专利摘要:
invention patent summary: "fungicidal compositions". the present invention relates to a composition suitable for controlling diseases caused by phytopathogens comprising a mixture of a compound of the formula (i) (i), with two compounds selected from compounds known for their fungicidal activity; and a method of controlling diseases in useful plants.
公开号:BR112015001618B1
申请号:R112015001618-9
申请日:2013-07-23
公开日:2020-02-18
发明作者:Gina Mercia Swart;Ulrich Johannes Haas;Michael Osstendorp;Hanno Christian Wolf
申请人:Syngenta Participations Ag;
IPC主号:
专利说明:

FUNGICIDAL COMPOSITIONS, METHOD OF CONTROL OF DISEASES CAUSED BY PHYTOPATOGEN FUNGI AND METHOD
PROTECTION OF NATURAL SUBSTANCES [001] The present invention relates to new fungicidal compositions for the treatment of phytopathogenic diseases of useful plants, especially phytopathogenic fungi, and with a method of controlling phytopathogenic diseases in useful plants.
[002] If you know of WO2008 / 148570, WO 2010/063700, WO
2010/084078 and WO 2008/151828 that certain pyrazolylcarboxamide derivatives have biological activity against phytopathogenic fungi. On the other hand, several fungicidal compounds of different chemical classes are widely known as plant fungicides for application in various crops of cultivated plants. However, the tolerance and activity of crops against fungi of phytopathogenic plants do not always satisfy the needs of agricultural practice in many aspects and aspects. In order to overcome this problem, binary mixtures of pyrazolyl carboxamides with certain fungicides were provided in WO 2012/041874.
[003] It has now been discovered that the addition of an additional specific fungicide to compositions comprising the binary mixtures disclosed in WO 2012/041874 leads to new ternary fungicidal compositions with advantageous properties.
[004] It is therefore proposed, according to the invention, a new composition suitable for the control of diseases caused by phytopathogens comprising as component (A) a compound of formula I
Q ch 3 (I),
Petition 870190097412, of 09/30/2019, p. 11/17
2/162 where
R is hydrogen or methoxy;
Q is
on what
R1 is hydrogen, halogen or C1-C 6 alkyl;
R 2 is hydrogen, halogen, C1-C 6 alkyl, C 2 -C 6 alkenyl, C3C 6 alkynyl, C3-C 6 cycloalkyl-C3-C 6 alkynyl, halophenoxy, C3C 6 , C halophenylalkyl (C1-C4 alkyl ) = NO-C 1 -C 4 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 haloalkoxy, C 2 -C 6 haloalquenila or C 2 -C 6 haloalkenyloxy;
R3 is hydrogen, halogen or C1-C 6 alkyl; as long as at least one of R1, R 2 and R3 is different from hydrogen;
R4, R5 and R 6 , independently of each other, are hydrogen, halogen or - = - R7; as long as at least one of R4, R5 and R 6 is different from hydrogen;
R7 is hydrogen, C1-C6 alkyl, C1-C6 haloalkyl, or 1-4C alkoxyalkyl; and
R8 is hydrogen or methoxy;
and agro-chemically acceptable salts, stereoisomers, diastereoisomers, enantiomers and tautomers of these compounds;
and as component (B) a compound selected from the group consisting of azoxystrobin (47), dimoxystrobin (226), fluoxastrobin (382), cresoxim-methyl (485), metominostrobin (551), orisastrobin, picoxystrobin (647), pyraclostrobin (690 ), trifloxystrobin (832), a compound of the formula B-1.1
3/162
azaconazole (40), bromuconazole (96), cyproconazole (207), diphenoconazole (247), diniconazole (267), diniconazole-M (267), epoxiconazole (298), fenbuconazole (329), fluquinconazole (385), flusilazole (393) ), flutriafol (397), hexaconazole (435), imazalil (449), imibenconazole (457), ipconazole (468), metconazole (525), myclobutanil (564), oxpoconazole (607), pefurazoate (618), penconazole (619) ), prochloraz (659), propiconazole (675), protioconazole (685), simeconazole (731), tebuconazole (761), tetraconazole (778), triadimefon (814), triadimenol (815), triflumizole (834), triticonazole (834) ), diclobutrazol (1068), etaconazole (1129), furconazole (1198), furconazole-cis (1199) and quinconazole (1378);
aldimorph (CAS Reg. No. 91315-15-0), dodemorph (288), fenpropimorph (344), tridemorph (830), phenpropidin (343), spiroxamine (740), piperalin (648), a compound of the formula B- 3.1
cyprodinil (208), mepanipyrim (508), pyrimethanil (705), anilazine (878), benalaxyl (56), benalaxyl-M, benodanil (896), benomyl (62), bentiavali carbe, bentiavalicarb-isopropyl (68), biphenyl (81), bitertanol (84), blasticidin-S (85), bordeaux mixture (87), boscalid (88), bupirimate (98), cadmium chloride, captafol (113), capta (114), carbendazim (116) , carbon disulfide (945), carboxin (120), carpropamide (122), cedar leaf oil, cinometionat (126), chloronebe (139), chlorothalonil (142), clozolinate (149), cinnamaldehyde, copper, carbonate copper and ammonium, copper hydroxide (169), copper octanoate (170), oleate
4/162 copper, copper sulphate (87), cyazofamid (185), cycloheximide (1022), cymoxanil (200), diclofluanid (230), diclone (1052), dichloropropene (233), diclocymete (237), diclomezine ( 239), dichloran (240), dietofencarb (245), diflumetorim (253), dimethyrimol (1082), dimetomorph (263), dinocap (270), dithianon (279), dodine (289), edifenfos (290), etaboxam ( 304), etirimol (1133), etridiazole (321), famoxadone (322), fenamidone (325), phenaminosulf (1144), fenamiphos (326), fenarimol (327), fenfuram (333), fenhexamid (334), phenoxanil ( 338), fenpiclonil (341), fentin acetate (347), fentin chloride, fentin hydroxide (347), ferbam (350), ferimzone (351), fluazinam (363), fludioxonil (368), flusulfamide (394) , flutolanil (396), leaflet (400), formaldehyde (404), phosethyl aluminum (407), phthalide (643), fuberidazole (419), furalaxil (410), furametpir (411), fliodin (1205), fuazatin ( 422), hexachlorobenzene (434), himexazole, iminoctadine tris (albesylate) (CAS No.: 99257-43-9), iodine carb (3-iodo-2-propynyl butyl carbamate), iprobenfos (IBP) (469), iprodione (470), iprovalicarb (471), isoprothiolane (474), casugamycin (483), mancozebe (496), manebe (497 ), manganous dimethyldithiocarbamate, mefenoxam (Metalaxyl-M) (517), mepronil (510), mercuric chloride (511), mercury, metalaxyl (516), metasulfocarb (528), metam (546), metrafenone, nabam (566), bitter oil (hydrophobic extract), nuarimol (587), octylinone (590), ofurace (592), oxadixyl (601), copper oxin (605), oxolinic acid (606), oxycarboxine (608), oxytetracycline (611), paclobutrazol (612), paraffin oil (628), paraformaldehyde, pencicuron (620), pentachloronitrobenzene (716), pentachlorophenol (623), pentiopyrade, perfurazoate, phosphoric acid, polyoxin (654), polyoxin D zinc salt (654) , potassium bicarbonate, probenazole (658), procymidone (660), propamocarb (668), propineb (676), proquinazide (682), protiocarb (1361), pyrazophos (693), pyrifenox (703), pyroquinone (710), quinoxyfen (715), quintozene (PCN (B)) (716), siltiofam (729), sodium bicarbonate, sodium diacetate, sodium propionate, strep
5/162 tomycin (744), sulfur (754), TCMTB, keyboardophthalam, tecnazene (TCN (B) (767), thiabendazole (790), tifluzamide (796), thiophanate (1435), thiophanatomethyl (802), draw (804 ), tolclofos-methyl (808), tolylfluanid (810), triazoxide (821), trichoderma harzianum (825), tricyclazole (828), triforin (838), triphenyltin hydroxide (347), validamycin (846), vinclozoline (849) ), zineb (855), ziram (856), zoxamide (857), 1,1-bis (4chlorophenyl) -2-ethoxyethanol (IUPAC name) (910), benzene sulfonate
2,4-dichlorophenyl (IUPAC Name / Chemical Abstracts) (1059), 2-fluoroM-methyl-M-1-naphthylacetamide (IUPAC Name) (1295), 4-chlorophenyl phenyl sulfone (IUPAC Name) (981), a compound of formula B-5.1
CH 'CH a compound of the formula B-5.2
CH, (B-5.2);
a compound of the formula B-5.3
Cl O (B-5.3), a compound of the formula B-5.4
F (B-5.4),
6/162 a compound of the formula B-5.5
a compound of the formula B-5.6 um
ch 3 ch 3 (B-5.6), composed of the formula B-5.7
(2-bicyclopropyl-2-yl-phenyl) -pyrazol-4-carboxylic amide (1,4-methane-naphthalen-5-yl compound) -pyrazol-4-carboxylic amide (acid compound (B-5.7),
3-difluoromethyl-1-methyl-1HB-5.8), (9-isopropip-1,2,3,4-tetrahydrode 3-difluoromethyl-1-methyl-1HB-5.9), [2- (1,3-dimethylbutyl ) 1,3-dimethyl-5-fluoro-1H-pyrazol-4-carboxylic acid phenyl] -amide (compound B5.10), (3 ', 4'-dichloro-5-fluoro-1,1'-biphenyl Difluoromethyl-1-methyl-1H-pyrazol-4-carboxylic acid -2-yl) -amide (compound B-5.11, bixafen),
N- {2- [3-chloro-5- (trifluoromethyl) pyridin-2-yl] ethyl} -2 (trifluoromethyl) benzamide (compound B-5.12, fluopyram), N- [2- (1,1,2, 3-difluoromethyl-1-methyl-1H-pyrazol4-carboxylic acid 2tetrafluoroethoxy) phenyl] -amide (compound B-5.13), N- [2- (1,1,2,3,3,3hexafluoropropoxy) phenyl] -amide 3-difluoromethyl acid 3-difluoromethyl-1-methyl-1H7 / 162 pyrazol-4-carboxylic acid (compound B-5.14), 3-difluoromethyl acid N- [2- (2-chloro-1,1,2trifluoroethoxy) phenyl] -amide -1-methyl-1H-pyrazol-4-carboxylic acid (compound B-5.15), 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid N- (4'-trifluoromethyl-biphen-2-yl) -amide (compound B5.16), 3-difluoromethyl-1methyl-1H-pyrazole-4-carboxylic acid N- (2'-trifluoromethyl-biphen-2-yl) -amide (compound B-5.17) and N- (2 ' 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid -trifluoromethylbiphen-2-yl (compound B-5.18).
acibenzolar-S-methyl (6), chlormequat chloride (137), etefon (307), mepiquat chloride (509) and trinexapac-ethyl (841), abamectin (1), clothianidin (165), emamectin benzoate (291 ), imidacloprid (458), teflutrin (769), thiamethoxam (792), glyphosate (419), a compound of formula V
CH (V), fomesafen, isopirazam, silkxane, a compound of the formula (VI)
Cl
the compound of the formula (VII)
N-N
CH.
(VII),
- [4- [4 - [(5S) 5- (2,6-difluorophenyl) -4,5-dihydro-1,2-oxazol-3-yl] -1,3-thiazol-2yl] piperidin-1- yl] -2- [5-methyl-3- (trifluoromethyl) -1 H-pyrazol-1-yl] ethanone, 1 - [48/162 [4- [5- (2,6-difluorophenyl) -4.5 -dihydro-1,2-oxazol-3-yl] -1,3-thiazol-2yl] piperidin-1-yl] -2- [5-methyl 1-3- (trifluoromethyl) -1 H-pyrazol-1 -il] ethanone, fluxpyroxad, phosphorous acid, sodium salt of phosphorous acid and ammonium salt of phosphorous acid;
and as component (C) a compound selected from the group consisting of the compound of the formula VII, fluxpyroxad, bixafen, pentiopyrad, fluopyram, boscalid, isopyrazam, propiconazole, cyproconazole, diphenoconazole, protioconazole, thiabendazole azoxystribine, methyl thiophanate, iminoctatinate ), tebuconazole, pyraclostrobin, trifloxystrobin, fludioxonil, cyprodinil and fluazinam; with the exception of mixtures comprising a compound of the formula I + azoxystrobin + cyproconazole and provided that, in each composition, component (B) is different from component (C).
[005] According to the present invention, the preferred glyphosate salts are the potassium, isopropylammonium, sodium, trimesium, ammonium and diamonium salts. Preferred salts of glufosinate are disclosed in US-A-4,168,963, a preferred salt is the ammonium salt.
[006] The compounds of formula I in which R8 is hydrogen can occur in the two enantiomeric forms of formula Ia and Ib:
(Ia) and
H (Ib).
[007] The invention encompasses both enantiomeric forms of the compounds of the formula I. The compounds of the formula I and their preparation are described in WO 2010/063700, WO 2010/084078 and WO
2008/151828.
9/162 [008] It has been found that the use of components (B) and (C) in combination with component (A) can surprisingly and substantially enhance the effectiveness of the latter against fungi, and vice versa. In addition, the method of the invention is effective against a broader spectrum of such fungi that can be combated with the active ingredients of this method, when used alone.
[009] In general, the weight ratio of component (A) to the mixture of components (B) and (C) is 1000: 1 to 1: 1000, especially 50: 1 to 1:50, more especially in a ratio of 20: 1 to 1:20, even more especially from 10: 1 to 1:10, most especially from 5: 1 to 1: 5, with a special preference being given to a ratio of 2: 1 to 1: 2 , and a ratio of 4: 1 to 2: 1 being equally preferred, above all in a ratio of 1: 1, or 5: 1, or 5: 2, or 5: 3, or 5: 4, or 4: 1, or
4: 2, or 4: 3, or 3: 1, or 3: 2, or 2: 1, or 1: 5, or 2: 5, or 3: 5, or 4: 5, or
1: 4, or 2: 4, or 3: 4, or 1: 3, or 2: 3, or 1: 2, or 1: 600, or 1: 300, or 1: 150, or 1:35, or 2:35, or 4:35, or 1:75, or 2:75, or 4:75, or 1: 6000, or 1: 3000, or 1: 1500, or 1: 350, or 2: 350, or 4: 350, or 1: 750, or
2: 750, or 4: 750. These mixing ratios are understood to include, on the one hand, weight ratios, and also, on the other hand, molar ratios.
[0010] In a preferred embodiment of the invention, the weight ratios of component (A) to the mixture of components (B) and (C) are 4: 1 to 1: 4.
[0011] In a preferred embodiment of the invention, the weight ratios of component (B) to component (C) are 2: 1 to 1: 6.
[0012] It has been surprisingly discovered that certain weight ratios of component (A) in relation to the mixture of components (B) and (C) are capable of giving rise to synergistic activity. Therefore, an additional aspect of the invention is compositions, in which component (A) and
10/162 mixture of components (B) and (C) are present in the composition in quantities producing a synergistic effect. This synergistic activity is apparent from the fact that the fungicidal activity of the composition comprising component (A) and the mixture of components (B) and (C) is greater than the sum of the fungicidal activities of component (A) and mixture of components (B) and (C). This synergistic activity prolongs the action range of component (A) and the mixture of components (B) and (C) in two ways. First, the application rates of component (A) and the mixture of components (B) and (C) are decreased while the action remains equally good, meaning that the mixture of active ingredients still achieves a high degree of phytopathogen control even where the two individual components have become totally ineffective in such a range of low application rates. Second, there is a substantial expansion of the spectrum of phytopathogens that can be controlled.
