PH26459A - 2-anilinopyrimidine derivatives and their use as pesticides - Google Patents

2-anilinopyrimidine derivatives and their use as pesticides Download PDF

Info

Publication number: PH26459A
Authority: PH; Philippines
Prior art keywords: compound; methyl; formula; phenylamino; halogen
Prior art date: 1987-09-28

Application number

PH37606A

Other languages

English (en)

Inventor

Adolf Hubele

Original Assignee

Ciba Geigy Ag

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.)

1987-09-28

Filing date

1988-09-27

Publication date

1992-07-27

1988-09-27 Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag

1992-07-27 Publication of PH26459A publication Critical patent/PH26459A/en

Links

XGXNTJHZPBRBHJ-UHFFFAOYSA-N n-phenylpyrimidin-2-amine Chemical class N=1C=CC=NC=1NC1=CC=CC=C1 XGXNTJHZPBRBHJ-UHFFFAOYSA-N 0.000 title description 3
239000000575 pesticide Substances 0.000 title description 2
150000001875 compounds Chemical class 0.000 claims description 137
239000000203 mixture Substances 0.000 claims description 56
-1 methoxy, ethoxy Chemical group 0.000 claims description 54
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 46
150000002367 halogens Chemical class 0.000 claims description 42
229910052736 halogen Inorganic materials 0.000 claims description 41
229910052739 hydrogen Inorganic materials 0.000 claims description 39
239000001257 hydrogen Substances 0.000 claims description 37
239000004480 active ingredient Substances 0.000 claims description 28
239000000460 chlorine Substances 0.000 claims description 28
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 25
229910052801 chlorine Inorganic materials 0.000 claims description 24
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 24
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 21
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 19
229910052794 bromium Inorganic materials 0.000 claims description 19
241000233866 Fungi Species 0.000 claims description 18
238000000034 method Methods 0.000 claims description 18
125000000217 alkyl group Chemical group 0.000 claims description 17
150000002431 hydrogen Chemical class 0.000 claims description 17
229910052731 fluorine Inorganic materials 0.000 claims description 16
239000011737 fluorine Substances 0.000 claims description 16
CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 15
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 12
241000238631 Hexapoda Species 0.000 claims description 9
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
239000000969 carrier Substances 0.000 claims description 8
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
244000005700 microbiome Species 0.000 claims description 8
125000001188 haloalkyl group Chemical group 0.000 claims description 6
230000003032 phytopathogenic effect Effects 0.000 claims description 6
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 6
125000004093 cyano group Chemical group *C#N 0.000 claims description 4
125000001153 fluoro group Chemical group F* 0.000 claims description 4
125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims description 3
125000004970 halomethyl group Chemical group 0.000 claims description 3
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
CPCVDCYAKMUIKW-UHFFFAOYSA-N 2-cyclopropylpyrimidine Chemical compound C1CC1C1=NC=CC=N1 CPCVDCYAKMUIKW-UHFFFAOYSA-N 0.000 claims description 2
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
229940060037 fluorine Drugs 0.000 claims 6
235000019000 fluorine Nutrition 0.000 claims 6
235000013350 formula milk Nutrition 0.000 description 94
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 75
241000196324 Embryophyta Species 0.000 description 34
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 25
239000002904 solvent Substances 0.000 description 24
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 23
238000002360 preparation method Methods 0.000 description 21
150000003839 salts Chemical class 0.000 description 18
239000002253 acid Substances 0.000 description 17
239000011572 manganese Substances 0.000 description 15
238000009472 formulation Methods 0.000 description 13
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 12
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
239000003208 petroleum Substances 0.000 description 12
239000000243 solution Substances 0.000 description 12
239000004094 surface-active agent Substances 0.000 description 12
229910052751 metal Chemical class 0.000 description 10
239000002184 metal Chemical class 0.000 description 10
NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 10
238000003756 stirring Methods 0.000 description 10
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
240000007594 Oryza sativa Species 0.000 description 9
239000013078 crystal Substances 0.000 description 9
239000005995 Aluminium silicate Substances 0.000 description 8
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 8
239000002202 Polyethylene glycol Substances 0.000 description 8
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 8
239000002671 adjuvant Substances 0.000 description 8
235000012211 aluminium silicate Nutrition 0.000 description 8
239000000839 emulsion Substances 0.000 description 8
229920001223 polyethylene glycol Polymers 0.000 description 8
239000000843 powder Substances 0.000 description 8
239000000725 suspension Substances 0.000 description 8
125000004432 carbon atom Chemical group C* 0.000 description 7
235000013339 cereals Nutrition 0.000 description 7
125000005594 diketone group Chemical group 0.000 description 7
230000000694 effects Effects 0.000 description 7
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 7
239000011734 sodium Substances 0.000 description 7
239000007787 solid Substances 0.000 description 7
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
241000607479 Yersinia pestis Species 0.000 description 6
229910052799 carbon Inorganic materials 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 6
238000004440 column chromatography Methods 0.000 description 6
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
239000008187 granular material Substances 0.000 description 6
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
238000010992 reflux Methods 0.000 description 6
239000000126 substance Substances 0.000 description 6
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
235000007164 Oryza sativa Nutrition 0.000 description 5
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 5
150000001298 alcohols Chemical class 0.000 description 5
239000002585 base Substances 0.000 description 5
239000012141 concentrate Substances 0.000 description 5
235000008504 concentrate Nutrition 0.000 description 5
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 5
150000004820 halides Chemical class 0.000 description 5
239000012442 inert solvent Substances 0.000 description 5
239000011698 potassium fluoride Substances 0.000 description 5
235000003270 potassium fluoride Nutrition 0.000 description 5
239000003586 protic polar solvent Substances 0.000 description 5
150000003254 radicals Chemical class 0.000 description 5
230000002829 reductive effect Effects 0.000 description 5
235000009566 rice Nutrition 0.000 description 5
239000000741 silica gel Substances 0.000 description 5
229910002027 silica gel Inorganic materials 0.000 description 5
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
241001465180 Botrytis Species 0.000 description 4
241000221787 Erysiphe Species 0.000 description 4
240000005979 Hordeum vulgare Species 0.000 description 4
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
241000220225 Malus Species 0.000 description 4
241000252067 Megalops atlanticus Species 0.000 description 4
CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
241000317942 Venturia <ichneumonid wasp> Species 0.000 description 4
239000000370 acceptor Substances 0.000 description 4
125000003545 alkoxy group Chemical group 0.000 description 4
239000000010 aprotic solvent Substances 0.000 description 4
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 4
229960001701 chloroform Drugs 0.000 description 4
NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 4
SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 4
235000013399 edible fruits Nutrition 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
150000002170 ethers Chemical class 0.000 description 4
230000000855 fungicidal effect Effects 0.000 description 4
150000002357 guanidines Chemical class 0.000 description 4
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
238000002156 mixing Methods 0.000 description 4
239000004033 plastic Substances 0.000 description 4
229920003023 plastic Polymers 0.000 description 4
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 4
235000012239 silicon dioxide Nutrition 0.000 description 4
239000002689 soil Substances 0.000 description 4
239000007921 spray Substances 0.000 description 4
125000001424 substituent group Chemical group 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
240000008067 Cucumis sativus Species 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
241001556089 Nilaparvata lugens Species 0.000 description 3
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
125000001931 aliphatic group Chemical group 0.000 description 3
150000001450 anions Chemical class 0.000 description 3
235000021016 apples Nutrition 0.000 description 3
JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
239000007795 chemical reaction product Substances 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
239000011248 coating agent Substances 0.000 description 3
238000000576 coating method Methods 0.000 description 3
238000010790 dilution Methods 0.000 description 3
239000012895 dilution Substances 0.000 description 3
238000011156 evaluation Methods 0.000 description 3
125000004438 haloalkoxy group Chemical group 0.000 description 3
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
230000000749 insecticidal effect Effects 0.000 description 3
150000002576 ketones Chemical class 0.000 description 3
239000007788 liquid Substances 0.000 description 3
239000011777 magnesium Substances 0.000 description 3
150000007522 mineralic acids Chemical class 0.000 description 3
150000007524 organic acids Chemical class 0.000 description 3
235000005985 organic acids Nutrition 0.000 description 3
230000001681 protective effect Effects 0.000 description 3
229910052708 sodium Inorganic materials 0.000 description 3
229920005552 sodium lignosulfonate Polymers 0.000 description 3
