专利摘要:
The present invention relates to a pesticide mixture containing a compound of the general formula (I) and an agonist or antagonist of nicotinic acetylcholine receptor for protecting plants against invasion by pests: Where W, X, Y, Z, A, B, D and G are as defined above, respectively.
公开号:KR20030025917A
申请号:KR1020027014898
申请日:2001-05-07
公开日:2003-03-29
发明作者:휘셔라이너;에르델렌크리스토프
申请人:바이엘 크롭사이언스 아게;
IPC主号:
专利说明:

Active substance combinations having insecticidal and acaricidal properties
[2] Certain cyclic ketoenols are already known to have herbicidal, pesticidal and acaricide properties. The activity of these materials is good but sometimes not satisfactory at low application rates.
[3] Unsubstituted bicyclic 3-aryl-pyrrolidine-2,4-dione derivatives (EP-A-355 599 and EP-A-415 211) with herbicidal, pesticidal and acaricide activity and substituted monocyclic 3-aryl Pyrrolidine-2,4-dione derivatives (EP-A-377 893 and EP-A-442 077) are known.
[4] Polycyclic 3-arylpyrrolidine-2,4-dione derivatives (EP-A-442 073) and 1H-arylpyrrolidine-dione derivatives (EP-A-456 063, EP-A-521 334, EP -A-596 298, EP-A-613 884, EP-A-613 885, WO 94/01 997, WO 95/26 954, WO 95/20 572, EP-A-0 668 267, WO 96/25 395, WO 96/35 664, WO 97/01 535, WO 97/02 243, WO 97/36 868, WO 97/43275, WO 98/05 638, WO 98/06 721, WO 98/25 928, WO 99/16 748, WO 99/24 437, WO 99/43 649, WO 99/48 869 and WO 99/55 673) are also known.
[5] It is also already known that many heterocycles, organotin compounds, benzoylurea and pyrethroids have pesticidal and acaricide properties (see WO 93/22 297, WO 93/10 083, DE-A-2 641 343, DE-A-347 488, EP-A-210 487, US 3,364,177 and EP-A-234 045). However, the activity of these materials is not always satisfactory.
[1] The present invention relates to novel active formulations which contain cyclic ketoenol known on the one hand and pesticidal active compounds known on the other hand and which are very suitable for controlling animal pests such as insects and unwanted mites.
[6] It has now been found that a mixture of at least one compound of formula (I) and an agonist or antagonist of acetylcholine receptor of formula (II) is synergistically active and suitable for controlling animal pests:
[7]
[8] Where
[9] X represents halogen, alkyl, alkoxy, halogenoalkyl, halogenoalkoxy or cyano,
[10] W, Y and Z each independently represent hydrogen, halogen, alkyl, alkoxy, halogenoalkyl, halogenoalkoxy or cyano,
[11] A represents hydrogen, in each case optionally represents halogen-substituted alkyl or alkoxyalkyl, or optionally represents saturated cycloalkyl in which at least one ring atom is replaced by a hetero atom and optionally substituted,
[12] B represents hydrogen or alkyl,
[13] A and B together with the carbon atoms to which they are attached represent a saturated or unsaturated cycle which optionally contains at least one hetero atom and is unsubstituted or substituted,
[14] D represents hydrogen or an optionally substituted radical selected from the group consisting of alkyl, alkenyl, alkoxyalkyl and saturated cycloalkyl, optionally substituted by one or more ring members,
[15] A and D together with the atoms to which they are attached represent a saturated or unsaturated cycle which is unsubstituted or substituted in the A and D moieties and optionally contains at least one hetero atom,
[16] G represents hydrogen (a) or one of the following groups;
[17]
[18] From here,
[19] E represents a metal ion or ammonium ion,
[20] L represents oxygen or sulfur,
[21] M represents oxygen or sulfur,
[22] R 1 at each occurrence optionally represents halogen-substituted alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl or polyalkoxyalkyl or may be interrupted by at least one hetero atom and optionally halogen-, alkyl- or alkoxy- Substituted cycloalkyl, or in each case optionally substituted phenyl, phenylalkyl, hetaryl, phenoxyalkyl or hetaryloxyalkyl,
[23] R 2 in each case optionally represents halogen-substituted alkyl, alkenyl, alkoxyalkyl or polyalkoxyalkyl, or in each case optionally represents cycloalkyl, phenyl or benzyl,
[24] R 3 represents optionally halogen-substituted alkyl or optionally substituted phenyl,
[25] R 4 and R 5 each independently represent, in each case, optionally halogen-substituted alkyl, alkoxy, alkylamino, dialkylamino, alkylthio, alkenylthio or cycloalkylthio, or in each case optionally substituted phenyl , Benzyl, phenoxy or phenylthio,
[26] R 6 and R 7 each independently represent hydrogen, or in each case optionally represent halogen-substituted alkyl, cycloalkyl, alkenyl, alkoxy or alkoxyalkyl, optionally substituted phenyl, or optionally substituted Or benzyl, or ring optionally interrupted by oxygen or sulfur together with the nitrogen atom to which they are attached.
[27] In particular, the compounds of the general formula (I) may exist in geometric and / or optical isomers or isomeric mixtures of various compositions which can be separated by conventional methods as necessary, depending on the nature of the substituents. The present invention provides pure isomers and isomer mixtures, methods for their preparation and uses, and compositions containing them. In the following, reference will be made to the compounds of general formula (I) for convenience, but this means both pure compounds and optionally mixtures of isomeric compounds of different proportions.
[28] Agonists and antagonists of nicotinic acetylcholine receptors are known compounds known from the literature:
[29] European publications 464 830, 428 941, 425 978, 386 565, 383 091, 375 907, 364 844, 315 826, 259 738, 254 859, 235 725, 212 600, 192 060, 163 855, 154 178, 136 636, 136 686, 303 570, 302 833, 306 696, 189 972, 455 000, 135 956, 471 372, 302 389, 428 941, 376 279, 493 369, 580 553, 649 845, 685 477, 483 055, 580 553;
[30] German Publication No. 3 639 877, 3 712 307;
[31] JP 03 220 176, 02 207 083, 63 307 857, 63 287 764, 03 246 283, 04 9371, 03 279 359, 03 255 072, 05 178 833, 07 173 157, 08 291 171;
[32] U.S. Patents 5 034 524, 4 948 798, 4 918 086, 5 039 686, 5 034 404, 5 532 365;
[33] PCT Application WO 91/17 659, 91/4965;
[34] French application 2 611 114;
[35] Brazilian Application No. 88 03 621.
[36] The general formulas and definitions disclosed in these publications and also the individual compounds disclosed therein are expressly included in the references of the present invention.
[37] Some of these compounds are summarized by the terms nitromethylene, nitroimine and related compounds.
[38] Preferably, these compounds can be summarized by general formula (II):
[39]
[40] Where
[41] R represents hydrogen or optionally substituted radicals selected from the group consisting of acyl, alkyl, aryl, aralkyl, heterocyclyl, heteroaryl and heteroarylalkyl;
[42] A 'represents a monofunctional group selected from the group consisting of hydrogen, acyl, alkyl and aryl, or represents a difunctional group bonded to radical Z';
[43] E 'represents an electron-removing radical;
[44] X 'represents radicals -CH = or = N- (wherein radicals -CH = can be bonded to radicals Z' instead of H atoms);
[45] Z 'is alkyl, -OR, -SR and A monofunctional group selected from the group consisting of (wherein radicals R are the same or different and as defined above), or a bifunctional group bonded to radical A 'or radical X'.
[46] Particularly preferred are those compounds of formula (II), wherein the radicals have the following meanings:
[47] R represents hydrogen or an optionally substituted radical selected from the group consisting of acyl, alkyl, aryl, aralkyl, heterocyclylalkyl, heteroaryl and heteroarylalkyl.
[48] Examples of acyl radicals are formyl, alkylcarbonyl, arylcarbonyl, alkylsulfonyl, arylsulfonyl, (alkyl-)-(aryl-)-phosphoryl, which may themselves be substituted.
[49] Examples of alkyl are C 1 -C 10 -alkyl, in particular C 1 -C 4 -alkyl, which may themselves be substituted, specifically methyl, ethyl, i-propyl, sec- or t-butyl.
[50] Examples of aryl are phenyl, naphthyl, in particular phenyl.
[51] Examples of aralkyl are phenylmethyl, phenethyl.
[52] Examples of heterocyclylalkyl are radicals to be.
[53] Examples of heteroallyl are heteroallyl having up to 10 ring atoms and N, O, S, in particular N, as hetero atoms. Specific examples are thienyl, furyl, thiazolyl, imidazolyl, pyridyl, benzthiazolyl, pyridazinyl.
[54] Examples of heteroarylalkyl are heteroarylmethyl, heteroarylethyl having up to 6 ring atoms and N, O, S, in particular N as hetero atoms, especially having optionally substituted heteroaryl as defined under heteroaryl .
[55] Substituents which may be mentioned by way of example and by way of preference are as follows:
[56] Preferably alkyl having 1 to 4, in particular 1 or 2 carbon atoms, for example methyl, ethyl, n- and i-propyl and n-, i- and t-butyl; Preferably alkoxy having 1 to 4, especially 1 or 2 carbon atoms, for example methoxy, ethoxy, n- and i-propyloxy and n-, i- and t-butyloxy; Preferably alkylthio having 1 to 4, especially 1 or 2 carbon atoms, for example methylthio, ethylthio, n- and i-propylthio and n-, i- and t-butylthio; Preferably 1 to 4, especially 1 or 2 carbon atoms and preferably 1 to 5, especially 1 to 3 halogen atoms (halogen atoms are the same or different and preferred halogen atoms are fluorine, chlorine or bromine, in particular Halogenoalkyl, for example trifluoromethyl; Hydroxyl; Halogen, in particular fluorine, chlorine, bromine and iodine, especially fluorine, chlorine and bromine; Cyano; Nitro; Amino; Monoalkyl- and dialkylamino, preferably having 1 to 4, in particular 1 or 2 carbon atoms per alkyl group, for example methylamino, methylethylamino, n- and i-propylamino and methyl-n-butyl Amino; Carboxyl; Preferably carboalkoxy having 2 to 4, especially 2 or 3 carbon atoms, for example carbomethoxy and carboethoxy; Sulfo (-SO 3 H); Preferably alkylsulfonyl having 1 to 4, especially 1 or 2 carbon atoms, for example methylsulfonyl and ethylsulfonyl; Arylsulfonyl, preferably having 6 or 10 aryl carbon atoms, for example phenylsulfonyl; And also heteroarylamino and heteroarylalkylamino such as chloropyridylamino and chloropyridylmethylamino.
[57] A 'represents hydrogen or preferably an optionally substituted radical selected from the group consisting of acyl, alkyl and aryl as defined under R, or A' also represents a bifunctional group. Examples include optionally substituted alkylene having from 1 to 4, in particular 1 or 2 carbon atoms, examples of substituents further being to a hetero atom selected from the group consisting of the substituents described above (and N, O and S). Alkylene groups which may be blocked).
[58] A 'and Z' together with the atoms to which they are attached may form a saturated or unsaturated heterocyclic ring. Heterocyclic rings may comprise additional 1 or 2 same or different hetero atoms and / or hetero groups. Preferred hetero atoms are oxygen, sulfur or nitrogen and preferred hetero groups are N-alkyl, wherein the alkyl of the N-alkyl group preferably comprises 1 to 4, in particular 1 or 2 carbon atoms. Examples of alkyl include methyl, ethyl, n- and i-propyl, and n-, i- and t-butyl. Heterocyclic rings contain 5 to 7, preferably 5 or 6 ring members.
[59] Examples of the compound of formula (II) in which A 'and Z' together with the atoms to which they are attached form a ring:
[60]
[61]
[62]
[63]
[64]
[65]
[66] Where
[67] E ', R and X' are as defined above and below, respectively.
[68] E ′ represents an electron-removing radical, specific examples being halogenoalkylcarbonyl such as NO 2 , CN, halogeno-C 1 -C 4 -alkylcarbonyl, for example COCF 3 , alkylsulfonyl (eg For example SO 2 -CH 3 ), halogenoalkylsulfonyl (eg SO 2 CF 3 ), and particularly preferred are NO 2 or CN.
[69] X 'represents -CH = or -N =.
[70] Z 'represents an optionally substituted radical selected from the group consisting of alkyl, -OR, -SR and -NRR, wherein R and substituents are preferably as defined above.