[0013] A synergistic effect exists whenever the action of a combination of active ingredients is greater than the sum of the actions of the individual components. The action to be expected E for a given combination of active ingredients obeys the so-called COLBY formula and can be calculated as follows (COLBY, SR Calculating synergistic and antagonistic responses of herbicide combination. Weeds, Vol.15, pages 20-22 ; 1967):
ppm = milligrams of active ingredient (= a.i.) per liter of spray mixture
X =% of action by the active ingredient (A) using p ppm of active ingredient
Y =% of action by the active ingredients (B + C) using q ppm of active ingredient.
Or:
X =% of action by the active ingredients (A + B) using ppm in11 / 162 active ingredient
Y =% of action by the active ingredient (C) using q ppm of active ingredient.
Or:
X =% of action by active ingredients (A + C) using p ppm of active ingredient
Y =% of action by the active ingredient (B) using q ppm of active ingredient.
[0014] According to COLBY, the expected (additive) action of the active ingredients (A) + (B + C) or (A + B) + (C) or (A + C) + (B) using p + q E = X + Y- X - Y ppm of active ingredient is 100 [0015] If the action actually observed (O) is greater than the action expected (E), then the action of the combination is superadditive, ie, there is an effect synergistic. In mathematical terms, synergy corresponds to a positive value for the difference of (OE). In the case of adding activities (expected activity) purely complementary, the referred difference (OE) is zero. A negative value of the referred difference (OE) signals a loss of activity compared to the expected activity.
[0016] Synergism can also be calculated using the following formula:
E (expected value) = X + Y + Z - [(X Y) + (X Z) + (Y Z) / 100] + [X Y
Z / 10000]
X, Y, Z =% of action by the active ingredients (A), (B) and (C) using p ppm of active ingredient.
[0017] However, in addition to the real synergistic action in relation to the fungicidal activity, the compositions according to the invention can also have surprisingly additional advantageous properties.
Examples of such advantageous properties that can be mentioned are: more advantageous degradability; toxicological behavior
12/162 and / or improved ecotoxicology; or improved characteristics of useful plants including: emergence, crop yields, more developed root system, increased tillering, increased plant height, greater leaf depth, less dead basal leaves, stronger shoots, greener leaf color, less fertilizer needed, less seeds needed, more productive shoots, early flowering, early grain maturity, less plant inclination (lodging), increased shoot growth, improved plant vigor, and early germination.
[0018] Some compositions according to the invention have a systemic action and can be used as fungicides to treat leaves, soil and seeds.
[0019] With the compositions according to the invention it is possible to inhibit or destroy phytopathogenic microorganisms that occur in plants or parts of plants (fruits, flowers, leaves, stems, tubers, roots) in different useful plants, while at the same time time, the parts of plants that grow later are also protected from attack by phytopathogenic microorganisms.
[0020] The compositions according to the invention can be applied to phytopathogenic microorganisms, to useful plants, to their locus, to their propagating material, storage goods or technical materials threatened by attack by microorganisms.
[0021] The compositions according to the invention can be applied before or after infection of useful plants, their propagating material, storage goods or technical materials by microorganisms.
[0022] An additional aspect of the present invention is a method of controlling diseases in useful plants or in their propagation material caused by phytopathogens, which comprises application to useful plants, their locus or their propagation material of a composition according to the invention. Preferred is a method which comprises applying to the useful plants or their locus a composition according to the invention, more preferably to the useful plants. Additionally, a method comprising application to the plant propagating material of a composition according to the invention is preferable.
[0023] Components (B) and (C) are known. Where components (B) and (C) are included in The Pesticide Manual - The Pesticide Manual - A World Compendium; Thirteenth Edition; Editor: C. D. S. Tomlin; The British Crop Protection Council], they are described there under the entry number given in parentheses here above for the particular components (B) and (C); for example, the compound abamectin is described under the entry number (1). Most components (B) and (C) are referred to above by a so-called common name, the relevant ISO common name or another common name being used in individual cases. If the designation is not a common name, the nature of the designation used instead is given in parentheses for the particular components (B) and (C), respectively; in that case the name IUPAC, the name IUPAC / Chemical Abstracts, a chemical name, a traditional name, a compound name or a development code is used or, if neither of these designations nor a common name is used, a alternate name.
[0024] The following components (B) and (C) are registered under a CAS Reg. No. aldimorfe (CAS 91315-15-0); arsenates (CAS 1327-53-3); benalaxyl-M (CAS 98243-83-5); bentiavalicarb (CAS 413615-35-7); cadmium chloride (CAS 10108-64-2); cedar leaf oil (CAS 8007-20-3); cinnamaldehyde (CAS: 104-55-2); copper and ammonium carbonate (CAS 33113-08-5); copper oleate (CAS 1120-44-1); iodocarb (Carbamate
14/162 of 3-iodo-2-propynyl butyl) (CAS 55406-53-6); himexazole (CAS 1000444-1); manganous dimethyldithiocarbamate (CAS 15339-36-3); mercury (CAS 7487-94-7; 21908-53-2; 7546-30-7); metrafenone (CAS 22089903-6); bitter oil (hydrophobic extract) (CAS 8002-65-1); orisastrobin (CAS 248593-16-0); paraformaldehyde (CAS 30525-89-4); pentiopyrade (CAS 183675-82-3); phosphoric acid (CAS 7664-38-2); potassium bicarbonate (CAS 298-14-6); sodium bicarbonate (CAS 144-55-8); sodium diacetate (CAS 127-09-3); sodium propionate (CAS 137-40-6); TCMTB (CAS 21564-17-0); and tolifluanide (CAS 73127-1).
[0025] Compound B-1.1 (enestrobin) is described in EP-0-936213; compound B-3.1 (flumorfe) in US-6,020,332, CN-1-167-568, CN-1-155-977 and EP-0-860-438; compound B-5.1 (mandipropamide) in WO 01/87822; compound B-5.2 in WO 98/46607; compound B-5.3 (fluopicolide) in WO 99/42447; compound B-5.4 (cyflufenamide) in WO 96/19442; compound B-5.5 in WO 99/14187; compound B-5.6 (piribencarb) is registered under CAS No. 325156-49-8; compound B-5.7 (amisulbrom or ambromdol) is registered under CAS Reg. No. 348635-87-0; the compound B-5.8 ((2-bicyclopropyl-2-yl-phenyl) -amide of 3-difluoromethyl-1-methyl-1H-pyrazole-
4-carboxylic) is described in WO 03/74491; the compound B-5.9 ((3difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid) ((9isopropip-1,2,3,4-tetrahydro-1,4-methane-naphthalen-5-yl) -amide) is described in WO 04/35589 and WO 06/37632; the compound B-5.10 (1,3-dimethyl-5-fluoro-1H-pyrazol-4-carboxylic acid [2- (1,3-dimethylbutyl) phenyl] -amide) is described in WO 03/10149; compound B-5.11 ((3 ', 4'dichloro-5-fluoro-1,1'-biphenyl-2-yl) -amide of 3-difluoromethyl-1-methyl1H-pyrazol-4-carboxylic acid; bixafen) is registered under CAS Reg. No.: 581809-46-3 and described in WO 03/70705; compound B-5.12 (N- {2- [3 Chloro-5- (trifluoromethyl) pyridin-2-yl] ethyl} -2- (trifluoromethyl) benzamide;
15/162 fluopyram) is registered under CAS Reg. No.: 658066-35-4 and described in WO 04/16088; compounds B-5.13, B-5.14 and B-5.15 are described in WO 2007/17450; compounds B-5.16, B-5.17 and B-5.18 are described in WO 2006/120219. The compound of formula B-7.1 is described in WO 03/015519, the compound of formula B-7.2 is described in WO 2004/067528, the compound of formula B-7.3 is described in WO 2007/115644. The compound of formula V is described in WO 2001/094339. Isopirazam (3- (difluoromethyl) -1-methyl-N- [1,2,3,4tetrahydro-9- (1-methylethyl) -1,4-methanonaphthalen-5-yl] -1 H-pyrazol-4carboxamide) it is described in WO 2004/035589, WO 2006/037632 and EP 1556385 and is registered under CAS Reg. 881685-58-1. Silkxane (N- [2- [1,1'-bicyclopropyl] -2-ylphenyl] -3- (difluoromethyl) -1-methyl-1 Hpirazol-4-carboxamide) is described in WO 2003/074491 and is registered under CAS Reg. 874967-67-6; The compound of the formula (VI) is described in WO 2008/014870; and the compounds of the formula (VII) (3-difluoromethyl-1-methyl-1H-solide (9-dichloromethylene-1,2,3,4-tetrahydro-1,4-methane-naphthalen-5-yl) amide -pyrazole-4-carboxylic) are described in WO 2007/048556. Fomesafen is registered under CAS Reg. No. 72178-02-0. A 1- [4- [4 - [(5S) 5- (2,6-difluorophenyl) -4,5-dihydro-
1,2-oxazol-3-yl] -1,3-thiazol-2-yl] piperidin-1-yl] -2- [5-methyl-3- (trifluoromethyl) 1H-pyrazol-1-yl] ethanone and a 1- [4- [4- [5- (2,6-difluorophenyl) -4,5-dihydro-1,2oxazol-3-yl] -1,3-thiazol-2-yl] piperidin-1-yl ] -2- [5-methyl-3- (trifluoromethyl) -1 Hpirazol-1-yl] ethanone (CAS Reg. No.: 1003318-67-9) are both disclosed in WO 2010/123791, WO 2008/013925, WO 2008/013622 and page 20 of WO 2011/051243), 3-difluoromethyl-1-methyl-1H-pyrazol-4 (3 ', 4', 5'-trifluoro-biphenyl-2-yl) -amide -carboxylic (fluxpyroxad) is disclosed in WO 2006/087343.
[0026] Throughout this document, the term composition means the various mixtures or combinations of component (A) and the mixture of (B) and (C), for example in a simple form of “pron16 / 162 ta mixture”, in a combined spray mixture made up of separate formulations of the components of single active ingredients, such as a tank mixture, and in a combined use of the single active ingredients when applied in a sequential manner,
i.e., one after another with a reasonably short period of time, such as a few hours or days. The order of application of components (A) and (B) and (C) is not essential for the operation of the present invention.
[0027] Compounds of formula (I) are preferred as components (A), and that Q is Q1, in which R1, R 2 and R3 are preferably halogen, in particular chlorine; R is methoxy and R8 is hydrogen.
[0028] Preferred (A) components are listed in the following Table 1:
17/162
Table 1: Compounds of the formula Ic:
(Ic), where
Q is
Compound No. Laugh R2 R3 Q R4 R5 R6 LOL 1,001 Cl Cl Cl Q1 - - - H 1,002 Cl H Cl Qi - - - H 1,003 Cl Cl H Qi - - - H 1,004 Cl Br Cl Qi - - - H 1,005 Br Br Br Qi - - - H 1,006 H Cl H Qi - - - H 1,007 H Br H Qi - - - H 1,008 H CF3 H Qi - - - H 1,009 - - - Q2 Cl Cl Cl H 1,010 - - - Q2 Cl H Cl H 1,011 - - - Q2 H Cl Cl H 1,012 - - - Q2 Cl Cl Br H 1,013 - - - Q2 Cl H Br H 1,014 - - - Q2 H Cl Br H
18/162
Compound No. Laugh R2 R3 Q R4 R5 R6 R8 1,015 - - - Q2 H Cl H H 1,016 - - - Q2 Cl H H H 1,017 Cl Cl Cl Q1 - - - OCH3 1,018 Cl H Cl Qi - - - OCH3 1,019 Cl Cl H Qi - - - OCH3 1,020 Cl Br Cl Qi - - - OCH3 1,021 Br Br Br Qi - - - OCH3 1,022 H Cl H Qi - - - OCH3 1,023 H Br H Qi - - - OCH3 1,024 H CF3 H Qi - - - OCH3 1,025 - - - Q2 Cl Cl Cl OCH3 1,026 - - - Q2 Cl H Cl OCH3 1,027 - - - Q2 H Cl Cl OCH3 1,028 - - - Q2 Cl Cl Br OCH3 1,029 - - - Q2 Cl H Br OCH3 1,030 - - - Q2 H Cl Br OCH3 1,031 - - - Q2 H Cl H OCH3 1,032 - - - Q2 Cl H H OCH3
[0029] Additional preferred (A) components are listed in the following Table 2:
(Id), where
19/162
(Qi) or
(Q2);
Table 2: Compounds of the formula Id:
Compound No. Laugh R2 R3 Q R4 R5 R6 LOL 2,001 Cl Cl Cl Qi - - - H 2,002 Cl H Cl Qi - - - H 2,003 Cl Cl H Qi - - - H 2,004 Cl Br Cl Qi - - - H 2,005 Br Br Br Qi - - - H 2,006 H Cl H Qi - - - H 2,007 H Br H Qi - - - H 2,008 H CF3 H Qi - - - H 2,009 - - - Q2 Cl Cl Cl H 2,010 - - - Q2 Cl H Cl H 2,011 - - - Q2 H Cl Cl H 2,012 - - - Q2 Cl Cl Br H 2,013 - - - Q2 Cl H Br H 2,014 - - - Q2 H Cl Br H 2,015 - - - Q2 H Cl H H 2,016 - - - Q2 Cl H H H 2,017 Cl Cl Cl Qi - - - OCH3 2,018 Cl H Cl Qi - - - OCH3 2,019 Cl Cl H Qi - - - OCH3 2,020 Cl Br Cl Qi - - - OCH3 2,021 Br Br Br Qi - - - OCH3
20/162
Compound No. Laugh R2 R3 Q R4 R5 R6 LOL 2,022 H Cl H Q1 - - - OCH3 2,023 H Br H Qi - - - OCH3 2,024 H CF3 H Qi - - - OCH3 2,025 - - - Q2 Cl Cl Cl OCH3 2,026 - - - Q2 Cl H Cl OCH3 2,027 - - - Q2 H Cl Cl OCH3 2,028 - - - Q2 Cl Cl Br OCH3 2,029 - - - Q2 Cl H Br OCH3 2,030 - - - Q2 H Cl Br OCH3 2,031 - - - Q2 H Cl H OCH3 2,032 - - - Q2 Cl H H OCH3
[0030] The following binary mixtures of components (A) with components (B) are preferred and are defined as members of the P group (the abbreviation TX means: a compound selected from the group consisting of the compounds specifically described in Tables 1 and 2 of present invention):
Group P:
azoxystrobin (47) + TX, dimoxystrobin (226) + TX, fluoxastrobin (382) + TX, cresoxim-methyl (485) + TX, metominostrobin (551) + TX, orisastrobin + TX, picoxystrobin (647) + TX, pyraclostrobin ( 690), trifloxystrobin (832) + TX, a compound of the formula B-1.1 + TX
(B-1.1), azaconazole (40) + TX, bromuconazole (96) + TX, cyproconazole (207) +
TX, diphenoconazole (247) + TX, diniconazole (267) + TX, diniconazole-M (267) + TX, epoxiconazole (298) + TX, fenbuconazole (329) + TX, quinconazole flu (385) + TX, flusilazole (393 ) + TX, flutriafol (397) + TX, hexaconazole (435) + TX, imazalil (449) + TX, imibenconazole (457) + TX,
21/162 ipconazole (468) + TX, metconazole (525) + TX, myclobutanil (564) + TX, oxpoconazole (607) + TX, pefurazoate (618) + TX, penconazole (619) + TX, prochloraz (659) + TX, propiconazole (675) + TX, protioconazole (685) + TX, simeconazole (731) + TX, tebuconazole (761) + TX, tetraconazole (778) + TX, triadimefon (814) + TX, triadimenol (815) + TX , triflumizole (834) + TX, triticonazole (842) + TX, diclobutrazol (1068) + TX, etaconazole (1129) + TX, furconazole (1198) + TX, furconazol-cis (1199) + TX, quinconazole (1378) + TX, aldimorph + TX, dodemorph (288) + TX, fenpropimorph (344) + TX, tridemorph (830) + TX, phenpropidine (343) + TX, spiroxamine (740) + TX, piperalin (648) + TX, a compound of formula B-3.1
+ TX, cyprodinil (208) + TX, mepanipyrim (508) + TX, pyrimethanil (705) + TX;
anilazine (878) + TX, arsenates + TX, benalaxyl (56) + TX, benalaxyl-M + TX, benodanil (896) + TX, benomyl (62) + TX, bentiavalicarb + TX, bentiavalicarbe-isopropyl (68) + TX , biphenyl (81) + TX, bitertanol (84) + TX, blasticidin-S (85) + TX, bordeaux mixture (87) + TX, boscalid (88) + TX, bupirimate (98) + TX, cadmium chloride + TX, captafol (113) + TX, captan (114) + TX, carbendazim (116) + TX, carbon disulfide (945) + TX, carboxine (120) + TX, carpropamide (122) + TX, leaf oil cedar + TX, quinomethionate (126) + TX, chloronebe (139) + TX, chlorothalonil (142) + TX, clozolinate (149) + TX, cinnamaldehyde + TX, copper + TX, copper and ammonium carbonate + TX, hydroxide copper (169) + TX, copper octanoate (170) + TX, copper oleate + TX, south
