CN103354811A - Insecticidal compounds - Google Patents
Insecticidal compounds Download PDFInfo
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- CN103354811A CN103354811A CN2012800082636A CN201280008263A CN103354811A CN 103354811 A CN103354811 A CN 103354811A CN 2012800082636 A CN2012800082636 A CN 2012800082636A CN 201280008263 A CN201280008263 A CN 201280008263A CN 103354811 A CN103354811 A CN 103354811A
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- compound
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- 0 Cc1c(*)c(*)n[n]1* Chemical compound Cc1c(*)c(*)n[n]1* 0.000 description 4
- ZUHHETXNIVMFMG-GBFHPLAQSA-N CN/C(/[n]1nnc(-c(cc2)cc(C(OC)=O)c2Cl)c1)=C(/C(F)(F)F)\C(C(C(F)(F)F)(F)F)=N Chemical compound CN/C(/[n]1nnc(-c(cc2)cc(C(OC)=O)c2Cl)c1)=C(/C(F)(F)F)\C(C(C(F)(F)F)(F)F)=N ZUHHETXNIVMFMG-GBFHPLAQSA-N 0.000 description 1
- ZDIUBDYWDUWMCV-UHFFFAOYSA-N C[n]1nc(C(C(F)(F)F)(F)F)c(C(F)(F)F)c1-[n]1nnc(-c(cc2)cc(C(O)=O)c2Cl)c1 Chemical compound C[n]1nc(C(C(F)(F)F)(F)F)c(C(F)(F)F)c1-[n]1nnc(-c(cc2)cc(C(O)=O)c2Cl)c1 ZDIUBDYWDUWMCV-UHFFFAOYSA-N 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
- 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
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
- C07D249/06—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles with aryl radicals directly attached to ring atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/26—Heterocyclic compounds containing purine ring systems with an oxygen, sulphur, or nitrogen atom directly attached in position 2 or 6, but not in both
- C07D473/32—Nitrogen atom
- C07D473/34—Nitrogen atom attached in position 6, e.g. adenine
Abstract
The present invention relates to novel triazole derivatives of formula (I) having insecticidal activity, to processes and intermediates for preparing them, to insecticidal, acaricidal, nematicidal or molluscicidal compositions comprising them and to methods of using them to combat and control insect, acarine, nematode or mollusc pests wherein A1, A2, A3, A4, R1, R2, G1, Q1 and Q2 are as defined in claim 1; or salts or N- oxides thereof.
Description
The present invention relates to have the novel triazole derivative of insecticidal activity, relate to method and intermediate for the preparation of them, relate to and comprise they kill insect, kill acarid, nematicide or kill the mollusk composition and relate to the method for resisting and control insect, acarid, nematode or mollusk harmful organism with them.
Correspondingly, the invention provides a kind of compound with chemical formula (I)
Wherein
A
1, A
2, A
3and A
4be C-X or nitrogen independently of one another, wherein each X can be identical or different;
R
1hydrogen, C
1-C
4alkyl, H
2nC (O)-C
1-C
4alkyl or C
1-C
4alkyl-carbonyl;
R
2hydrogen, halogen, C
1-C
4alkyl, C
1-C
6haloalkyl or cyano group;
G
1oxygen or sulphur;
X is hydrogen, halogen, cyano group, C
1-C
4alkoxyl group, C
1-C
4alkyl or C
1-C
4haloalkyl;
Q
1be aryl or heterocyclic radical, this aryl or heterocyclic radical are separately optionally by one to five substituent R
3replace, these substituting groups can be identical or different;
Perhaps Q
1c
1-C
8alkyl or by one to five R
4the C replaced
1-C
8alkyl, C
2-C
8thiazolinyl, by one to five R
4the C replaced
2-C
8thiazolinyl, C
2-C
8alkynyl, by one to five R
4the C replaced
2-C
8alkynyl, C
3-C
10cycloalkyl or by one to five R
4the C replaced
3-C
10cycloalkyl or C
1-C
8alkyl-(CO)-N-C
1-C
8alkyl or by one to five R
4the C replaced
1-C
8alkyl-(CO)-N-C
1-C
8alkyl;
R
3be selected from cyano group, amino, nitro, hydroxyl, oxo, halogen, C
1-C
4alkyl, C
1-C
4haloalkyl, C
2-C
4thiazolinyl, C
2-C
4haloalkenyl group, C
2-C
4alkynyl, C
2-C
4halo alkynyl, C
3-C
6cycloalkyl, C
3-C
6halogenated cycloalkyl, C
1-C
3alkoxyl group, C
1-C
3halogenated alkoxy, C
1-C
3alkylthio, C
1-C
3halogenated alkylthio, C
1-C
3alkyl sulphinyl, C
1-C
3haloalkyl sulfinyl, C
1-C
3alkyl sulphonyl, C
1-C
3halogenated alkyl sulfonyl, C
1-C
4alkylamino, two-(C
1-C
4alkyl) amino, C
1-C
4alkyl-carbonyl, C
1-C
4alkyl-carbonyl oxygen base, C
1-C
4alkoxy carbonyl, C
1-C
4alkyl-carbonyl-amino and phenyl;
Each R
4halogen, cyano group, nitro, hydroxyl, C independently
3-C
10cycloalkyl, by one to five R
3the C replaced
3-C
10cycloalkyl, two (C
1-C
8alkyl) amino, C
1-C
8alkanoylamino, C
1-C
8alkyl, C
2-C
8alkynyl, C
1-C
8alkoxyl group-, C
1-C
8halogenated alkoxy-, C
1-C
8alkylthio-, C
1-C
8halogenated alkylthio-, C
1-C
8alkyl sulphinyl-, C
1-C
8the haloalkyl sulfinyl-, C
1-C
8alkyl sulphonyl-, C
1-C
8halogenated alkyl sulfonyl-, C
1-C
8alkyl-carbonyl-, C
1-C
8alkoxy carbonyl-, aryl or by one to five R
3the aryl replaced, aryloxy or by one to five R
3the aryloxy replaced or heterocyclic radical or by one to five R
3the heterocyclic radical replaced;
Q
2it is a part with chemical formula (II)
Wherein
R
7and R
6hydrogen, cyano group, halogen, C independently of one another
1-C
6alkyl, C
1-C
6haloalkyl, C
1-C
4alkoxy-C
1-C
4-alkyl, C
1-C
6alkylthio, C
1-C
6halogenated alkylthio, C
1-C
6alkyl sulphinyl, C
1-C
6haloalkyl sulfinyl, C
1-C
6alkyl sulphonyl or C
1-C
6halogenated alkyl sulfonyl;
R
5hydrogen, hydroxyl, amino, N-C independently
1-C
6alkylamino, N, N-bis--(C
1-C
6alkyl) amino, C
1-C
6alkyl, C
3-C
6cycloalkyl, C
2-C
6thiazolinyl, C
2-C
6alkynyl, by one to five substituent R
9the C replaced
1-C
6alkyl, by one to five substituent R
9the C replaced
3-C
6cycloalkyl, by one to five substituent R
9the C replaced
2-C
6alkynyl, by one to five substituent R
9the C replaced
2-C
6thiazolinyl, aryl or by one to five substituent R
10the aryl replaced, heteroaryl or by one to five substituent R
10the heteroaryl replaced,
Each R
9cyano group, nitro, amino, hydroxyl, halogen, N-C independently
1-C
6alkylamino, N, N-bis--(C
1-C
6alkyl) amino, C
1-C
6alkoxyl group, C
1-C
6alkylthio, C
1-C
6alkyl sulphinyl, aryl or by one to five independently selected from cyano group, nitro, hydroxyl, halogen, C
1-C
6alkyl, C
1-C
6haloalkyl, C
1-C
6alkoxyl group or C
1-C
6the aryl that the substituting group of halogenated alkoxy replaces or heteroaryl or by one to five independently selected from cyano group, nitro, hydroxyl, halogen, C
1-C
6alkyl, C
1-C
6haloalkyl, C
1-C
6alkoxyl group or C
1-C
6the heteroaryl that the substituting group of halogenated alkoxy replaces;
Each R
10cyano group, nitro, amino, hydroxyl, halogen, C independently
1-C
6alkyl, C
1-C
6haloalkyl, C
1-C
4alkoxy-C
1-C
4alkane, C
2-C
6thiazolinyl, C
2-C
6haloalkenyl group, C
2-C
6alkynyl, C
2-C
6halo alkynyl, C
3-C
6cycloalkyl, C
3-C
6halogenated cycloalkyl, C
1-C
6alkoxyl group, C
1-C
6halogenated alkoxy, C
1-C
4alkoxy-C
1-C
4alkoxyl group, C
1-C
6alkylthio, C
1-C
6halogenated alkylthio, C
1-C
6alkyl sulphinyl, C
1-C
6haloalkyl sulfinyl, C
1-C
6alkyl sulphonyl, C
1-C
6halogenated alkyl sulfonyl, N-C
1-C
6alkylamino, N, N-bis--(C
1-C
6alkyl)-amino, N, N-bis--(C
1-C
6alkyl)-aminocarboxyl, N, N-bis--(C
1-C
6alkyl)-amino-sulfonyl, C
1-C
6alkyl-carbonyl, C
1-C
6alkyl-carbonyl oxygen base, C
1-C
6alkoxy carbonyl, C
1-C
6alkyl-carbonyl-amino;
Or acceptable salt or N-oxide compound on its a kind of Pesticide Science.
Compound with chemical formula (I) can exist with the form of different geometry or optical isomer (enantiomorph and/or diastereomer) or tautomer.This type of all isomer and tautomer and their mixture in all proportions have been contained in the present invention, together with the isotropic substance form, and the compound of deuterate for example.
Unless otherwise indicated, alkyl himself or as the part of another group (as alkoxyl group, alkyl-carbonyl or alkoxy carbonyl), can be straight or branched and can preferably comprise from 1 to 6 carbon atom, more preferably 1 to 4 and most preferably 1 to 3.The example of alkyl comprises methyl, ethyl, n-propyl, sec.-propyl, normal-butyl, sec-butyl, isobutyl-and the tertiary butyl.
Except as otherwise noted, thiazolinyl and alkynyl, they are own or as another substituent part, can be straight chain or side chain, and can preferably comprise 2 to 6 carbon atoms, preferably 2 to 4, more preferably 2 to 3, and suitably the time, can be in
or
configuration.Example comprises vinyl, allyl group and propargyl.
Halogen refers to fluorine, chlorine, bromine or iodine.
Halogenated alkyl group can contain one or more identical or different halogen atoms, and comprises for example trifluoromethyl, chlorodifluoramethyl-, 2,2,2-trifluoroethyl or 2,2-, bis-fluoro ethyls.Perfluoro alkyl group is the alkyl group replaced by fluorine atom fully, and comprises for example trifluoromethyl, perfluor ethyl and seven fluorine third-2-bases.
Haloalkenyl group group and halo alkynyl group can contain one or more identical or different halogen atoms, and for example comprise 2,2-difluoroethylene base, 1, the fluoride-based or 1-chlorine third-2-alkynes-1-base of the chloro-2-of 2-bis-.
Except as otherwise noted, cycloalkyl can be monocycle or dicyclo, can be optionally by one or more C
1-C
6alkyl group replaces, and preferably comprises 3 to 8 carbon atoms, more preferably 3 to 6 carbon atoms.The example of cycloalkyl comprises cyclopropyl, 1-methyl cyclopropyl, 2-methyl cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl.
The halogenated cycloalkyl group can comprise one or more identical or different halogen atoms, and for example comprises 2,2-dichloro cyclopropyl, 2,2-bis-chloro-1-methyl cyclopropyl and the chloro-4-fluorine of 2-cyclohexyl.
Aryl comprises phenyl, naphthyl, anthryl, indenyl, phenanthryl and xenyl, and phenyl is preferred.
Heteroaryl be a list-, two-or the aromatic hydrocarbonss of three rings, comprise 3 to 14, preferably 5 to 10, more preferably 6 to 8 annular atomses, comprise 1 to 6,1 to 4 heteroatoms preferably, these heteroatomss are independently selected from nitrogen, oxygen and sulphur.Example comprises furyl, thienyl, pyrryl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiadiazolyl group, triazolyl, tetrazyl, pyridyl, pyridazinyl, pyrimidyl, pyrazinyl, triazinyl, the tetrazine base, indyl, benzothienyl, benzofuryl, benzimidazolyl-, the diazosulfide base, indazolyl, the benzotriazole base, benzothiazolyl, benzoxazolyl, quinolyl, isoquinolyl, phthalazinyl, quinoxalinyl, quinazolyl, cinnolines base and naphthyridinyl.
As used herein, heterocyclic radical comprises heteroaryl, and can be a saturated or undersaturated cyclic hydrocarbon of part in addition, this cyclic hydrocarbon comprises from 3 to 10 annular atomses, in these annular atomses, up to 4, be the heteroatoms that is selected from nitrogen, oxygen and sulphur, and this heterocyclic radical can optionally be replaced by one or more groups, and these groups are independently selected from halogen, nitro, cyano group, alkyl, alkoxyl group.The example of non-aromatic heterocyclic group is Thietane, Thietane 1-oxide compound, Thietane 1, the 1-dioxide, Oxyranyle, azetidinyl, tetrahydrofuran base, the Thiophane base, pyrrolidyl, pyrrolinyl, imidazolidyl, imidazolinyl, sulfanyl, dioxolanyl, dihydro pyranyl, THP trtrahydropyranyl, piperidyl, pyrazolinyl, pyrazolidyl, dioxacyclohexyl, morpholinyl, the dithiane base, thio-morpholinyl, piperazinyl, the azatropylidene base, oxygen azatropylidene base, sulphur azatropylidene base, thiazolinyl and diazepine base (diazapanyl).As used herein heterocyclic radical also comprise carbocyclic fused ring system such as, for example indyl, indazolyl, purine radicals, benzofuryl and benzo thiophenyl.
A
1, A
2, A
3, A
4, R
1, R
2, R
3, G
1, X, Q
1, Q
2, R
5, R
6, R
7preferred value as following, list, with any combination.
A preferably
1c-X.
Preferably, A
2c-X.
Preferably, A
3c-X.
Preferably, A
4c-X.
Preferably, X is hydrogen, halogen, cyano group, methyl, trifluoromethyl or methoxyl group.More preferably, X is hydrogen, fluorine, chlorine, cyano group, trifluoromethyl or methoxyl group.Even more preferably, X is hydrogen, fluorine, cyano group or methoxyl group.Most preferably, X is hydrogen, fluorine or cyano group.
More preferably, A
1, A
2, A
3and A
4be C-X and each X independently selected from hydrogen, halogen, cyano group, methyl, trifluoromethyl and methoxyl group and preferably, A
2and A
3all CH; And A1 and A
4be C-X and each X independently selected from hydrogen, halogen, cyano group, methyl, trifluoromethyl and methoxyl group, and more preferably, each X is independently selected from hydrogen, fluorine, cyano group and methoxyl group.Even more preferably, A
1, A
2, A
3and A
4that C-X and each X are independently selected from hydrogen, fluorine, cyano group and methoxyl group.Most preferably, A
1cH, C-CN, C-Cl or C-F; And A
2, A
3and A
4cH or A
1, A
2and A
3cH and A
4cH, C-OCH
3or C-F.Most preferably A
1cH, C-CN, C-Cl or C-F; And A
2, A
3and A
4cH.Further A most preferably
1, A
2and A
3cH and A
4cH, C-OCH
3or C-F.
Preferably, G
1oxygen.
Preferably, R
1hydrogen, methyl, ethyl or ethanoyl.More preferably, R
1hydrogen, methyl or ethyl.Most preferably, R
1hydrogen.
Preferably, R
2hydrogen, methyl, trifluoromethyl or halogen.More preferably, R
2hydrogen, trifluoromethyl or halogen.Even more preferably, R
2it is hydrogen or halogen.Most preferably, R
2hydrogen.
Preferably, Q
1aryl or heterocyclic radical or C
3-C
10cycloalkyl or C
1-C
8alkyl or C
2-C
8thiazolinyl or C
2-C
8alkynyl; These groups are optionally replaced by one to five substituting group separately, and these substituting groups are independently selected from cyano group, nitro, hydroxyl, bromine, chlorine, fluorine, methyl, trifluoromethyl, methoxyl group, trifluoromethoxy, methylthio group, methylsulfinyl, methyl sulphonyl and phenyl.
More preferably, Q
1cyclopropyl, cyclobutyl, cyclopentyl, benzyl, pyridine-2-Ji – methyl, thia ring fourth 3-base, ethyl, propyl group, butyl, allyl group, propargyl, phenyl, 2-pyridyl; These groups are optionally replaced by one to four substituting group separately, and these substituting groups are independently selected from cyano group, nitro, hydroxyl, bromine, chlorine, fluorine, methyl, trifluoromethyl, methoxyl group, trifluoromethoxy, methylthio group, methylsulfinyl, methyl sulphonyl and phenyl.
Even more preferably, Q
1phenyl, cyclopropyl and ethyl; These groups are optionally replaced by one to four substituting group separately, and these substituting groups are independently selected from cyano group, nitro, hydroxyl, bromine, chlorine, fluorine, methyl, ethyl, trifluoromethyl, methoxyl group, trifluoromethoxy, methylthio group, methylsulfinyl, methyl sulphonyl and phenyl.
Even more preferably, Q
1cyclopropyl and ethyl; These groups are optionally replaced by one to four substituting group separately, and these substituting groups are independently selected from cyano group, nitro, hydroxyl, bromine, chlorine, fluorine, methyl, ethyl, trifluoromethyl, methoxyl group, trifluoromethoxy, methylthio group, methylsulfinyl, methyl sulphonyl and phenyl.
Q
1preferred example comprises pyridine-2-Ji – methyl, thia ring fourth 3-base, ethyl, butyl, cyclopropyl, benzyl, phenyl.
In an other preferred embodiment, Q
2it is the part with chemical formula (II), wherein a substituent R
5, R
6and R
7there is following implication: R
7and R
6hydrogen, cyano group, halogen, C independently
1-C
6alkyl, C
1-C
6perfluoroalkyl, C
1-C
6perfluor alkylthio, C
1-C
6perfluoroalkyl sulfinyl or C
1-C
6-perfluoroalkyl group sulfonyl is preferably C independently
1-C
4perfluoroalkyl, C
1-C
4perfluor alkylthio, C
1-C
4perfluoroalkyl sulfinyl or C
1-C
4-perfluoroalkyl group sulfonyl is even more preferably C independently
1-C
4-perfluoroalkyl, C
1-C
4-perfluor alkylthio, or C
1-C
4-perfluoroalkyl group sulfonyl is most preferably trifluoromethyl or perfluor ethyl or trifluoromethylthio or perfluor ethylmercapto group or trifluoromethyl sulfonyl or perfluor ethylsulfonyl independently.
More preferably, R
7and R
6cyano group, halogen, C independently
1-C
6alkyl, C
1-C
6-perfluoroalkyl preferably, is C independently
1-C
6-perfluoroalkyl even more preferably, is trifluoromethyl or perfluor ethyl independently.
Even more preferably, R
7and R
6halogen, C independently
1-C
6perfluoroalkyl.
Most preferably, R
6it is trifluoromethyl.
Most preferably, R
7it is the perfluor ethyl.
Preferably, R
5hydrogen, C
1-C
6haloalkyl, C
1-C
6alkyl, C
2-C
6thiazolinyl, C
2-C
6alkynyl, phenyl or can be identical or different substituent R by five
10the phenyl replaced, pyridyl or can be identical or different substituent R with to five
10the pyridyl replaced
More preferably, R
5hydrogen, C
1-C
6haloalkyl, C
1-C
6alkyl; Even more preferably, R
5c
1-C
6alkyl, preferably C
1-C
4alkyl;
In an other preferred embodiment, Q
2it is the part with chemical formula (II), wherein a substituent R
5, R
6and R
7there is following implication: R
7and R
6cyano group, halogen, C independently
1-C
6alkyl, C
1-C
6perfluoroalkyl, C
1-C
6perfluor alkylthio, C
1-C
6perfluoroalkyl sulfinyl or C
1-C
6-perfluoroalkyl group sulfonyl; And R
5c
1-C
6haloalkyl or C
1-C
6alkyl; Even more preferably, R
5c
1-C
6alkyl, preferably C
1-C
4alkyl;
In a preferred embodiment, Q
2it is 2-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl
A preferred embodiment (E1), these substituting groups in the compound with chemical formula (I) have following implication:
R
1hydrogen, methyl, ethyl or ethanoyl;
R
2hydrogen, methyl, trifluoromethyl or halogen;
G
1oxygen;
Q
1aryl or heterocyclic radical or C
3-C
10cycloalkyl or C
1-C
8alkyl; These groups are optionally replaced by one to five substituting group separately, and these substituting groups are independently selected from cyano group, nitro, hydroxyl, bromine, chlorine, fluorine, methyl, trifluoromethyl, methoxyl group, trifluoromethoxy, methylthio group, methylsulfinyl, methyl sulphonyl and phenyl.
Q
2it is a part with chemical formula (II)
Wherein
R
5hydrogen, C
1-C
6haloalkyl, C
1-C
6alkyl, C
2-C
6thiazolinyl, C
2-C
6alkynyl, phenyl or can be identical or different substituent R by five
10the phenyl replaced, pyridyl or can be identical or different substituent R by five
10the pyridyl replaced;
R
7and R
6hydrogen, cyano group, halogen, C independently
1-C
6alkyl, C
1-C
6perfluoroalkyl, C
1-C
6perfluor alkylthio, C
1-C
6perfluoroalkyl sulfinyl or C
1-C
6-perfluoroalkyl group sulfonyl is preferably C independently
1-C
4perfluoroalkyl, C
1-C
4perfluor alkylthio, C
1-C
4-perfluoroalkyl sulfinyl or C
1-C
4-perfluoroalkyl group sulfonyl is even more preferably C independently
1-C
4-perfluoroalkyl, C
1-C
4-perfluor alkylthio or C
1-C
4-perfluoroalkyl group sulfonyl;
A preferred embodiment (E2), these substituting groups in the compound with chemical formula (I) have following implication:
R
1hydrogen, methyl or ethyl;
R
2hydrogen, trifluoromethyl or halogen;
Q
1cyclopropyl, cyclobutyl, cyclopentyl, benzyl, pyridine-2-Ji – methyl, thia ring fourth 3-base, ethyl, propyl group, butyl, phenyl, 2-pyridyl; These groups are optionally replaced by one to four substituting group separately, and these substituting groups are independently selected from cyano group, nitro, hydroxyl, bromine, chlorine, fluorine, methyl, trifluoromethyl, methoxyl group, trifluoromethoxy, methylthio group, methylsulfinyl, methyl sulphonyl and phenyl.
Q
2it is a part with chemical formula (II)
Wherein
R
5hydrogen, C
1-C
6haloalkyl, C
1-C
6alkyl;
R
7and R
6cyano group, halogen, C independently
1-C
6alkyl, C
1-C
6-perfluoroalkyl;
A preferred embodiment (E3), these substituting groups in the compound with chemical formula (I) have following implication:
R
1hydrogen, methyl or ethyl;
R
2it is hydrogen or halogen;
Q
1phenyl, cyclopropyl and ethyl; These groups are optionally replaced by one to four substituting group separately, and these substituting groups are independently selected from cyano group, nitro, hydroxyl, bromine, chlorine, fluorine, methyl, ethyl, trifluoromethyl, methoxyl group, trifluoromethoxy, methylthio group, methylsulfinyl, methyl sulphonyl and phenyl.
Q
2it is a part with chemical formula (II)
Wherein
R
5c preferably
1-C
4alkyl;
R
7and R
6c independently
1-C
6-perfluoroalkyl;
A preferred embodiment (E4), these substituting groups in the compound with chemical formula (I) have following implication:
R
1hydrogen;
R
2hydrogen
Q
1cyclopropyl and ethyl; These groups are optionally replaced by one to four substituting group separately, and these substituting groups are independently selected from cyano group, nitro, hydroxyl, bromine, chlorine, fluorine, methyl, ethyl, trifluoromethyl, methoxyl group, trifluoromethoxy, methylthio group, methylsulfinyl, methyl sulphonyl and phenyl; Q
2it is 2-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl.
A preferred embodiment is the compound with chemical formula (I), wherein A
1, A
2, A
3and A
4that C-X and each X have as the implication in embodiment (E1) independently selected from hydrogen, halogen, cyano group, methyl, trifluoromethyl and methoxyl group and other substituting group
A preferred embodiment is the compound with chemical formula (I), wherein A
2and A
3all CH; And A
1and A
4be C-X and each X independently selected from hydrogen, halogen, cyano group, methyl, trifluoromethyl and methoxyl group, and more preferably each X has as the implication in embodiment (E1) independently selected from hydrogen, fluorine, cyano group and methoxyl group and other substituting group
A preferred embodiment is the compound with chemical formula (I), wherein A
1, A
2, A
3and A
4that C-X and each X have as the implication in embodiment (E1) independently selected from hydrogen, fluorine, chlorine, cyano group and methoxyl group and other substituting group
A preferred embodiment is the compound with chemical formula (I), wherein A
1cH, C-CN, C-Cl or C-F; And A
2, A
3and A
4cH or A
1, A
2and A
3cH and A
4cH, C-OCH
3or C-F and other substituting group have as the implication in embodiment (E1)
A preferred embodiment is the compound with chemical formula (I), wherein A
1cH, C-CN, C-Cl or C-F; And A
2, A
3and A
4that CH and other substituting group have as the implication in embodiment (E1)
A preferred embodiment is the compound with chemical formula (I), wherein A
1, A
2and A
3cH and A
4cH, C-OCH
3or C-F and other substituting group have as the implication in embodiment (E1)
A preferred embodiment is the compound with chemical formula (I), wherein A
1, A
2, A
3and A
4that C-X and each X have as the implication in embodiment (E2) independently selected from hydrogen, halogen, cyano group, methyl, trifluoromethyl and methoxyl group and other substituting group
A preferred embodiment is the compound with chemical formula (I), wherein A
2and A
3all CH; And A1 and A
4be C-X and each X independently selected from hydrogen, halogen, cyano group, methyl, trifluoromethyl and methoxyl group, and more preferably each X has as the implication in embodiment (E2) independently selected from hydrogen, fluorine, chlorine, cyano group and methoxyl group and other substituting group
A preferred embodiment is the compound with chemical formula (I), wherein A
1, A
2, A
3and A
4that C-X and each X have as the implication in embodiment (E2) independently selected from hydrogen, fluorine, chlorine, cyano group and methoxyl group and other substituting group
A preferred embodiment is the compound with chemical formula (I), wherein A
1cH, C-CN, C-Cl or C-F; And A
2, A
3and A
4cH or A
1, A
2and A
3cH and A
4cH, C-OCH
3or C-F and other substituting group have as the implication in embodiment (E2)
A preferred embodiment is the compound with chemical formula (I), wherein A
1cH, C-CN, C-Cl or C-F; And A
2, A
3and A
4that CH methoxyl group and other substituting group have as the implication in embodiment (E2)
A preferred embodiment is the compound with chemical formula (I), wherein A
1, A
2and A
3cH and A
4cH, C-OCH
3or C-F and other substituting group have as the implication in embodiment (E2)
A preferred embodiment is the compound with chemical formula (I), wherein A
1, A
2, A
3and A
4that C-X and each X have as the implication in embodiment (E3) independently selected from hydrogen, halogen, cyano group, methyl, trifluoromethyl and methoxyl group and other substituting group
A preferred embodiment is the compound with chemical formula (I), wherein A
2and A
3all CH; And A1 and A
4be C-X and each X independently selected from hydrogen, halogen, cyano group, methyl, trifluoromethyl and methoxyl group, and more preferably each X has as the implication in embodiment (E3) independently selected from hydrogen, fluorine, chlorine, cyano group and methoxyl group and other substituting group
A preferred embodiment is the compound with chemical formula (I), wherein A
1, A
2, A
3and A
4that C-X and each X have as the implication in embodiment (E3) independently selected from hydrogen, fluorine, chlorine, cyano group and methoxyl group and other substituting group
A preferred embodiment is the compound with chemical formula (I), wherein A
1cH, C-CN, C-Cl or C-F; And A
2, A
3and A
4cH or A
1, A
2and A
3cH and A
4cH, C-OCH
3or C-F and other substituting group have as the implication in embodiment (E3)
A preferred embodiment is the compound with chemical formula (I), wherein A
1cH, C-CN, C-Cl or C-F; And A
2, A
3and A
4that CH methoxyl group and other substituting group have as the implication in embodiment (E3)
A preferred embodiment is the compound with chemical formula (I), wherein A
1, A
2and A
3cH and A
4cH, C-OCH
3or C-F and other substituting group have as the implication in embodiment (E3)
A preferred embodiment is the compound with chemical formula (I), wherein A
1, A
2, A
3and A
4that C-X and each X have as the implication in embodiment (E4) independently selected from hydrogen, halogen, cyano group, methyl, trifluoromethyl and methoxyl group and other substituting group
A preferred embodiment is the compound with chemical formula (I), wherein A
2and A
3all CH; And A1 and A
4be C-X and each X independently selected from hydrogen, halogen, cyano group, methyl, trifluoromethyl and methoxyl group, and more preferably each X has as the implication in embodiment (E4) independently selected from hydrogen, fluorine, chlorine, cyano group and methoxyl group and other substituting group
A preferred embodiment is the compound with chemical formula (I), wherein A
1, A
2, A
3and A
4that C-X and each X have as the implication in embodiment (E4) independently selected from hydrogen, fluorine, chlorine, cyano group and methoxyl group and other substituting group
A preferred embodiment is the compound with chemical formula (I), wherein A
1cH, C-CN, C-Cl or C-F; And A
2, A
3and A
4cH or A
1, A
2and A
3cH and A
4cH, C-OCH
3or C-F and other substituting group have as the implication in embodiment (E4)
A preferred embodiment is the compound with chemical formula (I), wherein A
1cH, C-CN, C-Cl or C-F; And A
2, A
3and A
4that CH methoxyl group and other substituting group have as the implication in embodiment (E4)
A preferred embodiment is the compound with chemical formula (I), wherein A
1, A
2and A
3cH and A
4cH, C-OCH
3or C-F and other substituting group have as the implication in embodiment (E4)
A preferred embodiment (Ea) is the compound with chemical formula (I), wherein A
1c-CN, and A
2, A
3, and A
4cH.
A preferred embodiment (Eb) is the compound with chemical formula (I), wherein A
4c-F, and A
1, A
2, and A
3cH.
A preferred embodiment (Ec) is the compound with chemical formula (I), wherein A
4c-OMe, A
1, A
2and A
3cH.
A preferred embodiment (Ed) is the compound with chemical formula (I), wherein A
1, A
2, A
3, A
4cH.
A preferred embodiment (Ee) is the compound with chemical formula (I), wherein A
1c-Cl, A
2, A
3and A
4cH.
A preferred embodiment (Ef) is the compound with chemical formula (I), wherein A
1c-F, and A
2, A
3, and A
4cH.
A preferred embodiment (Eg) is the compound with chemical formula (I), wherein A
1c-CF
3, and A
2, A
3, and A
4cH.
A preferred embodiment (Eh) is the compound with chemical formula (I), wherein A
4n, A
1, A
2and A
3cH.
A preferred embodiment (Ei) is the compound with chemical formula (I), wherein A
4n, A
1cN, A
2and A
3cH.
A preferred embodiment (Ej) is the compound with chemical formula (j), wherein A
4n, A
1f, A
2and A
3cH.
A preferred embodiment (Ea1) is the compound with chemical formula (I), wherein A
1c-CN, and A
2, A
3, and A
4that CH and other substituting group have the implication provided as in embodiment (E1).
A preferred embodiment (Eb1) is the compound with chemical formula (I), wherein A
4c-F, and A
1, A
2, and A
3that CH and other substituting group have the implication provided as in embodiment (E1).
A preferred embodiment (Ec1) is the compound with chemical formula (I), wherein A
4c-OMe, A
1, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E1).
A preferred embodiment (Ed1) is the compound with chemical formula (I), wherein A
1, A
2, A
3, A
4that CH and other substituting group have the implication provided as in embodiment (E1).
A preferred embodiment (Ee1) is the compound with chemical formula (I), wherein A
1c-Cl, A
2, A
3and A
4that CH and other substituting group have the implication provided as in embodiment (E1).
A preferred embodiment (Ef1) is the compound with chemical formula (I), wherein A
1c-F, and A
2, A
3, and A
4that CH and other substituting group have the implication provided as in embodiment (E1).
A preferred embodiment (Eg1) is the compound with chemical formula (I), wherein A
1c-CF
3, and A
2, A
3, and A
4that CH and other substituting group have the implication provided as in embodiment (E1).
A preferred embodiment (Eh1) is the compound with chemical formula (I), wherein A
4n, A
1, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E1).
A preferred embodiment (Ei1) is the compound with chemical formula (I), wherein A
4n, A
1cN, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E1).
A preferred embodiment (Ej1) is the compound with chemical formula (I), wherein A
4n, A
1f, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E1).
A preferred embodiment (Ea2) is the compound with chemical formula (I), wherein A
1c-CN, and A
2, A
3, and A
4that CH and other substituting group have the implication provided as in embodiment (E2).
A preferred embodiment (Eb2) is the compound with chemical formula (I), wherein A
4c-F, and A
1, A
2, and A
3that CH and other substituting group have the implication provided as in embodiment (E2).
A preferred embodiment (Ec2) is the compound with chemical formula (I), wherein A
4c-OMe, A
1, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E2).
A preferred embodiment (Ed2) is the compound with chemical formula (I), wherein A
1, A
2, A
3, A
4that CH and other substituting group have the implication provided as in embodiment (E2).
A preferred embodiment (Ee2) is the compound with chemical formula (I), wherein A
1c-Cl, A
2, A
3and A
4that CH and other substituting group have the implication provided as in embodiment (E2).
A preferred embodiment (Ef2) is the compound with chemical formula (If), wherein A
1c-F, and A
2, A
3, and A
4that CH and other substituting group have the implication provided as in embodiment (E2).
A preferred embodiment (Eg2) is the compound with chemical formula (I), wherein A
1c-CF
3, and A
2, A
3, and A
4that CH and other substituting group have the implication provided as in embodiment (E2).
A preferred embodiment (Eh2) is the compound with chemical formula (I), wherein A
4n, A
1, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E2).
A preferred embodiment (Ei2) is the compound with chemical formula (I), wherein A
4n, A
1cN, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E2).
A preferred embodiment (Ej2) is the compound with chemical formula (I), wherein A
4n, A
1f, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E2).
A preferred embodiment (Ea3) is the compound with chemical formula (I), wherein A
1c-CN, and A
2, A
3, and A
4that CH and other substituting group have the implication provided as in embodiment (E3).
A preferred embodiment (Eb3) is the compound with chemical formula (I), wherein A
4c-F, and A
1, A
2, and A
3that CH and other substituting group have the implication provided as in embodiment (E3).
A preferred embodiment (Ec3) is the compound with chemical formula (I), wherein A
4c-OMe, A
1, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E3).
A preferred embodiment (Ed3) is the compound with chemical formula (I), wherein A
1, A
2, A
3, A
4that CH and other substituting group have the implication provided as in embodiment (E3).
A preferred embodiment (Ee3) is the compound with chemical formula (I), wherein A
1c-Cl, A
2, A
3and A
4that CH and other substituting group have the implication provided as in embodiment (E3).
A preferred embodiment (Ef3) is the compound with chemical formula (I), wherein A
1c-F, and A
2, A
3, and A
4that CH and other substituting group have the implication provided as in embodiment (E3).
A preferred embodiment (Eg3) is the compound with chemical formula (I), wherein A
1c-CF
3, and A
2, A
3, and A
4that CH and other substituting group have the implication provided as in embodiment (E3).
A preferred embodiment (Eh3) is the compound with chemical formula (I), wherein A
4n, A
1, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E3).
A preferred embodiment (Ei3) is the compound with chemical formula (I), wherein A
4n, A
1cN, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E3).
A preferred embodiment (Ej3) is the compound with chemical formula (I), wherein A
4n, A
1f, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E3).
A preferred embodiment (Ea4) is the compound with chemical formula (I), wherein A
1c-CN, and A
2, A
3, and A
4that CH and other substituting group have the implication provided as in embodiment (E4).
A preferred embodiment (Eb4) is the compound with chemical formula (I), wherein A
4c-F, and A
1, A
2, and A
3that CH and other substituting group have the implication provided as in embodiment (E4).
A preferred embodiment (Ec4) is the compound with chemical formula (I), wherein A
4c-OMe, A
1, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E4).
A preferred embodiment (Ed4) is the compound with chemical formula (I), wherein A
1, A
2, A
3, A
4that CH and other substituting group have the implication provided as in embodiment (E4).
A preferred embodiment (Ee4) is the compound with chemical formula (I), wherein A
1c-Cl, A
2, A
3and A
4that CH and other substituting group have the implication provided as in embodiment (E4).
A preferred embodiment (Ef4) is the compound with chemical formula (I), wherein A
1c-F, and A
2, A
3, and A
4that CH and other substituting group have the implication provided as in embodiment (E4).
A preferred embodiment (Eg4) is the compound with chemical formula (I), wherein A
1c-CF
3, and A
2, A
3, and A
4that CH and other substituting group have the implication provided as in embodiment (E4).
A preferred embodiment (Eh4) is the compound with chemical formula (I), wherein A
4n, A
1, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E4).
A preferred embodiment (Ei4) is the compound with chemical formula (I), wherein A
4n, A
1cN, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E4).
A preferred embodiment (Ej4) is the compound with chemical formula (I), wherein A
4n, A
1f, A
2and A
3that CH and other substituting group have the implication provided as in embodiment (E4).
Midbody compound with chemical formula (III) forms another aspect of the present invention
A wherein
1, A
2, A
3, A
4, R
2and Q
2as defined about chemical formula (I); Or its a kind of salt.A
1, A
2, A
3, A
4, R
2and Q
2the preference preference illustrated with the corresponding substituting group of compound for thering is chemical formula (I) be identical.
Midbody compound with chemical formula (IIIb), (wherein R is C
1-C
6alkyl) form another aspect of the present invention
A wherein
1, A
2, A
3, A
4, R
2and Q
2as defined about chemical formula (I); Or its a kind of salt.A
1, A
2, A
3, A
4, R
2and Q
2the preference preference illustrated with the corresponding substituting group of compound for thering is chemical formula (I) be identical.