230000009885 systemic effect Effects 0.000 description 3
239000000454 talc Substances 0.000 description 3
235000012222 talc Nutrition 0.000 description 3
229910052623 talc Inorganic materials 0.000 description 3
UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 3
239000004563 wettable powder Substances 0.000 description 3
239000008096 xylene Substances 0.000 description 3
QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
XEZNGIUYQVAUSS-UHFFFAOYSA-N 18-crown-6 Chemical compound C1COCCOCCOCCOCCOCCO1 XEZNGIUYQVAUSS-UHFFFAOYSA-N 0.000 description 2
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical group COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 2
MFYSUUPKMDJYPF-UHFFFAOYSA-N 2-[(4-methyl-2-nitrophenyl)diazenyl]-3-oxo-n-phenylbutanamide Chemical compound C=1C=CC=CC=1NC(=O)C(C(=O)C)N=NC1=CC=C(C)C=C1[N+]([O-])=O MFYSUUPKMDJYPF-UHFFFAOYSA-N 0.000 description 2
SZNYYWIUQFZLLT-UHFFFAOYSA-N 2-methyl-1-(2-methylpropoxy)propane Chemical compound CC(C)COCC(C)C SZNYYWIUQFZLLT-UHFFFAOYSA-N 0.000 description 2
QRJZGVVKGFIGLI-UHFFFAOYSA-N 2-phenylguanidine Chemical class NC(=N)NC1=CC=CC=C1 QRJZGVVKGFIGLI-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
235000007319 Avena orientalis Nutrition 0.000 description 2
244000075850 Avena orientalis Species 0.000 description 2
235000016068 Berberis vulgaris Nutrition 0.000 description 2
241000335053 Beta vulgaris Species 0.000 description 2
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 2
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
229910021532 Calcite Inorganic materials 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
235000013162 Cocos nucifera Nutrition 0.000 description 2
244000060011 Cocos nucifera Species 0.000 description 2
241000518994 Conta Species 0.000 description 2
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
239000005977 Ethylene Substances 0.000 description 2
ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
235000007340 Hordeum vulgare Nutrition 0.000 description 2
NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 2
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 2
PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
229910019142 PO4 Inorganic materials 0.000 description 2
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
235000010627 Phaseolus vulgaris Nutrition 0.000 description 2
244000046052 Phaseolus vulgaris Species 0.000 description 2
239000004698 Polyethylene Substances 0.000 description 2
235000004443 Ricinus communis Nutrition 0.000 description 2
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
235000021307 Triticum Nutrition 0.000 description 2
244000098338 Triticum aestivum Species 0.000 description 2
239000013543 active substance Substances 0.000 description 2
229910052784 alkaline earth metal Inorganic materials 0.000 description 2
239000004411 aluminium Substances 0.000 description 2
229910052782 aluminium Inorganic materials 0.000 description 2
229910000147 aluminium phosphate Inorganic materials 0.000 description 2
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
239000003125 aqueous solvent Substances 0.000 description 2
229960000892 attapulgite Drugs 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
238000009835 boiling Methods 0.000 description 2
229910052796 boron Inorganic materials 0.000 description 2
XJHCXCQVJFPJIK-UHFFFAOYSA-M caesium fluoride Chemical compound [F-].[Cs+] XJHCXCQVJFPJIK-UHFFFAOYSA-M 0.000 description 2
239000011575 calcium Substances 0.000 description 2
OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 2
239000004202 carbamide Substances 0.000 description 2
239000001768 carboxy methyl cellulose Substances 0.000 description 2
235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
239000008112 carboxymethyl-cellulose Substances 0.000 description 2
239000004359 castor oil Substances 0.000 description 2
235000019438 castor oil Nutrition 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
125000001309 chloro group Chemical group Cl* 0.000 description 2
239000003240 coconut oil Substances 0.000 description 2
235000019864 coconut oil Nutrition 0.000 description 2
238000005520 cutting process Methods 0.000 description 2
125000000753 cycloalkyl group Chemical group 0.000 description 2
DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
125000006419 fluorocyclopropyl group Chemical group 0.000 description 2
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 2
238000000227 grinding Methods 0.000 description 2
229930195733 hydrocarbon Natural products 0.000 description 2
150000002430 hydrocarbons Chemical class 0.000 description 2
208000015181 infectious disease Diseases 0.000 description 2
239000002917 insecticide Substances 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
239000012669 liquid formulation Substances 0.000 description 2
229910052749 magnesium Inorganic materials 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
125000006431 methyl cyclopropyl group Chemical group 0.000 description 2
230000003641 microbiacidal effect Effects 0.000 description 2
229910017604 nitric acid Inorganic materials 0.000 description 2
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
239000003921 oil Substances 0.000 description 2
235000019198 oils Nutrition 0.000 description 2
239000012074 organic phase Substances 0.000 description 2
229910052625 palygorskite Inorganic materials 0.000 description 2
235000021317 phosphate Nutrition 0.000 description 2
150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
239000011574 phosphorus Substances 0.000 description 2
229910052698 phosphorus Inorganic materials 0.000 description 2
229920000642 polymer Polymers 0.000 description 2
230000002633 protecting effect Effects 0.000 description 2
238000000746 purification Methods 0.000 description 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 2
YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
229920006395 saturated elastomer Polymers 0.000 description 2
239000000344 soap Substances 0.000 description 2
229910052938 sodium sulfate Inorganic materials 0.000 description 2
235000011152 sodium sulphate Nutrition 0.000 description 2
150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
239000004546 suspension concentrate Substances 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
229910052716 thallium Inorganic materials 0.000 description 2
ZMZDMBWJUHKJPS-UHFFFAOYSA-N thiocyanic acid Chemical compound SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 2
FLTJDUOFAQWHDF-UHFFFAOYSA-N trimethyl pentane Natural products CCCCC(C)(C)C FLTJDUOFAQWHDF-UHFFFAOYSA-N 0.000 description 2
235000015112 vegetable and seed oil Nutrition 0.000 description 2
239000008158 vegetable oil Substances 0.000 description 2
235000013311 vegetables Nutrition 0.000 description 2
JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
XEMRAKSQROQPBR-UHFFFAOYSA-N (trichloromethyl)benzene Chemical compound ClC(Cl)(Cl)C1=CC=CC=C1 XEMRAKSQROQPBR-UHFFFAOYSA-N 0.000 description 1
WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
SEQRDAAUNCRFIT-UHFFFAOYSA-N 1,1-dichlorobutane Chemical compound CCCC(Cl)Cl SEQRDAAUNCRFIT-UHFFFAOYSA-N 0.000 description 1
WQONPSCCEXUXTQ-UHFFFAOYSA-N 1,2-dibromobenzene Chemical compound BrC1=CC=CC=C1Br WQONPSCCEXUXTQ-UHFFFAOYSA-N 0.000 description 1
OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
BFCFYVKQTRLZHA-UHFFFAOYSA-N 1-chloro-2-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1Cl BFCFYVKQTRLZHA-UHFFFAOYSA-N 0.000 description 1
ZQXCQTAELHSNAT-UHFFFAOYSA-N 1-chloro-3-nitro-5-(trifluoromethyl)benzene Chemical compound [O-][N+](=O)C1=CC(Cl)=CC(C(F)(F)F)=C1 ZQXCQTAELHSNAT-UHFFFAOYSA-N 0.000 description 1
PZHIWRCQKBBTOW-UHFFFAOYSA-N 1-ethoxybutane Chemical compound CCCCOCC PZHIWRCQKBBTOW-UHFFFAOYSA-N 0.000 description 1
NVJUHMXYKCUMQA-UHFFFAOYSA-N 1-ethoxypropane Chemical compound CCCOCC NVJUHMXYKCUMQA-UHFFFAOYSA-N 0.000 description 1
JPUAZONARHDEHV-UHFFFAOYSA-N 1-hydroxysulfanylnaphthalene Chemical compound C1=CC=C2C(SO)=CC=CC2=C1 JPUAZONARHDEHV-UHFFFAOYSA-N 0.000 description 1
QQGRFMIMXPWKPM-UHFFFAOYSA-N 2,3,4-tributylphenol Chemical compound CCCCC1=CC=C(O)C(CCCC)=C1CCCC QQGRFMIMXPWKPM-UHFFFAOYSA-N 0.000 description 1
NHWQMJMIYICNBP-UHFFFAOYSA-N 2-chlorobenzonitrile Chemical compound ClC1=CC=CC=C1C#N NHWQMJMIYICNBP-UHFFFAOYSA-N 0.000 description 1
WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical class CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
PKRSYEPBQPFNRB-UHFFFAOYSA-N 2-phenoxybenzoic acid Chemical compound OC(=O)C1=CC=CC=C1OC1=CC=CC=C1 PKRSYEPBQPFNRB-UHFFFAOYSA-N 0.000 description 1
YVHDMQRVTVCDAS-UHFFFAOYSA-N 2-propylpyrimidine Chemical compound CCCC1=NC=CC=N1 YVHDMQRVTVCDAS-UHFFFAOYSA-N 0.000 description 1
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
WUBBRNOQWQTFEX-UHFFFAOYSA-N 4-aminosalicylic acid Chemical compound NC1=CC=C(C(O)=O)C(O)=C1 WUBBRNOQWQTFEX-UHFFFAOYSA-N 0.000 description 1
JNDHKTCWEIIWLW-UHFFFAOYSA-N 4-cyclopropyl-2-methylpyrimidine Chemical compound CC1=NC=CC(C2CC2)=N1 JNDHKTCWEIIWLW-UHFFFAOYSA-N 0.000 description 1
RHCPXBWBWPXEFT-UHFFFAOYSA-N 4-cyclopropylpyrimidine Chemical group C1CC1C1=CC=NC=N1 RHCPXBWBWPXEFT-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
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
229920001817 Agar Polymers 0.000 description 1
244000291564 Allium cepa Species 0.000 description 1
235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
241000223600 Alternaria Species 0.000 description 1
244000144725 Amygdalus communis Species 0.000 description 1
235000003276 Apios tuberosa Nutrition 0.000 description 1
235000010777 Arachis hypogaea Nutrition 0.000 description 1
244000105624 Arachis hypogaea Species 0.000 description 1
235000010744 Arachis villosulicarpa Nutrition 0.000 description 1
241000235349 Ascomycota Species 0.000 description 1
244000003416 Asparagus officinalis Species 0.000 description 1
235000005340 Asparagus officinalis Nutrition 0.000 description 1
BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 1
241000972773 Aulopiformes Species 0.000 description 1
241000221198 Basidiomycota Species 0.000 description 1
239000005711 Benzoic acid Substances 0.000 description 1
241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
ZNSMNVMLTJELDZ-UHFFFAOYSA-N Bis(2-chloroethyl)ether Chemical compound ClCCOCCCl ZNSMNVMLTJELDZ-UHFFFAOYSA-N 0.000 description 1
241001480061 Blumeria graminis Species 0.000 description 1
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
241000283725 Bos Species 0.000 description 1
241000123650 Botrytis cinerea Species 0.000 description 1
