CN108203431A - A kind of Herbicidal combinations of compound of class containing double pyrazole and its application - Google Patents

A kind of Herbicidal combinations of compound of class containing double pyrazole and its application Download PDF

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Publication number
CN108203431A
CN108203431A CN201611180946.6A CN201611180946A CN108203431A CN 108203431 A CN108203431 A CN 108203431A CN 201611180946 A CN201611180946 A CN 201611180946A CN 108203431 A CN108203431 A CN 108203431A
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China
Prior art keywords
pyrazoles
class compound
double pyrazole
pyrazole class
tetrahydro
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CN201611180946.6A
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Inventor
白复芹
韩晴晴
王旭
姚明磊
谭立春
闵祥芬
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Hailir Pesticides and Chemicals Group Co Ltd
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Hailir Pesticides and Chemicals Group Co Ltd
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Priority to CN201611180946.6A priority Critical patent/CN108203431A/en
Publication of CN108203431A publication Critical patent/CN108203431A/en
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member 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
    • A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
    • A01N33/18—Nitro compounds
    • 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
    • A01N37/18—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 the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/26—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 the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group; Thio analogues thereof
    • 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
    • A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
    • A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
    • A01N39/04—Aryloxy-acetic acids; Derivatives thereof
    • 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
    • A01N41/04—Sulfonic acids; Derivatives thereof
    • 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
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • 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
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • 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
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • 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

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  • 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)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The present invention provides a kind of Herbicidal combinations containing double pyrazole class compound and application, and chemical constitution is following (10 1~HP of number HP 10 6)：