In a preferred embodiment, the invention provides a kind of compound with chemical formula (III), wherein A
1, A
2, A
3and A
4cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (III), wherein A
1c-CN; A
2, A
3, and A
4cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (III), wherein A
1c-F; A
2, A
3, and A
4cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (III), wherein A
1c-Cl; A
2, A
3, and A
4cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (III), wherein A
4c-F; A
2, A
3, and A
1cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (III), wherein A
4c-OMe; A
2, A
3, and A
1cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (III), wherein A
4n; A
2, A
3, and A
1cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (III), wherein A
4n; A
1cN, A
2and A
3cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (III), wherein A
4n; A
1f, A
2and A
3cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (IIIb), wherein A
1c-CF3; A
2, A
3, and A
4cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In a preferred embodiment, the invention provides a kind of compound with chemical formula (IIIb), wherein A
1, A
2, A
3and A
4cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (IIIb), wherein A
1c-CN; A
2, A
3, and A
4cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (IIIb), wherein A
1c-F; A
2, A
3, and A
4cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (IIIb), wherein A
1c-Cl; A
2, A
3, and A
4cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (IIIb), wherein A
4c-F; A
2, A
3, and A
1cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (IIIb), wherein A
4c-OMe; A
2, A
3, and A
1cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (IIIb), wherein A
4n; A
2, A
3, and A
1cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (IIIb), wherein A
4n; A
1cN, A
2and A
3cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (IIIb), wherein A
4n; A
1f, A
2and A
3cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
In an other preferred embodiment, the invention provides a kind of compound with chemical formula (IIIb), wherein A
1c-CF3; A
2, A
3, and A
4cH; R
2hydrogen; Q
2it is a part with chemical formula (II);
table 1:
Table 1 provides 73 kinds of compounds, the wherein A with chemical formula (Ia) according to chemical formula (I)
1c-CN, A
2, A
3and A
4c-H and Q
22-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl, R
2h and Q
1there is the value of listing in table 1.
| Compound number | Q 1 |
| 1.01 | The bromo-furans of 5--2-base |
| 1.02 | The bromo-phenyl of 2- |
| 1.03 | The bromo-pyridin-3-yl of 5- |
| 1.04 | The fluoro-phenyl of the chloro-4-of 2- |
| 1.05 | The fluoro-phenyl of the chloro-2-of 5- |
| 1.06 | The chloro-4-nitro-phenyl of 2- |
| 1.07 | The chloro-5-nitro-phenyl of 2- |
| 1.08 | The chloro-phenyl of 2- |
| 1.09 | The chloro-phenyl of 3- |
| 1.10 | The chloro-pyridin-3-yl of 2- |
| 1.11 | The chloro-pyridin-4-yl of 2- |
| 1.12 | The chloro-pyridin-3-yl of 6- |
| 1.13 | The chloro-thiophene of 5--2-base |
| 1.14 | The chloro-5-trifluoromethyl-pyridine of 3--2-base |
| 1.15 | 4-cyano group-phenyl |
| 1.16 | The chloro-phenyl of 2,5-bis- |
| 1.17 | The fluoro-phenyl of 2,3-bis- |
| Compound number | Q 1 |
| 1.18 | 1,3-dimethyl-1H-pyrazoles-5-base |
| 1.19 | The fluoro-phenyl of 2- |
| 1.20 | The fluoro-phenyl of 4- |
| 1.21 | The fluoro-pyridin-3-yl of 2- |
| 1.22 | The fluoro-3-trifluoromethyl-phenyl of 2- |
| 1.23 | The fluoro-5-trifluoromethyl-phenyl of 2- |
| 1.24 | The fluoro-3-trifluoromethyl-phenyl of 4- |
| 1.25 | Furans-2-base |
| 1.26 | 2-methoxyl group-phenyl |
| 1.27 | 2-methyl-phenyl |
| 1.28 | 3-methyl-pyridine-2-base |
| 1.29 | The 4-methyl isophthalic acid, 2,3-thiadiazoles-5-base |
| 1.30 | 2-methylthio group-pyridin-3-yl |
| 1.31 | 4-nitro-phenyl |
| 1.32 | Phenyl |
| 1.33 | 1,2,3-thiadiazoles-4-base |
| 1.34 | Thiophene-2-base |
| 1.35 | 2-trifluoromethoxy-phenyl |
| 1.36 | 4-trifluoromethoxy-phenyl |
| 1.37 | The 2-trifluoromethyl-phenyl |
| 1.38 | The 4-trifluoromethyl-phenyl |
| 1.39 | The 4-pyridyl |
| 1.40 | The chloro-4-cyano group-phenyl of 2- |
| 1.41 | The fluoro-4-cyano group-phenyl of 2,6-bis- |
| 1.42 | The fluoro-phenyl of 2,4,6-tri- |
| 1.43 | 2-methyl-4-cyano group-phenyl |
| 1.44 | 2-methyl-4-nitro-phenyl |
| 1.45 | The fluoro-phenyl of 2-methyl-4- |
| 1.46 | Cyclopropyl |
| 1.47 | Benzyl |
| 1.48 | The fluoro-ethyl of 2,2,2-tri- |
| 1.49 | Ethyl |
| 1.50 | Normal-butyl |
| 1.51 | 2-methoxyl group-1-methyl-ethyl |
| Compound number | Q 1 |
| 1.52 | N-(the fluoro-ethyl of 2,2,2-tri-)-ethanamide-2-base |
| 1.53 | The fluoro-propyl group of 3,3,3-tri- |
| 1.54 | Sec-butyl |
| 1.55 | (tetrahydrochysene-furans-2-yl)-methyl |
| 1.56 | Benzyl |
| 1.57 | The fluoro-benzyl of 2- |
| 1.58 | 1-phenyl-ethyl |
| 1.59 | 4-methoxyl group-benzyl |
| 1.60 | 1,1-dioxo-thia ring fourth-3-base |
| 1.61 | (the chloro-pyridin-3-yl of 6-)-methyl |
| 1.62 | The fluoro-phenyl of 3- |
| 1.63 | 2,5-dimethyl-2H-pyrazole-3-yl |
| 1.64 | 4-methyl-thiazol-2-yl |
| 1.65 | 3-methyl-thia ring fourth-3-base |
| 1.66 | 1,1-dimethyl-2-methyl sulfanyl-ethyl |
| 1.67 | 1-oxo-thia ring fourth-3-base |
| 1.68 | Thia ring fourth-3-base |
| 1.69 | Two the ring [2.2.1] heptan-the 2-base |
| 1.70 | Cyclobutyl |
| 1.71 | 2-methanesulfinyl-ethyl |
| 1.72 | 2-methyl sulfanyl-ethyl |
| 1.73 | Tetrahydrochysene-thiene-3-yl- |
table 2:
Table 2 provides 73 kinds of compounds, the wherein A with chemical formula (Ib) according to chemical formula (I)
4c-F, A
1, A
2and A
3c-H and Q
22-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl, R
2h and Q
1there is the value of listing in table 1.
table 3:
Table 3 provides 73 kinds of compounds, the wherein A with chemical formula (Ic) according to chemical formula (I)
4c-OMe, A
1, A
2and A
3c-H and Q
22-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl, R
2h and Q
1there is the value of listing in table 1.
table 4:
Table 4 provides 73 kinds of compounds, the wherein A with chemical formula (Id) according to chemical formula (I)
1, A
2, A
3and A
4c-H and Q
22-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl, R
2h and Q
1there is the value of listing in following table.
table 5:
Table 5 provides 73 kinds of compounds, the wherein A with chemical formula (Ie) according to chemical formula (I)
1c-Cl, A
2, A
3and A
4c-H and Q
22-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl, R
2h and Q
1there is the value of listing in table 1.
table 6:
Table 6 provides 73 kinds of compounds, the wherein A with chemical formula (If) according to chemical formula (I)
1c-F, A
2, A
3and A
4c-H and Q
22-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl, R
2h and Q
1there is the value of listing in table 1.
table 7:
Table 7 provides 73 kinds of compounds, the wherein A with chemical formula (Ig) according to chemical formula (I)
1c-CF
3, A
2, A
3and A
4c-H and Q
22-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl, R
2h and Q
1there is the value of listing in table 1.
table 8:
Table 8 provides 73 kinds of compounds, the wherein A with chemical formula (Ih) according to chemical formula (I)
4nA
1, A
2and A
3c-H and Q
22-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl, R
2h and Q
1there is the value of listing in table 1.
table 9:
Table 9 provides 73 kinds of compounds, the wherein A with chemical formula (Ii) according to chemical formula (I)
4n, A
1cN, A
2and A
3c-H and Q
22-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl, R
2h and Q
1there is the value of listing in table 1.
table 10:
Table 10 provides 73 kinds of compounds, the wherein A with chemical formula (Ij) according to chemical formula (I)
4n, A
1f, A
2and A
3c-H and Q
22-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl, R
2h and Q
1there is the value of listing in table 1.
table 11:
Table 11 provides 20 kinds of compounds, wherein Q with chemical formula (IIIb)
22-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl, R
2h, R and A
1, A
2, A
3and A
4there is the value of listing in following table.
table 12:
Table 12 provides 10 kinds of compounds, wherein Q with chemical formula (III)
22-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl, R
2h and A
1, A
2, A
3and A
4there is the value of listing in following table.
| Compound number | A 1 | A 2 | A 3 | A 4 |
| 12.01 | C-F | C-H | C-H | C-H |
| 12.02 | C-CN | C-H | C-H | C-H |
| 12.03 | C-H | C-H | C-H | C-F |
| 12.04 | C-H | C-H | C-H | C-OMe |
| 12.05 | C-H | C-H | C-H | N |
| 12.06 | C-F | C-H | C-H | N |
| 12.07 | C-CN | C-H | C-H | N |
| 12.08 | C-CF3 | C-H | C-H | C-H |
| 12.09 | C-H | C-H | C-H | C-H |
| 12.10 | C-Cl | C-H | C-H | C-H |
These compounds of the present invention can be manufactured by the following method.
(1) for example, under copper or a kind of copper catalyst (copper sulfate or cuprous iodide (I) iodide) existence, and for example, under optionally a kind of alkali (N-ethyl diisopropylamine) exists, for example, under the mixture (trimethyl carbinol, water) of a kind of solvent or multi-solvents exists, there is the compound (G wherein of chemical formula (I)
1oxygen) can be by a kind of compound and a kind of azido-derivative with chemical formula V, Q
2-N
3(VII) prepared by reaction.For example, in the situation that a kind of Cu (II) catalyzer can be used a kind of reductive agent (sodium ascorbate).For example, in the situation that a kind of Cu (0) catalyzer can be used a kind of oxygenant (a kind of amine salt).(referring to, for example: Angewandte Chemie, International Edition(" the international version of applied chemistry ") (2009), 48 (27), 4900-4908 and the reference of quoting, (Angew.Chem.Int.Ed.) (" the international version of applied chemistry ") 2008,47,2182 – 2184 and the reference of quoting, and Eur.J.Org.Chem.(" European organic chemistry periodical ") 2006,51 – 68 and the reference quoted).
(2) for example, at a kind of coupling agent (DCC(N, the N'-dicyclohexylcarbodiimide), EDC(1-ethyl-3-[3-dimethylamino-propyl group] carbodiimide hydrochloride) or two (2-oxo-3-oxazolidinyl) phosphonyl chlorides of BOP-Cl()) exist under, for example, under a kind of alkali (pyridine, triethylamine, 4-(dimethylamino) pyridine or diisopropylethylamine) exists, and optionally for example, under a kind of nucleophilic catalyst (hydroxybenzotriazole) exists, there is the compound (G wherein of chemical formula V
1oxygen) can by a kind of compound (wherein R is OH) with chemical formula (VI) and a kind of compound with chemical formula (IV) react prepare.Optionally, when R is Cl, this reaction can for example,, under alkaline condition (, under pyridine, triethylamine, 4-(dimethylamino) pyridine or diisopropylethylamine exist), optionally be carried out under nucleophilic catalyst exists.Alternately, this reaction can be carried out in a biphasic system (comprising a kind of organic solvent, ethyl acetate, and a kind of aqueous solvent, the solution of preferred a kind of sodium bicarbonate).Optionally, when R be C
1-C
6during alkoxyl group, this acid amides can be by heating ester (VI) and prepared by acid amides (IV) together.
(3) (wherein R is C to have the compound that the compound (wherein R is OH) of chemical formula formula (VI) can be by having chemical formula (VI)
1-C
6alkoxyl group) reaction via hydrolytic action is prepared.For example, in the situation that R is methoxy or ethoxy, this hydrolytic action can be utilized water and a kind of alkali (such as potassium hydroxide or lithium hydroxide), a kind of solvent (such as, for example tetrahydrofuran (THF) or methyl alcohol) when existing or not existing, complete.At R, be that for example, in the situation of tert.-butoxy, this hydrolysis reaction can for example, complete under the existence of acid (, trifluoroacetic acid or hydrochloric acid).This reaction is from-120 ℃ to+130 ℃, preferably carries out from the temperature of-100 ℃ to 100 ℃.
(4) there is the compound (R wherein of chemical formula V
1c
1-C
6alkyl) can be from compound with chemical formula V (R wherein
1h) via alkylated reaction, prepare, this alkylated reaction can, by optionally under a kind of alkali exists, for example, be processed this amine with a kind of alkylating agent (haloalkane) and reach.
(5) there is the compound (G wherein of chemical formula (I)
1oxygen) can also by a kind of compound with chemical formula (III), (wherein R be OH, Cl or C
1-C
6alkoxyl group) with a kind of compound with chemical formula (IV) as described in (2), react to prepare.
(6) compound that has chemical formula (III) can be used the identical condition as described in (1) to prepare from a kind of compound with chemical formula (VI).
(7) have chemical formula (III) compound can by as in (3) the description method by a kind of hydrolysis with ester compound of chemical formula (IIIb), prepare.
(8) there is the compound (G wherein of chemical formula (I)
1sulphur) can be from a kind of compound with chemical formula (I) (G wherein
1oxygen) by for example, preparing with a kind of sulfo-transfering reagent (, Lao Weisen reagent (Lawesson ' s reagent) or thiophosphoric anhydride) processing.
(9) having the compound of chemical formula (VIII) can be from a kind of compound (wherein, A with chemical formula (IX)
1, A
2, A
3and A
4be C-LG or C-H independently of one another, and LG is leavings group, for example a fluorine or chlorine) by for example, reacting to prepare with a kind of nucleophile (a kind of fatty alcohol, sodium cyanide).
(10) there is the compound (A wherein of chemical formula (IIIb)
1, A
2, A
3and A
4as described as the compound for thering is chemical formula (I)) can be from a kind of compound (wherein, A with chemical formula (IIIc)
1, A
2, A
3and A
4be C-LG or C-H independently of one another, and LG is leavings group, for example a fluorine or chlorine) by for example, reacting to prepare with a kind of nucleophile (a kind of fatty alcohol, sodium cyanide).
11) there is the compound (Q wherein of chemical formula (VII)
2as described as the compound for thering is chemical formula (I)) can also with Sodium Nitrite, react by a kind of compound with chemical formula (II), be then prepared by the addition of sodiumazide.Referring to, for example: Diazo Chemistry I:Aromatic and Heteroaromatic Compounds.(" diazonium chemistry I: aromatic series or heterocyclic aromatic compound ") Zollinger, H.(Zuo Linge, H.). (1994) 380 pages, Germany.Press: (VCH, Wei Yin Haimu, Germany) and the reference quoted.
12) (wherein R5 is methyl to have the compound of chemical formula (II), R7 is that perfluor ethyl and R6 are trifluoromethyls) can from a kind of compound (wherein LG is halogen, for example fluorochemical or muriate) with chemical formula (IIa) by with a kind of azide salt (for example sodiumazide) react prepare.
13) compound that alternately, has a chemical formula (NH2Q2) is known or can prepares by method known to persons of ordinary skill in the art.
14) to have chemical formula (VI), (VIII) or compound (IX) be known or can prepare by method known to persons of ordinary skill in the art.
Compound with chemical formula (I) can be used for antagonism and control infecting of insect harmful organism (for example lepidopteran, Diptera, Hemiptera, Thysanoptera, Orthoptera, Dictyoptera, Coleoptera, Siphonaptera, Hymenoptera and Isoptera) and other invertebrates harmful organism (for example, acarid, nematode and mollusk harmful organism).Insect, acarid, nematode and mollusk are generically and collectively referred to as harmful organism hereinafter.But the antagonism of these the application of the invention compounds and the harmful organism of controlling comprise those and agricultural (this term comprises the cultivation of the farm crop of food and fiber product), gardening and herding, pet, forestry and plant-sourced (for example fruit, grain and timber) product and store relevant harmful organism; The harmful organism that those are relevant with the pathophoresis of the infringement of man-made structures and humans and animals; And also comprise public hazards harmful organism (for example fly).
The Pest Species example that can control by the compound with chemical formula (I) comprises: black peach aphid (aphid), cotten aphid (aphid), black bean aphid (aphid), lygus bug belongs to (capsid class), red cotton bug belongs to (capsid class), brown paddy plant hopper (plant hopper), rice green leafhopper (leafhopper), Bemisia spp (stinkbug insects), brown smelly stinkbug belongs to (stinkbug insects), Leptocorisa spp belongs to (smelly stinkbug class), Frankliniella occidentalis (thrips), Thrips (thrips class), colorado potato bug (Colorado colorado potato bug), cotton boll resembles (weevil), the kidney armored scale belongs to (shell insects), wax Aleyrodes (trialeurodes vaporariorum class), Bemisia tabaci (trialeurodes vaporariorum), Pyrausta nubilalis (Hubern). (European corn borer), sea spodoptera (leafworm), Heliothis virescens (tobacco budworm), bollworm (bollworm), Heliothis zea (bollworm), cotton leaf roller (cotton leaf roller), Pieris brassicae (sulphur butterfly), small cabbage moth (small cabbage moth), Agrotis (cutworm class), striped rice borer (snout moth's larva of rice), African migratory locust (locust), Australia pestilence locust (locust), root Galeruca (rootworm class), panonychus ulmi (European red mite), tangerine Panonychus citri (the red mite of oranges and tangerines), T.urticae Koch (Tetranychus urticae), carmine spider mite (carmine spider mite), citrus rust mite (phyllocoptruta oleivora), Polyphagotarsonemus latus Banks (broad mite), short whisker Acarapis (flat mite class), boophilus microplus (ox tick), dog square head tick (U.S.'s dog tick), ctenocephalides felis (cat flea), Liriomyza (Liriomyza), housefly (housefly), Aedes aegypti (mosquito), Anopheles (mosquito class), Culex (mosquito class), Lucilia (blow fly class), Groton bug (cockroach), periplaneta americana (cockroach), oriental cockroach (cockroach), Mastotermitidae (for example, Australia's Cryptotermes), Kalotermitidae (for example, new Cryptotermes), Rhinotermitidae (for example, Workers of Coptotermes formosanus Shiraki, the America reticulitermes flavipe, northern reticulitermes flavipe dwells, U.S. little black reticulitermes flavipe, western U.S. reticulitermes flavipe, and Sang Te reticulitermes flavipe) and the white ants of Termitidae (for example, yellow ball termite), Solenopsis geminata (fiery ant), monomorium pharaonis (little red ant), Damalinia and Linognathus (sting and inhale louse), Meloidogyne (root knot nematode), ball Heterodera and Heterodera (Cyst nematode), Pratylenchidae belongs to (pratylenchus), drill hole line Eimeria (radopholus similes thorne), pulvinulus sword Turbatrix (oranges and tangerines nematode), haemonchus contortus (twisted mawworm), Caenorhabditis elegans (vinegar roundworm), trichostrongylus (gastrointestinal nematode), and reticulate pattern Agriolimax agrestis Linnaeus (slug).
Therefore the invention provides a kind of for antagonism and control insect, acarid, nematode or molluscan method, the method comprises killing insect, kills acarid, nematicide or kill the compound with chemical formula (I) of mollusk significant quantity, or a kind of composition of the compound that comprises chemical formula (I) is administered to harmful organism, the harmful organism place, a kind of plant preferably, or be subject to plant or the plant propagation material that harmful organism is attacked.These compounds with chemical formula (I) are preferably used for resisting insect, acarid or nematode.
For acarid, for example, carmine spider mite, T.urticae Koch, tangerine Panonychus citri, tangerine thorn dermatomere tick, instep line belong to.
For nematode, for example, Meloidogyne incognita, pine wood nematode, aphelenchoides besseyi, soybean cyst nematode Heterodera glycines, Pratylenchidae belong to.
In addition; these compounds can be in order to control the animal harmful organism; particularly insect, spider, worm, nematode and mollusk can run into them in the protection of agricultural, gardening, animal doctor's medicine, forest, gardens and the facility of amusing and diverting oneself, storage products and material and hygiology field.These compounds preferably can be used as plant protection product.They can be effectively for common sensitivity with kind resistance and for all or some etap.
These harmful organisms especially comprise:
From Anoplura (hair Anoplura), for example, Bovicola, Haematopinus, Linognathus, lice belong to, Trichodectes.
From Arachnida, for example: Acarus siro, oranges and tangerines cancer goitre mite, the peronium Eriophyes, the acupuncture Eriophyes, Amblyomma, Argas, Boophilus, short whisker Acarapis, Bryobia praetiosa, Chorioptes, Dermanyssus gallinae, Eotetranychus, goitre mite on pears, true Tetranychus, Eriophyes, half Tarsonemus, Hyalomma, hard tick belongs to, the black widow, Metatetranychus spp., Oligonychus, Ornithodoros, Panonychus citri belongs to, the tangerine rust mite that rues, Polyphagotarsonemus latus Banks, Psoroptes, Rh, Rhizoglyphus, itch mite belongs to, Middle East gold scorpion, narrow instep line mite belongs to, the instep line belongs to, Tetranychus, tomato tiltedly carries on the back aceria.
From Bivalvia, for example, shellfish belongs to decorations.
From the order of chilopoda, for example, DIWUGONG belongs to, common house centipede belongs to.
From Coleoptera, for example, acanthoscelides obtectus, the beak rutelian belongs to, the willow firefly is chrysomelid, click beetle belongs to, the potato melolonthid, the furniture death watch beetle, Genus Anoplophora Hope, flower resembles genus, Anthrenus, Ah gill cockchafer belongs to, Atomaria spp., fur is moth-eaten to be belonged to, dislike the bar bean weevil, bean weevil belongs to, tortoise resembles genus, Cleonus mendicus, wide chest Agriotes spp, collar resembles genus, the brown New Zealand rib wing melolonthid, Curculio, the hidden beak of Yang Gan resembles, khapra beetle belongs to, the root Galeruca, epilachna genus, moth stem weevil, globose spider beetle, black different pawl sugarcane cockchafer, Hylamorpha elegans, the North America house longhorn beetle, alfalfa leaf resembles, the miaow bark beetle belongs to, the large brown hock gill cockchafer of sugarcane, colorado potato bug, rice water weevil, the cylinder beak resembles genus, powder is moth-eaten to be belonged to, pollen beetle, the west melolonthid in May, Migdolus spp., China ink day Bos, Naupactus xanthographus, golden spider beetle, taiwan beetle, saw-toothed grain beetle, black grape ear image, little blue and white cockchafer, the horseradish ape is chrysomelid, Phyllophaga, Japanese beetle, potato resembles genus in Andean, rape golden head flea beetle, Ptinus, dark-coloured ladybug, lesser grain borer, Sitophilus, the point Rhynchophorus, stem resembles genus, Symphyletes spp., tenebrio molitor, Tribolium, the spot khapra beetle belongs to, seed resembles genus, ridge tiger day Bos, apart from ground beetle, belong to.
From Collembola, for example, the arms Onychiurus arcticus.
From Dermaptera, for example, European earwig.
From the order of Diplopoda, for example, thousand-legger (Blaniulus guttulatus).
From Diptera, for example, Aedes, Anopheles, garden march fly, calliphora erythrocephala, Mediterranean Sea Ceratitis spp, Carysomyia, Callitroga, cordylobia anthropophaga, Culex, Cuterebra, the large trypetid of olive, human botfly, Drosophila, Fannia, Gasterophilus, Hylemyia, Hippobosca (Hyppobosca spp.), Hypoderma, Liriomyza, Lucilia, Musca, Bemisia spp, Oestrus, Oscinella frit, lamb's-quarters spring fly, Phorbia, Stomoxys, Gadfly, Tannia spp., European daddy-longlegs, Wohlfahrtia.
From Gastropoda, for example, Arion spp., Planorbis, little Bulinus, wax item Limax, native snail genus, Lymnaea, Katayama, amber spiro spp.
From the worm guiding principle, for example, Ancylostoma duodenale, Ancylostoma ceylonicum, ancylostoma braziliense, Ancylostoma, seemingly draw the ascarid nematode, Ascaris, Wuchereria malayi, Brugia timori, Bunostomum, Chabertia, Clon, Cooperia, Dicrocoelium, dictyocaulus filaria, fish tapeworm, guinea worm, Echinococcus granulosus, Echinococcus multilocularis, pinworm, the sheet fluke belongs to, the blood Trichinella, Heterakis, Diplacanthus nanus, Metastrongylus apri belongs to, African eyeworm, Nematodirus, oesophagostomum, Opisthorchis, Onchocerca caecutiens, Ostertagia, Paragonimus, Schistosoma, Strongyloides fuelleborni, strongyloides intestinalis, the excrement Strongylus, taeniasis bovis, taeniasis suis, Trichinella spiralis, Trichinella nativa, strain Bu Shi Trichinella spiralis, the Na Shi Trichinella spiralis, pseudo-Trichinella spiralis, trichostrongylus, whipworm, wuchereria bancrofti.
It may remove to control protozoon, for example eimeria in addition.
From Heteroptera, for example, squash bug, intending beautiful stinkbug belongs to, chinch bug belongs to soil, pretty fleahopper belongs to, spot leg aculea fleahopper, different back of the body chinch bug belongs to, Cimex, green plant bug, the pepper coried, Dichelops furcatus, the long excellent lace bug of Hou Shi, red cotton bug belongs to, the America stinkbug belongs to, Eurygasterspp belongs to, the angle fleahopper belongs to, Horcias nobilellus, Leptocorisa spp belongs to, leaf beak coried, lygus bug belongs to, the recessed huge section chief stinkbug of tool, Miridae, Bemisia spp, Oebalus spp., Pentatomiddae, side butt stinkbug, the wall stinkbug belongs to, cotton pseudo-spot leg fleahopper, Pseudacysta persea, Rhodnius, the cocoa mirid pentatomid, black stinkbug belongs to, pear crown network pentatomidae, Tibraca spp., Triatoma.
From Homoptera for example without net long tube Aphis, Aeneolamia spp., Aphalaridae, little Lagoa (Aleurodes spp.), sugarcane cave aleyrodid, palpus Aleyrodes (Aleurothrixus spp.), leafhopper belongs to Du fruit, Li Thistle Round tail aphid, the kidney Aspidiotus belongs to, the short aphid of pears, Aphis, the grape leafhopper, the roundlet armored scale belongs to, Aspidiotus belongs to, Alder, the eggplant ditch is without the net aphid, little Aleyrodes, Lee's short-tail aphid, microtubule Aphis (Brachycolus spp.), brevicoryne brassicae, little brown back rice plant hopper, the reddish tone cicadellid, cane powder angle aphid, Cercopidae, lecanium belongs to, strawberry nail aphid, sugarcane yellow snow armored scale, tea green leafhopper, walnut blackspot aphid, dark brown Aspidiotus, the corn leafhopper, the long armored scale of Huo Shi, soft a red-spotted lizard belongs to, the hidden knurl aphid of tea sugarcane, yellow wing leafhopper belongs to (Dalbulus spp.), naked Aleyrodes, slow-witted Psylla spp, white back of the body armored scale belongs to, Doralis spp., carrying out giant coccid belongs to, western rounded tail Aphis, the ash mealybug belongs to, Empoasca flavescens, woolly aphid belongs to, grape leafhopper belongs to, tool two leaf calamity leafhopper (Euscelis bilobatus), coffee ground mealybug, phony disease of peach poison leafhopper, mealy plum aphid, icerya purchasi belongs to, sheet angle leafhopper belongs to, flat beak leafhopper belongs to, small brown rice planthopper, brown ball a red-spotted lizard belongs to (Lecanium spp.), lepidosaphes shimer, radish aphid, the long tube Aphis, fringe froghopper (Mahanarva fimbriolata), kaoliang aphid, Metcalfiella spp., wheat is without the net aphid, the black flat wing spot of edge aphid, Monelliopsis pecanis, tumor aphid genus, the lettuce aphid, rice green leafhopper belongs to, Nilaparvata lugen (brown planthopper), Oncometopia spp., Pu Lailong ancient type of banner hoisted on a featherdecked mast a red-spotted lizard (Orthezia praelonga), red bayberry edge aleyrodid, Paratrioza sinica belongs to, Parlatoria, Pemphigus, the corn plant hopper, Phenacoccus, Yang Ping wing woolly aphid, phorodon aphid, Phylloxera spp, the brown point of sago cycas armored scale, Planococcus, the former giant coccid of pyriform, white mulberry scale, mealybug belongs to, Psylla spp, tiny golden wasp belongs to, Pyrilla spp., the large bamboo hat with a conical crown and broad brim Aspidiotus belongs to, Quesada gigas, flat thorn mealybug belongs to, Rhopalosiphum, black bourch belongs to, Scaphoidestitanus, green bugs, sago cycas thorn Aspidiotus, long clypeus plant hopper belongs to, white backed planthopper, planthopper belongs to (Sogatodes spp.), Fei Sitina shape horned frog (Stictocephala festina), Tenalaphara malayensis, English walnut is deceived aphid, wide chest froghopper belongs to, the sound Aphis, greenhouse whitefly, individual Psylla spp, jassids belongs to, Unaspis, grape phylloxera.
From Hymenoptera for example Diprion, real tenthredinidae, hair ant genus, monomorium pharaonis, Vespa.
From Isopoda, for example, pillworm, comb beach louse, ball pillworm.
From Isoptera, for example, Reticulitermes, odontotermes.
From lepidopteran, for example, the Sang Jian Autographa spp, tired noctuid, Agrotis, cotton leaf ripple noctuid, dry very Noctua, lopper worm, cotton lyonetid, loose looper, the yellow volume of flax moth, cotton brown roll coil of strip pretty young woman, codling moth, winter geometrid moth, straw borer spp, the dragon spruce Choristoneura spp, grape codling moth (Clysia ambiguella), Cnaphalocerus spp., earias insulana, Anagasta kuehniella, brown-tail moth, cutworm belongs to, the dirty Noctua of cutting, greater wax moth, Helicoverpa, Heliothis, brownly knit moth, tea long paper moth, apple ermine moth, greedy Noctua, the thin moth of apple, green fruit winter noctuid, the white grand cutworm of beans, Euproctis, malacosoma neustria, lopper worm, rice hair shin noctuid, oriental armyworm, Oria spp., Oulema oryzae, small noctuid, Pectinophora gossypiella, the tangerine lyonetid, Pieris spp, diamond-back moth, spodoptera, intending the mucus moth belongs to, the soybean noctuid, Pyrausta nubilalis (Hubern)., Spodoptera, Thermesia gemmatalis, the bag rain moth, the curtain rain moth, the green volume moth of oak, the powder Noctua.
From Orthoptera, for example family Xi, the rough Lian in east, Groton bug, Gryllotalpa spp, leucophaea maderae, migratory locusts belong to, deceive locust genus, periplaneta americana, desert locust.
From Siphonaptera, for example, Ceratophyllus, Xanthopsyllacheopis.
From the order of Symphyla, for example, the kahikatea worm.
From Thysanoptera, for example, rice thrips, Enneothrips flavens, flower thrips genus, Heliothrips, greenhouse bar hedge thrips, card Thrips, grape thrips, hard Thrips, Elettaria cardamomum (L.) Maton Taeniothrips spp (Taeniothrips cardamoni), Thrips.
From Thysanura, for example, silverfish.
These plant nematode worms for example comprise eel genus, Aphelenchoides, thorn Turbatrix, Bursaphelenchus, lepisphere stem Ditylenchus dipsaci, ball Heterodera, spiral-line Eimeria, Heterodera, minute hand Turbatrix, Meloidogyne, Pratylenchidae genus, radopholus similes thorne, shallow bid spin line Eimeria, burr Turbatrix, Tylenchorhynchus, pulvinulus sword Turbatrix, partly puncture nematode, Xiphinema.
In addition, in animal doctor's field of medicaments, these novel compounds of the present invention can be effectively in order to resist the parasitic harmful organism (endoparasite and vermin) of different harmful animals, for example, insect and worm.
The example of the parasitic harmful organism of this class animal comprises harmful organism described below.
The example of insect comprises Gasterophilus, Stomoxys, Trichodectes, Rhodnius, ctenocephalides canis, bed bug, ctenocephalides felis, lucilia cuprina etc.
The example of acarid comprises that Ornithodoros, hard tick belong to, Boophilus, etc.
In veterinary applications, for example, in animal doctor's field of medicaments, these active compounds according to the present invention are effectively to resist zooparasite, specifically endoparasite or vermin.
The term endoparasite specifically comprises worm, for example tapeworm, nematode or fluke, and protozoon, for example Coccidia.
Vermin is arthropods typically and preferably, and specifically insect being such as fly (sting and lick), parasitic fly larva, lice, hair lice, bird lice, flea and analogue; Or mite (acarids), tick for example, for example hard tick or soft ticks, or mite (mites), for example itch mite, harvest mite, bird mite and analogue.
These parasites comprise:
From Anoplura, for example Haematopinus, Linognathus, lice genus, Pthirus, blind lice belong to, specific examples is: sour jujube jaw lice, Linognathus vituli, sheep jaw lice, avette jaw lice (Linognathus oviformis), sufficient jaw lice, goat jaw lice, giant's haematopinus asina, haematopinus eurysternus, haematopinus suis, pediculus humanus capitis, pediculus humanus corporis, grape phylloxera, crab louse, solenoptes capillatus, for example, from Mallophaga and Amblycera and thin angle suborder, hair Trichodectes, Menopon, huge Trichodectes, Bovicola, Werneckiella spp., Lepikentron spp., Damalinia, Trichodectes, Felicola, specific examples is: ox hair lice, wool lice, tool limit ox poultry louse (Bovicola limbata), Damalinia bovis, Trichodectes latus, shovel are kissed cat poultry louse (Felicola subrostratus), goathair lice, Lepikentron ovis, are stung lice, from Diptera and Nemocera and Brachycera, Aedes for example, Anopheles, Culex, Simulium, Eusimulium, owl midge, Lutzomyia, Bitting midge, Chrysops, Odagmia spp., Wilhelmia spp., Hybomitra, Atylotus, Gadfly, Chrysozona, Philipomyia spp., the honeybee Hippobosca, Musca, Hydrotaea, Genus Stomoxys, Haematobia, fly does not belong to, Fannia, Glossina, Calliphora, Lucilia, Carysomyia, Wohlfahrtia, Sarcophaga, Oestrus, Hypoderma, Gasterophilus, Hippobosca, Lipoptena, Melophagus, Rhinoestrus, large uranotaenia, specific examples is: Aedes aegypti, Aedes aegypti albopicta(Stegomyia albopicta) (Aedes albopictus), aedes taeniorhynchus, the anopheles costalis, anopheles maculipennis, calliphora erythrocephala, great number fiber crops horsefly, five band culex pipiens pollens, northern house, culex tarsalis, anthomyia canicularis, flesh fly, tatukira, the Europe daddy-longlegs, lucilia cuprina, lucilia sericata, Simulium reptans, quiet food sand fly, phlebotomus lognipes, magnificent short buffalo gnat, horse hair dimension buffalo gnat, reddish tone is detested buffalo gnat, many sound horsefly, the noctuid horsefly, tabanus atratus, volume horsefly (Tabanus sudeticus), Gooch knurl horsefly, chrysops cecutiens, chrysops relictus, great number fiber crops horsefly, Italy numb horsefly (Haematopota italica), face fly, housefly, horn fly, the buffalo fly, the thorn Haematobia irritans, stimulate tooth thigh fly (Hydrotaea irritans), hickie tooth thigh fly, yellowish green golden fly (Chrysomya chloropyga), maggot disease gold fly, Oestrus ovis, bomb fly, heel fly, the goat gadfly, human botfly, the sheep hippoboscid, Ka Shi sheep hippoboscid (Lipoptena capreoli), deer sheep hippoboscid (Lipoptena cervi), variegated hippoboscid (Hippobosca variegata), the horse louse fly, Gasterophilus intestinalis, Gasterophilus haemorrhoidalis, naked joint stomach fly, gasterophilus nasalis, black angle stomach fly, gastrophilus pecorum, the honeybee hippoboscid, from Siphonaptera, for example flea genus, Ct, Dermatophilus, objective flea belong to, Ceratophyllus, specific examples is: ctenocephalides canis, ctenocephalides felis, Pulex irritans, chigo, Xanthopsyllacheopis, from Heteroptera, for example, Cimex, cone nose Eimeria genus, Rhodnius, Triatoma.