22/162 copper suit (87) + TX, cyazofamid (185) + TX, cycloheximide (1022) + TX, cymoxanil (200) + TX, diclofluanide (230) + TX, diclone (1052) + TX, dichloropropene (233 ) + TX, diclocimete (237) + TX, diclomezine (239) + TX, dichloran (240) + TX, dietofencarb (245) + TX, diflumetorim (253) + TX, dimethyrimol (1082) + TX, dimetomorph (263) + TX, dinocap (270) + TX, dithianon (279) + TX, dodine (289) + TX, edifenfos (290) + TX, etaboxam (304) + TX, ethirimol (1133) + TX, etridiazole (321) + TX, famoxadone (322) + TX, fenamidone (325) + TX, fenaminosulf (1144) + TX, fenamiphos (326) + TX, fenarimol (327) + TX, fenfuram (333) + TX, fenhexamid (334) + TX , phenoxanil (338) + TX, fenpiclonil (341) + TX, fentin acetate (347) + TX, fentin chloride + TX, fentin hydroxide (347) + TX, ferbam (350) + TX, ferimzone (351) + TX, fluazinam (363) + TX, fludioxonil (368) + TX, flusulfamide (394) + TX, flutolanil (396) + TX, leaflet (400) + TX, formaldehyde (404) + TX, phosethyl aluminum (407 ) + TX, phthalide (643) + TX, fuberidazole (419) + TX, furalaxil (410) + TX, furametpir (411) + TX, fliodine (1205) + TX, fuazatin (422) + TX, hexachlorobenzene (434) + TX, himexazole + TX, iminoctadine tris (albesylate) [99257-43-9] + TX, iodocarb (3-iodine-2propynyl butyl carbamate) + TX, iprobenfos (IBP) (469) + TX, iprodione (470) + TX, iprovalicarbe (471) + TX, isoprothiolane (474) + TX, casugamycin (483) + TX, mancozebe (496) + TX, manebe (497) + TX, manganous dimethyldithiocarbamate + TX, mefenoxam (Metalaxyl-M) (517) + TX , mepronil (510) + TX, mercuric chloride (511) + TX, mercury + TX, metalaxyl (516) + TX, metasulfocarb (528) + TX, metiram (546) + TX, metrafenone + TX, nabam (566) + TX, bitterness oil (hydrophobic extract) + TX, nuarimol (587) + TX, octyline (590) + TX, ofurace (592) + TX, oxadixyl (601) + TX, oxine-copper (605) + TX, acid oxolinic (606) + TX, oxycarboxine (608) + TX, oxytetracycline (611) + TX, paclobutrazol (612) + TX, paraffin oil (628) + TX, pair aformaldehyde + TX, pencicuron (620) + TX, pentachloronitrobenzene (716) + TX, pentachlorophenol
23/162 (623) + TX, pentiopyre + TX, perforazoate + TX, phosphoric acid + TX, polyoxin (654) + TX, polyoxin D zinc salt (654) + TX, potassium bicarbonate + TX, probenazole (658 ) + TX, procymidone (660) + TX, propamocarb (668) + TX, propineb (676) + TX, proquinazide (682) + TX, protiocarb (1361) + TX, pyrazophos (693) + TX, pyrifenox (703) + TX, piroquilon (710) + TX, quinoxyfen (715) + TX, quintozene (PCN (B)) (716) + TX, siltiofam (729) + TX, sodium bicarbonate + TX, sodium diacetate + TX, propionate sodium + TX, streptomycin (744) + TX, sulfur (754) + TX, TCMTB + TX, keyboardoftalam + TX, technazene (TCN (B)) (767) + TX, thiabendazole (790) + TX, tifluzamide (796 ) + TX, thiophanate (1435) + TX, thiophanate-methyl (802) + TX, draw (804) + TX, tolclofos-methyl (808) + TX, tolylfluanid (810) + TX, triazoxide (821) + TX, trichoderma harzianum (825) + TX, tricyclazole (828) + TX, triphorin (838) + TX, triphenyltin hydroxide (347) + TX, validamycin (846) + TX, vincl ozoline (849) + TX, zineb (855) + TX, ziram (856) + TX, zoxamide (857) + TX, 1 + TX, 1-bis (4-chlorophenyl) -2-ethoxyethanol (IUPAC name) (910 ) + TX, 2,4-dichlorophenyl benzenesulfonate (IUPAC Name / Chemical Abstracts) (1059) + TX, 2-fluoro-N-methyl-N-1naftilacetamide (IUPAC name) (1295) + TX, 4-chlorophenyl sulfone and phenyl (IUPAC Name) (981) + TX, a compound of the formula B-5.1 + TX, a compound of the formula B-5.2 + TX, a compound of the formula B-5.3 + TX, a compound of the formula B-5.4 + TX, a compound of the formula B-
5.5 + TX, a compound of the formula B-5.6 + TX, a compound of the formula B-5.7 + TX, compound B-5.8 + TX, compound B-5.9 + TX, compound B-5.10 + TX, bixafen + TX, fluopyram + TX, compound B-5.13 + TX, compound B-5.14 + TX, compound B-5.15 + TX, compound B-5.16 + TX, compound B-5.17 + TX and compound B-5.18 + TX, acibenzolar-S-methyl (6) + TX, chlormequat chloride (137) + TX, etefon (307) + TX, mepiquat chloride (509) + TX, trinexapac-ethyl (841) + TX, abamectin (1) + TX, clothianidin (165 ) + TX, benzoate of
24/162 emamectin (291) + TX, imidacloprid (458) + TX, teflutrin (769) + TX, thiamethoxam (792) + TX, and glyphosate (419) + TX, a compound of the formula V
F
F F
CH '3 (V) + TX, fomesafen + TX, isopirazam + TX, silkxane + TX, the compound of the formula (VI) + TX
(VI), the compound of the formula (VII) + TX
ch 3 (VII),
- [4- [4 - [(5S) 5- (2,6-difluorophenyl) -4,5-dihydro-1,2-oxazol-3-yl] -1,3-thiazol-2 yl] piperidin-1 -yl] -2- [5-methyl-3- (trifluoromethyl) -1 H-pyrazol-1-yl] ethanone + TX,
- [4- [4- [5- (2,6-difluorophenyl) -4,5-dihydro-1,2-oxazol-3-yl] -1,3-thiazol-2 yl] piperidin-1-yl] -2- [5-methyl-3- (trifluoromethyl) -1 H-pyrazol-1-yl] ethanone + TX, fluxpyroxad + TX, phosphorous acid + TX, sodium salt of phosphorous acid + TX and ammonium salt of acid phosphorous + TX.
[0031] Especially preferred compositions according to the present invention are defined in the following Table 3 as embodiments E1 to E21. The term TX1 means a mixture selected from the group P. The compositions in which component (B) in group P is identical to component (C) are excluded. Compositions comprising a compound of formula I according to tables 1 and 2 + azoxystrobin + cyproconazole are excluded.
Table 3: preferred mixtures according to this invention:
Embodiment Component C E1 compound of the formula VII + TX1 E2 fluxapiroxad + TX1 E3 bixafeno + TX1 E4 pentiopirad + TX1 E5 fluopiram + TX1 E6 boscalid + TX1 E7 isopyrazam + TX1 E8 propiconazole + TX1 E9 cyproconazole + TX1 E10 diphenoconazole + TX1 E11 protioconazole + TX1 E12 iminoctadine tris (albesylate) + TX1 E13 thiabendazole + TX1 E14 azoxystrobin + TX1 E15 methyl thiophanate + TX1 E16 tebuconazole + TX1 E17 trifloxystrobin + TX1 E18 pyraclostrobin + TX1 E19 fludioxonil + TX1 E20 ciprodinil + TX1 E21 fluazinam + TX1
[0032] For example, the E1 embodiment consists of the following ternary mixtures:
azoxystrobin (47) + TX + the compound of the formula VII, dimoxystrobin
26/162 (226) + TX + the compound of formula VII, fluoxastrobin (382) + TX + the compound of formula VII, cresoxim-methyl (485) + TX + the compound of formula VII, metominostrobin (551) + TX + the compound of formula VII, orisastrobin (551) + TX + the compound of formula VII, picoxystrobin (647) + TX + the compound of formula VII, pyraclostrobin (690) + TX + the compound of formula VII, trifloxystrobin (832) + TX + the compound of formula VII, a compound of formula B-1.1
+ TX + the compound of the formula VII, azaconazole (40) + TX + the compound of the formula VII, bromuconazole (96) + TX + the compound of the formula VII, cyproconazole (207) + TX + the compound of the formula VII, diphenoconazole ( 247) + TX + the compound of the formula VII, diniconazole (267) + TX + the compound of the formula VII, diniconazole-M (267) + TX + the compound of the formula VII, epoxiconazole (298) + TX + the compound of the formula VII, fenbuconazole (329) + TX + the compound of the formula VII, fluquinconazole (385) + TX + the compound of the formula VII, flusilazole (393) + TX + the compound of the formula VII, flutriafol (397) + TX + the compound of formula VII, hexaconazole (435) + TX + the compound of formula VII, imazalil (449) + TX + the compound of formula VII, imibenconazole (457) + TX + the compound of formula VII, ipconazole (468) + TX + the compound of the formula VII, metconazole (525) + TX + the compound of the formula VII, myclobutanil (564) + TX + the compound of the formula VII, oxpoconazole (607) + TX + the compound of the formula VII, pefurazo act (618) + TX + the compound of the formula VII, penconazole (619) + TX + the compound of the formula VII, prochloraz (659) + TX + the compound of the formula VII, propiconazole (675) + TX + the compound of the formula VII, protioconazole (685) + TX + the compound of the formula VII, simeconazole (731) + TX + the compound of the formula VII, tebuconazole (761) + TX + the compound of the formula VII, tetraconazole
27/162 (778) + TX + the compound of the formula VII, triadimefon (814) + TX + the compound of the formula VII, triadimenol (815) + TX + the compound of the formula VII, triflumizole (834) + TX + the compound of formula VII, triticonazole (842) + TX + the compound of formula VII, diclobutrazol (1068) + TX + the compound of formula VII, etaconazole (1129) + TX + the compound of formula VII, furconazole (1198) + TX + the compound of formula VII, furconazol-cis (1199) + TX + the compound of formula VII, quinconazole (1378) + TX + the compound of formula VII, aldimorph + TX + the compound of formula VII, dodemorph (288) + TX + the compound of the formula VII, fenpropimorph (344) + TX + the compound of the formula VII, tridemorph (830) + TX + the compound of the formula VII, phenpropidin (343) + TX + the compound of the formula VII, spiroxamine (740) + TX + the compound of formula VII, piperalin (648) + TX + the compound of formula VII, a compound of formula B-3.1
F
CH3 + TX + the compound of the formula VII, cyprodinil (208) + TX + the compound of the formula VII, mepanipyrim (508) + TX + the compound of the formula VII, pyrimethanil (705) + TX + the compound of the formula VII, anilazine (878) + TX + the compound of formula VII, arsenates + TX + the compound of formula VII, benalaxyl (56) + TX + the compound of formula VII, benalaxyl-M + TX + the compound of formula VII, benodanyl ( 896) + TX + the compound of the formula VII, benomyl (62) + TX + the compound of the formula VII, bentiavalicarb + TX + the compound of the formula VII, bentiavalicarb-isopropyl (68) + TX + the compound of the formula VII, biphenyl (81) + TX + the compound of the formula VII, bitertanol (84) + TX + the compound of the formula VII, blasticidin-S (85) + TX + the compound of the formula VII, bordeaux mixture (87)
28/162 + TX + the compound of the formula VII, boscalid (88) + TX + the compound of the formula VII, bupirimate (98) + TX + the compound of the formula VII, cadmium chloride + TX + the compound of the formula VII, captafol (113) + TX + the compound of the formula VII, captan (114) + TX + the compound of the formula VII, carbendazim (116) + TX + the compound of the formula VII, carbon disulfide (945) + TX + the compound of formula VII, carboxine (120) + TX + the compound of formula VII, carpropamide (122) + TX + the compound of formula VII, cedar leaf oil + TX + the compound of formula VII, cinometionat (126) + TX + the compound of the formula VII, chloronebe (139) + TX + the compound of the formula VII, chlorothalonil (142) + TX + the compound of the formula VII, clozolinate (149) + TX + the compound of the formula VII, cinnamaldehyde + TX + the compound of the formula VII, copper + TX + the compound of the formula VII, copper and ammonium carbonate + TX + the compound of the formula VII, copper hydroxide (169) + TX + the compound of the formula VII , copper octanoate (170) + TX + the compound of formula VII, copper oleate + TX + the compound of formula VII, copper sulfate (87) + TX + the compound of formula VII, cyazofamid (185) + TX + the compound of formula VII, cycloheximide (1022) + TX + the compound of formula VII, cymoxanil (200) + TX + the compound of formula VII, diclofluanid (230) + TX + the compound of formula VII, diclone (1052) + TX + the compound of the formula VII, dichloropropene (233) + TX + the compound of the formula VII, diclocimet (237) + TX + the compound of the formula VII, diclomezine (239) + TX + the compound of the formula VII, dichlorane (240 ) + TX + the compound of formula VII, dietofencarb (245) + TX + the compound of formula VII, diflumetorim (253) + TX + the compound of formula VII, dimethyrimol (1082) + TX + the compound of formula VII, dimetomorph (263) + TX + the compound of the formula VII, dinocap (270) + TX + the compound of the formula VII, dithianon (279) + TX + the compound of the formula VII, dodine (289) + TX + the compound of the formula la VII, edifenfos (290) + TX + the compound of the formula VII, etaboxam (304) + TX + the compound of the form
29/162 mule VII, ethirimol (1133) + TX + the compound of the formula VII, etridiazole (321) + TX + the compound of the formula VII, famoxadone (322) + TX + the compound of the formula VII, phenamidone (325) + TX + the compound of the formula VII, phenaminosulf (1144) + TX + the compound of the formula VII, fenamiphos (326) + TX + the compound of the formula VII, fenarimol (327) + TX + the compound of the formula VII, fenfuram (333 ) + TX + the compound of the formula VII, fenhexamid (334) + TX + the compound of the formula VII, phenoxanil (338) + TX + the compound of the formula VII, fenpiclonil (341) + TX + the compound of the formula VII, acetate Fentin (347) + TX + the compound of formula VII, fentin chloride + TX + the compound of formula VII, fentin hydroxide (347) + TX + the compound of formula VII, ferbam (350) + TX + the compound of formula VII, ferimzone (351) + TX + the compound of formula VII, fluanize (363) + TX + the compound of formula VII, fludioxonil (368) + TX + the compound of formula VII, flusulfamide (394) + TX + the make up sto of formula VII, flutolanil (396) + TX + the compound of formula VII, leaflet (400) + TX + the compound of formula VII, formaldehyde (404) + TX + the compound of formula VII, fosetyl aluminum (407) + TX + the compound of the formula VII, phthalide (643) + TX + the compound of the formula VII, fuberidazole (419) + TX + the compound of the formula VII, furalaxil (410) + TX + the compound of the formula VII, furametpir ( 411) + TX + the compound of the formula VII, fliodine (1205) + TX + the compound of the formula VII, fuazatin (422) + TX + the compound of the formula VII, hexachlorobenzene (434) + TX + the compound of the formula VII, himexazole + TX + the compound of the formula VII, iminoctadine tris (albesylate) (No. CAS Reg. 99257-43-9) + TX + the compound of the formula VII, iodocarb (3-iodo-2-propynyl butyl carbamate) + TX + the compound of the formula VII, iprobenfos (IBP) (469) + TX + the compound of formula VII, iprodione (470) + TX + the compound of formula VII, iprovalicarb (471) + TX + the compound of formula VII, isoprothiolane (474) + TX + the compound of formula VII, casugamycin (483) + TX + the compound of the formula VII, mancozeb (496)
