UA73351C2 - Liquid formulation - Google Patents

Liquid formulation Download PDF

Info

Publication number: UA73351C2
Authority: UA; Ukraine
Prior art keywords: group; carbon atoms; inhibitors; active substances; acid
Prior art date: 2000-04-27

Application number

UA2002119419A

Other languages

English (en)

Ukrainian (uk)

Original Assignee

Bayer Cropscience Gmbh

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.)

2000-04-27

Filing date

2001-05-04

Publication date

2005-07-15

2001-05-04 Application filed by Bayer Cropscience Gmbh filed Critical Bayer Cropscience Gmbh

2005-07-15 Publication of UA73351C2 publication Critical patent/UA73351C2/uk

Links

239000012669 liquid formulation Substances 0.000 title abstract 2
239000013543 active substance Substances 0.000 claims abstract description 46
239000002253 acid Substances 0.000 claims abstract description 43
238000002360 preparation method Methods 0.000 claims abstract description 43
239000003112 inhibitor Substances 0.000 claims abstract description 34
150000007513 acids Chemical class 0.000 claims abstract description 28
125000004432 carbon atom Chemical group C* 0.000 claims description 95
-1 carboxyethyl Chemical group 0.000 claims description 72
125000000217 alkyl group Chemical group 0.000 claims description 50
239000007788 liquid Substances 0.000 claims description 34
150000001875 compounds Chemical class 0.000 claims description 33
125000002947 alkylene group Chemical group 0.000 claims description 30
229940100389 Sulfonylurea Drugs 0.000 claims description 22
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims description 15
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 15
239000003905 agrochemical Substances 0.000 claims description 12
239000004094 surface-active agent Substances 0.000 claims description 11
239000000839 emulsion Substances 0.000 claims description 10
239000003960 organic solvent Substances 0.000 claims description 10
150000001768 cations Chemical class 0.000 claims description 9
239000012141 concentrate Substances 0.000 claims description 9
239000000203 mixture Substances 0.000 claims description 9
229920000642 polymer Polymers 0.000 claims description 9
239000006185 dispersion Substances 0.000 claims description 7
238000000034 method Methods 0.000 claims description 7
239000000243 solution Substances 0.000 claims description 7
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical group S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 7
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
125000004430 oxygen atom Chemical group O* 0.000 claims description 4
229920006395 saturated elastomer Polymers 0.000 claims description 4
125000004434 sulfur atom Chemical group 0.000 claims description 4
108010000700 Acetolactate synthase Proteins 0.000 claims description 3
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 3
238000002156 mixing Methods 0.000 claims description 3
230000008635 plant growth Effects 0.000 claims description 3
229930195734 saturated hydrocarbon Natural products 0.000 claims description 3
KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical group C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 claims description 2
125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims description 2
238000010790 dilution Methods 0.000 claims description 2
239000012895 dilution Substances 0.000 claims description 2
125000005647 linker group Chemical group 0.000 claims description 2
125000004437 phosphorous atom Chemical group 0.000 claims description 2
229920000233 poly(alkylene oxides) Polymers 0.000 claims description 2
229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 2
125000001183 hydrocarbyl group Chemical group 0.000 claims 3
235000015107 ale Nutrition 0.000 claims 1
125000004962 sulfoxyl group Chemical group 0.000 claims 1
238000012876 topography Methods 0.000 claims 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 35