From Blattodea, for example rough Lian in east, periplaneta americana, Groton bug, Supella (for example brown Tapes Lian);
From Acari (mite section) and rear valve order and Mesostigmata, for example Argas, Ornithodoros, Otiobius, hard tick belong to (Ixodes spp.), Amblyomma, Rh (Boophilus), Dermacentor, Haemaphysalis, Hyalomma, Dermanyssus, Rh (the original genus of many hosts tick), Ornithonyssus, Pneumonyssus, thorn profit mite genus, Pneumonyssus, Sternostoma, Varroa, honeybee shield mite genus, specific examples is: adobe tick, argas reflexus, tampan tick, ear-piercing flat lice, small fan head tick (boophilus microplus), colour killing fan head tick (boophilus decoloratus), tool ring fan head tick (Boophilus annulatus), square fan head tick (square ox tick is arranged) is arranged, hyalomma anatolicum, Hyalomma aegypticum, edge glass eye tick, Ht, rhipicephalus evertsi, castor bean tick, ixodes hexagonus, ixodes canisuga, ixodes pilosus, ixodes rubicundus, ixodes scapularis, ixodes holocyclus, haemaphysalis conicinna, haemaphysalis punctata, bright red blood tick, mouse ear blood tick, haemaphysalis leachi, haemaphysalis longicornis, dermacentor marginatus, dermacentor reticulatus, the decoration Dermacentor, dermacetor albipictus, An Dexunshi removes from office tick, Dermacentor variabilis, Mauritius's glass eye tick, brown dog tick, rhinpicephalus bursa, Rhipicephalus appendicularis, rhinpicephalus capensis, R.turanicus, Zambia's fan head tick, amblyomma americanum, amblyomma variegatum, amblyomma maculatum, amblyomma hebraeum, amblyomma cajennense, Dermanyssus gallinae, liponyssus bursa, ornithonyssus sylviarum, varoa mite, from axle Acarina (front valve suborder) and flour mite order (Astigmata), for example mite genus, wing mite genus, Psoroptes, Chorioptes, ear itch mite genus, itch mite genus, Notoedres, Knemidokoptes, Cytoleichus, Laminosioptes under honeybee shield mite genus, Ji chela genus, Ornithocheyletia, Myobia, Psorergates, Demodex, Trombidium, yak mite genus, Tyroglyphus, Tyrophagus, Caloglyphus, neck, specific examples is: cheyletiella yasguri, cheyletiella blakei, demodex canis, the ox demodicid mite, the sheep demodicid mite, Demodex caprae, demodex equi, the horse demodicid mite, the pig demodicid mite, tetranychus autumnalis, Di Sa get Rui Xin trombiculid (Neotrombicula desaleri), Neoschongastia xerothermobia, bete rouge, dog ear mite, notoedres cati, sarcoptes canis, Sarcoptes bovis, Sarcoptes ovis, goat itch mite (S.caprae), sarcoptes equi, Sarcoptes suis, psoroptes communis, psoroptes cuniculi, psoroptes equi, psoroptes bovis, the sheep itch mite, Pneumonyssoidic mange, dog nose sarcoptic mite, Wu Shi honeybee tarsonemid mite.
These active compounds according to the present invention also are suitable for controlling arthropods, worm and the protozoon of invasion and attack animal.
Animal comprises that agriculture livestock is for example as ox, sheep, goat, horse, pig, donkey, camel, buffalo, rabbit, chicken, turkey, duck, goose, cultivation fish, honeybee.
For example, and animal comprises domestic animal-also refer to pet-as dog, cat, cage bird, aquarium fish and is known as those of experimental animal, for example, as hamster, cavy, rat and mouse.
By controlling these arthropodss, worm and/or protozoon, be intended to reduce health dead and raising performance (at aspects such as meat, breast, wool, rawhide, egg, honey) and host animal, make like this by the use according to these active compounds of the present invention and make more economical with simpler animal, looking after and become possibility.
For example, hope is prevent or stop these parasites from these host's draw blood.
Also have, control the propagation that these parasites can help the infection prevention source.
As used about veterinary applications at this, term " control " refers to that these active compounds will be subject to the incidence of the corresponding parasitic worm of a kind of animal body surface that this class parasite infects effectively to be reduced to harmless level.
More specifically, as used herein, " control " refer to these active compounds killing the corresponding parasitic worm, the proliferation that suppresses its growth or suppress it is effective.Usually, when the processing for animal, these active compounds according to the present invention can directly be used.
Preferably, they are to use as medicinal compositions, and these pharmaceutical compositions can comprise the auxiliary agent of knowing in pharmaceutically acceptable vehicle and/or this area.
In veterinary applications with aspect animal looks after, these active compounds in known manner (by with for example tablet, capsule, drink, gavage, administration in granule, paste, bolus, feed-in method (feed-through method), suppository form intestines; Pass through administered parenterally, for example as by injection (comprising intramuscular, subcutaneous, intravenously, intraperitoneal etc.), implant, pass through nasal application, by with for example shower or dipping, spray, topple over and be stained with form and for example, the dermal administration under the help that comprises the formed article of active compound (, collars, ear tag, tail tag, limbs band, halter rope, manufacturing installation and analogue) of dripping (spotting-on), a washing, dusting) applied (for example administration).
These active compounds can be configured to shampoo or for example, in aerosol, non pressurized sprinkling (the pump formula is sprayed and atomized spray) available suitable preparation.
When for livestock, poultry, domestic animal etc., these active compounds according to the present invention can be used as preparation (for example pulvis, wettable powder [" WP "], emulsion, emulsifiable concentrate [" EC "], fluid, homogeneous solution and suspension-concentrates [" SC "], they by weight directly or after dilution (for example 100 to 10000 times of dilutions) comprise by weight the active compound of from 1% to 80% amount), or use as a kind of chemical bath.
When veterinary applications is used, according to these active compounds of the present invention, can be used in combination with suitable synergistic agent or other active compounds (for example, as acarus-killing, insecticide, anthelmintic, antiprotozoal).
In the present invention, a kind of material had for the insecticidal action of harmful organism (comprising all these harmful organisms) is called a kind of sterilant.
When a kind of active compound of the present invention is used as a kind of sterilant, it can prepare with normal compound product form.
The preparation that the example of preparation form comprises natural and synthetic materials that solution, emulsion, wettable powder, the dispersible particle of water, suspension, pulvis, foam, paste, tablet, granule, aerosol, active compound infiltrates, microcapsule, kind clothing (seed coating) agent, use together with a kind of combustion unit (for example, stifling and sootiness cartridge case, tank, coil pipe or as the analogue of combustion unit), the cold mist of ULV(, warm fog), etc.
These preparations can be produced by known several different methods itself.
For example, a kind of preparation can be by by this active compound and a kind of developping agent (developer) (that is, a kind of liquid diluent or carrier; A kind of diluent for gases of liquefaction or carrier; A kind of solid diluent or carrier), and optionally with a kind of tensio-active agent (that is, a kind of emulsifying agent and/or dispersion agent and/or whipping agent), mix and produce.
In the situation that water is used as developping agent, for example can also a kind of organic solvent is molten as a kind of auxiliary agent.
The example of this liquid diluent or carrier comprises that aromatic hydrocarbons (for example, dimethylbenzene, toluene, alkylnaphthalene and analogue thereof), chlorinated aromatics or chlorinated aliphatic (chlorobenzene for example, ethylene chloride, methylene dichloride), aliphatic hydrocarbon (for example hexanaphthene), paraffin (for example mineral oil fractions), alcohol (butanols for example, ethylene glycol and their ether, ester and analogue), ketone (acetone for example, methyl ethyl ketone, hexone, pimelinketone and analogue), intensive polar solvent (dimethyl formamide for example, methyl-sulphoxide and analogue), water and analogue.The diluent for gases of this liquefaction or carrier can be under standard temperature and standard pressure, to be those of gaseous state, and for example aerosol propellant is such as butane, propane, nitrogen, carbonic acid gas and halohydrocarbon.The example of this solid diluent comprise pulverizing natural mineral matter (for example kaolin, clay, talcum, chalk, quartz, attapulgite, montmorillonite, diatomite, and analogue), synthetic mineral matter (for example silicic acid of high dispersing, aluminum oxide, silicate and analogue) and the analogue of pulverizing.Comprise pulverizing and rock (for example calcite, marble, float stone, sepiolite, rhombspar and analogue) screening, synthetic inorganic and organic dust particle, fine granular (for example sawdust, coconut husk, corn cob, tobacco rods and analogue) and the analogue of organic materials for the example of the solid carrier of granule.The example of this emulsifying agent and/or whipping agent [for example comprises nonionic and anionic emulsifier, polyoxyethylene fatty acid esters, polyoxyethylene fatty acid alcohol ether (for example alkaryl polyglycol ether), alkylsulfonate, alkyl-sulphate, arylsulphonate and analogue], the albumin hydrolyzate, and analogue.The example of this dispersion agent comprises xylogen sulfite waste liquor and methylcellulose gum.
Fixing agent also can be used in these preparations (pulvis, granule, emulsion), and the example of this fixing agent comprises carboxymethyl cellulose, natural or synthetic polymkeric substance (for example Sudan Gum-arabic, polyvinyl alcohol, polyvinyl acetate, and analogue) and analogue.Also can use tinting material, and the example of these tinting materials comprises mineral dye (for example ferric oxide, titanium oxide, general Shandong soil indigo plant and analogue), organic dye (such as alizarine dyestuff, azoic dyestuff or metal phthalocyanine dyestuff) and additionally, and trace element is such as the salt of iron, manganese, boron, copper, cobalt, molybdenum and zinc.These preparations can comprise scope generally by weight from 0.1% to 95%(and preferably by weight 0.5% to 90%) this active substance of amount.According to compound of the present invention can also as with other active substances (for example, insecticide, poison bait, bactericide, acarus-killing, nematocides, mycocide, growth regulator, weedicide and analogue) mixture, with their commercial useful preparation forms and exist with the administration form prepared from those preparations.
According to the content of the compound with a kind of commercial useful administration form of the present invention, can in a broad range, change.
According to active compound of the present invention concentration in actual use can be for example by weight in 0.0000001% to 100% scope, and preferably by weight in 0.00001% to 1% scope.
According to these compounds of the present invention, can use by the ordinary method that is suitable for this type of service.
Active compound of the present invention, when using for health harmful organism and the harmful organism relevant to stored prod, has for the effective stability of the alkali on lime material, and demonstrate excellent residual effect in timber and soil.Compound of the present invention for example, has favourable characteristic for the control of amount of application, remaining preparation, selectivity, toxicity, production method, high reactivity, wide control spectrum, security, resistance biological (harmful organism that organophosphorus reagent and/or carbamate reagent is had to resistance).
Other embodiment of the present invention is as described below.
Compound with chemical formula (I) can be used for antagonism and control infecting of insect harmful organism (for example lepidopteran, Diptera, Hemiptera, Thysanoptera, Orthoptera, Dictyoptera, Coleoptera, Siphonaptera, Hymenoptera and Isoptera) and other invertebrates harmful organism (for example, acarid, nematode and mollusk harmful organism).Insect, acarid, nematode and mollusk are generically and collectively referred to as harmful organism hereinafter.But the antagonism of these the application of the invention compounds and the harmful organism of controlling comprise those and agricultural (this term comprises the cultivation of the farm crop of food and fiber product), gardening and herding, pet, forestry and plant-sourced (for example fruit, grain and timber) product and store relevant harmful organism; The harmful organism that those are relevant with the pathophoresis of the infringement of man-made structures and humans and animals; And public hazards harmful organism (for example fly).
Compound of the present invention can be used for for example lawn, and ornamental plant is flowers, shrub, broadleaf tree or evergreen plant for example, as conifer, and the trees injection, pest management etc.
These compounds of the present invention can be for controlling animal household harmful organism, comprise: ant, bedbug (adult), honeybee, beetle, the Acer negundum stinkbug, the bamboo honeybee, khapra beetle, centipede, tobacco, beetle, Bryobia praetiosa, cockroach, confused flour beetle, cricket, Qu Sou, the family silverfish, flea, the fly class, lesser grain borer, thousand-legger, mosquito, red flour beetle, rice weevil, saw-toothed grain beetle, moth, the comb beach louse, spider, termite, tick, wasp, cockroach, cricket, the fly class, little beetle (is for example intended ground beetle, dermestes maculatus and bury first), the mosquito class, Pillbug, scorpion, spider, red spider (two spot red spiders, the dragon spruce red spider), tick.
These compounds of the present invention can, in order to control the ornamental plant harmful organism, comprise: ant (comprising the outer red fire ant of drawing), mythimna separata, the rhododendron caterpillar, aphid, bagworm, black vine weevil (adult), the Acer negundum stinkbug, heart-eating worm, California oak worm, looper, cockroach, cricket, cutworm, eastern tent caterpillar, the leaf of elm tree beetle, the Europe sawfly, fall webworms, flea beetle, forest tent caterpillar, Lymantria dispar larvae, Japanese beetle (adult), beetle in June (adult), lace bug, food leaf caterpillar, leafhopper, leaf miner (adult), leaf rollers, skele tonizer, midge, mosquito, the Folium seu Cortex Nerii moth larvae, Pillbug, pine saw cutting edge of a knife or a sword, blastophagus piniperda, pine tree tip fruit moth class, fleahopper, root is chrysomelid, the saw cutting edge of a knife or a sword, scale insect (reptile), spider, froghopper, the speckle beetle, speckle oak worm, thrips, tip fruit moth, the clump moth larvae, wasp, the thin mite of tea, brown lecanium, California red scale (reptile), Bryobia praetiosa, mealybug, pine needle scale insect (reptile), red spider, aleyrodid.
These compounds of the present invention can be in order to control the turf harmful organism, comprise: ant (comprising the outer red fire ant of drawing), mythimna separata, centipede, cricket, cutworm, Qu Sou, flea (adult), grasshopper, Japanese beetle (adult), thousand-legger, mite, mosquito (adult), Pillbug, loxostege sticticalis, the tide worm, tick (comprising the kind of propagating Lyme disease (Lyme disease)), the annual bluegrass grain weevil, turfgrass dark fund tortoise (adult), trombiculid, flea (adult), grub (inhibition), Hyperodes weevils(adult), mole cricket (nymph and young adult), mole cricket (ripe adult), China bug.
The Pest Species example that can control by the compound with chemical formula (I) comprises: black peach aphid (aphid), cotten aphid (aphid), black bean aphid (aphid), lygus bug belongs to (capsid class), red cotton bug belongs to (capsid class), brown paddy plant hopper (plant hopper), rice green leafhopper (leafhopper), Bemisia spp (stinkbug insects), brown smelly stinkbug belongs to (stinkbug insects), Leptocorisa spp belongs to (smelly stinkbug class), Frankliniella occidentalis (thrips), Thrips (thrips class), colorado potato bug (Colorado colorado potato bug), cotton boll resembles (weevil), the kidney armored scale belongs to (shell insects), wax Aleyrodes (trialeurodes vaporariorum class), Bemisia tabaci (trialeurodes vaporariorum), Pyrausta nubilalis (Hubern). (European corn borer), sea spodoptera (leafworm), Heliothis virescens (tobacco budworm), bollworm (bollworm), Heliothis zea (bollworm), cotton leaf roller (cotton leaf roller), Pieris brassicae (sulphur butterfly), small cabbage moth (small cabbage moth), Agrotis (cutworm class), striped rice borer (snout moth's larva of rice), African migratory locust (locust), Australia pestilence locust (locust), root Galeruca (rootworm class), panonychus ulmi (European red mite), tangerine Panonychus citri (the red mite of oranges and tangerines), T.urticae Koch (Tetranychus urticae), carmine spider mite (carmine spider mite), citrus rust mite (phyllocoptruta oleivora), Polyphagotarsonemus latus Banks (broad mite), short whisker Acarapis (flat mite class), boophilus microplus (ox tick), dog square head tick (U.S.'s dog tick), ctenocephalides felis (cat flea), Liriomyza (Liriomyza), housefly (housefly), Aedes aegypti (mosquito), Anopheles (mosquito class), Culex (mosquito class), Lucilia (blow fly class), Groton bug (cockroach), periplaneta americana (cockroach), oriental cockroach (cockroach), Mastotermitidae (for example, Australia's Cryptotermes), Kalotermitidae (for example, new Cryptotermes), Rhinotermitidae (for example, Workers of Coptotermes formosanus Shiraki, the America reticulitermes flavipe, northern reticulitermes flavipe dwells, U.S. little black reticulitermes flavipe, western U.S. reticulitermes flavipe, and Sang Te reticulitermes flavipe) and the white ants of Termitidae (for example, yellow ball termite), Solenopsis geminata (fiery ant), monomorium pharaonis (little red ant), Damalinia and Linognathus (sting and inhale louse), Meloidogyne (root knot nematode), ball Heterodera and Heterodera (Cyst nematode), Pratylenchidae belongs to (pratylenchus), drill hole line Eimeria (radopholus similes thorne), pulvinulus sword Turbatrix (oranges and tangerines nematode), haemonchus contortus (twisted mawworm), Caenorhabditis elegans (vinegar roundworm), trichostrongylus (gastrointestinal nematode), and reticulate pattern Agriolimax agrestis Linnaeus (slug).
These compounds of the present invention can be controlled for the harmful organism to different plants, comprise soybean (for example 10g/ha-70g/ha) in some cases, corn (for example 10g/ha-70g/ha) in some cases, sugarcane (for example 20g/ha-200g/ha) in some cases, clover (for example 10g/ha-70g/ha) in some cases, rape (for example 10g/ha-50g/ha) in some cases, rape (for example Corolla (canola)) (for example 20g/ha-70g/ha) in some cases, potato (comprising sweet potato) (for example 10g/ha-70g/ha) in some cases, cotton (for example 10g/ha-70g/ha) in some cases, paddy rice (for example 10g/ha-70g/ha) in some cases, coffee (for example 30g/ha-150g/ha) in some cases, Citrus (for example 60g/ha-200g/ha) in some cases, almond (for example 40g/ha-180g/ha) in some cases, fruit type vegetables (tomato for example, pepper, chilly, eggplant, cucumber, pumpkin, Deng) (for example 10g/ha-80g/ha) in some cases, tea (for example 20g/ha-150g/ha) in some cases, bulb vegetable (onion for example, fragrant-flowered garlic etc.) (for example 30g/ha-90g/ha) in some cases, grape (for example 30g/ha-180g/ha) in some cases, the operatic circle (apple for example, pears etc.) (for example 30g/ha-180g/ha) in some cases and drupe (pears for example, plum etc.) (for example 30g/ha-180g/ha) in some cases.
These compounds of the present invention can be for soybean to control, for example, South America maize seedling phycitid, Argentina pocket worm, South America is chrysomelid, soybean stem resembles, Formicidae, black cutworm, Julus ssp., Anticarsia, Megascelis ssp., potato resembles genus in Andean, Gryllotalpidae, the green stinkbug in south, the wall stinkbug belongs to, Bemisia spp, Neomegalotomus spp., the Kidney bean jade-like stone is chrysomelid, Japanese beetle, Edessa spp., Liogenys fuscus, Euchistus heros, common moth stem noctuid, Scaptocoris castanea, Phyllophaga, the soybean noctuid, Spodoptera, Bemisia tabaci, lacking grand click beetle belongs to.These compounds of the present invention are preferably used for soybean, and to control, Argentinian pocket worm, chrysomelid, the southern green stinkbug in South America, wall stinkbug genus, Bemisia spp, Kidney bean jade-like stone are chrysomelid, Japanese beetle, Euchistus heros, Phyllophaga, lack grand click beetle and belong to.
These compounds of the present invention can be for corn with control example as Euchistus heros, Dichelops furcatus, Argentina pocket worm, South America maize seedling phycitid, noctuid is coveted on meadow, the green stinkbug in south, the Kidney bean jade-like stone is chrysomelid, Japanese beetle, black cutworm, South America is chrysomelid, Heteroptera, potato resembles genus in Andean, Scaptocoris castanea, Formicidae, Julus ssp., maize wing leafhopper, the Zea mays root firefly is chrysomelid, South America hair shin noctuid, Bemisia tabaci, Heliothis, Tetranychus, Thrips, Phyllophaga, scaptocoris spp., Liogenys fuscus, Spodoptera, Pyrausta nubilalis (Hubern). belongs to, moth stem Noctua, lacking grand click beetle belongs to.These compounds of the present invention are preferably used for corn, and to control, Euchistus heros, Dichelops furcatus, Argentinian pocket worm, southern green stinkbug, Kidney bean jade-like stone are chrysomelid, Japanese beetle, South America is chrysomelid, the Zea mays root firefly is chrysomelid, Tetranychus, Thrips, Phyllophaga, scaptocoris spp., lack grand click beetle and belong to.
These compounds of the present invention can belong to as, sharp Rhynchophorus, termite, froghopper with control example for sugarcane.These compounds of the present invention are preferably used for sugarcane to control termite, froghopper genus.
These compounds of the present invention can for clover with control example as, worm weevil, alfalfa leaf resemble, line soya bean white butterfly, Collops spp., Suo Lana smaller green leaf hopper (Empoasca solana), phyllotreta, large eye chinch bug genus, lygus hesperus, U.S. tarnished plant bug, film wing horned frog genus, Spodoptera, cabbage looper.These compounds of the present invention are preferably used for that clover resembles to control worm weevil, alfalfa leaf, Suo Lana smaller green leaf hopper, phyllotreta, large eye chinch bug genus, U.S. tarnished plant bug, cabbage looper.
These compounds of the present invention can be for rape to control, for example, diamond-back moth, Pieris spp, lopper worm genus, plussid genus, cabbage looper, Phyllotreta, Spodoptera, Suo Lana smaller green leaf hopper, Thrips, Spodoptera, Delia.These compounds of the present invention are preferably used for rape to control small cabbage moth, Pier, plussid genus, cabbage looper, Phyllotreta, Thrips.
These compounds of the present invention can for rape (for example Corolla) with control example as, nitidulid genus, Chinese cabbage weevil, rape flea phyllotreta.
These compounds of the present invention can be for potato (comprising sweet potato) with control example as, Empoasca flavescens, colorado potato beetles belong to, South America is chrysomelid, eggplant gelechiid genuss, Paratrioza sinica genuss, agate thin,tough silk cockchafer, scarce grand click beetle genus.These compounds of the present invention are preferably used for that potato (comprising sweet potato) belongs to control Empoasca flavescens, colorado potato beetles, South America is chrysomelid, the eggplant gelechiid belongs to, Paratrioza sinica belongs to, lack grand click beetle belongs to.
Compound of the present invention can be for cotton to control, for example, Mexico's cotton boll resembles, Pectinophora spp, Heliothis, Spodoptera, Tetranychus, Empoasca flavescens, Thrips, Bemisia tabaci, lygus bug genus, Phyllophaga, Scaptocoris spp..These compounds of the present invention are preferably used for cotton, and to control, Mexico's cotton boll resembles, Tetranychus, Empoasca flavescens, Thrips, lygus bug genus, Phyllophaga, Scaptocoris spp..
Compound of the present invention can be for paddy rice to control, and for example, Leptocorisa spp genus, Cnaphalocrocis spp genus, straw borer spp, white standing grain snout moth's larva belong to, rice water resembles genus, America rice stinkbug.These compounds of the present invention are preferably used for paddy rice, and to control, Leptocorisa spp belongs to, rice water resembles genus, America rice stinkbug.
Compound of the present invention can be for coffee with control example as coffee berryborer, coffee leafminer, Tetranychus.Compound of the present invention is preferably used for coffee to control coffee berryborer, coffee leafminer.
Compound of the present invention can be for Citrus to control, and for example, rue rust mite, short whisker Acarapis, oranges and tangerines wood louse, hard Thrips, Thrips, Unaspis, Mediterranean Sea Ceratitis spp, leaf lyonetid belongs to for tangerine Panonychus citri, tangerine.Compound of the present invention is preferably used for Citrus and belongs to control rue rust mite, short whisker Acarapis, oranges and tangerines wood louse, hard Thrips, Thrips, leaf lyonetid of tangerine Panonychus citri, tangerine.
Compound of the present invention can be for almond to control, for example, and navel orange snout moth, Tetranychus.
Compound of the present invention can comprise tomato for fruit type vegetables, pepper, capsicum, eggplant, cucumber, pumpkins etc. are to control Thrips, Tetranychus, many food Tarsonemus, the peronium Eriophyes, Empoasca flavescens, Spodoptera, Heliothis, Liriomyza brponiae, Liriomyza, Bemisia tabaci, Aleyrodes, Paratrioza spp., Frankliniella occidentalis, flower thrips belongs to, flower resembles genus, Phyllotreta, leafhopper belongs to Du fruit, epilachna genus, Halyomorpha spp., hard Thrips, the wild snout moth's larva of white wing belongs to, Neoleucinodes spp..Compound of the present invention be preferably used for fruit type vegetables comprise tomato, pepper, capsicum, eggplant, cucumber, pumpkin etc. with control example as Thrips, Tetranychus, Polyphagotarsonemus spp., peronium Eriophyes, Empoasca flavescens, Spodoptera, Heliothis, Liriomyza brponiae, Liriomyza, Paratrioza sinica genus, Frankliniella occidentalis, flower thrips belong to, Du fruit leafhopper belongs to, hard Thrips, the wild snout moth's larva of white wing belong to, the wild snout moth's larva of new white wing belongs to.
Compound of the present invention can be for tea to control, for example, and white armored scale genus, Empoasca flavescens, hard Thrips, the thin moth of tea.These compounds of the present invention are preferably used for tea to control Empoasca flavescens, hard Thrips.
Compound of the present invention can be for bulb vegetable (comprising onion, fragrant-flowered garlic etc.) to control, for example, and Thrips, Spodoptera, Heliothis.Compound of the present invention is preferably used for bulb vegetable (comprising onion, fragrant-flowered garlic etc.) to control Thrips.
Compound of the present invention can be for grape to control, and for example, tetranychid, grape leafhopper, Scaphoides spp. begin Empoasca flavescens, flower wing steinernema genus, flower thrips genus, Thrips, Tetranychus, grape thrips, Wei.Compound of the present invention is preferably used for grape to control flower thrips genus, Thrips, Tetranychus, grape thrips, Scaphoides spp..
Compound of the present invention can be for the operatic circle (comprising apple, pears etc.) to control, for example, and noise made in coughing or vomiting Psylla spp, Psylla spp, panonychus ulmi, carpocapsa pononella.Compound of the present invention is preferably used for the operatic circle (comprising apple, pears etc.) to control noise made in coughing or vomiting Psylla spp, Psylla spp, panonychus ulmi.
Compound of the present invention can be for drupe to control, and for example, oriental fruit months, hard Thrips, Thrips, flower thrips belong to, Tetranychus.Compound of the present invention is preferably used for drupe to control hard Thrips, Thrips, flower thrips genus, Tetranychus.Therefore, the invention provides a kind ofly for example, for antagonism and/or control the method for animal harmful organism (a kind of invertebrates harmful organism), the method comprises to the place of this harmful organism, this harmful organism or is subject to the plant that harmful organism attacks uses a kind of compound with chemical formula (I) that kills the harmful organism significant quantity.Particularly, the invention provides a kind of for antagonism and/or control insect, acarid, nematode or molluscan method, the method comprises killing insect, kills acarid, nematicide or kill a kind of compound with chemical formula (I) of mollusk significant quantity, or have chemical formula the composition of compound of (I) is administered to harmful organism a kind of comprising, the harmful organism place, a kind of plant preferably, or being subject to the plant that harmful organism is attacked, these compounds with chemical formula (I) are preferably used for for insect, acarid or nematode.Term " plant " comprises seedling, shrub and trees as used herein.Crop should be understood to also comprise and be endowed for example, those crops to weedicide or classes of herbicides (ALS-, GS-, EPSPS-, PPO-and HPPD-inhibitor) tolerance by conventional breeding or by engineered method.Having given its for example, example to the crop of the tolerance of imidazolone (, imazamox) by conventional breeding method is
rape in summer (Corolla).The example be endowed the crop of the tolerance of weedicide by gene engineering method comprises glyphosate and careless fourth phosphine resistance corn variety, and these corn varieties exist
with
under trade name, be commercially available.
Crop will also be understood that as being to be endowed those of the resistance of harmful insect by gene engineering method, for example Bt corn (anti-European corn borer), Bt cotton (anti-cotton anthonomus grandis) and also have Bt potato (anti-Colorado beetle).The example of Bt corn is
bt176 corn hybridization body (first just reaching seeds company).Including one or more coded insect-killing agent resistances with the example of the transgenic plant of the gene of expressing one or more toxin is
(corn),
(corn),
(cotton),
(cotton),
(potato),
with
its plant crop or seed material can be all antiweed and be anti-insect ingest (" stack " transgene result) simultaneously.For example, seed can be glyphosate tolerant in the ability with the Cry3 albumen of expressing desinsection simultaneously.
Crop for example will also be understood that, as being obtain and comprise so-called output type (output) proterties (improved storage capacity, higher nutritive value and improved fragrance) by conventional breeding method or genetically engineered.
For the compound that will have chemical formula (I) is applied to harmful organism, harmful organism place as insecticide, acarus-killing, nematocides or invertebrate poison or is subject to the plant that harmful organism attacks, the compound that usually will have chemical formula (I) is mixed with a kind of composition, and said composition comprises a kind of suitable inert diluent or carrier and a kind of tensio-active agent (SFA) optionally except the compound with chemical formula (I).SFA is can for example, for example, by reducing interfacial tension and causing thus other characteristics (, dispersion, emulsification and wetting) to change and change the chemical of the characteristic at interface (, liquid/solid, liquid/air or liquid/liquid interface).Preferably, all compositions (solid and liquid formulations both) comprise by weight 0.0001% to 95%, more preferably 1% to 85%, and 5% to 60% the compound with chemical formula (I) for example.Said composition is used to control harmful organism generally, makes like this have chemical formula compound of (I) with from 0.1g to 10kg/ hectare, preferably from 1g to 6kg/ hectare, more preferably from the ratio of 1g to 1kg/ hectare, uses.
When using in a kind of seed dressing, the compound with chemical formula (I) is generally with every kilogram of seed 0.0001g to 10g(for example 0.001g or 0.05g), 0.005g to 10g preferably, more preferably the ratio of 0.005g to 4g is used.
In yet another aspect, the invention provides a kind of composition that comprises the compound with chemical formula (I) that kills the harmful organism significant quantity, specifically a kind of insecticidal, kill acarid, nematicide or kill molluscan composition, said composition comprise a kind of insecticidal, kill acarid, nematicide or kill the compound with chemical formula (I) and its a kind of suitable carrier or the thinner of molluscan significant quantity.Said composition preferably a kind of insecticidal, kill acarid, nematicide or kill molluscan composition.
These compositions can be selected from multiple preparation type, but comprise dirt pulvis (DP), soluble powder (SP), water-soluble granular formulation (SG), water-dispersible granular material agent (WG), wettable powder (WP), granule (GR) (slowly or release soon), solubility concentrates thing (SL), oil miscible liquid (OL), ultralow volume of liquid (UL), emulsifiable concentrate (EC), dispersible enriched material (DC), emulsion (oil-in-water (EW) and water-in-oil (EO) both), microemulsion (ME), suspension-concentrates (SC), aerosol, mist/cigarette preparation, capsule suspension liquid (CS) and seed treatment preparation.Physics, chemistry and biological characteristics that under any circumstance selected preparation type will depend on contemplated specific purposes and have the compound of chemical formula (I).
But a kind of compound that the pulvis of dirt (DP) can be by will have chemical formula (I) and one or more solid diluents (for example, natural clay, kaolin, pyrophyllite, wilkinite, aluminum oxide, montmorillonite, diatomite (kieselguhr), chalk soil, diatomite (diatomaceous earths), calcium phosphate, calcium carbonate and magnesiumcarbonate, sulphur, lime, flour, talcum and other organic and inorganic solid carriers) mix and this mixture mechanically are milled into to fine powder and prepare.
Soluble powder (SP) can for example, for example, be mixed by a kind of compound that will have chemical formula (I) to prepare to improve water dispersible/water-soluble with the mixture of one or more water-soluble inorganic salts (sodium bicarbonate, sodium carbonate or sal epsom) or one or more water-soluble organic solids (polysaccharide) and one or more wetting agents optionally, one or more dispersion agents or described reagent.Then this mixture is ground to form to fine powder.Also can be by similar composition grain to form water-soluble granular formulation (SG).
Wettable powder (WP) can be by will there is chemical formula (I) a kind of compound and one or more solid diluents or carrier, one or more wetting agents and preferably, one or more dispersion agents, and optionally, one or more suspension agent mixes to prepare to promote the dispersion in liquid.Then this mixture is ground to form to fine powder.Also can be by similar composition grain to form water-dispersible granular material agent (WG).
Can form like this granule (GR): a kind of compound by will have chemical formula (I) and the mixture pelleting of one or more powdery solid diluent or carriers form, perhaps by a kind of compound (or its solution in a kind of suitable reagent) that will there is chemical formula (I), for example absorb, into honeycombed grain material (float stone, attapulgite clay, Fuller's earth, diatomite (kieselguhr), diatomite (diatomaceous earths) or corn cob meal), perhaps by a kind of compound (or its solution in suitable reagent) that will there is chemical formula (I), be adsorbed onto hard core material (for example husky, silicate, mineral carbonic acid salt, vitriol or phosphoric acid salt) and if upper necessary words, carrying out the preformed blank particle of dry cause forms.Generally with the agent of helping absorb or adsorb, comprise solvent (for example aliphatics and aromatic petroleum solvent, alcohol, ether, ketone and ester) and tackiness agent (for example polyvinyl acetate, polyvinyl alcohol, dextrin, sugar and vegetables oil).Can also comprise one or more other additives (for example emulsifying agent, wetting agent or dispersion agent) at particle.
Dispersible enriched material (DC) can be by the compound that will there is chemical formula (I) water-soluble or organic solvent for example in ketone, alcohol or glycol ether, prepare.These solvents can comprise tensio-active agent (for example being used for improving water-dilutable or prevent crystallization in spraying groove).
Emulsifiable concentrate (EC) or O/w emulsion (EW) can be dissolved in by the compound that will have chemical formula (I) in organic solvent (mixture that optionally comprises one or more wetting agents, one or more emulsifying agents or described reagent) and preparing.The applicable organic solvent used in EC comprises aromatic hydrocarbon (for example alkylbenzene or alkylnaphthalene, for example SOLVESSO100, SOLVESSO150 and SOLVESSO200; SOLVESSO is registered trademark), the dimethylformamide of ketone (for example pimelinketone or methylcyclohexanone) and alcohol (for example benzyl alcohol, furfuryl alcohol or butanols), N-alkyl pyrrolidone (for example N-Methyl pyrrolidone or NOP), lipid acid (C for example
8-C
10the lipid acid dimethylformamide) and chlorinated hydrocarbon.Spontaneously emulsification when the EC product can be in adding water, produce and have enough stability and spray by suitable equipment the emulsion of using in order to allow.The preparation of EW comprises that acquisition liquid is not (if it is liquid in room temperature, it can be melted under typically lower than the reasonable temperature of 70 ℃) or solution (by it being dissolved in to suitable solvent) form have a kind of compound of chemical formula (I), then gained liquid or emulsifying soln are advanced to comprise in the water of one or more SFA under high-shear, to produce emulsion.The applicable solvent used in EW comprises that vegetables oil, chlorinated hydrocarbon (for example chlorobenzene), aromatic solvent (for example alkylbenzene or alkylnaphthalene) and other have the suitable organic solvent of low solubility in water.
Microemulsion (ME) can be by water is mixed to prepare with the adulterant of one or more solvents and one or more SFA, spontaneously to produce a kind of thermodynamically stable isotropic liquid formulations.Compound with chemical formula (I) be present at the very start in water or solvent/SFA adulterant in.The solvent that is applicable to ME comprises that the above is for those of EC or EW.ME can be oil-in-water system or water-in-oil system (existing which kind of system to test to measure by conductivity) and can be suitable for mixing water miscible and oil-soluble pesticides in same preparation.ME is suitable for dilution and enters in water, remains microemulsion or forms conventional O/w emulsion.
Suspension-concentrates (SC) can comprise water-based or the non-aqueous suspension of insoluble solids particle of the fine dispersion of the compound with chemical formula (I).SC can be by will there is chemical formula (I) solid chemical compound optionally with one or more dispersion agents ball milling or pearl in appropriate medium, grind to prepare, to produce the fine particle suspension of this compound.Can comprise one or more wetting agents in said composition, and can comprise that suspension agent is to reduce the settling velocity of particle.Alternately, can be by thering is the compound dry grinding of chemical formula (I) and it being added in the water that comprises the above reagent, to produce desirable the finished product.
The aerosol preparation comprises the have chemical formula compound of (I) and suitable propelling agent (for example, normal butane).For example also the compound with chemical formula (I) can be dissolved in or be scattered in, in suitable medium (water or liquid that can be miscible with water, as n-propyl alcohol) to be provided at the composition used in non-pressurized spread by hand pump.
Compound with chemical formula (I) can be mixed to form a kind of composition under dry state with firework mixture, said composition is suitable for producing in an enclosed space cigarette that contains this compound.
Capsule suspension liquid (CS) can be by prepare with preparation EW preparation similar mode, but there is other polymerization procedure, make like this water dispersion that obtains oil droplet, wherein each oil droplet is aggregated beyond the region of objective existence shell parcel and containing having the compound of chemical formula (I) and optionally its a kind of carrier or thinner.This polymer shell can react or prepare by coacervation by interfacial polycondensation.These compositions can provide the controlled release of the compound with chemical formula (I) and them can be for seed treatment.Compound with chemical formula (I) also can be formulated in biodegradable polymeric matrix, so that the controlled release slowly of this compound to be provided.
Composition can comprise that one or more additives (for example pass through to improve lip-deep wettability, reservation or distribution with the biology performance that improves said composition; The lip-deep rain proofness of processing; Or there is absorption or the transport property of the compound of chemical formula (I)).Such additive comprises tensio-active agent, the spraying additive based on oily, for example some mineral oil or crude vegetal (for example soybean and rapeseed oil), and these and other biological strengthen the adulterant of adjuvant (can help or modify have chemical formula the composition of effect of compound of (I)).
Compound with chemical formula (I) can also be formulated to using and use as seed treatment, for example, as powder composition, comprise powder (DS) for dry seed treatment, water-soluble powder (SS) or the water-dispersible powder (WS) of processing for slurry or, as a kind of liquid composition, comprise flowable enriched material (FS), a kind of solution (LS) or a kind of capsule suspension liquid (CS).The preparation of DS, SS, WS, FS and LS composition is very similar with those of DP described above, SP, WP, SC and DC composition respectively.Composition for the treatment of seed can comprise a kind of for example, for assisting said composition to be attached to the reagent (a kind of mineral oil or a kind of film forming restraining mass) on this seed.
Wetting agent, dispersion agent and emulsifying agent can be positively charged ion, negatively charged ion, surperficial SFA both sexes or nonionic type.
Suitable cationic SFA comprises quaternary ammonium compounds (for example cetyl trimethylammonium bromide), tetrahydroglyoxaline and amine salt.