30/162 + TX + the compound of the formula VII, maneb (497) + TX + the compound of the formula VII, manganous dimethyldithiocarbamate + TX + the compound of the formula VII, mefenoxam (Metalaxyl-M) (517) + TX + the compound of formula VII, mepronil (510) + TX + the compound of formula VII, mercuric chloride (511) + TX + the compound of formula VII, mercury + TX + the compound of formula VII, metalaxyl (516) + TX + the compound of formula VII, metasulfocarb (528) + TX + the compound of formula VII, met (546) + TX + the compound of formula VII, metrafenone + TX + the compound of formula VII, nabam (566) + TX + the compound of formula VII, bitter oil (hydrophobic extract) + TX + the compound of the formula VII, nuarimol (587) + TX + the compound of the formula VII, octylinone (590) + TX + the compound of the formula VII, ofurace (592) + TX + the compound of the formula VII, oxadixyl (601) + TX + the compound of the formula VII, oxin copper (605) + TX + the compound of the formula VII, oxolinic acid (606) + TX + the compost o of formula VII, oxycarboxine (608) + TX + the compound of formula VII, oxytetracycline (611) + TX + the compound of formula VII, paclobutrazol (612) + TX + the compound of formula VII, paraffin oil (628) + TX + the compound of formula VII, paraformaldehyde + TX + the compound of formula VII, pencicuron (620) + TX + the compound of formula VII, pentachloronitrobenzene (716) + TX + the compound of formula VII, pentachlorophenol (623) + TX + the compound of the formula VII, pentiopirad + TX + the compound of the formula VII, perforazoate + TX + the compound of the formula VII, phosphoric acid + TX + the compound of the formula VII, polyoxin (654) + TX + the compound of the formula VII, polyoxin D zinc salt (654) + TX + the compound of the formula VII, potassium bicarbonate + TX + the compound of the formula VII, probenazole (658) + TX + the compound of the formula VII, procymidone (660) + TX + the compound of formula VII, propamocarb (668) + TX + the compound of formula VII, propineb (676) + TX + the compound of formula a VII, proquinazide (682) + TX + the compound of the formula VII, protiocarb (1361) + TX + o with
31/162 post of formula VII, pyrazophos (693) + TX + the compound of formula VII, pyrifenox (703) + TX + the compound of formula VII, pyroquinone (710) + TX + the compound of formula VII, quinoxyphen (715 ) + TX + the compound of the formula VII, quintozene (PCN (B)) (716) + TX + the compound of the formula VII, siltiofam (729) + TX + the compound of the formula VII, sodium bicarbonate + TX + the compound of formula VII, sodium diacetate + TX + the compound of formula VII, sodium propionate + TX + the compound of formula VII, streptomycin (744) + TX + the compound of formula VII, sulfur (754) + TX + the compound of formula VII, TCMTB + TX + the compound of formula VII, keyboard software + TX + the compound of formula VII, technazene (TCN (B)) (767) + TX + the compound of formula VII, thiabendazole (790) + TX + the compound of the formula VII, tifluzamide (796) + TX + the compound of the formula VII, thiophanate (1435) + TX + the compound of the formula VII, thiophanate-methyl (802) + TX + the compound of the formula VII, take out (804 ) + TX + the compound of formula VII, tolclofosmethyl (808) + TX + the compound of formula VII, tolylfluanid (810) + TX + the compound of formula VII, triazoxide (821) + TX + the compound of formula VII, trichoderma harzianum ( 825) + TX + the compound of the formula VII, tricyclazole (828) + TX + the compound of the formula VII, triophorin (838) + TX + the compound of the formula VII, triphenyltin hydroxide (347) + TX + the compound of the formula VII, validamycin (846) + TX + the compound of the formula VII, vinclozolin (849) + TX + the compound of the formula VII, zineb (855) + TX + the compound of the formula VII, ziram (856) + TX + the compound of formula VII, zoxamide (857) + TX + the compound of formula VII, 1 + TX + the compound of formula VII, 1-bis (4-chlorophenyl) -2ethoxyethanol (IUPAC name) (910) + TX + the compound of formula VII, 2 + TX + the compound of the formula VII, 2,4dichlorophenyl benzenesulfonate (IUPAC / Chemical Abstracts Name) (1059) + TX + the compound of the formula VII, 2-fluoro-M-methyl-M-1-naphthylacetamide (IUPAC name) (1295) + TX + the compound of the formula VII, 4-chlorophenyl phenyl sul
32/162 phona (IUPAC name) (981) + TX + the compound of the formula VII, a compound of the formula B-5.1 + TX + the compound of the formula VII, a compound of the formula B-5.2 + TX + the compound of the formula VII, a compound of the formula B-5.3 + TX + the compound of the formula VII, a compound of the formula B-5.4 + TX + the compound of the formula VII, a compound of the formula B-5.5 + TX + the compound of the formula VII, a compound of the formula B-5.6 + TX + the compound of the formula VII, a compound of the formula B-
5.7 + TX + the compound of the formula VII, the compound B-5.8 + TX + the compound of the formula VII, the compound B-5.9 + TX + the compound of the formula VII, compound B-5.10 + TX + the compound of the formula VII , bixafen + TX + the compound of formula VII, fluopyram + TX + the compound of formula VII, compound B-5.13 + TX + the compound of formula VII, compound B-5.14 + TX + the compound of formula VII, compound B-
5.15 + TX + the compound of the formula VII, the compound B-5.16 + TX + the compound of the formula VII, the compound B-5.17 + TX + the compound of the formula VII, the compound B-5.18 + TX + the compound of the formula VII, acibenzolar-S-methyl (6) + TX + the compound of the formula VII, chlormequat chloride (137) + TX + the compound of the formula VII, etefon (307) + TX + the compound of the formula VII, mipequat chloride (509) + TX + the compound of formula VII, trinexapac-methyl (841) + TX + the compound of formula VII, abamectin (1) + TX + the compound of formula VII, clothianidin (165) + TX + the compound of formula VII, emamectin benzoate (291) + TX + the compound of the formula VII, imidacloprid (458) + TX + the compound of the formula VII, teflutrin (769) + TX + the compound of the formula
VII, thiamethoxam (792) + TX + the compound of formula VII, glyphosate (419) + TX + the compound of formula VII, a compound of formula V
F (V) + TX + the compound of formula VII,
33/162 fomesafen + TX + the compound of the formula VII, isopirazam + TX + the compound of the formula VII, silkxane + TX + the compound of the formula VII, the compound of the formula (VI)
(VI), + TX + the compound of the formula VII, 1- [4- [4 - [(5S) 5- (2,6-difluorophenyl) -4,5dihydro-1,2-oxazol-3-yl] - 1,3-thiazol-2-yl] piperidin-1-yl] -2- [5-methyl-3 (trifluoromethyl) -1H-pyrazol-1-yl] ethanone + TX + the compound of the formula
VII, 1- [4- [4- [5- (2,6-difluorophenyl) -4,5-dihydro-1,2-oxazol-3-yl] -1,3-thiazol-2yl] piperidin-1- yl] -2- [5-methyl-3- (trifluoromethyl) -1 H-pyrazol-1-yl] ethanone + TX + the compound of formula VII, fluxpyroxad + TX + the compound of formula VII, phosphorous acid + TX + the compound of formula VII, sodium salt of phosphorous acid + TX + the compound of formula VII, ammonium salt of phosphorous acid + TX + the compound of formula VII.
[0033] The combinations of active ingredients (A) + (B) + (C) may additionally contain phosphorous acid (IUPAC name phosphonic acid) and salts of phosphorous acid, particularly the sodium, potassium and ammonium salt. Phosphorous acid and phosphorous acid salts, particularly the sodium, potassium and ammonium salt, can also be mixed with components (A) + (B) and (A) + (C). The mixture of components (A) + (B) + (C) with phosphorous acid and salts of phosphorous acid, particularly the sodium, potassium and ammonium salt, represents a further embodiment of the invention.
[0034] A preferred component (A) is compound No. 1,001 (3- (difluoromethyl) -N-methoxy-1-methyl-N- [1-methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazole- 4-carboxamide). Preferred premixtures comprising component (A) and component (B) ready to mix with component (C) are selected from the group consisting of
34/162 the compound of the formula VII isopyrazam diphenoconazole azoxystrobin + protioconazole + tebuconazole + pyraclostrobin + trifloxystrobin + fludioxonil and + cyprodinil.
the compound No. 1.001 the compound No. 1.001 the compound No. 1.001 the compound No. 1.001 the compound No. 1.001 the compound No. 1.001 the compound No. 1.001 the compound No. 1.001 the compound No. 1.001 the compound No. 1.001 [0035] Preferred components (C) for mixing with premixes of the components (A) and (B) mentioned above are selected from the group consisting of the compound of the formula VII, fluxpyroxad, bixafen, pentiopirad, fluopyram, boscalid, isopyrazam, propiconazole, cyproconazole , diphenoconazole, protioconazole, thiabendazole, azoxystrobin, methyl thiophanate and iminoctadine tris (albesylate), provided that in each composition component (B) is different from component (C).
[0036] Particularly preferred components (C) for mixing with premixes of the components (A) and (B) mentioned above are selected from the group consisting of isopyrazam, diphenoconazole, azoxystrobin, protioconazole, tebuconazole, pyraclostrobin, trifloxystrobin, fludioxonil, cyprodinil and fluazinam, provided that in each composition component (B) is different from component (C).
[0037] Especially preferred embodiments of the present invention are selected from the following mixtures of active ingredients:
compound No. 1,001 compound No. 1,001 compound No. 1,001 compound No. 1,001 compound of formula VII compound of formula VII compound of formula VII compound of formula VII isopyrazam; diphenoconazole; azoxystrobin; protioconazole;
35/162 compound No. 1,001 + the compound of formula VII + tebuconazole;
compound No. 1,001 + the compound of formula VII + pyraclostrobin;
compound No. 1,001 + the compound of formula VII + trifloxystrobin;
compound No. 1,001 + the compound of formula VII + fludioxonil;
compound No. 1,001 + the compound of formula VII + cyprodinil;
compound No. 1,001 + the compound of formula VII + fluzinam;
compound No. 1,001 + isopyrazam + diphenoconazole;
compound No. 1,001 + isopyrazam + azoxystrobin;
compound No. 1,001 + isopyrazam + protioconazole;
compound No. 1,001 + isopirazam + tebuconazole;
compound No. 1,001 + isopirazam + pyraclostrobin;
compound No. 1,001 + isopyrazam + trifloxystrobin;
compound No. 1,001 + isopirazam + fludioxonil;
compound No. 1,001 + isopirazam + cyprodinil;
compound No. 1,001 + isopyrazam + fluazinam;
compound No. 1,001 + diphenoconazole + azoxystrobin;
compound No. 1,001 + diphenoconazole + protioconazole;
compound No. 1,001 + diphenoconazole + tebuconazole;
compound No. 1,001 + diphenoconazole + pyraclostrobin;
compound No. 1,001 + diphenoconazole + trifloxystrobin;
compound No. 1,001 + diphenoconazole + fludioxonil;
compound No. 1,001 + diphenoconazole + cyprodinil;
compound No. 1,001 + diphenoconazole + fluazinam;
compound No. 1,001 + azoxystrobin + protioconazole;
compound No. 1,001 + azoxystrobin + tebuconazole;
compound No. 1,001 + azoxystrobin + pyraclostrobin;
compound No. 1,001 + azoxystrobin + trifloxystrobin;
compound No. 1,001 + azoxystrobin + fluodioxonil;
compound No. 1,001 + azoxystrobin + cyprodinil;
compound No. 1,001 + azoxystrobin + fluazinam;
36/162 + protioconazole + tebuconazole;
+ protioconazole + pyraclostrobin;
+ protioconazole + trifloxystrobin;
+ protioconazole + fludioxonil;
+ protioconazole + cyprodinil;
+ protioconazole + fluazinam;
+ tebuconazole + pyraclostrobin;
+ tebuconazole + trifloxystrobin;
+ tebuconazole + fludioxonil;
+ tebuconazole + cyprodinil;
+ tebuconazole + fluazinam;
+ pyraclostrobin + trifloxystrobin;
+ pyraclostrobin + fludioxonil;
+ pyraclostrobin + cyprodinil;
+ piraclostrobin + fluazinam;
+ trifloxystrobin + fludioxonil;
+ trifloxystrobin + cyprodinil;
+ trifloxystrobin + fluzinam;
+ fludioxonil + cyprodinil;
+ fludioxonil + fluazinam; e + cyprodinil + fluzinam;
Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1,001 Compound No. 1.001 [0038] The active ingredient combinations are effective against harmful microorganisms, such as microorganisms that cause phytopathogenic diseases, in particular against phytopathogenic fungi and bacteria.
[0039] The combinations of active ingredients are especially effective against phytopathogenic fungi belonging to the following classes: Ascomycetes (eg, Venturia, Podosphaera, Erysiphe, Monilinia, Mycosphaerella, Uncinula); Basidiomycetes (eg, the genus Hemileia, Rhizoctonia, Phakopsora, Puccinia, Ustilago, Tilletia); Fungi im37 / 162 perfecti (also known as Deuteromycetes; eg, Botrytis,
Helminthosporium, Rhynchosporium, Fusarium, Septoria, Cercospora,
Alternaria, Pyricularia and Pseudocercosporella); Oomycetes (e.g.,
Phytophthora, Peronospora, Pseudoperonospora, Albugo, Bremia,
Pythium, Pseudosclerospora, Plasmopara).
[0040] According to the invention, useful plants typically comprise the following plant species: grape vines; cereals, such as wheat, barley, rye or oats; beet, such as sugar beet or fodder beet; fruits, such as pomoideas, stone fruits or soft fruits, for example apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries or blackberries; leguminous plants, such as beans, lentils, peas or soybeans; oil plants, such as rapeseed, mustard, poppy, olives, sunflowers, coconut, castor oil plants, cocoa beans or peanuts; cucumber plants, such as zucchinis, cucumbers or melons; fiber plants, such as cotton, linen, hemp or jute; citrus fruits, such as oranges, lemons, grapefruits or tangerines; vegetables, such as spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, cucurbits or paprika; lauraceae, such as avocados, cinnamon or camphor; corn; tobacco; nuts; coffee; sugar cane; tea; grapevines; hops; durian; bananas; natural rubber plants; and grass or ornamental plants, such as flowers, shrubs, trees with broad or perennial leaves, for example conifers. This list does not represent any limitation.
[0041] The term useful plants is to be understood as also including useful plants that have been made tolerant to herbicides such as bromoxynil or classes of herbicides (such as, for example, HPPD inhibitors, ALS inhibitors, for example primisulfuron, prosulfuron and trifloxysulfuron , EPSPS inhibitors (5-enol-pyrovyl-shiquime-3-phosphate synthase), GS (glutamine synthetase) inhibitors) as results
38/162 of conventional breeding methods or genetic engineering. An example of a culture that has been made tolerant to imidazolinones, e.g. ex. imazamox, by conventional breeding methods (mutagenesis) is the Clearfield® summer rapeseed (Canola). Examples of crops that have been made tolerant to herbicides or classes of herbicides by genetic engineering methods include glyphosate and glufosinate resistant maize varieties commercially available under the trademarks RoundupReady®, Herculex I ® and LibertyLink ® .
