CN1915025A - 基于氨甲酰基三唑啉酮的除草剂 - Google Patents
基于氨甲酰基三唑啉酮的除草剂 Download PDFInfo
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- CN1915025A CN1915025A CNA2006101059084A CN200610105908A CN1915025A CN 1915025 A CN1915025 A CN 1915025A CN A2006101059084 A CNA2006101059084 A CN A2006101059084A CN 200610105908 A CN200610105908 A CN 200610105908A CN 1915025 A CN1915025 A CN 1915025A
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- HMNRTPKCBIBLHD-UHFFFAOYSA-N 5-oxo-4h-triazole-1-carboxamide Chemical compound NC(=O)N1N=NCC1=O HMNRTPKCBIBLHD-UHFFFAOYSA-N 0.000 title claims abstract description 11
- 239000004009 herbicide Substances 0.000 title claims description 24
- 150000001875 compounds Chemical class 0.000 claims abstract description 127
- 241000196324 Embryophyta Species 0.000 claims abstract description 39
- 230000002363 herbicidal effect Effects 0.000 claims abstract description 17
- -1 azoles alkane Chemical class 0.000 claims description 173
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 48
- 239000000203 mixture Substances 0.000 claims description 34
- 229910052731 fluorine Inorganic materials 0.000 claims description 33
- 239000011737 fluorine Substances 0.000 claims description 33
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 33
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 27
- 239000000460 chlorine Substances 0.000 claims description 27
- 229910052801 chlorine Inorganic materials 0.000 claims description 27
- JEDYYFXHPAIBGR-UHFFFAOYSA-N butafenacil Chemical group O=C1N(C)C(C(F)(F)F)=CC(=O)N1C1=CC=C(Cl)C(C(=O)OC(C)(C)C(=O)OCC=C)=C1 JEDYYFXHPAIBGR-UHFFFAOYSA-N 0.000 claims description 26
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 22
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 20
- 229910052736 halogen Inorganic materials 0.000 claims description 18
- 150000002367 halogens Chemical class 0.000 claims description 18
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 18
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 17
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 16
- 229910052794 bromium Inorganic materials 0.000 claims description 16
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 16
- 125000003342 alkenyl group Chemical group 0.000 claims description 14
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 125000000304 alkynyl group Chemical group 0.000 claims description 12
- 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 claims description 12
- 229910052799 carbon Inorganic materials 0.000 claims description 12
- 150000001721 carbon Chemical group 0.000 claims description 12
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 12
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 12
- 125000001047 cyclobutenyl group Chemical group C1(=CCC1)* 0.000 claims description 12
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
- 238000002360 preparation method Methods 0.000 claims description 12
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 12
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 claims description 11
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims description 10
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims description 10
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 claims description 10
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- 238000000034 method Methods 0.000 claims description 9
- UEXCJVNBTNXOEH-UHFFFAOYSA-N Ethynylbenzene Chemical group C#CC1=CC=CC=C1 UEXCJVNBTNXOEH-UHFFFAOYSA-N 0.000 claims description 8
- 125000006323 alkenyl amino group Chemical group 0.000 claims description 8
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 125000003282 alkyl amino group Chemical group 0.000 claims description 8
- 125000006319 alkynyl amino group Chemical group 0.000 claims description 8
- 125000003368 amide group Chemical group 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 8
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 8
- 125000004850 cyclobutylmethyl group Chemical group C1(CCC1)C* 0.000 claims description 8
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 8
- 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 8
- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 claims description 8
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 8
- 150000003851 azoles Chemical class 0.000 claims description 7
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical class CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 claims description 7
- 150000002431 hydrogen Chemical class 0.000 claims description 7
- 150000003233 pyrroles Chemical class 0.000 claims description 7
- MHULQDZDXMHODA-UHFFFAOYSA-N 1-(2,2-dichloroacetyl)-3,3,8a-trimethyl-2,4,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-one Chemical compound C1C(C)(C)CN(C(=O)C(Cl)Cl)C2(C)N1C(=O)CC2 MHULQDZDXMHODA-UHFFFAOYSA-N 0.000 claims description 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 6