150000003839 salts Chemical class 0.000 description 25
239000000729 antidote Substances 0.000 description 20
239000004009 herbicide Substances 0.000 description 18
125000001188 haloalkyl group Chemical group 0.000 description 16
150000002430 hydrocarbons Chemical group 0.000 description 15
239000000126 substance Substances 0.000 description 13
241000196324 Embryophyta Species 0.000 description 12
230000006378 damage Effects 0.000 description 12
150000002148 esters Chemical class 0.000 description 12
ICJSJAJWTWPSBD-UHFFFAOYSA-N cloquintocet Chemical compound C1=CN=C2C(OCC(=O)O)=CC=C(Cl)C2=C1 ICJSJAJWTWPSBD-UHFFFAOYSA-N 0.000 description 11
150000001408 amides Chemical class 0.000 description 10
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 10
230000003993 interaction Effects 0.000 description 10
125000001424 substituent group Chemical group 0.000 description 10
125000003118 aryl group Chemical group 0.000 description 9
150000004702 methyl esters Chemical class 0.000 description 9
229910052784 alkaline earth metal Inorganic materials 0.000 description 8
150000001735 carboxylic acids Chemical class 0.000 description 8
230000002363 herbicidal effect Effects 0.000 description 8
125000000623 heterocyclic group Chemical group 0.000 description 8
239000000463 material Substances 0.000 description 8
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 7
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 7
QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 7
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
241000209094 Oryza Species 0.000 description 7
235000007164 Oryza sativa Nutrition 0.000 description 7
125000003342 alkenyl group Chemical group 0.000 description 7
125000000304 alkynyl group Chemical group 0.000 description 7
229940075522 antidotes Drugs 0.000 description 7
125000001072 heteroaryl group Chemical group 0.000 description 7
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 7
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 7
235000009566 rice Nutrition 0.000 description 7
159000000000 sodium salts Chemical class 0.000 description 7
229940124530 sulfonamide Drugs 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 6
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 6
150000001298 alcohols Chemical class 0.000 description 6
150000001412 amines Chemical class 0.000 description 6
125000003277 amino group Chemical group 0.000 description 6
125000004122 cyclic group Chemical group 0.000 description 6
WCGGWVOVFQNRRS-UHFFFAOYSA-N dichloroacetamide Chemical compound NC(=O)C(Cl)Cl WCGGWVOVFQNRRS-UHFFFAOYSA-N 0.000 description 6
235000014113 dietary fatty acids Nutrition 0.000 description 6
229930195729 fatty acid Natural products 0.000 description 6
239000000194 fatty acid Substances 0.000 description 6
150000004665 fatty acids Chemical class 0.000 description 6
239000008187 granular material Substances 0.000 description 6
229910052751 metal Inorganic materials 0.000 description 6
239000002184 metal Substances 0.000 description 6
230000003647 oxidation Effects 0.000 description 6
238000007254 oxidation reaction Methods 0.000 description 6
239000000725 suspension Substances 0.000 description 6
WVQBLGZPHOPPFO-UHFFFAOYSA-N 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound CCC1=CC=CC(C)=C1N(C(C)COC)C(=O)CCl WVQBLGZPHOPPFO-UHFFFAOYSA-N 0.000 description 5
241000252067 Megalops atlanticus Species 0.000 description 5
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 5
239000000654 additive Substances 0.000 description 5
150000001340 alkali metals Chemical class 0.000 description 5
125000004390 alkyl sulfonyl group Chemical group 0.000 description 5
125000005843 halogen group Chemical group 0.000 description 5
125000005842 heteroatom Chemical group 0.000 description 5
ITGSCCPVERXFGN-UHFFFAOYSA-N isoxadifen Chemical compound C1C(C(=O)O)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 ITGSCCPVERXFGN-UHFFFAOYSA-N 0.000 description 5