The SFA of suitable negatively charged ion comprises an alkali metal salt of lipid acid, the salt of sulfated fatty family monoesters (for example, Sodium Lauryl Sulphate BP/USP), the salt of the fatty compounds of sulfonation (for example, Sodium dodecylbenzene sulfonate, calcium dodecylbenzene sulphonate, the sulfonate mixtures of the di-isopropyl of butyl naphthalene sulfonate and sodium and triisopropyl naphthalene), ether sulfate, ether alcohol sulfate (for example, lauryl ether-3-sodium sulfate), the carboxylate salt of ether (for example lauryl ether-3-carboxylic acid sodium), the product that phosphoric acid ester (one or more fatty alcohol and phosphoric acid (being mainly monoesters)) or Vanadium Pentoxide in FLAKES (being mainly diester) react, reacting between lauryl alcohol and four phosphoric acid for example, these products can be ethoxylations in addition), sulfosuccinic acid amides, paraffin or alkene sulfonate, tauride and Sulfite lignin.
The suitable SFA of amphoteric type comprises trimethyl-glycine, propionic salt and glycinate.
The SFA of applicable nonionic type comprise oxirane (for example oxyethane, propylene oxide, butylene oxide ring or its mixture) and fatty alcohol (for example oil base alcohol or hexadecanol) or with the condensation product of alkylphenol (for example octyl phenol, nonyl phenol or octyl cresol); The partial ester of derivation of self-long chain lipid acid or hexitan; The condensation product of described partial ester and oxyethane; Block polymer (containing oxyethane and propylene oxide); Alkanolamine; Monoesters (as fatty acid polyglycol ester); Amine oxide (as lauryl dimethyl amine oxide); And Yelkin TTS.
Applicable suspension agent comprises hydrophilic colloid (for example polyose, polyvinylpyrrolidone or Xylo-Mucine) and expanded clay (as wilkinite or attapulgite).
Having the method that chemical formula (I) compound can kill the harmful organism compound by any known using uses.For example, it can (preparation or not preparation) directly be applied to (the crushed rices of these harmful organisms the breath ground for example, place, place of these harmful organisms or these harmful organisms, or be subject to the planting plants that harmful organism is infected), or be applied to any part of plant, comprise leaf, stem, branch or root, be applied to the front seed of plantation, or be applied to other media that plant is growing or will be planted (soil in root week for example, normal soil, the planting system that paddy field water either or water are planted), or it can spray, dusting, by dipping, use, as butterfat or paste preparation, use, as steam use or by composition (for example particulate composition or wrap in the composition in water-soluble bag) is distributed or and bury in or in water surrounding, use.
Compound with chemical formula (I) can also be injected in plant or use electronic spray application or other lower volume methods are sprayed onto on plant, or uses by land or aerial irrigation system.
As the composition of aqueous formulation (aqueous solution or dispersion), with the form of the enriched material that comprises a high proportion of activeconstituents, provide generally, this enriched material was added to the water before using.These enriched materials (can comprise DC, SC, EC, EW, ME, SG, SP, WP, WG and CS) often are required to stand long-term storage and can be added to the water to form aqueous formulation after this kind of storages, and said preparation keeps the sufficiently long time of homogeneous state so that they can be used by conventional spray appliance.This kind of aqueous formulation can comprise the compound with chemical formula (I) (for example, by weight 0.0001% to 10%) of variable quantity, this depend on they the purpose used for it.
Compound with chemical formula (I) can for example, mix use with fertilizer (fertilizer of nitrogenous, potassium or phosphorus).Suitable preparation type comprises fertiliser granulates.These mixtures preferably comprise up to 25% the compound with chemical formula (I) by weight.
Therefore, the present invention also provides a kind of fertilizer and Ru 2006101161 with compound of chemical formula (I) of comprising.
Composition of the present invention can comprise the bioactive compound of having of other, micro-nutrients for example, or there is the compound of Fungicidally active, or there is coordinate plant growth, weeding, kill insect, nematicide or kill the compound of acarid activity.
Compound with chemical formula (I) can be the independent activeconstituents of said composition or the activeconstituents that it can be other with one or more, pesticides for example, for example insecticide, mycocide or weedicide, or in the situation that suitablely with synergistic agent or plant-growth regulator, mixed.Other activeconstituents can be provided in a kind of composition that a place has the retention time of wider activity profile or increase; Synergy or supplement this activity with compound of chemical formula (I) (for example by increasing action speed or overcome repellency); Perhaps help to overcome or prevent the development to the resistance of single component.Concrete other activeconstituents will depend on the desired application of said composition.
The compounds of this invention also is useful on the animal health field, and for example they can be used for resisting parasitic invertebrates harmful organism, more preferably for resisting in animal body or the parasitic invertebrates harmful organism of animal body surface.The example of harmful organism comprises nematode, fluke, tapeworm, fly, acaro-(tricks), louse, flea, stinkbug and maggot.This animal can be the non-human animal, the animal relevant with agricultural for example, for example ox, pig, sheep, goat, horse or donkey, or pet animals, for example dog or cat.
Aspect another one, the invention provides a kind of compound of the present invention used in the medical treatment method.
Aspect another one, the present invention relates to a kind ofly for controlling in animal body or the method for the parasitic invertebrates harmful organism of animal body surface, the method comprises the compound of the present invention that kills the harmful organism significant quantity.This gives for example to can be and orally gives, parenteral gives or outside gives, for example, to the animal bodies surface.Aspect another one, the present invention relates to for controlling in animal body or the compound of the present invention of the parasitic invertebrates harmful organism of animal body surface.On the other hand, the present invention relates in preparation a kind of for controlling in animal body or the purposes of the medicament compound of the present invention of the parasitic invertebrates harmful organism of animal body surface
Aspect another one, the present invention relates to a kind of method of controlling parasitic invertebrates harmful organism, the method comprises and gives the environment of perching to animal by the compound of the present invention that kills the harmful organism significant quantity.
Aspect another one, the present invention relates to a kind of method of the evil of avoiding parasitic invertebrates harmful organism of watching for animals, the method comprises and gives the compound of the present invention that this animal kills the harmful organism significant quantity.Aspect another one, the present invention relates to the compound of the present invention used in order in the evil of avoiding parasitic invertebrates harmful organism that watches for animals.Aspect another one, the present invention relates to the purposes of compound of the present invention in the medicament of a kind of evil of avoiding parasitic invertebrates harmful organism for the protection of animal of preparation.
Aspect another one, the invention provides a kind of method of animal that processing is subject to the evil of parasitic invertebrates harmful organism, the method comprises and gives the compound of the present invention that this animal kills the harmful organism significant quantity.Aspect another one, the present invention relates to the compound of the present invention used in the animal of the evil in order to be subject to parasitic invertebrates harmful organism in processing.Aspect another one, the purposes of compound of the present invention in the medicament of the animal the present invention relates in a kind of evil for the treatment of being subject to parasitic invertebrates harmful organism of preparation.
Aspect another one, the invention provides a kind of medicinal compositions, said composition comprises compound of the present invention and suitable vehicle pharmaceutically.
Compound of the present invention can be used alone or is used in combination with one or more other biological activeconstituentss.
On the one hand, the invention provides a kind of combination product, this combination product comprises a kind of component A of killing the harmful organism significant quantity and a kind of B component of insecticidal effective dose, and wherein component A is a kind of compound that a kind of compound of the present invention and B component are the following stated.
These compounds of the present invention can be used in combination with the dehelminthization medicament.This type of dehelminthization medicament comprises the compound that is selected from macrolides compound, for example ivermectin, Avrmectin, abamectin, according to mark's fourth, Eprinomectin, doramectin, selamectin, Moxidectin, Nemadectin and milbemycin derivatives, as described in EP-357460, EP-444964 and EP-594291.Other dehelminthization medicaments comprise semi-synthetic and biosynthesizing Avrmectin/milbemycin analog derivative, for example, at those described in US-5015630, WO-9415944 and WO-9522552.Other dehelminthization medicaments comprise benzimidazoles, such as albendazole, cambendazole, fenbendazole, flubendazole, mebendazole, oxfendazole, oxibendazole, parbendazole and other such other members.Other dehelminthization medicaments comprise Imidazothiazole class and tetrahydropyrimidine class, such as tetramisole, LEVAMISOLE HCL, pyrantel, flutter acid esters, oxantel or Morantel.Other dehelminthization medicaments comprise flukicide, such as triclabendazole and clorsulon, and teniacide, such as praziquantel and epsiprantel.
Compound of the present invention can for example, be used in combination with the derivative of secondary plum blossom-shaped mould acid amides/Ke Fuding (marcfortine) class dehelminthization medicament and analogue and the anti-living worm oxazoline (disclosed in US-5478855, US-4639771 and DE-19520936) of posting.
Compound of the present invention can and also be used in combination with the cyclic depsipeptide (those described in WO-9611945, WO-9319053, WO-9325543, EP-626375, EP-382173, WO-9419334, EP-382173 and EP-503538) of dehelminthization activity with derivative and the analogue of the dioxy morpholine antiparasitic of general classes described in WO-9615121.
Compound of the present invention can be used in combination with other ectoparasiticides; Ethiprole for example; Pyrethroid; Organophosphate; Insect growth regulator(IGR) (such as lufenuron); Moulting hormone agonist (such as worm hydrazides and analogue thereof); Neonicotine (such as Provado and analogue thereof).
Compound of the present invention can be used in combination with the terpenes alkaloids, for example those described in International Patent Application Publication case No. WO95/19363 or No. WO04/72086, the particularly compound disclosed in it.
Other examples of this type of bioactive compounds that can use with compound combination of the present invention include, but is not limited to following:
Organophosphorus compounds: acephate, Jia Ji Bi Evil phosphorus, triazotion, the methyl R-1582, bromofos, bromophos_ethyl, cadusafos, tetrachloro second phosphorus (chlorethoxyphos), Chlorpyrifos 94, Clofenvinfos, chlormephos, Systox, Systox-S-methyl, Systox-S-methyl sulfone, dialifos, diazinon, SD-1750, Carbicron, Rogor, thiodemeton, Nialate, ethoprophos, the oxygen Pyrimithate, famphur, fenamiphos, fenitrothion 95, fensulfothion, Tiguvon, pyrrole fluorine sulphur phosphorus, Dyfonate, the peace fruit, lythidathion, heptenopos, isazofos, isothioate, karphos, Malathion, methacrifos, acephatemet, methidathion, parathion-methyl, Phosdrin, monocrotophos, naled, omethoate, methyl oxydemeton, paraoxon, thiophos, parathion-methyl, Tsidial, Phosalone, phosfolan, the phosphorus gram, R-1504, phosphamidon, phorate, phoxim, pirimiphosmethyl, pirimiphosmethyl-methyl, Profenofos, Kayaphos, general second tower phosphorus this (proetamphos), Toyodan, pyraclofos, pyridaphenthione, Resitox, sulprofos, Temephos, Terbufos, butyl pyrimidine phosphorus, Tetrachlorvinphos, Xi Meidong (thimeton), triazophos, Trichlorphon, menazon.
Carbamate: alanycarb, aldicarb, 2-2-phenylbutane ylmethyl carbamate, benfuracarb, carbaryl, carbofuran, carbosulfan, worm prestige, ethiofencarb, fenoxycarb, fragrant sulphur gram, furathiocarb, HCN-801, isoprocarb, indoxacarb, metmercapturon, methomyl, 5-methyl-m-cumyl butynyl (methyl) carbamate, oxamyl, Aphox, Propoxur, thiodicarb, thiofanox, triaxamate, UC-51717.
Pyrethroid: acrinathrin, allethrin, α-Cypermethrin (alphametrin), 5-benzyl-3-furyl methyl (E)-(1R)-cis-2,2-dimethyl-3-(2-oxygen sulphur Polymorphs-3-ylidenylmethyl) cyclopropanecarboxylcompound, bifenthrin, β-cyfloxylate, cyfloxylate, α-Cypermethrin (, β-Cypermethrin, bioallethrin, bioallethrin ((S)-cyclopentyl isomer), bioresmethrin, bifenthrin, NCI-85193, cycloprothrin, cyhalothrin, cythithrin, cyphenothrin, Deltamethrin, the alkynes valerate, esfenvalerate, ether chrysanthemum ester, fenfluthrin, Fenvalerate, fenvalerate, fluoro-Cyano chrysanthemate, flumethrin, taufluvalinate (D isomer), Imiprothrin, cyhalothrin, λ-cyhalothrin, permethrin, phenothrin, prallethrin, pyrethrin (natural product), resmethrin, Tetramethrin, transfluthrin, θ-Cypermethrin, salifluofen, the t-taufluvalinate, tefluthrin, tralomethrin, ζ-Cypermethrin.
Arthropods growth regulator: a) chitin synthetic inhibitor: benzoyl urea: UC 62644, diflubenzuron, fluazuron, flucycloxuron, flufenoxuron, HEXAFLUMURON, lufenuron, Rimon, diflubenzuron, desinsection urea, Buprofezin, difenolan, hexythiazox, second mite azoles, clofentezine (clofentazin); B) moulting hormone antagonist: chlorine worm hydrazides, methoxyfenozide, worm hydrazides; C) juvenile hormone analogue: Nylar, methoprene (comprising the S-methoprene), fenoxycarb; D) lipid biosynthesis inhibitor: spiral shell mite ester.
Other antiparasitics: acequinocyl, amitraz, AKD-1022, ANS-118, nimbin, bacillus thuringiensis, bensultap, Bifenazate, Niagara 9044, bromopropylate, BTG-504, BTG-505, toxaphene, cartap, the chlorfenethol ester, chlordimeform, bromothalonil, ring worm hydrazides, clothianidin, match is gone out clean, the enemy clone steps on (diacloden), methamidophos, DBI-3204, dinactin, Er Hydroxyalkyl ylmethyl Er Hydroxyalkyl base tetramethyleneimine, dinobuton, dinocap, 5a,6,9,9a-hexahydro-6,9-methano-2,4, second worm nitrile, ether chrysanthemum ester, fenazaquin, fluorine mite piperazine (flumite), MTI-800, fenpyroximate, Fluacrypyrim, fluorine mite thiophene, brofluthrinate, fluorine mite piperazine, trifluoro, halfenprox (fluproxyfen), halfenprox (halofenprox), hydramethylnon, IKI-220, water silicon sodium stone, NC-196, yerba buena grass (neem guard), the Buddhist nun opposes the special furans (nidinorterfuran) of promise, Ti304, SD-35651, WL-108477, pyridalyl, propargite, Pu Luofen Boot (protrifenbute), pymetrozine, pyridaben, pyrimidifen, NC-1111, R-195, RH-0345, RH-2485, RYI-210, S-1283, S-1833, SI-8601, salifluofen, silicon Luo Mating (silomadine), pleocidin, tebufenpyrad, tetradifon, tetranactin, thiacloprid, thiocyclam, Diacloden, Tolfenpyrad, triaxamate, three second pleocidin, trinactin, verbutin, Bo Taleike (vertalec), YI-5301.
Mycocide: Acibenzolar, 4-dodecyl-2,6-thebaine (aldimorph), 1-aminopropyl phosphoric acid (ampropylfos), amine puts out, Rodewod, Azoxystrobin, M 9834, F-1991, two the third ammonia phosphorus, blasticidin-S, Bordeaux mixture, bromuconazole, bupirimate, ring propionyl bacterium amine, Difolatan, Vancide 89, derosal, the fragrant azoles (chlorfenazole) of chlorine, chloroneb, trichloronitromethane, m-tetrachlorophthalodinitrile, chlozolinate, basic copper chloride, mantoquita, cyflufenamid, frost urea cyanogen, cyproconazole, cyprodinil, cyprofuram, RH-7281, two chlorine zarilamids, diclobutrazol, diclomezin, dicloran, difenoconazole, RP-407213, dimethomorph, dimoxystrobin, alkene azoles alcohol, alkene azoles alcohol-M, dodine, Hinosan, oxole bacterium, Famoxate, fenamidone, fenarimol, RH-7592, fragrant card miaow (fencaramid), fenpiclonil, fenpropidin, fenpropimorph, the acetic acid fentin, fluazinam, fludioxonil, the U.S. holder of fluorine, flumorph (flumorf/flumorlin), fentin hydroxide, fluoxastrobin, fluquinconazole, fluzilazol, fultolanil, flutriafol, Phaltan, phosphorus second aluminium, furalaxyl, good fortune Lapie, own azoles alcohol, plant the bacterium azoles, iprobenfos, RP-26019, isoprothiolane, kasugamycin, kresoxim-methyl, zinc manganese ethylenebisdithiocarbamate, maneb, Metalaxyl-M, mebenil, metaxanin, metconazole, SSF 126 (metominostrobin/fenominostrobin), metrafenone, nitrile bacterium azoles, Neo-Asozin, boscalid amine, orysastrobin, the spirit of Evil frost, Topaze, pencycuron, thiabendazole, Prochloraz, Propamocarb, Wocosin 50TK, the third oxygen quinoline, prothioconazoles, pyrifenox, Strobilurin, phonetic mould amine, pyroquilon, quinoxyfen, volution bacterium amine, sulphur, tebuconazole, fluorine ether azoles, Thiabendazole, the thiophene methuroxam, thiophanate_methyl, the plug logical sequence, tiadinil, triazolone, triadimenol, tricyclazole, oxime bacterium ester, triticonazole, jingganmycin, Vinclozoline.
Biological agent: Bacillus thuringiensis Ya Shahua subspecies (Bacillus thuringiensis ssp aizawai), Bacillus thuringiensis Kurstaki (kurstaki), Bacillus thuringiensis δ endotoxin, baculovirus, Insect Pathogenic bacterium, virus and fungi.
Bactericide: duomycin, terramycin, Streptomycin sulphate.
Other biological agent: Enrofloxacin, febantel, Pulmo 500, meloxicam, Cephalexin Monohydrate Micro/Compacted, kantlex, pimobendan, clenbuterol, omeprazole, tiamulin, benazepril, Pi Ruipu (pyriprole), cefquinome, florfenicol, buserelin, cephalo dimension star, Tulathromycin, ceftiofur, carprofen, U.S. fluorine hydrazone, praziquantel, triclabendazole.
When being used in combination with other activeconstituentss, these compounds of the present invention preferably with following being used in combination (" Tx " refer to there is chemical formula a kind of compound of (I) wherein, and a kind of compound of table 1 to table 120 that be selected from specifically, can cause a kind of synergitic combination together with this compound activeconstituents given with this): Provado+Tx, Enrofloxacin+Tx, praziquantel+Tx, pyrantel embonate+Tx, febantel+Tx, Pulmo 500+Tx, meloxicam+Tx, Cephalexin Monohydrate Micro/Compacted+Tx, kantlex+Tx, pimobendan+Tx, clenbuterol+Tx, ethiprole+Tx, ivermectin+Tx, omeprazole+Tx, tiamulin+Tx, benazepril+Tx, milbemycin+Tx, match the clean+Tx that goes out, Diacloden+Tx, Pi Ruipu+Tx, Deltamethrin+Tx, cefquinome+Tx, florfenicol+Tx, buserelin+Tx, cephalo dimension star+Tx, Tulathromycin+Tx, ceftiofur+Tx, selamectin+Tx, carprofen+Tx, U.S. fluorine hydrazone+Tx, Moxidectin+Tx, methoprene (comprising the S-methoprene)+Tx, clorsulon+Tx, pyrantel+Tx, amitraz+Tx, triclabendazole+Tx, Avrmectin+Tx, abamectin+Tx, according to mark fourth+Tx, Eprinomectin+Tx, doramectin+Tx, selamectin+Tx, Nemadectin+Tx, albendazole+Tx, cambendazole+Tx, fenbendazole+Tx, flubendazole+Tx, mebendazole+Tx, oxfendazole+Tx, oxibendazole+Tx, parbendazole+Tx, tetramisole+Tx, LEVAMISOLE HCL+Tx, morantel+Tx, oxantel+Tx, Morantel+Tx, triclabendazole+Tx, epsiprantel+Tx, ethiprole+Tx, lufenuron+Tx, moulting hormone+Tx or worm hydrazides+Tx, more preferably: Enrofloxacin+Tx, praziquantel+Tx, pyrantel embonate+Tx, febantel+Tx, Pulmo 500+Tx, meloxicam+Tx, Cephalexin Monohydrate Micro/Compacted+Tx, kantlex+Tx, pimobendan+Tx, clenbuterol+Tx, omeprazole+Tx, tiamulin+Tx, benazepril+Tx, Pi Ruipu+Tx, cefquinome+Tx, florfenicol+Tx, buserelin+Tx, cephalo dimension star+Tx, Tulathromycin+Tx, ceftiofur+Tx, selamectin+Tx, carprofen+Tx, Moxidectin+Tx, clorsulon+Tx, pyrantel+Tx, Eprinomectin+Tx, doramectin+Tx, selamectin+Tx, Nemadectin+Tx, albendazole+Tx, cambendazole+Tx, fenbendazole+Tx, flubendazole+Tx, mebendazole+Tx, oxfendazole+Tx, oxibendazole+Tx, parbendazole+Tx, tetramisole+Tx, LEVAMISOLE HCL+Tx, morantel+Tx, oxantel+Tx, Morantel+Tx, triclabendazole+Tx, epsiprantel+Tx, lufenuron+Tx or moulting hormone+Tx, even more preferably: Enrofloxacin+Tx, praziquantel+Tx, pyrantel embonate+Tx, febantel+Tx, Pulmo 500+Tx, meloxicam+Tx, Cephalexin Monohydrate Micro/Compacted+Tx, kantlex+Tx, pimobendan+Tx, clenbuterol+Tx, omeprazole+Tx, tiamulin+Tx, benazepril+Tx, Pi Ruipu+Tx, cefquinome+Tx, florfenicol+Tx, buserelin+Tx, cephalo dimension star+Tx, Tulathromycin+Tx, ceftiofur+Tx, selamectin+Tx, carprofen+Tx, Moxidectin+Tx, clorsulon+Tx or pyrantel+Tx.
The example of ratio comprises 100:1 to 1:6000, 50:1 to 1:50, 20:1 to 1:20, even more particularly from 10:1 to 1:10, 5:1 to 1:5, 2:1 to 1:2, 4:1 to 2:1, 1:1, or 5:1, or 5:2, or 5:3, or 5:4, or 4:1, or 4:2, or 4:3, or 3:1, or 3:2, or 2:1, or 1:5, or 2:5, or 3:5, or 4:5, or 1:4, or 2:4, or 3:4, or 1:3, or 2:3, or 1:2, or 1:600, or 1:300, or 1:150, or 1:35, or 2:35, or 4:35, or 1:75, or 2:75, or 4:75, or 1:6000, or 1:3000, or 1:1500, or 1:350, or 2:350, or 4:350, or 1:750, or 2:750, or 4:750.Those mixture ratios are understood to include, and are weight ratios on the one hand, and are mol ratio on the other hand in addition.
A kind of combination merits attention especially, and wherein this other activeconstituents has the site of action different from the compound with Formula I.In some cases, there is the similar control scope from least one but combination that other parasitisms with different site of action are controlled activeconstituents without the vertebra harmful organism will be particularly conducive to the resistance management.Therefore, at least one other the parasitism that combination product of the present invention can comprise the compound with Formula I that kills the harmful organism significant quantity and kill the harmful organism significant quantity is controlled activeconstituents without the vertebra harmful organism, and this parasitism is controlled activeconstituents without the vertebra harmful organism and had similar prevention and treatment range but have different site of action.
Those of ordinary skills recognize that salt salt-independent shape corresponding with it due to compound in environment and under physiological condition is in equilibrium state, so salt also has the biological availability of salt-independent shape.
Therefore, the extensive multiple salt of compound of the present invention (and the activeconstituents be used in combination with activeconstituents of the present invention) can be used for controlling without vertebra harmful organism and zooparasite.Salt comprises the acid salt formed with following mineral acid or organic acid, such as Hydrogen bromide, hydrochloric acid, nitric acid, phosphoric acid, sulfuric acid, acetic acid, butyric acid, fumaric acid, lactic acid, toxilic acid, propanedioic acid, oxalic acid, propionic acid, Whitfield's ointment, tartrate, 4-toluenesulphonic acids or valeric acid.Compound of the present invention also comprises the N-oxide compound.Correspondingly, the present invention includes the combination of compound of the present invention (comprising its N-oxide compound and salt) and other activeconstituentss (comprising its N-oxide compound and salt).
Composition for animal health also can comprise the known formulation aid auxiliary as preparation of those of ordinary skills and additive (some of them can be considered and also serve as solid diluent, liquid diluent or interfacial agent).This class preparation auxiliary agent and additive can be controlled: microorganism growth (biocide), product freezing (antifreezing agent), color (dyes/pigments dispersion), wash-out (membrane-forming agent or sticking agent), evaporation (evaporation delayed-action activator) and other preparation attributes in the foaming (defoamer is as organopolysiloxane) between pH value (buffer reagent), processing period, the sedimentation (suspension agent) of activeconstituents, viscosity (thixotropic thickening agent), container.Membrane-forming agent comprises, for example polyvinyl acetate, VA, PVP-VA multipolymer, polyvinyl alcohol, polyvinyl alcohol copolymer and wax.The example of preparation assistants and additives comprises McCutcheon's Division, McCutcheon's the 2nd volume that The Manufacturing Confectioner publishing company publishes: functional materials, annual international and north-american version (Functional Materials, annual International and North American); And PCT discloses those that list in case WO03/024222.
Compound of the present invention can be in the situation that do not use containing other adjuvants, to be a kind of like this preparation but the most often use, this preparation comprise one or more activeconstituentss together with suitable carrier, thinner and interfacial agent and look expection end-use may with combinations of foods.A kind of application process relates to water dispersion or the refining oil solution that sprays these combination product.Composition with sprinkling oil, sprinkling oil enriched material, glutinous spreader (spreader sticker), adjuvant, other solvents and synergistic agent (such as piperonyl butoxide) has usually strengthened compound efficacy.This kind of sprinkling can be by spray container (such as tank, bottle or other containers) by means of pump or by for example, by pressurizing vessel (pressurized aerosol sprinkling tank), being discharged and used.This type of spray composition can adopt various ways, for example flushing liquor, spray, foam, smog or mist.Therefore this type of spray composition is determined on a case-by-case basis and can further comprises propelling agent, whipping agent etc.It should be noted that a kind of spray composition, said composition comprises compound of the present invention and a kind of carrier that kills the harmful organism significant quantity.An embodiment of this spray composition comprises compound of the present invention and a kind of propelling agent that kills the harmful organism significant quantity.Representational propelling agent includes, but is not limited to the mixture of methane, ethane, propane, butane, Trimethylmethane, butylene, pentane, iso-pentane, neopentane, amylene, HFC, Chlorofluorocarbons, dme and above-mentioned thing.It should be noted that a kind of spray composition (and a kind of method of utilizing a kind of like this spray composition of being distributed by spray container), it is for controlling at least one parasitism that is selected from lower group without the vertebra harmful organism, this group is comprised of the following: mosquito, black fly, matting chela fly, deerfly, horse botfly, wasp, yellow jacket, hornet, tick, spider, ant, buffalo gnat and analogue thereof comprise form alone or in combination.
Control the entozoa that zooparasite comprises that control parasitizes the epizoa of host animal body surface (for example shoulder, armpit, belly, Medial Thigh Skin) and parasitizes (for example stomach, intestines, lung, vein, subcutaneous, Lymphoid tissue) in the host animal body.Ectoparasite or pathophoresis harmful organism comprises, for example trombiculid, tick, lice, mosquito, fly, mite and flea.Entozoa comprises dog heartworm, hookworm and worm.Compound of the present invention can be particularly suited for resisting ectoparasite harmful organism.Compound of the present invention can be suitable for controlled by the whole body of parasite infestation or infection and/or non-whole body to animal.
Compound of the present invention can be suitable for parasitism that antagonism infects animal subjects without the vertebra harmful organism, and these animals comprise those in wildlife, domestic animal and agricultural work animal.Domestic animal for be used in reference to (odd number or plural number) have in the agricultural environment of being intended to, raise for producing the term such as food or fiber or its labor force's domestic animal; The example of domestic animal comprises ox, sheep, goat, horse, pig, donkey, camel, buffalo, rabbit, hen, turkey, duck and goose (for example cultivating for meat, breast, butter, egg, fur, leather, feather and/or wool).By to parasiticide, lethality rate and usefulness (with regard to meat, breast, wool, skin, egg etc.) reduce and are reduced, and therefore use compound of the present invention and allow animal breeding more economical and simple.
Compound of the present invention can be suitable for antagonism infect companion animals and pet (for example dog, cat, pet bird and aquarium fish), research and laboratory animal (for example hamster, cavy, rat and mouse) for/at the zoo, the parasitism of the animal of wild habitat and/or circus troupe's cultivation is without the vertebra harmful organism.
In one embodiment of the invention, this animal is preferably a kind of vertebrates and more preferably a kind of Mammals, birds or fish.In a specific embodiment, animal subjects is a kind of Mammals (comprising large-scale ape, such as the mankind).Other mammalian subject comprise primates (for example monkey), Bovidae (for example cattle or cow), Suidae (for example family pig or pig), sheep section (for example goat or sheep), equine (for example horse), Canidae (for example dog), cat family (for example domestic cat), camel, deer, donkey, buffalo, antelope, rabbit and rodent (for example cavy, squirrel, rat, mouse, gerbil jird and hamster).Birds comprise Anatidae (swan, duck and goose), Columbidae (for example turtledove and pigeon), Phasianidae (for example francolin, capercaillie and turkey), Cursores section (Thesienidae) (for example family's poultry), parrot order (Psittacines) (for example parakeet, macaw, and parrot), hunt fowl and ratite bird (for example ostrich).
The bird of by compound of the present invention, being processed or being protected can be relevant with commerciality or non-commercial aviculture.These are included as except other things pet market or collect the Anatidae of market cultivation, such as swan, goose and duck; Columbidae, such as turtledove and pigeon; Phasianidae, such as francolin, capercaillie and turkey; Cursores section, raise chickens such as family; And Psittacidae, such as parakeet, macaw and parrot.
For the purposes of the present invention, term " fish " is interpreted as and is including but not limited to Teleostei, i.e. bony fish.Salmon order (comprising salmon section) and Perciformes (comprising Centrarchidae) all are contained in Teleostei.The example of potential fish acceptor comprises salmon Ke, Sushi section, porgy section, Callichthyidae and Centrarchidae except other things.
Expect that other animals also benefit from method of the present invention, comprise marsupial (such as kangaroo), Reptilia (such as the cultivation tortoise) and other domestic animals that have Important Economic to be worth, for these animals, method safety of the present invention and effectively process or prevented parasite infect or infect.
The parasitism of controlling by the compound of the present invention to there being animal to be protected to kill the harmful organism significant quantity comprises vermin (arthropods, mite etc.) and endoparasite (worm, such as nematode, fluke, tapeworm, acanthocephala etc.) without the example of vertebra harmful organism.
Usually being described as verminotic disease or disease group is to be subject to being called as the parasitic infection of worm due to the animal host.Term " worm " is intended to comprise nematode, fluke, tapeworm and acanthocephala.Verminosis is the general and serious economic problems about domestic animal (such as pig, sheep, horse, ox, goat, dog, cat and poultry).
The worm classification that is described as nematode in worm causes generally and serious infection sometimes in the many animals species.
Expection is included, but is not limited to the subordinate by the handled nematode of the compounds of this invention: Acanthocheilonema, Aelurostrongylus, Ancylostoma, Angiostrongylus, Ascaridia, Ascaris, Brugia, Bunostomum, Hepaticola, Chabertia, Cooperia, Crenosoma, Dictyocaulus, Peng ties Turbatrix, the bivalve Turbatrix, Diphyllobothrium, Dirofilaria, Dracunculus, the pinworm number, Filaroides, Haemonchus, Heterakis, the harelip Ascaris, Loa, Mansonella, Muellerius belongs to, plate mouth nematode number, Nematodirus, oesophagostomum, Ostertagia, Oxyuris, Parafilaria, parascris, physaloptera, Protostrongylus, Setaria, the tailspin Turbatrix, Stephanofilaria, Strongyloides, Strongylus, Thelazia, Toxascaris, Belascaris, Trichinella, Trichonema, trichostrongylus, Trichocephalus, Ancylostoma and Wuchereria.
In foregoing, in the nematode of infecting above-mentioned these animals, modal genus is Haemonchus, trichostrongylus, Ostertagia, Nematodirus, Cooperia, Ascaris, Bunostomum, oesophagostomum, Chabertia, Trichocephalus, Strongylus, Trichonema, Dictyocaulus, Hepaticola, Heterakis, Belascaris, Ascaridia, Oxyuris, Ancylostoma, Ancylostoma, Toxascaris and parascris.Some in these nematodes (such as Nematodirus, Cooperia and oesophagostomum) mainly attacked enteron aisle, and other (such as Haemonchus and Ostertagias) are more general under one's belt, and other (such as Dictyocauluses) see in lung.Other parasites can be arranged in its hetero-organization in addition, such as heart and blood vessel, subcutaneous and Lymphoid tissue and allied organization thereof.
Expection reaches the fluke of being processed by the inventive method by the present invention and is including but not limited to following each genus: Alaria (Alaria), sheet fluke genus, Nanophyetus, Opisthorchis, Paragonimus and Schistosoma.
The tapeworm that expection is processed by the present invention and method of the present invention is including but not limited to following each and belongs to: Diphyllobothrium, Diplopylidium, Spirometra and tapeworm belong to.
In human gi-tract, modal parasitic Eimeria is
Ancylostoma, Necator, Ascaris, Strongyloides, Trichinella, Hepaticola, Trichocephalus and Enterobius.Other that find in its hetero-organization beyond blood or gi tract and organ medically important parasitic Eimeria are filaria, such as Wuchereria, Bu Luge Filaria, Onchocerca and Loa, and the outer stage of enteron aisle of Dracunculus and the interior Vermes Strongylus of intestines and Trichinella.
Numerous other worms belong to and plant as known in the art, and also expect and processed by compound of the present invention.These by itemizing very in " the parasitic textbook of learning of veterinary clinic " (Textbook of Veterinary Clinical Parasitology) (the 1st volume, Helminths, E.J.L.Soulsby, F.A.Davis company, Philadelphia, PA, USA); " worm, arthropods and protozoon " (Helminths, Arthropods and Protozoa) (" veterinary parasitology of Mooney lattice and insectology " the 6th edition (6
thmonnig's Veterinary Helminthology and Entomology)) in (E.J.L.Soulsby, Williams and Wilkins company, Baltimore, Lanzhou in U.S. fiber crops).
These compounds of the present invention can be resisted some animal body epizoas (for example, the arthropods vermin of Mammals or birds) effectively.
Insect and acarid harmful organism comprise, for example chew insect (such as fly) and mosquito, mite, tick, lice, flea, stinkbug worm, tachinid and analogue thereof.
Become fly to comprise, for example horn fly or Haematobia irritans, horse botfly or Gadfly, tatukira (the stable fly) or tatukira (Stomoxys calcitrans), black fly or Simulium, deerfly or Chrysops, hippoboscid or sheep hippoboscid, and tsetse fly or Glossina.Parasitic fly maggot comprises, for example skin fly or Oestrus ovis and Cuterebra, calliphorid or Lucilia, spiral maggot or cochliomyia hominivorax, heel fly or Hypoderma, fleece worm and horse botfly.Mosquito comprises for example Culex, Anopheles and Aedes.
Mite comprises that Mesostigmata belongs to for example opposing needling mite and belongs to, such as chicken mite, Dermanyssus gallinae; Itch mite or itch mite, for example, such as Sarcoptidae species (Sarcoptidae spp.), Sarcoptes scabiei hominis; Mange mite, such as itch mite section species (Psoroptidae spp.), comprise psoroptes bovis and psoroptes communis; Trombiculid, for example Trombidiidae species (Trombiculidae spp.), for example North America trombiculid, eutrombicula alfreddugesi.
Tick comprises for example soft tick, comprises Argasidae species (Argasidae spp.), for example Argas and Ornithodoros; Hard tick, comprise hard tick section's species (Ixodidae spp.), for example brown dog tick, Dermacentor variabilis, An Dexunshi leather tick, amblyomma americanum, ixodes scapularis and other Rhs (comprising previous Boophilus).
Lice comprises, for example (sucks lice), for example, and Menopon
And and Bovicola; Sting lice, for example Haematopinus, Linognathus and blind lice belong to.
Flea comprises for example Ct, such as dog flea (ctenocephalides canis) and cat flea (ctenocephalides felis); The visitor flea belongs to, such as Xenopsyllacheopis (Xanthopsyllacheopis); And the flea genus, such as Pulex irritans (Pulex irritans).
The stinkbug worm comprises for example Cimicidae or for example common bed bug stinkbug (bed bug); Triatoma, comprise triatomid, also is called and hunts stinkbug; For example grow red triatome bug and Triatoma.
Usually, fly, flea, lice, mosquito, buffalo gnat, mite, tick and worm bring about great losses to domestic animal and companion animals field.Arthropods parasite or mankind's public hazards and can be in the mankind and animal as the carrier of pathogenic organisms.
Numerous other parasitisms are known in this area without the vertebra harmful organism, and also expect and processed by compound of the present invention.These very itemizing in " medical science and veterinary entomology " (Medical and Veterinary Entomology) (New York and Toronto, John Wei Li press (John Wiley AND Sons), D.S. Ke Teer (D.S.Kettle)); " the arthropods harmful organism of domestic animal is controlled: technology summary (Control of Arthropod Pests of Livestock:A Review of Technology) (Fla. Boca Raton (Boca Raton, FIa), CRC press (CRC Press), R.O. De Luman (R.O.Drummand), J.E. George (J.E.George) and S.E. elder brother be (S.E.Kunz) hereby) in.
It is a kind of for controlling harmful organism (as Dulicidae and other Disease carrier that the present invention also provides; Equally referring to http://www.who.int/malaria/vector_control/irs/en/) method.In one embodiment, for the method for controlling harmful organism, comprise by brushing, rolling, sprinkling, coating or dipping, to this target harmful organism, their place or surface or matrix, use composition of the present invention.By way of example, by method of the present invention expected a kind of surface (as, wall, top ceiling or floor surface) the indoor residual spray of IRS() use.In another embodiment, expected such composition has been applied to a kind of matrix, as nonwoven or textile material, the form (maybe can for manufacture at these article use) of this material in mesh, serving, bed clothes, curtain and tent.