- PFJJMJDEVDLPNE-UHFFFAOYSA-N Benoxacor Chemical compound C1=CC=C2N(C(=O)C(Cl)Cl)C(C)COC2=C1 PFJJMJDEVDLPNE-UHFFFAOYSA-N 0.000 claims description 5
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 5
- MCNOFYBITGAAGM-UHFFFAOYSA-N 2,2-dichloro-1-[5-(furan-2-yl)-2,2-dimethyl-1,3-oxazolidin-3-yl]ethanone Chemical compound C1N(C(=O)C(Cl)Cl)C(C)(C)OC1C1=CC=CO1 MCNOFYBITGAAGM-UHFFFAOYSA-N 0.000 claims description 4
- MJBPUQUGJNAPAZ-UHFFFAOYSA-N Butine Natural products O1C2=CC(O)=CC=C2C(=O)CC1C1=CC=C(O)C(O)=C1 MJBPUQUGJNAPAZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000005509 Dimethenamid-P Substances 0.000 claims description 4
- 239000005578 Mesotrione Substances 0.000 claims description 4
- YZCKVEUIGOORGS-NJFSPNSNSA-N Tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 claims description 4
- 125000005108 alkenylthio group Chemical group 0.000 claims description 4
- 125000004414 alkyl thio group Chemical group 0.000 claims description 4
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 4
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 4
- JLYFCTQDENRSOL-VIFPVBQESA-N dimethenamid-P Chemical compound COC[C@H](C)N(C(=O)CCl)C=1C(C)=CSC=1C JLYFCTQDENRSOL-VIFPVBQESA-N 0.000 claims description 4
- 125000006125 ethylsulfonyl group Chemical group 0.000 claims description 4
- 125000006038 hexenyl group Chemical group 0.000 claims description 4
- 239000012948 isocyanate Substances 0.000 claims description 4
- MWKVXOJATACCCH-UHFFFAOYSA-N isoxadifen-ethyl Chemical group C1C(C(=O)OCC)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 MWKVXOJATACCCH-UHFFFAOYSA-N 0.000 claims description 4
- KPUREKXXPHOJQT-UHFFFAOYSA-N mesotrione Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O KPUREKXXPHOJQT-UHFFFAOYSA-N 0.000 claims description 4
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 claims description 4
- 125000005981 pentynyl group Chemical group 0.000 claims description 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 4
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 4
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- 125000004646 sulfenyl group Chemical group S(*)* 0.000 claims description 4
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- QRAOZQGIUIDZQZ-UHFFFAOYSA-N 4-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1,4-benzoxazine Chemical compound C=1C=C2N(C)CCOC2=CC=1B1OC(C)(C)C(C)(C)O1 QRAOZQGIUIDZQZ-UHFFFAOYSA-N 0.000 claims description 3
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- BACHBFVBHLGWSL-JTQLQIEISA-N rac-diclofop methyl Natural products C1=CC(O[C@@H](C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-JTQLQIEISA-N 0.000 claims description 3
- PYKLUAIDKVVEOS-RAXLEYEMSA-N (e)-n-(cyanomethoxy)benzenecarboximidoyl cyanide Chemical compound N#CCO\N=C(\C#N)C1=CC=CC=C1 PYKLUAIDKVVEOS-RAXLEYEMSA-N 0.000 claims description 2
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- GTODOEDLCNTSLG-UHFFFAOYSA-N 2h-triazole-4-carboxylic acid Chemical compound OC(=O)C1=CNN=N1 GTODOEDLCNTSLG-UHFFFAOYSA-N 0.000 claims description 2
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Classifications
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- 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<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
本发明涉及新的除草的增效活性物质组合物,其由已知的氨甲酰基三唑啉酮和已知的除草活性化合物组成并且可特别有效地防除杂草。
Description
本申请是申请日为2000年11月7日的发明创造名称为“基于氨甲酰基三唑啉酮的除草剂”的中国专利申请(国家申请号为No.00815939.4,国际申请号为PCT/EP00/10975)的分案申请。
技术领域
本发明涉及新的除草的增效活性化合物组合物,其一方面由已知的氨甲酰基三唑啉酮而另一方面由已知的除草活性化合物组成并且应用该组合物可特别有效地防除杂草。
背景技术
氨甲酰基三唑啉酮,作为广谱除草剂,是一系列的专利申请中所涉及的主题(参见EP-A 294 666,EP-A 370 293,EP-A 391 187,EP-A 398 096,EP-A 399 294,EP-A 415 196,EP-A 477 646)。然而,已知的氨甲酰基三唑啉酮在其除草活性方面还有许多不足之处。
目前已经公开了一系列的基于N-芳基-尿嘧啶的除草活性化合物组合物(参见DE-A-19 635 060,DE-A-19 635 074)。然而,这些活性化合物组合物的特性并不是在所有方面都令人满意。
发明内容
令人惊奇的是,目前已发现选自氨甲酰基三唑啉酮系列的一系列已知活性化合物与选自各种类型的已知除草活性化合物结合使用时,在除草活性方面表现出显著的增效活性并可特别有利于制备用于防除有用作物如大麦,玉米,水稻,大豆,向日葵,小麦和甘蔗中的单子叶和双子叶杂草的广谱除草组合物产品,而且可用于部分-和无选择性(灭生性)地防除单子叶和双子叶杂草。
本发明涉及除草组合物,其特征在于有效量的活性化合物组合物,后者包含
(a)通式(I)的氨甲酰基三唑啉酮
其中
R1代表氢,羟基,氨基,或各自任选被取代的烷基,链烯基,炔基,烷氧基,链烯氧基,炔氧基,烷基氨基,链烯基氨基,炔基氨基,亚烷基氨基,二烷基氨基,环烷基,环烷基烷基,芳基或芳烷基,
R2代表各自任选被取代的烷基,链烯基,炔基,烷氧基,链烯氧基,炔氧基,烷硫基,链烯硫基,炔硫基,烷基氨基,链烯基氨基,炔基氨基,二烷基氨基,环烷基,环烷氧基,环烷基烷基,芳基,芳氧基,芳硫基,芳基氨基或芳烷基,以及
R3代表各自任选被取代的烷基,链烯基,炔基,环烷基,环烷基烷基,芳烷基,芳基链烯基或芳基炔基
(“第1组活性化合物”),
以及
(b)选自包括下列活性化合物的第二组除草剂中的一种或多种化合物:
5-(2-氯-4-三氟甲基-苯氧基)-2-硝基苯甲酸钠(三氟羧草醚),1H-1,2,4-三唑-3-胺(杀草强),2-[2,4-二氯-5-(2-丙炔氧基)-苯基]-5,6,7,8-四氢-1,2,4-三唑并-[4,3-a]-吡啶-3(2H)-酮(唑啶炔草),N-(4,6-二甲氧基-嘧啶-2-基)-N′-[1-甲基-4-(2-甲基-2H-四唑-5-基)-1H-吡唑-5-基磺酰基]脲(四唑嘧磺隆),N-苄基-2-(4-氟-3-三氟甲基-苯氧基)丁酰胺(beflubutamid),4-氯-2-氧代-3(2H)-苯并噻唑乙酸(草除灵),N-丁基-N-乙基-2,6-二硝基-4-三氟甲基-苯胺(乙丁氟灵),N-(4,6-二甲氧基-嘧啶-2-基)-N′-(2-甲氧基羰基-苯基甲基磺酰基)-脲(苄嘧黄隆),2-[2-[4-(3,6-二氢-3-甲基-2,6-二氧代-4-三氟甲基-1(2H)-嘧啶基)苯氧基]甲基]-5-乙基-苯氧基-丙酸甲酯(benzfendizone),3-(2-氯-4-甲基磺酰基-苯甲酰基)-4-苯硫基-二环-[3.2.1]-辛-3-烯-2-酮(benzobicyclon),N-苯甲酰基-N-(3,4-二氯-苯基)-DL-氨基丙酸乙酯(新燕灵),[1,1-二甲基-2-氧代-2-(2-丙烯氧基)]-乙基2-氯-5-(3,6-二氢-3-甲基-2,6-二氧代-4-三氟甲基-1(2H)-嘧啶基)-苯甲酸酯(butafenacil-allyl),2-(1-乙氧基亚氨基-丙基)-3-羟基-5-[2,4,6-三甲基-3-(1-氧代-丁基)-苯基]-2-环己烯-1-酮(丁氧环酮),N,N-二乙基-3-(2,4,6-三甲基-苯基磺酰基)-1H-1,2,4-三唑-1-甲酰胺(苯酮唑),2-[1-[(3-氯-2-丙烯基)-氧基-亚氨基]-丙基]-3-羟基-5-(四氢-2H-吡喃-4-基)-2-环己烯-1-酮(醌肟草),N-(4-氯-6-甲氧基-嘧啶-2-基)-N′-(2-乙氧基羰基-苯基磺酰基)-脲(氯嘧磺隆),2-氯-3-[2-氯-5-(1,3,4,5,6,7-六氢-1,3-二氧代-2H-异吲哚-2-基)-苯基]-2-丙酸乙酯(吲哚酮草酯),2-[1-[2-(4-氯-苯氧基)-丙氧基氨基]丁基]-5-(四氢-2H-噻喃-3-基)-1,3-环己烷二酮(clefoxydim),(E,E)-(+)-2-[1-[[(3-氯-2-丙烯基)-氧基]-亚氨基]-丙基]-3-羟基-2-环己烯-1-酮(clethodim),2-(1-乙氧亚氨基丁基)-3-羟基-5-(四氢-2H-噻喃-3-基)-2-环己烯-1-酮(噻草酮),(R)-2-[4-(4-氰基-2-氟-苯氧基)-苯氧基]-丙酸丁酯(氰氟草酯),N-(2,6-二氯-苯基)-5-乙氧基-7-氟-[1,2,4]-三唑并-[1,5-c]-嘧啶-2-磺酰胺(唑嘧磺胺),2-[1-[(3,5-二氟-苯基)-氨基-羰基-亚肼基]-乙基]-吡啶-3-羧酸(二氟吡隆),S-(1-甲基-1-苯基-乙基)1-哌啶-硫代甲酸酯(哌草丹),(S)-2-氯-N-(2,4-二甲基-3-噻吩基)-N-(2-甲氧基-1-甲基-乙基)-乙酰胺(二甲吩草胺-P),2-[2-(3-氯-苯基)-环氧乙烷基甲基]-2-乙基-1H-茚-1,3(2H)-二酮(epropodan),(R)-2-[4-(6-氯-苯并唑-2-基-氧基)-苯氧基]-丙酸乙酯(精恶唑禾草灵),4-(2-氯-苯基)-N-环己基-N-乙基-4,5-二氢-5-氧代-1H-四唑-1-甲酰胺(fentrazamid),N-(2,6-二氟-苯基)-8-氟-5-甲氧基-[1,2,4]-三唑并-[1,5-c]-嘧啶-2-磺酰胺(florasulam),(R)-2-[4-(5-三氟甲基-吡啶-2-基-氧基)-苯氧基]-丙酸丁酯(吡氟禾草灵,-丁酯,精吡氟禾草灵丁酯),5-(4-溴-1-甲基-5-三氟甲基-1H-吡唑-3-基)-2-氯-4-氟-苯甲酸异丙酯(fluazolate),4,5-二氢-3-甲氧基-4-甲基-5-氧代-N-[(2-三氟甲氧基苯基)-磺酰基]-1H-1,2,4-三唑-1-甲酰胺钠盐(flucarbazone-钠盐),[2-氯-4-氟-5-(5-甲基-6-氧代-4-三氟甲基-1(6H)-哒嗪基)-苯氧基]-乙酸乙酯(flufenpyr),2-[7-氟-3,4-二氢-3-氧代-4-(2-丙炔基)-2H-1,4-苯并嗪-6-基]-4,5,6,7-四氢-1H-异吲哚-1,3-二酮(丙炔氟草胺),2-[4-氯-2-氟-5-[(1-甲基-2-丙炔基)-氧基]-苯基]-4,5,6,7-四氢-1H-异吲哚-1,3(2H)-二酮(flumipropyn),3-氯-4-氯甲基-1-(3-三氟甲基-苯基)-2-吡咯烷酮(氟咯草酮),N-(4,6-二甲氧基-嘧啶-2-基)-N′-(3-甲氧基羰基-6-三氟甲基-吡啶-2-基-磺酰基)-脲的钠盐(氟啶黄隆),5-(2-氯-4-三氟甲基-苯氧基)-N-甲基磺酰基-2-硝基-苯甲酰胺(氟磺胺草醚),2-[[[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-氨基]-磺酰基]-4-甲酰基氨基-N,N-二甲基-苯甲酰胺(foramsulfuron),(R)-2-[4-(3-氯-5-三氟甲基-吡啶-2-基-氧基)-苯氧基]-丙酸(及其甲酯,2-乙氧基-乙酯和丁酯)(氟吡禾灵,氟吡甲禾灵,精氟吡甲禾灵,氟吡禾灵乙氧基乙酯,氟吡禾灵丁酯),N-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)-N′-(5-碘-2-甲氧基羰基-苯基磺酰基)-脲的钠盐(iodosulfuron-methyl-sodium),(4-氯-2-甲基磺酰基-苯基)-(5-环丙基-异唑-4-基)-甲酮(isoxachlortole),2-[2-[4-[(3,5-二氯-2-吡啶基)-氧基]-苯氧基]-1-氧代-丙基]-异唑烷(异恶草醚),(2-乙氧基-1-甲基-2-氧代-乙基)5-(2-氯-4-三氟甲基-苯氧基)-2-硝基-苯甲酸酯(乳氟禾草灵),2-(2-苯并噻唑基氧基)-N-甲基-N-苯基-乙酰胺(苯噻酰草胺),2-[[[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-氨基]-磺酰基]-4-[[(甲基磺酰基)-氨基]-甲基]-苯甲酸甲酯(mesosulfuron),2-(4-甲基磺酰基-2-硝基-苯甲酰基)-1,3-环己烷二酮(mesotrione),4-氨基-3-甲基-6-苯基-1,2,4-三嗪-5(4H)-酮(metamitron),(S)-2-氯-N-(2-乙基-6-甲基-苯基)-N-(2-甲氧基-1-甲基-乙基)-乙酰胺(S-异丙甲草胺),S-(2-氯-苄基)N,N-二乙基-硫代氨基甲酸酯(坪草丹),4-二丙基氨基-3,5-二硝基-苯磺酰胺(氨磺乐灵),3-[2,4-二氯-5-(2-丙炔氧基)-苯基]-5-(叔丁基)-1,3,4-二唑-2(3H)-酮(炔丙唑草),3-[2,4-二氯-5-(1-甲基-乙氧基)-苯基]-5-(叔丁基)-1,3,4-二唑-2(3H)-酮(恶草酮),3-[1-(3,5-二氯苯基)-1-异丙基]-2,3-二氢-6-甲基-5-苯基-4H-1,3-嗪-4-酮(氯嗪草),2-氯-1-(3-乙氧基-4-硝基-苯氧基)-4-三氟甲基苯(乙氧氟草醚),2-(2,2-二氟-乙氧基)-N-(5,8-二甲氧基[1,2,4]三唑并[1,5-c]嘧啶-2-基)-6-三氟甲基-苯磺酰胺(penoxsulam),2-氯-N-(2-乙氧基-乙基)-N-(2-甲基-1-苯基-1-丙烯基)-乙酰胺(pethoxamid),N-(4-氟-苯基)-6-(3-三氟甲基-苯氧基)-吡啶-2-甲酰胺(picolinafen),1-氯-N-[2-氯-4-氟-5-[(6S,7aR)-6-氟-四氢-1,3-二氧代-1H-吡咯并[1,2-c]咪唑-2(3H)-基]-苯基]-甲磺酰胺(profluazol),N-(3,4-二氯-苯基)-丙酰胺(敌稗),(R)-[2-[[(1-甲基-亚乙基)-氨基]-氧基]-乙基]2-[4-(6-氯-2-喹喔啉氧基)-苯氧基]-丙酸酯(喔草酯),2-氯-N-(2-乙基-6-甲基-苯基)-N-[(1-甲基-乙氧基)-甲基]-乙酰胺(异丙草胺),2-[[[(4,5-二氢-4-甲基-5-氧代-3-丙氧基-1H-1,2,4-三唑-1-基)-羰基]-氨基]-磺酰基]-苯甲酸甲酯的钠盐(procarbazone-sodium),1-(3-氯-4,5,6,7-四氢-吡唑并[1,5-a]吡啶-2-基)-5-(甲基-2-丙炔基氨基)-1H-吡唑-4-甲腈(pyrazogyl),二苯基甲酮0-[2,6-双-(4,6-二甲氧基-嘧啶-2-基-氧基)-苯甲酰基]-肟(嘧苯草肟),6-氯-3-苯基-哒嗪-4-醇(pyridatol),7-[(4,6-二甲氧基-2-嘧啶基)-硫基]-3-甲基-1(3H)-异苯并呋喃酮(pyriftalide),2-(4,6-二甲氧基-嘧啶-2-基-氧基)-苯甲酸甲酯(肟啶草),2-氯-6-(4,6-二甲氧基-嘧啶-2-基硫基)-苯甲酸钠盐(嘧草硫醚),3,7-二氯-喹啉-8-羧酸(quinchlorac),2-[4-(6-氯-2-喹喔啉基氧基)-苯氧基]-丙酸(及其乙酯和四氢-2-呋喃基-甲酯)(喹禾灵,喹禾灵-乙酯,精喹禾灵乙酯,精喹禾灵糠酯),2-(1-乙氧亚氨基丁基)-5-(2-乙硫基丙基)-3-羟基-2-环己烯-1-酮(稀禾啶),2-二氟甲基-5-(4,5-二氢-噻唑-2-基)-4-(2-甲基-丙基)-6-三氟甲基-吡啶-3-甲酸甲酯(噻唑烟酸),(3,5,6-三氯)-吡啶-2-基-氧基-乙酸(三氯吡氧乙酸),N-[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-3-(2,2,2-三氟乙氧基)-2-吡啶磺酰胺钠盐(trifloxysulfuron),N-[4-二甲基氨基-6-(2,2,2-三氟-乙氧基)-1,3,5-三嗪-2-基]-N′-(2-甲氧基羰基-苯基磺酰基)-脲(氟胺磺隆),N-(4-甲氧基-6-三氟甲氧基-1,3,5-三嗪-2-基)-N′-(2-三氟甲基-苯基磺酰基)-脲(tritosulfuron),N-[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-3-[N-甲基-N-甲磺酰基-氨基])-2-吡啶磺酰胺(参见WO-A-92/10660),2-[[[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-氨基]-磺酰基]-4-[[(甲基磺酰基)-氨基]甲基]-苯甲酸甲酯(参见DE-A 43 35 297),4-[4,5-二氢-4-甲基-5-氧代-(3-三氟甲基)-1H-1,2,4-三唑-1-基]-2-[(乙基磺酰基)氨基]-5-氟-苯基硫代甲酰胺(参见WO-A-95/30661)
(“第2组活性化合物”),
以及,任选地
(c)选自下组化合物的可改善作物耐受性的化合物:
4-二氯乙酰基-1-氧杂-4-氮杂-螺[4.5]-癸烷(AD-67),1-二氯乙酰基-六氢-3,3,8a-三甲基吡咯并[1,2-a]-嘧啶-6(2H)-酮(dicyclonon,BAS-145138),4-二氯乙酰基-3,4-二氢-3-甲基-2H-1,4-苯并嗪(解草嗪),5-氯-喹喔啉-8-氧基-乙酸1-甲基-己基酯(喹氧乙酸-异庚酯),α-(氰基甲氧亚氨基)-苯乙腈(解草胺腈),2,2-二氯-N-(2-氧代-2-(2-丙烯基氨基)-乙基)-N-(2-丙烯基)-乙酰胺(解草烯),2,2-二氯-N,N-二-2-丙烯基-乙酰胺(烯丙酰草胺),N-(4-甲基-苯基)-N′-(1-甲基-1-苯基-乙基)-脲(杀草隆),4,6-二氯-2-苯基-嘧啶(解草啶),1-(2,4-二氯-苯基)-5-三氯甲基-1H-1,2,4-三唑-3-甲酸乙酯(解草唑乙酯),2-氯-4-三氟甲基-噻唑-5-羧酸苯甲酯(解草安),4-氯-N-(1,3-二氧戊环-2-基-甲氧基)-α-三氟-苯乙酮肟(氟草肟),3-二氯乙酰基-5-(2-呋喃基)-2,2-二甲基-唑烷(解草唑,MON-13900),4,5-二氢-5,5-二苯基-3-异唑甲酸乙酯(isoxadifen-ethyl),1-(2,4-二氯苯基)-4,5-二氢-5-甲基-1H-吡咯-3,5-二甲酸二乙酯(吡咯二酸二乙酯),2-二氯甲基-2-甲基-1,3-二氧戊环(解草烷),1,8-萘二甲酸酐,α-(1,3-二氧戊环-2-基-甲氧亚氨基)-苯乙腈(解草腈),2,2-二氯-N-(1,3-二氧戊环-2-基-甲基)-N-(2-丙烯基)-乙酰胺(PPG-1292),3-二氯乙酰基-2,2-二甲基-唑烷(R-28725),3-二氯乙酰基-2,2,5-三甲基-唑烷(R-29148),1-(2-氯苯基)-5-苯基-1H-吡唑-3-羧酸甲酯和N-(2-甲氧基-苯甲酰基)-4-[(甲基氨基-羰基)-氨基]-苯磺酰胺