241000167854 Bourreria succulenta Species 0.000 description 1
244000056139 Brassica cretica Species 0.000 description 1
235000003351 Brassica cretica Nutrition 0.000 description 1
240000007124 Brassica oleracea Species 0.000 description 1
235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
235000003343 Brassica rupestris Nutrition 0.000 description 1
101150085479 CHS2 gene Proteins 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
244000025254 Cannabis sativa Species 0.000 description 1
235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
235000002566 Capsicum Nutrition 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
241001157813 Cercospora Species 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
241000254137 Cicadidae Species 0.000 description 1
WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
241000723346 Cinnamomum camphora Species 0.000 description 1
244000223760 Cinnamomum zeylanicum Species 0.000 description 1
235000005979 Citrus limon Nutrition 0.000 description 1
244000131522 Citrus pyriformis Species 0.000 description 1
241001672694 Citrus reticulata Species 0.000 description 1
240000000560 Citrus x paradisi Species 0.000 description 1
240000007154 Coffea arabica Species 0.000 description 1
241000222199 Colletotrichum Species 0.000 description 1
240000000491 Corchorus aestuans Species 0.000 description 1
235000011777 Corchorus aestuans Nutrition 0.000 description 1
235000010862 Corchorus capsularis Nutrition 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
241000219112 Cucumis Species 0.000 description 1
235000015510 Cucumis melo subsp melo Nutrition 0.000 description 1
235000010799 Cucumis sativus var sativus Nutrition 0.000 description 1
241000219122 Cucurbita Species 0.000 description 1
235000009804 Cucurbita pepo subsp pepo Nutrition 0.000 description 1
241000371644 Curvularia ravenelii Species 0.000 description 1
241001052209 Cylinder Species 0.000 description 1
235000002767 Daucus carota Nutrition 0.000 description 1
244000000626 Daucus carota Species 0.000 description 1
MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
101100536354 Drosophila melanogaster tant gene Proteins 0.000 description 1
101100377706 Escherichia phage T5 A2.2 gene Proteins 0.000 description 1
KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
240000009088 Fragaria x ananassa Species 0.000 description 1
241000223218 Fusarium Species 0.000 description 1
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
235000010469 Glycine max Nutrition 0.000 description 1
244000068988 Glycine max Species 0.000 description 1
241000219146 Gossypium Species 0.000 description 1
241000208818 Helianthus Species 0.000 description 1
235000003222 Helianthus annuus Nutrition 0.000 description 1
241001181537 Hemileia Species 0.000 description 1
244000043261 Hevea brasiliensis Species 0.000 description 1
244000025221 Humulus lupulus Species 0.000 description 1
235000008694 Humulus lupulus Nutrition 0.000 description 1
206010061217 Infestation Diseases 0.000 description 1
101000913968 Ipomoea purpurea Chalcone synthase C Proteins 0.000 description 1
125000000174 L-prolyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])[C@@]1([H])C(*)=O 0.000 description 1
235000003228 Lactuca sativa Nutrition 0.000 description 1
240000008415 Lactuca sativa Species 0.000 description 1
241000218195 Lauraceae Species 0.000 description 1
240000004322 Lens culinaris Species 0.000 description 1
235000014647 Lens culinaris subsp culinaris Nutrition 0.000 description 1
239000002841 Lewis acid Substances 0.000 description 1
235000004431 Linum usitatissimum Nutrition 0.000 description 1
240000006240 Linum usitatissimum Species 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
244000081841 Malus domestica Species 0.000 description 1
101150096418 Mepe gene Proteins 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 1
101150101095 Mmp12 gene Proteins 0.000 description 1
241001518729 Monilinia Species 0.000 description 1
240000005561 Musa balbisiana Species 0.000 description 1
208000031888 Mycoses Diseases 0.000 description 1
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
229910002651 NO3 Inorganic materials 0.000 description 1
241000358422 Nephotettix cincticeps Species 0.000 description 1
101100384865 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) cot-1 gene Proteins 0.000 description 1
235000002637 Nicotiana tabacum Nutrition 0.000 description 1
244000061176 Nicotiana tabacum Species 0.000 description 1
NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
241000207836 Olea <angiosperm> Species 0.000 description 1
241000233654 Oomycetes Species 0.000 description 1
235000008753 Papaver somniferum Nutrition 0.000 description 1
240000001090 Papaver somniferum Species 0.000 description 1
239000006002 Pepper Substances 0.000 description 1
CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
235000008673 Persea americana Nutrition 0.000 description 1
244000025272 Persea americana Species 0.000 description 1
101000907988 Petunia hybrida Chalcone-flavanone isomerase C Proteins 0.000 description 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
241001483078 Phyto Species 0.000 description 1
241000233614 Phytophthora Species 0.000 description 1
235000016761 Piper aduncum Nutrition 0.000 description 1
240000003889 Piper guineense Species 0.000 description 1
235000017804 Piper guineense Nutrition 0.000 description 1
235000008184 Piper nigrum Nutrition 0.000 description 1
235000010582 Pisum sativum Nutrition 0.000 description 1
240000004713 Pisum sativum Species 0.000 description 1
241000233626 Plasmopara Species 0.000 description 1
241000896242 Podosphaera Species 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical group CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
240000005809 Prunus persica Species 0.000 description 1
235000006040 Prunus persica var persica Nutrition 0.000 description 1
241000221300 Puccinia Species 0.000 description 1
241000228454 Pyrenophora graminea Species 0.000 description 1
241000231139 Pyricularia Species 0.000 description 1
241000220324 Pyrus Species 0.000 description 1
241000233639 Pythium Species 0.000 description 1
239000007868 Raney catalyst Substances 0.000 description 1
229910000564 Raney nickel Inorganic materials 0.000 description 1
241001361634 Rhizoctonia Species 0.000 description 1
240000000528 Ricinus communis Species 0.000 description 1
240000007651 Rubus glaucus Species 0.000 description 1
240000000111 Saccharum officinarum Species 0.000 description 1
235000007201 Saccharum officinarum Nutrition 0.000 description 1
206010039509 Scab Diseases 0.000 description 1
235000007238 Secale cereale Nutrition 0.000 description 1
244000082988 Secale cereale Species 0.000 description 1
239000004113 Sepiolite Substances 0.000 description 1
241001533598 Septoria Species 0.000 description 1
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
240000003768 Solanum lycopersicum Species 0.000 description 1
235000002595 Solanum tuberosum Nutrition 0.000 description 1
244000061456 Solanum tuberosum Species 0.000 description 1
240000003829 Sorghum propinquum Species 0.000 description 1
235000011684 Sorghum saccharatum Nutrition 0.000 description 1
235000009337 Spinacia oleracea Nutrition 0.000 description 1
244000300264 Spinacia oleracea Species 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
235000021536 Sugar beet Nutrition 0.000 description 1
DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 1
244000269722 Thea sinensis Species 0.000 description 1
244000299461 Theobroma cacao Species 0.000 description 1
235000009470 Theobroma cacao Nutrition 0.000 description 1
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
241000510929 Uncinula Species 0.000 description 1
244000078534 Vaccinium myrtillus Species 0.000 description 1
241000228452 Venturia inaequalis Species 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
239000002250 absorbent Substances 0.000 description 1
230000002745 absorbent Effects 0.000 description 1
DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
150000001241 acetals Chemical class 0.000 description 1
150000001242 acetic acid derivatives Chemical class 0.000 description 1
230000000274 adsorptive effect Effects 0.000 description 1
239000008272 agar Substances 0.000 description 1
239000003905 agrochemical Substances 0.000 description 1
239000012872 agrochemical composition Substances 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
150000001341 alkaline earth metal compounds Chemical class 0.000 description 1
150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
150000008052 alkyl sulfonates Chemical class 0.000 description 1
235000020224 almond Nutrition 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
229960004909 aminosalicylic acid Drugs 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
230000000844 anti-bacterial effect Effects 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
239000003899 bactericide agent Substances 0.000 description 1
235000021015 bananas Nutrition 0.000 description 1
229910052788 barium Inorganic materials 0.000 description 1
DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
239000000440 bentonite Substances 0.000 description 1
229910000278 bentonite Inorganic materials 0.000 description 1
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
229940092714 benzenesulfonic acid Drugs 0.000 description 1
125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
150000001558 benzoic acid derivatives Chemical class 0.000 description 1
KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
230000003115 biocidal effect Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
235000021029 blackberry Nutrition 0.000 description 1
239000011449 brick Substances 0.000 description 1
244000309464 bull Species 0.000 description 1
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
KVNRLNFWIYMESJ-UHFFFAOYSA-N butyronitrile Chemical compound CCCC#N KVNRLNFWIYMESJ-UHFFFAOYSA-N 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
235000009120 camo Nutrition 0.000 description 1
229960000846 camphor Drugs 0.000 description 1
229930008380 camphor Natural products 0.000 description 1
XDSYAIICRRZSJX-UHFFFAOYSA-N carbamimidoyl(phenyl)azanium;hydrogen carbonate Chemical compound OC(O)=O.NC(N)=NC1=CC=CC=C1 XDSYAIICRRZSJX-UHFFFAOYSA-N 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
235000005607 chanvre indien Nutrition 0.000 description 1
239000003638 chemical reducing agent Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