229910052757 nitrogen Inorganic materials 0.000 description 5
239000003921 oil Substances 0.000 description 5
235000019260 propionic acid Nutrition 0.000 description 5
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 5
239000011734 sodium Substances 0.000 description 5
229910052708 sodium Inorganic materials 0.000 description 5
239000002904 solvent Substances 0.000 description 5
238000003860 storage Methods 0.000 description 5
239000012224 working solution Substances 0.000 description 5
CAAMSDWKXXPUJR-UHFFFAOYSA-N 3,5-dihydro-4H-imidazol-4-one Chemical class O=C1CNC=N1 CAAMSDWKXXPUJR-UHFFFAOYSA-N 0.000 description 4
CTTHWASMBLQOFR-UHFFFAOYSA-N Amidosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)N(C)S(C)(=O)=O)=N1 CTTHWASMBLQOFR-UHFFFAOYSA-N 0.000 description 4
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
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 4
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
240000008042 Zea mays Species 0.000 description 4
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 4
235000002017 Zea mays subsp mays Nutrition 0.000 description 4
125000001931 aliphatic group Chemical group 0.000 description 4
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 4
239000003513 alkali Substances 0.000 description 4
229910052783 alkali metal Inorganic materials 0.000 description 4
125000002877 alkyl aryl group Chemical group 0.000 description 4
230000001166 anti-perspirative effect Effects 0.000 description 4
239000003213 antiperspirant Substances 0.000 description 4
150000004945 aromatic hydrocarbons Chemical group 0.000 description 4
239000004202 carbamide Substances 0.000 description 4
235000005822 corn Nutrition 0.000 description 4
125000004093 cyano group Chemical group *C#N 0.000 description 4
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 4
125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 4
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
239000003755 preservative agent Substances 0.000 description 4
239000000047 product Substances 0.000 description 4
RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 4
DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 4
URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 4
ABOOPXYCKNFDNJ-UHFFFAOYSA-N 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 ABOOPXYCKNFDNJ-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
239000003666 Amidosulfuron Substances 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
UWVKRNOCDUPIDM-UHFFFAOYSA-N Ethoxysulfuron Chemical compound CCOC1=CC=CC=C1OS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 UWVKRNOCDUPIDM-UHFFFAOYSA-N 0.000 description 3
PQKBPHSEKWERTG-UHFFFAOYSA-N Fenoxaprop ethyl Chemical group C1=CC(OC(C)C(=O)OCC)=CC=C1OC1=NC2=CC=C(Cl)C=C2O1 PQKBPHSEKWERTG-UHFFFAOYSA-N 0.000 description 3
239000005560 Foramsulfuron Substances 0.000 description 3
239000005584 Metsulfuron-methyl Substances 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
239000005586 Nicosulfuron Substances 0.000 description 3
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 3
239000005616 Rimsulfuron Substances 0.000 description 3
YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 description 3
125000004183 alkoxy alkyl group Chemical group 0.000 description 3
125000003545 alkoxy group Chemical group 0.000 description 3
125000004453 alkoxycarbonyl group Chemical group 0.000 description 3
125000003282 alkyl amino group Chemical group 0.000 description 3
125000004448 alkyl carbonyl group Chemical group 0.000 description 3
150000005215 alkyl ethers Chemical class 0.000 description 3
125000004414 alkyl thio group Chemical group 0.000 description 3
125000004429 atom Chemical group 0.000 description 3
JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
229940088623 biologically active substance Drugs 0.000 description 3
238000009835 boiling Methods 0.000 description 3
BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 3