(“第3组活性化合物”)。
在上式(I)中优选的取代基定义如下所述。
R1优选代表氢,羟基,氨基,或代表烷基,链烯基,炔基,烷氧基,链烯氧基,炔氧基,烷基氨基,链烯基氨基,炔基氨基,亚烷基氨基或二烷基氨基,这些基团各具有至多6个碳原子并各任选地被卤素或氰基取代,或代表环烷基或环烷基烷基,这些基团各在环烷基部分具有3-6个碳原子,并任选地在烷基部分具有1-4个碳原子,以及这些基团各任选地被卤素,氰基或C1-C4-烷基取代,或代表苯基或苯基-C1-C4-烷基,这些基团各任选地被卤素,氰基,C1-C4-烷基或C1-C4-烷氧基取代。
R2优选代表烷基,链烯基,炔基,烷氧基,链烯氧基,炔氧基,烷硫基,链烯硫基,炔硫基,烷基氨基,链烯基氨基,炔基氨基或二烷基氨基,这些基团各具有至多6个碳原子并且各任选地被卤素,氰基,C1-C4-烷氧基或C1-C4-烷硫基取代,或代表环烷基,环烷氧基或环烷基烷基,这些基团各在环烷基部分具有3-6个碳原子,并任选地在烷基部分具有1-4个碳原子,以及这些基团各任选地被卤素,氰基或C1-C4-烷基取代,或代表苯基,苯氧基,苯硫基,苯基氨基或苯基-C1-C4-烷基,这些基团各任选地被卤素,氰基,C1-C4-烷基或C1-C4-烷氧基取代。
R3优选代表烷基,链烯基或炔基,这些基团各具有至多10个碳原子并各任选地被卤素,氰基,C1-C4-烷氧基,C1-C4-烷硫基,C1-C4-烷基亚磺酰基,C1-C4-烷基磺酰基,C1-C4-烷基氨基或二-(C1-C4-烷基)氨基取代,或代表环烷基或环烷基烷基,这些基团各在环烷基部分具有3-6个碳原子,并如适合在烷基部分具有1-4个碳原子以及各任选地被卤素,氰基或C1-C4-烷基取代,或代表苯基-C1-C6-烷基,苯基-C2-C6-链烯基或苯基-C2-C6-炔基,这些基团各任选地被卤素,氰基,C1-C4-烷基或C1-C4-烷氧基取代。
R1特别优选代表氢,羟基,氨基,或代表甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,丙烯基,丁烯基,丙炔基或丁炔基,甲氧基,乙氧基,正或异丙氧基,正-,异-,仲-或叔丁氧基,丙烯氧基,丁烯氧基,丙炔氧基或丁炔氧基,甲基氨基,乙基氨基,正或异丙基氨基,正-,异-,仲-或叔丁基氨基,丙烯基氨基,丁烯基氨基,丙炔基氨基或丁炔基氨基,亚乙基氨基,亚丙基氨基,亚丁基氨基,二甲基氨基或二乙基氨基,这些基团各任选地被氟,氨或氰基取代,或代表环丙基,环丁基,环戊基,环己基,环丙基甲基,环丁基甲基,环戊基甲基或环己基甲基,这些基团各任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基取代,或代表苯基或苄基,这些基团各任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,甲氧基或乙氧基取代。
R2特别优选代表甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,丙烯基,丁烯基,丙炔基,丁炔基,甲氧基,乙氧基,正或异丙氧基,正-,异-,仲-或叔丁氧基,丙烯氧基,丁烯氧基,丙炔氧基,丁炔氧基,甲硫基,乙硫基,正或异丙硫基,正-,异-,仲-或叔丁硫基,丙烯硫基,丁烯硫基,丙炔硫基,丁炔硫基,甲基氨基,乙基氨基,正或异丙基氨基,正-,异-,仲-或叔丁基氨基,丙烯基氨基,丁烯基氨基,丙炔基氨基,丁炔基氨基,二甲基氨基或二乙基氨基,上述各基团任选地被氟,氯,氰基,甲氧基,乙氧基,正或异丙氧基,甲硫基,乙硫基,正或异丙硫基取代,或代表环丙基,环丁基,环戊基,环己基,环丙氧基,环丁氧基,环戊氧基,环己氧基,环丙基甲基,环丁基甲基,环戊基甲基或环己基甲基,上述各基团任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基取代,或代表苯基,苯氧基,苯硫基,苯基氨基或苄基,上述各基团任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,甲氧基或乙氧基取代。
R3特别优选代表甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,丙烯基,丁烯基,戊烯基,己烯基,丙炔基,丁炔基,戊炔基或己炔基,上述各基团任选地被氟,氰基,甲氧基,乙氧基,正或异丙氧基,正-,异-,仲-或叔丁氧基,甲硫基,乙硫基,正或异丙硫基,正-,异-,仲-或叔丁硫基,甲基亚磺酰基,乙基亚磺酰基,甲基磺酰基,乙基磺酰基,甲基氨基,乙基氨基,正或异丙基氨基,正-,异-,仲-或叔丁基氨基,二甲基氨基,二乙基氨基,二丙基氨基或二丁基氨基取代,或代表环丙基,环丁基,环戊基,环己基,环丙基甲基,环丁基甲基,环戊基甲基,环己基甲基,环己基乙基或环己基丙基,上述各基团任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基取代,或代表苄基,苯基乙基,苯基丙基,苯基丁基,苯基乙烯基,苯基丙烯基,苯基丁烯基,苯基乙炔基,苯基丙炔基或苯基丁炔基,上述各基团任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,甲氧基或乙氧基取代。
R1更特别优选代表氢,氨基,或代表甲基,乙基,正或异丙基,丙烯基,丁烯基,丙炔基或丁炔基,甲氧基,乙氧基,正或异丙氧基,丙烯氧基或丙炔氧基,上述各基团任选地被氟或氯取代,或代表甲基氨基,乙基氨基,正或异丙基氨基,丙烯基氨基或丙炔基氨基,二甲基氨基或二乙基氨基,或代表环丙基或环丙基甲基,上述各基团任选地被氟,氯,氰基或甲基取代。
R2更特别优选代表甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,丙烯基,丁烯基,丙炔基,丁炔基,甲氧基,乙氧基,正或异丙氧基,正-,异-,仲-或叔丁氧基,丙烯氧基,丁烯氧基,丙炔氧基,丁炔氧基,甲硫基,乙硫基,正或异丙硫基,正-,异-,仲-或叔丁硫基,丙烯硫基,丁烯硫基,丙炔硫基,丁炔硫基,甲基氨基,乙基氨基,正或异丙基氨基,正-,异-,仲-或叔丁基氨基,丙烯基氨基,丁烯基氨基,丙炔基氨基,丁炔基氨基,二甲基氨基或二乙基氨基,上述各基团任选地被氟,氯,氰基,甲氧基,乙氧基,甲硫基或乙硫基取代,或代表环丙基,环丙氧基或环丙基甲基,上述各基团任选地被氟,氯,氰基或甲基取代。
R3更特别优选代表甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,丙烯基,丁烯基,戊烯基,己烯基,丙炔基,丁炔基,戊炔基或己炔基,上述各基团任选地被氟,氰基,甲氧基,乙氧基,正或异丙氧基,甲硫基,乙硫基,正或异丙硫基,甲基亚磺酰基,乙基亚磺酰基,甲基磺酰基,乙基磺酰基,甲基氨基,乙基氨基,正或异丙基氨基,二甲基氨基或二乙基氨基取代,或代表环丙基,环丁基,环戊基,环己基,环丙基甲基,环丁基甲基,环戊基甲基,环己基甲基,环己基乙基或环己基丙基,上述各基团任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基取代,或代表苄基,苯基乙基,苯基丙基,苯基丁基,苯基乙烯基,苯基丙烯基,苯基丁烯基,苯基乙炔基,苯基丙炔基或苯基丁炔基,上述各基团任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,甲氧基或乙氧基取代。
用作本发明混合组分的式(I)化合物的实例如下:
4-氨基-5-甲基-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-乙基-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-正丙基-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-异丙基-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-甲氧基-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-乙氧基-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-甲基-2-(2-氟-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-乙基-2-(2-氟-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-正丙基-2-(2-氟-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-异丙基-2-(2-氟-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-甲氧基-2-(2-氟-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-乙氧基-2-(2-氟-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-甲基-2-(2-氯-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-乙基-2-(2-氯-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-正丙基-2-(2-氯-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-异丙基-2-(2-氯-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-甲氧基-2-(2-氨-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-乙氧基-2-(2-氯-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-异丙基-2-异丙基-氨基羰基-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-二甲基氨基-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-二甲基氨基-2-(2-氟-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-二甲基氨基-2-(2-氯-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮和4-甲基-5-甲氧基-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮。
化合物4-氨基-5-(1-甲基-乙基)-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮-根据Chem.Abstracts还可命名为4-氨基-N-(1,1-二甲基-乙基)-4,5-二氢-3-(1-甲基-乙基)-5-氧代-1H-1,2,4-三唑-1-甲酰胺(CAS-Reg.No.:129909-90-6,应用实施例的化合物(I-1),建议通用名:“amicarbazone”)-特别优选作为混合物中的式(I)组分。
各种式(I)化合物公开在上述专利申请或专利说明书中。