Description

A kind of Herbicidal combinations of compound of class containing double pyrazole and its application
Technical field
The present invention relates to agricultural technology field, more particularly to a kind of combinations of herbicides containing double pyrazole class compound and It is applied.
Background technology
Crop weeds disease is one of Main Agricultural disaster of China's rice terrace, it has, and type is more, it is big and clear to influence Except the characteristics of, occurrence scope and severity often result in heavy losses to Chinese national economy, particularly agricultural production.China Rice terrace common are the weeds of following type：Paddy field weed, grass family, broad-leaved and cyperus, such as barnyard grass, dayflower, short Arrowhead, bog pondweed, needle spikesedge herb etc. since chemical pesticide control is used for a long time, cause weeds to produce a variety of chemical herbicides Different degrees of drug resistance, control effect are remarkably decreased so that peasant has to increase dosage to improve preventive effect, but drops again The low safety of agricultural product.
Invention content
In order to meet people for new herbicide demand, we have proposed a kind of weedings containing double pyrazole class compound Agent composition and application thereof, herbicide using the present invention can achieve the effect that efficient weeding,
The present invention is achieved by the following technical solutions：
The present invention provides a kind of herbicidal composition containing double pyrazole class compound, and series compound chemical constitution is such as Under (number HP-10-1~HP-10-6)：
Wherein：
HP-10-1：1- (the chloro- 4,5,6,7- tetrahydro-pyrazoles of 3- simultaneously [1,5-a] pyridine -2- bases) -5- (dimethylamino) - 1H- pyrazoles -4- formonitrile HCNs
HP-10-2：1- (the chloro- 4,5,6,7- tetrahydro-pyrazoles of 3- simultaneously [1,5-a] pyridine -2- bases) -5- (two Propargyl ammonia Base) -1H- pyrazoles -4- formonitrile HCNs
HP-10-3：1- (the chloro- 4,5,6,7- tetrahydro-pyrazoles of 3- simultaneously [1,5-a] pyridine -2- bases) -1H- pyrazoles -4- formonitrile HCNs -5- Semicarbazide hydrochloride
HP-10-4：1- (the chloro- 4,5,6,7- tetrahydro-pyrazoles of 3- simultaneously [1,5-a] pyridine -2- bases) -1H- pyrazoles -4- formonitrile HCNs -5- Amidosulphuric acid salt
HP-10-5：1- (the chloro- 4,5,6,7- tetrahydro-pyrazoles of 3- simultaneously [1,5-a] pyridine -2- bases) -1H- pyrazoles -4- formonitrile HCNs -5- Aminoacetic acid salt
HP-10-6：1- (the chloro- 4,5,6,7- tetrahydro-pyrazoles of 3- simultaneously [1,5-a] pyridine -2- bases) -5- (methylamino) -1H- pyrroles Azoles -4- formonitrile HCNs
Double pyrazole class compound is proporphyrinogen oxidase inhibitor, belongs to contact killing type herbicide, by vegetative nerve First protoporphyrinogen oxidase gathers and plays drug effect, can effectively prevent and kill off a variety of weeds, including barnyard grass, broad leaved weed and nutgrass flatsedge, and can Effectively prevent and kill off the weeds that there is drug resistance to sulfonylurea herbicide.
Present invention simultaneously provides a kind of herbicidal composition containing double pyrazole class compound and application thereof, as activity into Divide the purposes in agriculture herbicide is prepared.
Preferably, above-mentioned fluorine double pyrazole class compound is configured to pesticide neck as active constituent and insecticides adjuvant, excipients Any one dosage form that domain allows；Or double pyrazole class compound is as active constituent and other pesticides and insecticides adjuvant, tax Type agent is configured to any one dosage form of pesticide field permission.
Preferably, the dosage form that above-mentioned pesticide field allows is wettable powder, water dispersible granules, missible oil, aqua, suspension Agent, microemulsion, dispersible oil-suspending agent, granule, big granula.
Wettable powder：Hygroscopicity is strong, can be dispersed or suspended in water after adding water, can spray, poison bait and soil treatment Deng use.
Water dispersible granules are also known as dry suspending agent or grain shape wettable powder：Once it into the water, can be disintegrated, divide quickly It dissipates, forms the granular preparation of the solid-liquid dispersing system of higher suspension.
Emulsion is also known as missible oil：Emulsion adds after water for emulsion, available for spraying, sprinkle pour, dress seed, soaking seed, pesticide-clay mixture, stem brush Deng.
Soluble powder is also known as aqua：Can directly to water spray or sprinkle pour.
Antisettling agent refers generally to suspending agent：Suspending agent refers to less than 4 microns of particle uniformly divide solid pesticide active compound The preparation in water is dissipated, international code name is SC.Due to SC without as can dusting problem wet-milling (WP), it is nonflammable easy Quick-fried, grain size is small, and bioactivity is high, and proportion is larger, and packaging volume is smaller, and with respect to other formulations of pesticide safety and environmental protections, therefore, SC is As the pesticide species that water baseization pesticides new formulation tonnage is larger.
Microemulsion is made of liquid pesticide, surfactant, water, stabilizer etc., belong to thermodynamics through when the dispersion stablized System.Its main feature is that using water as medium, be free of or contain organic solvent, thus non-ignitable not quick-fried, production operation, storing safety, ring less Border pollution is few, saves a large amount of organic solvents；Pesticide dispersion degree is high, and up to miniaturization degree, pesticide particle is generally 0.1~0.01 Micron, appearance are similar to transparent or sub-translucent liquid；Good dispersion in water is strong to target body permeability, adhesive force is good.