235000019693 cherries Nutrition 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
125000006425 chlorocyclopropyl group Chemical group 0.000 description 1
229910052804 chromium Inorganic materials 0.000 description 1
239000011651 chromium Substances 0.000 description 1
235000013985 cinnamic acid Nutrition 0.000 description 1
229930016911 cinnamic acid Natural products 0.000 description 1
235000017803 cinnamon Nutrition 0.000 description 1
235000015165 citric acid Nutrition 0.000 description 1
235000020971 citrus fruits Nutrition 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
235000016213 coffee Nutrition 0.000 description 1
235000013353 coffee beverage Nutrition 0.000 description 1
238000001816 cooling Methods 0.000 description 1
150000003983 crown ethers Chemical class 0.000 description 1
239000012043 crude product Substances 0.000 description 1
125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 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
238000005661 deetherification reaction Methods 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
125000003963 dichloro group Chemical group Cl* 0.000 description 1
229940117389 dichlorobenzene Drugs 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
CSJLBAMHHLJAAS-UHFFFAOYSA-N diethylaminosulfur trifluoride Substances CCN(CC)S(F)(F)F CSJLBAMHHLJAAS-UHFFFAOYSA-N 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
MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
201000010099 disease Diseases 0.000 description 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
235000021186 dishes Nutrition 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
229940043264 dodecyl sulfate Drugs 0.000 description 1
229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
235000021038 drupes Nutrition 0.000 description 1
238000010410 dusting Methods 0.000 description 1
239000004495 emulsifiable concentrate Substances 0.000 description 1
238000005538 encapsulation Methods 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
125000001033 ether group Chemical group 0.000 description 1
XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
229940093858 ethyl acetoacetate Drugs 0.000 description 1
150000005452 ethyl sulfates Chemical class 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
239000000284 extract 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
239000003337 fertilizer Substances 0.000 description 1
239000000835 fiber Substances 0.000 description 1
125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
239000006260 foam Substances 0.000 description 1
239000011888 foil Substances 0.000 description 1
239000008098 formaldehyde solution Substances 0.000 description 1
235000019253 formic acid Nutrition 0.000 description 1
239000000417 fungicide Substances 0.000 description 1
229940052308 general anesthetics halogenated hydrocarbons Drugs 0.000 description 1
239000011521 glass Substances 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
ZEKANFGSDXODPD-UHFFFAOYSA-N glyphosate-isopropylammonium Chemical compound CC(C)N.OC(=O)CNCP(O)(O)=O ZEKANFGSDXODPD-UHFFFAOYSA-N 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
239000011487 hemp Substances 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
238000005984 hydrogenation reaction Methods 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
238000011534 incubation Methods 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
239000013067 intermediate product Substances 0.000 description 1
239000011630 iodine Substances 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-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
LRDFRRGEGBBSRN-UHFFFAOYSA-N isobutyronitrile Chemical compound CC(C)C#N LRDFRRGEGBBSRN-UHFFFAOYSA-N 0.000 description 1
FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 description 1
230000002147 killing effect Effects 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
150000007517 lewis acids Chemical class 0.000 description 1
239000003446 ligand Substances 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
235000009973 maize Nutrition 0.000 description 1
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
239000000463 material Substances 0.000 description 1
239000000155 melt Substances 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
150000002736 metal compounds Chemical class 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
229940098779 methanesulfonic acid Drugs 0.000 description 1
UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
GHDIHPNJQVDFBL-UHFFFAOYSA-N methoxycyclohexane Chemical compound COC1CCCCC1 GHDIHPNJQVDFBL-UHFFFAOYSA-N 0.000 description 1
WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
150000005451 methyl sulfates Chemical class 0.000 description 1
244000000010 microbial pathogen Species 0.000 description 1
239000011785 micronutrient Substances 0.000 description 1
235000013369 micronutrients Nutrition 0.000 description 1
239000011707 mineral Substances 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
239000012764 mineral filler Substances 0.000 description 1
239000003750 molluscacide Substances 0.000 description 1
230000002013 molluscicidal effect Effects 0.000 description 1
PYLWMHQQBFSUBP-UHFFFAOYSA-N monofluorobenzene Chemical compound FC1=CC=CC=C1 PYLWMHQQBFSUBP-UHFFFAOYSA-N 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
235000010460 mustard Nutrition 0.000 description 1
YZMHQCWXYHARLS-UHFFFAOYSA-N naphthalene-1,2-disulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(S(=O)(=O)O)=CC=C21 YZMHQCWXYHARLS-UHFFFAOYSA-N 0.000 description 1
UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
150000002790 naphthalenes Chemical class 0.000 description 1
229920003052 natural elastomer Polymers 0.000 description 1
229920001194 natural rubber Polymers 0.000 description 1
239000005645 nematicide Substances 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
150000002823 nitrates Chemical class 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 description 1
LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
ZCYXXKJEDCHMGH-UHFFFAOYSA-N nonane Chemical compound CCCC[CH]CCCC ZCYXXKJEDCHMGH-UHFFFAOYSA-N 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
BKIMMITUMNQMOS-UHFFFAOYSA-N normal nonane Natural products CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 1
235000014571 nuts Nutrition 0.000 description 1
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
UYDLBVPAAFVANX-UHFFFAOYSA-N octylphenoxy polyethoxyethanol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(OCCOCCOCCOCCO)C=C1 UYDLBVPAAFVANX-UHFFFAOYSA-N 0.000 description 1
210000000056 organ Anatomy 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
239000007800 oxidant agent Substances 0.000 description 1
125000006353 oxyethylene group Chemical group 0.000 description 1
HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 1
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
230000036961 partial effect Effects 0.000 description 1
244000052769 pathogen Species 0.000 description 1
230000001717 pathogenic effect Effects 0.000 description 1
235000021017 pears Nutrition 0.000 description 1
BNIXVQGCZULYKV-UHFFFAOYSA-N pentachloroethane Chemical compound ClC(Cl)C(Cl)(Cl)Cl BNIXVQGCZULYKV-UHFFFAOYSA-N 0.000 description 1
150000004965 peroxy acids Chemical class 0.000 description 1
239000012071 phase Substances 0.000 description 1
125000005498 phthalate group Chemical class 0.000 description 1
230000008635 plant growth Effects 0.000 description 1
235000021018 plums Nutrition 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229920000151 polyglycol Polymers 0.000 description 1
239000010695 polyglycol Substances 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
235000021039 pomes Nutrition 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
159000000001 potassium salts Chemical class 0.000 description 1
235000012015 potatoes Nutrition 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
230000001376 precipitating effect Effects 0.000 description 1
230000003449 preventive effect Effects 0.000 description 1
239000000047 product Substances 0.000 description 1
230000001737 promoting effect Effects 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000008262 pumice Substances 0.000 description 1
CCOXWRVWKFVFDG-UHFFFAOYSA-N pyrimidine-2-carbaldehyde Chemical compound O=CC1=NC=CC=N1 CCOXWRVWKFVFDG-UHFFFAOYSA-N 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
235000021013 raspberries Nutrition 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
150000003873 salicylate salts Chemical class 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
235000019515 salmon Nutrition 0.000 description 1
239000004576 sand Substances 0.000 description 1
229910052624 sepiolite Inorganic materials 0.000 description 1
235000019355 sepiolite Nutrition 0.000 description 1
229920002545 silicone oil Polymers 0.000 description 1
150000003385 sodium Chemical class 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
239000012279 sodium borohydride Substances 0.000 description 1
229910000033 sodium borohydride Inorganic materials 0.000 description 1
239000012312 sodium hydride Substances 0.000 description 1
229910000104 sodium hydride Inorganic materials 0.000 description 1
235000012424 soybean oil Nutrition 0.000 description 1
239000003549 soybean oil Substances 0.000 description 1
241000894007 species Species 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
238000005507 spraying Methods 0.000 description 1
235000020354 squash Nutrition 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
235000021012 strawberries Nutrition 0.000 description 1
229910052712 strontium Inorganic materials 0.000 description 1
CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000003760 tallow Substances 0.000 description 1
150000003892 tartrate salts Chemical class 0.000 description 1
235000013616 tea Nutrition 0.000 description 1
ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
229950011008 tetrachloroethylene Drugs 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
HNKJADCVZUBCPG-UHFFFAOYSA-N thioanisole Chemical compound CSC1=CC=CC=C1 HNKJADCVZUBCPG-UHFFFAOYSA-N 0.000 description 1
YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical class OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
244000045561 useful plants Species 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/30—Halogen atoms or nitro radicals
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/38—One sulfur atom
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/42—One nitrogen atom