根据它们的化学结构,将笫2组活性化合物归为下列几类活性化合物:
酰胺类(例如picolinafen,敌稗),芳基杂环类(例如唑啶炔草,benzfendizone,butafenacil-allyl,吲哚酮草酯,fluazolate,丙炔氟草胺,恶草酮,炔丙唑草,profluazol,氟唑草酯,pyridatol,4-[4,5-二氢-4-甲基-5-氧代-(3-三氟甲基)-1H-1,2,4-三唑-1-基]-2-[(乙基磺酰基)氨基]-5-氟-苯基硫代甲酰胺),芳氧基苯氧基丙酸酯类(例如氰氟草酯,精恶唑禾草灵,精吡氟禾草灵丁酯,氟吡甲禾灵,精喹禾灵乙酯),羧酸衍生物(例如三氯吡氧乙酸),氯乙酰胺类(例如二甲吩草胺-P,S-异丙甲草胺,异丙草胺),环己烷二酮类(例如丁氧环酮,clefoxydim,噻草酮,稀禾啶),二硝基苯胺类(例如乙丁氟灵,氨磺乐灵),二苯醚类(例如三氟羧草醚,氟磺胺草醚,乳氟禾草灵,乙氧氟草醚),异唑类(例如isoxachlortole),氧乙酰胺类(例如苯噻酰草胺),吡啶类(例如噻唑烟酸),嘧啶基(硫代)苯甲酸酯(例如嘧苯草肟,肟啶草,嘧草硫醚),磺酰脲类(例如四唑嘧磺隆,苄嘧黄隆,氯嘧磺隆,氟啶黄隆,foramsulfuron,iodosulfuron-methyl-sodium,trifloxysulfuron,氟胺磺隆,tritosulfuron),四唑啉酮类(例如fentrazamide),硫代氨基甲酸酯类(例如哌草丹),三嗪酮类(例如metamitron),三唑类(例如杀草强),三唑啉酮类(例如flucarbazone-sodium,procarbazone-sodium),三唑并嘧啶类(例如唑嘧磺胺,florasulam),三酮类(例如mesotrione)。
在第2组的活性化合物中,特别优选下述化合物作为混合组分:
唑啶炔草,butafenacil-allyl,二甲吩草胺-P,精唑禾草灵,mesotrione,S-异丙甲草胺。
本发明组合物优选包含一种或两种第1组活性化合物,一种至三种第2组活性化合物以及任选地一种第3组的活性化合物。
特别是,本发明组合物包含一种第1组活性化合物,一种或两种第2组活性化合物以及任选地一种第3组活性化合物。
可提及的本发明活性化合物组合物的实例是:
Amicarbazone+butafenacil-allyl,amicarbazone+mesotrione,amicarbazone+精唑禾草灵+吡咯二酸二乙酯,amicarbazone+flucarbazone-sodium,amicarbazone+flucarbazone-sodium+吡咯二酸二乙酯,amicarbazone+procarbazone-sodium,amicarbazone+procarbazone-sodium+吡咯二酸二乙酯,amicarbazone+二甲吩草胺-P,amicarbazone+S-异丙甲草胺,amicarbazone+S-异丙甲草胺+解草嗪。
令人惊奇地,现已发现由式(I)的氨甲酰基三唑啉酮和上述第2组活性化合物组成的上述定义的活性化合物组合物,在表现出非常高的除草活性的同时具有基本良好的作物耐受性并可用于选择性防除各种作物,特别是玉米,此外还包括棉花,向日葵,大豆,马铃薯,甘蔗,小麦,大麦和水稻中的单子叶和双子叶杂草,以及还可用于部分选择性和非选择性(灭生性)地防除单子叶和双子叶杂草。
令人惊奇地,由上述第1和第2组化合物组成的本发明活性化合物组合物的除草活性显著高于单个活性化合物的效果总和。
这表明不仅具有互补作用而且具有预料不到的增效活性。各种作物都对该新活性化合物组合物具有很好的耐受性,以及该新活性化合物组合物还可有效地防除通常难以防除的那些杂草。因此,在除草剂中增加了一种有价值的新活性化合物组合物。
本发明活性化合物组合物在一定的浓度比例下增效作用特别明显。然而,在活性化合物组合物中各活性化合物的重量比可在很宽的范围内变化。通常,每重量份的式(I)活性化合物使用0.01-1000重量份,优选0.02-500重量份并特别优选0.05-100重量份的第2组活性化合物。
特别优选的第3组活性化合物混合组分如下:
用于增进禾谷类作物耐药性的1-甲基己基5-氯-喹喔啉-8-氧基乙酸酯(喹氧乙酸-异庚酯),4,5-二氢-5,5-二苯基-3-异唑羧酸乙酯(isoxadifen-ethyl)和1-(2,4-二氯苯基)-4,5-二氢-5-甲基-1H-吡唑-3,5-二羧酸二乙酯(吡咯二酸二乙酯),以及用于增进玉米作物耐药性的4-二氯乙酰基-1-氧杂-4-氮杂-螺[4.5]-癸烷(AD-67),1-二氯乙酰基-六氢-3,3,8a-三甲基吡咯并[1,2-a]-嘧啶-6(2H)-酮(BAS-145138),4-二氯乙酰基-3,4-二氢-3-甲基-2H-1,4-苯并嗪(解草嗪),2,2-二氯-N,N-二-2-丙烯基-乙酰胺(烯丙酰草胺),3-二氯乙酰基-5-(2-呋喃基)-2,2-二甲基-唑烷(解草唑,MON-13900),3-二氯乙酰基-2,2,5-三甲基-唑烷(R-29148)。
令人惊奇的是,在可拮抗除草剂对作物的毒害作用的大量已知安全剂或解毒剂中,特别是上述的第3组化合物可完全抵消式(I)活性化合物及其盐,以及任选地与一种或多种上述第2组活性化合物的混合物对作物的毒害作用,同时对杂草的除草活性没有不利影响。
本发明活性化合物组合物的作物耐受性的有利效果同样表现得特别明显。然而,在活性化合物组合物中活性化合物的重量比可在很宽的范围内变化。通常,每重量份式(I)活性化合物或它与第2组活性化合物的混合物使用0.001-1000重量份,优选0.01-100重量份并特别优选0.1-10重量份的第3组活性化合物。
根据本发明方法,可以处理所有植物和植物各部分。在本发明中植物可以理解为表示所有植物以及植物群落如需要和不需要的野生植物或作物(包括自然长出的作物)。作物可以是通过常规植物育种和优化筛选方法或通过生物技术和重组方法或上述方法的结合获得的植物,包括转基因植物以及包括获得或没有获得植物品种权保护的植物品种。植物的各部分可理解为表示所有地上和地下植物部分以及植物器官如茎、叶、花和根,可提及的实例为叶片、针叶、茎干、花、子实体、果实、种子、根、块茎和根状茎。植物各部分还包括无性和有性繁殖材料,例如插条、块茎、根状茎、短匐茎和种子。
使用本发明活性化合物进行植物和植物各部分的处理是通过常规处理方法直接施用或将化合物施用至它们的周围环境、生境或贮藏空间进行处理,例如浸渍、喷雾、熏蒸、弥雾、撒播、刷涂以及在繁殖材料特别是种子的情况下还可以进行一层或多层包衣。
通过生物技术或重组方法或通过上述方法的结合获得的植物中,优选那些耐受4-HPPD-,EPSP-和/或PPO-抑制剂的植物,例如Acuron植物。
本发明活性化合物例如可用于下述植物:
双子叶杂草属:苘麻属,苋属,豚草属,单花葵(Anoda),春黄菊属,斗篷草(Aphanes),滨藜属,雏菊属,鬼针草属,荠属,飞廉属,决明属,矢车菊属,藜属,蓟属,旋花属,曼陀罗属,山马蝗属,刺酸模属,糖芥属,大戟属,鼬瓣花属,牛膝菊属,猪殃殃属,木槿属,番薯属,地肤属,野芝麻属,独行菜属,母草属,母菊属,薄荷属,山靛属,Mullugo,勿忘草属,罂粟属,牵牛属,车前属,蓼属,马齿苋属,毛茛属,萝卜属,菜属,节节菜属,酸模属,猪毛菜属,千里光属,田菁属,黄花稔属,欧白芥属,茄属,苦苣菜属,尖瓣花属,繁缕属,蒲公英属,菥属,车轴草属,荨麻属,婆婆纳属,堇菜属,苍耳属。
双子叶作物属:落花生属,甜菜属,芸苔属,香瓜属,南瓜属,向日葵属,胡萝卜属,大豆属,棉属,番薯属,莴苣属,亚麻属,番茄属,烟草属,菜豆属,豌豆属,茄属,野豌豆属。
单子叶杂草属:山羊草属,冰草属,翦股颍属,看麦娘属,风草(Apera),燕麦属,臂形草属,雀麦属,蒺藜草属,鸭跖草属,狗牙根属,莎草属,龙爪茅属,马唐属,稗属,荸荠属,蟋蟀草属,画眉草属,野黍属,羊茅属,飘拂草属,异蕊花属,白茅属,鸭嘴草属,千金子属,黑麦草属,雨久花属,黍属,雀稗属,草属,梯牧草属,早熟禾属,罗氏草属,慈菇属,草属,狗尾草属,高粱属。
单子叶作物属:葱属,凤梨属,天门冬属,燕麦属,大麦属,稻属,黍属,甘蔗属,黑麦属,高粱属,triticale,小麦属,玉蜀黍属。
但是,本发明活性化合物组合物的应用并不限制于上述属,对其它植物也具有相同的作用。
本发明使用的活性化合物组合物不仅可用于常规栽培方法(适于行间作物)的栽培作物(例如葡萄树,果树,柑橘树)以及应用于工厂和轨道,道路和广场,还可用于残茬地处理和最小耕作法。本发明活性化合物组合物还适于作为干燥剂(豆秆清除剂,用于例如马铃薯)或作为脱叶剂(例如用于棉花)。它们还适用于非耕作区。其它施用区域包括苗圃、森林、草地和观赏植物生长区。
可将活性化合物组合物转化为常规制剂如液剂,乳剂,可湿性粉剂,悬浮剂,粉剂,细粉剂,糊剂,可溶粉剂,颗粒剂,浓悬浮乳剂,用活性化合物浸渍的天然和合成材料,以及聚合物制成的微胶囊。
这些制剂是以已知方法生产的,例如将活性化合物与填充剂,即液体溶剂和/或固体载体混合而制备,制剂中可任选地使用表面活性剂,即乳化剂和/或分散剂和/或发泡剂。
在使用水作为填充剂的情况下,例如,也可使用有机溶剂作为助溶剂。适合的液体溶剂主要有:芳香烃类,如二甲苯,甲苯或烷基萘,氯代芳烃类或氯代脂肪烃类,如氯苯,二氯乙烷或二氯甲烷,脂肪烃类,如环己烷或链烷烃,例如矿物油馏份,矿物油和植物油,醇类,如丁醇或乙二醇及其醚和酯,酮类,如丙酮,甲基乙基酮,甲基异丁基酮或环己酮,强极性溶剂如二甲基甲酰胺和二甲基亚砜以及水。
适当的固体载体有:
例如铵盐和天然矿物粉末,如高岭土,粘土,滑石,白垩,石英,硅镁土,蒙脱土或硅藻土,和合成矿物粉末如高分散二氧化硅,氧化铝和硅酸盐;适于颗粒剂的固体载体有:例如粉碎和分级的天然岩石,如方解石,大理石,浮石,海泡石和白云石,以及无机的合成颗粒和有机粉末,和有机材料颗粒如锯末,椰子壳,玉米穗茎和烟草茎;适当的乳化剂和/或发泡剂有:例如非离子和阴离子乳化剂,如聚氧乙烯脂肪酸酯,聚氧乙烯脂肪醇醚,例如烷芳基聚乙二醇醚,烷基磺酸盐,烷基硫酸盐,芳基磺酸盐以及蛋白水解产物;适合的分散剂有:例如木质素亚硫酸废液和甲基纤维素。
在制剂中还可使用粘着剂如羧甲基纤维素和粉末、颗粒或胶乳状天然和合成聚合物,如阿拉伯树胶,聚乙烯醇和聚乙酸乙烯酯,以及天然磷脂,如脑磷脂和卵磷脂和合成磷脂。其它添加剂可以是矿物油和植物油。
可以使用的着色剂如无机颜料,例如氧化铁,氧化钛和普鲁士兰,和有机染料,如茜素染料,偶氮染料和金属酞菁染料,和痕量营养物如铁、锰、硼、铜、钴、钼和锌盐。
制剂中通常含有按重量计0.1-95%,优选0.5-90%的活性化合物。
通常,本发明活性化合物组合物以现混现用形式使用。然而,活性化合物组合物中包括的活性化合物还可分别单独制剂并在使用时互相混合,即以桶混形式使用。
新的活性化合物组合物可以其本身或其制剂形式使用,以及还可以进一步与其它已知除草剂混合,再以现混现用或桶混形式使用。它们还可以与其它已知活性化合物如杀真菌剂,杀虫剂,杀螨剂,杀线虫剂,驱鸟剂,生长调节剂,植物营养剂和土壤结构改良剂混合。根据特定的应用目的,特别是当苗后施用时,还可优选向制剂中加入植物可耐受的矿物或植物油(例如产品“Oleo DuPont 11E”)或铵盐,如硫酸铵或硫氰酸铵作为其它添加剂。
本发明新的活性化合物组合物可以其本身,其制剂形式或进一步稀释这些制剂制备的应用形式使用,如现用溶液,悬浮液,乳液,粉剂,糊剂和颗粒剂。可以常规方式施用上述制剂,例如灌溉,喷雾,弥雾,喷粉或撒播。
可在植物出苗前和后,即苗前或苗后施用本发明活性化合物组合物。还可在播种前将活性化合物组合物混入土壤。
