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 PDFInfo
- 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
- Authority
- CN
- China
- Prior art keywords
- pyrazoles
- class compound
- double pyrazole
- pyrazole class
- tetrahydro
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 20
- 150000001875 compounds Chemical class 0.000 title description 9
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 title description 2
- 241000196324 Embryophyta Species 0.000 claims abstract description 29
- -1 pyrazole class compound Chemical class 0.000 claims abstract description 28
- 239000000470 constituent Substances 0.000 claims abstract description 6
- 241000234653 Cyperus Species 0.000 claims abstract description 5
- 239000000126 substance Substances 0.000 claims abstract description 5
- 241000233838 Commelina Species 0.000 claims abstract description 4
- 241000759199 Eleocharis acicularis Species 0.000 claims abstract description 4
- 241000209504 Poaceae Species 0.000 claims abstract description 4
- 239000000575 pesticide Substances 0.000 claims description 17
- 241000192043 Echinochloa Species 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 12
- LENLQGBLVGGAMF-UHFFFAOYSA-N tributyl([1,2,4]triazolo[1,5-a]pyridin-6-yl)stannane Chemical compound C1=C([Sn](CCCC)(CCCC)CCCC)C=CC2=NC=NN21 LENLQGBLVGGAMF-UHFFFAOYSA-N 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- 239000002552 dosage form Substances 0.000 claims description 7
- 239000000375 suspending agent Substances 0.000 claims description 7
- DVOODWOZJVJKQR-UHFFFAOYSA-N 5-tert-butyl-3-(2,4-dichloro-5-prop-2-ynoxyphenyl)-1,3,4-oxadiazol-2-one Chemical group O=C1OC(C(C)(C)C)=NN1C1=CC(OCC#C)=C(Cl)C=C1Cl DVOODWOZJVJKQR-UHFFFAOYSA-N 0.000 claims description 6
- XIGAUIHYSDTJHW-UHFFFAOYSA-N mefenacet Chemical compound N=1C2=CC=CC=C2SC=1OCC(=O)N(C)C1=CC=CC=C1 XIGAUIHYSDTJHW-UHFFFAOYSA-N 0.000 claims description 5
- VTNQPKFIQCLBDU-UHFFFAOYSA-N Acetochlor Chemical compound CCOCN(C(=O)CCl)C1=C(C)C=CC=C1CC VTNQPKFIQCLBDU-UHFFFAOYSA-N 0.000 claims description 4
- 239000005472 Bensulfuron methyl Substances 0.000 claims description 4
- 239000005591 Pendimethalin Substances 0.000 claims description 4
- YLPGTOIOYRQOHV-UHFFFAOYSA-N Pretilachlor Chemical compound CCCOCCN(C(=O)CCl)C1=C(CC)C=CC=C1CC YLPGTOIOYRQOHV-UHFFFAOYSA-N 0.000 claims description 4
- VXMNDQDDWDDKOQ-UHFFFAOYSA-N Pyrazosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2N(N=CC=2C(O)=O)C)=N1 VXMNDQDDWDDKOQ-UHFFFAOYSA-N 0.000 claims description 4
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- 239000005864 Sulphur Substances 0.000 claims description 4
- 239000002671 adjuvant Substances 0.000 claims description 4
- XMQFTWRPUQYINF-UHFFFAOYSA-N bensulfuron-methyl Chemical group COC(=O)C1=CC=CC=C1CS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 XMQFTWRPUQYINF-UHFFFAOYSA-N 0.000 claims description 4
- HKPHPIREJKHECO-UHFFFAOYSA-N butachlor Chemical compound CCCCOCN(C(=O)CCl)C1=C(CC)C=CC=C1CC HKPHPIREJKHECO-UHFFFAOYSA-N 0.000 claims description 4
- 239000003814 drug Substances 0.000 claims description 4
- 239000002917 insecticide Substances 0.000 claims description 4
- CHIFOSRWCNZCFN-UHFFFAOYSA-N pendimethalin Chemical compound CCC(CC)NC1=C([N+]([O-])=O)C=C(C)C(C)=C1[N+]([O-])=O CHIFOSRWCNZCFN-UHFFFAOYSA-N 0.000 claims description 4
- 239000004563 wettable powder Substances 0.000 claims description 4
- 244000025254 Cannabis sativa Species 0.000 claims description 3
- RMFGNMMNUZWCRZ-UHFFFAOYSA-N Humulone Natural products CC(C)CC(=O)C1=C(O)C(O)(CC=C(C)C)C(O)=C(CC=C(C)C)C1=O RMFGNMMNUZWCRZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000005588 Oxadiazon Substances 0.000 claims description 3
- CHNUNORXWHYHNE-UHFFFAOYSA-N Oxadiazon Chemical compound C1=C(Cl)C(OC(C)C)=CC(N2C(OC(=N2)C(C)(C)C)=O)=C1Cl CHNUNORXWHYHNE-UHFFFAOYSA-N 0.000 claims description 3
- 229940100389 Sulfonylurea Drugs 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 3
- VMSLCPKYRPDHLN-NRFANRHFSA-N humulone Chemical compound CC(C)CC(=O)C1=C(O)C(CC=C(C)C)=C(O)[C@@](O)(CC=C(C)C)C1=O VMSLCPKYRPDHLN-NRFANRHFSA-N 0.000 claims description 3
- 239000004530 micro-emulsion Substances 0.000 claims description 3
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 3
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims description 3
- 239000004562 water dispersible granule Substances 0.000 claims description 3
- OVXMBIVWNJDDSM-UHFFFAOYSA-N (benzhydrylideneamino) 2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate Chemical compound COC1=CC(OC)=NC(OC=2C(=C(OC=3N=C(OC)C=C(OC)N=3)C=CC=2)C(=O)ON=C(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 OVXMBIVWNJDDSM-UHFFFAOYSA-N 0.000 claims description 2
- 239000005502 Cyhalofop-butyl Substances 0.000 claims description 2
- TYIYMOAHACZAMQ-CQSZACIVSA-N Cyhalofop-butyl Chemical group C1=CC(O[C@H](C)C(=O)OCCCC)=CC=C1OC1=CC=C(C#N)C=C1F TYIYMOAHACZAMQ-CQSZACIVSA-N 0.000 claims description 2
- 239000005590 Oxyfluorfen Substances 0.000 claims description 2
- OQMBBFQZGJFLBU-UHFFFAOYSA-N Oxyfluorfen Chemical compound C1=C([N+]([O-])=O)C(OCC)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 OQMBBFQZGJFLBU-UHFFFAOYSA-N 0.000 claims description 2
- 150000003851 azoles Chemical class 0.000 claims description 2
- 125000002619 bicyclic group Chemical group 0.000 claims description 2