[0042] The term useful plants is to be understood as including also useful plants that have been so transformed by the use of recombinant DNA techniques that they are able to synthesize one or more selectively active toxins, such as are known, for example, from bacteria producing toxins, especially those of the Bacillus genus.
[0043] Toxins that can be expressed by such transgenic plants include, for example insecticidal proteins, for example insecticidal proteins from Bacillus cereus or Bacillus popilliae; or insecticidal proteins of Bacillus thuringiensis, such as δ-endotoxins, e.g., CryIA (b), CryIA (c), CryIF, CryIF (a2), CryIIA (b), CryIIIA, CryIIIB (b1) or Cry9c, or vegetative insecticidal proteins (VIP), eg, VIP1, VIP2, VIP3 or VIP3A; or insecticidal proteins from bacteria colonizing nematodes, for example Photorhabdus spp. or Xenorhabdus spp., such as Photorhabdus luminescens, Xenorhabdus nematophilus; toxins produced by animals, such as scorpion toxins, arachnid toxins, wasp toxins and other insect specific neurotoxins; toxins produced by fungi, such as Streptomycetes toxins, plant lectins, such as pea lectins, barley lectins, or white bell lectins; agglutinins; proteinase inhibitors, such as trypsin inhibitors, serine inhibitors
39/162 proteases, patatin, cystatin, papain inhibitors; ribosome inactivating proteins (RIP), such as ricin, corn RIP, abrina, lufina, saporina or briodina; steroid metabolism enzymes, such as 3-hydroxysteroidoxidase, ecdysteroid-UDP-glycosyl transferase, cholesterol oxidases, ecdysone inhibitors, HMG-COA-reductase, ion channel blockers, such as sodium or calcium channel blockers, juvenile hormone, diuretic hormone receptors, stilbene synthase, bibenzyl synthase, chitinases and glucanases. [0044] In the context of the present invention are to be understood as δ-endotoxins, for example, CryIA (b), CryIA (c), CryIF, CryIF (a2), CryIIA (b), CryIIIA, CryIIIB (b1) or Cry9c , or vegetative insecticidal proteins (VIP), for example VIP1, VIP2, VIP3 or VIP3A, also expressly hybrid toxins, truncated toxins and modified toxins. Hybrid toxins are produced recombinantly by a new combination of different domains of these proteins (see, for example, WO 02/15701). An example of a truncated toxin is a truncated CryIA (b), which is expressed in the Bt11 maize from Syngenta Seed SAS, as described below. In the case of modified toxins, one or more naturally occurring toxin amino acids are replaced. In such amino acid substitutions, preferably protease recognition sequences not naturally present are inserted into the toxin, such as, for example, in the case of CryIIIA055, a cathepsin D recognition sequence is inserted into a CryIIIA toxin (see WO 03/018810 ).
[0045] Examples of such toxins or transgenic plants capable of synthesizing such toxins are disclosed, for example, in EP-A-0 374 753, WO 93/07278, WO 95/34656, EP-A-0 427 529, EP- A-451 878 and WO 03/052073.
[0046] The processes for the preparation of such transgenic plants are generally known to the person skilled in the art and
40/162 are described, for example, in the publications mentioned above. CryI-type deoxyribonucleic acids and their preparation are known, for example, from WO 95/34656, EP-A-0 367 474, EP-A-0 401
979 and WO 90/13651.
[0047] The toxin contained in transgenic plants provides plants with tolerance to harmful insects. Such insects can occur in any taxonomic group of insects, but are especially commonly found in beetles (Coleoptera), double-winged insects (Diptera) and butterflies (Lepidoptera).
[0048] Transgenic plants that contain one or more genes that encode an insecticidal resistance and express one or more toxins are known and some of them are commercially available. Examples of such plants are: YieldGard® (corn variety that expresses a CryIA toxin (b)); YieldGard Rootworm® (corn variety that expresses a CryIIIB toxin (b1)); YieldGard Plus® (corn variety that expresses a CryIA toxin (b) and a CryIIIB toxin (b1)); Starlink® (corn variety that expresses a Cry9 toxin (c)); Herculex I® (corn variety that expresses a CryIF toxin (a2) and the enzyme phosphinothricin N-acetyltransferase (PAT) to achieve tolerance to the herbicide glufosinate ammonium); NuCOTN 33B® (cotton variety that expresses a CryIA toxin (c)); Bollgard I® (cotton variety that expresses a CryIA toxin (c)); Bollgard II® cotton variety that expresses a CryIA toxin (c) and a CryIIA toxin (b)); VIPCOT ® (cotton variety that expresses a VIP toxin); NewLeaf® (potato variety that expresses a CryIIIA toxin); NatureGard® and Protecta®.
[0049] Additional examples of such transgenic crops are:
[0050] 1. Bt11 corn from Syngenta Seeds SAS, Chemin de l'Hobit
27, F-31 790 St. Sauveur, France, registration number C / FR / 96/05/10.
Zea mays genetically modified that was made resistant to ata41 / 162 by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of a truncated CryIA (b) toxin.
Bt11 corn also expresses transgenically the PAT enzyme to achieve tolerance to the herbicide glufosinate ammonium.
[0051] 2. Bt176 corn from Syngenta Seeds SAS, Chemin de l'Hobit
27, F-31 790 St. Sauveur, France, registration number C / FR / 96/05/10. Genetically modified Zea mays that have been made resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of a CryIA toxin (b). Bt176 maize also transgenically expresses the PAT enzyme to achieve tolerance to the herbicide glufosinate ammonium.
[0052] 3. MIR604 maize from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96/05/10. Maize that has been made resistant to insects by transgenic expression of a modified CryIIIA toxin. This toxin is Cry3A055 modified by inserting a cathepsin-D-protease recognition sequence. The preparation of such transgenic corn plants is described in WO 03/018810.
[0053] 4. MON 863 maize from Monsanto Europe S.A. 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / DE / 02/9. MON 863 expresses a CryIIIB (b1) toxin and is resistant to certain Coleoptera insects.
[0054] 5. Cotton IPC 531 from Monsanto Europe S.A. 270-272
Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / ES / 96/02.
[0055] 6. Corn 1507 from Pioneer Overseas Corporation, Avenue
Tedesco, 7 B-1160 Brussels, Belgium, registration number C / NL / 00/10. Corn genetically modified for the expression of the protein Cry1F to achieve resistance to certain insects Lepidoptera and the protein PAT to achieve tolerance to the herbicide glufosinate ammonium.
42/162 [0056] 7. Maize NK603 x MON 810 from Monsanto Europe S.A. 270272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / GB / 02 / M3 / 03. It consists of hybrid maize varieties conventionally improved by crossing the genetically modified varieties NK603 and MON 810. Maize NK603 χ MON 810 transgenically expresses the CP4 EPSPS protein, obtained from the Agrobacterium sp. CP4, which provides tolerance to the herbicide Roundup® (contains glyphosate), and also a CryIA toxin (b) obtained from Bacillus thuringiensis subsp. kurstaki that provides tolerance to certain Lepidoptera, including the European corn borer.
[0057] Transgenic crops of insect resistant plants are also described in BATS (Zentrum für Biosicherheit und Nachhaltigkeit, Zentrum BATS, Clarastrasse 13, 4058 Basel, Switzerland) Report 2003, (http://bats.ch).
[0058] The term useful plants is to be understood as including also useful plants that have been so transformed by the use of recombinant DNA techniques that they are able to synthesize antipathogenic substances having a selective action, such as, for example, the so-called proteins related to pathogenesis (PRPs, see, eg, EP-A-0 392 225). Examples of such antipathogenic substances and transgenic plants capable of synthesizing such antipathogenic substances are known, for example, from EP-A-0 392 225, WO 95/33818 and EP-A-0 353 191. The methods of producing such transgenic plants they are generally known to the person skilled in the art and are described, for example, in the publications mentioned above.
[0059] Antipathogenic substances that can be expressed by such transgenic plants include, for example, ion channel blockers, such as sodium and calcium channel blockers, for example the viral toxins KP1, KP4 or KP6; stilbene synthases;
43/162 bibenzyl synthases; chitinases; glucanases; so-called pathogenesis-related proteins (PRPs; see, eg, EP-A-0 392 225); antipathogenic substances produced by microorganisms, for example peptide antibiotics or heterocyclic antibiotics (see, eg, WO 95/33818) or protein or polypeptide factors involved in the defense of plants against pathogens (so-called disease resistance genes) plants, as described in WO 03/000906).
[0060] Useful plants of high interest in connection with the present invention are cereals; Soy; rice; rapeseed; pomoideas; stone fruits; peanuts; coffee; tea; strawberries; grass; vines and vegetables, such as tomatoes, potatoes, cucurbits and lettuce.
[0061] The term locus of a useful plant as used here is intended to cover the place where useful plants are growing, where the propagating materials of useful plants are sown or where propagating materials for useful plants will be placed in the soil . An example of such a locus is a field, in which cultivation plants are growing.
[0062] The term plant propagation material is understood to denote generative parts of a plant, such as seeds, that can be used for the multiplication of the latter, and vegetative material, such as cuttings or tubers, for example, potatoes. For example, seeds (in the strict sense), roots, fruits, tubers, bulbs, rhizomes and parts of plants can be mentioned. Germinated plants and young plants that are to be transplanted after germination or after the emergence of the soil can also be mentioned. These young plants can be protected before transplantation through total or partial immersion treatment. Preferably, plant propagation material is understood to denote seeds.
44/162 [0063] An additional aspect of the present invention is a method of protecting natural substances of plant and / or animal origin, which have been taken from the natural life cycle, and / or their processed forms against fungal attack, which comprises application to said natural substances of plant and / or animal origin or their processed forms of a combination of components (A) and (B) and (C) in an amount synergistically effective.
[0064] According to the present invention, the term "natural substances of plant origin, which were taken from the natural life cycle" denotes plants or parts thereof that were collected from the natural life cycle and which are in the newly collected form . Examples of such natural substances of plant origin are stems, leaves, tubers, seeds, fruits or grains. According to the present invention, the term "processed form of a natural substance of plant origin" is understood to denote a form of a natural substance of plant origin that is the result of a process of modification. Such modification processes can be used to transform the natural substance of plant origin into a more storable form of such a substance (a storage asset). Examples of such modification processes are pre-drying, wetting, crushing, grinding, grinding, pressing or toasting. Also being defined as a processed form of a natural substance of plant origin is wood, either in the form of raw wood, such as construction wood, electricity poles and barriers, or in the form of finished articles, such as furniture or objects made of wood.
[0065] According to the present invention, the term natural substances of animal origin, which were taken from the natural life cycle and / or their processed forms is understood to denote material of animal origin such as skin, leather, leather, skins, pelo and simila45 / 162 res.
[0066] The combinations according to the present invention can prevent disadvantageous effects such as decay, discoloration or mold.
[0067] A preferred embodiment of the present invention is a method of protecting natural substances of plant origin, which were taken from the natural life cycle, and / or their processed forms against fungal attack, which comprises application to said natural substances of vegetable and / or animal origin or their processed forms of a combination of components (A) and (B) and (C) in an amount synergistically effective.
[0068] An additional preferred embodiment of the present invention is a method of protecting fruits, preferably pomoideas, stone fruits, soft fruits and citrus fruits, which were taken from the natural life cycle, and / or their processed forms, which comprises application to said fruit and / or animal or its processed forms of a combination of components (A) and (B) and (C) in an amount synergistically effective.
[0069] The combinations of the present invention can also be used in the area of protection of industrial material against fungal attack. In accordance with the present invention, the term industrial material denotes non-living material that has been prepared for use in industry. For example, industrial materials that are intended to be protected against fungal attack may be glues, gums, paper, board, fabrics, carpets, leather, wood, constructions, paints, plastic articles, cooling lubricants, aqueous hydraulic fluids and other materials that can be infested with, or decomposed by, microorganisms. Cooling and heating systems, air conditioning and ventilation systems and parts of production plants, for example water circuits for cooling, which can be damaged
46/162 by the multiplication of microorganisms can also be mentioned among the materials to be protected. The combinations according to the present invention can prevent disadvantageous effects such as decay, discoloration or mold.
[0070] The combinations of the present invention can also be used in the area of protection of technical material against fungal attack. According to the present invention, the term technical material includes paper; carpets; constructions; cooling and heating systems; air conditioning and ventilation systems and the like. The combinations according to the present invention can prevent disadvantageous effects such as decay, discoloration or mold.
[0071] The combinations according to the present invention are particularly effective against powdery mildew; rust; leaf spot species; mold and early mildew; especially against Septoria, Puccinia, Erysiphe, Pyrenophora and Tapesia in cereals; Phakopsora in soy; Hemilea in coffee; Phragmidium in roses; Alternate in potatoes, tomatoes and cucurbits; Sclerotinia in grass, vegetables, sunflowers and rapeseed; black rot, red leaf spots, powdery mildew, gray mold and grape scoriosis; Botrytis cinerea in fruits; Monilinia spp. in fruits and Penicillium spp. in fruits.
[0072] The combinations according to the present invention are furthermore particularly effective against diseases transmitted by the seed and transmitted by the soil, such as Alternaria spp., Ascochyta spp., Botrytis cinerea, Cercospora spp., Claviceps purpurea, Cochliobolus sativus, Colletotrichum spp., Epicoccum spp., Fusarium graminearum, Fusarium moniliforme, Fusarium oxysporum, Fusarium proliferatum, Fusarium solani, Fusarium subglutinans, Gaumannomyces graminis, Helminthosporium spp.
47/162
Rhizoctonia cerealis, Sclerotinia spp., Septoria spp., Sphacelotheca reilliana, Tilletia spp., Typhula incarnata, Urocystis occulta, Ustilago spp. or Verticillium spp .; in particular against cereal pathogens, such as wheat, barley, rye or oats; corn; rice; cotton; Soy; grass; sugar beet; rapeseed; potatoes; legume crops, such as peas, lentils or chickpeas; and sunflower.
[0073] The combinations according to the present invention are also more particularly effective against post-harvest diseases such as Botrytis cinerea, Colletotrichum musae, Curvularia lunata, Fusarium semitecum, Geotrichum candidum, Monilinia fructicola, Monilinia fructigena, Monilinia laxa, Mucor piriformis , Penicilium italicum, Penicilium solitum, Penicillium digitatum or Penicillium expansum, in particular against fruit pathogens, such as pomoideas, for example apples and pears, stone fruits, for example peaches and plums, citrus, melons, papaya, kiwi, mango, berries, for example strawberries, avocados, pomelos and bananas, and nuts.
[0074] The amount of a combination of the invention to be applied will depend on several factors, such as the compounds employed; the target of the treatment, such as, for example, plants, soil or seeds; the type of treatment, such as, for example, spraying, dusting or covering seed; the purpose of the treatment, such as, for example, prophylactic or therapeutic; the type of fungi to be controlled or the time of application.
[0075] It has been found that the use of components (B) and (C) in combination with the component of formula I can surprisingly and substantially enhance the effectiveness of the latter against fungi, and vice versa. In addition, the method of the invention is effective against a broader spectrum of these fungi that can be combated with the active ingredients of this method, when used alone.