Dispersible oil-suspending agent " 0D " is the Oil- that FAO (Food and Agriculture Organization of the United Nation) (FAO) newly releases in recent years The code of basedsuspensionconcentrate, also known as Oildispersion dosage forms：Active ingredient (it is molten may to contain other The active ingredient of solution) liquid preparation of the stable suspersion in organic fluid, it is used after being diluted with water.
Preferably, other above-mentioned pesticides include：
(1) any one in sulfonylurea, pyrazolate, bromobutide and bicyclic sulphur grass amine；
(2) oxadiargyl, pyrazosulfuron, pyribenzoxim, azoles humulone, cyhalofop-butyl, Oxyfluorfen, benzene thiophene acyl grass Amine, butachlor, pretilachlor, bensulfuron-methyl, penoxsuam, oxadiargyl, mefenacet, Acetochlor, oxadiazon, pyrrole are phonetic Sulphur is grand, any one in Pendimethalin；
(3) penoxsuam, butachlor, pretilachlor, bensulfuron-methyl, oxadiargyl, mefenacet, Acetochlor, evil Arbitrary two kinds in humulone, pyrazosulfuron, Pendimethalin.
Preferably, above-mentioned herbicide is for preventing paddy field weed such as paddy field weed, grass family, broad-leaved and cyperus, Such as barnyard grass, dayflower, short arrowhead, bog pondweed, needle spikesedge herb.
Compared with prior art, the beneficial effects of the present invention are：
1st, herbicidal spectrum is wide, and the time is short, and the lasting period is long, learns to farm medicine phases ratio with generalization, has action of contace poison, effect to weeds Significantly；
2nd, synthesis technology is simple, at low cost；
3rd, compounding effect is good.
Specific embodiment
With reference to embodiment, present disclosure is further illustrated.It should be appreciated that the implementation of the present invention is not limited to In the following examples, the accommodation in any form or change made to the present invention both fall within the scope of the present invention；Under and The method in embodiment is stated, is the conventional method of this field unless otherwise instructed.
Embodiment 1：
Double pyrazole class compound weeding soil treatment determination of activity：
1st, test medicine：Take double pyrazole class compound HP-10-1~HP-10-6 active compounds.
2nd, weeds are tested：Youth-and-old-age (Zinnia lelgans Jacq.)；3 Tong fiber crops (Abutilon theophrasti Medic.)；Setaria glauca (Setaria golrca (L.) Beauv)；Barnyard grass (Echinochloa crus-galli (L.) Beauv)。
3rd, test method：By quantitative grassy weed (barnyard grass, Setaria glauca) and broad leaved weed (youth-and-old-age, Tong Fiber crops) seed is seeded in respectively in the dixie cup equipped with Nutrition Soil of a diameter of 7cm, broadcasts rear earthing 1cm, suppress, after water drenching in greenhouse Inside conventionally cultivate.Cauline leaf spraying treatment after grassy weed is grown to 2 leaf phases, 2 leaf phase of broad leaved weed progress seedling, before seedling Soil spraying treatment was carried out in after planting 24 hours.By experimental design dosage (150,600g.a.i/hm2), in crawler type crop Spraying treatment is carried out on spraying machine, experiment sets 3 repetitions.Examination material processing is placed on handling hall, after liquid dries in the shade naturally, puts In being managed according to a conventional method in greenhouse, periodical visual inspection investigation reagent agent is to the preventive effect of weeds after processing.
4th, result and analysis.
Result of the test is as shown in table 1：
Table 1：Double pyrazole class compound soil treatment is to the activity test result of weeds
As shown in Table 1, double pyrazole class compound processing weeds killing effect in, compound HP-10-2 to Tong fiber crops, Setaria glauca and barnyard grass have higher activity of weeding, slightly worse to the activity of youth-and-old-age；Other compounds are to youth-and-old-age, Tong fiber crops, golden dog Tail and barnyard grass have higher activity of weeding.
Embodiment 2：
Double pyrazole class compound weeding cauline leaf process determination of activity：
1st, test medicine：Take double pyrazole class compound HP-10-1~HP-10-6 active compounds.
2nd, weeds are tested：Youth-and-old-age (Zinnia lelgans Jacq.)；3 Tong fiber crops (Abutilon theophrasti Medic.)；Setaria glauca (Setaria golrca (L.) Beauv)；Barnyard grass (Echinochloa crus-galli (L.) Beauv)。
3rd, test method：By quantitative grassy weed (barnyard grass, Setaria glauca) and broad leaved weed (youth-and-old-age, Tong Fiber crops) seed is seeded in respectively in the dixie cup equipped with Nutrition Soil of a diameter of 7cm, broadcasts rear earthing 1cm, suppress, after water drenching in greenhouse Inside conventionally cultivate.Cauline leaf spraying treatment after grassy weed is grown to 2 leaf phases, 2 leaf phase of broad leaved weed progress seedling, before seedling Soil spraying treatment was carried out in after planting 24 hours.By experimental design dosage (150,600g.a.i/hm2), in crawler type crop Spraying treatment is carried out on spraying machine, experiment sets 3 repetitions.Examination material processing is placed on handling hall, after liquid dries in the shade naturally, puts In being managed according to a conventional method in greenhouse, periodical visual inspection investigation reagent agent is to the preventive effect of weeds after processing.
4th, result and analysis.
Result of the test is as shown in table 2：
Table 2：Double pyrazole class compound cauline leaf process is to the activity test result of weeds
As shown in Table 2, double pyrazole class compound is in the killing effect of cauline leaf process weeds, compound HP-10-2, HP- 10-6 has higher activity of weeding to youth-and-old-age, Tong fiber crops, setaria glauca and barnyard grass, and HP-10-3, HP-10-4, HP-10-5 are to hundred Day is careless, Tong is numb and setaria glauca has higher activity of weeding, slightly worse to the activity of barnyard grass.