In one embodiment, comprise to this target harmful organism, their place or a kind of surface or matrix and use a kind of composition of the present invention that kills the harmful organism significant quantity for the method for controlling this type of harmful organism so that effective delay is provided on this surface or matrix kill the harmful organism activity.This type of is used and can or flood the harmful organism composition that kills of the present invention by brushing, rolling, spraying, coating and carry out.By way of example, method of the present invention expected a kind of surface (as, wall, top ceiling or floor surface) IRS use so that effective delay is provided on this surface kill the harmful organism activity.In another embodiment, expected and used the control of such composition with the delay of the insect on a kind of matrix, this matrix is the textile material of the form in mesh, serving, bed clothes, curtain and tent (maybe can use for the manufacture at these article) for example.
There is the pending matrix (comprising non-woven fleece, fabric or mesh) can be by natural fiber, as, cotton, rufiyaa leaf fiber, jute, flax, sisal hemp, sack cloth or wool, or synthon, as polymeric amide, polyester, polypropylene, polyacrylonitrile or analogue are made.Polyester is particularly suitable.The method of textile treatment for example is known in, and Handicraft Textile arranges: the 1st volume: equipment, the 2nd volume: color, the 3rd volume: coating, the 4th volume: environment; (Handbuch Textilveredlung:Band1:Ausr ü stung, Band2:Farbgebung, Band3:Beschichtung, Band4:Umwelttechnik); The publisher: the German business of commercial press, the release: 15, revised edition (Verlag:Deutscher Fachverlag; Auflage:15., ü berarbeitete Ausgabe) (on April 17th, 2006); ISBN-10:3866410123; ISBN-13:978-3866410121, especially referring to the 1st volume: equipment (Band1:Ausr ü stung), 27-198 page, more preferably 118 pages; Or WO2008151984 or WO2003034823 or US5631072 or WO200564072 or WO2006128870 or EP1724392 or WO2005064072 or WO2005113886 or WO2007090739.
Compound of the present invention opposed body epizoa effectively comprises: fly is such as west horn fly (harassing and wrecking horn fly) (horn fly), Simulium (black fly), Glossina (tsetse fly), stimulate tooth thigh fly (pipunculid), face fly (face fly), housefly (fly at home), letter is fly (sweat fly) not, Gadfly (horse botfly), bomb fly, heel fly, lucilia sericata, lucilia cuprina (green calliphorid), Calliphora (calliphorid), former Phormia, Oestrus ovis (nose botfly), Bitting midge (midge), the horse louse fly, Gasterophilus intestinalis, Gasterophilus haemorrhoidalis and gasterophilus nasalis, lice is such as ox hair lice (Damalinia bovis), horsehair lice, haematopinus asina, shovel kiss cat poultry louse, tool thorn kangaroo lice (Heterodoxus spiniger), sour jujube jaw lice and Trichodectes latus, ked is such as the sheep hippoboscid, and mite is such as Psoroptes, Sarcoptes scabiei hominis, psoroptes bovis, demodex equi, Cheyletiella, notoedres cati, Trombidium and ear sarcoptic mite (ear mite).
Processing of the present invention by known methods, such as giving in the intestines by with for example tablet, capsule, drink, infiltration preparation, granule, paste, bolus, feed-in method (feed-through procedures) or suppository form; Or such as giving by injection (comprising intramuscular, subcutaneous, intravenously, intraperitoneal) or the parenteral of implanting; Or give by nasal cavity.
When compound of the present invention and other biological activeconstituents combined administration, they can for example give separately with independent composition forms.In the case, these biological active ingredients can give simultaneously or sequentially.Alternately, these biological active ingredients can be a kind of components of composition.
Compound of the present invention can give with the controlled release form, for example with extended release formulations form subcutaneous or that per os gives, gives.
Typically, parasite killing composition according to the present invention comprises compound of the present invention, optionally with other biological learn activeconstituents or its N-oxide compound or salt, one or more pharmaceutically or veterinarily acceptable carrier combinations, these carriers comprise about desired and give approach (for example per os or parenteral give, such as injection) and according to the selected vehicle of standard specifications and auxiliary agent.In addition, suitable carrier be based on composition in the consistency of one or more activeconstituentss select, comprise such as the stability with respect to pH value and moisture content and considering.Therefore; notably to watch for animals to avoid the multiple compounds of the present invention of parasitic invertebrates harmful organism infringement; these compounds comprise a kind of compound of the present invention of parasiticide significant quantity, and this compound is optionally learned activeconstituents and at least one carrier combinations with other biological.
For comprising that intravenously, intramuscular and hypodermic parenteral give, compound of the present invention can be formulated in oiliness or aqueous vehicles with suspension, solution or emulsion form, and can comprise the adjuvant such as suspension agent, stablizer and/or dispersion agent.
Compound of the present invention can also be formulated as for bolus injection or continuous infusion.Medicinal compositions for injection comprises the aqueous solution of water-soluble form activeconstituents (for example salt of active compound), preferably within comprising as the pharmaceutical product field on the physiology of known other vehicle or auxiliary agent in compatible damping fluid.In addition, can prepare by the suspension of these active compounds in lipotropy vehicle.Suitable lipotropy vehicle comprises fatty oil (such as sesame oil), Acrawax (such as ethyl oleate and tri-glyceride) or multiple material (such as liposome).
Water injection suspension liquid can comprise the material that increases this suspension viscosity, such as Xylo-Mucine, Sorbitol Powder or dextran.Preparation for injection can present by unit dosage (for example, in ampoule or multi-dose container).Alternately, this activeconstituents before use can be in powder type for example, with the vehicle with suitable (aseptic pyrogen-free water) group structure.
Except aforementioned preparation, compound of the present invention also can be formulated as the storage preparation.This type of long-acting preparation can for example, by implanting (subcutaneous or intramuscular) or giving by intramuscular or subcutaneous injection.
Compound of the present invention can be with suitable polymkeric substance or hydrophobic material (for example, to have the emulsion form of acceptable oil on pharmacology), with ion exchange resin, prepared, or be formulated as slightly soluble derivative (such as (being not limited to) slightly soluble salt), for this, to give approach.
For suction gives, compound of the present invention can be used pressurized package or spraying gun and suitable propelling agent, for example (is not limited to) Refrigerant 12, trichlorofluoromethane, dichloro tetrafluoro ethane or carbonic acid gas, with aerosol sprinkling form, sends.In the pressurized aerosol situation, dose unit can by provide a kind of valve send through the metering amount and controlled.
The capsule and the cylinder that for for example gelatin used at sucker or insufflator, form can be formulated as the powdered mixture that comprises this compound and suitable pulvis base-material (such as lactose or starch).
Compound of the present invention can have favourable pharmacokinetics and pharmacodynamic profiles, by per os, is given and is absorbed and the whole body operability is provided.Therefore, after animal to be protected picked-up is arranged, the parasiticide effective concentration of compound of the present invention in blood flow can be protected avoid the sucking blood infringement of harmful organism (such as flea, tick and lice) of treated animal.Therefore; with per os give form (except the compounds of this invention of parasiticide significant quantity, comprise one or more be selected from be suitable for tamanori that per os gives and carrier and the concentrated fodder carrier of weighting agent) watch for animals that to avoid the parasitic composition without the infringement of vertebra harmful organism be noticeable.
For solution (being easy to the available form absorbed most), emulsion, suspension, paste, gel, capsule, tablet, bolus, pulvis, granule, the per os that cud is detained (rumen-retention) and feed/water/lick piece form gives, compound of the present invention can be prepared together with tamanori/weighting agent that per os gives composition with as known in the art being suitable for, for example, such as sugar and sugar derivatives (lactose, sucrose, N.F,USP MANNITOL, Sorbitol Powder), starch (W-Gum for example, wheat starch, rice starch, yam starch), Mierocrystalline cellulose and derivative (methylcellulose gum for example, carboxymethyl cellulose, the ethyl hydroxylated cellulose), protein derivatives (zeatin for example, gelatin) and synthetic polymer (polyvinyl alcohol for example, polyvinylpyrrolidone).If desired, can add lubricant (for example Magnesium Stearate), disintegrating agent (for example cross-linked polyvinylpyrrolidone, agar, Lalgine) and dyestuff or pigment.Paste and gel also comprise sizing agent (for example gum arabic, Lalgine, wilkinite, Mierocrystalline cellulose, xanthan gum, gluey neusilin) usually to help that said composition and oral cavity are kept in touch but not easily ejection.
In one embodiment, composition of the present invention becomes and can chew and/or edible product (for example can chew therapeutical agent or edible tablet) through preparation.This product will have taste, quality and/or the fragrance that protected animal is liked ideally, to be convenient to per os, give compound of the present invention.
If these parasite killing compositions are the concentrated fodder form, this carrier typically be selected from the high-performance feed, cereal or protein concentrate for feed.
This type of composition that contains concentrated fodder, except the parasitocidal activity composition, also can comprise and promote animal health or growth, improvement for butchering or the additive of the meat quality of useful animal to livestock industry otherwise.
These additives can comprise, for example VITAMIN, microbiotic, chemotherapeutics, press down bacteriocin, mycostatic agent, coccidia inhibitor and hormone.
Compound of the present invention also can be used for example conventional suppository base (such as theobroma oil or other glyceryl ester) to be mixed with rectal compositions (such as suppository or enema,retention).
Preparation for the inventive method can comprise a kind of antioxidant, such as the BHT(Yoshinox BHT).This antioxidant exists with the amount of 0.1 per-cent-5 per-cent (wt/vol) generally.Some preparations require a kind of solubilizing agent (such as oleic acid) to dissolve this active agent, if while particularly comprising pleocidin.Comprise isopropyl myristate, Wickenol 111, saturated C for these common spreading agents of toppling over preparation
12-C
18the caprylic/capric ester of fatty alcohol, oleic acid, oleyl alcohol ester, ethyl oleate, triglyceride level, silicone oil and dipropylene glycol methyl ether.According to known technology, prepared by the preparation of toppling over for the inventive method.Topple over thing while being solution when this, antiparasitic/insecticide is mixed with carrier or vehicle, if use heating while needing and stir.Auxiliary agent or other compositions can add in the mixture of promoting agent and carrier, or they can mix with this promoting agent before adding this carrier.With known technology, prepared similarly by the preparation of toppling in emulsion or form of suspension.
Can adopt other transfer systems for relative hydrophobic pharmaceutical compounds.Liposome and emulsion are the examples of knowing of hydrophobic drug transmission vehicle used or carrier.In addition, if need, can be with an organic solvent, such as methyl-sulphoxide.
Required rate of application (for example " insecticidal effective dose ") will depend on following factor without the vertebra harmful organism effectively to control parasitism: the species of parasitic invertebrates harmful organism to be controlled, life cycle, life stage, its size, place, season (time of year), host crop or animal, feeding behavior, mating behavior, ambient moisture, temperature and the similar factor thereof of harmful organism are arranged.Those of ordinary skills can easily determine desirable parasitism without the vertebra harmful organism control degree required kill the harmful organism significant quantity.
Generally for the veterinary science purposes, compound of the present invention has to be protected and avoids parasitic animal, particularly warm blooded animal without the infringement of vertebra harmful organism to kill the harmful organism significant quantity.
Killing the harmful organism significant quantity is the value of realizing attenuating target parasitism required activeconstituents without the effect of vertebra harmful organism occurrence rate or vigor of Observable degree.Those of ordinary skills should be appreciated that kill the harmful organism significant quantity can about the multiple compounds useful to method of the present invention and composition, desirable kill harmful organism effect and time length, target parasitism without vertebra harmful organism species, animal to be protected, mode of administration and analogue thereof are arranged and change, and realize that the required amount of particular result can determine via simple experiment.
Per os or parenteral for animal give, the dosage of the present composition given with the suitable timed interval typically about 0.01mg/kg to about 100mg/kg and preferred about 0.01mg/kg to the scope of about 30mg/kg the weight of animals.
Composition of the present invention gives the suitable timed interval scope of animal for extremely approximately annual approximately once a day.Scope is for extremely approximately every 6 months timed intervals that give once were noticeable approximately once in a week.It is mensal that to give the timed interval (giving compound once to animal per month) be noticeable especially.
Within the scope of the invention, there is useful plant to be protected typically to comprise following floristics: cereal (wheat, barley, rye, oat, paddy rice, corn, Chinese sorghum and related specy); Beet (sugar beet and fodder beet); The operatic circle, drupe and mushy fruit (apple, pears, plum, peach, almond, cherry, strawberry, raspberry and blackberry, blueberry); Leguminous plants (beans, shore beans, pea, soybean); Oil crops (rape, leaf mustard, opium poppy, olive, Sunflower Receptacle, coconut, Viscotrol C plant, cocoa beans, Semen arachidis hypogaeae); Mellon plant (pumpkin, cucumber, muskmelon); Textile plant (cotton, flax, hemp, jute); Citrus fruit (tangerine, lemon, natsudaidai, tangerine); Vegetables (spinach, lettuce, asparagus, Caulis et Folium Brassicae capitatae, Radix Dauci Sativae, onion, tomato, potato, paprike); Lauraceae (avocado, Cinnamomum, camphor) or various plants, for example tobacco, nut, coffee, eggplant, sugarcane, tea, pepper, vine, hops, banana and natural rubber plant, together with ornamental plant.
Term " useful crop " when be interpreted as comprise due to conventional breeding method or genetically engineered cause its for weedicide (as bromoxynil) or classes of herbicides (for example, as HPPD inhibitor, ALS inhibitor, for example primisulfuronmethyl, fluorine the third sulphur is grand and trifloxysulfuron, EPSPS(5-enol-acetone-shikimic acid-3-phosphoric acid-synthetic enzyme (5-enol-pyrovyl-shikimate-3-phosphate-synthase)) inhibitor, GS(glutamine synthetase) inhibitor or PPO(proporphyrinogen oxidase) inhibitor) the useful crop of tolerance.By conventional breeding (mutagenesis) method, caused its for example, example for the crop of imidazolone (, imazamox) tolerance to be
rape in summer ((Canola) drawn in Kano).By gene engineering method, cause its example for the crop of weedicide or classes of herbicides tolerance to comprise the Zea mays kind of resistance glyphosate and careless fourth phosphine, these kinds exist
,
with
under trade name, be commercially available.
Term " useful plant " should be understood to also comprise the useful plant that by using recombinant DNA technology, by such conversion, can have been synthesized one or more selectively acting toxin, these toxin are as known those bacteriums that for example come from toxin producing bacterium, especially bacillus.
The example of such plant is:
(corn variety is expressed a kind of CryIA (b) toxin);
(corn variety is expressed a kind of CryIIIB (b1) toxin);
(corn variety is expressed a kind of CryIA (b) and a kind of CryIIIB (b1) toxin);
(corn variety is expressed a kind of Cry9 (c) toxin);
(corn variety is expressed a kind of CryIF (a2) toxin and is realized the enzyme phosphinothricin N-acetyl-transferase (PAT) to the tolerance of weedicide grass fourth phosphine ammonium);
(cotton variety is expressed a kind of CryIA (c) toxin);
(cotton variety is expressed a kind of CryIA (c) toxin);
(cotton variety is expressed a kind of CryIA (c) and a kind of CryIIA (b) toxin);
(cotton variety is expressed a kind of VIP toxin);
(Potato Cultivars is expressed a kind of CryIIIA toxin);
gT Advantage(GA21 glyphosate tolerant proterties),
cB Advantage(Bt11 Pyrausta nubilalis (Hubern). (CB) proterties),
rW (corn rootworm proterties) and
Term " useful plant " is appreciated that and also comprises the useful crop that by using recombinant DNA technology, by such conversion, can have been synthesized the antipathogen with selectively acting, these antipathogens are so-called " pathogenesis-related proteins " (PRPs, referring to for example EP-A-0 392 225) for example.This type of antipathogen and the example that can synthesize the transgenic plant of this type of antipathogen are for example known from EP-A-0 392 225, WO 95/33818 and EP-A-0 353 191.Produce the methods of this type of transgenic plant normally known for those skilled in the art and for example be described in above-mentioned publication.
As used herein, term " place " is intended to the place that comprises that these plants grow thereon, at the plant propagation material of these local these plants, is sowed or in the plant propagation material of these local these plants will be placed in soil.An example in such place is the field that crop plants is grown thereon.
Term " plant propagation material " is appreciated that the reproduction part that means this plant, and as seed, these parts can be for the breeding of this plant, and the trophicity material, for example transplants a cutting or stem tuber (for example potato).Can mention, for example the part of seed (on stricti jurise), root, fruit, stem tuber, bulb, rhizome and plant.Can also mention after germination or after breaking ground transplanted germination plant and young plant.These young plants can be protected processing wholly or in part by dipping before transplanting.Preferably, " plant propagation material " it should be understood that seed.
These compounds with Formula I can be used with the form of unmodified, or preferably with the conventional carrier used in the preparation field, together with adjuvant, use.
Term " plant " or " useful plant " comprise seedling, shrub and tree as used herein.Term " crop " should be understood to also comprise the crop plants that by using recombinant DNA technology, by such conversion, can be synthesized one or more selectively acting toxin, these toxin are as known those bacteriums that for example come from toxin producing bacterium, especially bacillus.
Can comprise that by the toxin of this type of Expressed in Transgenic Plant insect-killing protein for example for example comes from the insect-killing protein of subtilis or Japanese beetle genus bacillus; Or come from the insect-killing protein of bacillus thuringiensis, as delta-endotoxin, for example Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C, or Vegetative Insecticidal Proteins (Vip), for example Vip1, Vip2, Vip3 or Vip3A; Or the insect-killing protein of living away from home property of nematode bacterium, for example polished rod shape mattress belongs to or Xenorhabdus, as luminous polished rod shape mattress, Xenorhabdus nematophilus; The toxin produced by animal, as scorpion toxin, spider venom, wasp toxin and other insect-specific neurotoxins; By mycetogenetic toxin, as the streptomycete toxin; Phytohemagglutinin, as pisum sativum agglutinin, barley lectin element or GNA; The lectin class; Proteinase inhibitor, as trypsin inhibitor, serpin, potato store albumen (patatin), cystatin, antipain; Ribosome inactivating protein (RIP), as ricin, corn-RIP, toxalbumin, Luffin, sapotoxin fibroin or red bryony toxalbumin; The steroid metabolism enzyme, as 3-hydroxy steroid oxydase, ecdysteroid-UDP-glycosyl-transferring enzyme, rCO, moulting hormone inhibitor, HMG-COA-reductase enzyme, the ion channel blocking agent, as sodium channel or calcium channel blocker, juvenile hormone esterase, diuretic hormone acceptor, Stilbene synthase, bibenzyl synthase, chitinase and dextranase.
Under background of the present invention, delta-endotoxin is Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C for example, or vegetative phase insecticidal protein (Vip), for example Vip1, Vip2, Vip3 or Vip3A are interpreted as obviously also comprising and mix toxin, the toxin of brachymemma and the toxin of modification.Mix toxin and be (for example, referring to, WO02/15701) that the new combination restructuring of the different zones by those albumen produces.The toxin of the brachymemma for example Cry1Ab of brachymemma is known.In the situation that the toxin of modifying, one or more amino acid of naturally occurring toxin are replaced.In this amino-acid substitution, the protease recognition sequence preferably non-natural existed inserts in toxin, and for example, in the situation that Cry3A055, a kind of kethepsin-G-recognition sequence is inserted into Cry3A toxin (referring to WO 03/018810).
The example that such toxin maybe can synthesize the transgenic plant of such toxin for example is disclosed in EP-A-0 374 753, WO 93/07278, WO 95/34656, EP-A-0 427 529, EP-A-451 878 and WO 03/052073.
Be known for those of ordinary skill in the art and for example be described in above-mentioned publication for the preparation of the methods of such transgenic plant.CryI-type thymus nucleic acid and preparation thereof are known in for example from WO 95/34656, EP-A-0 367 474, EP-A-0 401 979 and WO 90/13651.
The toxin be included in transgenic plant makes plant, to harmful insect, tolerance be arranged.These insects may reside in any classification of insect group, but especially usually in beetle (Coleoptera), dipteran (Diptera) and butterfly (lepidopteran), find.
The transgenic plant that comprise one or more coded insect-killing agent resistances and express the gene of one or more toxin are known and some of them are commercially available.The example of such plant is:
(corn variety is expressed the CryIAb toxin);
(corn variety is expressed the Cry3Bb1 toxin);
(corn variety is expressed Cry1Ab and Cry3Bb1 toxin);
(corn variety is expressed the Cry9C toxin);
(corn variety is expressed the Cry1Fa2 toxin and is realized the enzyme phosphinothricin N-acetyl-transferase (PAT) to the tolerance of weedicide grass fourth phosphine ammonium);
(cotton variety is expressed the Cry1Ac toxin);
(cotton variety is expressed the Cry1Ac toxin);
(cotton variety is expressed Cry1Ac and Cry2Ab toxin);
(cotton variety is expressed Vip3A and Cry1Ab toxin);
(Potato Cultivars is expressed the Cry3A toxin);
gT Advantage(GA21 glyphosate tolerant proterties),
cB Advantage(Bt11 Pyrausta nubilalis (Hubern). (CB) proterties) and
Other examples of such genetically modified crops are:
1.Bt11 corn, from first just reaching seeds company (Syngenta Seeds SAS), Chemin de l'Hobit27, F-31790St.Sauveur, France, registration number C/FR/96/05/10.The Zea mays of genetic modification, by the Cry1Ab toxin of transgene expression brachymemma, make it to resist the invasion and attack of European corn borer (Pyrausta nubilalis (Hubern). and powder stem snout moth's larva).Bt11 corn also transgenosis ground is expressed the PAT enzyme to reach the tolerance to weedicide grass fourth phosphine ammonium salt.
2.Bt176 corn, from first just reaching seeds company (Syngenta Seeds SAS), Chemin de l'Hobit27, F-31790St.Sauveur, France, registration number C/FR/96/05/10.The Zea mays of genetic modification, by transgene expression Cry1Ab toxin, make it to resist the invasion and attack of European corn borer (Pyrausta nubilalis (Hubern). and powder stem snout moth's larva).Bt176 corn also transgenosis ground is expressed the PAT enzyme to reach the tolerance to weedicide grass fourth phosphine ammonium salt.
3.MIR604 corn, from first just reaching seeds company (Syngenta Seeds SAS), Chemin de l'Hobit27, F-31 790St.Sauveur, France, registration number C/FR/96/05/10.The Cry3A toxin of modifying by transgene expression makes it to have the corn of insect-resistant.This toxin is modified Cry3A055 by inserting kethepsin-G-protease recognition sequence.The preparation of such rotaring gene corn plant is described in WO03/018810.
4.MON863 corn, from European Company of Monsanto Company (Monsanto Europe S.A.), 270-272Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C/DE/02/9.MON863 expresses the Cry3Bb1 toxin, and some coleopteron is had to resistance.
5.IPC531 cotton, from the 270-272Avenue de Tervuren of European Company of Monsanto Company (Monsanto Europe S.A.), B-1150 Brussels, Belgium, registration number C/ES/96/02.
6.1507 corn, from the Avenue Tedesco of the global company of pioneer (Pioneer Overseas Corporation), 7B-1160 Brussels, Belgium, registration number C/NL/00/10.The corn of genetic modification, marking protein Cry1F is to reach the resistance of some lepidopterous insects and to express PAT protein to reach the tolerance to weedicide grass fourth phosphine ammonium salt.
7.NK603 * MON810 corn, from European Company of Monsanto Company (Monsanto Europe S.A.), 270-272Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C/GB/02/M3/03.By the kind NK603 by genetic modification and MON810 hybridization, by the hybrid maize kind of conventional breeding, formed.NK603 * MON810 corn gene is expressed the CP4EPSPS protein obtained by Agrobacterium bacterial strain CP4, makes it herbicide-resistant
(containing glyphosate), and the Cry1Ab toxin obtained by bacillus thuringiensis Ku Er Stark subspecies, make it anti-some lepidopterous insects, comprises European corn borer.
Crop will also be understood that as being to be endowed those of the resistance of harmful insect by gene engineering method, for example Bt corn (anti-European corn borer), Bt cotton (anti-cotton anthonomus grandis) and also have Bt potato (anti-Colorado beetle).The example of Bt corn is
176 corn hybridization bodies (first just reaching seeds company (Syngenta Seeds)).Including one or more coded insect-killing agent resistances with the example of the transgenic plant of the gene of expressing one or more toxin is
(corn), Yield
(corn),
(cotton),
(cotton),
(potato),
with
Plant crop or its seed material can be all antiweed and be anti-insect ingest (" stack " transgene result) simultaneously.For example, seed can be glyphosate tolerant having the insecticidal Cry3 albumen ability of expression simultaneously.
Crop for example will also be understood that, as being obtain and comprise so-called output type (output) proterties (improved storage capacity, higher nutritive value and improved fragrance) by conventional breeding or engineered method.
For the compound that will have chemical formula (I) is applied to harmful organism, harmful organism place as insecticide, acarus-killing, nematocides or invertebrate poison or is subject to the plant that harmful organism attacks, the compound that usually will have chemical formula (I) is mixed with a kind of composition, and said composition comprises a kind of suitable inert diluent or carrier and a kind of tensio-active agent (SFA) optionally except the compound with chemical formula (I).SFA is can for example, for example, by reducing interfacial tension and causing thus other characteristics (, dispersion, emulsification and wetting) to change and change the chemical of the characteristic at interface (, liquid/solid, liquid/air or liquid/liquid interface).Preferably, all compositions (solid and liquid formulations both) comprise by weight 0.0001% to 95%, more preferably 1% to 85%, and 5% to 60% the compound with chemical formula (I) for example.Said composition is used to control harmful organism generally, makes like this have chemical formula compound of (I) with from 0.1g to 10kg/ hectare, preferably from 1g to 6kg/ hectare, more preferably from the ratio of 1g to 1kg/ hectare, uses.
When using in a kind of seed dressing, the compound with chemical formula (I) is with every kilogram of seed 0.0001g to 10g(for example 0.001g or 0.05g), 0.005g to 10g preferably, more preferably the ratio of 0.005g to 4g is used.
In yet another aspect, the invention provides a kind of insecticidal, kill acarid, nematicide or kill molluscan composition, that said composition comprises is insecticidal, kill acarid, nematicide or kill the compound with chemical formula (I) and a kind of carrier suitable to it or the thinner of molluscan significant quantity.Said composition preferably a kind of insecticidal, kill acarid, nematicide or kill molluscan composition.
These compositions can be selected from multiple preparation type, but comprise dirt pulvis (DP), soluble powder (SP), water-soluble granular formulation (SG), water-dispersible granular material agent (WG), wettable powder (WP), particle (GR) (slowly or release soon), solubility concentrates thing (SL), oil miscible liquid (OL), ultralow volume of liquid (UL), emulsifiable concentrate (EC), dispersible enriched material (DC), emulsion (oil-in-water (EW) and water-in-oil (EO) both), microemulsion (ME), suspension-concentrates (SC), aerosol, mist/cigarette preparation, capsule suspension liquid (CS) and seed treatment preparation.Physics, chemistry and biological characteristics that under any circumstance selected preparation type will depend on contemplated specific purposes and have the compound of chemical formula (I).
But a kind of compound that dirt pulvis (DP) can be by will have chemical formula (I) and one or more solid diluents (for example, natural clay, kaolin, pyrophyllite, wilkinite, aluminum oxide, montmorillonite, diatomite (kieselguhr), chalk soil, diatomite (diatomaceous earths), calcium phosphate, calcium carbonate and magnesiumcarbonate, sulphur, lime, flour, talcum and other organic and inorganic solid carriers) mix and this mixture mechanically are milled into to fine powder and prepare.
Soluble powder (SP) can for example, for example, be mixed by a kind of compound that will have chemical formula (I) to prepare to improve water dispersible/water-soluble with the mixture of one or more water-soluble inorganic salts (sodium bicarbonate, sodium carbonate or sal epsom) or one or more water-soluble organic solids (polysaccharide) and one or more wetting agents optionally, one or more dispersion agents or described reagent.Then this mixture is ground to form to fine powder.Also can be by similar composition grain to form water-soluble granular formulation (SG).
Wettable powder (WP) can be by will there is chemical formula (I) a kind of compound and one or more solid diluents or carrier, one or more wetting agents and preferably, one or more dispersion agents, and optionally, one or more suspension agent mixes to prepare to promote the dispersion in liquid.Then this mixture is ground to form to fine powder.Also can be by similar composition grain to form water-dispersible granular material agent (WG).
Can form like this granule (GR): a kind of compound by will have chemical formula (I) and the mixture pelleting of one or more powdery solid diluent or carriers form, perhaps by a kind of compound (or its solution in a kind of suitable reagent) that will there is chemical formula (I), for example absorb, into honeycombed grain material (float stone, attapulgite clay, Fuller's earth, diatomite (kieselguhr), diatomite (diatomaceous earths) or corn cob meal), perhaps by a kind of compound (or its solution in suitable reagent) that will there is chemical formula (I), be adsorbed onto hard core material (for example husky, silicate, mineral carbonic acid salt, vitriol or phosphoric acid salt) and if upper necessary words, carrying out the preformed blank particle of dry cause forms.Generally with the agent of helping absorb or adsorb, comprise solvent (for example aliphatics and aromatic petroleum solvent, alcohol, ether, ketone and ester) and tackiness agent (for example polyvinyl acetate, polyvinyl alcohol, dextrin, sugar and vegetables oil).Can also comprise one or more other additives (for example emulsifying agent, wetting agent or dispersion agent) at particle.
Dispersible enriched material (DC) can be by the compound that will there is chemical formula (I) water-soluble or organic solvent for example in ketone, alcohol or glycol ether, prepare.These solution can contain tensio-active agent (for example being used for improving water-dilutable or prevent crystallization in spraying groove).
Emulsifiable concentrate (EC) or O/w emulsion (EW) can be dissolved in by the compound that will have chemical formula (I) in organic solvent (mixture that optionally comprises one or more wetting agents, one or more emulsifying agents or described reagent) and preparing.The organic solvent class that is suitable for EC comprises that aromatic hydrocarbons (as alkylbenzene or alkylnaphthalene, is exemplified as SOLVESSO 100, SOLVESSO 150 and SOLVESSO 200; SOLVESSO is a registered trademark), ketone (as pimelinketone or methylcyclohexanone) and alcohol (as benzyl alcohol, furfuryl alcohol or butanols),
The dimethylformamide of N-alkyl pyrrolidone (as N-Methyl pyrrolidone or NOP), lipid acid is (as C
8-C
10the lipid acid dimethylformamide) and chlorinated hydrocarbon.Spontaneously emulsification when the EC product can be in being added into water, produce and have enough stability and spray by suitable equipment the emulsion of using in order to allow.The preparation of EW comprises that acquisition liquid is not (if it is liquid in room temperature, it can be melted under typically lower than the reasonable temperature of 70 ℃) or solution (by it being dissolved in to suitable solvent) form have a kind of compound of chemical formula (I), then gained liquid or emulsifying soln are advanced to comprise in the water of one or more SFA under high-shear, to produce emulsion.The applicable solvent used in EW comprises that vegetables oil, chlorinated hydrocarbon (for example chlorobenzene), aromatic solvent (for example alkylbenzene or alkylnaphthalene) and other have the suitable organic solvent of low solubility in water.
Microemulsion (ME) can be by water is mixed to prepare with the adulterant of one or more solvents and one or more SFA, spontaneously to produce a kind of thermodynamically stable isotropic liquid formulations.Compound with chemical formula (I) be present at the very start in water or solvent/SFA adulterant in.The solvent that is applicable to ME comprises that the above is for those of EC or EW.ME can be oil-in-water system or water-in-oil system (existing which kind of system to test to measure by conductivity) and can be suitable for mixing water miscible and oil-soluble pesticides in same preparation.ME is suitable for dilution and enters in water, remains microemulsion or forms conventional O/w emulsion.
Suspension-concentrates (SC) can comprise water-based or the non-aqueous suspension of insoluble solids particle of the fine dispersion of the compound with chemical formula (I).SC can be by will there is chemical formula (I) solid chemical compound optionally with one or more dispersion agents ball milling or pearl in appropriate medium, grind to prepare, to produce the fine particle suspension of this compound.Can comprise one or more wetting agents in said composition, and can comprise that suspension agent is to reduce the settling velocity of particle.Alternately, can be by thering is the compound dry grinding of chemical formula (I) and it being added in the water that comprises the above reagent, to produce desirable the finished product.
The aerosol preparation comprises the have chemical formula compound of (I) and suitable propelling agent (for example, normal butane).For example also the compound with chemical formula (I) can be dissolved in or be scattered in, in suitable medium (water or liquid that can be miscible with water, as n-propyl alcohol) to be provided at the composition used in non-pressurized spread by hand pump.
Compound with chemical formula (I) can be mixed to form a kind of composition under dry state with firework mixture, said composition is suitable for producing in an enclosed space cigarette that contains this compound.
Capsule suspension liquid (CS) can be by preparing with the similar mode of preparation EW preparation, but there is other polymerization procedure, make like this water dispersion that obtains oil droplet, wherein each oil droplet is aggregated beyond the region of objective existence shell parcel and contains the compound of (I) that has chemical formula and optionally its a kind of carrier or thinner.This polymer shell can react or prepare by coacervation by interfacial polycondensation.These compositions can provide the controlled release of the compound with chemical formula (I) and them can be for seed treatment.Compound with chemical formula (I) also can be formulated in biodegradable polymeric matrix, so that the controlled release slowly of this compound to be provided.
Composition can comprise that one or more additives (for example pass through to improve lip-deep wettability, reservation or distribution with the biology performance that improves said composition; The lip-deep rain proofness of processing; Or there is absorption or the transport property of the compound of chemical formula (I)).Such additive comprises tensio-active agent, the spraying additive based on oily, for example some mineral oil or crude vegetal (for example soybean and rapeseed oil), and these and other biological strengthen the adulterant of adjuvant (can help or modify have chemical formula the composition of effect of compound of (I)).
Compound with chemical formula (I) can also be formulated to using and use as seed treatment, for example, as powder composition, comprise powder (DS) for dry seed treatment, water-soluble powder (SS) or the water-dispersible powder (WS) of processing for slurry or, as a kind of liquid composition, comprise flowable enriched material (FS), a kind of solution (LS) or a kind of capsule suspension liquid (CS).The preparation of DS, SS, WS, FS and LS composition is very similar with those of DP described above, SP, WP, SC and DC composition respectively.Composition for the treatment of seed can comprise a kind of for example, for assisting said composition to be attached to the reagent (a kind of mineral oil or a kind of film forming restraining mass) on this seed.
Wetting agent, dispersion agent and emulsifying agent can be positively charged ion, negatively charged ion, surperficial SFA both sexes or nonionic type.
The cationic SFA be applicable to comprises quaternary ammonium compounds (for example cetyl trimethylammonium bromide), tetrahydroglyoxaline and amine salt.
The SFA of suitable negatively charged ion comprises an alkali metal salt of lipid acid, the salt of sulfated fatty family monoesters (for example, Sodium Lauryl Sulphate BP/USP), the salt of the fatty compounds of sulfonation (for example, Sodium dodecylbenzene sulfonate, calcium dodecylbenzene sulphonate, the sulfonate mixtures of the di-isopropyl of butyl naphthalene sulfonate and sodium and triisopropyl naphthalene), ether sulfate, ether alcohol sulfate (for example, lauryl ether-3-sodium sulfate), the carboxylate salt of ether (for example lauryl ether-3-carboxylic acid sodium), the product that phosphoric acid ester (one or more fatty alcohol and phosphoric acid (being mainly monoesters)) or Vanadium Pentoxide in FLAKES (being mainly diester) react, reacting between lauryl alcohol and four phosphoric acid for example, these products can be ethoxylations in addition), sulfosuccinic acid amides, paraffin or alkene sulfonate, tauride and Sulfite lignin.
The suitable SFA of amphoteric type comprises trimethyl-glycine, propionic salt and glycinate.
The SFA of applicable nonionic type comprise oxirane (for example oxyethane, propylene oxide, butylene oxide ring or its mixture) and fatty alcohol (for example oil base alcohol or hexadecanol) or with the condensation product of alkylphenol (for example octyl phenol, nonyl phenol or octyl cresol); The partial ester of derivation of self-long chain lipid acid or hexitan; The condensation product of described partial ester and oxyethane; Block polymer (containing oxyethane and propylene oxide); Alkanolamine; Monoesters (as fatty acid polyglycol ester); Amine oxide (as lauryl dimethyl amine oxide); And Yelkin TTS.
Applicable suspension agent comprises hydrophilic colloid (for example polyose, polyvinylpyrrolidone or Xylo-Mucine) and expanded clay (as wilkinite or attapulgite).
Having the method that chemical formula (I) compound can kill the harmful organism compound by any known using uses.For example, it can (preparation or not the preparation) directly be applied to the place, place of these harmful organisms or these harmful organisms (as the habitat of these harmful organisms, or be subject to the planting plants that these harmful organisms are infected), or be applied to any part of plant, comprise leaf, stem, branch or root, be applied to the front seed of plantation, or be applied to plant is growing or will be planted other media (as the soil in root week, normal soil, the planting system that paddy field water either or water are planted), or it can spray, dusting, by dipping, use, as butterfat or paste preparation, use, as steam use or by composition (as particulate composition or wrap in the composition in water-soluble bag) is distributed or and bury in or in water surrounding, use.
Compound with chemical formula (I) can also be injected in plant or use electronic spray application or other lower volume methods are sprayed onto on plant, or uses by land or aerial irrigation system.
As the composition of aqueous formulation (aqueous solution or dispersion), with the form of the enriched material that comprises a high proportion of activeconstituents, provide generally, this enriched material was added to the water before using.These enriched materials (can comprise DC, SC, EC, EW, ME, SG, SP, WP, WG and CS) often are required to stand long-term storage and can be added to the water to form aqueous formulation after this kind of storages, and said preparation keeps the sufficiently long time of homogeneous state so that they can be used by conventional spray appliance.This kind of aqueous formulation can comprise the compound with chemical formula (I) (for example, by weight 0.0001% to 10%) of variable quantity, this depend on they the purpose used for it.