Landscapes

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

PH37606A 1987-09-28 1988-09-27 2-anilinopyrimidine derivatives and their use as pesticides PH26459A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CH375087		1987-09-28
CH133388		1988-04-11

Publications (1)

Publication Number	Publication Date
PH26459A true PH26459A (en)	1992-07-27

Family

ID=25687372

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
PH37606A PH26459A (en)	1987-09-28	1988-09-27	2-anilinopyrimidine derivatives and their use as pesticides

Country Status (32)

Country	Link
US (2)	US4931560A (es)
EP (1)	EP0310550B1 (es)
JP (1)	JPH0649689B2 (es)
KR (1)	KR920006738B1 (es)
CN (1)	CN1017993B (es)
AR (1)	AR245700A1 (es)
AU (1)	AU619762B2 (es)
BG (1)	BG60541B1 (es)
BR (1)	BR8804955A (es)
CA (1)	CA1317952C (es)
CY (1)	CY1770A (es)
CZ (2)	CZ638588A3 (es)
DE (1)	DE3881320D1 (es)
DK (2)	DK168598B1 (es)
ES (1)	ES2054867T3 (es)
FI (1)	FI98913C (es)
HK (1)	HK21394A (es)
HU (1)	HU203879B (es)
IE (1)	IE62424B1 (es)
IL (1)	IL87866A (es)
LV (3)	LV10613B (es)
MD (2)	MD370C2 (es)
NO (1)	NO176178C (es)
NZ (1)	NZ226323A (es)
PH (1)	PH26459A (es)
PL (1)	PL156233B1 (es)
PT (1)	PT88596B (es)
RU (6)	RU2014327C1 (es)
SK (1)	SK279313B6 (es)
UA (2)	UA19303A (es)
YU (1)	YU48390B (es)
ZW (1)	ZW12788A1 (es)