[0076] The mixture of active ingredients of the compounds of the formula
48/162 selected from Tables 1 and 2 with the active ingredients (B + C) described above comprises a compound selected from Table 1 and and an active ingredient as described above preferably in a mixing ratio of 1000: 1 to 1: 1000, especially from 50: 1 to 1:50, more especially in a ratio of 20: 1 to 1:20, even more especially from 10: 1 to 1:10, most especially from 5: 1 and 1: 5, with special preference being given at a ratio of 2: 1 to 1: 2, and a ratio of 4: 1 to 2: 1 being equally preferred, above all in a ratio of 1: 1, or 5: 1, or 5: 2, or 5 : 3, or 5: 4, or 4: 1, or 4: 2, or 4: 3, or
3: 1, or 3: 2, or 2: 1, or 1: 5, or 2: 5, or 3: 5, or 4: 5, or 1: 4, or 2: 4, or
3: 4, or 1: 3, or 2: 3, or 1: 2, or 1: 600, or 1: 300, or 1: 150, or 1: 35, or
2:35, or 4:35, or 1:75, or 2:75, or 4:75, or 1: 6000, or 1: 3000, or
1: 1500, or 1: 350, or 2: 350, or 4: 350, or 1: 750, or 2: 750, or 4: 750. These mixing ratios are understood to include, on the one hand, weight ratios, and also, on the other hand, molar ratios.
[0077] In a preferred embodiment of the invention, the weight ratios of component (A) selected from tables 1 and 2 in relation to the mixture of components (B) and (C) are 4: 1 to 1: 4.
[0078] In a preferred embodiment of the invention, the weight ratios of component (B) in relation to component (C) are 2: 1 to 1: 6.
[0079] Mixtures comprising a compound of formula I selected from tables 1 and 2 and one or more active ingredients as described above can be applied, for example, in a simple "ready-mixed" form, in a combined spray mixture composed from separate formulations of the components of single active ingredients, such as a tank mix, and in a combined use of the single active ingredients when applied in a sequential manner, ie, one after the other with a reasonably short period, such as a few hours or days. The application order
49/162 of the compounds of formula I selected from table 1 and the active ingredients as described above is not essential for carrying out the present invention.
[0080] The synergistic activity of the combination is apparent from the fact that the fungicidal activity of the composition of (A) + (B) + (C) is greater than the sum of the fungicidal activities of (the mixture of A + B ) and (C), or (the mixture of A + C) and (B) or (A) and (B) and (C).
[0081] The method of the invention comprises application to useful plants, their locus or their propagating material in mixture or separately from an aggregate synergistically effective amount of a component (A) and a component (B) and a component (C ).
[0082] Some of the said compositions according to the invention have a systemic action and can be used as foliar, soil and seed treatment fungicides.
[0083] With the combinations according to the invention, it is possible to inhibit or destroy phytopathogenic microorganisms that occur in plants or parts of plants (fruits, flowers, leaves, stems, tubers, roots) in different useful plants, while At the same time, the parts of plants that grow later are also protected from attack by phytopathogenic microorganisms.
[0084] The combinations of the present invention are of particular interest for controlling a large number of fungi in various useful plants or their seeds, especially in field crops such as potatoes, tobacco and sugar beets, and wheat, rye, barley, oats, rice, corn, lawns, cotton, soybeans, rapeseed, legume crops, sunflower, coffee, sugar cane, fruits and ornamental plants in horticulture and viticulture, in vegetables such as cucumbers, beans and cucurbits.
[0085] The combinations according to the invention are applied
50/162 by treating fungi, useful plants, their locus, their propagating material, natural substances of plant and / or animal origin, which were taken from the natural life cycle, and / or their processed forms, or of industrial materials threatened by fungi attacks, with a combination of components (A) and (B) and (C), preferably in a synergistically effective amount.
[0086] The combinations according to the invention can be applied before or after infection of useful plants, their propagating material, natural substances of plant and / or animal origin, which have been taken from the natural life cycle, and / or its processed forms, or of industrial materials by fungi.
[0087] The combinations according to the invention are particularly useful for controlling the following plant diseases: Alternaria species in fruits and vegetables,
Ascochyta species in legume crops,
Botrytis cinerea in strawberries, tomatoes, sunflower, legumes, vegetables and grapes,
Cercospora arachidicola on peanuts,
Cochliobolus sativus in cereals,
Colletotrichum species in legume crops,
Erysiphe species in cereals,
Erysiphe cichoracearum and Sphaerotheca fuliginea in cucurbits, Fusarium species in cereals and corn,
Gaumannomyces graminis in cereals and lawns,
Helminthosporium species in corn, rice and potatoes, Hemileia vastatrix in coffee,
Microdochium species in wheat and rye,
Phakopsora species in soybean,
Puccinia species in cereals, broadleaf crops and perennials,
51/162
Pseudocercosporella species in cereals,
Phragmidium mucronatum in roses, Podosphaera species in fruits, Pyrenophora species in barley, Pyricularia oryzae in rice, Ramularia collo-cygni in barley,
Rhizoctonia species in cotton, soybeans, cereals, corn, potatoes, rice and lawns,
Rhynchosporium secalis in barley and rye,
Species of Sclerotinia in lawns, lettuce, vegetables and rapeseed, Septoria species in cereals, soybeans and vegetables,
Sphacelotheca reilliana in maize, Tilletia species in cereals,
Uncinula necator, Guignardia bidwellii and Phomopsis viticola on vines,
Urocystis occult in rye,
Ustilago species in cereals and maize,
Venturia species in fruits,
Monilinia species in fruits, Penicillium species in citrus fruits and apples.
[0088] The compounds according to the invention are valuable active ingredients in preventive and / or curative terms in the area of pest control, even at low rates of application, which have a very favorable biocidal spectrum and are well tolerated by blood species fish and plants. The active ingredients according to the invention that are partially known for their insecticidal action act against all or individual stages of development of normally sensitive but also resistant animal pests, such as insects or representatives of the order Acarina. The insecticidal or acaricidal activity of the compositions according to the invention
52/162 can manifest itself directly, ie, in the destruction of pests, which takes place either immediately or only after some time has passed, for example during ecdysis, or indirectly, for example in a reduced rate of oviposition and / or hatching, corresponding to a good activity with a destruction rate (mortality) of at least 50 to 60%.
[0089] Examples of the animal pests mentioned above are: of the order Acarina, for example,
Acarus siro, Aceria sheldoni, Aculus schlechtendali, Amblyomma spp., Argas spp., Boophilus spp., Brevipalpus spp., Bryobia praetiosa, Calipitrimerus spp., Chorioptes spp., Dermanyssus gallinae, Eotetranyches spini., Erio Ixodes spp., Olygonychus pratensis, Ornithodoros spp., Panonychus spp., Phyllocoptruta oleivora, Polyphagotarsonemus latus, Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Tarsonemus spp. and Tetranychus spp .;
of the Anoplura order, for example,
Haematopinus spp., Linognathus spp., Pediculus spp., Pemphigus spp. and Phylloxera spp .;
of the order Coleoptera, for example,
Agriotes spp., Anthonomus spp., Atomaria linearis, Chaetocnema tibialis, Cosmopolites spp., Curculio spp., Dermestes spp., Diabrotica spp., Epilachna spp., Eremnus spp., Leptinotarsa decemlineata, Lissorhopilus spp. spp., Otiorhynchus spp., Phlyctinus spp., Popillia spp., Psylliodes spp., Rhizopertha spp., Scarabeidae, Sitophilus spp., Sitotroga spp., Tenebrio spp., Tribolium spp. and Trogoderma spp .;
of the order Diptera, for example,
Aedes spp., Antherigona soccata, Bibio hortulanus, Calliphora erythrocephala, Ceratitis spp., Chrysomyia spp., Culex spp., Cuterebra spp.,
53/162
Dacus spp., Drosophila melanogaster, Fannia spp., Gastrophilus spp., Glossina spp., Hypoderma spp., Hyppobosca spp., Liriomyza spp., Lucilia spp., Melanagromyza spp., Musca spp., Oestrus spp., Orseolia , Oscinella frit, Pegomyia hyoscyami, Phorbia spp., Rhagoletis pomonella, Sciara spp., Stomoxys spp., Tabanus spp., Tannia spp. and Tipula spp .;
of the order Heteroptera, for example,
Cimex spp., Distantiella theobroma, Dysdercus spp., Euchistus spp., Eurygaster spp., Leptocorisa spp., Nezara spp., Piesma spp., Rhodnius spp., Sahlbergella singularis, Scotinophara spp. and Triatoma spp .; of the order Homoptera, for example,
Aleurothrixus floccosus, Aleyrodes brassicae, Aonidiella spp., Aphididae, Aphis spp., Aspidiotus spp., Bemisia tabaci, Ceroplaster spp., Chrysomphalus aonidium, Chrysomphalus dictyospermi, Coccus hesperidum, Sp. , Laodelphax spp., Lecanium corni, Lepidosaphes spp., Macrosiphus spp., Myzus spp., Nephotettix spp., Nilaparvata spp., Parlatoria spp., Pemphigus spp., Planococcus spp., Pseudaulacaspp spp. ., Pulvinaria aethiopica, Quadraspidiotus spp., Rhopalosiphum spp., Saissetia spp., Scaphoideus spp., Schizaphis spp., Sitobion spp., Trialeurodes vaporariorum, Trioza erytreae and Unaspis citri;
of the order Hymenoptera, for example,
Acromyrmex, Atta spp., Cephus spp., Diprion spp., Diprionidae, Gilpinia polytoma, Hoplocampa spp., Lasius spp., Monomorium pharaonis, Neodiprion spp., Solenopsis spp. and Vespa spp .;
of the order Isoptera, for example,
Reticulitermes spp .;
of the order Lepidoptera, for example,
Acleris spp., Adoxophyes spp., Aegeria spp., Agrotis spp., Alabama
54/162 argillaceae, Amylois spp., Anticarsia gemmatalis, Archips spp., Argyrotaenia spp., Autographa spp., Busseola fusca, Cadra cautella, Carposina nipponensis, Chilo spp., Choristoneura spp., Clysia ambiguella, Cnaphalocrocispp. Sp. ., Cochylis spp., Coleophora spp., Crocidolomia binotalis, Cryptophlebia leucotreta, Cydia spp., Diatraea spp., Diparopsis castanea, Earias spp., Ephestia spp., Eucosma spp., Eupoecilia ambiguella, Euprocoa spp. Grapholita spp., Hedya nubiferana, Heliothis spp., Hellula undalis, Hyphantria cunea, Keiferia lycopersicella, Leucoptera scitella, Lithocollethis spp., Lobesia botrana, Lymantria spp., Lyonetia spp., Malacosoma spp., Mandestra brassica ., Ostrinia nubilalis, Pammene spp., Pandemis spp., Panolis flammea, Pectinophora gossypiela, Phthorimaea operculella, Pieris rapae, Pieris spp., Plutella xylostella, Prays spp., Scirpophaga spp., Sesamia spp., Spganothpp. ., Synanthedon spp., Thaumetopoea spp., Tortrix spp., Trichoplusia ni and Yponomeuta spp .;
of the order Mallophaga, for example, Damalinea spp. and Trichodectes spp .; of the order Orthoptera, for example, Blatta spp., Blattella spp., Gryllotalpa spp., Leucophaea maderae, Locusta spp., Periplaneta spp. and Schistocerca spp .;
of the order Psocoptera, for example,
Liposcelis spp .;
of the order Siphonaptera, for example,
Ceratophyllus spp., Ctenocephalides spp. and Xenopsylla cheopis; of the order Thysanoptera, for example,
Frankliniella spp., Hercinothrips spp., Scirtothrips aurantii, Taeniothrips spp., Thrips palmi and Thrips tabaci;
of the order Thysanura, for example,
Saccharine lepisma;
55/162 nematodes, for example root nodule nematodes, stem anguils and leaf nematodes;
especially Heterodera spp., for example Heterodera schachtii, Heterodora avenae and Heterodora trifolii; Globodera spp., For example Globodera rostochiensis; Meloidogyne spp., For example Meloidogyne incoginita and Meloidogyne javanica; Radopholus spp., For example Radopholus similis; Pratylenchus, for example Pratylenchus neglectans and Pratylenchus penetrans; Tylenchulus, for example Tylenchulus semipenetrans; Longidorus, Trichodorus, Xiphinema, Ditylenchus, Aphelenchoides and Anguina;
flea beetles (Phyllotreta spp.); root larvae (Delia spp.) and weevil from the seed pods of the cabbage (Ceutorhynchus spp.). [0090] The combinations according to the invention can be used for control, ie, containment or destruction, of animal pests of the above mentioned type that occur in plants useful in agriculture, horticulture and forests, or in useful plant organs, such as fruits, flowers, foliage, stems, tubers or roots, and in some cases even useful plant organs that are formed at a later time remain protected against these animal pests.
[0091] When applied to useful plants, the compound of formula I is applied at a rate of 5 to 2000 g ai / ha, particularly 10 to 1000 g ai / ha, eg 50, 75, 100 or 200 g ai / ha, in combination with 1 to 5000 g ai / ha, particularly 2 to 2000 g ai / ha, eg 100, 250, 500, 800, 1000, 1500 g ai / ha of components (B) and (C), depending on the chemical class used as components (B) and (C).
[0092] In agricultural practice, the rates of application of the combination according to the invention depend on the type of effect desired, and ti56 / 162 typically range from 20 to 4000 g of the total combination per hectare. [0093] When the combinations of the present invention are used for seed treatment, rates of 0.001 to 50 g of a compound of formula I per kg of seeds are generally sufficient, preferably from 0.01 to 10 g per kg of seeds, and 0.001 at 50 g of a compound of component (B), per kg of seeds, preferably from 0.01 to 10 g per kg of seeds.
[0094] The invention also provides pesticidal compositions comprising a combination of components (A) and (B) and (C) as mentioned above in a synergistically effective amount, together with an agriculturally acceptable carrier, and optionally a surfactant. In said compositions, the weight ratio of (A) to (B + C) is preferably between 1000: 1 and 1: 1000. In a preferred embodiment of the invention, the weight ratios in said compositions of component ( A) in relation to the mixture of components (B) and (C) are 4: 1 to 1: 4. In a preferred embodiment of the invention, the weight ratios of component (B) in relation to component (C) in said compositions are from 2: 1 to 1: 6.
[0095] The compositions of the invention can be used in any conventional form, for example in the form of a double pack, a dry seed treatment powder (DS), a seed treatment emulsion (ES), a concentrate suitable for flow for seed treatment (FS), a seed treatment solution (LS), a water-dispersible powder for seed treatment (WS), a suspension of seed treatment capsules (CF), a seed treatment gel (GF), an emulsifiable concentrate (EC), a suspension concentrate (SC), a suspoemulsion (SE), a capsule suspension (CS), a water-dispersible granule (WG), an emulsifiable granule (EG), a emulsion,
57/162 water in oil (EO), an emulsion, oil in water (EW), a microemulsion (ME), an oil dispersion (OD), an oil miscible fluid (OF), an oil miscible liquid (OL ), a soluble concentrate (SL), an ultra-low volume suspension (SU), an ultra-low volume liquid (UL), a technical concentrate (TK), a dispersible concentrate (DC), a wettable powder (WP) or any formulation technically possible in combination with agriculturally acceptable adjuvants.
[0096] Such compositions can be produced in a conventional manner, e.g., by mixing the active ingredients with appropriate formulation aggregates (diluents, solvents, fillers and optionally other formulation ingredients such as surfactants, biocides, antifreeze, adhesives, thickeners) and compounds that provide adjuvant effects). Conventional slow release formulations where long-lasting efficacy is desired can also be employed. Particularly, formulations to be applied to spray forms, such as water-dispersible concentrates (eg, EC, SC, DC, OD, SE, EW, EO and the like), wettable powders and granules, may contain surfactants such as as wettable and dispersing agents and other compounds that provide adjuvant effects, eg, the condensation product of formaldehyde with naphthalene sulfonate, an alkylarylsulfonate, a lignin sulfonate, a grease alkyl sulfate, and ethoxylated alkylphenol and a fatty alcohol ethoxylated.
[0097] A seed cover formulation is applied in a manner known per se to the seeds employing the combination of the invention and a diluent in a suitable form for seed cover formulation, e.g., as an aqueous suspension or in a form of dry powder having good adhesion to the seeds. Such seed cover formulations are known in the art. Seed cover formulations can contain the unique active ingredients or the combination of the active ingredients in form
58/162 encapsulated, eg as slow-release capsules or microcapsules.