由下列实施例可见本发明新的活性化合物组合物具有很好的除草活性。虽然单一活性化合物在除草活性方面存在缺点,但所有组合物均表现出超出简单加合的除草效果。
当活性化合物组合物的除草活性超出单独施用时各活性化合物的活性时则存在除草剂的增效作用。
根据下列公式计算给定的两种除草剂组合物的预期活性(参考COLBY,S.R.:“除草组合物的增效和拮抗作用的计算”,Weeds 15,第20-22页,1967):
如果
X=施用量为p kg/ha时除草剂A(式I活性化合物)的损害%
和
Y=施用量为q kg/ha时除草剂B(式II活性化合物)的损害%
以及
E=施用量为p+q kg/ha时除草剂A+B预期的损害%,
则
E=X+Y-(X*Y/100)。
如果实际的损害大于计算的预期值,那么组合物具有超加和作用,即具有增效活性。
由下述应用实施例可见本发明活性化合物组合物的除草活性超过计算的预期值,也就是说新活性化合物组合物产生增效作用。
具体实施方式
应用实施例:
应用上述各活性化合物的常规制剂。应用Butafenacil的Inspire100EC,唑啶炔草使用80WG制剂以及式(I-1)化合物使用70WG制剂。将活性化合物与0.1% Renex-36的添加剂一起制备喷雾水溶液。
实施例A
苗前/温室试验
将测试植物的种子播种在标准土壤中。24小时后,将测试化合物或测试化合物的组合物喷至土壤表面,以该方式使每种情况下每单位面积施用所需活性化合物量。选择喷雾液的浓度以使所需量的所需活性化合物以500升水/公顷施用。
喷雾处理后,将植物容器保持在光照和温度条件恒定的温室中。
约三周后,与未处理对照的发育情况相比评价作物的损害程度,以%损害表示。
下列数字表示:
0%=没有损害(类似于未处理对照)
100%=全部杀死/损害
活性化合物,施用量,测试植物和结果列于下表中,其中表中使用的缩写代表如下含义:
ai=活性成分
表A-1
施用量g ai/ha | 看麦娘观测值 | 看麦娘计算值* | |
化合物(I-1) | 125 | 0 | |
Butafenacil | 20.5 | 00 | |
化合物(I-1)+Butafenacil | 125+2125+0.5 | 7060 | 00 |
表A-2
施用量g ai/ha | 马唐观测值 | 马唐计算值* | |
化合物(I-1) | 125 | 40 | |
Butafenacil | 1 | 20 | |
0.5 | 20 | ||
化合物(I-1)+Butafenacil | 125+1 | 90 | 52 |
MKH 3586+Butafenacil | 125+0.5 | 90 | 52 |
*Colby公式计算值
表A-3
施用量g ai/ha | 狗尾草观测值 | 狗尾草计算值* | |
化合物(I-1) | 125 | 0 | |
Butafenacil | 20.5 | 00 | |
化合物(I-1)+Butafenacil | 125+2125+0.5 | 8070 | 00 |
表A-4
施用量g ai/ha | 苘麻观测值 | 苘麻计算值* | |
化合物(I-1) | 60 | 50 | |
Butafenacil | 2 | 30 | |
化合物(I-1)+Butafenacil | 60+2 | 95 | 65 |
*Colby公式计算值
表A-5
施用量g ai/ha | 决明观测值 | 决明计算值* | |
化合物(I-1) | 60 | 30 | |
Butafenacil | 0.5 | 0 | |
MKH 3586+Butafenacil | 60+0.5 | 100 | 30 |
表A-6
施用量g ai/ha | 曼陀罗观测值 | 曼陀罗计算值* | |
化合物(I-1) | 60 | 50 | |
Butafenacil | 2 | 30 | |
化合物(I-1)+Butafenacil | 60+2 | 100 | 65 |
*Colby公式计算值
表A-7
施用量g ai/ha | 猪殃殃观测值 | 猪殃殃计算值* | |
化合物(I-1) | 125 | 80 | |
Butafenacil | 1 | 0 | |
化合物(I-1)+Butafenacil | 125+1 | 100 | 80 |
表A-8
施用量g ai/ha | 番薯观测值 | 番薯计算值* | |
化合物(I-1) | 125 | 50 | |
Butafenacil | 0.5 | 0 | |
化合物(I-1)+Butafenacil | 125+0.5 | 98 | 50 |
*Colby公式计算值
表A-9
施用量g ai/ha | 龙葵(Solanum)观测值 | 龙葵(Solanum)计算值* | |
化合物(I-1) | 60 | 90 | |
Butafenacil | 210.5 | 000 | |
化合物(I-1)+Butafenacil | 60+260+160+0.5 | 10010098 | 909090 |
表A-10
施用量g ai/ha | 苍耳观测值 | 苍耳计算值* | |
化合物(I-1) | 125 | 90 | |
Butafenacil | 2 | 0 | |
化合物(I-1)+Butafenacil | 125+2 | 100 | 90 |
*Colby公式计算值
Claims (11)
1.一种组合物,其特征在于有效量的活性化合物组合物,该活性化合物组合物包含
(a)通式(I)的氨甲酰基三唑啉酮
其中
R1代表氢,羟基,氨基,或各自任选被取代的烷基,链烯基,炔基,烷氧基,链烯氧基,炔氧基,烷基氨基,链烯基氨基,炔基氨基,亚烷基氨基,二烷基氨基,环烷基,环烷基烷基,芳基或芳烷基,
R2代表各自任选被取代的烷基,链烯基,炔基,烷氧基,链烯氧基,炔氧基,烷硫基,链烯硫基,炔硫基,烷基氨基,链烯基氨基,炔基氨基,二烷基氨基,环烷基,环烷氧基,环烷基烷基,芳基,芳氧基,芳硫基,芳基氨基或芳烷基,以及
R3代表各自任选被取代的烷基,链烯基,炔基,环烷基,环烷基烷基,芳烷基,芳基链烯基或芳基炔基
(“第1组活性化合物”),
以及
(b)选自包括下列活性化合物的第二组除草剂中的一种或多种化合物:
5-(2-氯-4-三氟甲基-苯氧基)-2-硝基苯甲酸钠(三氟羧草醚),1H-1,2,4-三唑-3-胺(杀草强),2-[2,4-二氯-5-(2-丙炔氧基)-苯基]-5,6,7,8-四氢-1,2,4-三唑并-[4,3-a]-吡啶-3(2H)-酮(唑啶炔草),N-(4,6-二甲氧基-嘧啶-2-基)-N′-[1-甲基-4-(2-甲基-2H-四唑-5-基)-1H-吡唑-5-基磺酰基]脲(四唑嘧磺隆),N-苄基-2-(4-氟-3-三氟甲基-苯氧基)丁酰胺(beflubutamid),4-氯-2-氧代-3(2H)-苯并噻唑乙酸(草除灵),N-丁基-N-乙基-2,6-二硝基-4-三氟甲基-苯胺(乙丁氟灵),N-(4,6-二甲氧基-嘧啶-2-基)-N′-(2-甲氧基羰基-苯基甲基磺酰基)-脲(苄嘧黄隆),2-[2-[4-(3,6-二氢-3-甲基-2,6-二氧代-4-三氟甲基-1(2H)-嘧啶基)苯氧基]甲基]-5-乙基-苯氧基-丙酸甲酯(benzfendizone),3-(2-氯-4-甲基磺酰基-苯甲酰基)-4-苯硫基-二环-[3.2.1]-辛-3-烯-2-酮(benzobicyclon),N-苯甲酰基-N-(3,4-二氯-苯基)-DL-氨基丙酸乙酯(新燕灵),[1,1-二甲基-2-氧代-2-(2-丙烯氧基)]-乙基2-氯-5-(3,6-二氢-3-甲基-2,6-二氧代-4-三氟甲基-1(2H)-嘧啶基)-苯甲酸酯(butafenacil-allyl),2-(1-乙氧基亚氨基-丙基)-3-羟基-5-[2,4,6-三甲基-3-(1-氧代-丁基)-苯基]-2-环己烯-1-酮(丁氧环酮),N,N-二乙基-3-(2,4,6-三甲基-苯基磺酰基)-1H-1,2,4-三唑-1-甲酰胺(苯酮唑),2-[1-[(3-氯-2-丙烯基)-氧基-亚氨基]-丙基]-3-羟基-5-(四氢-2H-吡喃-4-基)-2-环己烯-1-酮(醌肟草),N-(4-氯-6-甲氧基-嘧啶-2-基)-N′-(2-乙氧基羰基-苯基磺酰基)-脲(氯嘧磺隆),2-氯-3-[2-氨-5-(1,3,4,5,6,7-六氢-1,3-二氧代-2H-异吲哚-2-基)-苯基]-2-丙酸乙酯(吲哚酮草酯),2-[1-[2-(4-氯-苯氧基)-丙氧基氨基]丁基]-5-(四氢-2H-噻喃-3-基)-1,3-环己烷二酮(clefoxydim),(E,E)-(+)-2-[1-[[(3-氯-2-丙烯基)-氧基]-亚氨基]-丙基]-3-羟基-2-环己烯-1-酮(clethodim),2-(1-乙氧亚氨基丁基)-3-羟基-5-(四氢-2H-噻喃-3-基)-2-环己烯-1-酮(噻草酮),(R)-2-[4-(4-氰基-2-氟-苯氧基)-苯氧基]-丙酸丁酯(氰氟草酯),N-(2,6-二氯-苯基)-5-乙氧基-7-氟-[1,2,4]-三唑并-[1,5-c]-嘧啶-2-磺酰胺(唑嘧磺胺),2-[1-[(3,5-二氟-苯基)-氨基-羰基-亚肼基]-乙基]-吡啶-3-羧酸(二氟吡隆),S-(1-甲基-1-苯基-乙基)1-哌啶-硫代甲酸酯(哌草丹),(S)-2-氯-N-(2,4-二甲基-3-噻吩基)-N-(2-甲氧基-1-甲基-乙基)-乙酰胺(二甲吩草胺-P),2-[2-(3-氯-苯基)-环氧乙烷基甲基]-2-乙基-1H-茚-1,3(2H)-二酮(epropodan),(R)-2-[4-(6-氯-苯并唑-2-基-氧基)-苯氧基]-丙酸乙酯(精恶唑禾草灵),4-(2-氯-苯基)-N-环己基-N-乙基-4,5-二氢-5-氧代-1H-四唑-1-甲酰胺(fentrazamid),N-(2,6-二氟-苯基)-8-氟-5-甲氧基-[1,2,4]-三唑并-[1,5-c]-嘧啶-2-磺酰胺(florasulam),(R)-2-[4-(5-三氟甲基-吡啶-2-基-氧基)-苯氧基]-丙酸丁酯(吡氟禾草灵,-丁酯,精吡氟禾草灵丁酯),5-(4-溴-1-甲基-5-三氟甲基-1H-吡唑-3-基)-2-氯-4-氟-苯甲酸异丙酯(fluazolate),4,5-二氢-3-甲氧基-4-甲基-5-氧代-N-[(2-三氟甲氧基苯基)-磺酰基]-1H-1,2,4-三唑-1-甲酰胺钠盐(flucarbazone-钠盐),[2-氯-4-氟-5-(5-甲基-6-氧代-4-三氟甲基-1(6H)-哒嗪基)-苯氧基]-乙酸乙酯(flufenpyr),2-[7-氟-3,4-二氢-3-氧代-4-(2-丙炔基)-2H-1,4-苯并嗪-6-基]-4,5,6,7-四氢-1H-异吲哚-1,3-二酮(丙炔氟草胺),2-[4-氯-2-氟-5-[(1-甲基-2-丙炔基)-氧基]-苯基]-4,5,6,7-四氢-1H-异吲哚-1,3(2H)-二酮(flumipropyn),3-氯-4-氯甲基-1-(3-三氟甲基-苯基)-2-吡咯烷酮(氟咯草酮),N-(4,6-二甲氧基-嘧啶-2-基)-N′-(3-甲氧基羰基-6-三氟甲基-吡啶-2-基-磺酰基)-脲的钠盐(氟啶黄隆),5-(2-氯-4-三氟甲基-苯氧基)-N-甲基磺酰基-2-硝基-苯甲酰胺(氟磺胺草醚),2-[[[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-氨基]-磺酰基]-4-甲酰基氨基-N,N-二甲基-苯甲酰胺(foramsulfuron),(R)-2-[4-(3-氯-5-三氟甲基-吡啶-2-基-氧基)-苯氧基]-丙酸(及其甲酯,2-乙氧基-乙酯和丁酯)(氟吡禾灵,