Families Citing this family (92)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
ES2058332T3 (es) *	1987-06-11	1994-11-01	Ciba Geigy Ag	Microbicidas.
JP2603108B2 (ja) *	1988-06-24	1997-04-23	イハラケミカル工業株式会社	アニリノピリミジン誘導体
GB8823288D0 (en) *	1988-10-04	1988-11-09	Schering Agrochemicals Ltd	Herbicides
AU644159B2 (en) *	1990-05-17	1993-12-02	Novartis Ag	2-anilino-4-cyanopyrimidine derivatives
GB9117486D0 (en) *	1991-08-13	1991-09-25	Schering Ag	Fungicides
DK0548025T3 (da) *	1991-12-19	1996-05-13	Ciba Geigy Ag	Mikrobicider
AU652302B2 (en) *	1991-12-19	1994-08-18	Novartis Ag	Microbicides
US5276186A (en)	1992-03-11	1994-01-04	Ciba-Geigy Corporation	Process for the production of guanidine derivatives
DE4318372B4 (de) *	1992-06-10	2010-10-28	BASF Agro B.V., Arnhem (NL)-Wädenswil-Branch	Fungizide Mischungen
WO1994025432A1 (fr) *	1993-04-28	1994-11-10	Kumiai Chemical Industry Co., Ltd.	Derive amide d'amino acide, bactericide horticole, et procede de production
DE4318285A1 (de) *	1993-06-02	1994-12-08	Bayer Ag	Fungizide Wirkstoffkombinationen
CH686061A5 (de) *	1993-06-04	1995-12-29	Ciba Geigy Ag	Mikrobizide.
UA39100C2 (uk) *	1993-06-28	2001-06-15	Новартіс Аг	Бактерицидний засіб для рослин, спосіб боротьби з грибковими захворюваннями рослин та рослинний матеріал для розмноження
RU2127054C1 (ru) *	1993-06-28	1999-03-10	Новартис Аг	Фунгицид для растений, способ борьбы с грибами
US5436248A (en) *	1993-07-02	1995-07-25	Ciba-Geigy Corporation	Microbicides
GB9314128D0 (en) *	1993-07-08	1993-08-18	Schering Agrochemicals Ltd	Fungicidal composition
JP3634409B2 (ja) *	1993-09-13	2005-03-30	ビーエーエスエフアクチェンゲゼルシャフト	殺菌剤混合物
DK0655441T3 (da) *	1993-11-09	2002-05-06	Syngenta Participations Ag	Krystalmodifikation af (4-cyclopropyl-6-methyl-pyrimidin-2-yl)-phenyl-amin samt fremgangsmåde til dens fremstilling
AT406837B (de) *	1994-02-10	2000-09-25	Electrovac	Verfahren und vorrichtung zur herstellung von metall-matrix-verbundwerkstoffen
TW286264B (es)	1994-05-20	1996-09-21	Ciba Geigy Ag
US5519026A (en) *	1994-06-27	1996-05-21	Ciba-Geigy Corporation	Microbicides
DE4444928A1 (de)	1994-12-16	1996-06-27	Hoechst Schering Agrevo Gmbh	Verfahren zur Herstellung von 2-Anilino-pyridin-Derivaten
FR2729051B1 (fr) *	1995-01-09	2000-12-08	Rhone Poulenc Agrochimie	Nouvelle composition fongicide a base d'un compose dicarboximide
WO1997021686A1 (de) *	1995-12-14	1997-06-19	Basf Aktiengesellschaft	2-(o-[pyrimidin-4-yl]methylenoxy)phenylessigsäure-derivate und ihre verwendung zur bekämpfung von schadpilzen und tierischen schädlingen
TR199802033T2 (xx) *	1996-04-11	1999-01-18	Novartis Ag	Böcek öldürücü siprodinil ve miklobutanil bileşimi.
EA001030B1 (ru) *	1996-04-26	2000-08-28	Басф Акциенгезельшафт	Фунгицидные смеси
US5990311A (en) *	1996-05-04	1999-11-23	Uhan Corporation	Process for preparation of pyrimidine derivatives
TW440563B (en) *	1996-05-23	2001-06-16	Hoffmann La Roche	Aryl pyrimidine derivatives and a pharmaceutical composition thereof
GB9619534D0 (en) *	1996-09-19	1996-10-30	Agrevo Uk Ltd	Fungicidal composition
US6297236B1 (en)	1998-04-06	2001-10-02	Bayer Aktiengesellschaft	Fungicide active substance combinations
DE19716257A1 (de)	1997-04-18	1998-10-22	Bayer Ag	Fungizide Wirkstoffkombination
AU4503499A (en)	1998-06-10	1999-12-30	Basf Aktiengesellschaft	Use of 2-(n-phenylamino)pyrimidines as fungicides, and novel 2-(n-phenylamino)pyrimidines
WO2001019801A1 (en) *	1999-09-16	2001-03-22	Rimma Iliinichna Ashkinazi	Bioactive substance containing derivatives of 2-amino-6-aryloxypyrimidines and intermediary products of synthesis thereof
RU2002119003A (ru)	1999-12-13	2004-01-10	Байер Акциенгезельшафт (De)	Смеси фунгицидных активных веществ
DE10019758A1 (de) *	2000-04-20	2001-10-25	Bayer Ag	Fungizide Wirkstoffkombinationen
DE10103832A1 (de) *	2000-05-11	2001-11-15	Bayer Ag	Fungizide Wirkstoffkombinationen
KR20010112817A (ko) *	2000-06-15	2001-12-22	황재관	녹차의 생리활성물질 분리방법
DE10049804A1 (de) *	2000-10-09	2002-04-18	Bayer Ag	Wirkstoffkombinationen mit fungiziden und akariziden Eigenschaften
IL159120A0 (en) *	2001-05-29	2004-05-12	Schering Ag	Cdk inhibiting pyrimidines, production thereof and their use as medicaments
DE10207376B4 (de)	2002-02-22	2005-03-03	Degussa Ag	Verfahren zur Herstellung von 2-Anilino-4,6-dimethylpyrimidin
BRPI0311980B1 (pt) *	2002-07-08	2017-11-28	Basf Aktiengesellschaft	Fungicide agent, process for combating harmful fungi, and, use of compounds
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
AU2005237235B8 (en)	2004-04-30	2010-10-21	Basf Aktiengesellschaft	Fungicidal mixtures
US7091202B2 (en) *	2004-09-15	2006-08-15	Bristol-Myers Squibb Company	4-arylspirocycloalkyl-2-aminopyrimidine carboxamide KCNQ potassium channel modulators
ATE542802T1 (de) *	2004-09-30	2012-02-15	Tibotec Pharm Ltd	Hiv-inhibierende 5-substituierte pyrimidine
RU2420395C2 (ru) *	2004-10-22	2011-06-10	Янссен Фармацевтика Н.В.	Применение анилинопиримидинов для защиты древесины
EP1969940A3 (en) *	2004-12-17	2008-12-10	Devgen NV	Nematicidal compositions
DE102005015677A1 (de)	2005-04-06	2006-10-12	Bayer Cropscience Ag	Synergistische fungizide Wirkstoffkombinationen
EP2255648A3 (de)	2005-06-09	2011-03-02	Bayer CropScience AG	Wirkstoffkombinationen
DE102005026482A1 (de)	2005-06-09	2006-12-14	Bayer Cropscience Ag	Wirkstoffkombinationen
ATE431077T1 (de)	2005-09-29	2009-05-15	Syngenta Participations Ag	Cyprodinilhaltige fungizide zusammensetzung
AU2006296781B2 (en)	2005-09-29	2012-06-14	Syngenta Participations Ag	Fungicidal compositions
SI1782690T1 (sl) *	2005-09-29	2012-12-31	Syngenta Participations Ag	Postopek zatiranja bolezni na ječmenu
DE102006023263A1 (de) *	2006-05-18	2007-11-22	Bayer Cropscience Ag	Synergistische Wirkstoffkombinationen
US8420569B2 (en)	2006-09-18	2013-04-16	Basf Se	Pesticidal mixtures
EP2258177A3 (en)	2006-12-15	2011-11-09	Rohm and Haas Company	Mixtures comprising 1-methylcyclopropene
CL2008000357A1 (es)	2007-02-06	2009-09-11	Basf Se	Agente que contiene al menos un antagonista de gaba, tal como fipronilo, al menos un fungicida de azol, tal como triconazol y al menos una giberelina; y su uso para mejorar la germinacion y/o la emergencia y/o vitalidad de las plantas.
GB0706044D0 (en) *	2007-03-28	2007-05-09	Syngenta Ltd	C0-Crystals
CA2682294A1 (en)	2007-04-23	2008-10-30	Basf Se	Plant productivity enhancement by combining chemical agents with transgenic modifications
EP2155713A1 (en) *	2007-05-16	2010-02-24	Bayer CropScience SA	Fungicides phenyl-pyrimdinyl-amino derivatives
CN101311170B (zh)	2007-05-25	2010-09-15	中国中化股份有限公司	取代嘧啶醚类化合物及其应用
DE102007045920B4 (de)	2007-09-26	2018-07-05	Bayer Intellectual Property Gmbh	Synergistische Wirkstoffkombinationen
PT2205082E (pt)	2007-09-26	2012-05-02	Basf Se	Composições fungicidas ternárias compreendendo boscalide e clorotalonil
US8575187B2 (en)	2008-02-06	2013-11-05	Janssen Pharmaceutica, Nv	Combinations of anilinopyrimidines and pyrion compounds
US8592438B2 (en) *	2008-03-21	2013-11-26	Sumitomo Chemical Intellectual Property Service, Ltd	Plant disease control composition
UA104887C2 (uk)	2009-03-25	2014-03-25	Баєр Кропсаєнс Аг	Синергічні комбінації активних речовин
CN101906075B (zh)	2009-06-05	2012-11-07	中国中化股份有限公司	含取代苯胺基嘧啶基团的e-型苯基丙烯酸酯类化合物及其应用
JP5642786B2 (ja) *	2009-07-16	2014-12-17	バイエル・クロップサイエンス・アーゲーＢａｙｅｒＣｒｏｐｓｃｉｅｎｃｅＡｇ	フェニルトリアゾール類を含む相乗的活性化合物組み合わせ
WO2011026796A1 (en)	2009-09-01	2011-03-10	Basf Se	Synergistic fungicidal mixtures comprising lactylates and method for combating phytopathogenic fungi
BR112013014913A2 (pt)	2010-12-20	2016-07-19	Basf Se	misturas pesticidas, composição pesticida ou parasiticida, método para proteger os vegetais do ataque ou da infestação por insetos, para o controle dos insetos, para o controle dos fungos fitopatogênicos prejudiciais, para a proteção dos vegetais dos fungos fitopatogênicos prejudiciais, para a proteção do material de propagação dos vegetais, para a proteção dos animais contra a infestação ou infecção por parasitas, para o tratamento dos aminais infectados ou infectados por parasitas e utilização
CN102067852A (zh) *	2011-01-20	2011-05-25	陕西美邦农药有限公司	一种含多抗霉素与嘧啶类化合物的杀菌组合物
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
CN102388890B (zh) *	2011-10-09	2013-08-28	陕西上格之路生物科学有限公司	一种含丁香菌酯和嘧菌环胺的杀菌组合物
ES2402036B1 (es) *	2011-10-13	2014-03-10	Consejo Superior De Investigaciones Científicas (Csic)	Haptenos conjugados y anticuerpos para el fungicida ciprodinil.
BR122019015109B1 (pt)	2012-06-20	2020-04-07	Basf Se	mistura pesticida, composição, composição agrícola, métodos para o combate ou controle das pragas de invertebrados, para a proteção dos vegetais em crescimento ou dos materias de propagação vegetal, para a proteção de material de propagação vegetal e uso de uma mistura pesticida
CN102899600A (zh) *	2012-09-12	2013-01-30	常州大学	电火花沉积原位反应硼化物陶瓷涂层及其制备方法
JP2013032375A (ja) *	2012-10-05	2013-02-14	Japan Enviro Chemicals Ltd	防かび組成物
US20150257383A1 (en)	2012-10-12	2015-09-17	Basf Se	Method for combating phytopathogenic harmful microbes on cultivated plants or plant propagation material
JP6576829B2 (ja)	2012-12-20	2019-09-18	ビーエーエスエフアグロベー．ブイ．	トリアゾール化合物を含む組成物
EP2783569A1 (en)	2013-03-28	2014-10-01	Basf Se	Compositions comprising a triazole compound
MD4301C1 (ro) *	2013-06-12	2015-03-31	Институт Генетики, Физиологии И Защиты Растений Академии Наук Молдовы	1-epi-5-O-alozilantirinozida pentru tratarea seminţelor de salată verde
EP2835052A1 (en)	2013-08-07	2015-02-11	Basf Se	Fungicidal mixtures comprising pyrimidine fungicides
WO2015036059A1 (en)	2013-09-16	2015-03-19	Basf Se	Fungicidal pyrimidine compounds
CA2923101A1 (en)	2013-09-16	2015-03-19	Basf Se	Fungicidal pyrimidine compounds
SG11201602069WA (en)	2013-10-18	2016-04-28	Eisai R&D Man Co Ltd	Pyrimidine fgfr4 inhibitors
EP2979549A1 (en)	2014-07-31	2016-02-03	Basf Se	Method for improving the health of a plant
CN107075712A (zh)	2014-10-24	2017-08-18	巴斯夫欧洲公司	改变固体颗粒的表面电荷的非两性、可季化和水溶性聚合物
EP2910126A1 (en)	2015-05-05	2015-08-26	Bayer CropScience AG	Active compound combinations having insecticidal properties
CN106035340A (zh) *	2016-05-20	2016-10-26	南京华洲药业有限公司	一种含螺环菌胺和嘧菌环胺的杀菌组合物及其应用