Compound with chemical formula (I) can for example, mix use with fertilizer (fertilizer of nitrogenous, potassium or phosphorus).Suitable preparation type comprises fertiliser granulates.These mixtures preferably comprise up to 25% the compound with chemical formula (I) by weight.
Therefore the present invention also provides a kind of fertilizer and Ru 2006101161 with compound of chemical formula (I) of comprising.
Composition of the present invention can comprise the bioactive compound of having of other, micro-nutrients for example, or there is the compound of Fungicidally active, or there is coordinate plant growth, weeding, kill insect, nematicide or kill the compound of acarid activity.
Have Formula I compound (therefore after this be abbreviated as term " TX " and refer to the included compound of compound with Formula I, or preferably term " TX " refer to a kind of be selected from table 1 to 12 and the compound of A) can be the independent activeconstituents of said composition or the activeconstituents that it can be other with one or more (component (B)) for example pesticides (insect, acarid, mollusk and nematode pesticides), mycocide, synergistic agent, weedicide, safener or plant-growth regulator (suitably time).Can widen significantly thus and can have unexpected advantage according to the activity of composition of the present invention, these advantages can also be described as synergistic activity on wider implication.Other activeconstituents can: be provided at a kind of composition that a place has the retention time of wider activity profile or increase; A kind of composition that shows better plant/crop tolerance by reducing phytotoxicity is provided; Provide a kind of different growth perioies plant to control the composition of insect; Synergy or the activity (for example by increasing action speed or overcome repellency) of supplementing this TX; Perhaps help to overcome or prevent the development to the resistance of single component.Concrete other activeconstituents will depend on the desired application of said composition.The example of suitable pesticides comprises the following:
A) pyrethroid, for example permethrin, Cypermethrin, fenvalerate, esfenvalerate, Deltamethrin, three cyhalothrins (particularly λ-cyhalothrin), bifenthrin, Fenvalerate, cyfloxylate, tefluthrin, to the pyrethroid (for example ether chrysanthemum ester) of fish safety, natural deinsectization polyester, Tetramethrin, s-EXTHIN, Fenfluthrin, d-prallethrin or 5-benzyl-3-furylmethyl-(
e)-(1R, 3S)-2,2-dimethyl-3-(2-oxygen sulphur Polymorphs-3-ylidenylmethyl) cyclopropanecarboxylcompound;
B) organophosphorus compounds, as Profenofos, sulprofos, acephate, parathion-methyl, R-1582-methyl, Systox-s-methyl, heptenopos, thiometon, fenamiphos, monocrotophos, Profenofos, triazophos, acephatemet, Rogor, phosphamidon, Malathion, Chlorpyrifos 94, Phosalone, Terbufos, fensulfothion, Dyfonate, phorate, Volaton, pirimiphosmethyl-methyl, pirimiphosmethyl-ethyl, fenitrothion 95, lythidathion or diazinon;
C) amino formate (comprising aryl-carbamate), as Aphox, triaxamate, cloethocarb, carbofuran, furathiocarb, ethiofencarb, aldicarb, thiofanox, carbosulfan, Evil worm prestige, fenobucarb, Propoxur, methomyl or oxamyl;
D) benzoyl area kind, as grand as diflubenzuron, desinsection, HEXAFLUMURON, flufenoxuron or UC 62644;
E) organo-tin compound, as cyhexatin, fenbutatin oxide or azocyclotin;
F) pyrazoles, as tebufenpyrad and azoles Qiu ester;
G) Macrolide, as Avermectins or milbemycin class, for example abamectin, phenylformic acid are according to mark's fourth, ivermectin, milbemycin or pleocidin, ethyl pleocidin (spinetoram) or nimbin;
H) hormone or pheromone;
I) organochlorine compound, as 5a,6,9,9a-hexahydro-6,9-methano-2,4, lindane, DDT, Niran or Dieldrin-attapulgite mixture;
J) amidine class, as chlordimeform or amitraz;
K) fumigant, as trichloronitromethane, propylene dichloride, monobromomethane or metamsodium;
L) anabasine compound, as Provado, thiacloprid, acetamiprid, clothianidin, Ti304, MTI-446 or Diacloden;
M) two hydrazides classes, as worm hydrazides, ring worm hydrazides or methoxyfenozide;
N) diphenyl ether, as difenolan or pyriproxyfen;
O) indoxacarb;
P) bromothalonil;
Q) pyrrole first piperazine or fluorine worm pyrrole quinoline;
R) spiral shell worm ethyl ester, spiral shell mite ester or Spiromesifen;
S) Flubendiamide, chlorantraniliprole (chloranthraliniprole) or bromine cyanogen insect amide (cyanthraniliprole);
T) azoles mite cyanogen or cyflumetofen; Or
U) fluorine pyridine worm amine nitrile.
Except the pesticides of main chemical species listed above, if the desired use of said composition is applicable to, also can in said composition, adopt other pesticides with extraordinary target.For example, for the selected insecticides of concrete crop, can adopt snout moth's larva (stemborer) specificity insecticide (as cartap) or the springtail animal specificity insecticide (as Buprofezin) that for example use in paddy rice.Alternately, also can be included in these compositions and (for example, to kill the ovicidal of mite-larva agent (ovo-larvicides), for example clofentezine, fluorine mite thiophene, hexythiazox or tetradifon the insecticide of concrete caste/phasic specificity or acarus-killing; Kill the motilicides of mite, for example Mitigan or propargite; Acarus-killing, for example Xiu Man Du (bromopropylate) or G-23922; Or growth regulator, for example go out clean, methoprene, UC 62644 or diflubenzuron of hydramethylnon, match).
It is preferred having these compounds of Formula I and the following mixture of activeconstituents, wherein preferably, term " TX " refers to a kind of compound that these compounds with Formula I cover, or preferably, and term " TX " refers to and is selected from table 1 to 12 and a kind of compound of A:
A kind of adjuvant, this adjuvant select free oil (material of the group that another name (628)+TX forms,
A kind of acarus-killing, the group that the freely following material of this acarus-killing choosing forms: 1,1-bis-(4-chlorphenyl)-cellosolvo (IUPAC title) (910)+TX, 2,4-dichlorophenyl benzene sulfonate (IUPAC/ chemical abstracts name) (1059)+TX, the fluoro-N-methyl of 2--N-1-NAD (IUPAC title) (1295)+TX, 4-chlorophenyl phenyl sulfone (IUPAC title) (981)+TX, abamectin (1)+TX, acequinocyl (3)+TX, acetyl worm nitrile [CCN]+TX, acrinathrin (9)+TX, Aldicarb (16)+TX, aldoxycarb (863)+TX, cypermethrin (202)+TX, amidithion (870)+TX, sulfanilamide (SN) mite ester [CCN]+TX, amino sulfo-salt (872)+TX, Citram (875)+TX, Citram binoxalate (875)+TX, Amitraz (24)+TX, aramite (881)+TX, arsenic trioxide (882)+TX, AVI382(compound code)+TX, AZ60541(compound code)+TX, azinphos ethyl (44)+TX, azinphos-methyl (azinphos-methyl) (45)+TX, azobenzene (IUPAC title) (888)+TX, azacyclotin (azacyclotin) (46)+TX, Alamos (azothoate) (889)+TX, benzene mattress spirit (62)+TX, the husky phosphorus (benoxafos) (another name) [CCN] of benzene promise+TX, Citrazon (benzoximate) (71)+TX, Ergol (IUPAC title) [CCN]+TX, Bifenazate (74)+TX, bifenthrin (76)+TX, binapacryl (907)+TX, brofenxalerate (another name)+TX, bromocyclne (bromocyclene) (918)+TX, bromophos (920)+TX, Rilariol (921)+TX, fenisobromolate (bromopropylate) (94)+TX, Buprofezin (99)+TX, butocarboxim (103)+TX, butanone sulfone prestige (104)+TX, butocarboxim (butylpyridaben) (another name)+TX, lime sulfur (calcium polysulfide) (IUPAC title) (111)+TX, toxaphene (campheechlor) (941)+TX, sok (carbanolate) (943)+TX, carbaryl (115)+TX, carbofuran (carbofuran) (118)+TX, carbophenothion (947)+TX, CGA50 ' 439(studies code) (125)+TX, chinomethionat (chinomethionat) (126)+TX, Neotran (chlorbenside) (959)+TX, Spanon (964)+TX, chlordimeform-hydrochloride (964)+TX, chlorfenapyr (130)+TX, chlorfenethol (968)+TX, chlorfenizon (chlorfenson) (970)+TX, chlorfensulphide (chlorfensulphide) (971)+TX, Chlorfenvinphos (131)+TX, chlorobenzilate (chlorobenzilate) (975)+TX, Yi Tuoming (chloromebuform) (977)+TX, chloromethiuron (chloromethiuron) (978)+TX, Acaralate (chloropropylate) (983)+TX, chlopyrifos (145)+TX, chlorpyrifos-methyl (146)+TX, Actellic (chlorthiophos) (994)+TX, cinerin (cinerin) I(696)+TX, cinerin 11(696)+TX, II cinerin II (cinerins) (696)+TX, clofentezine (158)+TX, closantel (another name) [CCN]+TX, Coumafos (174)+TX, Crotamiton (another name) [CCN]+TX, crotoxyphos (crotoxyphos) (1010)+TX, cufraneb (1013)+TX, cyanthoate (cyanthoate) (1020)+TX, cyflumetofen (CAS registration number: 400882-07-7)+TX, three lambda-cyhalothrins (196)+TX, plictran (199)+TX, cypermethrin (201)+TX, DCPM(1032)+TX, DDT(219)+TX, demephion (demephion) (1037)+TX, demephion-O(1037)+TX, demephion-S(1037)+TX, demeton (demeton) (1038)+TX, demeton-methyl (224)+TX, demeton-O(1038)+TX, demeton-methyl-O(224)+TX, demeton-S(1038)+TX, demeton-methyl-S(224)+TX, demeton-S-methyl sulphur grand (demeton-S-methylsulphon) (1039)+TX, methamidophos (226)+TX, dialifos (dialifos) (1042)+TX, diazinon (227)+TX, dichlofluanid (230)+TX, DDVP (236)+TX, BFPO (dicliphos) (another name)+TX, Mitigan (242)+TX, Carbicron (243)+TX, gram (1071)+TX everywhere, BFPO (dimefox) (1081)+TX, Rogor (262)+TX, diformazan polynactin (dinactin) (another name) (653)+TX, Dinitrocyclohexylphenol (dinex) (1089)+TX, Dinitrocyclohexylphenol (dinex-diclexine) (1089)+TX, dinobuton (dinobuton) (269)+TX, dinocap (dinocap) (270)+TX, dinocap-4[CCN]+TX, dinocap-6[CCN]+TX, dinitro ester (1090)+TX, dinopenton (dinopenton) (1092)+TX, nitre monooctyl ester (dinosulfon) (1097)+TX, dinoterbon (dinoterbon) (1098)+TX, dioxathion (1102)+TX, diphenyl sulphone (DPS) (IUPAC title) (1103)+TX, disulfiram (another name) [CCN]+TX, disulfoton (278)+TX, DNOC(282)+TX, benzene oxycetylene mite (dofenapyn) (1113)+TX, Doramectin (another name) [CCN]+TX, 5a,6,9,9a-hexahydro-6,9-methano-2,4 (294)+TX, endothion (endothion) (1121)+TX, EPN(297)+TX, Eprinomectin (another name) [CCN]+TX, Ethodan (309)+TX, ethoate methyl (ethoate-methyl) (1134)+TX, second mite azoles (etoxazole) (320)+TX, etrimfos (etrimfos) (1142)+TX, fenazaflor (fenazaflor) (1147)+TX, fenazaquin (328)+TX, fenbutatin oxide (fenbutatin oxide) (330)+TX, fenothiocarb (fenothiocarb) (337)+TX, Fenpropathrin (342)+TX, tebufenpyrad (fenpyrad) (another name)+TX, fenpyroximate (fenpyroximate) (345)+TX, fenson (fenson) (1157)+TX, fluorine nitre diphenylamines (fentrifanil) (1161)+TX, fenvalerate (349)+TX, ethiprole (354)+TX, fluacrypyrim (fluacrypyrim) (360)+TX, Fluazuron (1166)+TX, fluorine mite thiophene (flubenzimine) (1167)+TX, flucycloxuron (366)+TX, flucythrinate (flucythrinate) (367)+TX, Fluenyl (fluenetil) (1169)+TX, flufenoxuron (370)+TX, flumethrin (flumethrin) (372)+TX, fluoraracide (fluorbenside) (1174)+TX, taufluvalinate (fluvalinate) (1184)+TX, FMC1137(studies code) (1185)+TX, anti-mite amidine (405)+TX, anti-mite amidine hydrochloride (405)+TX, formothion (formothion) (1192)+TX, amine first prestige (formparanate) (1193)+TX, γ-HCH(430)+TX, glyodin (glyodin) (1205)+TX, halfenprox (halfenprox) (424)+TX, heptene ether (heptenophos) (432)+TX, hexadecane basic ring propane carboxylate (IUPAC/ chemical abstracts name) (1216)+TX, Hexythiazox (441)+TX, iodomethane (IUPAC title) (542)+TX, isocarbophos (isocarbophos) (another name) (473)+TX, isopropyl O-(methoxyl group amino thiophosphoryl base) salicylate (IUPAC title) (473)+TX, ivermectin (another name) [CCN]+TX, jasmolin (jasmolin) I(696)+TX, jasmolin II(696)+TX, iodfenphos (jodfenphos) (1248)+TX, lindane (430)+TX, Lu Fenlong (490)+TX, malathion (492)+TX, benzyl malononitrile (malonoben) (1254)+TX, Afos (mecarbam) (502)+TX, mephosfolan (mephosfolan) (1261)+TX, mesulfen (another name) [CCN]+TX, methacrifos (methacrifos) (1266)+TX, acephatemet (527)+TX, methidathion (529)+TX, mercaptodimethur (530)+TX, methomyl (531)+TX, methyl bromide (537)+TX, MTMC (metolcarb) (550)+TX, Menite (556)+TX, Mexacarbate (mexacarbate) (1290)+TX, milbemycin (557)+TX, kill mite mattress element oxime (milbemycin oxime) (another name) [CCN]+TX, mipafox (mipafox) (1293)+TX, Azodrin (561)+TX, morphothion (morphothion) (1300)+TX, Moxidectin (another name) [CCN]+TX, 2-dichloroethylk dimethyl phosphate (naled) (567)+TX, NC-184(compound code)+TX, NC-152(compound code)+TX, fluorine mosquito spirit (nifluridide) (1309)+TX, nikkomycin (another name) [CCN]+TX, nitrilacarb (nitrilacarb) (1313)+TX, nitrilacarb (nitrilacarb) 1:1 zinc chloride complex compound (1313)+TX, NNI-0101(compound code)+TX, NNI-0250(compound code)+TX, omethoate (omethoate) (594)+TX, oxamyl (602)+TX, inferior Thiometan (oxydeprofos) (1324)+TX, Disystom-s (oxydisulfoton) (1325)+TX, pp'-DDT(219)+TX, parathion (615)+TX, Permethrin (626)+TX, oil (another name) (628)+TX, phenkapton (1330)+TX, phenthoate dimephenthoate cidial (631)+TX, thimet (636)+TX, Phosalone (637)+TX, phosfolan (phosfolan) (1338)+TX, phosmet (638)+TX, phosphamidon (639)+TX, phoxim (642)+TX, pirimiphos-methyl (652)+TX, citicide (polychloroterpenes) (traditional title) (1347)+TX, polynactin (polynactins) (another name) (653)+TX, Proclonol (1350)+TX, Profenofos (662)+TX, promacyl (promacyl) (1354)+TX, propargite (671)+TX, propetamphos (propetamphos) (673)+TX, arprocarb (678)+TX, prothidathion (prothidathion) (1360)+TX, prothoate (prothoate) (1362)+TX, pyrethrins I(696)+TX, chrysanthemumdicarboxylic acid monomethyl ester pyrethrolone ester (696)+TX, pyrethrin (pyrethrins) (696)+TX, pyridaben (699)+TX, pyridaphethione (pyridaphenthion) (701)+TX, pyrimidifen (pyrimidifen) (706)+TX, Pyrimitate (1370)+TX, quinalphos (quinalphos) (711)+TX, quinalphos (quintiofos) (1381)+TX, R-1492(studies code) (1382)+TX, RA-17(studies code) (1383)+TX, rotenone (722)+TX, schradane (schradan) (1389)+TX, cadusafos (sebufos) (another name)+TX, plug draws rhzomorph (selamectin) (another name) [CCN]+TX, SI-0009(compound code)+TX, sophamide (sophamide) (1402)+TX, spiral shell mite ester (738)+TX, Spiromesifen (739)+TX, SSI-121(studies code) (1404)+TX, sulfiram (another name) [CCN]+TX, sulfluramid (sulfluramid) (750)+TX, sulfotep (sulfotep) (753)+TX, Sulfur (754)+TX, S21-121(studies code) (757)+TX, taufluvalinate (398)+TX, tebufenpyrad (763)+TX, TEPP(1417)+TX, terbam (terbam) (another name)+TX, stirofos (777)+TX, tetradiphon (tetradifon) (786)+TX, polynactin (tetranactin) (another name) (653)+TX, kill mite thioether (tetrasul) (1425)+TX, thiofanox (thiafenox) (another name)+TX, Talcord (thiocarboxime) (1431)+TX, thiofanox (thiofanox) (800)+TX, thiometon (thiometon) (801)+TX, Eradex (1436)+TX, Su Li rhzomorph (thuringiensin) (another name) [CCN]+TX, prestige mattress phosphorus (triamiphos) (1441)+TX, benzene thiophene mite (triarathene) (1443)+TX, Hostathion (820)+TX, azoles prestige (triazuron) (another name)+TX, metrifonate (824)+TX, chlorobenzene second the third phosphorus (trifenofos) (1455)+TX, first polynactin (trinactin) (another name) (653)+TX, menazon (847)+TX, fluorine pyrazoles worm (vaniliprole) [CCN] and YI-5302(compound code)+TX,
A kind of algicide, the group that the freely following material of this algicide choosing forms: 3-benzo [b] thiophene-2-base-5, 6-dihydro-1, 4, 2-Evil thiazine-4-oxide compound [CCN]+TX, two cupric octoates (IUPAC title) (170)+TX, copper sulfate (172)+TX, cybutryne[CCN]+TX, dihydro naphthoquinones (dichlone) (1052)+TX, dichlorophen (232)+TX, endothal (295)+TX, fentin (fentin) (347)+TX, white lime [CCN]+TX, Parzate (nabam) (566)+TX, quinoclamine (quinoclamine) (714)+TX, quinone duckweed amine (quinonamid) (1379)+TX, simazine (730)+TX, fentin acetate (IUPAC title) (347) and fentin hydroxide (IUPAC title) (347)+TX,
A kind of anthelmintic, the group that the freely following material of this anthelmintic choosing forms: abamectin (1)+TX, Dowco 132 (1011)+TX, doramectin (another name) [CCN]+TX, according to mark's fourth (291)+TX, phenylformic acid is according to mark's fourth (291)+TX, Eprinomectin (another name) [CCN]+TX, ivermectin (another name) [CCN]+TX, milbemycin (another name) [CCN]+TX, Moxidectin (another name) [CCN]+TX, piperazine [CCN]+TX, plug draws rhzomorph (selamectin) (another name) [CCN]+TX, pleocidin (737) and thiophanate (thiophanate) (1435)+TX,
A kind of avicide, the group that the freely following material of this avicide choosing forms: glucochloral (127)+TX, endrin (1122)+TX, Tiguvon (346)+TX, pyridine-4-amine (IUPAC title) (23) and Strychnine (745)+TX,
A kind of bactericide, the group that the freely following material of this bactericide choosing forms: 1-hydroxyl-1H-pyridine-2-thioketones (IUPAC title) (1222)+TX, 4-(quinoxaline-2-base amino) benzsulfamide (IUPAC title) (748)+TX, oxine vitriol (446)+TX, bronopol (97)+TX, two cupric octoates (IUPAC title) (170)+TX, copper hydroxide (IUPAC title) (169)+TX, cresols [CCN]+TX, dichlorophen (232)+TX, Dipyrithione (1105)+TX, N-Lauryldiethylenetriaminoacetic acid (1112)+TX, fenaminosulf (fenaminosulf) (1144)+TX, formaldehyde (404)+TX, Versotrane (another name) [CCN]+TX, kasugamycin (483)+TX, kasugamycin hydrochloride hydrate (483)+TX, two (dimethyl dithiocarbamate) nickel (IUPAC title) (1308)+TX, nitrapyrin (nitrapyrin) (580)+TX, octhilinone (octhilinone) (590)+TX, oxolinic acid (606)+TX, terramycin (611)+TX, hydroxyquinoline vitriolate of tartar (446)+TX, probenazole (probenazole) (658)+TX, Streptomycin sulphate (744)+TX, Streptomycin sulphate sesquisulfate (744)+TX, tecloftalam (766)+TX, and Thiomersalate (another name) [CCN]+TX,
A kind of biological reagent, the group that the freely following material of this biological reagent choosing forms: adoxophyes moth granulosis virus(GV) (Adoxophyes orana GV) (another name) (12)+TX, agrobacterium radiobacter (another name) (13)+TX, Predatory Mites (Amblyseius spp.) (another name) (19)+TX, celery looper nucleopolyhedrosis virus (Anagrapha falcifera NPV) (another name) (28)+TX, Anagrus atomus(another name) (29)+TX, aphid parasitic wasp (Aphelinus abdominalis) (another name) (33)+TX, cotten aphid parasitic wasp (Aphidius colemani) (another name) (34)+TX, food aphid cecidomyiia (Autographa californica NPV) (another name) (35)+TX, autographa californica nuclear polyhedrosis virus (Bacillus firmus) (another name) (38)+TX, bacillus firmus (Bacillus firmus) (another name) (48)+TX, Bacillus sphaericus (Bacillus sphaericus Neide) (formal name used at school) (49)+TX, Bacillus thuringiensis (Bacillus thuringiensis Berliner) (formal name used at school) (51)+TX, Bacillus thuringiensis .I(Bacillus thuringiensis subsp.aizawai) (formal name used at school) (51)+TX, Bacillus thuringiensis subsp. israelensis (Bacillus thuringiensis subsp.israelensis) (formal name used at school) (51)+TX, Bacillus thuringiensis Japan subspecies (Bacillus thuringiensis subsp.japonensis) (formal name used at school) (51)+TX, Bacillus thuringiensis k.(Bacillus thuringiensis subsp.kurstaki) (formal name used at school) (51)+TX, Bacillus thuringiensis t.(Bacillus thuringiensis subsp.tenebrionis) (formal name used at school) (51)+TX, the white stiff mattress of ball spore (Beauveria bassiana) (another name) (53)+TX, the white stiff mattress of Bu Shi (Beauveria brongniartii) (another name) (54)+TX, lacewing (Chrysoperla carnea) (another name) (151)+TX, the hidden lip ladybug of Meng Shi (Cryptolaemus montrouzieri) (another name) (178)+TX, carpocapsa pomonella granulosis virus (Cydia pomonella GV) (another name) (191)+TX, Dacnusa sibirica (Dacnusa sibirica) (another name) (212)+TX, Diglyphus isaea (Diglyphus isaea) (another name) (254)+TX, Encarsia formosa (Encarsia formosa) (formal name used at school) (293)+TX, eretmocerus SP (Eretmocerus eremicus) (another name) (300)+TX, mealie noctuid nucleopolyhedrosis virus (Helicoverpa zea) (another name) (431)+TX, have a liking for mattress heterorhabditis indica (Heterorhabditis bacteriophora) and H.megidis(another name) (433)+TX, assemble considerable ladybug (Hippodamia convergens) (another name) (442)+TX, tangerine powder scale insect parasitic wasp (Leptomastix dactylopii) (another name) (488)+TX, fleahopper (Macrolophus caliginosus) (another name) (491)+TX, lopper worm nucleopolyhedrosis virus (Mamestra brassicae NPV) (another name) (494)+TX, Metaphycus helvolus(another name) (522)+TX, yellowish green green stiff mattress (Metarhizium anisopliae var.acridum) (formal name used at school) (523)+TX, Metarhizium anisopliae var. Anisopliae (Metarhizium anisopliae var.anisopliae) (formal name used at school) (523)+TX, neodiprion sertifer (Neodiprion sertifer) nucleopolyhedrosis virus and reddish tone pine tree sawfly (N.lecontei) nucleopolyhedrosis virus (another name) (575)+TX, minute pirate bugs (another name) (596)+TX, paecilomyces fumosoroseus (Paecilomyces fumosoroseus) (another name) (613)+TX, Chile catches and plants mite (Phytoseiulus persimilis) (another name) (644)+TX, beet armyworm (Spodoptera exigua multicapsid) multinuclear capsid nucleopolyhedrosis virus (formal name used at school) (741)+TX, march fly nematode (Steinernema bibionis) (another name) (742)+TX, nematode Steinernema carpocapsae (Steinernema feltiae) (another name) (742)+TX, Steinernema feltiae (another name) (742)+TX, Steinernema glaseri(another name) (742)+TX, Steinernema riobrave(another name) (742)+TX, Steinernema riobravis(another name) (742)+TX, Steinernema scapterisci(another name) (742)+TX, Steinernema Carpocapsae (Steinernema spp.) (another name) (742)+TX, trichogramma (another name) (826)+TX, blind mite (Typhlodromus occidentalis) (another name) (844) and lecanium wheel branch mattress (Verticillium lecanii) (another name) (the 848)+TX of walking in west,
A kind of soil disinfectant, the group that the freely following material of this soil disinfectant choosing forms: methyl iodide (IUPAC title) (542) and monobromomethane (537)+TX,
A kind of chemosterilant, the group that the freely following material of this chemosterilant choosing forms: apholate (apholate) [CCN]+TX, the bisazir(another name) [CCN]+TX, busulfan (another name) [CCN]+TX, diflubenzuron (250)+TX, the dimatif(another name) [CCN]+TX, altretamine (hemel) [CCN]+TX, hempa (hempa) [CCN]+TX, metepa (metepa) [CCN]+TX, Metapside (methiotepa) [CCN]+TX, sterile spy (methyl apholate) [CCN]+TX, infertile pyridine (morzid) [CCN]+TX, penfluron (penfluron) (another name) [CCN]+TX, Aphoxide (tepa) [CCN]+TX, sulfo-hempa (thiohempa) (another name) [CCN]+TX, thio-tepa (another name) [CCN]+TX, Tretamine (another name) [CCN] and uredepa (another name) [CCN]+TX,
A kind of insect pheromone, the group that the freely following material of this insect pheromone choosing forms: (E)-last of the ten Heavenly stems-5-alkene-1-yl acetate with (E)-last of the ten Heavenly stems-pure (IUPAC title) (the 222)+TX of 5-alkene-1-, (E)-ten three carbon-4-alkene-1-yl acetate (IUPAC title) (829)+TX, (E)-6-methyl hept-2-ene"-4-alcohol (IUPAC title) (541)+TX, (E, Z)-14 carbon-4,10-diene-1-yl acetate (IUPAC title) (779)+TX, (Z)-ten two carbon-7-alkene-1-yl acetate (IUPAC title) (285)+TX, (Z)-ten six carbon-11-olefine aldehydr (IUPAC title) (436)+TX, (Z)-ten six carbon-11-alkene-1-yl acetate (IUPAC title) 437)+TX, (Z)-ten six carbon-13-alkene-11-alkynes-1-yl acetate (IUPAC title) 438)+TX, (Z)-bis-ten-13-alkene-10-ketone (IUPAC title) 448)+TX, (Z)-ten four carbon-7-alkene-1-aldehyde (IUPAC title) (782)+TX, (Z)-ten four carbon-9-alkene-1-alcohol (IUPAC title) (783)+TX, (Z)-ten four carbon-9-alkene-1-yl acetate (IUPAC title) (784)+TX, (7E, 9Z)-12 carbon-7,9-diene-1-yl acetate (IUPAC title) (283)+TX, (9Z, 11E)-14 carbon-9,11-diene-1-yl acetate (IUPAC title) (780)+TX, (9Z, 12E)-14 carbon-9,12-diene-1-yl acetate (IUPAC title) (781)+TX, 14-methyl 18-1-alkene (IUPAC title) (545)+TX, 4-methyl aldehyde C-9-5-alcohol and 4-methyl aldehyde C-9-5-ketone (IUPAC title) (544)+TX, α-multistriatin(another name) [CCN]+TX, western loose bark beetle assembly pheromone (brevicomin) (another name) [CCN]+TX, Pherocon CM (codlelure) (another name) [CCN]+TX, Pherocon CM (codlemone) (another name) (167)+TX, cue-lure (cuelure) (another name) (179)+TX, Disparmone (disparlure) (277)+TX, 12 carbon-8-alkene-1 yl acetate (IUPAC title) (286)+TX, 12 carbon-9-alkene-1-yl acetate (IUPAC title) (287)+TX, 12 carbon-8+TX, 10-diene-1-yl acetate (IUPAC title) (284)+TX, the dominicalure(another name) [CCN]+TX, 4-methyloctanoic acid ethyl ester (IUPAC title) (317)+TX, Eugenol (another name) [CCN]+TX, dendroctonus frontalis assembly pheromone (frontalin) (another name) [CCNl+TX, gossyplure (gossyplure) (another name) (420)+TX, Grandemone (grandlure) (421)+TX, Grandemone I(another name) (421)+TX, Grandemone II(another name) (421)+TX, Grandemone III(another name) (421)+TX, Grandemone IV(another name) (421)+TX, hexalure (hexalure) [CCN]+TX, ipsdienol (ipsdienol) (another name) [CCN]+TX, little stupid enol (ipsenol) (another name) [CCN]+TX, chafer gyplure (japonilure) (another name) (481)+TX, the lineatin(another name) [CCN]+TX, the litlure(another name) [CCN]+TX, looplure (looplure) (another name) [CCN]+TX, Medlure (medlure) [CCN]+TX, megatomoic acid(another name) [CCN]+TX, Allylveratrole (methyl eugenol) (another name) (540)+TX, muscalure (muscalure) (563)+TX, 18-2,13-diene-1-yl acetate (IUPAC title) (588)+TX, 18-3,13-diene-1-yl acetate (IUPAC title) (589)+TX, He Kangbi (orfralure) (another name) [CCN]+TX, the oryctalure(another name) (317)+TX, Fei Lekang (ostramone) (another name) [CCN]+TX, siglure (siglure) [CCN]+TX, the sordidin(another name) (736)+TX, sulcatol (sulcatol) (another name) [CCN]+TX, 14-11-alkene-1-yl acetate (IUPAC title) (785)+TX, the spy lures ketone (839)+TX, the spy lures the other rock of ketone A() (839)+TX, the spy lures ketone B, (another name) (839)+TX, the spy lures ketone B:(another name) (839)+TX, the spy lures ketone C(another name) (839) and trunc-call(another name) [CCN]+TX,
A kind of insect repellent, the group that the freely following material of this insect repellent choosing forms: 2-(octylsulfo) ethanol (IUPAC title) (591)+TX, Indalone (butopyronoxyl) (933)+TX, butoxy (polypropylene glycol) (936)+TX, Polycizer W 260 (IUPAC title) (1046)+TX, dibutyl phthalate (1047)+TX, dibutyl succinate (IUPAC title) (1048)+TX, Metadelphene [CCN]+TX, dimethylcarbate [CCN]+TX, Repellent 3535 (dimethyl carbate) [CCN]+TX, Rutgers 612 (1137)+TX, own urea [CCN]+TX, first quinoline fourth (methoquin-butyl) (1276)+TX, the new decyl amide of methyl [CCN]+TX, oxamate (oxamate) [CCN] and Icaridin [CCN]+TX,