氟吡甲禾灵,精氟吡甲禾灵,氟吡禾灵乙氧基乙酯,氟吡禾灵丁酯),N-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)-N′-(5-碘-2-甲氧基羰基-苯基磺酰基)-脲的钠盐(iodosulfuron-methyl-sodium),(4-氯-2-甲基磺酰基-苯基)-(5-环丙基-异唑-4-基)-甲酮(isoxachlortole),2-[2-[4-[(3,5-二氯-2-吡啶基)-氧基]-苯氧基]-1-氧代-丙基]-异唑烷(异恶草醚),(2-乙氧基-1-甲基-2-氧代-乙基)5-(2-氯-4-三氟甲基-苯氧基)-2-硝基-苯甲酸酯(乳氟禾草灵),2-(2-苯并噻唑基氧基)-N-甲基-N-苯基-乙酰胺(苯噻酰草胺),2-[[[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-氨基]-磺酰基]-4-[[(甲基磺酰基)-氨基]-甲基]-苯甲酸甲酯(mesosulfuron),2-(4-甲基磺酰基-2-硝基-苯甲酰基)-1,3-环己烷二酮(mesotrione),4-氨基-3-甲基-6-苯基-1,2,4-三嗪-5(4H)-酮(metamitron),(S)-2-氯-N-(2-乙基-6-甲基-苯基)-N-(2-甲氧基-1-甲基-乙基)-乙酰胺(S-异丙甲草胺),S-(2-氯-苄基)N,N-二乙基-硫代氨基甲酸酯(坪草丹),4-二丙基氨基-3,5-二硝基-苯磺酰胺(氨磺乐灵),3-[2,4-二氯-5-(2-丙炔氧基)-苯基]-5-(叔丁基)-1,3,4-二唑-2(3H)-酮(炔丙唑草),3-[2,4-二氯-5-(1-甲基-乙氧基)-苯基]-5-(叔丁基)-1,3,4-二唑-2(3H)-酮(恶草酮),3-[1-(3,5-二氯苯基)-1-异丙基]-2,3-二氢-6-甲基-5-苯基-4H-1,3-嗪-4-酮(氯嗪草),2-氯-1-(3-乙氧基-4-硝基-苯氧基)-4-三氟甲基苯(乙氧氟草醚),2-(2,2-二氟-乙氧基)-N-(5,8-二甲氧基[1,2,4]三唑并[1,5-c]嘧啶-2-基)-6-三氟甲基-苯磺酰胺(penoxsulam),2-氯-N-(2-乙氧基-乙基)-N-(2-甲基-1-苯基-1-丙烯基)-乙酰胺(pethoxamid),N-(4-氟-苯基)-6-(3-三氟甲基-苯氧基)-吡啶-2-甲酰胺(picolinafen),1-氯-N-[2-氯-4-氟-5-[(6S,7aR)-6-氟-四氢-1,3-二氧代-1H-吡咯并[1,2-c]咪唑-2(3H)-基]-苯基]-甲磺酰胺(profluazol),N-(3,4-二氯-苯基)-丙酰胺(敌稗),(R)-[2-[[(1-甲基-亚乙基)-氨基]-氧基]-乙基]2-[4-(6-氯-2-喹喔啉氧基)-苯氧基]-丙酸酯(喔草酯),2-氯-N-(2-乙基-6-甲基-苯基)-N-[(1-甲基-乙氧基)-甲基]-乙酰胺(异丙草胺),2-[[[(4,5-二氢-4-甲基-5-氧代-3-丙氧基-1H-1,2,4-三唑-1-基)-羰基]-氨基]-磺酰基]-苯甲酸甲酯的钠盐(procarbazone-sodium),1-(3-氯-4,5,6,7-四氢-吡唑并[1,5-a]吡啶-2-基)-5-(甲基-2-丙炔基氨基)-1H-吡唑-4-甲腈(pyrazogyl),二苯基甲酮O-[2,6-双-(4,6-二甲氧基-嘧啶-2-基-氧基)-苯甲酰基]-肟(嘧苯草肟),6-氯-3-苯基-哒嗪-4-醇(pyridatol),7-[(4,6-二甲氧基-2-嘧啶基)-硫基]-3-甲基-1(3H)-异苯并呋喃酮(pyriftalide),2-(4,6-二甲氧基-嘧啶-2-基-氧基)-苯甲酸甲酯(肟啶草),2-氯-6-(4,6-二甲氧基-嘧啶-2-基硫基)-苯甲酸钠盐(嘧草硫醚),3,7-二氯-喹啉-8-羧酸(quinchlorac),2-[4-(6-氯-2-喹喔啉基氧基)-苯氧基]-丙酸(及其乙酯和四氢-2-呋喃基-甲酯)(喹禾灵,喹禾灵-乙酯,精喹禾灵乙酯,精喹禾灵糠酯),2-(1-乙氧亚氨基丁基)-5-(2-乙硫基丙基)-3-羟基-2-环己烯-1-酮(稀禾啶),2-二氟甲基-5-(4,5-二氢-噻唑-2-基)-4-(2-甲基-丙基)-6-三氟甲基-吡啶-3-甲酸甲酯(噻唑烟酸),(3,5,6-三氯)-吡啶-2-基-氧基-乙酸(三氯吡氧乙酸),N-[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-3-(2,2,2-三氟乙氧基)-2-吡啶磺酰胺钠盐(trifloxysulfuron),N-[4-二甲基氨基-6-(2,2,2-三氟-乙氧基)-1,3,5-三嗪-2-基]-N′-(2-甲氧基羰基-苯基磺酰基)-脲(氟胺磺隆),N-(4-甲氧基-6-三氟甲氧基-1,3,5-三嗪-2-基)-N′-(2-三氟甲基-苯基磺酰基)-脲(tritosulfuron),N-[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-3-[N-甲基-N-甲磺酰基-氨基])-2-吡啶磺酰胺,2-[[[[(4,6-二甲氧基-2-嘧啶基)-氨基]-羰基]-氨基]-磺酰基]-4-[[(甲基磺酰基)-氨基]甲基]-苯甲酸甲酯,4-[4,5-二氢-4-甲基-5-氧代-(3-三氟甲基)-1H-1,2,4-三唑-1-基]-2-[(乙基磺酰基)氨基]-5-氟-苯基硫代甲酰胺
(“第2组活性化合物”),
以及,任选地
(c)选自下组化合物的可改善作物耐受性的化合物:
4-二氯乙酰基-1-氧杂-4-氮杂-螺[4.5]-癸烷(AD-67),1-二氯乙酰基-六氢-3,3,8a-三甲基吡咯并[1,2-a]-嘧啶-6(2H)-酮(dicyclonon,BAS-145138),4-二氯乙酰基-3,4-二氢-3-甲基-2H-1,4-苯并嗪(解草嗪),5-氯-喹喔啉-8-氧基-乙酸1-甲基-己基酯(喹氧乙酸-异庚酯),α-(氰基甲氧亚氨基)-苯乙腈(解草胺腈),2,2-二氯-N-(2-氧代-2-(2-丙烯基氨基)-乙基)-N-(2-丙烯基)-乙酰胺(解草烯),2,2-二氯-N,N-二-2-丙烯基-乙酰胺(烯丙酰草胺),N-(4-甲基-苯基)-N′-(1-甲基-1-苯基-乙基)-脲(杀草隆),4,6-二氯-2-苯基-嘧啶(解草啶),1-(2,4-二氯-苯基)-5-三氯甲基-1H-1,2,4-三唑-3-甲酸乙酯(解草唑乙酯),2-氯-4-三氟甲基-噻唑-5-羧酸苯甲酯(解草安),4-氯-N-(1,3-二氧戊环-2-基-甲氧基)-α-三氟-苯乙酮肟(氟草肟),3-二氯乙酰基-5-(2-呋喃基)-2,2-二甲基-唑烷(解草唑,MON-13900),4,5-二氢-5,5-二苯基-3-异唑甲酸乙酯(isoxadifen-ethyl),1-(2,4-二氯苯基)-4,5-二氢-5-甲基-1H-吡咯-3,5-二甲酸二乙酯(吡咯二酸二乙酯),2-二氯甲基-2-甲基-1,3-二氧戊环(解草烷),1,8-萘二甲酸酐,α-(1,3-二氧戊环-2-基-甲氧亚氨基)-苯乙腈(解草腈),2,2-二氯-N-(1,3-二氧戊环-2-基-甲基)-N-(2-丙烯基)-乙酰胺(PPG-1292),3-二氯乙酰基-2,2-二甲基-唑烷(R-28725),3-二氯乙酰基-2,2,5-三甲基-唑烷(R-29148),1-(2-氯苯基)-5-苯基-1H-吡唑-3-羧酸甲酯和N-(2-甲氧基-苯甲酰基)-4-[(甲基氨基-羰基)-氨基]-苯磺酰胺
(“第3组活性化合物”)。
2.权利要求1的组合物,其特征在于
R1代表氢,羟基,氨基,或代表烷基,链烯基,炔基,烷氧基,链烯氧基,炔氧基,烷基氨基,链烯基氨基,炔基氨基,亚烷基氨基或二烷基氨基,上述各基团具有至多6个碳原子以及各基团任选地被卤素或氰基取代,或代表环烷基或环烷基烷基,上述各基团在环烷基部分具有3-6个碳原子,并任选地,在烷基部分具有1-4个碳原子,以及上述各基团任选地被卤素,氰基或C1-C4-烷基取代,或代表苯基或苯基-C1-C4-烷基,上述各基团任选地被卤素,氰基,C1-C4-烷基或C1-C4-烷氧基取代,
R2代表烷基,链烯基,炔基,烷氧基,链烯氧基,炔氧基,烷硫基,链烯硫基,炔硫基,烷基氨基,链烯基氨基,炔基氨基或二烷基氨基,上述各基团具有至多6个碳原子以及各基团任选地被卤素,氰基,C1-C4-烷氧基或C1-C4-烷硫基取代,或代表环烷基,环烷氧基或环烷基烷基,上述各基团在环烷基部分具有3-6个碳原子,并任选地,在烷基部分具有1-4个碳原子,以及上述各基团任选地被卤素,氰基或C1-C4-烷基取代,或代表苯基,苯氧基,苯硫基,苯基氨基或苯基-C1-C4-烷基,上述各基团任选地被卤素,氰基,C1-C4-烷基或C1-C4-烷氧基取代,以及
R3代表烷基,链烯基或炔基,上述各基团具有至多10个碳原子以及各基团任选地被卤素,氰基,C1-C4-烷氧基,C1-C4-烷硫基,C1-C4-烷基亚磺酰基,C1-C4-烷基磺酰基,C1-C4-烷基氨基或二-(C1-C4-烷基)氨基取代,或代表环烷基或环烷基烷基,上述各基团在环烷基部分具有3-6个碳原子,并任选地在烷基部分具有1-4个碳原子以及各基团任选地被卤素,氰基或C1-C4-烷基取代,或代表苯基-C1-C6-烷基,苯基-C2-C6-链烯基或苯基-C2-C6-炔基,上述各基团任选地被卤素,氰基,C1-C4-烷基或C1-C4-烷氧基取代。
3.权利要求1的组合物,其特征在于
R1代表氢,羟基,氨基,或代表甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,丙烯基,丁烯基,丙炔基或丁炔基,甲氧基,乙氧基,正或异丙氧基,正-,异-,仲-或叔丁氧基,丙烯氧基,丁烯氧基,丙炔氧基或丁炔氧基,甲基氨基,乙基氨基,正或异丙基氨基,正-,异-,仲-或叔丁基氨基,丙烯基氨基,丁烯基氨基,丙炔基氨基或丁炔基氨基,亚乙基氨基,亚丙基氨基,亚丁基氨基,二甲基氨基或二乙基氨基,上述各基团任选地被氟,氯或氰基取代,或代表环丙基,环丁基,环戊基,环己基,环丙基甲基,环丁基甲基,环戊基甲基或环己基甲基,上述各基团任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基取代,或代表苯基或苄基,上述各基团任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,甲氧基或乙氧基取代,
R2代表甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,丙烯基,丁烯基,丙炔基,丁炔基,甲氧基,乙氧基,正或异丙氧基,正-,异-,仲-或叔丁氧基,丙烯氧基,丁烯氧基,丙炔氧基,丁炔氧基,甲硫基,乙硫基,正或异丙硫基,正-,异-,仲-或叔丁硫基,丙烯硫基,丁烯硫基,丙炔硫基,丁炔硫基,甲基氨基,乙基氨基,正或异丙基氨基,正-,异-,仲-或叔丁基氨基,丙烯基氨基,丁烯基氨基,丙炔基氨基,丁炔基氨基,二甲基氨基或二乙基氨基,上述各基团任选地被氟,氯,氰基,甲氧基,乙氧基,正或异丙氧基,甲硫基,乙硫基,正或异丙硫基取代,或代表环丙基,环丁基,环戊基,环己基,环丙氧基,环丁氧基,环戊氧基,环己氧基,环丙基甲基,环丁基甲基,环戊基甲基或环己基甲基,上述各基团任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基取代,或代表苯基,苯氧基,苯硫基,苯基氨基或苄基,上述各基团任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,甲氧基或乙氧基取代,以及