[71] Z 'is a radical other than the above-mentioned ring to which it is bonded, and a radical in place of X' Together with a saturated or unsaturated heterocyclic ring can be formed. Heterocyclic rings may comprise additional 1 or 2 same or different hetero atoms and / or hetero groups. Preferred hetero atoms are oxygen, sulfur or nitrogen and preferred hetero groups are N-alkyl, wherein the alkyl or N-alkyl group preferably comprises 1 to 4, in particular 1 or 2 carbon atoms. Examples of alkyl include methyl, ethyl, n- and i-propyl, and n-, i- and t-butyl. Heterocyclic rings contain 5 to 7, preferably 5 or 6 ring members. Examples of heterocyclic rings include pyrrolidine, piperidine, piperazine, hexamethyleneimine, morpholine and N-methylpiperazine.
[72] Agonists and antagonists of nicotinic acetylcholine receptors are particularly preferably compounds of formula (II) wherein R represents the formula:
[73]
[74] Where
[75] n represents 0, 1 or 2, preferably 1
[76] Subst. Represents one of the aforementioned substituents, mainly halogen, in particular chlorine,
[77] A ', Z', X 'and E' are each as defined above.
[78] R especially represents:
[79]
[80] Compounds of the following structural formulas are specific examples:
[81]
[82]
[83]
[84]
[85]
[86]
[87]
[88]
[89]
[90]
[91]
[92]
[93]
[94]
[95]
[96]
[97]
[98]
[99] Very particularly preferred agonists and antagonists of nicotinic acetylcholine receptors are compounds of the formula
[100]
[101]
[102]
[103]
[104]
[105]
[106] In particular the compounds of the formula:
[107]
[108]
[109]
[110]
[111] .
[112] Very particular preference is given to compounds of the formulas (IIa) and (IIk).
[113] Very particular preference is also given to compounds of the formulas (IIe), (IIg), (IIh), (IIl), (IIc) and (IIm).
[114] Preferably, an active combination is provided wherein the radical comprises a compound of formula (I) as defined below:
[115] W preferably represents hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, chlorine, bromine or fluorine,
[116] X preferably represents C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -halogenoalkyl, fluorine, chlorine or bromine,
[117] Y and Z each independently represent, preferably hydrogen, C 1 -C 4 -alkyl, halogen, C 1 -C 4 -alkoxy, C 1 -C 4 -halogenoalkyl,
[118] A preferably represents hydrogen or in each case optionally represents halogen-substituted C 1 -C 6 -alkyl or C 3 -C 8 -cycloalkyl,
[119] B preferably represents hydrogen, methyl or ethyl,
[120] A, B and the carbon atoms to which they are attached are preferably optionally substituted by one ring member by oxygen or sulfur and optionally by C 1 -C 4 -alkyl, trifluoromethyl or C 1 -C 4 -alkoxy -Or di-substituted saturated C 3 -C 6 -cycloalkyl,
[121] D preferably represents hydrogen or in each case optionally represents fluorine- or chlorine-substituted C 1 -C 6 -alkyl, C 3 -C 4 -alkenyl or C 3 -C 6 -cycloalkyl,
[122] A and D together preferably represent C 3 -C 4 -alkanediyl, optionally in which one methylene group is replaced by sulfur and in each case optionally methyl-substituted,
[123] G preferably represents hydrogen (a) or represents one of the following groups (particularly (a), (b), (c) or (g));
[124]
[125] From here,
[126] E represents a metal ion or ammonium ion,
[127] L represents oxygen or sulfur,
[128] M represents oxygen or sulfur,
[129] R 1 is preferably in each case optionally halogen-substituted C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1- C 4 -alkylthio-C 1 -C 4 -alkyl, or optionally fluorine-, chlorine-, C 1 -C 4 -alkyl- or C 1 -C 2 -alkoxy-substituted C 3 -C 6 -cycloalkyl Or
[130] Optionally fluorine-, chlorine-, bromine-, cyano-, nitro-, C 1 -C 4 -alkyl-, C 1 -C 4 -alkoxy-, trifluoromethyl- or trifluoromethoxy-substituted phenyl Or
[131] In each case optionally represents chlorine- or methyl-substituted pyridyl or thienyl,
[132] R 2 preferably in each case optionally represents fluorine- or chlorine-substituted C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 1 -C 4 -alkoxy-C 2 -C 4 -alkyl Or
[133] Optionally represents methyl- or methoxy-substituted C 5 -C 6 -cycloalkyl, or
[134] In each case optionally fluorine-, chlorine-, bromine-, cyano-, nitro-, C 1 -C 4 -alkyl-, C 1 -C 4 -alkoxy-, trifluoromethyl- or trifluoromethoxy-substituted Phenyl or benzyl,
[135] R 3 preferably denotes optionally fluorine-substituted C 1 -C 4 -alkyl, or optionally fluorine-, chlorine-, bromine-, C 1 -C 4 -alkyl-, C 1 -C 4 -alkoxy-, Trifluoromethyl-, trifluoromethoxy-, cyano- or nitro-substituted phenyl,
[136] R 4 is preferably in each case optionally fluorine- or chlorine-substituted C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylamino, C 1 -C 4 -alkylthio Or in each case optionally fluorine-, chlorine-, bromine-, nitro-, cyano-, C 1 -C 4 -alkoxy-, trifluoromethoxy-, C 1 -C 4 -alkylthio-, C 1- C 4 -halogenoalkylthio-, C 1 -C 4 -alkyl- or trifluoromethyl-substituted phenyl, phenoxy or phenylthio;
[137] R 5 preferably denotes C 1 -C 4 -alkoxy or C 1 -C 4 -thioalkyl,
[138] R 6 is preferably C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -alkoxy, C 3 -C 6 -alkenyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl,
[139] R 7 preferably denotes C 1 -C 6 -alkyl, C 3 -C 6 -alkenyl or C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl,
[140] R 6 and R 7 together preferably represent C 3 -C 6 -alkylene radicals, optionally substituted with one carbon atom by oxygen or sulfur and optionally methyl- or ethyl-substituted.
[141] W particularly preferably represents hydrogen, methyl, ethyl, chlorine, bromine or methoxy,
[142] X particularly preferably represents chlorine, bromine, methyl, ethyl, propyl, i-propyl, methoxy, ethoxy or trifluoromethyl,
[143] Y and Z each independently of one another represent particularly preferably hydrogen, fluorine, chlorine, bromine, methyl, ethyl, propyl, i-propyl, trifluoromethyl or methoxy,
[144] A particularly preferably represents methyl, ethyl, propyl, i-propyl, butyl, i-butyl, sec-butyl, tert-butyl, cyclopropyl, cyclopentyl or cyclohexyl,
[145] B particularly preferably represents hydrogen, methyl or ethyl,
[146] A, B and the carbon atoms to which they are attached are particularly preferably saturated C 6 -substituted optionally substituted by oxygen and optionally monosubstituted by methyl, ethyl, methoxy, ethoxy, propoxy or butoxy. Cycloalkyl,
[147] D particularly preferably represents hydrogen or methyl, ethyl, propyl, i-propyl, butyl, i-butyl, allyl, cyclopropyl, cyclopentyl or cyclohexyl,
[148] A and D together particularly preferably represent optionally methyl-substituted C 3 -C 4 -alkanediyl,
[149] G particularly preferably represents hydrogen (a) or represents one of the following groups;
[150]
[151] From here,
[152] M represents oxygen or sulfur,
[153] R 1 particularly preferably represents C 1 -C 8 -alkyl, C 2 -C 4 -alkenyl, methoxymethyl, ethoxymethyl, ethylthiomethyl, cyclopropyl, cyclopentyl or cyclohexyl,
[154] Optionally represents fluorine-, chlorine-, bromine-, cyano-, nitro-, methyl-, ethyl-, methoxy-, trifluoromethyl- or trifluoromethoxy-substituted phenyl,
[155] In each case optionally represents chlorine- or methyl-substituted pyridyl or thienyl,
[156] R 2 particularly preferably represents C 1 -C 8 -alkyl, C 2 -C 4 -alkenyl, methoxyethyl or ethoxyethyl, or represents phenyl or benzyl,
[157] R 6 and R 7 each independently represent each other particularly preferably methyl or ethyl, or together represent C 5 -alkylene radicals in which the C 3 -methylene group is replaced by oxygen.
[158] W very particularly preferably represents hydrogen or methyl,
[159] X very particularly preferably represents chlorine, bromine or methyl,
[160] Y and Z each independently represent one another very particularly preferably hydrogen, chlorine, bromine or methyl,
[161] A, B and the carbon atoms to which they are attached are very particularly preferably saturated C 6 -cycloalkyl optionally substituted by oxygen with one ring member optionally substituted by methyl, methoxy, ethoxy, propoxy or butoxy ,
[162] D very particularly preferably represents hydrogen,
[163] G very particularly preferably represents hydrogen (a) or represents one of the following groups;
[164]
[165] From here,
[166] M represents oxygen or sulfur,
[167] R 1 very particularly preferably represents C 1 -C 8 -alkyl, C 2 -C 4 -alkenyl, methoxymethyl, ethoxymethyl, ethylmethylthio, cyclopropyl, cyclopentyl or cyclohexyl,
[168] Optionally represents fluorine-, chlorine-, bromine-, methyl-, methoxy-, trifluoromethyl-, trifluoromethoxy-, cyano- or nitro-substituted phenyl,
[169] In each case optionally represents chlorine- or methyl-substituted pyridyl or thienyl,
[170] R 2 very particularly preferably represents C 1 -C 8 -alkyl, C 2 -C 4 -alkenyl, methoxyethyl, ethoxyethyl, phenyl or benzyl,
[171] R 6 and R 7 each independently represent each other very particularly preferably methyl or ethyl, or together represent C 5 -alkylene radicals in which the C 3 -methylene group is replaced by oxygen.
[172] Particularly preferred are active combinations comprising a compound of formula (I):
[173]
[174] The active formulations of the invention, which are good tolerant to plants and non-toxic to warm-blooded animals, are suitable for controlling animal pests, in particular insects, arachnids and nematodes, which are encountered in the field of agriculture and forestry, storage products and the protection and hygiene of materials. These are preferably used as crop protection agents. They are moderately sensitive and active for all or some stages of resistant and resistant stages. The pests mentioned above include:
[175] The order of Isopoda , for example Oniscus asellus , Armadillidium vulgare and Porcellio scaber .
[176] Millipedes (Diplopoda) tree, for example Blast niul loose obtain Tula tooth (Blaniulus guttulatus).
[177] From the genus Chilopoda , for example Geophilus carpophagus and Scutigera spec .
[178] From the order of Symphyla , for example Scutigerella immaculata .
[179] Thysanura , for example Lepisma saccharina .
[180] From the order of Collembola , for example Onychiurus armatus .
[181] Orthoptera , for example, Acheta domesticus , Gryllotalpa spp. , Locusta migratoria migratorioides , melanoplus ( Melanoplus spp.) And Schistocerca gregaria .
[182] From the tree of Blattaria , for example Blatta orientalis , Periplaneta americana , Leucophaea maderae , Blattella germanica .
[183] Dermaptera , for example Forficula auricularia .
[184] Termite Isoptera , for example Reticulitermes spp .
[185] Phthiraptera , for example Pediculus humanus corporis , Haematopinus spp ., Linognathus spp ., Trichodectes spp. .) And damalinia spp .
[186] From the order of the Thysanoptera , for example Hercinothrips femoralis , Thrips tabaci , Thrips palmi and Frankliniella occidentalis ).
[187] From the order of Heteroptera , for example Eurygaster spp ., Dysdercus intermedius , Piesma quadrata , Cimex lectularius , Rodney Rhodnius prolixus and Triatoma spp .