A kind of insecticide, the group that the freely following material of this insecticide choosing forms: the chloro-1-nitroethane of 1-bis-(IUPAC/ chemical abstracts title) (1058)+TX, 1,1-bis-is chloro-2,2-bis-(4-ethylphenyl) ethane (IUPAC title) (1056)+TX, 1,2-dichloropropane (IUPAC/ chemical abstracts title) (1062)+TX, with 1 of 1,2-dichloropropylene, 3-dichloropropane (IUPAC title) (1063)+TX, the bromo-2-chloroethanes of 1-(IUPAC/ chemical abstracts title) (916)+TX, acetic acid 2,2, the chloro-1-of 2-tri-(3,4-dichlorophenyl) ethyl ester (IUPAC title) (1451)+TX, 2,2-dichloroethylene 2-ethyl sulfinyl ethyl-methyl phosphate (IUPAC title) (1066)+TX, dimethylamino formic acid 2-(1,3-dithiolane-2-yl) phenylester (IUPAC/ chemical abstracts title) (1109)+TX, thiocyanic acid 2-(2-butoxy ethyoxyl) ethyl ester (IUPAC/ chemical abstracts title) (935)+TX, methyl carbamic acid 2-(4,5-dimethyl-1,3-dioxolanes-2-yl) phenylester (IUPAC/ chemical abstracts title) (1084)+TX, 2-(4-chloro-3,5-xylyl oxygen base) ethanol (IUPAC title) (986)+TX, 2-chlorovinyl diethyl phosphate (IUPAC title) (984)+TX, 2-imidazolone (IUPAC title) (1225)+TX, 2-isovaleryl indane-1,3-diketone (IUPAC title) (1246)+TX, methyl carbamic acid 2-methyl (Propargyl) aminophenyl ester (IUPAC title) (1284)+TX, laurate 2-thiocyanogen ethyl ester (IUPAC title) (1433)+TX, the bromo-1-chlorine of 3-third-1-alkene (IUPAC title) (917)+TX, dimethylamino formic acid 3-methyl isophthalic acid-Phenylpyrazole-5-base ester (IUPAC title) (1283)+TX, methyl carbamic acid 4-methyl (Propargyl) amino-3,5-xylyl ester (IUPAC title) (1285)+TX, dimethylamino formic acid 5,5-dimethyl-3-oxo hexamethylene-1-alkenyl esters (IUPAC title) (1085)+TX, abamectin (1)+TX, orthene (2)+TX, Acetamiprid (4)+TX, Acethion (another name) [CCN]+TX, acetyl worm nitrile [CCN]+TX, acrinathrin (9)+TX, acrylonitrile (IUPAC title) (861)+TX, alanycarb (15)+TX, Aldicarb (16)+TX, aldoxycarb (863)+TX, aldrin (864)+TX, allethrin (17)+TX, A Luo ammonia rhzomorph (another name) [CCN]+TX, allyxycarb (866)+TX, α-cypermethrin (202)+TX, α-moulting hormone (another name) [CCN]+TX, aluminum phosphate (640)+TX, amidithion (870)+TX, thioamides (872)+TX, aminocarb (873)+TX, Citram (875)+TX, Citram binoxalate (875)+TX, Amitraz (24)+TX, anabasine (877)+TX, ethyl methidathion (883)+TX, AVI382(compound code)+TX, AZ60541(compound code)+TX, nimbin (another name) (41)+TX, methylpyridine phosphorus (42)+TX, azinphos-methyl-ethyl (44)+TX, azinphos-methyl-methyl (45)+TX, Alamos (889)+TX, bacillus thuringiensis δ endotoxin class (another name) (52)+TX, hexafluorosilicic acid barium (another name) [CCN]+TX, solbar (IUPAC/ chemical abstracts title) (892)+TX, smoked chrysanthemum ester [CCN]+TX, Bayer22/190(studies code) (893)+TX, Bayer22408(studies code) (894)+TX, Evil worm prestige (58)+TX, Benfuracard micro (60)+TX, bensultap (66)+TX, β-cyfloxylate (194)+TX, β-cypermethrin (203)+TX, Biphenthrin (76)+TX, bioallethrin (78)+TX, bioallethrin S-cyclopentenyl isomers (another name) (79)+TX, penta ring resmethrin (bioethanomethrin) [CCN]+TX, biopermethrin (908)+TX, pyrethrins (80)+TX, two (2-chloroethyl) ether (IUPAC title) (909)+TX, bistrifluron (83)+TX, borax (86)+TX, brofenxalerate (another name)+TX, bromobenzene alkene phosphorus (914)+TX, bromocyclen (918)+TX, bromo-DDT(another name) [CCN]+TX, bromophos (920)+TX, bromophos-ethyl (921)+TX, metalkamate (924)+TX, Buprofezin (99)+TX, butacarb (926)+TX, butathiofos(927)+TX, butocarboxim (103)+TX, butyl ester phosphine (932)+TX, butanone sulfone prestige (104)+TX, butyl pyridaben (another name)+TX, cadusafos (109)+TX, calcium arsenate [CCN]+TX, cyanogas (444)+TX, calcium polysulfide (IUPAC title) (111)+TX, toxaphene (941)+TX, sok (943)+TX, carbaryl (115)+TX, carbofuran (118)+TX, carbon disulfide (IUPAC/ chemical abstracts title) (945)+TX, carbon tetrachloride (IUPAC title) (946)+TX, carbophenothion (947)+TX, carbosulfan (119)+TX, cartap (123)+TX, cartap hydrochloride (123)+TX, cevadine (another name) (725)+TX, chlorbicyclen (960)+TX, Niran (128)+TX, kepone (963)+TX, Spanon (964)+TX, chlordimeform-hydrochloride (964)+TX, chlorethoxyfos (129)+TX, chlorfenapyr (130)+TX, chlorfenviphos (131)+TX, UC 62644 (132)+TX, chlormephos (136)+TX, chloroform [CCN]+TX, trichloronitromethane (141)+TX, chlorophoxim (989)+TX, deinsectization pyridine (990)+TX, chlopyrifos (145)+TX, chlopyrifos-methyl (146)+TX, Actellic (994)+TX, ring worm hydrazides (150)+TX, cinerin I(696)+TX, cinerin II(696)+TX, cinerin class (696)+TX, cis resmethrin (cis-resmethrin) (another name)+TX, cis resmethrin (cismethrin) (80)+TX, cyhalothrin (another name)+TX, cloethocarb (999)+TX, closantel (another name) [CCN]+TX, clothianidin (165)+TX, copper acetoarsenite [CCN]+TX, copper arsenate [CCN]+TX, copper oleate [CCN]+TX, Resistox (174)+TX, Dithion (1006)+TX, Crotamiton (another name) [CCN]+TX, crotoxyphos (1010)+TX, crufomate (1011)+TX, ice crystal (another name) (177)+TX, CS708(studies code) (1012)+TX, cyanofenphos (1019)+TX, cyanophos (184)+TX, cyanthoate (1020)+TX, cyclethrin [CCN]+TX, cycloprothrin (188)+TX, cyfloxylate (193)+TX, three lambda-cyhalothrins (196)+TX, cypermethrin (201)+TX, cyphenothrin (206)+TX, Cyromazine (209)+TX, cythioate (another name) [CCN]+TX, (R)-4-isopropenyl-1-methyl-1-cyclohexene (another name) [CCN]+TX, d-tetramethrin (another name) (788)+TX, DAEP(1031)+TX, dazomet (216)+TX, DDT(219)+TX, decarbofuran(1034)+TX, decis (223)+TX, demephion (1037)+TX, demephion-O(1037)+TX, demephion-S(1037)+TX, demeton (1038)+TX, demeton-methyl (224)+TX, demeton-O(1038)+TX, demeton-O-methyl (224)+TX, demeton-S(1038)+TX, demeton-S-methyl (224)+TX, demeton-S-methyl sulfone (1039)+TX, diafenthiuron (226)+TX, dialifos (1042)+TX, diamines phosphorus (1044)+TX, diazinon (227)+TX, Di-captan (1050)+TX, dichlofenthion (1051)+TX, DDVP (236)+TX, the dicliphos(another name)+TX, the dicresyl(another name) [CCN]+TX, Carbicron (243)+TX, Dicyclanil (244)+TX, dieldrite (1070)+TX, diethyl 5-methylpyrazole-3-base phosphate (IUPAC title) (1076)+TX, diflubenzuron (250)+TX, diprophylline (dilor) (another name) [CCN]+TX, dimefluthrin [CCN]+TX, BFPO (1081)+TX, dimetan (1085)+TX, Rogor (262)+TX, dimethrin (1083)+TX, dimethylvinphos (265)+TX, dimetilan (1086)+TX, Dinitrocyclohexylphenol (1089)+TX, Dinitrocyclohexylphenol-diclexine(1089)+TX, the third nitre phenol (1093)+TX, dinosam (1094)+TX, Da Nuo kills (1095)+TX, MTI-446 (271)+TX, difenolan (1099)+TX, salithion (1100)+TX, Elacron (1101)+TX, dioxathion (1102)+TX, disulfoton (278)+TX, benzene thiophene second Swebate (dithicrofos) (1108)+TX, DNOC(282)+TX, Doramectin (another name) [CCN]+TX, DSP(1115)+TX, moulting hormone (another name) [CCN]+TX, EI1642(studies code) (1118)+TX, according to mark's fourth (291)+TX, benzoic acid is according to mark's fourth (291)+TX, EMPC(1120)+TX, Prallethrin (292)+TX, 5a,6,9,9a-hexahydro-6,9-methano-2,4 (294)+TX, endothion (1121)+TX, endrin (1122)+TX, EPBP(1123)+TX, EPN(297)+TX, protect young ether (1124)+TX, Eprinomectin (another name) [CCN]+TX, esfenvalerate (302)+TX, Oxfordshire's Toyodan (etaphos) (another name) [CCN]+TX, ethiofencarb (308)+TX, Ethodan (309)+TX, second worm nitrile (310)+TX, ethoate methyl-methyl (1134)+TX, phonamiphos (312)+TX, Ethyl formate (IUPAC title) [CCN]+TX, ethyl-DDD(another name) (1056)+TX, ethylene dibromide (316)+TX, ethylene dichloride (chemical name) (1136)+TX, oxirane [CCN]+TX, ether chrysanthemum ester (319)+TX, etrimfos (1142)+TX, EXD(1143)+TX, Dovip (323)+TX, fenamiphos (326)+TX, fenazaflor (1147)+TX, Nankor (1148)+TX, fenothiocarb (1149)+TX, Fenfluthrin (1150)+TX, fenifrothion (335)+TX, Osbac (336)+TX, phonetic acyl worm amine (fenoxacrim) (1153)+TX, fenoxycarb (340)+TX, fenpirithrin (1155)+TX, Fenpropathrin (342)+TX, tebufenpyrad (fenpyrad) (another name)+TX, fensulfothion (1158)+TX, Entex (346)+TX, Entex-ethyl [CCN]+TX, fenvalerate (349)+TX, ethiprole (354)+TX, flonicamid (358)+TX, Flubendiamide (CAS registration number: 272451-65-7)+TX, flucofuron(1168)+TX, flucycloxuron (366)+TX, flucythrinate (367)+TX, Fluenyl (1169)+TX, phonetic worm amine [CCN]+TX, flufenoxuron (370)+TX, trifluoro chrysanthemum ester (1171)+TX, flumethrin (372)+TX, taufluvalinate (1184)+TX, FMC1137(studies code) (1185)+TX, Dyfonate (1191)+TX, Carzol (405)+TX, Carzol SP (405)+TX, formothion (1192)+TX, formparanate (formparanate) (1193)+TX, fosmethilan (1194)+TX, fospirate (1195)+TX, lythidathion (408)+TX, fosthietan (1196)+TX, furathiocarb (412)+TX, furethrin (1200)+TX, gamma-cyhalothrin (197)+TX, γ-HCH(430)+TX, Guanoctine (422)+TX, biguanides acetate (422)+TX, GY-81(studies code) (423)+TX, halfenprox (424)+TX, chlorine worm hydrazides (425)+TX, HCH(430)+TX, HEOD(1070)+TX, Heptachlor (1211)+TX, heptenophos (432)+TX, speed is killed sulphur phosphorus [CCN]+TX, HEXAFLUMURON (439)+TX, HHDN(864)+TX, hydramethylnon (443)+TX, hydrogen cyanide (444)+TX, hydroprene (445)+TX, hyquincarb(1223)+TX, Imidacloprid (458)+TX, Imiprothrin (460)+TX, indoxacarb (465)+TX, iodomethane (IUPAC title) (542)+TX, IPSP(1229)+TX, isazofos (1231)+TX, Telodrin (1232)+TX, isocarbophos (another name) (473)+TX, isodrin (1235)+TX, isofenphos (1236)+TX, transplant spirit (1237)+TX, Mobucin (472)+TX, O-(methoxyl group amino thiophosphoryl base) isopropyl salicylate (IUPAC title) (473)+TX, Isoprothiolane (474)+TX, isothioate (1244)+TX, isoxathion (480)+TX, ivermectin (another name) [CCN]+TX, jasmolin I (696)+TX, jasmolin ii (696)+TX, iodfenphos (1248)+TX, juvenile hormone I(another name) [CCN]+TX, juvenile hormone II(another name) [CCN]+TX, juvenile hormone III(another name) [CCN]+TX, chlorine penta ring (1249)+TX, kinoprene (484)+TX, λ-tri-lambda-cyhalothrin (198)+TX, lead arsenate [CCN]+TX, thunder cuticulin (CCN)+TX, teptophos (1250)+TX, woods dawn (430)+TX, lirimfos(1251)+TX, lufenuron (490)+TX, lythidathion (1253)+TX, between isopropyl phenyl methyl carbamate (IUPAC title) (1014)+TX, magnesium phosphide (IUPAC title) (640)+TX, malathion (492)+TX, special mite nitrile (1254)+TX, mazidox (1255)+TX, Afos (502)+TX, mecarphon (1258)+TX, menazon (1260)+TX, mephosfolan (1261)+TX, calogreen (513)+TX, mesulfenfos(1263)+TX, metaflumizone (CCN)+TX, metham-sodium (519)+TX, metham-sodium potassium (another name) (519)+TX, metham-sodium sodium (519)+TX, methacrifos (1266)+TX, acephatemet (527)+TX, sulfonyl methane fluorine (IUPAC/ chemical abstracts title) (1268)+TX, methidathion (529)+TX, mercaptodimethur (530)+TX, desinsection ethephon (1273)+TX, Methomyl (531)+TX, methoprene (532)+TX, first quinoline fourth (1276)+TX, methothrin (another name) (533)+TX, methoxychlor (534)+TX, anisoyl-(535)+TX, methyl bromide (537)+TX, methyl-isorhodanate (543)+TX, methyl chloroform (another name) [CCN]+TX, carrene [CCN]+TX, methoxy benzyl Flumethrin [CCN]+TX, MTMC (550)+TX, metoxadiazone (1288)+TX, Menite (556)+TX, mexacarbate (1290)+TX, the close spit of fland of going out (557)+TX, milbemycin (another name) [CCN]+TX, mipafox (1293)+TX, mirex (1294)+TX, Azodrin (561)+TX, morphothion (1300)+TX, Moxidectin (another name) [CCN]+TX, naftalofos (another name) [CCN]+TX, 2-dichloroethylk dimethyl phosphate (567)+TX, naphthalene (IUPAC/ chemical abstracts title) (1303)+TX, NC-170(studies code) (1306)+TX, NC-184(compound code)+TX, nicotine (578)+TX, nicotine sulphate (578)+TX, nifluridide (1309)+TX, Nitenpyram (579)+TX, nithiazide (nithiazine) (1311)+TX, nitrilacarb (1313)+TX, nitrilacarb 1:1 zinc chloride complex compound (1313)+TX, NNI-0101(compound code)+TX, NNI-0250(compound code)+TX, nornicotine (traditional title) (1319)+TX, Rimon (585)+TX, noviflumuron (586)+TX, the chloro-4-iodophenyl of O-5-bis-O-ethyl diethyldithiocarbamate Thiophosphonate (IUPAC title) (1057)+TX, O, O-diethyl O-4-methyl-2-oxo-2H-chroman-7-base Thiophosphonate (IUPAC title) (1074)+TX, O, O-diethyl O-6-methyl-2-propyl pyrimidine-4-yl Thiophosphonate (IUPAC title) (1075)+TX, O, O, O', O'-tetrapropyl two thiopyrophosphates (IUPAC title) (1424)+TX, oleic acid (IUPAC title) (593)+TX, flolimat (594)+TX, oxamyl (602)+TX, metilomerkaptofosoksid-methyl (609)+TX, oxydeprofos (1324)+TX, Disystom-s (1325)+TX, pp'-DDT(219)+TX, p-dichloro-benzenes [CCN]+TX, parathion (615)+TX, parathion-methyl (616)+TX, penfluron (another name) [CCN]+TX, pentachlorophenol (623)+TX, laurate five chlorophenyl ester (IUPAC title) (623)+TX, Permethrin (626)+TX, petroleum oil class (another name) (628)+TX, PH60-38(studies code) (1328)+TX, phenkapton (1330)+TX, phenothrin (630)+TX, phenthoate dimephenthoate cidial (631)+TX, thimet (636)+TX, Phosalone (637)+TX, phosfolan (1338)+TX, phosmet (638)+TX, nichlorfos (1339)+TX, phosphamidon (639)+TX, hydrogen phosphide (IUPAC title) (640)+TX, phoxim (642)+TX, phoxim-methyl (1340)+TX, pirimetaphos(1344)+TX, Aphox (651)+TX, Actellic-ethyl (1345)+TX, Actellic-methyl (652)+TX, polychlorostyrene bicyclopentadiene isomers class (IUPAC title) (1346)+TX, polychlorostyrene terpene (traditional title) (1347)+TX, potassium arsenite [CCN]+TX, potassium rhodanide [CCN]+TX, Prallethrin (655)+TX, precocene I(another name) [CCN]+TX, precocene II(another name) [CCN]+TX, precocene III(another name) [CCN]+TX, acetyl pyrimidine phosphorus (primidophos) (1349)+TX, Profenofos (662)+TX, the third Flumethrin [CCN]+TX, promacyl (1354)+TX, Carbamult (1355)+TX, Kayaphos (1356)+TX, propetamphos (673)+TX, arprocarb (678)+TX, prothidathion (1360)+TX, Toyodan (686)+TX, prothoate (1362)+TX, protrifenbute[CCN]+TX, pymetrozine (688)+TX, pyraclofos (689)+TX, Ppyrazophos (693)+TX, resmethrin (pyresmethrin) (1367)+TX, pyrethrins I(696)+TX, chrysanthemumdicarboxylic acid monomethyl ester pyrethrolone ester (696)+TX, cinerins (696)+TX, pyridaben (699)+TX, pyridalyl (700)+TX, pyridaphethione (701)+TX, pyrimidifen (706)+TX, Pyrimitate (1370)+TX, Nylar (708)+TX, Ramulus et Folium Picrasmae (quassia) (another name) [CCN]+TX, quinalphos (quinalphos) (711)+TX, quinalphos-methyl (1376)+TX, raise peaceful phosphorus (1380)+TX, quinalphos (quintiofos) (1381)+TX, R-1492(studies code) (1382)+TX, rafoxanide (another name) [CCN]+TX, resmethrin (719)+TX, rotenone (722)+TX, RU15525(studies code) (723)+TX, RU25475(studies code) (1386)+TX, Ni Yana (ryania) (another name) (1387)+TX, ryanodine (traditional title) (1387)+TX, sabadilla (another name) (725)+TX, schradane (1389)+TX, cadusafos (another name)+TX, plug draws rhzomorph (another name) [CCN]+TX, SI-0009(compound code)+TX, SI-0205(compound code)+TX, SI-0404(compound code)+TX, SI-0405(compound code)+TX, silafluofene (728)+TX, SN72129(studies code) (1397)+TX, sodium arsenite [CCN]+TX, Cymag (444)+TX, sodium fluoride (IUPAC/ chemical abstracts title) (1399)+TX, sodium hexafluorisilicate (1400)+TX, penta sodium pentachlorophenate (623)+TX, sodium selenate (IUPAC title) (1401)+TX, sodium sulfocyanate [CCN]+TX, sophamide (1402)+TX, pleocidin (737)+TX, Spiromesifen (739)+TX, spiral shell worm ethyl ester (CCN)+TX, sulcofuron(746)+TX, sulcofuron-sodium(746)+TX, sulfluramid (750)+TX, sulfotep (753)+TX, sulfuryl fluoride (756)+TX, sulprofos (1408)+TX, tar class (another name) (758)+TX, t-taufluvalinate (398)+TX, tazimcarb (1412)+TX, TDE(1414)+TX, worm hydrazides (762)+TX, tebufenpyrad (763)+TX, butyl pyrimidine phosphorus (764)+TX, fluorobenzene urea (768)+TX, Tefluthrin (769)+TX, Swebate (770)+TX, TEPP(1417)+TX, terallethrin (1418)+TX, the terbam(another name)+TX, terbufos (773)+TX, tetrachloroethanes [CCN]+TX, Ravap (777)+TX, tetramethrin (787)+TX, θ-cypermethrin (204)+TX, thiacloprid (791)+TX, the thiafenox(another name)+TX, Diacloden (792)+TX, thicrofos(1428)+TX, gram worm prestige (1431)+TX, thiocyclam (798)+TX, thiocyclam binoxalate (798)+TX, thiodicarb (799)+TX, thiofanox (800)+TX, thiometon (801)+TX, thionazin (1434)+TX, desinsection list (thiosultap) (803)+TX, dimehypo (thiosultap-sodium) (803)+TX, thuringiensin (another name) [CCN]+TX, Tolfenpyrad (809)+TX, tralomethrin (812)+TX, transfluthrin (813)+TX, transpermethrin(1440)+TX, triamiphos (1441)+TX, triaguron (818)+TX, Hostathion (820)+TX, azoles prestige (another name)+TX, metrifonate (824)+TX, the trichlormetaphos-3(another name) [CCN]+TX, trichloronat (1452)+TX, trichlorine the third oxygen phosphorus (1455)+TX, triflumuron (835)+TX, Landrin (840)+TX, triprene (1459)+TX, vamidothion (847)+TX, vaniliprole[CCN]+TX, veratridine (another name) (725)+TX, jervine (another name) (725)+TX, XMC(853)+TX, Meobal (854)+TX, YI-5302(compound code)+TX, SOU-cypermethrin (205)+TX, the zetamethrin(another name)+TX, zinc phosphide (640)+TX, rosickyite isoxathion (zolaprofos) (1469), and ZXI8901(research code) (858)+TX, cyanogen insect amide [736994-63-19]+TX, chlorantraniliprole [500008-45-7]+TX, azoles mite cyanogen (cyenopyrafen) [560121-52-0]+TX, cyflumetofen [400882-07-7]+TX, fluorine worm pyrrole quinoline (pyrifluquinazon) [337458-27-2]+TX, ethyl pleocidin (spinetoram) [187166-40-1+187166-15-0]+TX, spiral shell worm ethyl ester [203313-25-1]+TX, sulfone worm pyridine (sulfoxaflor) [946578-00-3]+TX, Tintinnid nitrile (flufiprole) [704886-18-0]+TX, chlorine fluorine ether chrysanthemum ester [915288-13-0]+TX, etrafluorine ethofenprox (tetramethylfluthrin) [84937-88-2]+TX,
A kind of invertebrate poison, the group that the freely following material of this invertebrate poison choosing forms: two (tributyl tin) oxide compound (IUPAC title) (913)+TX, bromoacetamide [CCN]+TX, Tricalcium arsenate [CCN]+TX, cloethocarb (cloethocarb) (999)+TX, Vienna green [CCN]+TX, copper sulfate (172)+TX, fentin (347)+TX, tertiary iron phosphate (IUPAC title) (352)+TX, the methaldehyde (518)+TX, metmercapturon (530)+TX, niclosamide (576)+TX, Clonitrilide (576)+TX, Pentachlorophenol (623)+TX, pentachlorobenzene sodium oxide (623)+TX, tazimcarb (tazimcarb) (1412)+TX, thiodicarb (799)+TX, tributyltin oxide (913)+TX, trifenmorph (trifenmorph) (1454)+TX, trimethacarb (trimethacarb) (840)+TX, fentinacetate (IUPAC title) (347) and fentin hydroxide (IUPAC title) (347)+TX, Pi Ruipu (pyriprole) [394730-71-3]+TX,
A kind of nematocides, the group that the freely following material of this nematocides choosing forms: AKD-3088(compound code)+TX, the bromo-3-chloropropane of 1,2-bis-(IUPAC/ chemical abstracts name) (1045)+TX, 1,2-propylene dichloride (IUPAC/ chemical abstracts name) (1062)+TX, 1,2-propylene dichloride and 1,3-dichloropropylene (IUPAC title) (1063)+TX, 1,3-dichloropropylene (233)+TX, 3,4-dichloro tetramethylene sulfide 1,1-dioxide (IUPAC/ chemical abstracts name) (1065)+TX, 3-(4-chloro-phenyl-)-5-methyl rhodanine (IUPAC title) (980)+TX, 5-methyl-6-sulfo--1,3,5-thiadiazine alkane-3-guanidine-acetic acid (IUPAC title) (1286)+TX, 6-isopentene group aminopurine (another name) (210)+TX, abamectin (1)+TX, acetyl worm nitrile [CCN]+TX, alanycarb (15)+TX, aldicarb (aldicarb) (16)+TX, aldoxycarb (aldoxycarb) (863)+TX, AZ60541(compound code)+TX, benclothiaz[CCN]+TX, benzene mattress spirit (62)+TX, butyl pyridaben (butylpyridaben) (another name)+TX, cadusafos (cadusafos) (109)+TX, carbofuran (carbofuran) (118)+TX, dithiocarbonic anhydride (945)+TX, carbosulfan (119)+TX, trichloronitromethane (141)+TX, Chlorpyrifos 94 (145)+TX, cloethocarb (cloethocarb) (999)+TX, phytokinin (cytokinins) (another name) (210)+TX, dazomet (216)+TX, DBCP(1045)+TX, DCIP(218)+TX, Nellite (diamidafos) (1044)+TX, dichlofenthion (dichlofenthion) (1051)+TX, two gram phosphorus (dicliphos) (another name)+TX, Rogor (262)+TX, doramectin (another name) [CCN]+TX, according to mark's fourth (291) [CCN]+TX, according to mark's butylbenzene manthanoate (291)+TX, Eprinomectin (another name)+TX, ethoprophos (312)+TX, ethylene dibromide (316)+TX, fenamiphos (fenamiphos) (326)+TX, tebufenpyrad (another name)+TX, fensulfothion (fenpyrad) (1158)+TX, lythidathion (fosthiazate) (408)+TX, fosthietan (fosthietan) (1196)+TX, furfural (another name) [CCN]+TX, GY-81(studies code) (423)+TX, speed is killed sulphur phosphorus (heterophos) [CCN]+TX, methyl iodide (IUPAC title) (542)+TX, isamidofos(1230)+TX, isazofos (isazofos) (1231)+TX, ivermectin (another name) [CCN]+TX, kinetin (kinetin) (210) [CCN]+TX mecarphon (mecarphon) (1258)+TX, metamsodium (519)+TX, metamsodium sylvite (another name) (519)+TX, metamsodium sodium salt (519)+TX, monobromomethane (537)+TX, Trapex (543)+TX, polynactin oxime (milbemycin oxime) (another name) [CCN]+TX, Moxidectin (another name) [CCN]+TX, wart spore paint spot mattress (Myrothecium verrucaria) component (another name) (565)+TX, NC-184(compound code)+TX, oxamyl (602)+TX, phorate (636)+TX, phosphamidon (639)+TX, phosphorus worm prestige (phosphocarb) [CCN]+TX, cadusafos (sebufos) (another name)+TX, plug draws rhzomorph (selamectin) (another name) [CCN]+TX, pleocidin (737)+TX, terbam (terbam) (another name)+TX, Terbufos (terbufos) (773)+TX, tetrachlorothiophene (IUPAC/ chemical abstracts name) (1422)+TX, thiaf enox(another name)+TX, thionazin (thionazin) (1434)+TX, triazophos (triazophos) (820)+TX, the triazuron(another name)+TX, xylenol [CCN]+TX, YI-5302(compound code) and zeatin (another name) (210)+TX, fluensulfone[318290-98-1]+TX,
A kind of nitrification inhibitor, the group that the freely following material of this nitrification inhibitor choosing forms: potassium ethyl xanthonate [CCN] and chlorine pyridine (nitrapyrin) (580)+TX,
A kind of activating plants agent, the group that the freely following material of this activating plants agent choosing forms: thiadiazoles element (acibenzolar) (6)+TX, thiadiazoles element-S-methyl (6)+TX, probenazole (probenazole) (658) and large giant knotweed (Reynoutria sachalinensis) extract (another name) (720)+TX
A kind of rodenticide, the group that the freely following material of this rodenticide choosing forms: 2-isovaleryl indane-1,3-diketone (IUPAC title) (1246)+TX, 4-(quinoxaline-2-base amino) benzsulfamide (IUPAC title) (748)+TX, alpha-chloro alcohol [CCN]+TX, aluminium phosphide (640)+TX, safe and reliable (880)+TX, white arsenic (882)+TX, barium carbonate (891)+TX, two mouse ureas (912)+TX, Talon (89)+TX, bromadiolone (91)+TX, bromethalin (92)+TX, calcyanide (444)+TX, Chloralose (127)+TX, chlorophacinone (140)+TX, Vitamin D3 500,000 I.U/GM (another name) (850)+TX, coumachlor (1004)+TX, Fumarin (1005)+TX, kill mouse naphthalene (175)+TX, crimidine (1009)+TX, difenacoum (246)+TX, difethialone (249)+TX, sodium diphacinone (273)+TX, vitamin D2 (301)+TX, flocoumafen (357)+TX, monofluoroacetamide (379)+TX, mouse Piao Ding (1183)+TX, hydrochloric acid mouse Piao Ding (1183)+TX, β-HCH(430)+TX, HCH(430)+TX, prussic acid (444)+TX, methyl iodide (IUPAC title) (542)+TX, woods dawn (430)+TX, magnesium phosphide (IUPAC title) (640)+TX, monobromomethane (537)+TX, norbormide (1318)+TX, Gophacide (1336)+TX, phosphuret-(t)ed hydrogen (IUPAC title) (640)+TX, phosphorus [CCN]+TX, pindone (1341)+TX, potassium arsenite [CCN]+TX, pyrinuron (1371)+TX, scilliroside (1390)+TX, Sodium metaarsenite [CCN]+TX, sodium cyanide (444)+TX, Tenate (735)+TX, Strychnine (745)+TX, thallic sulfate [CCN]+TX, warfarin (851) and zinc phosphide (640)+TX,
A kind of synergistic agent, the group that the freely following material of this synergistic agent choosing forms: 2-(2-butoxy oxyethyl group) ethyl piperonyl ester (IUPAC title) (934)+TX, 5-(1, 3-benzodioxole-5-yl)-3-hexyl hexamethylene-2-ketenes (IUPAC title) (903)+TX, there is the farnesol (another name) (324) of nerolidol+TX, MB-599(studies code) (498)+TX, MGK264(studies code) (296)+TX, Piperonyl Butoxide (piperonyl butoxide) (649)+TX, Piprotal (piprotal) (1343)+TX, propylisome (propyl isomer) (1358)+TX, S421(studies code) (724)+TX, Safroxan (sesamex) (1393)+TX, sesasmolin(1394) and sulfoxide (1406)+TX,
A kind of animal repellent, the group that the freely following material of this animal repellent choosing forms: anthraquinone (32)+TX, glucochloral (127)+TX, copper naphthenate [CCN]+TX, Cupravit (171)+TX, diazinon (227)+TX, Dicyclopentadiene (DCPD) (chemical name) (1069)+TX, Guanoctine (guazatine) (422)+TX, biguanides acetate (422)+TX, metmercapturon (530)+TX, pyridine-4-amine (IUPAC title) (23)+TX, plug logical sequence (804)+TX, trimethacarb (trimethacarb) (840)+TX, zinc naphthenate [CCN] and ziram (856)+TX,
A kind of virucide, the group that the freely following material of this virucide choosing forms: imanin (imanin) (another name) [CCN] and ribavirin (another name) [CCN]+TX,
A kind of wound protective material, the group that the freely following material of this wound protective material choosing forms: red precipitate (512)+TX, octhilinone (octhilinone) (590) and methyl sulphur mattress spirit (802)+TX,
And a kind of bioactive compound, the group that the freely following material of this compound choosing forms: azaconazole (60207-31-0]+TX, bitertanol [70585-36-3]+TX, bromuconazole [116255-48-2]+TX, cyproconazole [94361-06-5]+TX, Difenoconazole [119446-68-3]+TX, alkene azoles alcohol [83657-24-3]+TX, epoxiconazole (epoxiconazole) [106325-08-0]+TX, RH-7592 [114369-43-6]+TX, Fluquinconazole [136426-54-5]+TX, Flusilazole [85509-19-9]+TX, Flutriafol [76674-21-0]+TX, own azoles alcohol [79983-71-4]+TX, imazalil [35554-44-0]+TX, glyoxalin [86598-92-7]+TX, plant bacterium azoles [125225-28-7]+TX, metconazole [125116-23-6]+TX, nitrile bacterium azoles [88671-89-0]+TX, pefurazoate [101903-30-4]+TX, penconazole [66246-88-6]+TX, prothioconazoles [178928-70-6]+TX, pyrifenox (pyrifenox) [88283-41-4]+TX, Prochloraz [67747-09-5]+TX, propiconazole [60207-90-1]+TX, simeconazoles (simeconazole) [149508-90-7]+TX, Tebuconazole [107534-96-3]+TX, fluorine ether azoles [112281-77-3]+TX, triazolone [43121-43-3]+TX, triazolone [55219-65-3]+TX, fluorine bacterium azoles [99387-89-0]+TX, triticonazole [131983-72-7]+TX, the three ring phonetic alcohol of benzene [12771-68-5]+TX, Fenarimol [60168-88-9]+TX, fluorochlorobenzene ancymidol [63284-71-9]+TX, bupirimate (bupirimate) [41483-43-6]+TX, Milcurb (dimethirimol) [5221-53-4]+TX, Milstem (ethirimol) [23947-60-6]+TX, dodemorph [1593-77-7]+TX, fenpropidin (fenpropidine) [67306-00-7]+TX, butadiene morpholine [67564-91-4]+TX, volution bacterium amine [118134-30-8]+TX, tridemorph [81412-43-3]+TX, cyprodinil [121552-61-2]+TX, mepanipyrim [110235-47-7]+TX, phonetic mould amine (pyrimethanil) [53112-28-0]+TX, fenpiclonil [74738-17-3]+TX, fludioxonil (fludioxoni) l[131341-86-1]+TX, M 9834 (benalaxyl) [71626-11-4]+TX, furalaxyl (furalaxyl) [57646-30-7]+TX, metalaxyl [57837-19-1]+TX, R-metalaxyl [70630-17-0]+TX, ofurace [58810-48-3]+TX, Wakil (Oxadixyl) [77732-09-3]+TX, benomyl [17804-35-2]+TX, carbendazim [10605-21-7]+TX, debacarb (debacarb) [62732-91-6]+TX, furidazol [3878-19-1]+TX, thiabendazolum [148-79-8]+TX, chlozolinate (chlozolinate) [84332-86-5]+TX, sclex (dichlozoline) [24201-58-9]+TX, iprodione (Iprodione) [36734-19-7]+TX, myclozoline[54864-61-8]+TX, procymidone (procymidone) [32809-16-8]+TX, vinclozolin (vinclozoline) [50471-44-8]+TX, Boscalid (boscalid) [188425-85-6]+TX, carboxin [5234-68-4]+TX, first furan anilide [24691-80-3]+TX, flutolanil (Flutolanil) [66332-96-5]+TX, mebenil [55814-41-0]+TX, oxycarboxin [5259-88-1]+TX, pyrrole metsulfovax (penthiopyrad) [183675-82-3]+TX, thiophene methuroxam [130000-40-7]+TX, Guanoctine [108173-90-6]+TX, dodine (dodine) [2439-10-3] [112-65-2] (free alkali)+TX, iminoctadine (iminoctadine) [13516-27-3]+TX, Fluoxastrobin [131860-33-8]+TX, dimoxystrobin [149961-52-4]+TX, Enestroburin { Proc.BCPC, Int.Congr., Glasgow.2003,1,93}+TX, fluoxastrobin [361377-29-9]+TX methyl kresoxim-methyl [143390-89-0]+TX, SSF 126 [133408-50-1]+TX, oxime bacterium ester [141517-21-7]+TX, orysastrobin [248593-16-0]+TX, ZEN 90160 [117428-22-5]+TX, pyraclostrobin [175013-18-0]+TX, fervam [14484-64-1]+TX, Mancozeb [8018-01-7]+TX, maneb [12427-38-2]+TX, Carbatene [9006-42-2]+TX, antracole (propineb) [12071-83-9]+TX, plug logical sequence [137-26-8]+TX, zineb [12122-67-7]+TX, ziram [137-30-4]+TX, difoltan (captafol) [2425-06-1]+TX, captan [133-06-2]+TX, dichlofluanid [1085-98-9]+TX, ethofumesate (fluoroimide) [41205-21-4]+TX, folpet [133-07-3]+TX, Tolylfluanid [731-27-1]+TX, Bordeaux (bordeaux) mixture [8011-63-0]+TX, Kocide SD (copperhydroxid) [20427-59-2]+TX, copper chloride (copperoxychlorid) [1332-40-7]+TX, copper sulphate (coppersulfat) [7758-98-7]+TX, cupric oxide (copperoxid) [1317-39-1]+TX, mancopper (mancopper) [53988-93-5]+TX, copper 8-hydroxyquinolinate (oxine-copper) [10380-28-6]+TX, dinocap (dinocap) [131-72-6]+TX, nitrothalisopropyl (nitrothal-isopropyl) [10552-74-6]+TX, Hinosan [17109-49-8]+TX, IBP (iprobenphos) [26087-47-8]+TX, Isoprothiolane (isoprothiolane) [50512-35-1]+TX, phosdiphen (phosdiphen) [36519-00-3]+TX, gram bacterium phosphorus (pyrazophos) [13457-18-6]+TX, methyl holder chlorine phosphorus (tolclofos-methyl) [57018-04-9]+TX, diazosulfide (acibenzolar-S-methyl) [135158-54-2]+TX, anilazine [101-05-3]+TX, benzene metsulfovax [413615-35-7]+TX, blasticidin-S (blasticidin)-S[2079-00-7]+TX, chinomethionat (chinomethionat) [2439-01-2]+TX, chloroneb (chloroneb) [2675-77-6]+TX, Bravo [1897-45-6]+TX, cyflufenamid [180409-60-3]+TX, frost urea cyanogen [57966-95-7]+TX, dichlone (dichlone) [117-80-6]+TX, two chlorine zarilamids (diclocymet) [139920-32-4]+TX, diclomezin (diclomezine) [62865-36-5]+TX, botran (dicloran) [99-30-9]+TX, the mould prestige of second (diethofencarb) [87130-20-9]+TX, dimethomorph [110488-70-5]+TX, SYPLI90 (Flumorph) [211867-47-9]+TX, Delan (dithianon) [3347-22-6]+TX, Guardian (ethaboxam) [162650-77-3]+TX, Grandox fumigant (etridiazole) [2593-15-9]+TX, Famoxate [131807-57-3]+TX, Fenamidone (fenamidone) [161326-34-7]+TX, fenoxanil (Fenoxanil) [115852-48-7]+TX, fentin (fentin) [668-34-8]+TX, ferimzone (ferimzone) [89269-64-7]+TX, fluazinam (fluazinam) [79622-59-6]+TX, fluopicolide (fluopicolide) [239110-15-7]+TX, flusulfamide (flusulfamide) [106917-52-6]+TX, fenhexamid [126833-17-8]+TX, Fu Saide (fosetyl-aluminium) [39148-24-8]+TX, dislike mould spirit (hymexazol) [10004-44-1]+TX, Propineb [140923-17-7]+TX, IKF-916 (the match seat goes out (Cyazofamid)) [120116-88-3]+TX, kasugarnycin (kasugamycin) [6980-18-3]+TX, methasulfocarb (methasulfocarb) [66952-49-6]+TX, metrafenone [220899-03-6]+TX, Pencycuron (pencycuron) [66063-05-6]+TX, phthalide [27355-22-2]+TX, Polyoxin (polyoxins) [11113-80-7]+TX, probenazole (probenazole) [27605-76-1]+TX, hundred dimension prestige (propamocarb) [25606-41-1]+TX, iodine quinazolone (proquinazid) [189278-12-4]+TX, happy quinoline ketone (pyroquilon) [57369-32-1]+TX, quinoxyfen [124495-18-7]+TX, Quintozene [82-68-8]+TX, sulphur [7704-34-9]+TX, tiadinil [223580-51-6]+TX, triazoxide (triazoxide) [72459-58-6]+TX, tricyclazole [41814-78-2]+TX, triforine [26644-46-2]+TX, valida [37248-47-8]+TX, zoxamide (zoxamide) is [156052-68-5]+TX (RH7281), mandipropamid (mandipropamid) [374726-62-2]+TX, isopyrazam[881685-58-1]+TX, sedaxane[874967-67-6]+TX, 3-difluoromethyl-1-methyl isophthalic acid H-pyrazoles-4-carboxylic acid (9-dichloro methylene-1,2,3,4-tetrahydrochysene-Isosorbide-5-Nitrae-endo-methylene group-naphthalene-5-yl)-acid amides (disclosing in WO2007/048556)+TX, 3-difluoromethyl-1-methyl isophthalic acid H-pyrazoles-4-carboxylic acid [2-(2,4-dichlorophenyl)-2-methoxyl group-1-methyl-ethyl]-acid amides (disclosing at middle WO2008/148570)+TX, 1-[4-[4-[(5S) 5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazole-3-yl]-1,3-thiazoles-2-yl] piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl] ethyl ketone+TX, 1-[4-[4-[5-(2, the 6-difluorophenyl)-4, 5-dihydro-1,2-oxazole-3-yl]-1,3-thiazoles-2-yl] piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl] (both are all at WO2010/123791 for ethyl ketone [1003318-67-9], WO2008/013925, the 20th page of disclosure in WO2008/013622 and WO2011/051243)+TX, and 3-difluoromethyl-1-methyl isophthalic acid H-pyrazoles-4-carboxylic acid (3', 4', the fluoro-hexichol of 5'-tri--2-yl)-acid amides (being disclosed in WO2006/087343)+TX, 3-(difluoromethyl)-N-methoxyl group-1-methyl-N-[1-methyl-2-(2,4,6-trichlorophenyl) ethyl]-1H-pyrazole-4-carboxamide+TX, 4-[(5S)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazole-3-base]-2-methyl-N-(thia ring fourth-3-yl) benzamide (WO2011/104089)+TX, 4-[(5R)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazole-3-base]-2-methyl-N-(thia ring fourth-3-yl) benzamide (WO2011/104089)+TX, 4-[(5S)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazole-3-base]-2-methyl-N-(cis-1-oxo-thia ring fourth-3-yl) benzamide (WO2011/104089)+TX, 4-[(5R)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazole-3-base]-2-methyl-N-(cis-1-oxo-thia ring fourth-3-yl) benzamide (WO2011/104089)+TX, 4-[(5S)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazole-3-base]-2-methyl-N-(anti-form-1-oxo-thia ring fourth-3-yl) benzamide (WO2011/104089)+TX, 4-[(5R)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazole-3-base]-2-methyl-N-(anti-form-1-oxo-thia ring fourth-3-yl) benzamide (WO2011/104089)+TX, 4-[(5S)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazole-3-base]-N-(1,1-dioxo thia ring fourth-3-yl)-2-methyl-benzamide (WO2011/104089)+TX, 4-[(5R)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazole-3-base]-N-(1,1-dioxo thia ring fourth-3-yl)-2-methyl-benzamide (WO2011/104089)+TX, 4-[(5S)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazole-3-base]-2-methyl-N-[2-oxo-2-(2,2,2-trifluoroethyl amino) ethyl] benzamide (WO2011/104089)+TX, 4-[(5R)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazole-3-base]-2-methyl-N-[2-oxo-2-(2,2,2-trifluoroethyl amino) ethyl benzamide (WO2011/104089)+TX.
