinoiden und ausgewählten Strobilurinen
DE102005015677A1 (de)	2005-04-06	2006-10-12	Bayer Cropscience Ag	Synergistische fungizide Wirkstoffkombinationen
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
DE102005035300A1 (de)	2005-07-28	2007-02-01	Bayer Cropscience Ag	Synergistische fungizide Wirkstoffkombinationen
ATE459253T1 (de) *	2005-10-28	2010-03-15	Basf Se	Verfahren zur induktion von resistenz gegen schadpilze
US20090186762A1 (en) *	2006-03-10	2009-07-23	Basf Se	Method for improving the tolerance of plants to chilling temperatures and/or frost
CA2640963A1 (en) *	2006-03-14	2007-09-20	Basf Se	Method of inducing tolerance of plants against bacterioses
PT2001294T (pt)	2006-03-24	2017-01-13	Basf Se	Método para combater fungos fitopatogénicos
US20100234366A1 (en) *	2006-03-29	2010-09-16	Bsf Se	Use of Strobilurins for the Treatment of Disorders of Iron Metabolism
DE102006023263A1 (de)	2006-05-18	2007-11-22	Bayer Cropscience Ag	Synergistische Wirkstoffkombinationen
WO2008034787A2 (en)	2006-09-18	2008-03-27	Basf Se	Pesticidal mixtures comprising an anthranilamide insecticide and a fungicide
PT2124557E (pt) *	2007-02-02	2015-02-27	Plant Health Care Inc	Composições fungicidas sinérgicas compreendendo formononetina
EP2679094A1 (en)	2007-02-06	2014-01-01	Basf Se	Pesticidal mixtures
CA2682294A1 (en)	2007-04-23	2008-10-30	Basf Se	Plant productivity enhancement by combining chemical agents with transgenic modifications
EP2000030A1 (de) *	2007-06-06	2008-12-10	Bayer CropScience AG	Fungizide Wirkstoffkombinationen
AR067376A1 (es) *	2007-06-29	2009-10-07	Basf Se	Estrobilurinas para aumentar la resistencia de plantas al estres abiotico
UA103008C2 (ru)	2007-09-26	2013-09-10	Басф Се	Трехкомпонентные фунгицидные композиции, содержащие боскалид и хлороталонил
DE102007045920B4 (de)	2007-09-26	2018-07-05	Bayer Intellectual Property Gmbh	Synergistische Wirkstoffkombinationen
US20100272853A1 (en) *	2007-12-21	2010-10-28	Basf Se	Method of Increasing the Milk and/or Meat Quantity of Silage-Fed Animals
CA2722858C (en)	2008-04-30	2017-08-29	Siemens Medical Solutions Usa, Inc.	Substrate based pet imaging agents
BRPI1005352A2 (pt)	2009-02-05	2016-02-10	Basf Se	processos para a produção de derivados do ácido 2-halogenometilfenil acético, processo para a produção de uma alquiloxima, processo para a produção de uma oxima, uso de 3-isocromanona e processo para a produção de um de um fungicida estrobilurina
WO2010108507A2 (de)	2009-03-25	2010-09-30	Bayer Cropscience Ag	Synergistische wirkstoffkombinationen
CN102510721B (zh)	2009-07-16	2014-11-19	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
WO2011012458A1 (en)	2009-07-28	2011-02-03	Basf Se	A 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
KR20120106941A (ko)	2009-09-25	2012-09-27	바스프 에스이	식물에서의 암꽃의 조기낙화를 감소시키는 방법
PH12012501288A1 (en)	2009-12-22	2013-01-07	Mitsui Chemicals Crop & Life Solutions Inc	Plant disease control composition and method for controlling plant diseases by applying the same
AU2011347752A1 (en)	2010-12-20	2013-07-11	Basf Se	Pesticidal active mixtures comprising pyrazole compounds
EP2481284A3 (en)	2011-01-27	2012-10-17	Basf Se	Pesticidal mixtures
WO2012127009A1 (en)	2011-03-23	2012-09-27	Basf Se	Compositions containing polymeric, ionic compounds comprising imidazolium groups
US20140200136A1 (en)	2011-09-02	2014-07-17	Basf Se	Agricultural mixtures comprising arylquinazolinone compounds
US9474277B2 (en)	2012-06-20	2016-10-25	Basf Se	Pyrazole compound and pesticidal mixtures comprising a pyrazole compound
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
EP2835052A1 (en)	2013-08-07	2015-02-11	Basf Se	Fungicidal mixtures comprising pyrimidine fungicides
WO2015036058A1 (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
CN105076142B (zh) *	2014-05-08	2017-09-01	江苏龙灯化学有限公司	一种作物保护剂
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.
EP2910126A1 (en)	2015-05-05	2015-08-26	Bayer CropScience AG	Active compound combinations having insecticidal properties