[0098] In general, formulations include from 0.01 to 90% by weight of active agent, from 0 to 20% of agriculturally acceptable surfactant and 10 to 99.99% of solid or liquid formulation aggregates and adjuvant (s) , the active agent consisting of at least the compound of formula I together with components (B) and (C), and optionally other active agents, particularly microbiocides or preservatives or the like. The concentrated forms of the compositions generally contain between about 2 and 80%, preferably between about 5 and 70% by weight of active agent. Forms of application of the formulation may for example contain from 0.01 to 20% by weight, preferably from 0.01 to 5% by weight of active agent. While commercial products will preferably be formulated as concentrates, the end user will normally employ diluted formulations.
[0099] The following Examples serve to illustrate the invention, denoting active ingredient a mixture of compound I and component compounds (B + C) in a specific mixing ratio. Formulation Examples
Wettable powders The) B) ç) active ingredient [I: comp (B + C) = 1: 3 (a), 25% 50% 75% 1: 2 (b), 1: 1 (c)] sodium lignosulfonate 5% 5% - Sodium lauryl sulfate 3% - 5% sodium diisobutylnaphthalenesulfonate - 6% 10% polyethylene glycol phenol ether - 2 % - (7-8 mol of ethylene oxide) highly dispersed silicic acid 5% 10% 10% Kaolin 62% 27% -
[00100] The active ingredient is thoroughly mixed with adjuvants / 162 and the mixture is thoroughly ground in a suitable mill, giving rise to wettable powders that can be diluted with water to
give suspensions of the desired concentration.Dry seed treatment powders The) B) ç) active ingredient [I: comp (B) = 1: 3 (a), 1: 2 (b), 1: 1 (c)] 25% 50% 75% light mineral oil 5% 5% 5% highly dispersed silicic acid 5% 5% - Kaolin 65% 40% - Baby powder -20 [00101] The active ingredient is completely mixed with ad-
and the mixture is completely crushed in a suitable mill, generating powders that can be used directly for seed treatment.
Emulsifiable concentrate active ingredient (I: comp (B + C) = 1: 6) 10% 3% polyethylene glycol octylphenol ether (4-5 mol of ethylene oxide) calcium dodecylbenzenesulfonate 3% castor oil polyglycol ether (35 mol of ethylene oxide) 4% Cyclohexanone 30% mixture of xylenes 50% [00102] Emulsions of any required dilution, which can be used in plant protection, can be obtained from this concentrate by dilution with water.
Dust The) B) ç) Active ingredient [I: comp (B + C) = 1: 6 (a), 1: 2 (b), 5% 6% 4% 1:10 (c)] baby powder 95% - - Kaolin - 94% - mineral filling - - 96%
[00103] Ready-to-use dust is obtained by mixing the active ingredient with the conveyor and grinding the mixture in a suitable mill. Such powders can also be used for dry seed coatings.
Extruder granules
Active ingredient (I: comp (B + C) = 2: 1) 15% sodium lignosulfonate 2% carboxymethylcellulose 1%
Kaolin%
[00104] The active ingredient is mixed and crushed with the adjuvants and the mixture is moistened with water. The mixture is extruded and then dried in an air stream.
Coated granules
Active ingredient (I: comp (B + C) = 1:10) 8% polyethylene glycol (p. Mol. 200) 3%
Kaolin 89% [00105] The finely crushed active ingredient is uniformly applied, in a mixer, to kaolin moistened with polyethylene glycol. Non-dusty coated granules are obtained in this way. Suspension concentrate active ingredient (I: comp (B + C) = 1: 8) 40% propylene glycol 10% polyethylene glycol nonylphenol ether (15 mol of 6% ethylene oxide)
Sodium lignosulfonate 10% carboxymethylcellulose 1% silicone oil (in the form of a 75% emulsion in water) 1% Water 32% [00106] The finely ground active ingredient is intimately mixed with the adjuvants, giving a suspension concentrate from from which suspensions of any desired dilution can be obtained
61/162 by dilution with water. Using such dilutions, live plants as well as plant propagation material can be treated and protected against infestation by microorganisms, by spraying, spilling or immersion.
Flowable concentrate for seed treatment active ingredient (I: comp (B + C) = 1: 8) 40% propylene glycol 5% butanol PO / EO copolymer 2% tristyrenophenol with 10-20 moles of 2% EO
1,2-benzisothiazolin-3-one (in the form of a 20% 0.5% solution in water) 5% monoazo pigment calcium salt
Silicone oil (in the form of an emulsion at 75% in water) 0.2% Water 45.3% [00107] The finely ground active ingredient is intimately mixed with the adjuvants, giving a suspension concentrate from which suspensions of any desired dilution are obtained by dilution with water. Using such dilutions, live plants as well as plant propagation material can be treated and protected against infestation by microorganisms, by spraying, spilling or immersion.
Slow Release Capsule Suspension [00108] 28 parts of a combination of the compound of formula I and a compound of the components (B + C), or each of these compounds separately, are mixed with 2 parts of an aromatic solvent and 7 parts of toluene diisocyanate / polymethylene polyphenylisocyanate (8: 1). This mixture is emulsified in a mixture of 1.2 parts of polyvinyl alcohol, 0.05 parts of a defoamer and 51.6 parts of water until the desired particle size is reached. To this emulsion is added a mixture of 2.8 parts of 1.6 diaminohexane in 5.3 parts of water. The mixture is stirred until the area
62/162 polymerization is complete.
[00109] The suspension of capsules obtained is stabilized by adding 0.25 parts of a thickener and 3 parts of a dispersing agent. The capsule suspension formulation contains 28% of the active ingredients. The average diameter of the capsules is 8-15 microns.
[00110] The resulting formulation is applied to the seeds as an aqueous suspension in a device suitable for that purpose.
Biological Examples
Liquid culture tests on well plates:
[00111] Fragments of mycelia or conidia suspensions of a fungus, prepared from fresh liquid cultures of the fungus or from cryogenic storage, were mixed directly in the nutrient broth. DMSO solutions of the test compound (max. 10 mg / mL) were diluted with 0.025% Tween20 by factor 50 and 10 pL of this solution was pipetted into a microtiter plate (96-well format). The nutrient broth containing the fungal spores / mycelium fragments was then added to give a final concentration of the tested compound. The test plates were incubated in the dark at 24 o C and rh at 96%. The inhibition of fungal growth was determined photometrically and visually after 2 - 4 days, depending on the pathosystem, and the% of antifungal activity in relation to the untreated check was calculated.
Alternaria solani / liquid culture:
[00112] Conidia of the cryogenic storage fungus were directly mixed in nutrient broth (CBD potato broth dextrose). After placing a solution (in DMSO) of the test compound in a microtiter plate (96-well format), the nutrient broth containing the fungal spores was added. The test plates were incubated at 24 o C and the growth inhibition was terminated 63/162 photometrically and visually 2-3 days after application.
Botryotinia fuckeliana (Botrytis cinerea) / liquid culture:
[00113] Conidia of the cryogenic storage fungus were directly mixed in nutrient broth (Vogels broth). After placing a solution (in DMSO) of the test compound in a microtiter plate (96-well format), the nutrient broth containing the fungal spores was added. The test plates were incubated at 24 o C and growth inhibition was determined photometrically and visually 3 days after application.
Fusarium culmorum / liquid culture:
[00114] Conidia of the cryogenic storage fungus were directly mixed in nutrient broth (CBD potato broth dextrose). After placing a solution (in DMSO) of the test compound in a microtiter plate (96-well format), the nutrient broth containing the fungal spores was added. The test plates were incubated at 24 o C and growth inhibition was determined photometrically and visually 3 days after application.
Gaumannomyces graminis / liquid culture:
[00115] Mycelial fragments of the cryogenic storage fungus were directly mixed in nutrient broth (CBD potato broth dextrose). After placing a solution (in DMSO) of the test compound in a microtiter plate (96-well format), the nutrient broth containing the fungal spores was added. The test plates were incubated at 24 o C and growth inhibition was determined photometrically and visually 3-4 days after application.
Monographella nivalis (Microdochium nivale) / liquid culture:
[00116] Conidia of the cryogenic storage fungus were directly mixed in nutrient broth (CBD potato broth dextrose). After placing a solution (in DMSO) of the compound of
64/162 test on a microtiter plate (96-well format), the nutrient broth containing the fungal spores was added. The test plates were incubated at 24 o C and growth inhibition was determined photometrically and visually 3-4 days after application. Mycosphaerella graminicola (Septoria tritici) / liquid culture:
[00117] Conidia of the cryogenic storage fungus were directly mixed in nutrient broth (CBD potato broth dextrose). After placing a solution (in DMSO) of the test compound in a microtiter plate (96-well format), the nutrient broth containing the fungal spores was added. The test plates were incubated at 24 o C and growth inhibition was determined photometrically and visually 4 days after application. Thanatephorus cucumeris (Rhizoctonia solani) / liquid culture: [00118] Mycelial fragments of a liquid culture freshly grown from the fungus were directly mixed in nutrient broth (CBD potato broth dextrose). After placing a solution (DMSO) of the test compounds in a microtiter plate (96-well format), the nutrient broth containing the fungal material is added. The test plates were incubated at 24 o C and growth inhibition was determined photometrically and visually 3-4 days after application.
[00119] The results are shown in the following tables:
Table B1:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
STL = compound of formula VII
IZM = isopyrazam
B1.1: Gaumannomyces graminis:
65/162
1,001 solution STL + solution % of activity actionIZM (1: 2) PPm ppm ppm observed expected (Col-
by)
0.2000 7 0.0165 0.0335 730.2000 0.0165 0.0335 100 75
B1.2: Alternaria solani:
1,001 solution STL + solution % of activity actionIZM (1: 2) PPm PPm observed expected (Col-by)
0.0008 40.0016 320.0016 320.0031 64 0.0001 0.0003 0 0.0003 0.0005 0 0.0005 0.0010 0 0.0010 0.0021 0 0.0021 0.0042 0 0.0041 0.0084 220.0008 0.0001 0.0003 20 4 0.0008 0.0010 0.0021 49 4 0.0016 0.0001 0.0003 44 32 0.0016 0.0003 0.0005 46 32 0.0016 0.0005 0.0010 61 32 0.0016 0.0010 0.0021 49 32 0.0016 0.0021 0.0042 72 32 0.0031 0.0005 0.0010 71 64
66/162
0.0031 0.0010 0.0021 75 64 0.0031 0.0021 0.0042 78 64 0.0031 0.0041 0.0084 87 72
B1.3: Monographella nivalis:
1,001 solution STL + solution % of activity actionIZM (1: 2) dadePPm PPm observed expected(Colby)
0.0125 00.0250 50.0500 450.2000 78 0.0083 0.0168 0 0.0165 0.0335 1 0.0330 0.0670 340.0125 0.0165 0.0335 30 1 0.0250 0.0165 0.0335 41 6 0.0250 0.0330 0.0670 83 37 0.0500 0.0083 0.0168 59 45 0.0500 0.0165 0.0335 53 46 0.0500 0.0330 0.0670 75 64 0.2000 0.0165 0.0335 87 79
Table B1.4: Rhizoctonia solani:
1,001 solution STL + solution % of activity actionIZM (1: 2) dadePPm PPm observed expected(Colby)
0.0125 00.0250 6
67/162
0.1000 0 0.0083 0.0168 1 0.0165 0.0335 880.0125 0.0165 0.0335 100 88 0.0250 0.0083 0.0168 59 7 0.0250 0.0165 0.0335 100 89 0.1000 0.0083 0.0168 51 1
Table B1.5: Septoria trítici:
1,001 solution STL + solution % of activity actionIZM (1: 2) dadePPm PPm observed expected(Colby)
0.0016 52 0.0010 0.0021 5 0.0021 0.0042 20.0016 0.0010 0.0021 79 55 0.0016 0.0021 0.0042 71 53
Table B2:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
STL = compound of formula VII
DFZ = diphenoconazole
B2.1: Gâumannomyces graminis
1,001 solution STL solution +% activation
DFZ (3: 5) expected observed ppm ppm ppm (Colby)
0.0125 00.0250 40.0500 0
68/162
0.1000 0 0.0188 0.0313 440.0125 0.0188 0.0313 89 44 0.0250 0.0188 0.0313 71 46 0.0500 0.0188 0.0313 64 44 0.1000 0.0188 0.0313 49 44
B2.2: Alternaria solanr.
1,001 solution STL + solution % of activity actionDFZ (3: 5) dadePPm PPm observed expected(Colby)
0.0016 39 0.0001 0.0002 0 0.0003 0.0005 1 0.0012 0.0020 4 0.0023 0.0039 10.0016 0.0001 0.0002 50 39 0.0016 0.0003 0.0005 48 39 0.0016 0.0012 0.0020 65 41 0.0016 0.0023 0.0039 66 39
B2.3: Monographella nivalis ·.
1,001 solution STL + solution % of activity actionDFZ (3: 5) dadePPm PPm observed expected(Colby)
0.0250 00.0500 26 0.0047 0.0078 9 0.0094 0.0156 2
69/162
0.0188 0.0313 12 0.0375 0.0625 250.0250 0.0375 0.0625 81 25 0.0500 0.0047 0.0078 72 33 0.0500 0.0094 0.0156 65 27 0.0500 0.0188 0.0313 42 35 0.0500 0.0375 0.0625 78 45
Table B3:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
STL = compound of formula VII
AZ = azoxystrobin
B3.1: Gâumannomyces graminis
1.001 Solution% Activation Solution
STL + AZ (1: 2) ppm ppm ppm observed expected (Colby)
0.0031 00.0063 00.0125 80.0250 00.0500 0 0.0021 0.0042 12 0.0041 0.0084 420.0031 0.0041 0.0084 91 42 0.0063 0.0021 0.0042 38 12 0.0063 0.0041 0.0084 62 42 0.0125 0.0041 0.0084 90 47 0.0250 0.0021 0.0042 45 12 0.0250 0.0041 0.0084 93 42 0.0500 0.0041 0.0084 84 42
B3.2: Alternaria solanr.
70/162
1.001 Solution% Activation Solution
STL + AZ (1: 2) ppm observed expected ppm (Colby)
0.0016 450.0031 66 0.0003 0.0005 3 0.0005 0.0010 0 0.0010 0.0021 00.0016 0.0003 0.0005 67 47 0.0016 0.0010 0.0021 72 45 0.0031 0.0005 0.0010 81 66
B3.3: Fusariumculmorum ·. 1,001 solution Solution % of activity actionSTL + AZ dade (1: 2) PPm PPm observed expected (Colby)
0.0250 190.0500 480.1000 550.2000 59 0.0165 0.0335 6 0.0330 0.0670 0 0.0660 0.1340 0 0.0660 0.1340 00.0250 0.0165 0.0335 30 24 0.0500 0.0330 0.0670 56 48 0.0500 0.0660 0.1340 62 48 0.1000 0.0660 0.1340 63 55 0.2000 0.0660 0.1340 69 59
71/162
B3.4: Monographella nivalis ·.