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE151404C (es) *
DE1670537A1 (de) *	1966-11-09	1970-10-29	Degussa	Verfahren zur Herstellung neuer substituierter Aminopyrimidine
AU5319479A (en) *	1978-12-22	1980-06-26	Ici Australia Limited	Pyrimidinyl amino phenoxy carboxylate derivatives
DD151404A1 (de) *	1980-06-13	1981-10-21	Friedrich Franke	Fungizide mittel
US4515626A (en) *	1982-10-06	1985-05-07	Ciba Geigy Corporation	N-(Cyclopropyl-triazinyl-n'-(arylsulfonyl) ureas having herbicidal activity
DE3319843A1 (de) *	1983-06-01	1984-12-06	Ali-Akbar Dipl.-Chem. Dr. 4300 Mülheim Pourzal	Verfahren zur herstellung von pyrimidinen aus nitrilen und alkinen
US4659363A (en) *	1983-07-25	1987-04-21	Ciba-Geigy Corporation	N-(2-nitrophenyl)-2-aminopyrimidine derivatives, the preparation and use thereof
DE3402194A1 (de) *	1984-01-24	1985-07-25	Bayer Ag, 5090 Leverkusen	Verfahren zur selektiven hydrierung von chlor enthaltenden pyrimidinen und neue pyrimidine
US4685961A (en) *	1984-02-14	1987-08-11	Ciba-Geigy Corporation	Herbicidal sulfonylureas
EP0172786B1 (de) *	1984-06-25	1991-01-30	Ciba-Geigy Ag	Pyrimidinderivate wirksam als Schädlingsbekämpfungsmittel
JPH0629263B2 (ja) *	1985-10-30	1994-04-20	クミアイ化学工業株式会社	ピリミジン誘導体および農園芸用殺菌剤
ES2058332T3 (es) *	1987-06-11	1994-11-01	Ciba Geigy Ag	Microbicidas.
US4897396A (en) *	1988-06-03	1990-01-30	Ciba-Geigy Corporation	2-phenylamino pyrimidine derivatives and their uses as microbicides
EP0358609B1 (de) *	1988-09-09	1996-07-24	Ciba-Geigy Ag	Schädlingsbekämpfungsmittel
HU206337B (en) *	1988-12-29	1992-10-28	Mitsui Petrochemical Ind	Process for producing pyrimidine derivatives and pharmaceutical compositions