[188] The cicada ( Omoptera ), for example Aleurodesbrassicae , Bemisia tabaci , Trialeurodes vaporariorum , Aphis gossypii , Bres Vico Rhine in Brassica (Brevicoryne brassicae), the creep Tommy juice Leavis (Cryptomyzus ribis), Apis wave bar (Aphis fabae), Apis breech (Aphis pomi), Erie O Soma Raney gerum (Eriosoma lanigerum), hyaluronic rope Teruel's Arun D. Hyalopterus arundinis , Phylloxera vastatrix , Pemphigus spp. , Macrosiphum avenae , Myzus spp ., Phorodon humuli ), a Palo sipum Fadi (Rhopalosiphum padi), empo Empoasca (Asuka kind spp.), yusel lease Biloba tooth (Euscelis bilobatus), four new Forte ticks Sancti Joseph's (Nephotettix cincticeps), Recaro nium corset you (Lecanium corn i), the poinsettia Ole Ah between (Saissetia oleae), Lao del Parks Austria Tel Ruth (Laodelphax striatellus), Neela Parque Bata Lou Regensburg (Nilaparvata lugens), Oh sludge de Ella Augusta is T (Aonidiella aurantii), Oh Speedy Aspidiotus hederae , Pseudococcus spp . And Psylla spp .
[189] Lepidoptera , for example Pectinophora gossypiella , Bupalus piniarius , Cheimatobia brumata , Lithocolletis blancardella , Hyponomeuta padella , Plutella x ylostella , Malacosoma neustria , Euproctis chrysorrhoea , Lymantria spp. ), part Kula matrix Tour Barry Ella (Bucculatrix thurberiella), Philo greatest seutiseu sheet mozzarella (Phyllocnistis citrella), Agrobacterium-Tees species (Agrotis spp.), six pediatric species (Euxoa spp.), Pell Tia species (Feltia spp.), Earias insulana , Heliothis spp ., Mamestra brassicae , Panolis flammea , Spodoptera sp p .), Trichoplusia ni , Carpocapsa pomonella , Pieris spp. , Chilo spp ., Pyrausta nubilalis , Ephestia kuehniella , Galleria mellonella , Tineola bisselliella , Tinea pellionella , Hofmannophila pseudospretella , Cacoecia podana , Capua reticulana , Choristoneura fumiferana , Clysia ambiguella , Homona magnanima ), Tortrix viridana , Cnaphalocerus spp . And Oulema oryzae .
[190] Coleoptera , for example, Anobium punctatum , Rhizopertha dominica , Bruchidius obtectus , Acanthoscelides obtectus , Hylotrupes bajulus , Agelastica alni , Leptinotarsa decemlineata , Phaedon cochleariae , Diabrotica spp ), peusil Rio des Creative sose Palacio (Psylliodes chrysocephala), epilra keuna Bari Betsy's (Epilachna varivestis), Ato Maria kinds (Atomaria spp.), duck chair Phil Ruth repairs namen system (Oryzaephilus surinamensis), St labor's servants (Anthonomus spp.), Citrus peel loose species (Sitophilus spp.), cut out ot kusu sulka tooth (Otiorrhynchus sulcatus), poly Cosmo test sorbitan di Douce (Cosmopolites sordidus), establish Torin Scotland know Millie's (Ceuthorrhynchus assimilis), Hebrews Blow Force Galactica (Hypera postica), no scalpel test species (Dermestes spp.), Tree logo Dumaguete species (Trogoderma spp.), No trail pandanus species (Anthrenus spp.), Oh ride Attagenus spp ., Lyctus spp ., Meligethes aeneus , Ptinus spp ., Niptus hololeucus , Gibiumuf Gibbium psylloides , Tribolium spp ., Tenebrio molitor , Agriotes spp ., Conoderus spp ., Melonta Melonta ( Melolontha melolontha ), Amphimallon solstitialis , Costelytra zealandica and Lissorhoptus oryzophilus .
[191] Hymenopera species, for example Diprion spp ., Hoplocampa spp ., Lasius spp ., Monomorium pharaonis and Vespa species Vespa spp .
[192] Flies (Diptera) neck, for instance O Death species (Aedes spp.), Anopheles species (Anopheles spp.), Culex species (Culex spp.), The draw small pillars melanocortin the requester (Drosophilamelanogaster), museuka species (Musca spp .), Fannia spp ., Calliphora erythrocephala , Lucilia spp ., Chrysomyia spp ., Cuterebra spp . , Gastrophilus spp ., Hyppobosca spp ., Stomoxys spp ., Oestrus spp ., Hypoderma spp ., Tabanus spp. , Tannia spp ., Bibio hortulanus , Oscinella frit , Phorbia spp ., Pegomia hyosquiami Pegomyia hyoscyami ), Ceratitis capitata , Dacus oleae , Tifula paludosa ( Tipula paludosa ), Hylemyia spp . And Liriomyza spp .
[193] From the order of Siphonaptera , for example Xenopsylla cheopis and Ceratophyllus spp .
[194] Arachnida , for example Scorpio maurus , Latrodectus mactans , Acarus siro , Argas spp. , Ornitodorus species ( Ornithodoros spp. ), Dermanyssus gallinae , Eriophyes ribis , Phyllocoptruta oleivora , Boophilus spp. , And Rhipicephalus spp. ), Amblyomma spp. , Hyalomma spp. , Ixodes spp. , Psoroptes spp. , Chorioptes spp. , Sarcoptes spp. , Tarsonemus spp. , Bryobia praetiosa , Panonychus spp. , Tetranychus spp. , Hemitarsonemus spp. And Brevipalpus species ( Brev ipalpus spp. ).
[195] Plant parasitic nematodes include, for example, Pratylenchus spp. , Radopholus similis , Ditylenchus dipsaci , Tylenchulus semipenetrans . , Heterodera spp. , Globodera spp. , Meloidogyne spp. , Apelenchoides spp. , Longidorus spp . , Xiphinema spp. , Trichodorus spp. , And Bursaphelenchus spp .
[196] According to the invention, the whole plant and part of the plant can be treated. By plant is meant herein all plants and plant populations, such as unwanted or unwanted wild plants or crops (including naturally occurring crops). Crops include plant varieties and transgenic plants that may or may not be protected by plant breeder authority, by conventional plant breeding and optimization methods, by biotechnology and genetic engineering methods, or by these methods. It may be a plant obtainable in combination. Part of a plant is understood to mean all parts and organs of the plant that exist above and below the ground, such as young shoots, leaves, flowers and roots, and examples of which may be mentioned are leaves, leaves, and trunks. ), Stems, flowers, fruits, fruits, seeds, roots, tubers and rhizomes may be mentioned. Some of the plants also include harvesting materials, and nutritional and reproductive materials such as seedlings, tubers, rhizomes, cuttings and seeds.
[197] Treatment of plants and parts of plants with compounds of formula (I) alone and in particular with active combinations according to the invention is carried out according to conventional processing methods, for example by dipping, spraying, evaporating, spraying, spraying, applying, In the case of propagating materials, in particular seeds, they are also carried out by acting directly or on their surroundings, environment or storage zones by one or multilayer coatings.
[198] As mentioned above, all plants and parts of plants can be treated according to the invention. In a preferred embodiment, wild plant species and plant varieties or plant species and plant varieties obtained by conventional biological breeding methods such as hybrid breeding or protoplast fusion, as well as parts thereof, are treated. In another preferred embodiment, genetically engineered transgenic plants and plant varieties (genetically modified organisms) and portions thereof are treated with conventional methods, where appropriate. The terms "part", "part of the plant" or "plant part" are as described above.
[199] Particularly preferably, plants of the plant variety which are commercially available or in use in each case are treated according to the invention.
[200] Depending on the plant species or plant variety, their location and growth conditions (soil, climate, growing season, feed), an additive ("raising") effect can also be produced by treatment according to the invention. Thus, for example, reduction in the application rate of substances and compositions which can be used according to the invention and / or broadening the activity spectrum and / or increasing activity, improving plant growth, increasing hot or cold resistance, drought, or water or soil salinity Effects such as increased resistance to plants, increased flowering volume, easier harvesting, increased maturity, increased crop yields, improved crop quality and / or higher nutritional value, and increased storage stability and / or treatability are expected. May appear more than
[201] Preferred transgenic plants or plant varieties (ie, genetically engineered) to be treated according to the invention include all plants which receive genetic material which provides particularly advantageous utility to the plant in genetic modification. Examples of such properties include improved plant growth, increased high or low temperature resistance, drought, or increased resistance to water or soil salinity, increased flowering, ease of harvest, increased maturity, increased crop yield, improved crop quality and / or Increased nutritional value, and increased storage stability and / or processability of harvested crops. Further particularly notable examples of such properties include increased plant defense against animal and microbial pests such as insects, mites, phytopathogenic fungi, bacteria and / or viruses and also increased plant resistance to certain herbicidally active compounds. Examples of transgenic plants may include cereals (wheat, barley), corn, soybeans, potatoes, cotton, rapeseed and also fruit trees (open apple, pear, citrus and grape fruits), corn, soybeans, potatoes, cotton And rapeseed are of particular note. Particularly important characteristics are the toxins formed in plants, in particular genetic material obtained from Bacillus Thuringiensis (for example genes CryIA (a), CryIA (b), CryIA (c), CryIIA, CryIIIA, CryIIIB2, Cry9c, Cry2Ab, Cry3Bb and CryIF and combinations thereof) is an increase in the plant's defense against insects due to toxins formed in plants (hereinafter referred to as "Bt plants"). A particularly important property is also the increased tolerance of plants to certain herbicidally active compounds such as imidazolinone, sulfonylureas, glyphosate or phosphinothricin (eg the "PAT" gene). Genes that confer the relevant properties required may also be present in the genetic plant in mutual combination. Examples of "Bt plants" include YIELD GARD ® (e.g. corn, cotton, soybean), KnockOut ® (e.g. corn), StarLink ® (e.g. corn), Bollgard ® (e.g. cotton), Nucotn ® (e.g. cotton) And corn varieties, cotton varieties, soybean varieties and potato varieties which are commercially available under the NewLeaf ® (eg potato) brand name. Examples of herbicide-tolerant plants include Roundup Ready ® (glyphosate tolerant, eg corn, cotton, soybean), Liberty Link ® (phosphinothricin tolerant, e.g. rapeseed), IMI ® (imidazolinone tolerant) and STS Corn varieties, cotton varieties and soybean varieties which are commercially available under the ® (sulfonylurea tolerability, eg maize) may be mentioned. As examples of herbicide-tolerant plants (plants bred by conventional methods for herbicide tolerability), mention may also be made of varieties sold under the name Clearfield ® (eg corn). Of course, the above description can also be applied to plant varieties which have the genetic characteristics described above or which are still left to develop, as plants which can be developed in the future and / or which will be commercialized in the future.
[202] The above-mentioned plants can be treated in a particularly advantageous manner with the active mixtures according to the invention according to the invention. The preferred ranges mentioned above for these mixtures also apply to the treatment of these plants. It is particularly advantageous to treat plants with mixtures specifically mentioned in the present text.
[203] The proportion of the compound of the general formula (I) and the compound of the general formula (II) to be used, and the total amount of the mixture depends on the type of insect and the frequency of occurrence. For each application, the optimal ratio and total amount can in each case be determined by a series of tests. In general, the ratio of the compound of general formula (I) to the compound of general formula (II) is from 1: 100 to 100: 1, preferably from 1:25 to 25: 1, particularly preferably from 1: 5 to 5: 1 These ratios are parts by weight.
[204] Active formulations include solutions, emulsions, hydrating powders, suspensions, powders, powders, pastes, soluble powders, granules, suspension-emulsion concentrates, natural and synthetic materials impregnated with the active compounds, and microcapsules in polymeric materials. It can be converted to a conventional formulation.
[205] These formulations are prepared by known methods, for example by mixing the active compounds with extenders, ie liquid solvents and / or solid carriers, optionally using surfactants, ie emulsifiers and / or dispersants and / or foam-forming agents. .
[206] If the extender used is water, it is also possible to use, for example, organic solvents as cosolvents. Mainly suitable liquid solvents are aromatic compounds such as xylene, toluene or alkylnaphthalene, chlorinated aromatic and chlorinated aliphatic hydrocarbons such as chlorobenzene, chloroethylene or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffin, for example For example, petroleum fractions, mineral oils and vegetable oils, alcohols such as butanol or glycols and ethers and esters thereof, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strong polar solvents, for example Dimethylformamide and dimethylsulfoxide, and water.
[207] Suitable solid carriers are, for example, ammonium salts and ground natural minerals such as kaolin, clay, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic materials such as highly dispersed silica, alumina and silicates. Suitable granular solid carriers are, for example, pulverized and classified natural rocks such as calcite, marble, pumice, calcite and dolomite, and synthetic granules of inorganic and organic powders, and organic such as sawdust, coconut husk, corncobs and tobacco stems. Granules of matter. Suitable emulsifiers and / or foam formers are for example nonionic and anionic emulsifiers, for example polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkylsulfonates, alkylsulfates , Arylsulfonates and protein hydrolysates. Suitable dispersants are for example lignin-sulfite waste liquors and methylcellulose.