125000000753 cycloalkyl group Chemical group 0.000 description 3
125000004663 dialkyl amino group Chemical group 0.000 description 3
LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 3
239000000975 dye Substances 0.000 description 3
125000004494 ethyl ester group Chemical group 0.000 description 3
230000002349 favourable effect Effects 0.000 description 3
239000003337 fertilizer Substances 0.000 description 3
PXDNXJSDGQBLKS-UHFFFAOYSA-N foramsulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(NC=O)C=2)C(=O)N(C)C)=N1 PXDNXJSDGQBLKS-UHFFFAOYSA-N 0.000 description 3
239000003205 fragrance Substances 0.000 description 3
229910052736 halogen Inorganic materials 0.000 description 3
150000002367 halogens Chemical class 0.000 description 3
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
NIFKBBMCXCMCAO-UHFFFAOYSA-N methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoate Chemical group COC(=O)C1=CC=C(CNS(C)(=O)=O)C=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 NIFKBBMCXCMCAO-UHFFFAOYSA-N 0.000 description 3
ZTYVMAQSHCZXLF-UHFFFAOYSA-N methyl 2-[[4,6-bis(difluoromethoxy)pyrimidin-2-yl]carbamoylsulfamoyl]benzoate Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC(F)F)=CC(OC(F)F)=N1 ZTYVMAQSHCZXLF-UHFFFAOYSA-N 0.000 description 3
VWGAYSCWLXQJBQ-UHFFFAOYSA-N methyl 4-iodo-2-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulfamoyl]benzoate Chemical group COC(=O)C1=CC=C(I)C=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 VWGAYSCWLXQJBQ-UHFFFAOYSA-N 0.000 description 3
RSMUVYRMZCOLBH-UHFFFAOYSA-N metsulfuron methyl Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 RSMUVYRMZCOLBH-UHFFFAOYSA-N 0.000 description 3
RTCOGUMHFFWOJV-UHFFFAOYSA-N nicosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)C(=O)N(C)C)=N1 RTCOGUMHFFWOJV-UHFFFAOYSA-N 0.000 description 3
235000001968 nicotinic acid Nutrition 0.000 description 3
239000011664 nicotinic acid Substances 0.000 description 3
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 3
125000004433 nitrogen atom Chemical group N* 0.000 description 3
235000019198 oils Nutrition 0.000 description 3
125000004043 oxo group Chemical group O=* 0.000 description 3
239000000575 pesticide Substances 0.000 description 3
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
MEFOUWRMVYJCQC-UHFFFAOYSA-N rimsulfuron Chemical compound CCS(=O)(=O)C1=CC=CN=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 MEFOUWRMVYJCQC-UHFFFAOYSA-N 0.000 description 3
238000007142 ring opening reaction Methods 0.000 description 3
239000002689 soil Substances 0.000 description 3
125000000547 substituted alkyl group Chemical group 0.000 description 3
YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 3
BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 3
XOPFESVZMSQIKC-UHFFFAOYSA-N triasulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OCCCl)=N1 XOPFESVZMSQIKC-UHFFFAOYSA-N 0.000 description 3
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 3
HKELWJONQIFBPO-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-(trichloromethyl)-1,2,4-triazole-3-carboxylic acid Chemical compound N1=C(C(=O)O)N=C(C(Cl)(Cl)Cl)N1C1=CC=C(Cl)C=C1Cl HKELWJONQIFBPO-UHFFFAOYSA-N 0.000 description 2
AJFKCJRMHHBFNS-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-phenylpyrazole-3-carboxylic acid Chemical compound C=1C=C(Cl)C=C(Cl)C=1N1N=C(C(=O)O)C=C1C1=CC=CC=C1 AJFKCJRMHHBFNS-UHFFFAOYSA-N 0.000 description 2
MQPLQJSDTDAHBC-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-propan-2-ylpyrazole-3-carboxylic acid Chemical compound CC(C)C1=CC(C(O)=O)=NN1C1=CC=C(Cl)C=C1Cl MQPLQJSDTDAHBC-UHFFFAOYSA-N 0.000 description 2
RBSXHDIPCIWOMG-UHFFFAOYSA-N 1-(4,6-dimethoxypyrimidin-2-yl)-3-(2-ethylsulfonylimidazo[1,2-a]pyridin-3-yl)sulfonylurea Chemical compound CCS(=O)(=O)C=1N=C2C=CC=CN2C=1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 RBSXHDIPCIWOMG-UHFFFAOYSA-N 0.000 description 2
BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 2
QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 2
WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 description 2
LUZQQSLTOCTPIN-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-methylbenzoic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=CC=C(C)C=C1C(O)=O LUZQQSLTOCTPIN-UHFFFAOYSA-N 0.000 description 2
GOCUAJYOYBLQRH-UHFFFAOYSA-N 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl GOCUAJYOYBLQRH-UHFFFAOYSA-N 0.000 description 2
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229940113162 oleylamide Drugs 0.000 description 1
150000002892 organic cations Chemical class 0.000 description 1
IOXAXYHXMLCCJJ-UHFFFAOYSA-N oxetan-3-yl 2-[(4,6-dimethylpyrimidin-2-yl)carbamoylsulfamoyl]benzoate Chemical compound CC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(=O)OC2COC2)=N1 IOXAXYHXMLCCJJ-UHFFFAOYSA-N 0.000 description 1
150000002923 oximes Chemical class 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical class OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
150000004714 phosphonium salts Chemical class 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
HFGGXBQZQRVOKM-UHFFFAOYSA-N piperidine-1-carbothioic s-acid Chemical compound SC(=O)N1CCCCC1 HFGGXBQZQRVOKM-UHFFFAOYSA-N 0.000 description 1
239000002574 poison Substances 0.000 description 1
231100000614 poison Toxicity 0.000 description 1
229920001444 polymaleic acid Polymers 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
FROBCXTULYFHEJ-OAHLLOKOSA-N propaquizafop Chemical compound C1=CC(O[C@H](C)C(=O)OCCON=C(C)C)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 FROBCXTULYFHEJ-OAHLLOKOSA-N 0.000 description 1
FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
239000003223 protective agent Substances 0.000 description 1
125000002098 pyridazinyl group Chemical group 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
125000005554 pyridyloxy group Chemical group 0.000 description 1
125000000714 pyrimidinyl group Chemical group 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 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
JKPSVOHVUGMYGH-UHFFFAOYSA-M sodium;(4,6-dimethoxypyrimidin-2-yl)-[[3-methoxycarbonyl-6-(trifluoromethyl)pyridin-2-yl]sulfonylcarbamoyl]azanide Chemical compound [Na+].COC(=O)C1=CC=C(C(F)(F)F)N=C1S(=O)(=O)NC(=O)[N-]C1=NC(OC)=CC(OC)=N1 JKPSVOHVUGMYGH-UHFFFAOYSA-M 0.000 description 1
RSUPHLZUJCEDNP-UHFFFAOYSA-M sodium;4-hydroxy-1-octan-3-yloxy-1,4-dioxobutane-2-sulfonate Chemical compound [Na+].CCCCCC(CC)OC(=O)C(S(O)(=O)=O)CC([O-])=O RSUPHLZUJCEDNP-UHFFFAOYSA-M 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
238000003892 spreading Methods 0.000 description 1
230000000087 stabilizing effect Effects 0.000 description 1
230000003068 static effect Effects 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
PQTBTIFWAXVEPB-UHFFFAOYSA-N sulcotrione Chemical compound ClC1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O PQTBTIFWAXVEPB-UHFFFAOYSA-N 0.000 description 1
HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
ZDXMLEQEMNLCQG-UHFFFAOYSA-N sulfometuron methyl Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=CC(C)=N1 ZDXMLEQEMNLCQG-UHFFFAOYSA-N 0.000 description 1
125000000565 sulfonamide group Chemical group 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
150000003457 sulfones Chemical class 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
229920001897 terpolymer 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
ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
229930192474 thiophene Natural products 0.000 description 1
150000003626 triacylglycerols Chemical class 0.000 description 1
239000001069 triethyl citrate Substances 0.000 description 1
VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
235000013769 triethyl citrate Nutrition 0.000 description 1
UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
239000008096 xylene Substances 0.000 description 1
150000003738 xylenes Chemical class 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof

Landscapes

Life Sciences & Earth Sciences (AREA)
Wood Science & Technology (AREA)
Agronomy & Crop Science (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
Pest Control & Pesticides (AREA)
Zoology (AREA)
General Health & Medical Sciences (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Medicinal Preparation (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

UA2002119419A 2000-04-27 2001-05-04 Liquid formulation UA73351C2 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE10020671A DE10020671A1 (de)	2000-04-27	2000-04-27	Flüssige Formulierungen
PCT/EP2001/003879 WO2001082693A2 (de)	2000-04-27	2001-04-05	Flüssige formulierungen

Publications (1)

Publication Number	Publication Date
UA73351C2 true UA73351C2 (en)	2005-07-15

Family

ID=7640122

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
UA2002119419A UA73351C2 (en)	2000-04-27	2001-05-04	Liquid formulation

Country Status (28)

Country	Link
US (1)	US20020016263A1 (sr)
EP (1)	EP1278416B1 (sr)
JP (1)	JP2003531838A (sr)
CN (1)	CN1209023C (sr)
AR (1)	AR028369A1 (sr)
AT (1)	ATE263487T1 (sr)
AU (2)	AU2001263839B2 (sr)
BR (1)	BR0110406A (sr)
CA (1)	CA2407269C (sr)
CL (1)	CL2004001255A1 (sr)
CZ (1)	CZ299413B6 (sr)
DE (2)	DE10020671A1 (sr)
DK (1)	DK1278416T3 (sr)
ES (1)	ES2219527T3 (sr)
HR (1)	HRP20020844B1 (sr)
HU (1)	HU230145B1 (sr)
MX (1)	MXPA02010648A (sr)
MY (1)	MY127749A (sr)
PL (1)	PL203957B1 (sr)
PT (1)	PT1278416E (sr)
RS (1)	RS50504B (sr)
RU (1)	RU2324350C9 (sr)
SK (1)	SK287077B6 (sr)
TR (1)	TR200401645T4 (sr)
TW (1)	TWI256288B (sr)
UA (1)	UA73351C2 (sr)
WO (1)	WO2001082693A2 (sr)
ZA (1)	ZA200208656B (sr)

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DE10108472A1 (de)	2001-02-22	2002-09-05	Aventis Cropscience Gmbh	Agrochemische Formulierungen
EA012031B1 (ru) *	2002-12-13	2009-06-30	Байер Кропсайенс Аг	Гербицидный масляный суспензионный концентрат, способ его получения, применения и способ борьбы с сорными растениями
DE102004025220A1 (de) *	2004-05-22	2005-12-08	Bayer Cropscience Gmbh	Ölsuspensionskonzentrat
DE10334300A1 (de) *	2003-07-28	2005-03-03	Bayer Cropscience Gmbh	Ölsuspensionskonzentrat
DE10334301A1 (de) *	2003-07-28	2005-03-03	Bayer Cropscience Gmbh	Flüssige Formulierung
BRPI0416159A (pt) *	2003-11-03	2007-01-16	Bayer Cropscience Gmbh	agente de eficácia herbicida
US20050244357A1 (en) *	2004-02-26	2005-11-03	Eward Sieverding	Oil-containing emulsifiable formulations containing active agents
DE102004011007A1 (de)	2004-03-06	2005-09-22	Bayer Cropscience Ag	Suspensionskonzentrate auf Ölbasis
CA2610362A1 (en) *	2005-06-04	2006-12-14	Bayer Cropscience Ag	Oil suspension concentrate
ZA200802442B (en) *	2005-09-01	2010-02-24	Du Pont	Liquid sulfonylurea herbicide formulations
DE102005056744A1 (de) *	2005-11-29	2007-05-31	Bayer Cropscience Gmbh	Flüssige Formulierungen enthaltend Dialkylsulfosuccinate und Inhibitoren der Hydroxyphenylpyruvat-Dioxygenase
TW200843642A (en)	2007-03-08	2008-11-16	Du Pont	Liquid sulfonylurea herbicide formulations
WO2011076731A1 (de)	2009-12-23	2011-06-30	Bayer Cropscience Ag	Flüssige formulierung von 2-iodo-n-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl] benzolsulfonamid
PL2627183T5 (pl) *	2010-10-15	2024-02-05	Bayer Cropscience Aktiengesellschaft	Zastosowanie herbicydów inhibitorów ALS do kontroli niechcianej roślinności w roślinach Beta vulgaris z tolerancją herbicydów inhibitorów ALS
KR102002184B1 (ko) *	2011-06-22	2019-07-19	다우 아그로사이언시즈 엘엘씨	내부 보조제를 갖는 제초제 유화성 농축액
PE20141327A1 (es) *	2011-06-22	2014-10-03	Dow Agrosciences Llc	Granulos de herbicida con adyuvante integrado
SG11201406438WA (en) *	2012-04-13	2014-12-30	Lion Corp	Alkoxylation catalyst, method for producing catalyst, and method for producing fatty acid alkyl ester alkoxylate using catalyst
UA116886C2 (uk)	2012-05-25	2018-05-25	Байєр Кропсайєнс Акцієнгезелльшафт	Препаративна форма йодосульфурон-метилу натрієвої солі
US12016335B2 (en)	2013-11-25	2024-06-25	Fmc Corporation	Stabilized low-concentration metsulfuron-methyl liquid composition
HRP20180462T1 (hr)	2013-11-25	2018-04-20	E. I. Du Pont De Nemours And Company	Stabilizirana tekuća kompozicija metsulfuron-metila niske koncentracije
UA119191C2 (uk)	2014-12-15	2019-05-10	Байєр Кропсайєнс Акцієнгезелльшафт	Кристалічні форми мононатрієвої солі форамсульфурону
WO2017021271A1 (en) *	2015-08-04	2017-02-09	Rhodia Operations	Agricultural adjuvant compositions and methods for using such compositions
RU2694633C1 (ru) *	2018-11-26	2019-07-16	ООО "Агро Эксперт Груп"	Жидкая гербицидная композиция на основе трифлусульфурон-метила
US20220132854A1 (en)	2019-02-19	2022-05-05	Gowan Company, L.L.C.	Stable liquid compositions and methods of using the same

