BG60301B2 - Хербициден състав на база ацилирани 1,3-дикарбонилни хербициди и антидоти за него - Google Patents
Хербициден състав на база ацилирани 1,3-дикарбонилни хербициди и антидоти за него Download PDFInfo
- Publication number
- BG60301B2 BG60301B2 BG84794A BG8479488A BG60301B2 BG 60301 B2 BG60301 B2 BG 60301B2 BG 84794 A BG84794 A BG 84794A BG 8479488 A BG8479488 A BG 8479488A BG 60301 B2 BG60301 B2 BG 60301B2
- Authority
- BG
- Bulgaria
- Prior art keywords
- alkyl
- hydrogen
- phenyl
- halogen
- cyano
- Prior art date
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- 239000000729 antidote Substances 0.000 title claims abstract description 112
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 102
- 239000000203 mixture Substances 0.000 title claims abstract description 86
- 239000004009 herbicide Substances 0.000 title claims abstract description 82
- 229940075522 antidotes Drugs 0.000 title description 18
- 150000001875 compounds Chemical class 0.000 claims abstract description 88
- -1 aromatic oxime Chemical class 0.000 claims abstract description 52
- 230000006378 damage Effects 0.000 claims abstract description 23
- 150000001408 amides Chemical class 0.000 claims abstract description 12
- GRSMWKLPSNHDHA-UHFFFAOYSA-N Naphthalic anhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=CC3=C1 GRSMWKLPSNHDHA-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000002253 acid Substances 0.000 claims abstract description 6
- 239000001257 hydrogen Substances 0.000 claims description 120
- 229910052739 hydrogen Inorganic materials 0.000 claims description 120
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 90
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 81
- 125000000217 alkyl group Chemical group 0.000 claims description 61
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 60
- 229910052736 halogen Inorganic materials 0.000 claims description 58
- 150000002367 halogens Chemical class 0.000 claims description 57
- 239000000460 chlorine Substances 0.000 claims description 47
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 41
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 38
- 150000002431 hydrogen Chemical class 0.000 claims description 29
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 26
- 229910052801 chlorine Inorganic materials 0.000 claims description 25
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 24
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 23
- 125000003545 alkoxy group Chemical group 0.000 claims description 22
- 229910052799 carbon Inorganic materials 0.000 claims description 21
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 18
- 239000002689 soil Substances 0.000 claims description 18
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 17
- 229910052794 bromium Inorganic materials 0.000 claims description 17
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 16
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 15
- 125000001188 haloalkyl group Chemical group 0.000 claims description 15
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 12
- 229910052760 oxygen Inorganic materials 0.000 claims description 12
- 239000001301 oxygen Substances 0.000 claims description 12
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 11
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 11
- 239000011737 fluorine Substances 0.000 claims description 11
- 229910052731 fluorine Inorganic materials 0.000 claims description 11
- 125000000623 heterocyclic group Chemical group 0.000 claims description 10
- 125000001424 substituent group Chemical group 0.000 claims description 10