[208] Tackifiers such as carboxymethylcellulose and natural and synthetic polymers in the form of powders, granules or latex, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, and also natural phospholipids such as cephalin and lecithin, and synthetic phospholipids Can be used for Other possible additives are mineral and vegetable oils.
[209] Traces such as colorants, for example inorganic pigments such as iron oxide, titanium oxide and prussian blue, organic dyes such as alizarin dyes, azo dyes and metal phthalocyanine dyes and salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc Nutrients can be used.
[210] The formulations generally contain 0.1 to 95% by weight, preferably 0.5 to 90% by weight of active compound.
[211] The active combinations according to the invention are mixtures with other active compounds such as insecticides, attractants, disinfectants, fungicides, acaricides, nematicides, fungicides, growth-regulating substances or herbicides, commercially available preparations thereof and these preparations. It may be present in the use form prepared from. Insecticides include, for example, phosphates, carbamates, carboxylates, chlorinated hydrocarbons, phenylurea and in particular substances produced by microorganisms.
[212] Examples of suitable mixing components are as follows:
[213] Fungicides:
[214] Aldimorph, Ampropyl Force, Ampropyl Force Potassium, Andoprim, Anilazine, Azaconazole, Azocystrobin,
[215] Benalacyl, Benodanil, Benomyl, Benzamacryl, Benzamacryl-Isobutyl, Bialaphos, Binapacryl, Biphenyl, Vitertanol, Blastisidin-S, Bromuconazole, Buprimate, Butiobate,
[216] Calcium Polysulfides, Capsaicin, Captapol, Captan, Carbendazim, Carboxin, Carbon, Quinomethionate, Clobenthiazone, Chlorfenazole, Chloronev, Chloropicrine, Chlothalonil, Clozolinate, Chloro Zillacon, cupranev, cymoxanyl, cyproconazole, cyprodinyl, cypropuram,
[217] Devacarb, dichlorophene, diclobutrazole, diclofloanid, diclomezin, dichloran, dietofencarb, difenokonazole, dimethirimol, dimethomorph, dinicoazole, dinicoazole -M, dinocap, diphenylamine, dipyrithione, ditalimphos, dithianon, dodemorph, dodine, drazosolone,
[218] Edifene Force, Epoxyconazole, Etaconazole, Ethirimol, Etridiazole,
[219] Sofasadon, phenafanil, phenarimol, fenbuconazole, fenfuram, phenytropane, fenpiclonyl, phenpropidine, phenpropimorph, fentin acetate, fentin hydroxide, ferbam, perimzone, Fluazinam, Flumetober, Fluoride, Fluquinconazole, Fluprimidol, Flusilazole, Flusulfamid, Plutonanyl, Flutriafol, Polpet, Pocetyl-aluminum, Pocetyl-sodium , Phthalide, fuberidazole, furlaxyl, furametpyr, furcarbonyl, furconazole, furconazole-cis, purmecyclox,
[220] Guazatin,
[221] Hexachlorobenzene, hexaconazole, hymexazole,
[222] Imazalyl, imibenconazole, iminooctadine, iminooctadine albesylate, iminooctadine triacetate, iodocarb, ifconazole, iprobenfos (IBP), iprodione, irumamycin, isopro Thiolane, isovaledion,
[223] Kasugamycin, cresoxime-methyl, copper preparations such as copper hydroxide, copper naphthenate, copper oxychloride, copper sulfate, copper oxide, auxin-copper and Bordeaux mixtures,
[224] Mancoper, Mancozeb, Manev, Meperimzone, Mepanipyrim, Mepronyl, Metallaccil, Metconazole, Metasulfocarb, Metfuroxam, Methiram, Metomeclam, Metsulfobox, Mildiomycin , Michaelrobutanyl, michaelrozoline,
[225] Nickel dimethyldithiocarbamate, nitrotal-isopropyl, noarimol,
[226] Opuras, oxadixyl, oxamocarb, oxolinic acid, oxycarboxime, oxypentin,
[227] Paclobutrazole, pepurazoate, fenconazole, phensaicuron, phosphodiphene, fimaricin, piperaline, polyoxine, polyoxolin, provenazole, prochloraz, prosaimidone, propamocarb , Propanosine-sodium, propiconazole, propineb, pyrazophos, pyriphenox, pyrimethanyl, pyroquilon, pyroxipur,
[228] Quinconazole, quintozen (PCNB),
[229] Sulfur and sulfur preparations,
[230] Tebuconazole, Teclophthalam, Tecnazen, Tecyclcyclase, Tetraconazole, Thiabendazole, Tiothiophene, Tifluzamide, Thiophanate-methyl, Thiram, Thioxymide, Tollclofos-methyl , Tolylufluoride, triadimefon, triadimenol, triazbutyl, triazide, triclamid, tricyclazole, tridemorph, trifluzazole, tripolin, triticonazole,
[231] Uniconazole,
[232] Validamycin A, vinclozoline, viniconazole,
[233] Zarylamide, Genev, Zara, and also
[234] Dagger G,
[235] OK-8705,
[236] OK-8801,
[237] α- (1,1-dimethylethyl) -β- (2-phenoxyethyl) -1H-1,2,4-triazole-1-ethanol,
[238] α- (2,4-dichlorophenyl) -β-fluoro-β-propyl-1H-1,2,4-triazole-1-ethanol,
[239] α- (2,4-dichlorophenyl) -β-methoxy-α-methyl-1H-1,2,4-triazole-1-ethanol,
[240] α- (5-methyl-1,3-dioxan-5-yl) -β-[[4- (trifluoromethyl) -phenyl] -methylene] -1 H-1,2,4-triazole-1 -ethanol,
[241] (5RS, 6RS) -6-hydroxy-2,2,7,7-tetramethyl-5- (1H-1,2,4-triazol-1-yl) -3-octanone,
[242] (E) -α- (methoxyimino) -N-methyl-2-phenoxy-phenylacetamide,
[243] 1-isopropyl {2-methyl-1-[[[1- (4-methylphenyl) -ethyl] -amino] -carbonyl] -propyl} -carbamate,
[244] 1- (2,4-dichlorophenyl) -2- (1H-1,2,4-triazol-1-yl) -ethanone-O- (phenylmethyl) -oxime,
[245] 1- (2-methyl-1-naphthalenyl) -1H-pyrrole-2,5-dione,
[246] 1- (3,5-dichlorophenyl) -3- (2-propenyl) -2,5-pyrrolidinedione,
[247] 1-[(diiodomethyl) -sulfonyl] -4-methyl-benzene,
[248] 1-[[2- (2,4-Dichlorophenyl) -1,3-dioxolan-2-yl] -methyl] -1 H-imidazole,
[249] 1-[[2- (4-chlorophenyl) -3-phenyloxyranyl] -methyl] -1 H-1,2,4-triazole,
[250] 1- [1- [2-[(2,4-dichlorophenyl) -methoxy] -phenyl] -ethenyl] -1 H-imidazole,
[251] 1-methyl-5-nonyl-2- (phenylmethyl) -3-pyrrolidinol,
[252] 2 ', 6'-dibromo-2-methyl-4'-trifluoromethoxy-4'-trifluoro-methyl-1,3-thiazole-5-carboxanilide,
[253] 2,2-dichloro-N- [1- (4-chlorophenyl) -ethyl] -1-ethyl-3-methyl-cyclopropanecarboxamide,
[254] 2,6-dichloro-5- (methylthio) -4-pyrimidinyl thiocyanate,
[255] 2,6-dichloro-N- (4-trifluoromethylbenzyl) -benzamide,
[256] 2,6-dichloro-N-[[4- (trifluoromethyl) -phenyl] -methyl] -benzamide,
[257] 2- (2,3,3-triiodo-2-propenyl) -2H-tetrazole,
[258] 2-[(1-methylethyl) -sulfonyl] -5- (trichloromethyl) -1,3,4-thiadiazole,
[259] 2-[[6-deoxy-4-O- (4-O-methyl-β-D-glycopyranosyl) -α-D-glucopyranosyl] -amino] -4-methoxy-1 H-pyrrolo [2,3-d] pyrimidine-5-carbonitrile,
[260] 2-aminobutane,
[261] 2-bromo-2- (bromomethyl) -pentanedinitrile,
[262] 2-chloro-N- (2,3-dihydro-1,1,3-trimethyl-1H-inden-4-yl) -3-pyridinecarboxamide,
[263] 2-chloro-N- (2,6-dimethylphenyl) -N- (isothiocyanatomethyl) -acetamide,
[264] 2-phenylphenol (OPP),
[265] 3,4-dichloro-1- [4- (difluoromethoxy) -phenyl] -1 H-pyrrole-2,5-dione,
[266] 3,5-dichloro-N- [cyano-[(1-methyl-2-propynyl) -oxy] -methyl] -benzamide,
[267] 3- (1,1-dimethylpropyl) -1-oxo-1H-indene-2-carbonitrile,
[268] 3- [2- (4-chlorophenyl) -5-ethoxy-3-isoxazolidinyl] -pyridine,
[269] 4-chloro-2-cyano-N, N-dimethyl-5- (4-methylphenyl) -1H-imidazole-1-sulfonamide,
[270] 4-methyl-tetrazolo [1,5-a] quinazolin-5 (4H) -one,
[271] 8- (1,1-dimethylethyl) -N-ethyl-N-propyl-1,4-dioxaspiro [4.5] decane-2-methanamine,
[272] 8-hydroxyquinoline sulfate,
[273] 9H-Xanthene-2-[(phenylamino) -carbonyl] -9-carboxylic hydrazide,
[274] Bis- (1-methylethyl) -3-methyl-4-[(3-methylbenzoyl) -oxy] -2,5-thiophendicarboxylate,
[275] Cis-1- (4-chlorophenyl) -2- (1H-1,2,4-triazol-1-yl) -cycloheptanol,
[276] Cis-4- [3- [4- (1,1-dimethylpropyl) -phenyl-2-methylpropyl] -2,6-dimethylmorpholine hydrochloride,
[277] Ethyl [(4-chlorophenyl) -azo] -cyanoacetate,
[278] Potassium bicarbonate,
[279] Methane tetrathiol sodium salt,
[280] Methyl 1- (2,3-dihydro-2,2-dimethyl-1H-inden-1-yl) -1H-imidazole-5-carboxylate,
[281] Methyl N- (2,6-dimethylphenyl) -N- (5-isoxazolylcarbonyl) -DL-alanineate,
[282] Methyl N- (chloroacetyl) -N- (2,6-dimethylphenyl) -DL-alanineate,
[283] N- (2,3-dichloro-4-hydroxyphenyl) -1-methyl-cyclohexanecarboxamide,
[284] N- (2,6-dimethylphenyl) -2-methoxy-N- (tetrahydro-2-oxo-3-furanyl) -acetamide,
[285] N- (2,6-dimethylphenyl) -2-methoxy-N- (tetrahydro-2-oxo-3-thienyl) -acetamide,
[286] N- (2-chloro-4-nitrophenyl) -4-methyl-3-nitro-benzenesulfonamide,
[287] N- (4-cyclohexylphenyl) -1,4,5,6-tetrahydro-2-pyrimidinamine,
[288] N- (4-hexylphenyl) -1,4,5,6-tetrahydro-2-pyrimidinamine,
[289] N- (5-chloro-2-methylphenyl) -2-methoxy-N- (2-oxo-3-oxazolidinyl) -acetamide,
[290] N- (6-methoxy-3-pyridinyl) -cyclopropanecarboxamide,
[291] N- [2,2,2-trichloro-1-[(chloroacetyl) -amino] -ethyl] -benzamide,
[292] N- [3-chloro-4,5-bis (2-propynyloxy) -phenyl) -N'-methoxy-methaneimideamide,
[293] N-formyl-N-hydroxy-DL-alanine-sodium salt,
[294] O, O-diethyl [2- (dipropylamino) -2-oxoethyl] -ethylphosphoramidothioate,
[295] O-methyl S-phenyl phenylpropylphosphoramidothioate,
[296] S-methyl 1,2,3-benzothiadiazole-7-carbothioate,
[297] Spiro [2H] -1-benzopyran-2,1 '(3'H) -isobenzofuran] -3'-one.