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SU1269296A1 (ru) *	1984-07-02	1996-03-10	Р.Б. Валитов	Гербицидный состав
ATE142423T1 (de) *	1991-05-18	1996-09-15	Hoechst Schering Agrevo Gmbh	Wässrige dispersionen von sulfonylharnstoffderivaten
ATE120076T1 (de) *	1992-01-28	1995-04-15	Ishihara Sangyo Kaisha	Chemisch stabilisierte herbizide suspension auf öl-basis.
RU2040179C1 (ru) *	1992-09-04	1995-07-25	Латвийская фирма "КАРЕ"	Синергетический гербицидный состав и способ борьбы с нежелательной растительностью
RU2040180C1 (ru) *	1992-09-04	1995-07-25	Латвийская фирма "КАРЕ"	Гербицидный синергитический состав
ATE171841T1 (de) *	1992-11-18	1998-10-15	Ishihara Sangyo Kaisha	Verfahren zur steigerung der heroiziden wirksamkeit und herbizeiden zusammensetzungen mit gesteigerter wirksamkeit
JPH06239711A (ja) *	1992-12-25	1994-08-30	Ishihara Sangyo Kaisha Ltd	除草組成物
JPH06321713A (ja) *	1993-05-07	1994-11-22	Mitsubishi Petrochem Co Ltd	水田用懸濁状除草剤組成物
DE10334301A1 (de) *	2003-07-28	2005-03-03	Bayer Cropscience Gmbh	Flüssige Formulierung

2000
- 2000-04-27 DE DE10020671A patent/DE10020671A1/de not_active Ceased
2001
- 2001-04-05 EP EP01938088A patent/EP1278416B1/de not_active Expired - Lifetime
- 2001-04-05 JP JP2001579586A patent/JP2003531838A/ja not_active Ceased
- 2001-04-05 AT AT01938088T patent/ATE263487T1/de active
- 2001-04-05 CN CNB018097758A patent/CN1209023C/zh not_active Expired - Lifetime
- 2001-04-05 HU HU0300653A patent/HU230145B1/hu unknown
- 2001-04-05 CZ CZ20023572A patent/CZ299413B6/cs not_active IP Right Cessation
- 2001-04-05 RS YUP-782/02A patent/RS50504B/sr unknown
- 2001-04-05 DE DE50101916T patent/DE50101916D1/de not_active Expired - Fee Related
- 2001-04-05 SK SK1531-2002A patent/SK287077B6/sk not_active IP Right Cessation
- 2001-04-05 DK DK01938088T patent/DK1278416T3/da active
- 2001-04-05 TR TR2004/01645T patent/TR200401645T4/xx unknown
- 2001-04-05 ES ES01938088T patent/ES2219527T3/es not_active Expired - Lifetime
- 2001-04-05 CA CA002407269A patent/CA2407269C/en not_active Expired - Lifetime
- 2001-04-05 RU RU2002132187/15A patent/RU2324350C9/ru active
- 2001-04-05 AU AU2001263839A patent/AU2001263839B2/en not_active Expired
- 2001-04-05 PT PT01938088T patent/PT1278416E/pt unknown
- 2001-04-05 HR HR20020844A patent/HRP20020844B1/xx not_active IP Right Cessation
- 2001-04-05 BR BR0110406-3A patent/BR0110406A/pt not_active Application Discontinuation
- 2001-04-05 AU AU6383901A patent/AU6383901A/xx active Pending
- 2001-04-05 WO PCT/EP2001/003879 patent/WO2001082693A2/de not_active Ceased
- 2001-04-05 PL PL365795A patent/PL203957B1/pl unknown
- 2001-04-05 MX MXPA02010648A patent/MXPA02010648A/es active IP Right Grant
- 2001-04-25 TW TW090109935A patent/TWI256288B/zh not_active IP Right Cessation
- 2001-04-25 US US09/841,820 patent/US20020016263A1/en not_active Abandoned
- 2001-04-25 AR ARP010101942A patent/AR028369A1/es active IP Right Grant
- 2001-04-26 MY MYPI20011958A patent/MY127749A/en unknown
- 2001-05-04 UA UA2002119419A patent/UA73351C2/uk unknown
2002
- 2002-10-25 ZA ZA200208656A patent/ZA200208656B/xx unknown
2004
- 2004-05-24 CL CL200401255A patent/CL2004001255A1/es unknown