- WZDDLAZXUYIVMU-UHFFFAOYSA-N bromobutide Chemical compound CC(C)(C)C(Br)C(=O)NC(C)(C)C1=CC=CC=C1 WZDDLAZXUYIVMU-UHFFFAOYSA-N 0.000 claims description 2
- 239000008187 granular material Substances 0.000 claims description 2
- ASRAWSBMDXVNLX-UHFFFAOYSA-N pyrazolynate Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)C=1C(C)=NN(C)C=1OS(=O)(=O)C1=CC=C(C)C=C1 ASRAWSBMDXVNLX-UHFFFAOYSA-N 0.000 claims description 2
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims 4
- 239000000417 fungicide Substances 0.000 claims 1
- 239000012053 oil suspension Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 16
- 239000004009 herbicide Substances 0.000 abstract description 9
- 238000005516 engineering process Methods 0.000 abstract description 4
- 244000058871 Echinochloa crus-galli Species 0.000 abstract description 3
- 244000172196 cinnamonspot pondweed Species 0.000 abstract description 3
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 238000013329 compounding Methods 0.000 abstract description 2
- 230000002045 lasting effect Effects 0.000 abstract description 2
- 238000001228 spectrum Methods 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 240000003307 Zinnia violacea Species 0.000 description 9
- 238000005507 spraying Methods 0.000 description 9
- 238000009333 weeding Methods 0.000 description 8
- 244000115721 Pennisetum typhoides Species 0.000 description 7
- 235000007195 Pennisetum typhoides Nutrition 0.000 description 7
- 235000008515 Setaria glauca Nutrition 0.000 description 7
- 239000002689 soil Substances 0.000 description 7
- 239000007788 liquid Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 239000000835 fiber Substances 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 230000002147 killing effect Effects 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000003449 preventive effect Effects 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 240000006995 Abutilon theophrasti Species 0.000 description 2
- 206010059866 Drug resistance Diseases 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 235000011999 Panicum crusgalli Nutrition 0.000 description 2
- 235000005775 Setaria Nutrition 0.000 description 2
- 241000232088 Setaria <nematode> Species 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000013401 experimental design Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 235000016709 nutrition Nutrition 0.000 description 2
- 230000035764 nutrition Effects 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000002574 poison Substances 0.000 description 2
- 231100000614 poison Toxicity 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 238000011179 visual inspection Methods 0.000 description 2
- 241000981770 Buddleja asiatica Species 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Natural products NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 1
- 229940087098 Oxidase inhibitor Drugs 0.000 description 1
- 108020001991 Protoporphyrinogen Oxidase Proteins 0.000 description 1
- 102000005135 Protoporphyrinogen oxidase Human genes 0.000 description 1
- 230000004308 accommodation Effects 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 238000012271 agricultural production Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000000857 drug effect Effects 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 229960002449 glycine Drugs 0.000 description 1
- 235000013905 glycine and its sodium salt Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 210000005036 nerve Anatomy 0.000 description 1
- 239000004533 oil dispersion Substances 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- JKANAVGODYYCQF-UHFFFAOYSA-N prop-2-yn-1-amine Chemical compound NCC#C JKANAVGODYYCQF-UHFFFAOYSA-N 0.000 description 1
- 230000004224 protection Effects 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000001238 wet grinding Methods 0.000 description 1
Classifications
-
- 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
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)
- 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
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..
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| Application Number | Priority Date | Filing Date | Title |
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| CN201611180946.6A CN108203431A (en) | 2016-12-20 | 2016-12-20 | A kind of Herbicidal combinations of compound of class containing double pyrazole and its application |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201611180946.6A CN108203431A (en) | 2016-12-20 | 2016-12-20 | A kind of Herbicidal combinations of compound of class containing double pyrazole and its application |
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Citations (3)
| 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 | Novel substituted pyrazole derivatives, process for their preparation and use as herbicides |
| 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 |
-
2016
- 2016-12-20 CN CN201611180946.6A patent/CN108203431A/en active Pending
Patent Citations (3)
| 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 | Novel substituted pyrazole derivatives, process for their preparation and use as herbicides |
| 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 |