[298] disinfectant:
[299] Bronopol, dichlorophene, nitrapyrin, nickel dimethyldithiocarbamate, kasugamycin, octylinone, furancarboxylic acid, oxytetracycline, probenazole, streptomycin, teclophthalam, copper sulfate and other copper agents.
[300] Pesticides / Acaricides / Nematicides:
[301] Abamectin, Acetate, Acetamifried, Acrinatrin, Alanicarb, Aldicarb, Aldoxicarb, Alphacypermethrin, Alphamethrin, Amitraz, Avermectin, AZ 60541, Azadirachtin, Aza Metifos, azinfos A, azinfos M, azocyclotin,
[302] Bacillus popiliae, Bacillus spaericus, Bacillus subtilis, Bacillus thuringiensis, Bacoluvirus, Beauberia bassiana, Beauberia tenella, Bendiocab, Benfuracab, Bensultab, Benzosi Mate, betacyflutrin, bifenazate, bifenthrin, bioethanomelin, biopermethrin, BPMC, bromophos A, bufencarb, buprofezin, butathiophos, butocarboxime, butyl Pyridaben,
[303] Cadusafos, cabaril, cabofuran, cabofennotion, cabosulphan, cartop, chloretocarb, chlorethoxy force, chlorfenapyr, chlorfenbinfos, chlorfluazuron, chlormephos, chlorpyrufos, chlor Pyriphos M, clobafortrin, cis-resmethrin, cispermethrin, clocitrin, clotocarb, clofentezin, cyanophosph, cycloprene, cycloprotrin, cyfluthrin, cyhalothrin , Cyhexatin, cypermethrin, cyromargin,
[304] Deltamethrin, Demethone M, Demethone S, Demethone S-methyl, Diapentiourn, Diazinon, Diclobose, Diflubenjuron, Dimethoate, Dimethylbinfos, Diphenolic, Disulfotone, Docusat- Sodium, dopenapine,
[305] Eflusilanate, emamectin, empentrin, endosulfan, entomorphora esp., Espenvalerate, thiophencarb, ethion, etoprofos, etofenprox, ethoxazole, ethrimfos,
[306] Fenamifos, phenaquinone, fenbutatin oxide, phenythrothione, phenothiocarb, phenoxa cream, phenoxycarb, phenpropatrine, fenpyrad, phenpyrithine, fenpyrroxate, fenvallate, blood Pronyl, fluazinam, fluazuron, flubrocithinate, flucycloroxinone, flucitalinate, flufenoxuron, flutginine, fluvalinate, phonophos, phosphmethylene, phosphthiazate, Pufenfenrox, furateocarb,
[307] Granulosis Viruses,
[308] Halofenozide, HCH, heptenophos, hexaflumuron, hexiaxose, hydroprine,
[309] Imidacloprid, isosaphos, isopenfos, isoxation, ivermectin,
[310] Nuclear polyhedrosis virus,
[311] Lambda-cyhalothrin, lufenuron,
[312] Malathion, Mecarbam, Metaldehyde, Metamidophos, Metyrizium Anisopliae, Methrizium Flavoviride, Metidathione, Methiocarb, Metomil, Methoxyphenozide, Metolcab, Methoxadiazone, mevinforce, millvemectin, monocrotophos,
[313] Nalred, nitenpyram, nithiazine, novaluron,
[314] Ometoate, oxamyl, oxydemethone M,
[315] Paesilomyses pumosorusus, parathion A, parathion M, permethrin, pentoart, forrate, posalon, phosphetme, phosphamidone, bombardment, pyrimicab, pyrimifos A, pyrimifoss M, propenophos, promecarb, propoxur, prothiophos, protoate, pymetrozine, pyraclophos, pyresmethrin, pyrethrum, pyridaben, pyridation, pyrimidipene, pyriproxyfen ,
[316] Quinal Force,
[317] Ribavirin,
[318] Salitione, cebufoss, silafluorene, spinosad, sulfotep, sulfpropos,
[319] Tau-fluvalinate, tebufenozide, tebufenpyrad, tebupyrimifos, teflubenzuron, tefluthrin, temefos, themibinforce, terbufos, tetrachlorbinfos, tetra-cypermethrin, Thiamethoxam, thiapronyl, thiatriphos, thiocyclam hydrogen oxalate, thiodicarb, thiophanox, turingiencin, tralositerin, tralomethrin, triarathene, triamate, tria Jofos, triazuron, triclofenidine, trichlorphone, triflumuron, trimetacarb,
[320] Amidothione, vaniliprole, vertilium recany,
[321] YI5302,
[322] Zeta-cypermethrin, zolapropos,
[323] (1R-cis)-[5- (phenylmethyl) -3-furanyl] -methyl 3-[(dihydro-2-oxo-3 (2H) -furanilidene) -methyl] -2,2-dimethyl Cyclopropanecarboxylate,
[324] (3-phenoxyphenyl) -methyl 2,2,3,3-tetramethylcyclopropanecarboxylate,
[325] 1-[(2-chloro-5-thiazolyl) methyl] tetrahydro-3,5-dimethyl-N-nitro-1,3,5-triazine-2 (1H) -imine,
[326] 2- (2-chloro-6-fluorophenyl) -4- [4- (1,1-dimethylethyl) phenyl] -4,5-dihydro-oxazole,
[327] 2- (acetyloxy) -3-dodecyl-1,4-naphthalenedione,
[328] 2-chloro-N-[[[4- (1-phenylethoxy) -phenyl] -amino] -carbonyl] -benzamide,
[329] 2-chloro-N-[[[4- (2,2-dichloro-1,1-difluoroethoxy) -phenyl] -amino] -carbonyl] -benzamide,
[330] 3-methylphenyl propylcarbamate,
[331] 4- [4- (4-ethoxyphenyl) -4-methylphenyl] -1-fluoro-2-phenoxy-benzene,
[332] 4-chloro-2- (1,1-dimethylethyl) -5-[[2- (2,6-dimethyl-4-phenoxyphenoxy) ethyl] thio] -3 (2H) -pyridazinone,
[333] 4-chloro-2- (2-chloro-2-methylpropyl) -5-[(6-iodo-3-pyridinyl) methoxy] -3 (2H) -pyridazinone,
[334] 4-chloro-5-[(6-chloro-3-pyridinyl) methoxy] -2- (3,4-dichlorophenyl) -3 (2H) -pyridazinone,
[335] Bacillus thuringiensis strain EG-2348,
[336] 2-benzoyl-1- (1,1-dimethylethyl) -hydrazinobenzoic acid,
[337] 2,2-dimethyl-3- (2,4-dichlorophenyl) -2-oxo-1-oxaspiro [4.5] dec-3-en-4-yl butanoate,
[338] [3-[(6-chloro-3-pyridinyl) methyl] -2-thiazolidinylidene] -cyanamide,
[339] Dihydro-2- (nitromethylene) -2H-1,3-thiazine-3 (4H) -carboxaldehyde,
[340] Ethyl [2-[[1,6-dihydro-6-oxo-1- (phenylmethyl) -4-pyridazinyl] oxy] ethyl] -carbamate,
[341] N- (3,4,4-trifluoro-1-oxo-3-butenyl) -glycine,
[342] N- (4-chlorophenyl) -3- [4- (difluoromethoxy) phenyl] -4,5-dihydro-4-phenyl-1H-pyrazole-1-carboxamide,
[343] N-[(2-chloro-5-thiazolyl) methyl] -N'-methyl-N "-nitro-guanidine,
[344] N-methyl-N '-(1-methyl-2-propenyl) -1,2-hydrazinedicarbothioamide,
[345] N-methyl-N'-2-propenyl-1,2-hydrazinedicarbothioamide,
[346] O, O-diethyl [2- (dipropylamino) -2-oxoethyl] -ethylphosphoramidothioate.
[347] Other known compounds are also possible, such as herbicides, or mixtures with fertilizers and growth regulators.
[348] When used as pesticides, the active combinations according to the invention can also be present in admixture with synergists in their commercially available formulations and in the use forms prepared from these formulations. Synergists are compounds that increase the activity of the active compound without the need for the synergist added itself to be activated.
[349] The active compound content of the use forms prepared from commercially available formulations can vary within wide limits. The concentration of the active compound of the use form is 0.0000001 to 95% by weight, preferably 0.0001 to 1% by weight.
[350] The compound is used in a conventional manner suitable for the use form.
[351] When used in hygienic pests and stored pests, the active combinations according to the invention show excellent residual activity against wood and clay and excellent stability against alkalis on lime substrates.
[352] The active combinations according to the invention are not only plant pests, sanitary pests and stock pests, but also animal parasites (in vitro parasites) in the field of veterinary medicine, for example shoulder mites, soft mites, scabies mites, leaf mites, flies Licks), parasitic fly larvae, teeth, hairy teeth, leather teeth and fleas. These parasites include:
[353] Anoplurida species, for example Haematopinus spp. , Linognathus spp. , Pediculus spp. , Pthirus spp. , Sole Novotes spp .
[354] Hairs (Mallophagida) neck and arm assembly Serena (Amblycerina) and yiseukeu furnace Serena (Ischnocerina) suborder, such as tree Agate phone species (Trimenopon spp.), Agate phone species (Menopon spp.), Trinoton spp (teurino tone species. ), Bovicola spp. , Werneckiella spp. , Lepikentron spp. , Damalina spp. , Trichodectes spp. , Felicola spp .
[355] Diptera and Nematocerina and Brachycerina subfamily, for example Aedes spp. , Anopheles spp. , Culex spp. , simul Solarium species (Simulium spp.), Yushi water Solarium species (Eusimulium spp.), play bottoming mousse species (Phlebotomus spp.), Lucho Mia species (Lutzomyia spp.), Cooley Koh des species (Culicoides spp.), chestnut Thorpe Scotland species (Crysopsspp.), Hebrews Bomi Trapani species (Hybomitra spp.), ahtil Lotus species (Atylotus spp.), Taba pandanus species (Tabanus spp.), under the Mato Porta species (Haematopota spp.), Filippo Mia species (Philipomyia spp. ), Braula spp. , Musca spp. , Hydrotaea spp. , Stomoxys spp. , Haematobia spp. , Morelia species (Morellia spp.), species Hispania (Fannia spp.), Gloucestershire Sinai species (Glossina spp.), Carly Fora species (Calliphora spp.), rusilriah species (Luci lia spp .), Chrysomyia spp. , Wohlfartia spp. , Sarcophaga spp. , Oestrus spp. , Hypoderma spp. ), Gasterophilus spp. , Hyppobosca spp. , Lipoptana spp. , Melophagus spp .
[356] Siphonaptera species, for example Pulex spp. , Ctenocephalides spp. , Xenopsylla spp. , Ceratophyllus spp .
[357] Heteropterida , for example Cimex spp. , Triatoma spp. , Rhodnius spp. , Panstrongylus spp .
[358] Blattarida , for example Blatta orientalis , Periplaneta americana , Blatta germanica and Supella spp .
[359] Acarina (Acarida ) sub- and Meta- and Mesostigmata species, for example Argas spp. , Ornithodorus spp. , Otabius spp .), ikso des species (Ixodes spp.), cancer Bulletin Mama species (Amblyomma spp.), bupil loose species (Boophilus spp.), der town centaur species (Dermancentor spp.), under the town killed less species (Haemaphysalis spp. ), Hyalomma spp. , Rhipicephalus spp. , Dermanius spp. (( Dermanyssus spp. ), Raillietia spp. , Pneumonyssus spp. ), Sternostoma spp. And Varroa spp .
[360] Actinedida ( Prostigmata ) and Acaridida ( Astigmata ) necks, for example Acarapis spp. , Cheyletiella spp. ), Ornithocheyletia spp. , Myobia spp. , P.orergates spp. , Demodex spp. , Trombicula spp. , Listrophorus spp. , Acarus spp. , Tyrophagus spp. , Caloglyphus spp. , Hypodectes spp. , Pterolichus spp. , Psoroptes spp. , Chorioptes spp. , Otodectes spp. , Sarcoptes spp. , Notoedres spp. , Knemidocoptes spp. , Cytodites spp. , And Laminosioptes spp .