Claims (6)

1. a kind of herbicidal composition containing double pyrazole class compound and its application, which is characterized in that double pyrazole class compound And its chemical constitution is following (number HP-10-1~HP-10-6)：
Wherein：
HP-10-1：1- (the chloro- 4,5,6,7- tetrahydro-pyrazoles of 3- simultaneously [1,5-a] pyridine -2- bases) -5- (dimethylamino) -1H- pyrroles Azoles -4- formonitrile HCNs
HP-10-2：1- (the chloro- 4,5,6,7- tetrahydro-pyrazoles of 3- simultaneously [1,5-a] pyridine -2- bases) -5- (two propyl- 2- alkynylaminos) - 1H- pyrazoles -4- formonitrile HCNs
HP-10-3：1- (the chloro- 4,5,6,7- tetrahydro-pyrazoles of 3- simultaneously [1,5-a] pyridine -2- bases) -1H- pyrazoles -4- formonitrile HCN -5- amino Hydrochloride
HP-10-4：1- (the chloro- 4,5,6,7- tetrahydro-pyrazoles of 3- simultaneously [1,5-a] pyridine -2- bases) -1H- pyrazoles -4- formonitrile HCN -5- amino Sulfate
HP-10-5：1- (the chloro- 4,5,6,7- tetrahydro-pyrazoles of 3- simultaneously [1,5-a] pyridine -2- bases) -1H- pyrazoles -4- formonitrile HCN -5- amino Acetate
HP-10-6：1- (the chloro- 4,5,6,7- tetrahydro-pyrazoles of 3- simultaneously [1,5-a] pyridine -2- bases) -5- (methylamino) -1H- pyrazoles -4- Formonitrile HCN.
2. a kind of herbicidal composition containing double pyrazole class compound and its application, which is characterized in that double pyrazole class compound As purposes of the active constituent in agricultural fungicides is prepared.
3. a kind of herbicidal composition containing double pyrazole class compound as claimed in claim 2 and its application, feature exist In the double pyrazole class compound is configured to any one of pesticide field permission as active constituent and insecticides adjuvant, excipients Kind dosage form；Or double pyrazole class compound is configured to pesticide as active constituent and other pesticides and insecticides adjuvant, excipients Any one dosage form that field allows.
A kind of 4. herbicidal composition containing double pyrazole class compound as claimed in claim 3, which is characterized in that the agriculture The dosage form that medicine field allows is wettable powder, water dispersible granules, missible oil, aqua, suspending agent, microemulsion, dispersible oil suspension Agent, granule, big granula.
5. a kind of herbicidal composition containing double pyrazole class compound as claimed in claim 2, which is characterized in that it is described its He includes pesticide：
(1) any one in sulfonylurea, pyrazolate, bromobutide and bicyclic sulphur grass amine；
(2) oxadiargyl, pyrazosulfuron, pyribenzoxim, azoles humulone, cyhalofop-butyl, Oxyfluorfen, mefenacet, The phonetic sulphur of butachlor, pretilachlor, bensulfuron-methyl, penoxsuam, oxadiargyl, mefenacet, Acetochlor, oxadiazon, pyrrole Grand, any one in Pendimethalin；
(3) penoxsuam, butachlor, pretilachlor, bensulfuron-methyl, oxadiargyl, mefenacet, Acetochlor, oxadiazon, Arbitrary two kinds in pyrazosulfuron, Pendimethalin.
6. a kind of herbicidal composition containing double pyrazole class compound as claimed in claim 2, which is characterized in that described to remove Careless agent is used for paddy field weed such as paddy field weed, grass family, broad-leaved and cyperus, such as barnyard grass, dayflower, short arrowhead, eye Dish, needle spikesedge herb etc..
CN201611180946.6A 2016-12-20 2016-12-20 A kind of Herbicidal combinations of compound of class containing double pyrazole and its application Pending CN108203431A (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1073440A (en) * 1991-11-13 1993-06-23 先灵公司 The pyrazolyl-pyrazole of new replacement, its preparation method, and their intermediate and they are as the purposes of weedicide
CN1087342A (en) * 1992-10-12 1994-06-01 先灵公司 Pyrazole derivatives of new replacement and preparation method thereof and as herbicide applications
WO1996009303A1 (en) * 1994-09-22 1996-03-28 Hoechst Schering Agrevo Gmbh Substituted pyrazolyl-pyrazole derivatives, processes for their preparation and their use as agents with herbicidal action

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1073440A (en) * 1991-11-13 1993-06-23 先灵公司 The pyrazolyl-pyrazole of new replacement, its preparation method, and their intermediate and they are as the purposes of weedicide
CN1087342A (en) * 1992-10-12 1994-06-01 先灵公司 Pyrazole derivatives of new replacement and preparation method thereof and as herbicide applications
WO1996009303A1 (en) * 1994-09-22 1996-03-28 Hoechst Schering Agrevo Gmbh Substituted pyrazolyl-pyrazole derivatives, processes for their preparation and their use as agents with herbicidal action

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Application publication date: 20180626