- 229910052717 sulfur Inorganic materials 0.000 claims description 10
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 9
- 239000004480 active ingredient Substances 0.000 claims description 9
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims description 9
- 239000011593 sulfur Substances 0.000 claims description 9
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- VHVGFEDTMPYCSX-UHFFFAOYSA-N [1-[[2,2-dimethyl-3-[[4-(oxoazaniumylmethylidene)pyridin-1-yl]methoxy]propoxy]methyl]pyridin-4-ylidene]methyl-oxoazanium;dichloride Chemical compound [Cl-].[Cl-].C1=CC(=C[NH+]=O)C=CN1COCC(C)(C)COCN1C=CC(=C[NH+]=O)C=C1 VHVGFEDTMPYCSX-UHFFFAOYSA-N 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 claims description 5
- 125000004414 alkyl thio group Chemical group 0.000 claims description 4
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 claims description 4
- KHUXNRRPPZOJPT-UHFFFAOYSA-N phenoxy radical Chemical class O=C1C=C[CH]C=C1 KHUXNRRPPZOJPT-UHFFFAOYSA-N 0.000 claims description 4
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 4
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 3
- IJVLVRYLIMQVDD-UHFFFAOYSA-N 1,3-thiazole-2-carboxylic acid Chemical class OC(=O)C1=NC=CS1 IJVLVRYLIMQVDD-UHFFFAOYSA-N 0.000 claims description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 3
- 125000006350 alkyl thio alkyl group Chemical group 0.000 claims description 3
- 125000004989 dicarbonyl group Chemical group 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 125000004970 halomethyl group Chemical group 0.000 claims description 3
- 231100001184 nonphytotoxic Toxicity 0.000 claims description 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 3
- LWIIQWXXUZNQQV-UHFFFAOYSA-N 2,2-dichloro-1-(2,2-dimethyl-1,3-thiazolidin-3-yl)ethanone Chemical group CC1(C)SCCN1C(=O)C(Cl)Cl LWIIQWXXUZNQQV-UHFFFAOYSA-N 0.000 claims description 2
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 2
- WYNCHZVNFNFDNH-UHFFFAOYSA-N Oxazolidine Chemical compound C1COCN1 WYNCHZVNFNFDNH-UHFFFAOYSA-N 0.000 claims description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000004983 dialkoxyalkyl group Chemical group 0.000 claims description 2
- 229960005215 dichloroacetic acid Drugs 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 125000001984 thiazolidinyl group Chemical group 0.000 claims description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
- HFMSXYVZHIGSEO-UHFFFAOYSA-M 1-[3-(2-chlorophenoxy)-3-phenylpropyl]-1,2-dimethylpiperidin-1-ium;iodide Chemical compound [I-].CC1CCCC[N+]1(C)CCC(C=1C=CC=CC=1)OC1=CC=CC=C1Cl HFMSXYVZHIGSEO-UHFFFAOYSA-M 0.000 claims 1
- 125000001054 5 membered carbocyclic group Chemical group 0.000 claims 1
- 125000004008 6 membered carbocyclic group Chemical group 0.000 claims 1
- 230000000735 allogeneic effect Effects 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 238000007912 intraperitoneal administration Methods 0.000 claims 1
- 244000038559 crop plants Species 0.000 abstract description 4
- 150000002917 oxazolidines Chemical class 0.000 abstract 1
- 241000196324 Embryophyta Species 0.000 description 40
- 238000011282 treatment Methods 0.000 description 31
- 238000009472 formulation Methods 0.000 description 28
- 240000008042 Zea mays Species 0.000 description 27
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 24
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 21
- 239000013543 active substance Substances 0.000 description 21
- 235000009973 maize Nutrition 0.000 description 21
- 239000000843 powder Substances 0.000 description 17