[361] The active combinations according to the invention can also be used in agriculturally productive livestock such as cattle, sheep, goats, horses, pigs, donkeys, camels, buffaloes, rabbits, chickens, turkeys, ducks, geese and bees, and pets, for example Dogs, cats, birds in cages and fish in fish tanks, and also arthropods that invade so-called laboratory animals such as hamsters, guinea pigs, rats and mice are suitable. Rescuing arthropods reduces deaths and yield reduction (eg in meat, milk, wool, hides, eggs, honey, etc.), thereby enabling more economical and simpler animal care by using the active formulations according to the invention. Do.
[362] In the field of veterinary medicine, the active combinations according to the invention are administered parenterally, e.g., by enteral administration in the form of tablets, capsules, beverages, potions, granules, pastes, pills, feed, and suppositories, for example. For example by injection (intramuscular, subcutaneous, intravenous and intraperitoneal, etc.), by inserting, by intranasal administration, for example in immersion or immersion, spraying, swelling and dropping, washing and misting and It is used in a known manner by transdermal administration in the form of shaped articles containing compounds, for example in the form of necklaces, ear marks, tail marks, leg bands, bridles or indicators.
[363] When used in livestock, poultry, pets, etc., the active compound is directly or 100 to 10,000 times diluted as a preparation containing the active compound in an amount of 1 to 80% by weight (e.g. powders, emulsions, free-flowing compositions). It may be used in the form of a medicine bath.
[364] It has also been found that the combinations according to the invention exhibit potent insecticidal action against insects which destroy industrial materials.
[365] The following insects may be mentioned as preferred examples, but are not limited to these:
[366] Beetles , for example, Hylotrupes bajulus , Chlorophorus pilosis , Anobium punctatum , Xestobium rufovillosum , Ptilinus pecticornis , Dendrobium pertinex , Ernobius mollis , Priobium carpini , Lyctus brunneus , Rick Lyctus africanus , Lyctus planicollis , Lyctus linearis , Lyctus pubescens , Trogoxylon aequale , Mintes Minthes rugicollis , Zyleborus spp. , Tryptodendron spp. , Apate monachus , Bostrychus capucins , Heterobostrychus brunnes , Synoxylon spp. And Dinoderus minutus .
[367] From the order of Dermapternas , for example, Sirex jubencus , Urocerus gigas , Urocerus gigas taignus , Uroserus augur ( Urocerus augur ).
[368] Termites , for example Kalotermesflavicollis , Cryptotermes brevis , Heterotermes indicola , Reticulitermes flavipes , Reticulitermes santonensis , Reticulitermes lucifugus , Mastotermes darwiniensis , Zootermopsis nevadensis and Copto Thermes Formosanus ( Coptotermes formosanus ).
[369] Bristle-tails , for example Lepisma saccharina .
[370] Industrial materials herein are understood in the sense of non-living materials, for example polymers, adhesives, glues, paper and board, leather, wood, processed wood products and paints.
[371] The materials to be protected from the invasion of insects are very particularly preferably wood and processed wood products.
[372] Wood and processed wood products which can be protected by the compositions according to the invention or mixtures containing them are for example construction wood, wood beams, railway sleepers, bridge components, tummy legs, wooden vehicles, boxes, Pallets, containers, telephone poles, wooden signs, windows and doors made of wood, plywood, chipboard, connectors, or wood products, which are very commonly used in home building or building connections.
[373] The active combinations can be used on their own in the form of concentrates or common conventional preparations, for example powders, granules, solutions, suspensions, emulsions or pastes.
[374] The formulations mentioned are known per se, for example, by the active compound being at least one solvent or diluent, emulsifier, dispersant and / or binder or fixative, waterproofing agent, optionally drying agent and UV stabilizer and, And dyes and pigments and also other processing aids.
[375] The pesticidal compositions or concentrates used to protect wood and processed wood products contain the active compounds according to the invention in concentrations of 0.0001 to 95% by weight, in particular 0.001 to 60% by weight.
[376] The amount of the composition or concentrate used depends on the type and frequency of the pests and the medium. Optimal use can be determined by a series of tests in each case. In general, however, it is sufficient to use from 0.0001 to 20% by weight of active compound, preferably 0.001 to 10% by weight, based on the material to be protected.
[377] Suitable solvents and / or diluents are organic chemical solvents or solvent mixtures and / or low volatility oily or oily organic chemical solvents or solvent mixtures and / or polar organic chemical solvents or solvent mixtures and / or water, and if appropriate emulsifiers and / or Wetting agent.
[378] Organic chemical solvents which are preferably used are oily or oily solvents having an evaporation number of at least 35 and a flash point of at least 30 ° C, preferably at least 45 ° C. Materials used as low volatility and water-insoluble oily and oily solvents are suitable mineral oils or their aromatic fractions, or mineral oil-containing solvent mixtures, preferably white spirit, petroleum and / or alkylbenzenes.
[379] Mineral oil having a boiling range of 170 to 220 ° C, white oil having a boiling range of 170 to 220 ° C, spindle oil having a boiling range of 250 to 350 ° C, petroleum and aromatic compounds having a boiling range of 160 to 280 ° C, terebin ( terpentine) oil and the like are advantageously used.
[380] In a preferred embodiment, liquid aliphatic hydrocarbons having a boiling range of 180 to 210 ° C. or high-boiling mixtures of aromatic and aliphatic hydrocarbons having a boiling range of 180 to 220 ° C. and / or spindle oil and / or monochloronaphthalene, preferably Α-monochloronaphthalene is used.
[381] Low volatility organic oily or oily solvents having an evaporation index of at least 35 and a flash point of at least 30 ° C., preferably at least 45 ° C., wherein the solvent mixture also has a flash point of at least 35 and a flash point of at least 30 ° C., preferably at least 45 ° C. If the pesticide- fungicide mixture can be dissolved or emulsified in this solvent mixture, it may be partially replaced by an intermediate or high volatility organic chemical solvent.
[382] According to a preferred embodiment, a portion of the organic chemical solvent or solvent mixture is replaced with an aliphatic polar organic chemical solvent or solvent mixture. For example, aliphatic organic chemical solvents having hydroxyl and / or ester and / or ether groups such as glycol ethers, esters and the like are preferably used.
[383] The organic chemical binders used for the purposes of the present invention are known per se and can be diluted with water and / or dissolved, dispersed or emulsified in the organic chemical solvent used, in particular acrylates, in particular acrylates. Resins, vinyl resins such as polyvinyl acetate, polyester resins, polycondensation or polyaddition resins, polyurethane resins, alkyd resins or modified alkyd resins, phenolic resins, hydrocarbon resins such as indene / coumarone (coumarone) A binder comprising or comprising a binder based on a resin, silicone resin, dry vegetable oil and / or dry oil and / or natural and / or synthetic resin and dried by physical means.
[384] Synthetic resins used as binders can be used in the form of emulsions, dispersions or solutions. Up to 10% by weight bitumen or bituminous material may also be used as the binder. In addition, dyes, pigments, waterproofing agents, odor masking substances and inhibitors or corrosion inhibitors known per se can be used.
[385] Preferably, the composition or concentrate according to the invention contains at least one alkyd resin or modified alkyd resin and / or dry vegetable oil as organic chemical binder. Alkyd resins having an oil content of at least 45% by weight and preferably from 50 to 68% by weight are preferably used according to the invention.
[386] All or part of the above mentioned binders may be replaced with fixatives (mixtures) or plasticizers (mixtures). These additives are used to prevent evaporation and crystallization or precipitation of the active compounds. They preferably replace 0.01 to 30% of the binder (based on 100% of the binder used).
[387] Plasticizers are phthalic acid esters such as dibutyl phthalate, dioctyl phthalate or benzyl butyl phthalate, phosphoric acid esters such as tributyl phosphate, adipic acid esters such as di- (2-ethylhexyl) adi Chemical groups of pates, stearates, for example butyl stearate or amyl stearate, oleates such as butyl oleate, glycerol ethers or higher molecular weight glycol ethers, glycerol esters and p-toluenesulfonic acid esters It is derived from.
[388] The fixative is chemically based on polyvinyl alkyl ethers such as polyvinyl methyl ether, or ketones such as benzophenone or ethylenebenzophenone.
[389] In particular, if desired, water mixed with one or more of the aforementioned organic chemical solvents or diluents, emulsifiers and dispersants is also possible as a solvent or diluent.
[390] Wood is particularly effectively preserved by large industrial scales, for example by vacuum, double vacuum or compression treatment.
[391] If desired, the ready-to-use composition may also contain other pesticides and, if appropriate, one or more additional fungicides.
[392] The formulations according to the invention can be used to protect objects from being in contact with brine or seawater at the same time, for example, ship hulls, screens, nets, structures, marinas and signal transmission systems from contamination.
[393] Species of fixed Oligochaetae , for example Serpulidae , and crustaceans and Ledamorpha family ( goose barnacle ), for example various Lepas and Pollution by the Scalpellum species or the species of the Balanomorpha family ( acorn barnacle ), for example Balanus or Pollicipes species, may cause Increasing resistance, resulting in higher energy consumption and frequent docking in dry docks, significantly increases operating costs.
[394] In addition to contamination by algae, for example Ectocarpus sp and Ceramium sp , sessile clauses corresponding to the genus Cirripedia ( cirriped crustacea ) Of particular importance is contamination by the Entomostraca family.
[395] Surprisingly, the active combinations according to the invention have been found to have excellent antifouling action.
[396] By using the active combinations according to the invention, for example, bis (trialkyltin) sulfide, tri-n-butyltin laurate, tri-n-butyltin chloride, copper oxide (I), triethyltin chloride, tri -n-butyl (2-phenyl-4-chlorophenoxy) tin, tributyltin oxide, molybdenum disulfide, antimony oxide, polymerized butyl titanate, phenyl- (bispyridine) -bismuth chloride, tri-n-butyltin fluorine Ride, manganese ethylenebisthiocarbamate, zinc dimethyldithiocarbamate, zinc ethylenebisthiocarbamate, zinc salt and copper salt of 2-pyridinethiol 1-oxide, bisdimethyldithiocarbamoylzinc ethylene-bisthiocarbamate Heavy metals in zinc oxide, copper (I) ethylene-bisdithiocarbamate, copper thiocyanate, copper naphthenate and tributyltin halide, or It is possible to significantly reduce the concentration of these compounds.
[397] If desired, the ready-to-use antifouling paint may further comprise other active compounds, preferably fungicides, fungicides, herbicides, arachnids or other antifouling active compounds.
[398] Preferably, suitable components for combination with the antifouling composition according to the invention are as follows:
[399] Algalicides, for example 2-t-butylamino-4-cyclopropylamino-6-methylthio-1,3,5-triazine, dichlorophene, diuron, endortal, pentine acetate, isoproturon, meta Benzthiazurone, oxyfluorfen, quinoclammine and terbutryn;
[400] Fungicides, for example benzo [b] thiophenecarboxylic acid cyclohexylamide S, S-dioxide, diclofloanide, fluoropolpet, 3-iodo-2-propynyl butylcarbamate, tolylufluoride and azoles For example azaconazole, cyproconazole, epoxyconazole, hexaconazole, metconazole, propiconazole and tebuconazole;
[401] Acaricides such as fentin acetate, metaldehyde, methiocarb, niclosamide, thiodicarb and trimetacarb; or
[402] Conventional antifouling active compounds such as 4,5-dichloro-2-octyl-4-isothiazolin-3-one, diiodomethylparatryl sulfone, 2- (N, N-dimethylthiocarbamoylthio) -5-nitrothiazyl, potassium, copper, sodium and zinc salts of 2-pyridinethiol 1-oxide, pyridine-triphenylborane, tetrabutyldistanoxane, 2,3,5,6-tetrachloro-4- ( Methylsulfonyl) -pyridine, 2,4,5,6-tetrachloroisophthalonitrile, tetramethylthiuram disulfide and 2,4,6-trichlorophenylmaleimide.
[403] The antifouling composition used contains the active compound according to the invention in a concentration of 0.001 to 50% by weight, in particular 0.01 to 20% by weight.
[404] In addition, antifouling compositions according to the invention are described, for example, in Ungerer, Chem. 1985 , 37 , 730-732 and Williams, Antifouling Marine Coatings, Noyes, Park Ridge, 1973 .
[405] In addition to the algae, fungicides, vertebral animal active compounds and insecticidal active compounds according to the invention, antifouling paints especially contain a binder.