Component (B) is known.Reference example in bracket after activeconstituents refers to chemical abstracts registry no as [3878-19-1].Hybrid combination thing described above is known.Wherein these activeconstituentss are included in " agricultural chemicals handbook [" agricultural chemicals handbook-global outline " (The Pesticide Manual-A World Compendium); The 13rd edition; Editor: C.D.S. Tom woods (C.D.S.TomLin); The Britain crop protection council], they are with the calling the roll of the contestants in athletic events number and being described in wherein in parenthesis for particular compound above; For example, compound " abamectin " is described with the number of calling the roll of the contestants in athletic events (1).When above, when concrete compound is added to " [CCN] ", the compound of discussing is included in " agricultural chemicals popular name outline (Compendium of Pesticide Common Names) ", and this outline can obtain on the internet: [A.Wood;
agricultural chemicals popular name outline, copyright
one of other pesticides of perhaps listing below preferably.
In the above different lists that remains the activeconstituents that mixes with TX, the compound with Formula I preferably is selected from table 1 to 12 and the compound of A, and more preferably, compound TX is selected from Table A or compound TX and is selected from table B, or compound TX is selected from table C, and even more preferably compound TX is selected from A1, A3, A4, A5, A8, A17, A18, A19, A25, A40, A78, A97, A102, A103, A105, A106, A107, A108, A110, A111, A112, A115, A123, A131, A135, A136, A137, A139, A140, A141, A142, A143, A144, A145, A148, A150 or compound TX are selected from A1, A2, A3, A4, A5, A8, A11, A12, A14, A15, A16, A17, A19, A22, A25, A27, A40, A56, A102, A103, A105, A106, A107, A108, A110, A111, A115, A114, A126, A131, A135, A136, A137, A139, A140, A141, A142, A143, A144, A145, A146, A147, A148, A149, A150 or compound TX are selected from A1, A2, A3, A4, A5, A8, A11, A12, A13, A14, A15, A16, A17, A18, A19, A20, A21, A22, A23, A25, A27, A40, A52, A53, A55, A64, A67, A70, A78, A85, A91, A97, A102, A103, A105, A106, A107, A108, A110, A111, A112, A115, A118, A119, A122, A123, A126, A131, A134, A135, A136, A137, A138, A139, A140, A141, A142, A143, A145, A146, A147, A148, A150 or compound TX are selected from A1, A3, A4, A8, A11, A12, A15, A16, A17, A22, A23, A25, A27, A28, A40, A45, A47, A52, A53, A55, A64, A68, A78, A97, A102, A103, A105, A106, A107, A108, A110, A111, A115, A119, A126, A135, A137, A138, A139, A140, A141, A142, A143, A144, A145, A147, A148, A150 or compound TX are selected from A1, A2, A3, A4, A5, A8, A9, A11, A14, A15, A17, A18, A20, A21, A22, A23, A25, A26, A27, A28, A41, A52, A53, A55, A62, A68, A70, A78, A85, A102, A103, A105, A106, A107, A108, A112, A114, A115, A117, A119, A132, A133, A134, A136, A137, A138, A139, A140, A141, A142, A144, A145, A148 or compound TX are selected from A1, A2, A3, A4, A5, A6, A8, A11, A14, A15, A16, A25, A26, A27, A40, A56, A102, A103, A106, A107, A110, A112, A114, A115, A122, A129, A135, A136, A137, A138, A139, A140, A141, A143, A144, A148, A150, A151 or compound TX are selected from A1, A4, A102, A103, A106, A148.
In the above different lists that remains the activeconstituents that mixes with TX, the compound that preferably has Formula I is to be selected from following compound: A1, A3, A4, A5, A8, A17, A18, A19, A25, A40, A78, A97, A102, A103, A105, A106, A107, A108, A110, A111, A112, A115, A123, A131, A135, A136, A137, A139, A140, A141, A142, A143, A144, A145, A148, A150, A1, A2, A11, A12, A14, A15, A16, A22, A27, A56, A114, A126, A146, A147, A149, A13, A20, A21, A23, A52, A53, A55, A64, A67, A70, A85, A91, A118, A119, A122, A134, A138, A28, A45, A47, A68, A9, A26, A41, A62, A117, A132, A133, A6, A129, A151.
In the said mixture of the above-mentioned compound (particularly being selected from a kind of compound of described table 1 to table 12 and Table A) with Formula I and other insecticides, mycocide, weedicide, safener, adjuvant etc., mixture ratio can be at a large range changing, preferably
100:1 to 1:6000, especially 50:1 to 1:50, more particularly 20:1 to 1:20, even more particularly 10:1 to 1:10.Those mixture ratios are understood to include, and are weight ratios on the one hand, are mol ratio on the other hand.
These mixtures can be advantageously used in above-mentioned preparation, (wherein " activeconstituents " relates to the mixture of TX and corresponding each hybrid combination thing).
Some mixtures can comprise the various active composition, thereby these activeconstituentss have significantly different physics, chemistry or biological natures, make them be not easy to make self preparation type for the same routine.The preparation type that can prepare in these cases, other.For example, when a kind of activeconstituents is water-insoluble solid and another kind while being water-insoluble liquid, still likely by disperseed (preparation method that use is similar to SC) using this solid active agent as a kind of suspension, disperseed (preparation method that use is similar to EW) using this liquid actives as a kind of emulsion thus every kind of activeconstituents is distributed in same continuous liquid phase.The composition produced is a kind of suspended emulsion agent (SE) preparation.
Contain be selected from table 1 to the TX of table 12 and Table A and one or more as described above the mixture of activeconstituents can be for example with the spraying mixture form (for example a kind of " bucket mix formulation ") of a kind of form of single " ready-mix ", a kind of combination of forming with the independent preparation by these single-activity compositions use and when the mode with a kind of order (, after the period short in another appropriateness, for example several hours or several days) while using, by these, single activeconstituents is used in combination to use.Use and be selected from that table 1 to these of table 12 and Table A have the compound of Formula I and the order of above-mentioned activeconstituents is not vital for implementing the present invention.
Compound with chemical formula (I) can be mixed for living, the autochthonal or leaf fungal disease of protective plant opposing seed with soil, mud coal or other rooting media.
Example in order to the suitable synergistic agent that uses in these compositions comprises piperonyl butoxide, sesoxane, Safroxane and dodecyl imidazoles.
To depend on planned purpose and desired effect in order to suitable weedicide and the plant-growth regulator be included in these compositions.
The example of the paddy rice selective herbicide that can be included is Stam F-34.Example for the plant-growth regulator that uses in cotton is PIX
tM.
Some mixtures can comprise the various active composition, thereby these activeconstituentss have significantly different physics, chemistry or biological natures, make them be not easy to make self preparation type for the same routine.The preparation type that can prepare in these cases, other.For example, when a kind of activeconstituents is water-insoluble solid and another kind while being water-insoluble liquid, still likely by disperseed (preparation method that use is similar to SC) using this solid active agent as a kind of suspension, disperseed (preparation method that use is similar to EW) using this liquid actives as a kind of emulsion thus every kind of activeconstituents is distributed in same continuous liquid phase.The composition produced is a kind of suspended emulsion agent (SE) preparation.
Prepare example
intermediate compound I 1:
5-azido--1-methyl-3-perfluor ethyl-4-Trifluoromethyl-1 H-pyrazoles
To DMSO(10ml) mixture in add the fluoro-1-methyl of 5--3-perfluor ethyl-4-Trifluoromethyl-1 H-pyrazoles (according to Russian Chemical Bulletin(" Russian chemical communique ") 1990,39, N11,2338 pages of preparations; 2g; 7mmol) and in this mixture add sodiumazide (0.5g; 7.7mmol), it is kept in room temperature.
This mixture at room temperature stirs and spends the night.After this reaction completes, add the mixture of water (100mL) and diethyl ether (100mL).These are separated and by water diethyl ether extracting twice.Use this compound without additional purification.
intermediate compound I 2:
the chloro-5-ethynyl-methyl benzoate of 2-
By the bromo-2-chloro benzoic ether of the 5-of 25mL (commercially available, 100.2mmol), the acid chloride (II) of the ethynyl trimethyl silane (162.3mmol) of 22.94ml, 0.45g (2.0mmol) and the solution of triphenyl phosphine (4.0mmol) in the anhydrous triethylamine of 300mL of 1.05g be heated to rapidly reflux under argon gas and spend the night.This mixture is cooling and the crystallization white solid of triethylamine hydrobromide is separated by filtration.This dark brown filtrate is concentrated, mix with the water-based sodium bicarbonate of 250mL, and extract with methylene dichloride (3 * 100ml).Organic moiety is merged, with sal epsom, carried out drying, and concentrated to produce a kind of oil, this oil be dissolved in the THF of 200ml and processed with the methyl alcohol of 300ml and the salt of wormwood of 500mg.This mixture is stirred 1 hour and concentrates.This is mixed with the water-based sodium bicarbonate of 250mL through concentrated solution, and extract by ethyl acetate (3 * 100ml).Organic moiety is merged, with sal epsom, carried out drying, and concentrated in a vacuum, and carried out chromatography to provide the chloro-5-ethynyl-methyl benzoate of 2-(14.0g, 74% yield) by cyclohexane/ethyl acetate (3:17).
1H?NMR(400MHz,CDCl
3):7.96(s,1H),7.5(d,1H),7.42(d,1H),3.93(s,3H),3.14(s,1H)ppm。
the chloro-5-[1-of intermediate compound I 3:B1:2-(2-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl)-
1H-[1,2,3] triazole-4-yl]-methyl benzoate
By the chloro-5-ethynyl-methyl benzoate (intermediate compound I 2 of 2-, 1.13g, 5.8mmol) and 5-azido--1-methyl-3-perfluor ethyl-4-Trifluoromethyl-1 H-pyrazoles (intermediate compound I 1,1.80g, 5.8mmol) be suspended in water and t-BuOH(30mL) mixture in.Add sodium ascorbate (the 0.600ml1M colloidal sol in water, fresh preparation) in this mixture, then add Salzburg vitriol (II) (0.015g).By the heterogeneous mixture vigorous stirring that produces 96 hours.This reaction mixture water is diluted and this product is extracted by ethyl acetate.Organic layer is washed, with sal epsom, carries out drying and evaporated with salt solution.This resistates is carried out to silica gel column chromatography (c-HEX/EtOAc=3:1), to provide the chloro-5[1-of desirable product 2-(2-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl)-1H-[1,2,3] triazole-4-yl]-methyl benzoate ((compound B-11,53% yield).
1H?NMR(400MHz,CDCl
3):8.47(s,1H),8.12(1s,1H),8.0(d,1H),7.62(d,1H),3.98(s,3H),3.87(s,3H)ppm.LC-MS?RT2.12,504(M+H
+),545(M+CH
3CN+H
+)
By identical reaction for the synthesis of methyl 3-[1-[2-methyl-5-(1,1,2,2,2-perfluor ethyl)-4-(trifluoromethyl) pyrazole-3-yl] triazole-4-yl] benzoate (compd B 2).
intermediate compound I 4: C1:
the chloro-5-[1-of 2-(2-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazoles-3- base)-1H-[1,2,3] triazole-4-yl]-phenylformic acid
By the chloro-5-[1-of 2-(2-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl)-1H-[1,2,3] triazole-4-yl]-methyl benzoate (intermediate compound I 3,1.53g, 3.0mmol) be suspended in the mixture of water and tetrahydrofuran (THF) (1:3,50mL) and add lithium hydroxide (0.22g, 9.1mmol).By the mixture that obtains 60 ℃ of vigorous stirring 5 hours.Carry out acidifying by this reaction mixture dilute with water and with hydrogenchloride (2N).By this water AcOEt extracting twice, use MgSO
4carry out drying and concentrate in a vacuum to provide the chloro-5-[1-of desirable product 2-(2-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl)-1H-[1,2,3] triazole-4-yl]-phenylformic acid.Use this compound without additional purification (Compound C 1).
1H?NMR(400MHz,CDCl
3):8.52(s,1H),8.18(1s,1H),8.09(d,1H),7.66(d,1H),3.88(s,3H)ppm.LC-MS?RT2.08,488(M-H
+)。
By identical reaction for the synthesis of 3-[1-[2-methyl-5-(1,1,2,2,2-perfluor ethyl)-4-(trifluoromethyl) pyrazole-3-yl] triazole-4-yl] phenylformic acid (Compound C 2).
The chloro-N-cyclopropyl-5-[1-of example P1:2-(2-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl)-1H-[1,2,3] triazole-4-yl]-benzamide (compd A 1).
Under nitrogen atmosphere to the chloro-5-[1-of 2-(2-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl)-1H-[1,2,3] triazole-4-yl]-phenylformic acid (example I4) (0.20g, 0.4mmol) and N, add oxalyl chloride (0.086ml, 1.0mmol) in the solution of dinethylformamide (2) in methylene dichloride (5ml).At ambient temperature, this reaction mixture is stirred 1 hour, and then stir 1.5 hours at 60 ℃.This reaction mixture is concentrated and this resistates is dissolved in tetrahydrofuran (THF) (5ml).This solution dropwise is added into to cyclopropylamine (0.03g, 0.6mmol) and the solution of pyridine (0.1ml, 1.2mmol) in tetrahydrofuran (THF) (5ml).This reaction mixture is stirred 16 hours at ambient temperature.This reaction mixture is poured in sodium bicarbonate aqueous solution (1M), and this mixture is extracted with ethyl acetate three times.By the organic phase of these merging by dried over sodium sulfate and concentrated.By this resistates by silica gel column chromatography (elutriant: ethyl acetate/hexanaphthene) carry out purifying, to provide the compound number A1(0.13g of Table A, 60.2% productive rate).M.p.150℃-152℃.
1H?NMR(400MHz、CDCl
3):8.14(m,2H)、8.01(d、1H)、7.03(d,1H)、6.42(sb,1H)、3.89(s,3H)、2.97(m,1H)、0.92(m,2H)、0.68(m,2H)ppm.LC-MS:RT:1.99、ES-[573、M+HCOO
-]
?compd A 2 by same method preparation from Table A.M.p.136℃-140℃.
1H?NMR(400MHz,CDCl
3):8.57(db,1H)、8.21(s,1H)、8.12(s,1H)、8.04(d,1H)、7.72(m,2H)、7.58(d,1H)、7.38(d,1H)、7.24(m,1H)、4.82(d,2H)、3.87(s,3H)ppm.LC-MS:RT:1.92、ES-[624、M+HCOO
-]
?in addition, by the preparation of same or analogous method from the compd A 102 of Table A to A109, A135 to A14.
Example P2:
universal method for a kind of amino-benzamide of parallel acidylate
For example, to suitable phenylformic acid (30 μ mol) (the chloro-5-[1-of 2-(2-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl)-1H-[1 in the situation of Table A compound number A20,2,3] triazole-4-yl]-add successively in the solution of phenylformic acid (example I4) in N,N-DIMETHYLACETAMIDE (0.4ml) and there is chemical formula HNR
1q
1solution, di-isopropyl ethanamide (recklessly Ning Shi alkali (Hunig's Base)) (0.03ml, 180 μ mols) and two (2-oxo-3-oxazolidinyl) phosphonyl chloride (" BOP-Cl ") of the amine of (36 μ mol) (for example 3-methyl-thia ring fourth-3-base-amine (preparation example is as be described in WO2007/080131) in the situation of Table A compound number A20) in N,N-DIMETHYLACETAMIDE (0.145ml) (15.3mg) solution in N,N-DIMETHYLACETAMIDE (0.2ml) stirs reaction mixture 16 hours at 50 ℃.By this for reaction mixture acetonitrile/dimethyl formamide (4:1) (0.8ml) dilute and purify by HPLC.Make in this way or similar method has prepared multiple compounds (compound number A3 to A101 and the A110 to A134 of Table A) abreast.
Method A:
For the LC-MS method of compd A 1, A2, B1, C1, B2, C2, A108 and A109 (just or negative):
From this ZQ mass spectrograph (single quadrupole mass spectrometer) of water
Instrument parameter:
Ionization method: electrospray
Polarity: positive ion
Kapillary (kV) 3.00, taper hole (V) 30.00, extractor (V) 2.00, source temperature (℃) 100, desolventizing temperature degree (℃) 250, taper hole blowback air-flow (L/Hr) 50, desolventizing air-flow (L/Hr) 400
Mass range: 100Da to 900Da
HP1100HPLC from Agilent company (Agilent): solvent degasser, quaternary pump (ZCQ)/binary pump (ZDQ), tubing string chamber and the diode-array detector of heating.
Post: Gemini C18 Phenomenex(Féraud door company), 3 μ m, 30 * 3mm,
Temperature: 60 ℃
DAD wavelength region (nm): 200 to 500
The solvent gradient:
A=water+0.05% formic acid
B=acetonitrile/methanol (4:1, v:v)+0.04%HCOOH
| Time | A% | B% | Flow velocity (mL/min) |
| 0.00 | 95.0 | 5.0 | 1.700 |
| 2.00 | 0.0 | 100.0 | 1.700 |
| 2.80 | 0.0 | 100.0 | 1.700 |
| 2.90 | 95.0 | 5.0 | 1.700 |
| 3.00 | 95.0 | 5.0 | 1.700 |
Method B:
LC-MS method (just) for compound A-13 to A101, A110 to A134 and A152 to A197:
ACQUITY SQD mass spectrograph (single quadrupole mass spectrometer) from Waters (Waters)
Ionization method: electrospray
Polarity: positive ion
Kapillary (kV) 3.00, taper hole (V) 20.00, extractor (V) 3.00, source temperature (℃) 150, desolventizing temperature degree (℃) 400, taper hole blowback air-flow (L/Hr) 60, desolventizing air-flow (L/Hr) 700
Mass range: 100Da to 800Da
DAD wavelength region (nm): 210 to 400
Use the Method Waters ACQUITY UPLC of following HPLC gradient condition
(solution A: water/methyl alcohol 9:1,0.1% formic acid and solvent B: acetonitrile, 0.1% formic acid)
| Time (minute) | A（%） | B（%） | Flow velocity (ml/min) |
| 0 | 100 | 0 | 0.75 |
| 2.5 | 0 | 100 | 0.75 |
| 2.8 | 0 | 100 | 0.75 |
| 3.0 | 100 | 0 | 0.75 |
Column type: this ACQUITY UPLC HSS T3 of water; Column length: 30mm; Column internal diameter: 2.1mm; Particle size: 1.8 microns; Temperature: 60 ℃.
table A: the compound with chemical formula (I '): R
2
=H
table B: the compound R with chemical formula (IIIb ')
2
=H
| Compound number | A 1 | A 4 | RT(min) | The M measured | MP℃ |
| B1 | C-Cl | CH | 2.12 | 504(M+H +)、545(M+CH 3CN+H +) | ? |
| B2 | C-H | CH | 2.01 | 470(M+H +) | ? |
| B3 | C-H | C-F | ? | ? | 135-137 |
| B4 | C-H | C-O-CH3 | ? | ? | 157-158 |
table C: the compound R with chemical formula (III ')
2
=H
| Compound number | A 1 | A 4 | RT(min) | M-H + | MP℃ |
| C1 | C-Cl | CH | 2.08 | 488 | ? |
| C2 | C-H | CH | 1.86 | 454 | ? |
| C3 | C-H | C-F | ? | ? | 212-214 |
| C4 | C-H | C-O-CH3 | ? | ? | 196-197 |
biological example
What this part had illustrated compound with chemical formula (I) kills harmful organism worm/insecticidal properties.Carried out following test:
Sea spodoptera (prodenia litura):
The cotton leaf disk be placed on the agar of 24 hole microtiter plates and sprayed with testing liquid with the rate of application of 200 ppm.After drying, leaf disk is infected with 5 L1 phase larvas.Through processing (DAT) 3 days afterwards, for mortality ratio, feeding behavior and growth regulating, sample is checked.
Following compounds provides at least 80% to extra large spodoptera and controls: A1, A3, A4, A5, A8, A17, A18, A19, A25, A40, A78, A97, A102, A103, A105, A106, A107, A108, A110, A111, A112, A115, A123, A131, A135, A136, A137, A139, A140, A141, A142, A143, A144, A145, A148, A150.
Heliothis virescens (tobacco budworm):
Ovum (0 to 24 hour age) is placed in to 24 hole microtiter plates with artificial diet and take the concentration of 200ppm(in hole by transfer pipet is 18pm) rate of application with testing liquid, processed.After cultivating 4 days, for egg mortality, larval mortality and growth regulating, sample is checked.
Following compounds provides at least 80% to Heliothis virescens and controls: A1, A2, A3, A4, A5, A8, A11, A12, A14, A15, A16, A17, A19, A22, A25, A27, A40, A56, A102, A103, A105, A106, A107, A108, A110, A111, A115, A114, A126, A131, A135, A136, A137, A139, A140, A141, A142, A143, A144, A145, A146, A147, A148, A149, A150.
Small cabbage moth (small cabbage moth):
It is 18ppm that 24 hole microtiter plates (MTP) with artificial diet be take to the concentration of 200ppm(in hole by transfer pipet) rate of application with testing liquid, processed.After drying, with L2 phase larva, MTP is infected to (7 to 12/ hole).After cultivating 6 days, for larval mortality and growth regulating, sample is checked.
Following compounds provides at least 80% to small cabbage moth and controls: A1, A2, A3, A4, A5, A8, A11, A12, A13, A14, A15, A16, A17, A18, A19, A20, A21, A22, A23, A25, A27, A40, A52, A53, A55, A64, A67, A70, A78, A85, A91, A97, A102, A103, A105, A106, A107, A108, A110, A111, A112, A115, A118, A119, A122, A123, A126, A131, A134, A135, A136, A137, A138, A139, A140, A141, A142, A143, A145, A146, A147, A148, A150.
Cucumber strip chrysomelid (corn rootworm):
It is 18ppm that 24 hole microtiter plates (MTP) with artificial diet be take to the concentration of 200ppm(in hole by transfer pipet) rate of application with testing liquid, processed.After drying, with L2 phase larva, MTP is infected to (6 to 10/ hole).After cultivating 5 days, for larval mortality and growth regulating, sample is checked.
Following compounds provides at least 80% and controls cucumber strip is chrysomelid: A1, A3, A4, A8, A11, A12, A15, A16, A17, A22, A23, A25, A27, A28, A40, A45, A47, A52, A53, A55, A64, A68, A78, A97, A102, A103, A105, A106, A107, A108, A110, A111, A115, A119, A126, A135, A137, A138, A139, A140, A141, A142, A143, A144, A145, A147, A148, A150.
T.urticae Koch (Tetranychus urticae):
Beans leaf disk on will the agar in 24 hole microtiter plates is sprayed with testing liquid with the rate of application of 200ppm.After drying, these leaf disks are infected with the mite group of mixed age.After 8 days, for egg mortality, larval mortality and adult mortality ratio, disk is checked.
Following compounds provides at least 80% to T.urticae Koch and controls: A1, A2, A3, A4, A5, A8, A9, A11, A14, A15, A17, A18, A20, A21, A22, A23, A25, A26, A27, A28, A41, A52, A53, A55, A62, A68, A70, A78, A85, A102, A103, A105, A106, A107, A108, A112, A114, A115, A117, A119, A132, A133, A134, A136, A137, A138, A139, A140, A141, A142, A144, A145, A148.
Onion thrips (onion thrips):
The Sunflower Leaf disk is positioned on the agar in 24 hole microtiter plates and is sprayed with testing liquid with the rate of application of 200ppm.After drying, these leaf disks are infected with the aphid colony of mixed age.After cultivating 7 days, for mortality ratio, sample is checked.
Following compounds produces at least 80% control to onion thrips: A1, A2, A3, A4, A5, A6, A8, A11, A14, A15, A16, A25, A26, A27, A40, A56, A102, A103, A106, A107, A110, A112, A114, A115, A122, A129, A135, A136, A137, A138, A139, A140, A141, A143, A144, A148, A150, A151.
Black peach aphid (green peach aphid worm):
The Sunflower Leaf disk is positioned on the agar in 24 hole microtitration flat boards and is sprayed with testing liquid with the rate of application of 200ppm.After drying, these leaf disks are infected with the aphid colony of mixed age.After cultivating 6 days, for mortality ratio, sample is checked.
Following compounds produces at least 80% control to black peach aphid: A1, A4, A102, A103, A106, A148.
Claims (11)
1. the compound with chemical formula (I)
Wherein
A
1, A
2, A
3and A
4be C-X or nitrogen independently of one another, wherein each X can be identical or different;
R
1hydrogen, C
1-C
4alkyl, H
2nC (O)-C
1-C
4alkyl or C
1-C
4alkyl-carbonyl;
R
2hydrogen, halogen, C
1-C
4alkyl, C
1-C
6haloalkyl or cyano group;
G
1oxygen or sulphur;
X is hydrogen, halogen, cyano group, C
1-C
4alkoxyl group, C
1-C
4alkyl or C
1-C
4haloalkyl;
Q
1aryl or heterocyclic radical, separately optionally by one to five substituent R
3replace, these substituting groups can be identical or different;
Perhaps Q
1c
1-C
8alkyl or by one to five R
4the C replaced
1-C
8alkyl, C
2-C
8thiazolinyl, by one to five R
4the C replaced
2-C
8thiazolinyl, C
2-C
8alkynyl, by one to five R
4the C replaced
2-C
8alkynyl, C
3-C
10cycloalkyl or by one to five R
4the C replaced
3-C
10cycloalkyl or C
1-C
8alkyl-(CO)-N-C
1-C
8alkyl or by one to five R
4the C replaced
1-C
8alkyl-(CO)-N-C
1-C
8alkyl;
R
3be selected from cyano group, amino, nitro, hydroxyl, oxo, halogen, C
1-C
4alkyl, C
1-C
4haloalkyl, C
2-C
4thiazolinyl, C
2-C
4haloalkenyl group, C
2-C
4alkynyl, C
2-C
4halo alkynyl, C
3-C
6cycloalkyl, C
3-C
6halogenated cycloalkyl, C
1-C
3alkoxyl group, C
1-C
3halogenated alkoxy, C
1-C
3alkylthio, C
1-C
3halogenated alkylthio, C
1-C
3alkyl sulphinyl, C
1-C
3haloalkyl sulfinyl, C
1-C
3alkyl sulphonyl, C
1-C
3halogenated alkyl sulfonyl, C
1-C
4alkylamino, two-(C
1-C
4alkyl) amino, C
1-C
4alkyl-carbonyl, C
1-C
4alkyl-carbonyl oxygen base, C
1-C
4alkoxy carbonyl, C
1-C
4alkyl-carbonyl-amino and phenyl;
Each R
4halogen, cyano group, nitro, hydroxyl, C independently
3-C
10cycloalkyl, by one to five R
3the C replaced
3-C
10cycloalkyl, two (C
1-C
8alkyl) amino, C
1-C
8alkanoylamino, C
1-C
8alkyl, C
2-C
8alkynyl, C
1-C
8alkoxyl group-, C
1-C
8halogenated alkoxy-, C
1-C
8alkylthio-, C
1-C
8halogenated alkylthio-, C
1-C
8alkyl sulphinyl-, C
1-C
8the haloalkyl sulfinyl-, C
1-C
8alkyl sulphonyl-, C
1-C
8halogenated alkyl sulfonyl-, C
1-C
8alkyl-carbonyl-, C
1-C
8alkoxy carbonyl-, aryl or by one to five R
3the aryl replaced, aryloxy or by one to five R
3the aryloxy replaced or heterocyclic radical or by one to five R
3the heterocyclic radical replaced; Q
2it is a part with chemical formula (II)
Wherein
R
7and R
6hydrogen, cyano group, halogen, C independently of one another
1-C
6alkyl, C
1-C
6haloalkyl, C
1-C
4alkoxy-C
1-C
4-alkyl, C
1-C
6alkylthio, C
1-C
6halogenated alkylthio, C
1-C
6alkyl sulphinyl, C
1-C
6haloalkyl sulfinyl, C
1-C
6alkyl sulphonyl or C
1-C
6halogenated alkyl sulfonyl;
R
5hydrogen, hydroxyl, amino, N-C independently
1-C
6alkylamino, N, N-bis--(C
1-C
6alkyl)-amino, C
1-C
6alkyl, C
3-C
6cycloalkyl, C
2-C
6thiazolinyl, C
2-C
6alkynyl, by one to five substituent R
9the C replaced
1-C
6alkyl, by one to five substituent R
9the C replaced
3-C
6cycloalkyl, by one to five substituent R
9the C replaced
2-C
6alkynyl, by one to five substituent R
9the C replaced
2-C
6thiazolinyl, aryl or by one to five substituent R
10the aryl replaced, heteroaryl or by one to five substituent R
10the heteroaryl replaced,
Each R
9cyano group, nitro, amino, hydroxyl, halogen, N-C independently
1-C
6alkylamino, N, N-bis--(C
1-C
6alkyl) amino, C
1-C
6alkoxyl group, C
1-C
6alkylthio, C
1-C
6alkyl sulphinyl, aryl or by one to five independently selected from cyano group, nitro, hydroxyl, halogen, C
1-C
6alkyl, C
1-C
6haloalkyl, C
1-C
6alkoxyl group or C
1-C
6the aryl that the substituting group of halogenated alkoxy replaces or heteroaryl or by one to five independently selected from cyano group, nitro, hydroxyl, halogen, C
1-C
6alkyl, C
1-C
6haloalkyl, C
1-C
6alkoxyl group or C
1-C
6the heteroaryl that the substituting group of halogenated alkoxy replaces;
Each R
10cyano group, nitro, amino, hydroxyl, halogen, C independently
1-C
6alkyl, C
1-C
6haloalkyl, C
1-C
4alkoxy-C
1-C
4alkyl, C
2-C
6thiazolinyl, C
2-C
6haloalkenyl group, C
2-C
6alkynyl, C
2-C
6halo alkynyl, C
3-C
6cycloalkyl, C
3-C
6halogenated cycloalkyl, C
1-C
6alkoxyl group, C
1-C
6halogenated alkoxy, C
1-C
4alkoxy-C
1-C
4alkoxyl group, C
1-C
6alkylthio, C
1-C
6halogenated alkylthio, C
1-C
6alkyl sulphinyl, C
1-C
6haloalkyl sulfinyl, C
1-C
6alkyl sulphonyl, C
1-C
6halogenated alkyl sulfonyl, N-C
1-C
6alkylamino, N, N-bis--(C
1-C
6alkyl) amino, N, N-bis--(C
1-C
6alkyl) aminocarboxyl, N, N-bis--(C
1-C
6alkyl)-amino-sulfonyl, C
1-C
6alkyl-carbonyl, C
1-C
6alkyl-carbonyl oxygen base, C
1-C
6alkoxy carbonyl, C
1-C
6alkyl-carbonyl-amino;
Or acceptable salt or N-oxide compound on its a kind of Pesticide Science.
2. compound according to claim 1, is characterized in that,
A
1, A
2, A
3and A
4that C-X and each X are independently selected from hydrogen, halogen, cyano group, methyl, trifluoromethyl and methoxyl group.
3. compound according to claim 2, is characterized in that
R
1hydrogen, methyl, ethyl or ethanoyl;
R
2hydrogen, methyl, trifluoromethyl or halogen;
G
1oxygen;
Q
1aryl or heterocyclic radical or C
3-C
10cycloalkyl or C
1-C
8alkyl; These groups are optionally replaced independently selected from following substituting group by one to five separately: cyano group, nitro, hydroxyl, bromine, chlorine, fluorine, methyl, trifluoromethyl, methoxyl group, trifluoromethoxy, methylthio group, methylsulfinyl, methyl sulphonyl and phenyl;
R
5hydrogen, C
1-C
6haloalkyl, C
1-C
6alkyl, C
2-C
6thiazolinyl, C
2-C
6alkynyl, phenyl or can be identical or different substituent R by one to five
10phenyl, the pyridyl replaced or can be identical or different substituent R by one to five
10the pyridyl replaced;
R
7and R
6hydrogen, cyano group, halogen, C independently
1-C
6alkyl, C
1-C
6perfluoroalkyl, C
1-C
6perfluor alkylthio, C
1-C
6perfluoroalkyl sulfinyl or C
1-C
6-perfluoroalkyl group sulfonyl is preferably C independently
1-C
4perfluoroalkyl, C
1-C
4perfluor alkylthio, C
1-C
4-perfluoroalkyl sulfinyl or C
1-C
4-perfluoroalkyl group sulfonyl is even more preferably C independently
1-C
4-perfluoroalkyl, C
1-C
4-perfluor alkylthio or C
1-C
4-perfluoroalkyl group sulfonyl.
4. compound according to claim 3, is characterized in that
R
1hydrogen, methyl or ethyl;
R
2hydrogen, trifluoromethyl or halogen;
Q
1phenyl, cyclopropyl and ethyl; These groups are optionally replaced independently selected from following substituting group by one to four separately: cyano group, nitro, hydroxyl, bromine, chlorine, fluorine, methyl, ethyl, trifluoromethyl, methoxyl group, trifluoromethoxy, methylthio group, methylsulfinyl, methyl sulphonyl and phenyl;
R
5hydrogen, C
1-C
6haloalkyl, C
1-C
6alkyl;
R
7and R
6cyano group, halogen, C independently
1-C
6alkyl, C
1-C
6-perfluoroalkyl.
5. compound according to claim 4, is characterized in that
R
1hydrogen, methyl or ethyl;
R
2it is hydrogen or halogen;
Q
1phenyl, cyclopropyl and ethyl; These groups are optionally replaced independently selected from following substituting group by one to four separately: cyano group, nitro, hydroxyl, bromine, chlorine, fluorine, methyl, ethyl, trifluoromethyl, methoxyl group, trifluoromethoxy, methylthio group, methylsulfinyl, methyl sulphonyl and phenyl;
R
5c preferably
1-C
4alkyl;
R
7and R
6c independently
1-C
6-perfluoroalkyl.
6. compound according to claim 5, is characterized in that
R
1hydrogen;
R
2hydrogen;
Q
1cyclopropyl and ethyl; These groups are optionally replaced independently selected from following substituting group by one to four separately: cyano group, nitro, hydroxyl, bromine, chlorine, fluorine, methyl, ethyl, trifluoromethyl, methoxyl group, trifluoromethoxy, methylthio group, methylsulfinyl, methyl sulphonyl and phenyl; Q
2it is 2-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl.
7. compound according to claim 1, wherein Q
2it is 2-methyl-5-perfluor ethyl-4-trifluoromethyl-2H-pyrazole-3-yl.
8. the compound with chemical formula (III) form
A wherein
1, A
2, A
3, A
4, R
2and Q
2as defined about chemical formula (I); Or its a kind of salt.
9. the compound with chemical formula (IIIb)
A wherein
1, A
2, A
3, A
4, R
2and Q
2as defined about chemical formula (I); And R is C
1-C
6alkyl or its a kind of salt.
10. an antagonism and control insect, acarid, nematode or molluscan method, the method comprise harmful organism, harmful organism place be subject to plant that harmful organism attacks or plant propagation material use kill insect, kill acarid, nematicide or kill the compound with chemical formula (I) as defined as any one in claim 1 to 7 of mollusk significant quantity.
11. one kind is killed insect, kills acarid or nematicidal compositions, said composition comprise a kind ofly kill insect, kill acarid or nematicide significant quantity, as the defined compound with chemical formula (I) in any one in claim 1 to 7.
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11153820.3 | 2011-02-09 | ||
| EP11153820 | 2011-02-09 | ||
| EP11167014 | 2011-05-23 | ||
| EP11167014.7 | 2011-05-23 | ||
| EP11179995.3 | 2011-09-05 | ||
| EP11179995 | 2011-09-05 | ||
| PCT/EP2012/052027 WO2012107434A1 (en) | 2011-02-09 | 2012-02-07 | Insecticidal compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103354811A true CN103354811A (en) | 2013-10-16 |
Family
ID=47108302
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2012800082636A Pending CN103354811A (en) | 2011-02-09 | 2012-02-07 | Insecticidal compounds |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP2673270A1 (en) |
| KR (1) | KR20140051835A (en) |
| CN (1) | CN103354811A (en) |
| AR (1) | AR085318A1 (en) |
| BR (1) | BR112013020213A2 (en) |
| CA (1) | CA2826059A1 (en) |
| EA (1) | EA201300894A1 (en) |
| MX (1) | MX2013009067A (en) |
| UY (1) | UY33895A (en) |
| WO (1) | WO2012107434A1 (en) |
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| CN105873906B (en) * | 2013-11-05 | 2019-07-16 | 拜耳作物科学股份公司 | For preventing and treating the compound of arthropod |
| CN105873906A (en) * | 2013-11-05 | 2016-08-17 | 拜耳作物科学股份公司 | Substituted benzamides for treating arthropodes |
| CN105934429A (en) * | 2013-11-27 | 2016-09-07 | 拜耳作物科学股份公司 | Process for the preparation of 5-fluoro-1H-pyrazoles |
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| CN108713016A (en) * | 2016-02-18 | 2018-10-26 | 先正达参股股份有限公司 | Kill harmful organism activity pyrazole derivatives |
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| CN105753795A (en) * | 2016-04-29 | 2016-07-13 | 济南大学 | Alkaloid compound with 1,2,3-triazole structure segment and application of compound |
| CN105753795B (en) * | 2016-04-29 | 2018-04-13 | 济南大学 | A kind of alkaloid compound with 1,2,3 triazole structure fragments and application thereof |
| CN110770223A (en) * | 2017-06-19 | 2020-02-07 | 先正达参股股份有限公司 | Pesticidally active pyrazole derivatives |
| CN110770223B (en) * | 2017-06-19 | 2023-08-22 | 先正达参股股份有限公司 | Pesticidally active pyrazole derivatives |
| CN108934821A (en) * | 2018-06-28 | 2018-12-07 | 遵义天旺华胜种植有限公司 | The insect-pest cultural method of capsicum |
| CN112752751A (en) * | 2018-09-26 | 2021-05-04 | 先正达农作物保护股份公司 | Insecticidal compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2826059A1 (en) | 2012-08-16 |
| EA201300894A1 (en) | 2014-01-30 |
| EP2673270A1 (en) | 2013-12-18 |
| UY33895A (en) | 2012-09-28 |
| WO2012107434A8 (en) | 2013-05-02 |
| AR085318A1 (en) | 2013-09-25 |
| KR20140051835A (en) | 2014-05-02 |
| WO2012107434A1 (en) | 2012-08-16 |
| MX2013009067A (en) | 2013-10-01 |
| BR112013020213A2 (en) | 2016-08-02 |
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