- 239000008187 granular material Substances 0.000 description 13
- 208000006278 hypochromic anemia Diseases 0.000 description 12
- 239000004094 surface-active agent Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000004927 clay Substances 0.000 description 8
- 239000000839 emulsion Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 239000005995 Aluminium silicate Substances 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 7
- 235000012211 aluminium silicate Nutrition 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
- 239000000463 material Substances 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
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- 239000000969 carrier Substances 0.000 description 6
- 125000004122 cyclic group Chemical group 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 description 5
- 235000002248 Setaria viridis Nutrition 0.000 description 5
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 5
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- 238000011161 development Methods 0.000 description 5
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- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 5
- 235000011684 Sorghum saccharatum Nutrition 0.000 description 4
- 235000019993 champagne Nutrition 0.000 description 4
- OILAIQUEIWYQPH-UHFFFAOYSA-N cyclohexane-1,2-dione Chemical class O=C1CCCCC1=O OILAIQUEIWYQPH-UHFFFAOYSA-N 0.000 description 4
- 239000003337 fertilizer Substances 0.000 description 4
- 230000035784 germination Effects 0.000 description 4
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- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 3
- MDBGGTQNNUOQRC-UHFFFAOYSA-N Allidochlor Chemical compound ClCC(=O)N(CC=C)CC=C MDBGGTQNNUOQRC-UHFFFAOYSA-N 0.000 description 3
- JGLMVXWAHNTPRF-CMDGGOBGSA-N CCN1N=C(C)C=C1C(=O)NC1=NC2=CC(=CC(OC)=C2N1C\C=C\CN1C(NC(=O)C2=CC(C)=NN2CC)=NC2=CC(=CC(OCCCN3CCOCC3)=C12)C(N)=O)C(N)=O Chemical compound CCN1N=C(C)C=C1C(=O)NC1=NC2=CC(=CC(OC)=C2N1C\C=C\CN1C(NC(=O)C2=CC(C)=NN2CC)=NC2=CC(=CC(OCCCN3CCOCC3)=C12)C(N)=O)C(N)=O JGLMVXWAHNTPRF-CMDGGOBGSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 231100000674 Phytotoxicity Toxicity 0.000 description 3
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 240000002439 Sorghum halepense Species 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 3
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 229920000180 alkyd Polymers 0.000 description 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 150000001717 carbocyclic compounds Chemical class 0.000 description 3
- 235000005822 corn Nutrition 0.000 description 3
- HJSLFCCWAKVHIW-UHFFFAOYSA-N cyclohexane-1,3-dione Chemical group O=C1CCCC(=O)C1 HJSLFCCWAKVHIW-UHFFFAOYSA-N 0.000 description 3
- 230000000254 damaging effect Effects 0.000 description 3
- WCGGWVOVFQNRRS-UHFFFAOYSA-N dichloroacetamide Chemical compound NC(=O)C(Cl)Cl WCGGWVOVFQNRRS-UHFFFAOYSA-N 0.000 description 3
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- 238000002474 experimental method Methods 0.000 description 3
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- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 3
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- 238000003419 tautomerization reaction Methods 0.000 description 3
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- LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 description 2
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- PJRBNYFEOFABLY-UHFFFAOYSA-N 2,2-dichloro-1-(2,2-dimethyl-5-propyl-1,3-oxazolidin-3-yl)ethanone Chemical compound CCCC1CN(C(=O)C(Cl)Cl)C(C)(C)O1 PJRBNYFEOFABLY-UHFFFAOYSA-N 0.000 description 2