[406] Examples of approved binders include polyvinyl chloride in solvent systems, chlorinated rubbers in solvent systems, vinyl chloride / vinyl acetate copolymer systems in the form of acrylic resins, aqueous dispersions or organic solvent systems, particularly in aqueous systems, butadiene / Styrene / acrylonitrile rubbers, modified oils such as linseed oil, tar or bitumen, modified cured resins or resin esters, asphalt and epoxy compounds, small amounts of chlorine rubber, chlorinated polypropylene and vinyl resins.
[407] If desired, the paint also includes inorganic pigments, organic pigments or dyes, which are preferably insoluble in saline. The paint may also include a material such as colophonium so that the active compound is released slowly. The paint may also include plasticizers, modifiers that affect flowability, and other conventional ingredients. The compounds according to the invention can also be incorporated into auto-gloss antifouling systems.
[408] The active formulations according to the invention are also suitable for controlling animal pests, in particular insects, arachnids and mites, which appear in enclosed spaces such as houses, factory halls, offices, vehicle cabins and the like. They can be used in household pesticidal products for controlling such pests alone or in combination with other active compounds and adjuvants. They are active against sensitive and resistant species and all stages of development. These pests include:
[409] Scorpion (Scorpionidea) tree, for example tooth portion oxide Kita Taunus (Buthus occitanus).
[410] From the order of Acarina , for example, Argas persicus , Argas reflexus , Bryobia ssp ., Dermanyssus gallinae , Glishpa Cush also scalpel Tea Goose (Glyciphagus domestigus), ornithine Todo Ruth Motor baht (Ornithodorus moubat), Lippi three Palouse sangwi Neuss (Rhipicephalus sanguineus), Tromso non Temecula Alfred settled upon (Trombicula alfreddugesi), newoo Tromso non Temecula brother tumnal lease (Neutrombicula autumnalis ), Dermatophagoides pteronissimus , Dermatophagoides forinae .
[411] Araneae , for example Aviculariidae , Araneidae
[412] Opiliones , for example Pseudoscorpiones chelifer , Pseudoscorpiones cheiridium , Opiliones phalangium .
[413] Isopoda , for example Oniscus asellus , Porcellio scaber .
[414] Millipedes (Diplopoda) tree, for example Blast niul loose obtain Tula tooth (Blaniulus guttulatus), poly des mousse species (Polydesmus spp.).
[415] The genus Chilopoda , for example Geophilus spp .
[416] Zygentoma , for example Ctenolepisma spp. , Lepisma saccharina , Lepismodes inquilinus .
[417] Neck of Blattaria , for example Blatta orientalis , Blattella germanica , Blattella asahinai , Leucophaea maderae , Panclo Panchlora spp. , Parcoblatta spp ., Periplaneta australasiae , Periplaneta americana , Periplaneta brunnea , Periplaneta brunnea Periplaneta fuliginosa , Supella longipalpa .
[418] From the genus Saltatoria , for example Acheta domesticus .
[419] Dermaptera , for example Forficula auricularia .
[420] Termites ( Isoptera ), for example Kalotermes spp. , Reticulitermes spp .
[421] Psocoptera species, for example Lepinatus spp. , Liposcelis spp .
[422] Beetles (Coleoptera) Thursday, for example, in the eyes Trail Taunus species (Anthrenus spp.), Oh ridden pandanus species (Attagenus spp.), No scalpel test species (Dermestes spp.), Latte, tea Couscous Duck Party (Latheticus oryzae) , Necrobia spp. , Ptinus spp ., Rhizopertha dominica , Sitophilus granarius , Sitophilus oryzae , Sito Sitophilus zeamais , Stegobium paniceum .
[423] Diptera , for example Aedes aegypti , Aedes albopictus , Aedes taeniorhynchus , Anopheles spp . , Calliphora erythrocephala , Chrysozona pluvialis , Culex quinquefasciatus , Culex pipiens , Culex pipiens , Culex tarsalis tarsalis , Drosophila spp. , Fannia canicularis , Musca domestica , Phlebotomus spp. , Sarcophaga canaria carnaria ), Simulium spp ., Stomoxys calcitrans , Tipula paludosa .
[424] Lepidoptera , for example Achroia grisella , Galleria mellonella , Plodia interpunctella , Tinea cloacella , Tinnea pelionel Tinea pellionella , Tineola bisselliella .
[425] Fleas (Siphonaptera) Thursday, for example keute Nose sold Desu Ka Nice (Ctenocephalides canis), keute Nose Farley Rhodes Palace (Ctenocephalides felis), full-Rex Come Tansu (Pulexirritans), tunga phenethyl trans (Tunga penetrans), keuse Smirnoff Sheila Kane Office ( Xenopsylla cheopis ).
[426] Bee (Hymenopera) tree, for example camphorsulfonic no tooth Herr cool LEA Taunus (Camponotus herculeanus), La siwooseu loosened furnace Versus (Lasius fuliginosus), La siwooseu nigeo (Lasius niger), La siwooseu Umbra tooth (Lasius umbratus), mono Morium pharaonis , Paravespula spp. , Tetramorium caespitum .
[427] Anoplura , for example Pediculus humanus capitis , Pediculus humanus corporis , Pthirus pubis .
[428] From the order of Heteroptera , for example Cimex hemipterus , Cimex lectularius , Rhodnius prolixus , Triatoma infestans .
[429] In the field of household pesticides, the active compounds can also be used in combination with other active compounds, for example phosphate esters, carbamates, pyrethroids, growth regulators or other active compounds from other known pesticides.
[430] They are aerosols, pressureless spray products such as pumps and atomizer sprays, automatic spray systems, injectors, foams, gels, cellulose or polymer evaporative tablets, liquid evaporators, gels and membrane evaporators. Evaporative products, propellant-operated evaporators, energy-free or passive evaporation systems, mospapers, moss bags and moss gels, used as granules or powders in sparing bait or manned places.
[431] When using the active combinations according to the invention, the application rates can vary within a relatively wide range depending on the application form. When treating a part of the plant, the application rate of the active compound is generally 0.1 to 10,000 g / dL, preferably 10 to 1,000 g / dL.
[432] Good insecticidal and acaricide activity of the active combinations according to the invention is demonstrated in the examples below. While individual active compounds are weak in terms of their activity, the combination exhibits more than just the sum of the activities.
[433] There is always a pesticidal and acaricide synergistic effect when the activity of the active combination exceeds the total activity of the active compound applied individually.
[434] The expected activity for a given combination of two active compounds can be calculated using the Colby equation as follows (SR Colby, Weeds 15 , (1967), 20-22):
[435] X represents the relief rate when the active compound A is used at an application rate of m g / ha or at a concentration of m ppm,
[436] Y represents the rescue rate when the active compound B is used at an application rate of n g / ha or at a concentration of n ppm,
[437] If E represents the rescue rate when the active compounds A and B are used at an application rate of m and n g / ha or at concentrations of m and n ppm,
[438]
[439] to be.
[440] Here, the relief rate is determined in%. 0% is the rescue rate corresponding to the control and a 100% rescue rate means no infection was observed.
[441] If the substantial effect exceeds the calculated value, the activity of the combination is superadditive, ie there is a synergistic effect. In this case, the actual observed rescue rate should be greater than the value of the expected rescue rate (E) calculated using the above formula.
[442] Example
[443] Example A
[444] Apis Notice Aphis gossypii) exam
[445] Solvent: 3 parts by weight of dimethylformamide
[446] Emulsifier: 1 part by weight of alkylaryl polyglycol ether
[447] 1 part by weight of the active compound is mixed with the solvents and emulsifiers in the amounts mentioned above, and the concentrate is diluted with water to the desired concentration to prepare a suitable formulation of the active compound.
[448] Cotton leaves ( Gossypium hirsutum ) heavily infected with cotton aphid ( Aphis gossypii ) were treated by dipping into active compound formulations of the desired concentration.
[449] After a certain period of time, the percent rescued was determined. 100% means that all aphids have been killed; 0% means that the aphid has not been killed at all. The determined rescue rate was calculated using Colby's formula.
[450] In this experiment, for example, the following active combinations according to the present application showed synergistically enhanced activity compared to the individually applied active compounds.
[451] TABLE A-1
[452] Plants-harmful insects
[453] Apis Notice Aphis gossypii) exam
[454]
[455] Found * = actual measured activity
[456] Calculation ** = Activity calculated using Colby's formula
[457] Table A-2
[458] Plants-harmful insects
[459] Apis Notice Aphis gossypii) exam
[460]
[461] Found * = actual measured activity
[462] Calculation ** = Activity calculated using Colby's formula
[463] Example B
[464] Missoise ( Myzus) exam
[465] Solvent: 3 parts by weight of dimethylformamide
[466] Emulsifier: 1 part by weight of alkylaryl polyglycol ether
[467] 1 part by weight of the active compound is mixed with the solvents and emulsifiers in the amounts mentioned above, and the concentrate is diluted with water to the desired concentration to prepare a suitable formulation of the active compound.
[468] Cabbage leaves ( Brassica oleracea ) heavily infected with peach aphid ( Myzus persicae ) were treated by dipping into active compound formulations of the desired concentration.
[469] After a certain period of time, the percent rescued was determined. 100% means that all animals have been killed; 0% means that the animal has not been killed at all. The determined rescue rate was calculated using Colby's formula.
[470] In this experiment, for example, the following active combinations according to the present application showed synergistically enhanced activity compared to the individually applied active compounds.
[471] TABLE B-1
[472] Plants-harmful insects
[473] Missoise ( Myzus) exam
[474]
[475] Found * = actual measured activity
[476] Calculation ** = Activity calculated using Colby's formula
[477] Table B-2
[478] Plants-harmful insects
[479] Missoise ( Myzus) exam
[480]
[481] Found * = actual measured activity
[482] Calculation ** = Activity calculated using Colby's formula
[483] Table B-3
[484] Plants-harmful insects
[485] Missoise ( Myzus) exam
[486]
[487] Found * = actual measured activity
[488] Calculation ** = Activity calculated using Colby's formula
[489] Example C
[490] Critical Concentration Test / Soil Insect-Transgenic Plant Treatment
[491] Test insect: Diabrotica balteata -larvae in soil
[492] Solvent: 7 parts by weight of acetone
[493] Emulsifier: 1 part by weight of alkylaryl polyglycol ether
[494] A suitable formulation of the active compound is prepared by mixing 1 part by weight of the active compound with the solvent of the above-mentioned amount, adding the above-mentioned amount of emulsifier, and then diluting the concentrate with water to the desired concentration.
[495] The active compound formulation is poured into the soil. At this time, the active compound concentration in the formulation is substantially meaningless, only the weight of the active compound applied in soil (ppm (= mg / l)) is important. The soil was charged to a 0.25 L pot and left at 20 ° C.
[496] Immediately after preparation, five germinated corn kernels of YIELD GUARD varieties (registered trademark of Monsanto Comp., USA) were introduced into each pot. After two days, the test insect was introduced into the treated soil. After seven more days, the number of germinated corn plants was counted to determine the efficiency of the active compound (one plant = efficiency of 20%).
[497] Example D
[498] Heliothis virescens test-treatment of transgenic plants
[499] Solvent: 7 parts by weight of acetone
[500] Emulsifier: 1 part by weight of alkylaryl polyglycol ether
[501] One part by weight of the active compound is mixed with the above-mentioned amount of solvent and the above-mentioned amount of emulsifier, and then the concentrate is diluted with water to the desired concentration to prepare a suitable formulation of the active compound.
[502] Soybean shoots ( Glycine max ) of Roundup Ready varieties (registered trademark of Monsanto Comp., USA) are treated by dipping into active compound formulations of the desired concentration and tobacco shoots Heliotis viresense while the leaves are moist. ( Heliothis virescens ).
[503] After a certain period of time, the control rates of insects were determined.