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
HU216144B (hu) *	1988-12-29	1999-04-28	Novartis Ag.	Hatóanyagként akrilsavszármazékot tartalmazó fungicid készítmény, és eljárás a hatóanyag előállítására
IL105191A (en) *	1992-04-04	1998-08-16	Basf Ag	Acids and aminooxymethylbenzoic acids and their preparation
CA2179418C (en) *	1994-01-05	2004-06-22	Hugo Ziegler	Pesticides
RU2162075C2 (ru) *	1994-02-04	2001-01-20	Басф Акциенгезельшафт	Производные фенилуксусной кислоты и средство борьбы против насекомых и паукообразных и против вредоносных грибов
KR100371884B1 (ko) *	1994-02-04	2003-12-01	바스프 악티엔게젤샤프트	페닐아세트산유도체,이의제조방법및이에대한중간체

1995
- 1995-10-23 DE DE19539324A patent/DE19539324A1/de not_active Withdrawn
1996
- 1996-10-11 EA EA199800388A patent/EA000786B1/ru not_active IP Right Cessation
- 1996-10-11 HU HU9802578A patent/HU225984B1/hu not_active IP Right Cessation
- 1996-10-11 CN CN96197824A patent/CN1131851C/zh not_active Expired - Fee Related
- 1996-10-11 EP EP96934659A patent/EP0876332B1/de not_active Expired - Lifetime
- 1996-10-11 CZ CZ19981243A patent/CZ293561B6/cs not_active IP Right Cessation
- 1996-10-11 ES ES96934659T patent/ES2160257T3/es not_active Expired - Lifetime
- 1996-10-11 CA CA002232374A patent/CA2232374C/en not_active Expired - Fee Related
- 1996-10-11 NZ NZ320214A patent/NZ320214A/en not_active IP Right Cessation
- 1996-10-11 DE DE59607186T patent/DE59607186D1/de not_active Expired - Lifetime
- 1996-10-11 KR KR10-1998-0702912A patent/KR100480395B1/ko not_active Expired - Fee Related
- 1996-10-11 PT PT96934659T patent/PT876332E/pt unknown
- 1996-10-11 IL IL13739496A patent/IL137394A/xx not_active IP Right Cessation
- 1996-10-11 JP JP51624697A patent/JP4060359B2/ja not_active Expired - Fee Related
- 1996-10-11 PL PL96326509A patent/PL185248B1/pl not_active IP Right Cessation
- 1996-10-11 UA UA98052687A patent/UA48991C2/uk unknown
- 1996-10-11 AT AT96934659T patent/ATE202553T1/de active
- 1996-10-11 IL IL12386196A patent/IL123861A/xx not_active IP Right Cessation
- 1996-10-11 US US09/051,591 patent/US5948932A/en not_active Expired - Lifetime
- 1996-10-11 BR BR9611269A patent/BR9611269A/pt not_active IP Right Cessation
- 1996-10-11 WO PCT/EP1996/004446 patent/WO1997015552A1/de not_active Ceased
- 1996-10-11 AU AU72915/96A patent/AU713475B2/en not_active Ceased
- 1996-10-11 DK DK96934659T patent/DK0876332T3/da active
- 1996-10-17 TW TW085112679A patent/TW349940B/zh not_active IP Right Cessation
- 1996-10-22 ZA ZA9608850A patent/ZA968850B/xx unknown
- 1996-10-23 AR ARP960104877A patent/AR004087A1/es active IP Right Grant
1999
- 1999-01-14 US US09/229,972 patent/US6037378A/en not_active Expired - Lifetime
2000
- 2000-07-19 IL IL13739400A patent/IL137394A0/xx unknown
2001
- 2001-07-12 GR GR20010401065T patent/GR3036214T3/el unknown

Also Published As

Publication number	Publication date
TW349940B (en)	1999-01-11
CA2232374A1 (en)	1997-05-01
PL185248B1 (pl)	2003-04-30
IL137394A (en)	2003-11-23
UA48991C2 (uk)	2002-09-16
EP0876332A1 (de)	1998-11-11
BR9611269A (pt)	1999-03-30
IL123861A0 (en)	1998-10-30
NZ320214A (en)	1999-04-29
DE19539324A1 (de)	1997-04-24
EA199800388A1 (ru)	1998-12-24
HUP9802578A2 (hu)	1999-02-01
AU7291596A (en)	1997-05-15
AR004087A1 (es)	1998-09-30
AU713475B2 (en)	1999-12-02
ZA968850B (en)	1998-04-22
HUP9802578A3 (en)	2001-12-28
HU225984B1 (en)	2008-02-28
CZ124398A3 (cs)	1998-09-16
DE59607186D1 (de)	2001-08-02
US6037378A (en)	2000-03-14
PT876332E (pt)	2001-11-30
IL123861A (en)	2003-01-12
KR100480395B1 (ko)	2005-05-16
EA000786B1 (ru)	2000-04-24
IL137394A0 (en)	2001-07-24
GR3036214T3 (en)	2001-10-31
WO1997015552A1 (de)	1997-05-01
JPH11513695A (ja)	1999-11-24
CZ293561B6 (cs)	2004-06-16
DK0876332T3 (da)	2001-09-03
EP0876332B1 (de)	2001-06-27
CA2232374C (en)	2005-08-16
CN1131851C (zh)	2003-12-24
ES2160257T3 (es)	2001-11-01
KR19990066979A (ko)	1999-08-16
ATE202553T1 (de)	2001-07-15
PL326509A1 (en)	1998-09-28
US5948932A (en)	1999-09-07
CN1200726A (zh)	1998-12-02