- MEKQJEKBEGDASF-UHFFFAOYSA-N 2,2-dichloro-1-[5-(ethoxymethyl)-2,2-dimethyl-1,3-oxazolidin-3-yl]ethanone Chemical compound CCOCC1CN(C(=O)C(Cl)Cl)C(C)(C)O1 MEKQJEKBEGDASF-UHFFFAOYSA-N 0.000 description 2
- QETZVGMMDJFMLI-UHFFFAOYSA-N 2,2-dichloro-1-[5-(ethylsulfanylmethyl)-2,2-dimethyl-1,3-oxazolidin-3-yl]ethanone Chemical compound CCSCC1CN(C(=O)C(Cl)Cl)C(C)(C)O1 QETZVGMMDJFMLI-UHFFFAOYSA-N 0.000 description 2
- AICFIUAJBIDQQB-UHFFFAOYSA-N 2,2-dichloro-1-[5-(methoxymethyl)-2,2-dimethyl-1,3-oxazolidin-3-yl]ethanone Chemical compound COCC1CN(C(=O)C(Cl)Cl)C(C)(C)O1 AICFIUAJBIDQQB-UHFFFAOYSA-N 0.000 description 2
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- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000012991 xanthate Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride Substances 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/18—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with sulfur as the ring hetero atom
-
- 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing keto or thioketo groups as part of a ring, e.g. cyclohexanone, quinone; Derivatives thereof, e.g. ketals
-
- 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen
- A01N35/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen containing a carbon-to-nitrogen double bond
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/42—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing within the same carbon skeleton a carboxylic group or a thio analogue, or a derivative thereof, and a carbon atom having only two bonds to hetero atoms with at the most one bond to halogen, e.g. keto-carboxylic acids
-
- 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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/10—Sulfones; Sulfoxides
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US7001587A | 1987-07-06 | 1987-07-06 | |
| US07/208,269 US4938796A (en) | 1987-07-06 | 1988-06-22 | Herbicidal compositions of acylated 1,3-dicarbonyl herbicides and antidotes therefor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BG60301B2 true BG60301B2 (bg) | 1994-07-25 |
Family
ID=26750670
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BG84794A BG60301B2 (bg) | 1987-07-06 | 1988-07-06 | Хербициден състав на база ацилирани 1,3-дикарбонилни хербициди и антидоти за него |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US4938796A (de) |
| EP (1) | EP0298680B1 (de) |
| JP (1) | JP2896146B2 (de) |
| KR (1) | KR960016186B1 (de) |
| CN (1) | CN1031916C (de) |
| AR (1) | AR245866A1 (de) |
| AT (1) | ATE94339T1 (de) |
| AU (1) | AU604336B2 (de) |
| BG (1) | BG60301B2 (de) |
| BR (1) | BR8803350A (de) |
| CA (1) | CA1337158C (de) |
| CZ (1) | CZ286115B6 (de) |
| DE (1) | DE3884076T2 (de) |
| DK (1) | DK376488A (de) |
| EG (1) | EG18668A (de) |
| ES (1) | ES2059521T3 (de) |
| HU (1) | HU205890B (de) |
| IE (1) | IE61677B1 (de) |
| IL (1) | IL86996A (de) |
| MX (1) | MX168198B (de) |
| MY (1) | MY103739A (de) |
| NZ (1) | NZ225297A (de) |
| PH (1) | PH25483A (de) |
| PL (1) | PL158086B1 (de) |
| PT (1) | PT87912B (de) |
| SK (1) | SK488288A3 (de) |
| TR (1) | TR24112A (de) |
| ZW (1) | ZW8988A1 (de) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5256625A (en) * | 1987-08-13 | 1993-10-26 | Monsanto Company | Safening imidazolinone herbicides |
| US5447903A (en) * | 1989-10-18 | 1995-09-05 | Hoechst Aktiengesellschaft | Herbicidal active substance combinations |
| AU7463791A (en) * | 1990-03-14 | 1991-10-10 | James L. Ahle | Herbicidal compositions of aroylated 1,3-dicarbonyl or 1,3,5-tricarbonyl cyclohexane herbicides and an antidote system therefor |