权利要求:
Claims (9)
[1" claim-type="Currently amended] A composition containing a synergistic mixture of at least one agonist or antagonist of a compound of formula (I) with a nicotinic acetylcholine receptor:

Where
X represents halogen, alkyl, alkoxy, halogenoalkyl, halogenoalkoxy or cyano,
W, Y and Z each independently represent hydrogen, halogen, alkyl, alkoxy, halogenoalkyl, halogenoalkoxy or cyano,
A represents hydrogen, in each case optionally halogen-substituted alkyl, alkoxyalkyl, saturated cycloalkyl, optionally substituted by at least one ring atom and optionally substituted by a hetero atom,
B represents hydrogen or alkyl,
A and B together with the carbon atoms to which they are attached represent a saturated or unsaturated cycle which optionally contains at least one hetero atom and is unsubstituted or substituted,
D represents a radical, optionally substituted with hydrogen, or alkyl, alkenyl, alkoxyalkyl, and optionally selected from the group consisting of saturated cycloalkyl in which one or more ring members are replaced by a hetero atom,
A and D together with the atoms to which they are attached represent a saturated or unsaturated cycle which is unsubstituted or substituted in the A and D moieties and optionally contains at least one hetero atom,
G represents hydrogen (a) or one of the following groups;

From here,
E represents a metal ion or ammonium ion,
L represents oxygen or sulfur,
M represents oxygen or sulfur,
R 1 may in each case be optionally interrupted by halogen-substituted alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl or polyalkoxyalkyl, or at least one hetero atom and optionally halogen-, alkyl- or alkoxy-substituted Cycloalkyl, in each case optionally substituted phenyl, phenylalkyl, hetaryl, phenoxyalkyl or hetaryloxyalkyl,
R 2 in each case optionally represents halogen-substituted alkyl, alkenyl, alkoxyalkyl or polyalkoxyalkyl, or in each case optionally represents cycloalkyl, phenyl or benzyl,
R 3 represents optionally halogen-substituted alkyl or optionally substituted phenyl,
R 4 and R 5 each independently represent, in each case, optionally halogen-substituted alkyl, alkoxy, alkylamino, dialkylamino, alkylthio, alkenylthio or cycloalkylthio, or in each case optionally substituted phenyl , Benzyl, phenoxy or phenylthio,
R 6 and R 7 each independently represent hydrogen, in each case optionally halogen-substituted alkyl, cycloalkyl, alkenyl, alkoxy or alkoxyalkyl, optionally substituted phenyl, or optionally substituted benzyl Or ring which is optionally interrupted and optionally substituted by oxygen or sulfur together with the nitrogen atom to which they are attached.
[2" claim-type="Currently amended] The method of claim 1,
W represents hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, chlorine, bromine or fluorine,
X represents C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -halogenoalkyl, fluorine, chlorine or bromine,
Y and Z each independently represent hydrogen, C 1 -C 4 -alkyl, halogen, C 1 -C 4 -alkoxy or C 1 -C 4 -halogenoalkyl,
A represents hydrogen or, in each case, optionally halogen-substituted C 1 -C 6 -alkyl or C 3 -C 8 -cycloalkyl,
B represents hydrogen, methyl or ethyl,
Together with A, B and the carbon atom to which they are attached, optionally one ring member is replaced by oxygen or sulfur and optionally mono- or by C 1 -C 4 -alkyl, trifluoromethyl or C 1 -C 4 -alkoxy Di-substituted saturated C 3 -C 6 -cycloalkyl,
D represents hydrogen, in each case optionally fluorine- or chlorine-substituted C 1 -C 6 -alkyl, C 3 -C 4 -alkenyl or C 3 -C 6 -cycloalkyl,
A and D together represent C 3 -C 4 -alkanediyl, optionally in which one methylene group is replaced by sulfur and optionally in each case methyl-substituted,
G represents hydrogen (a) or one of the following groups;

From here,
E represents a metal ion or ammonium ion,
L represents oxygen or sulfur,
M represents oxygen or sulfur,
R 1 is in each case optionally halogen-substituted C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4- Alkylthio-C 1 -C 4 -alkyl or optionally fluorine-, chlorine-, C 1 -C 4 -alkyl- or C 1 -C 2 -alkoxy-substituted C 3 -C 6 -cycloalkyl, or
Optionally fluorine-, chlorine-, bromine-, cyano-, nitro-, C 1 -C 4 -alkyl-, C 1 -C 4 -alkoxy-, trifluoromethyl- or trifluoromethoxy-substituted phenyl Or
In each case optionally represents chlorine- or methyl-substituted pyridyl or thienyl,
R 2 in each case optionally represents fluorine- or chlorine-substituted C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 1 -C 4 -alkoxy-C 2 -C 4 -alkyl,
Optionally represents methyl- or methoxy-substituted C 5 -C 6 -cycloalkyl, or
In each case optionally fluorine-, chlorine-, bromine-, cyano-, nitro-, C 1 -C 4 -alkyl-, C 1 -C 4 -alkoxy-, trifluoromethyl- or trifluoromethoxy-substituted Phenyl or benzyl,
R 3 optionally represents fluorine-substituted C 1 -C 4 -alkyl or optionally fluorine, chlorine-, bromine-, C 1 -C 4 -alkyl-, C 1 -C 4 -alkoxy-, trifluoro Methyl-, trifluoromethoxy-, cyano- or nitro-substituted phenyl,
R 4 in each case optionally represents fluorine- or chlorine-substituted C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylamino or C 1 -C 4 -alkylthio In each case optionally fluorine-, chlorine-, bromine-, nitro-, cyano-, C 1 -C 4 -alkoxy-, trifluoromethoxy-, C 1 -C 4 -alkylthio-, C 1 -C 4 -halogenoalkylthio-, C 1 -C 4 -alkyl- or trifluoromethyl-substituted phenyl, phenoxy or phenylthio;
R 5 represents C 1 -C 4 -alkoxy or C 1 -C 4 -thioalkyl,
R 6 is C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -alkoxy, C 3 -C 6 -alkenyl, C 1 -C 4 -alkoxy-C 1 -C 4 -Alkyl,
R 7 represents C 1 -C 6 -alkyl, C 3 -C 6 -alkenyl or C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl,
R 6 and R 7 together contain a compound of formula (I) wherein optionally one carbon atom is replaced by oxygen or sulfur and optionally represents a methyl- or ethyl-substituted C 3 -C 6 -alkylene radical.
[3" claim-type="Currently amended] The method of claim 1,
W represents hydrogen, methyl, ethyl, chlorine, bromine or methoxy,
X represents chlorine, bromine, methyl, ethyl, propyl, i-propyl, methoxy, ethoxy or trifluoromethyl,
Y and Z each independently represent hydrogen, fluorine, chlorine, bromine, methyl, ethyl, propyl, i-propyl, trifluoromethyl or methoxy,
A represents methyl, ethyl, propyl, i-propyl, butyl, i-butyl, sec-butyl, tert-butyl, cyclopropyl, cyclopentyl or cyclohexyl,
B represents hydrogen, methyl or ethyl,
A, B and the carbon atoms to which they are attached represent saturated C 6 -cycloalkyl, optionally in which one ring member is replaced by oxygen and optionally monosubstituted by methyl, ethyl, methoxy, ethoxy, propoxy or butoxy ,
D represents hydrogen or methyl, ethyl, propyl, i-propyl, butyl, i-butyl, allyl, cyclopropyl, cyclopentyl or cyclohexyl,
A and D together represent optionally methyl-substituted C 3 -C 4 -alkanediyl,
G represents hydrogen (a) or one of the following groups;

From here,
M represents oxygen or sulfur,
R 1 represents C 1 -C 8 -alkyl, C 2 -C 4 -alkenyl, methoxymethyl, ethoxymethyl, ethylthiomethyl, cyclopropyl, cyclopentyl or cyclohexyl,
Optionally represents fluorine-, chlorine-, bromine-, cyano-, nitro-, methyl-, ethyl-, methoxy-, trifluoromethyl- or trifluoromethoxy-substituted phenyl,
In each case optionally represents chlorine- or methyl-substituted pyridyl or thienyl,
R 2 represents C 1 -C 8 -alkyl, C 2 -C 4 -alkenyl, methoxyethyl or ethoxyethyl, or represents phenyl or benzyl,
R 6 and R 7 each independently represent methyl or ethyl, or together contain a compound of formula (I) wherein the C 3 -methylene group represents C 5 -alkylene radicals replaced by oxygen.
[4" claim-type="Currently amended] The method of claim 1,
W represents hydrogen or methyl,
X represents chlorine, bromine or methyl,
Y and Z each independently represent hydrogen, chlorine, bromine or methyl,
A, B and the carbon atom to which they are attached represent saturated C 6 -cycloalkyl, optionally in which one ring member is replaced by oxygen and optionally monosubstituted by methyl, methoxy, ethoxy, propoxy or butoxy,
D represents hydrogen,
G represents hydrogen (a) or one of the following groups;

From here,
M represents oxygen or sulfur,
R 1 represents C 1 -C 8 -alkyl, C 2 -C 4 -alkenyl, methoxymethyl, ethoxymethyl, ethylmethylthio, cyclopropyl, cyclopentyl or cyclohexyl,
Optionally represents fluorine-, chlorine-, bromine-, methyl-, methoxy-, trifluoromethyl-, trifluoromethoxy-, cyano- or nitro-substituted phenyl,
In each case optionally represents chlorine- or methyl-substituted pyridyl or thienyl,
R 2 represents C 1 -C 8 -alkyl, C 2 -C 4 -alkenyl, methoxyethyl, ethoxyethyl, phenyl or benzyl,
R 6 and R 7 each independently represent methyl or ethyl, or together contain a compound of formula (I) wherein the C 3 -methylene group represents C 5 -alkylene radicals replaced by oxygen.
[5" claim-type="Currently amended] The composition of claim 1 containing a compound of formula (I):

Where
W, X, Y, Z, R and G are each as defined in the table below.

[6" claim-type="Currently amended] The composition according to any one of claims 1 to 5, which contains an agonist or antagonist of the compound of formula (I) and nicotinic acetylcholine receptor in a ratio of 1: 100 to 100: 1.
[7" claim-type="Currently amended] Use of a synergistic mixture containing a compound of formula (I) according to any one of claims 1 to 5 and at least one agonist or antagonist of nicotinic acetylcholine receptor according to any one of claims 1 to 5 for controlling animal pests.
[8" claim-type="Currently amended] Mixing a synergistic mixture containing a compound of formula (I) according to any one of claims 1 to 5 with at least one agonist or antagonist of nicotinic acetylcholine receptor with an extender and / or surfactant Characterized in that for producing a pesticide (pesticide).
[9" claim-type="Currently amended] The mixture according to any one of claims 1 to 6, which contains at least one of the following compounds:





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同族专利:
公开号 | 公开日
BR0110979A|2003-04-08|
RU2287931C2|2006-11-27|
NZ522615A|2004-11-26|
OA12265A|2006-05-11|
AU6593101A|2001-12-03|
TWI228121B|2005-02-21|
ES2244631T3|2005-12-16|
UA72331C2|2005-02-15|
CA2409206A1|2001-11-29|
US20030212086A1|2003-11-13|
US7214701B2|2007-05-08|
US20040235934A1|2004-11-25|
MXPA02011368A|2004-09-06|
ZA200208564B|2003-10-23|
CN1443039A|2003-09-17|
CA2409206C|2008-10-21|
US6864276B2|2005-03-08|
IL152651D0|2003-06-24|
WO2001089300A1|2001-11-29|
JP2003533544A|2003-11-11|
PL204252B1|2009-12-31|
AR028926A1|2003-05-28|
PL358792A1|2004-08-23|
RU2287931C3|2017-07-20|
BR0110979B1|2013-02-19|
WO2001089300A8|2003-05-08|
IL152651A|2010-11-30|
KR100758616B1|2007-09-13|
EG22824A|2003-09-30|
DE10024934A1|2001-11-22|
AT301932T|2005-09-15|
EP1307100A1|2003-05-07|
EP1307100B1|2005-08-17|
AU2001265931B2|2005-02-17|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题
法律状态:
2000-05-19|Priority to DE2000124934
2000-05-19|Priority to DE10024934.5
2001-05-07|Application filed by 바이엘 크롭사이언스 아게
2001-05-07|Priority to PCT/EP2001/005139
2003-03-29|Publication of KR20030025917A
2007-09-13|Application granted
2007-09-13|Publication of KR100758616B1
优先权:
申请号 | 申请日 | 专利标题
DE2000124934|DE10024934A1|2000-05-19|2000-05-19|Pesticidal agent contains synergistic mixture of 3-aryl-4-hydroxy-2-oxo-pyrroline derivative and nicotinergic acetylcholine receptor agonist or antagonist|
DE10024934.5|2000-05-19|
PCT/EP2001/005139|WO2001089300A1|2000-05-19|2001-05-07|Active substance combinations having insecticidal and acaricidal properties|
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