1988
- 1988-09-20 EP EP88810640A patent/EP0310550B1/de not_active Expired - Lifetime
- 1988-09-20 ES ES88810640T patent/ES2054867T3/es not_active Expired - Lifetime
- 1988-09-20 DE DE8888810640T patent/DE3881320D1/de not_active Expired - Lifetime
- 1988-09-21 US US07/247,203 patent/US4931560A/en not_active Expired - Lifetime
- 1988-09-26 PL PL1988274899A patent/PL156233B1/pl unknown
- 1988-09-26 ZW ZW127/88A patent/ZW12788A1/xx unknown
- 1988-09-26 CA CA000578360A patent/CA1317952C/en not_active Expired - Lifetime
- 1988-09-26 BR BR8804955A patent/BR8804955A/pt not_active IP Right Cessation
- 1988-09-26 AR AR88312041A patent/AR245700A1/es active
- 1988-09-26 FI FI884409A patent/FI98913C/fi not_active IP Right Cessation
- 1988-09-26 NZ NZ226323A patent/NZ226323A/en unknown
- 1988-09-27 UA UA4356644A patent/UA19303A/uk unknown
- 1988-09-27 CZ CS886385A patent/CZ638588A3/cs not_active IP Right Cessation
- 1988-09-27 NO NO884284A patent/NO176178C/no not_active IP Right Cessation
- 1988-09-27 DK DK536288A patent/DK168598B1/da not_active IP Right Cessation
- 1988-09-27 PT PT88596A patent/PT88596B/pt not_active IP Right Cessation
- 1988-09-27 RU SU884356644A patent/RU2014327C1/ru active
- 1988-09-27 YU YU180988A patent/YU48390B/sh unknown
- 1988-09-27 HU HU885028A patent/HU203879B/hu unknown
- 1988-09-27 CZ CS895753A patent/CZ575389A3/cs unknown
- 1988-09-27 IE IE292288A patent/IE62424B1/en not_active IP Right Cessation
- 1988-09-27 SK SK6385-88A patent/SK279313B6/sk unknown
- 1988-09-27 AU AU22870/88A patent/AU619762B2/en not_active Expired
- 1988-09-27 PH PH37606A patent/PH26459A/en unknown
- 1988-09-28 JP JP63243754A patent/JPH0649689B2/ja not_active Expired - Fee Related
- 1988-09-28 BG BG85550A patent/BG60541B1/bg unknown
- 1988-09-28 CN CN88106975A patent/CN1017993B/zh not_active Expired
- 1988-09-28 IL IL87866A patent/IL87866A/xx active Protection Beyond IP Right Term
- 1988-09-28 KR KR1019880012609A patent/KR920006738B1/ko not_active Expired
1989
- 1989-09-20 UA UA4614930A patent/UA19304A/uk unknown
- 1989-09-20 RU SU894614995A patent/RU2043025C1/ru active
- 1989-09-20 RU SU894614930A patent/RU2002416C1/ru active
1990
- 1990-01-24 RU SU904742906A patent/RU2017735C1/ru active
- 1990-01-24 RU SU904742847A patent/RU2009134C1/ru active
- 1990-03-19 US US07/496,381 patent/US4997941A/en not_active Expired - Lifetime
1992
- 1992-04-14 RU SU925011341A patent/RU2045520C1/ru active
1993
- 1993-05-25 LV LVP-93-409A patent/LV10613B/en unknown
- 1993-06-15 LV LVP-93-594A patent/LV10614B/en unknown
- 1993-06-30 LV LVP-93-823A patent/LV10676B/en unknown
- 1993-07-20 DK DK085993A patent/DK170161B1/da not_active IP Right Cessation
1994
- 1994-03-10 HK HK213/94A patent/HK21394A/xx not_active IP Right Cessation
- 1994-04-28 MD MD94-0102A patent/MD370C2/ro unknown
- 1994-07-14 MD MD94-0208A patent/MD501C2/ro unknown
1995
- 1995-10-20 CY CY177095A patent/CY1770A/xx unknown

Also Published As

Publication number	Publication date
NO884284L (no)	1989-03-29
LV10614A (lv)	1995-04-20
AU2287088A (en)	1989-04-06
NO884284D0 (no)	1988-09-27
CA1317952C (en)	1993-05-18
PL274899A1 (en)	1989-12-11
LV10614B (en)	1996-04-20
RU2002416C1 (ru)	1993-11-15
JPH0649689B2 (ja)	1994-06-29
LV10676B (en)	1996-04-20
UA19304A (uk)	1997-12-25
CZ279023B6 (en)	1994-11-16
KR890005066A (ko)	1989-05-11
DK170161B1 (da)	1995-06-06
RU2009134C1 (ru)	1994-03-15
HK21394A (en)	1994-03-18
BG60541B1 (bg)	1995-08-28
PT88596B (pt)	1992-11-30
LV10676A (lv)	1995-06-20
HU203879B (en)	1991-10-28
KR920006738B1 (ko)	1992-08-17
IL87866A0 (en)	1989-03-31
LV10613B (en)	1996-04-20
EP0310550B1 (de)	1993-05-26
US4931560A (en)	1990-06-05
RU2043025C1 (ru)	1995-09-10
BG85550A (bg)	1993-12-24
FI884409A0 (fi)	1988-09-26
DK168598B1 (da)	1994-05-02
MD370C2 (ro)	1996-06-30
MD501C2 (ro)	1996-09-30
IE62424B1 (en)	1995-02-08
ES2054867T3 (es)	1994-08-16
NO176178B (no)	1994-11-07
US4997941A (en)	1991-03-05
FI884409A7 (fi)	1989-03-29
DK85993D0 (da)	1993-07-20
CZ575389A3 (en)	1994-11-16
SK638588A3 (en)	1998-09-09
AR245700A1 (es)	1994-02-28
RU2014327C1 (ru)	1994-06-15
PT88596A (pt)	1988-10-01
IE882922L (en)	1989-03-28
NZ226323A (en)	1990-04-26
LV10613A (lv)	1995-04-20
RU2017735C1 (ru)	1994-08-15
CZ279022B6 (en)	1994-11-16
CN1017993B (zh)	1992-08-26
CZ638588A3 (en)	1994-11-16
BR8804955A (pt)	1989-05-02
HUT47787A (en)	1989-04-28
DK85993A (da)	1993-07-20
SK279313B6 (sk)	1998-09-09
AU619762B2 (en)	1992-02-06
ZW12788A1 (en)	1989-06-28
CY1770A (en)	1995-10-20
IL87866A (en)	1993-05-13
DK536288A (da)	1989-03-29
NO176178C (no)	1995-02-15
FI98913B (fi)	1997-05-30
FI98913C (fi)	1997-09-10
DE3881320D1 (de)	1993-07-01
RU2045520C1 (ru)	1995-10-10
EP0310550A1 (de)	1989-04-05
MD501B1 (en)	1996-03-29
UA19303A (uk)	1997-12-25
DK536288D0 (da)	1988-09-27
YU48390B (sh)	1998-07-10
YU180988A (en)	1990-12-31
JPH01113374A (ja)	1989-05-02
PL156233B1 (en)	1992-02-28
CN1032441A (zh)	1989-04-19

Publication	Publication Date	Title
CA1317952C (en)	1993-05-18	Pesticides
US4897396A (en)	1990-01-30	2-phenylamino pyrimidine derivatives and their uses as microbicides
JP2632187B2 (ja)	1997-07-23	アニリノピリミジン誘導体、その組成物、それらの製造方法及び有害生物防除方法
EP0276432A2 (de)	1988-08-03	Schädlingsbekämpfungsmittel
NZ208972A (en)	1987-11-27	N-aminomethyl-3-phenyl-4-cyanopyrrole derivatives and microbicidal compositions
US5439912A (en)	1995-08-08	2-phenylamino-4-cyano-pyrimidines
WO1994017060A1 (en)	1994-08-04	Pyrazolyl acrylic acid derivatives, intermediates thereto, and their use as microbicides
JP2984857B2 (ja)	1999-11-29	殺微生物剤
EP0358609B1 (de)	1996-07-24	Schädlingsbekämpfungsmittel
CA1329934C (en)	1994-05-31	Pyrimidinealdehydes useful in the preparation of pesticides
LV10556B (en)	1996-04-20	A method of controlling or preventing an attack on cultivated plants by harmful insects or phytopathogenic microorganisms
PL161576B1 (pl)	1993-07-30	Sposób wytwarzania nowych pochodnych 2-anilinopirymidyn
DD282685A5 (de)	1990-09-19	Verfahren zur herstellung neuer 2-anilinopyrindiden-derivate
SI8811809A (sl)	1996-12-31	Sredstva za zatiranje škodljivcev
SI9010548A (sl)	1997-10-31	Sredstva za zatiranje škodljivcev