| WO1991013547A1 (en) * | 1990-03-14 | 1991-09-19 | Ahle James L | Herbicidal compositions of aroylated 1,3-dicarbonyl or 1,3,5-tricarbonyl cyclohexane herbicides and two-part antidote system therefor |
| EP0584227B1 (de) * | 1991-05-01 | 1997-10-08 | Zeneca Limited | Verfahren und herbizide zusammensetzungen, die substituierte cyclohexandione und stickstoffdünger enthalten |
| EP0551650B1 (de) * | 1991-12-31 | 1999-10-13 | Hoechst Schering AgrEvo GmbH | Kombinationen aus Herbiziden und pflanzenschützenden Stoffen |
| GB9313210D0 (en) * | 1993-06-25 | 1993-08-11 | Sandoz Ltd | Novel combinations |
| US5627131A (en) * | 1995-01-09 | 1997-05-06 | Zeneca Limited | Herbicidal compositions of 4-benzoylisoxazole and antidotes therefor |
| AR005600A1 (es) * | 1996-02-02 | 1999-06-23 | Syngenta Ltd | Composiciones herbicidas quimicamente estables de quelatos metalicos de dionas herbicidas, y proceso para su produccion |
| US5668089A (en) * | 1996-04-08 | 1997-09-16 | Zeneca Limited | Selective corn herbicide |
| AUPO190596A0 (en) | 1996-08-26 | 1996-09-19 | Alchemia Pty Ltd | Oligosaccharide synthesis |
| DE19700097A1 (de) | 1997-01-03 | 1998-07-09 | Basf Ag | 3-Aminocarbonyl/3-Aminothiocarbonyl-substituierte 2-Benzoyl-cyclohexan-1,3-dione |
| DE19700019A1 (de) | 1997-01-03 | 1998-07-09 | Basf Ag | Substituierte 2-Benzoyl-cyclohexan-1,3-dione |
| US5912207A (en) * | 1997-01-31 | 1999-06-15 | Zeneca Limited | Stable herbicidal compositions containing metal chelates of herbicidal dione compounds |
| US6140273A (en) * | 1997-05-07 | 2000-10-31 | Basf Aktiengesellschaft | Substituted 2-benzoylcyclohexane-1,3-diones |
| JP4592183B2 (ja) * | 1997-08-07 | 2010-12-01 | ビーエーエスエフ ソシエタス・ヨーロピア | ２−ベンゾイルシクロヘキサン−１，３−ジオン |
| WO1999007688A1 (de) | 1997-08-07 | 1999-02-18 | Basf Aktiengesellschaft | 2-benzoyl-cyclohexan-1,3-dione |
| AUPO937597A0 (en) * | 1997-09-24 | 1997-10-16 | Alchemia Pty Ltd | Protecting and linking groups for organic synthesis |
| JPH11279157A (ja) * | 1998-03-27 | 1999-10-12 | Hoechst Marion Roussel Kk | バルビツール酸誘導体およびそれらからなる骨・軟骨疾患予防・治療薬 |
| DE19827855A1 (de) | 1998-06-23 | 1999-12-30 | Hoechst Schering Agrevo Gmbh | Kombinationen aus Herbiziden und Safenern |
| WO2000000029A1 (en) | 1998-06-26 | 2000-01-06 | Novartis Pharma Ag. | Herbicidal composition |
| DE19853827A1 (de) | 1998-11-21 | 2000-05-25 | Aventis Cropscience Gmbh | Kombinationen aus Herbiziden und Safenern |
| US6541422B2 (en) | 1999-05-28 | 2003-04-01 | Syngenta Limited | Method for improving the selectivity of 1,3-cyclohexanedione herbicide |
| MXPA02002450A (es) * | 1999-09-08 | 2004-09-10 | Aventis Cropscience Uk Ltd | Nuevas composiciones herbicidas. |
| BR0017250B1 (pt) * | 2000-06-13 | 2012-07-24 | mÉtodo de controle seletivo de vegetaÇço indesejÁvel em uma safra desejada. | |
| GB0213638D0 (en) * | 2002-06-13 | 2002-07-24 | Syngenta Ltd | Composition |
| FR2874522B1 (fr) * | 2004-08-31 | 2006-11-10 | Epb Sa | Tete a aleser |
| US7303440B2 (en) * | 2005-10-03 | 2007-12-04 | Stull Michael F | Universal battery charger/power source adapter |
| CN110372523B (zh) * | 2019-08-13 | 2021-06-22 | 中国农业科学院棉花研究所 | 一种含二氯乙酸双羟基季铵盐除草剂、其制备方法及应用 |
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| US3131509A (en) * | 1961-05-08 | 1964-05-05 | Spencer Chem Co | Compositions and methods for reducing herbicidal injury |
| US4415353A (en) * | 1971-04-16 | 1983-11-15 | Stauffer Chemical Company | Herbicide compositions |
| US4137070A (en) * | 1971-04-16 | 1979-01-30 | Stauffer Chemical Company | Herbicide compositions |