Also Published As

Publication number	Publication date
PL203957B1 (pl)	2009-11-30
YU78202A (sh)	2006-05-25
HU230145B1 (hu)	2015-09-28
SK287077B6 (sk)	2009-11-05
PT1278416E (pt)	2004-08-31
CN1209023C (zh)	2005-07-06
CL2004001255A1 (es)	2005-04-08
WO2001082693A3 (de)	2002-03-14
AR028369A1 (es)	2003-05-07
US20020016263A1 (en)	2002-02-07
DE10020671A1 (de)	2001-11-08
AU2001263839B2 (en)	2006-12-21
MXPA02010648A (es)	2004-07-30
BR0110406A (pt)	2003-02-11
DE50101916D1 (de)	2004-05-13
RU2324350C2 (ru)	2008-05-20
PL365795A1 (en)	2005-01-10
EP1278416B1 (de)	2004-04-07
TR200401645T4 (tr)	2004-09-21
CN1430472A (zh)	2003-07-16
DK1278416T3 (da)	2004-07-26
HRP20020844B1 (hr)	2011-04-30
RU2324350C9 (ru)	2008-11-27
HRP20020844A2 (en)	2004-12-31
HUP0300653A3 (en)	2009-01-28
CA2407269C (en)	2009-12-22
EP1278416A2 (de)	2003-01-29
RU2002132187A (ru)	2004-03-27
ATE263487T1 (de)	2004-04-15
WO2001082693A2 (de)	2001-11-08
HUP0300653A2 (hu)	2003-08-28
TWI256288B (en)	2006-06-11
AU6383901A (en)	2001-11-12
SK15312002A3 (sk)	2003-04-01
CZ20023572A3 (cs)	2003-02-12
JP2003531838A (ja)	2003-10-28
RS50504B (sr)	2010-03-02
CZ299413B6 (cs)	2008-07-16
ZA200208656B (en)	2003-10-20
CA2407269A1 (en)	2002-10-25
ES2219527T3 (es)	2004-12-01
MY127749A (en)	2006-12-29

Publication	Publication Date	Title
UA73351C2 (en)	2005-07-15	Liquid formulation
US6479432B1 (en)	2002-11-12	Non-aqueous or low-water suspension concentrates of mixtures of active compounds for crop protection
EA009915B1 (ru)	2008-04-28	Жидкий препарат
US7776792B2 (en)	2010-08-17	Agrochemical formulations
US20110152082A1 (en)	2011-06-23	Liquid formulations
AU2005203209B2 (en)	2008-09-04	Non-aqueous or low-water suspension concentrates of mixtures of active compounds for crop protection