R3代表甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,丙烯基,丁烯基,戊烯基,己烯基,丙炔基,丁炔基,戊炔基或己炔基,上述各基团任选地被氟,氰基,甲氧基,乙氧基,正或异丙氧基,正-,异-,仲-或叔丁氧基,甲硫基,乙硫基,正或异丙硫基,正-,异-,仲-或叔丁硫基,甲基亚磺酰基,乙基亚磺酰基,甲基磺酰基,乙基磺酰基,甲基氨基,乙基氨基,正或异丙基氨基,正-,异-,仲-或叔丁基氨基,二甲基氨基,二乙基氨基,二丙基氨基或二丁基氨基取代,或代表环丙基,环丁基,环戊基,环己基,环丙基甲基,环丁基甲基,环戊基甲基,环己基甲基,环己基乙基或环己基丙基,上述各基团任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基取代,或代表苄基,苯基乙基,苯基丙基,苯基丁基,苯基乙烯基,苯基丙烯基,苯基丁烯基,苯基乙炔基,苯基丙炔基或苯基丁炔基,上述各基团任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,甲氧基或乙氧基取代。
4.权利要求1的组合物,其特征在于
R1代表氢,氨基,或代表甲基,乙基,正或异丙基,丙烯基,丁烯基,丙炔基或丁炔基,甲氧基,乙氧基,正或异丙氧基,丙烯氧基或丙炔氧基,上述各基团任选地被氟或氯取代,或代表甲基氨基,乙基氨基,正或异丙基氨基,丙烯基氨基或丙炔基氨基,二甲基氨基或二乙基氨基,或代表环丙基或环丙基甲基,上述各基团任选地被氟,氯,氰基或甲基取代,
R2代表甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,丙烯基,丁烯基,丙炔基,丁炔基,甲氧基,乙氧基,正或异丙氧基,正-,异-,仲-或叔丁氧基,丙烯氧基,丁烯氧基,丙炔氧基,丁炔氧基,甲硫基,乙硫基,正或异丙硫基,正-,异-,仲-或叔丁硫基,丙烯硫基,丁烯硫基,丙炔硫基,丁炔硫基,甲基氨基,乙基氨基,正或异丙基氨基,正-,异-,仲-或叔丁基氨基,丙烯基氨基,丁烯基氨基,丙炔基氨基,丁炔基氨基,二甲基氨基或二乙基氨基,上述各基团任选地被氟,氯,氰基,甲氧基,乙氧基,甲硫基或乙硫基取代,或代表环丙基,环丙氧基或环丙基甲基,上述各基团任选地被氟,氯,氰基或甲基取代,以及
R3代表甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,丙烯基,丁烯基,戊烯基,己烯基,丙炔基,丁炔基,戊炔基或己炔基,上述各基团任选地被氟,氰基,甲氧基,乙氧基,正或异丙氧基,甲硫基,乙硫基,正或异丙硫基,甲基亚磺酰基,乙基亚磺酰基,甲基磺酰基,乙基磺酰基,甲基氨基,乙基氨基,正或异丙基氨基,二甲基氨基或二乙基氨基取代,或代表环丙基,环丁基,环戊基,环己基,环丙基甲基,环丁基甲基,环戊基甲基,环己基甲基,环己基乙基或环己基丙基,上述各基团任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基取代,或代表苄基,苯基乙基,苯基丙基,苯基丁基,苯基乙烯基,苯基丙烯基,苯基丁烯基,苯基乙炔基,苯基丙炔基或苯基丁炔基,上述各基团任选地被氟,氯,溴,氰基,甲基,乙基,正或异丙基,正-,异-,仲-或叔丁基,甲氧基或乙氧基取代。
5.权利要求1的组合物,其特征在于第1组的活性化合物是4-氨基-5-(1-甲基-乙基)-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮。
6.权利要求1-5中任-项的组合物,其特征在于第2组活性化合物选自下列活性化合物:唑啶炔草,butafenacil-allyl,二甲吩草胺-P,精唑禾草灵,mesotrione和S-异丙甲草胺。
7.权利要求1-6中任-项的组合物,其特征在于第3组活性化合物选自下列活性化合物:1-甲基己基5-氯-喹喔啉-8-氧基乙酸酯(喹氧乙酸-异庚酯),4,5-二氢-5,5-二苯基-3-异唑羧酸乙酯(isoxadifen-ethyl),1-(2,4-二氯苯基)-4,5-二氢-5-甲基-1H-吡唑-3,5-二羧酸二乙酯(吡咯二酸二乙酯),4-二氯乙酰基-1-氧杂-4-氮杂-螺[4.5]-癸烷(AD-67),1-二氯乙酰基-六氢-3,3,8a-三甲基吡咯并[1,2-a]-嘧啶-6(2H)-酮(BAS-145138),4-二氯乙酰基-3,4-二氢-3-甲基-2H-1,4-苯并嗪(解草嗪),2,2-二氯-N,N-二-2-丙烯基-乙酰胺(烯丙酰草胺),3-二氯乙酰基-5-(2-呋喃基)-2,2-二甲基-唑烷(解草唑,MON-13900)和3-二氯乙酰基-2,2,5-三甲基-唑烷(R-29148)。
8.权利要求1-7中任一项的组合物,其特征在于组合物中包含一种或两种第1组活性化合物,一种至三种第2组活性化合物以及任选地一种第3组的活性化合物。
9.权利要求8的组合物,其特征在于组合物中包含一种第1组活性化合物,一种或两种第2组活性化合物以及任选地一种第3组活性化合物。
10.权利要求1-9中任一项的组合物防除不需要植物的用途。
11.权利要求1-9中任一项的组合物的制备方法,其特征在于将活性化合物与常规填充剂和/或表面活性剂混合。
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DE19955662A DE19955662B4 (de) | 1999-11-19 | 1999-11-19 | Herbizide auf Basis von Carbamoyltriazolinon |
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AU (1) | AU767405B2 (zh) |
BR (1) | BR0015670B1 (zh) |
CO (1) | CO5231188A1 (zh) |
CU (1) | CU23346A3 (zh) |
DE (1) | DE19955662B4 (zh) |
MX (1) | MXPA02004905A (zh) |
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1999
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-
2000
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- 2000-11-07 WO PCT/EP2000/010975 patent/WO2001037652A2/de active IP Right Grant
- 2000-11-07 NZ NZ519041A patent/NZ519041A/en not_active IP Right Cessation
- 2000-11-07 MX MXPA02004905A patent/MXPA02004905A/es active IP Right Grant
- 2000-11-07 BR BRPI0015670-1A patent/BR0015670B1/pt not_active IP Right Cessation
- 2000-11-07 CN CNB008159394A patent/CN1273020C/zh not_active Expired - Lifetime
- 2000-11-07 US US10/130,127 patent/US6821926B1/en not_active Expired - Lifetime
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2002
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CN102771481A (zh) * | 2012-08-20 | 2012-11-14 | 杭州宇龙化工有限公司 | 一种玉米田除草剂组合物 |
CN102771481B (zh) * | 2012-08-20 | 2016-04-13 | 杭州宇龙化工有限公司 | 一种玉米田除草剂组合物 |
CN111109270A (zh) * | 2012-12-31 | 2020-05-08 | 爱利思达生命科学公司 | 基于氨甲酰三唑啉酮的除草剂组合物及使用方法 |
CN104054735A (zh) * | 2013-05-10 | 2014-09-24 | 步康明 | 含氟唑磺隆的麦田除草剂组合物 |
CN103766371A (zh) * | 2013-12-09 | 2014-05-07 | 广东中迅农科股份有限公司 | 一种含有氟唑磺隆和异丙吡草酯的除草组合物 |
CN105145586A (zh) * | 2015-10-12 | 2015-12-16 | 湖南农业大学 | 一种含有氨唑草酮和烯草酮的除草组合物及其用途 |
CN105145586B (zh) * | 2015-10-12 | 2018-01-12 | 湖南农业大学 | 一种含有氨唑草酮和烯草酮的除草组合物及其用途 |
CN106472518A (zh) * | 2016-09-18 | 2017-03-08 | 江苏辉丰农化股份有限公司 | 一种包含氨唑草酮和甲咪唑烟酸的增效除草组合物 |
CN106472518B (zh) * | 2016-09-18 | 2019-03-12 | 江苏辉丰农化股份有限公司 | 一种包含氨唑草酮和甲咪唑烟酸的增效除草组合物 |
CN113163767A (zh) * | 2018-12-04 | 2021-07-23 | Upl有限责任公司 | 用于控制农业栽培中杂草的广谱协同除草剂组合物、此种组合物用于制备产品的用途、产品和施用方法 |
Also Published As
Publication number | Publication date |
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DE19955662B4 (de) | 2011-03-31 |
CU23346A3 (es) | 2009-02-20 |
MXPA02004905A (es) | 2003-01-28 |
CO5231188A1 (es) | 2002-12-27 |
US20050043181A1 (en) | 2005-02-24 |
BR0015670A (pt) | 2002-07-23 |
WO2001037652A3 (de) | 2002-01-24 |
WO2001037652A2 (de) | 2001-05-31 |
US6821926B1 (en) | 2004-11-23 |
ZA200202890B (en) | 2003-04-14 |
NZ519041A (en) | 2004-03-26 |
CN1273020C (zh) | 2006-09-06 |
CN1391441A (zh) | 2003-01-15 |
BR0015670B1 (pt) | 2013-01-22 |
AU1519401A (en) | 2001-06-04 |
DE19955662A1 (de) | 2001-05-23 |
AU767405B2 (en) | 2003-11-06 |
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