| US4415352A (en) * | 1971-04-16 | 1983-11-15 | Stauffer Chemical Company | Herbicide compositions |
| US4021224A (en) * | 1971-12-09 | 1977-05-03 | Stauffer Chemical Company | Herbicide compositions |
| US3989503A (en) * | 1972-10-13 | 1976-11-02 | Stauffer Chemical Company | Herbicidal antidote compositions with substituted oxazolidines and thiazolidines |
| US4021229A (en) * | 1972-09-05 | 1977-05-03 | Stauffer Chemical Company | Sulfonamide herbicide antidote compositions and method of use |
| AR204705A1 (es) * | 1972-10-13 | 1976-02-27 | Stauffer Chemical Co | Nuevo compuesto antidoto derivado de 3-acil oxazolidinas y tiazolidinas sustituidas util para composiciones herbicidas y la composicion herbicida que lo contiene |
| CA1014563A (en) * | 1972-10-13 | 1977-07-26 | Stauffer Chemical Company | Substituted oxazolidines and thiazolidines |
| US3959304A (en) * | 1974-07-01 | 1976-05-25 | Stauffer Chemical Company | Certain 3-haloacyl-2,2,5-trimethyl-oxazolidines |
| JPS5826321B2 (ja) * | 1974-07-25 | 1983-06-02 | 日本曹達株式会社 | シクロヘキサン誘導体除草剤 |
| JPS51113755A (en) * | 1975-03-31 | 1976-10-07 | Kougi Kenkyusho:Kk | Unevenly-sinking tank detector |
| CH624552A5 (de) * | 1975-09-04 | 1981-08-14 | Ciba Geigy Ag | |
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| GB1521540A (en) * | 1975-10-31 | 1978-08-16 | Ciba Geigy Ag | Vinyl-sulphone hardeners |
| JPS5325564A (en) * | 1976-08-23 | 1978-03-09 | Ugine Kuhlmann | Novel antidotal heterocyclic derivative for herbicide |
| CH640108A5 (de) * | 1978-02-06 | 1983-12-30 | Nitrokemia Ipartelepek | Unkrautvernichtungsmittel. |
| US4199506A (en) * | 1978-05-15 | 1980-04-22 | Monsanto Company | 2,4-Disubstituted-5-thiazolecarboxylic acids and derivatives |
| US4336389A (en) * | 1978-05-15 | 1982-06-22 | Monsanto Company | 2-Substituted-4-aryl-5-thiazolecarboxylic acids and their derivatives as safening agents |
| HU178064B (en) * | 1978-05-31 | 1982-02-28 | Noevenyvedelmi Kutato Intezet | Antidote composition containing n-/trimethyl-cyclopentillidene /-ethanol-amine-dichloracetate and process for preparing the active material |
| US4269775A (en) * | 1978-09-01 | 1981-05-26 | Ciba-Geigy Corporation | Oxime derivatives for protecting plant crops |
| DE2837863A1 (de) * | 1978-09-04 | 1980-03-13 | Ciba Geigy Ag | Oxim-derivate zum schutz von pflanzenkulturen |
| US4294764A (en) * | 1979-12-26 | 1981-10-13 | Ppg Industries, Inc. | N-(Optionally substituted 1,3-dioxolan- or dioxan-2-ylmethyl)-N-alkyl, alkenyl, or alkynyl-2,2-dichloroacetamides |
| ZA807240B (en) * | 1979-12-26 | 1982-07-28 | Ppg Industries Inc | Antidotal compounds for use with herbicides |
| JPS58180451A (ja) * | 1982-03-25 | 1983-10-21 | ストウフア−・ケミカル・カンパニ− | ２−（２−置換ベンゾイル）−１，３−シクロヘキサンジオン類 |
| EP0090262B1 (de) * | 1982-03-25 | 1992-08-05 | Stauffer Chemical Company | 2-(2-Substituierte Benzoyl)-1,3 cyclohexandione |
| IT1155209B (it) * | 1982-09-01 | 1987-01-21 | Montedison Spa | Derivati di acidi 1,3-tiazolidin-2-carbossilici e loro impiego nella difesa di colture di interesse agrario nell'azione di erbicidi non selettivi |
| CA1192758A (en) * | 1983-01-06 | 1985-09-03 | Benjamin P. Rodriquez | Herbicide antidotes |
| JPS6087238A (ja) * | 1983-09-16 | 1985-05-16 | ストウフアー・ケミカル・カンパニー | ２‐（２‐置換ベンゾイル）‐１，３‐シクロヘキサンジオン |
| IL72753A (en) * | 1983-09-16 | 1988-07-31 | Stauffer Chemical Co | 2-(2-substituted benzoyl)-1,3-cyclohexanadiones and their use as herbicides |
| ZA856341B (en) * | 1984-08-22 | 1986-06-25 | Bayer Ag | 2,4-bis-(alkoximinoalkyl)-cyclohexane-1,3-diones |