Legal Events

Date	Code	Title	Description
2006-11-24	RD02	Notification of acceptance of power of attorney	Free format text: JAPANESE INTERMEDIATE CODE: A7422 Effective date: 20061031
2006-11-30	RD04	Notification of resignation of power of attorney	Free format text: JAPANESE INTERMEDIATE CODE: A7424 Effective date: 20061108
2007-01-25	A871	Explanation of circumstances concerning accelerated examination	Free format text: JAPANESE INTERMEDIATE CODE: A871 Effective date: 20061221
2007-03-15	A975	Report on accelerated examination	Free format text: JAPANESE INTERMEDIATE CODE: A971005 Effective date: 20070314
2007-03-27	A131	Notification of reasons for refusal	Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20070327
2007-06-28	A521	Request for written amendment filed	Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20070611
2007-08-07	A131	Notification of reasons for refusal	Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20070807
2007-10-18	A521	Request for written amendment filed	Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20070928
2007-11-05	TRDD	Decision of grant or rejection written
2007-11-20	A01	Written decision to grant a patent or to grant a registration (utility model)	Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20071120
2007-12-27	A61	First payment of annual fees (during grant procedure)	Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20071220
2007-12-28	FPAY	Renewal fee payment (event date is renewal date of database)	Free format text: PAYMENT UNTIL: 20101228 Year of fee payment: 3
2007-12-28	R150	Certificate of patent or registration of utility model	Free format text: JAPANESE INTERMEDIATE CODE: R150
2011-01-04	FPAY	Renewal fee payment (event date is renewal date of database)	Free format text: PAYMENT UNTIL: 20111228 Year of fee payment: 4
2012-12-27	FPAY	Renewal fee payment (event date is renewal date of database)	Free format text: PAYMENT UNTIL: 20121228 Year of fee payment: 5
2014-01-07	R250	Receipt of annual fees	Free format text: JAPANESE INTERMEDIATE CODE: R250
2014-12-16	R250	Receipt of annual fees	Free format text: JAPANESE INTERMEDIATE CODE: R250
2015-12-28	LAPS	Cancellation because of no payment of annual fees

Publication	Publication Date	Title
JP4060359B2 (ja)	2008-03-12	フェニル酢酸誘導体、その製造法、同誘導体を含有する組成物、同誘導体を用いた有害動物または有害菌類の防除方法、その使用法、および中間体
US8048825B2 (en)	2011-11-01	Haloalkylsulfonanilide derivatives or salt thereof, herbicide comprising the derivatives as active ingredient, and use of the herbicide
US6841519B1 (en)	2005-01-11	Isoxazoline derivatives and herbicides containing the same as the active ingredient
AU755538B2 (en)	2002-12-12	Pyrimidinylbenzimidazole and triazinylbenzimidazole derivatives and agricultural/horticultural fungicides
AU2007326412B2 (en)	2013-05-02	Soil- or seed-treating agent comprising quinoline compound or salt thereof as active ingredient, or method for control of plant disease using the same
CA2384354C (en)	2009-06-23	Pyrimidine derivatives and herbicides containing them
EP2202226B1 (en)	2013-06-05	3-alkoxy-1-phenylpyrazole derivative and pest control agent
AU5161193A (en)	1994-05-09	Pyrimidine derivative
US20070167421A1 (en)	2007-07-19	Pyrimidine derivatives and use thereof as agricultural and horticultural fungicides
AU2018325894B2 (en)	2022-08-04	1-(N,N-disubstituted carbamoyl) 4-(substituted sulfonyl)triazolin-5-one derivatives, 4-(N,N-disubstituted carbamoyl) 1-(substituted sulfonyl)triazolin-5-one derivatives, and herbicide containing same as active ingredient
US6586368B1 (en)	2003-07-01	Condensed heterocylic compounds and herbicides containing them
TW202404935A (zh)	2024-02-01	除草化合物
JP2003012649A (ja)	2003-01-15	Ｎ−（３−キノリル）アミド誘導体
DE19541382A1 (de)	1997-05-15	Phenylessigsäurederivate, Verfahren und Zwischenprodukte zu ihrer Herstellung und sie enthaltende Mittel