| IL77349A (en) * | 1984-12-20 | 1990-07-12 | Stauffer Chemical Co | 2-(2'-nitrobenzoyl)-1,3-cyclohexanediones,their preparation and their use as herbicides |
| JPS62123145A (ja) * | 1985-11-22 | 1987-06-04 | Otsuka Chem Co Ltd | １，３−シクロヘキサンジオン誘導体及び該誘導体を有効成分とする水田用除草剤 |
| US4797147A (en) * | 1986-06-09 | 1989-01-10 | Stauffer Chemical Company | Herbicidal method and composition utilizing certain 5-(2-substituted benzoyl)-barbituric acids |
| US4741755A (en) * | 1986-06-09 | 1988-05-03 | Stauffer Chemical Company | Certain 4-oxo-3-benzoylvalerolactones and thiolactones |
| US4728745A (en) * | 1986-06-09 | 1988-03-01 | Stauffer Chemical Company | Substituted 4-benzoyl-3,5-dioxotetrahydropyrans and thiopyrans useful as herbicides |
| US4808720A (en) * | 1986-06-09 | 1989-02-28 | Stauffer Chemical Company | Certain 3-benzoyl-4-oxolactams |
| US4767447A (en) * | 1986-09-12 | 1988-08-30 | Stauffer Chemical Company | Certain 2-(substituted benzoyl)-5-(substituted or unsubstituted phenyl)-1,3-cyclohexanediones |
| US4795488A (en) * | 1986-09-12 | 1989-01-03 | Stauffer Chemical Company | 2-(Substituted benzoyl)-4-(substituted or unsubstituted phenyl)-1,3-cyclohexanediones as herbicides |
| US4783213A (en) * | 1986-10-16 | 1988-11-08 | Stauffer Chemical Company | Certain 2-(2-substituted benzoyl)-4-(substituted oxy or substituted thio)-1,3-cyclohexanediones |
| US4781751A (en) * | 1987-08-20 | 1988-11-01 | Stauffer Chemical Company | Certain 2-(2-substituted benzoyl)-4-(substituted)-1,3-cyclohexanediones |
| US4838932A (en) * | 1987-08-20 | 1989-06-13 | Stauffer Chemical Company | Certain 2-(2-substituted benzoyl)-4-(substituted imino, oximino or carbonyl)-1,3-cyclohexanediones |
-
1988
- 1988-06-22 US US07/208,269 patent/US4938796A/en not_active Expired - Lifetime
- 1988-06-30 MY MYPI88000724A patent/MY103739A/en unknown
- 1988-07-04 ES ES88306071T patent/ES2059521T3/es not_active Expired - Lifetime
- 1988-07-04 PH PH37172A patent/PH25483A/en unknown
- 1988-07-04 EP EP88306071A patent/EP0298680B1/de not_active Expired - Lifetime
- 1988-07-04 AT AT88306071T patent/ATE94339T1/de not_active IP Right Cessation
- 1988-07-04 DE DE88306071T patent/DE3884076T2/de not_active Expired - Lifetime
- 1988-07-04 AU AU18670/88A patent/AU604336B2/en not_active Expired
- 1988-07-05 CA CA000571114A patent/CA1337158C/en not_active Expired - Lifetime
- 1988-07-05 SK SK4882-88A patent/SK488288A3/sk unknown
- 1988-07-05 CZ CS19884882A patent/CZ286115B6/cs unknown
- 1988-07-05 AR AR88311326A patent/AR245866A1/es active
- 1988-07-05 IL IL8699688A patent/IL86996A/en not_active IP Right Cessation
- 1988-07-05 IE IE204488A patent/IE61677B1/en not_active IP Right Cessation
- 1988-07-05 MX MX012160A patent/MX168198B/es unknown
- 1988-07-05 PT PT87912A patent/PT87912B/pt not_active IP Right Cessation
- 1988-07-05 HU HU883528A patent/HU205890B/hu unknown
- 1988-07-05 NZ NZ225297A patent/NZ225297A/xx unknown
- 1988-07-06 JP JP63167001A patent/JP2896146B2/ja not_active Expired - Lifetime
- 1988-07-06 DK DK376488A patent/DK376488A/da not_active Application Discontinuation
- 1988-07-06 KR KR1019880008359A patent/KR960016186B1/ko not_active IP Right Cessation
- 1988-07-06 TR TR88/0525A patent/TR24112A/xx unknown
- 1988-07-06 PL PL1988273557A patent/PL158086B1/pl unknown
- 1988-07-06 BG BG84794A patent/BG60301B2/bg unknown
- 1988-07-06 ZW ZW89/88A patent/ZW8988A1/xx unknown
- 1988-07-06 BR BR8803350A patent/BR8803350A/pt not_active IP Right Cessation
- 1988-07-06 EG EG37488A patent/EG18668A/xx active
- 1988-07-06 CN CN88104156A patent/CN1031916C/zh not_active Expired - Lifetime
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