1.001 Solution% Activation Solution
STL + AZ (1: 2)
PPm
Expected observed PPm (Colby)
0.0008 1 0.0010 0.0021 600.0008 0.0010 0.0021 77 61
B3.5: Septoria tritici:
Solution 1,001 SolutionSTL + AZ % of activationdade
(1: 2) ppm observed expected ppm (Colby)
0.0016 420.0031 83 0.0010 0.0021 0 0.0021 0.0042 4 0.0041 0.0084 170.0016 0.0010 0.0021 49 42 0.0016 0.0021 0.0042 65 45 0.0031 0.0041 0.0084 94 86
Table B4:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
STL = compound of formula VII
PTC = protioconazole
B4.1: Gâumannomyces graminis
72/162
1,001 solution STL + solution
PTC (1: 2)% activity ppm action ppm ppm observed expected (Colby)
0.0125 00.0250 00.0500 00.1000 00.2000 12 0.0165 0.0335 24 0.0330 0.0670 880.0125 0.0165 0.0335 79 24 0.0250 0.0330 0.0670 100 88 0.0500 0.0165 0.0335 88 24 0.1000 0.0165 0.0335 62 24 0.2000 0.0165 0.0335 74 33
B4.2: Alternaria solani:
1,001 solution STL + solutionPTC (1: 2) % of activationlife of
ppm observed expected ppm (Colby)
0.0008 290.0016 470.0031 73 0.0001 0.0003 0 0.0010 0.0021 0 0.0021 0.0042 0 0.0041 0.0084 30.0008 0.0010 0.0021 42 29 0.0016 0.0001 0.0003 63 47 0.0016 0.0021 0.0042 64 47 0.0031 0.0041 0.0084 86 74
73/162
B4.3: Monographella nivalis:
1,001 solution STL + solutionPTC (1: 2) % of activationlife of
ppm observed expected ppm (Colby)
0.0500 150.1000 64 0.0083 0.0168 4 0.0165 0.0335 00.0500 0.0165 0.0335 83 15 0.1000 0.0083 0.0168 79 65
Table B5:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
STL = compound of formula VII
TCZ = tebuconazole
B5.1: Gâumannomyces graminis
1,001 solution STL solution +% activation
TCZ (1: 2) expected observed ppm ppm ppm (Colby)
0.0250 00.0500 20.1000 00.2000 0 0.0165 0.0335 42 0.0330 0.0670 780.0250 0.0165 0.0335 57 42 0.0250 0.0330 0.0670 100 78 0.0500 0.0330 0.0670 98 78 0.1000 0.0165 0.0335 61 42 0.1000 0.0330 0.0670 98 78
74/162
0.2000 0.0165 0.0335 68 42 0.2000 0.0330 0.0670 89 78
B5.2: Alternaria solan /:
1,001 solution STL + solutionTCZ (1: 2) % of activationdade ppm ppm expected observed (Col-
by)
0.0008 30.0016 360.0031 75 0.0005 0.0010 0 0.0010 0.0021 0 0.0021 0.0042 00.0008 0.0005 0.0010 31 3 0.0016 0.0010 0.0021 44 36 0.0016 0.0021 0.0042 64 36 0.0031 0.0010 0.0021 86 75
B5.3: Fusarium culmorum:
1,001 solution STL + solutionTCZ (1: 2) % of activationdade ppm ppm expected observed (Col-
by)
0.0250 90.0500 39 0.0021 0.0042 2 0.0041 0.0084 1 0.0083 0.0168 40.0250 0.0021 0.0042 32 11 0.0250 0.0041 0.0084 28 11
75/162
0.0500 0.0041 0.0084 52 40 0.0500 0.0083 0.0168 52 41
B5.4: Monographella nivalis:
1,001 solution STL solution +% activation
TCZ (1: 2) expected observed ppm ppm (Colby)
0.0250 20.0500 90.1000 60 0.0083 0.0168 0 0.0165 0.0335 5 0.0330 0.0670 14 0.0660 0.1340 630.0250 0.0165 0.0335 25 7 0.0250 0.0330 0.0670 53 16 0.0500 0.0083 0.0168 29 9 0.0500 0.0165 0.0335 41 13 0.0500 0.0330 0.0670 65 22 0.0500 0.0660 0.1340 84 66 0.1000 0.0083 0.0168 70 60 0.1000 0.0165 0.0335 76 62 0.1000 0.0330 0.0670 85 66
B5.5: Rhizoctonia solani:
1,001 solution STL + solutionTCZ (1: 2) % of activationdade ppm ppm expected observed (Col-
by)
0.0250 13
76/162
0.0500 10.1000 17 0.0330 0.0670 0 0.0660 0.1340 280.0250 0.0330 0.0670 97 13 0.0500 0.0660 0.1340 87 29 0.1000 0.0660 0.1340 61 41
B5.6: Septaria tritici:
1,001 solution STL + solutionTCZ (1: 2) % of activationdade ppm ppm expected observed (Col-
by)
0.0008 270.0016 450.0031 82 0.0010 0.0021 0 0.0021 0.0042 5 0.0041 0.0084 00.0008 0.0010 0.0021 36 27 0.0016 0.0010 0.0021 70 45 0.0016 0.0021 0.0042 60 47 0.0031 0.0041 0.0084 91 82
Table B6:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
STL = compound of formula VII
PYS = pyraclostrobin
B6.1: Gâumannomyces graminis
77/162
Solution of 1,001 Solution of STL + PYS% of activation (1: 1) ppm ppm ppm observed expected (Colby)
0.0063 00.0250 00.1000 0 0.0125 0.0125 150.0063 0.0125 0.0125 34 15 0.0250 0.0125 0.0125 46 15 0.1000 0.0125 0.0125 84 15
B6.2: Alternaria solani:
Solution of 1,001 Solution of STL + PYS% of activation (1: 1) ppm ppm observed expected (Colby)
0.0016 350.0031 71 0.0002 0.0002 0 0.0031 0.0031 0 0.0063 0.0063 00.0016 0.0002 0.0002 45 35 0.0016 0.0031 0.0031 46 35 0.0031 0.0063 0.0063 80 71
B6.3: Monographella nivalis:
1,001 solution STL + PYS% solution of activation (1: 1) expected observed activity (Colby)
PPm
PPm
0.0016 00.0031 3 0.0031 0.0031 4
78/162
0.0063 0.0063 780.0016 0.0031 0.0031 28 4 0.0031 0.0063 0.0063 92 78
B6.4: Septaria tritici:
Solution of 1,001 Solution of STL + PYS% of activation (1: 1) ppm ppm observed expected (Colby)
0.0008 110.0016 530.0031 89 0.0002 0.0002 3 0.0016 0.0016 3 0.0031 0.0031 2 0.0063 0.0063 10.0008 0.0016 0.0016 28 14 0.0016 0.0002 0.0002 66 54 0.0016 0.0031 0.0031 69 54 0.0031 0.0063 0.0063 97 89
Table B7:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
STL = compound of formula VII
TFS = trifloxystrobin
B7.1: Gâumannomyces graminis
1,001 solution STL solution +% activation
TFS (1: 1) expected observed ppm ppm ppm (Colby)
0.0063 00.0125 40.0250 20.0500 3
79/162
0.1000 00.2000 0 0.0125 0.0125 19 0.0250 0.0250 530.0063 0.0125 0.0125 71 19 0.0125 0.0250 0.0250 92 55 0.0250 0.0250 0.0250 90 54 0.0500 0.0125 0.0125 44 21 0.0500 0.0250 0.0250 74 55 0.1000 0.0250 0.0250 92 53 0.2000 0.0250 0.0250 92 53
B7.2: Alternaria solani:
1,001 solution STL solution +% activation
TFS (1: 1) expected observed ppm ppm ppm (Colby)
0.0016 280.0031 66 0.0002 0.0002 4 0.0004 0.0004 0 0.0016 0.0016 0 0.0031 0.0031 0 0.0063 0.0063 50.0016 0.0002 0.0002 41 31 0.0016 0.0004 0.0004 42 28 0.0016 0.0016 0.0016 43 28 0.0016 0.0031 0.0031 57 28 0.0031 0.0004 0.0004 75 66 0.0031 0.0031 0.0031 76 66 0.0031 0.0063 0.0063 81 68
B7.3: Fusarium culmorum:
1,001 solution STL solution +% activation
80/162
TFS (1: 1) life of PPm PPm expected observed ppm (Colby)
0.0125 110.0250 240.0500 490.1000 580.2000 60 0.0031 0.0031 2 0.0063 0.0063 0 0.0125 0.0125 1 0.0250 0.0250 9 0.0500 0.0500 5 0.1000 0.1000 100.0125 0.0250 0.0250 47 18 0.0250 0.0031 0.0031 38 25 0.0250 0.0063 0.0063 36 24 0.0250 0.0125 0.0125 35 24 0.0250 0.0250 0.0250 62 30 0.0250 0.0500 0.0500 69 28 0.0500 0.0063 0.0063 54 49 0.0500 0.0125 0.0125 62 49 0.0500 0.0250 0.0250 69 53 0.0500 0.0500 0.0500 77 52 0.0500 0.1000 0.1000 81 54 0.1000 0.0125 0.0125 65 58 0.1000 0.0250 0.0250 71 61 0.1000 0.0500 0.0500 75 60 0.1000 0.1000 0.1000 82 62 0.2000 0.0250 0.0250 75 63 0.2000 0.0500 0.0500 76 62 0.2000 0.1000 0.1000 83 64
B7.4: Rhizoctonia solani:
1,001 solution STL solution +% activation
81/162
TFS (1: 1) life of PPm PPm expected observed ppm (Colby)
0.0125 30.0250 8 0.0125 0.0125 00.0125 0.0125 0.0125 96 3 0.0250 0.0125 0.0125 100 8
B7.5: Septoria tritici:
1,001 solution STL solution +% activation
TFS (1: 1) expected observed ppm ppm ppm (Colby)
0.0016 53 0.0031 0.0031 420.0016 0.0031 0.0031 89 72
Table B8:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
STL = compound of formula VII
FDL = fludioxonil
B8.1: Gâumannomyces graminis
1,001 solution STL + solutionFDL (1: 4) % of activationdade
ppm ppm ppm observed expected (Colby)
0.0250 00.0500 00.1000 00.2000 0 0.0100 0.0400 16 0.0200 0.0800 520.0250 0.0200 0.0800 100 52 0.0500 0.0200 0.0800 100 52 0.1000 0.0200 0.0800 100 52
82/162
0.2000 0.0100 0.0400 61 16 0.2000 0.0200 0.0800 96 52
B8.2: Alternaria solan /:
1,001 solution STL + solutionFDL (1: 4) % of activationdade
ppm ppm ppm observed expected (Colby)
0.0008 190.0016 420.0031 68 0.0006 0.0025 0 0.0013 0.0050 0 0.0025 0.0100 00.0008 0.0006 0.0025 40 19 0.0016 0.0013 0.0050 60 42 0.0031 0.0025 0.0100 80 68
B8.3: Fusarium culrnorurn:
1,001 solution STL solution +% activation
FDL (1: 4) expected observed ppm ppm ppm (Colby)
0.0250 180.0500 510.2000 55 0.0100 0.0400 9 0.0200 0.0800 150.0250 0.0100 0.0400 42 25 0.0250 0.0200 0.0800 76 30 0.0500 0.0200 0.0800 91 58 0.2000 0.0200 0.0800 71 62
Table B9:
83/162
Abbreviations are defined as follows:
1,001 = compound No. 1,001
STL = compound of formula VII
CPL = cyprodinil
B9.1: Gâumannomyces graminis
Solution of STL + CPL Solution ati1.001% (1: 4) expected action (Colppm ppm ppm observed by)
0.0125 00.0250 00.0500 00.1000 00.2000 0 0.0100 0.0400 0 0.0200 0.0800 300.0125 0.0100 0.0400 39 0 0.0250 0.0200 0.0800 88 30 0.0500 0.0200 0.0800 56 30 0.1000 0.0200 0.0800 55 30 0.2000 0.0200 0.0800 66 30
B9.2: Alternaria solani:
Solution STL + CPL solution % of activity1,001 (1: 4) life of action expected (Col- PPm PPm observed ppm by)
0.0016 370.0031 67 0.0002 0.0006 0 0.0013 0.0050 0 0.0025 0.0100 0
84/162
0.0016 0.0002 0.0006 41 37 0.0016 0.0013 0.0050 43 37 0.0031 0.0025 0.0100 75 67
B9.3: Rhizoctonia solani:
Solution STL + CPL solution % of activity1,001 (1: 4) life of action expected (Col- PPm PPm observed ppm by)
0.0500 00.2000 6 0.0200 0.0800 00.0500 0.0200 0.0800 99 0 0.2000 0.0200 0.0800 69 6
Table B10:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
STL = compound of formula VII
FLN = fluazinam
B10.1: Gâumannomyces graminis
1.001 Solution% Activation Solution
STL + FLN (1: 6) ppm ppm ppm expected observed (Colby)
0.0125 00.0250 00.0500 00.1000 00.2000 0 0.0036 0.0214 3 0.0072 0.0428 40 0.0143 0.0857 91
85/162
0.0286 0.1714 900.0125 0.0072 0.0428 83 40 0.0250 0.0072 0.0428 89 40 0.0250 0.0143 0.0857 100 91 0.0500 0.0286 0.1714 100 90 0.1000 0.0036 0.0214 51 3 0.1000 0.0286 0.1714 100 90 0.2000 0.0072 0.0428 76 40
B10.2: Alternaria solan /:
1.001 Solution% Activation Solution
STL + FLN (1: 6) ppm ppm ppm expected observed (Colby)
0.0016 38 0.0001 0.0003 0 0.0009 0.0054 00.0016 0.0001 0.0003 55 38 0.0016 0.0009 0.0054 52 38
B10.3: Monographella nivalis:
1.001 Solution% Activation Solution
STL + FLN (1: 6) ppm ppm ppm expected observed (Colby)
0.0063 00.0125 00.0250 00.0500 160.1000 610.2000 85 0.0036 0.0214 8
86/162
0.0072 0.0428 370.0063 0.0036 0.0214 26 8 0.0125 0.0072 0.0428 98 37 0.0250 0.0072 0.0428 95 38 0.0500 0.0072 0.0428 84 47 0.1000 0.0036 0.0214 82 64 0.1000 0.0072 0.0428 94 76 0.2000 0.0072 0.0428 100 90
B10.4: Rhizoctonia solani:
1,001 solution Solution % of activity actionSTL + FLN life of (1: 6) PPm PPm observed ppm expected (Colby)
0.0250 00.0500 0 0.0143 0.0857 00.0250 0.0143 0.0857 100 0 0.0500 0.0143 0.0857 71 0
Table B11:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
IZM = isopyrazam
DFZ: diphenoconazole
B11.1: Gâumannomyces graminis'.
Solution of IZM Solution +% of activity activity
1.001 DFZ (1: 1) ppm ppm ppm observed expected (Colby)
0.1000 0 0.0500 0.0500 00.1000 0.0500 0.0500 57 0
87/162
B11.2: Alternaria solani:
Solution of IZM Solution +% of activity activity
1.001 DFZ (1: 1) ppm ppm ppm observed expected (Colby)
0.0008 240.0016 48 0.0016 0.0016 10 0.0031 0.0031 90.0008 0.0016 0.0016 45 31 0.0016 0.0031 0.0031 63 53
B11.3: Monographella nivalis:
Solution of IZM Solution +% of activity activity
1.001 DFZ (1: 1) ppm ppm ppm observed expected (Colby)
0.0500 360.1000 69 0.0063 0.0063 0 0.0125 0.0125 0 0.1000 0.1000 20.0500 0.0063 0.0063 54 36 0.1000 0.0125 0.0125 82 69 0.1000 0.1000 0.1000 89 70
B11.4: Rhizoctonia solani:
Solution IZM + solution% of activity action 1,001 DFZ (1: 1) PPm PPm PPm observed expected (Colby) 0.0125 0
88/162
0.0250 80.0500 00.2000 0 0.0250 0.0250 17 0.0500 0.0500 360.0125 0.0250 0.0250 37 17 0.0250 0.0500 0.0500 52 41 0.0500 0.0500 0.0500 72 36 0.2000 0.0250 0.0250 44 17 0.2000 0.0500 0.0500 56 36
Table B12:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
IZM = isopyrazam
AZO: azoxystrobin
B12.1: Gâumannomyces graminis:
Solution IZM solution % of activity action 1,001 + AZO (1: 1) dadePPm ppm ppm observed expected(Colby)
0.0016 00.0031 00.0063 00.0125 0 0.0031 0.0031 450.0016 0.0031 0.0031 79 45 0.0031 0.0031 0.0031 92 45 0.0063 0.0031 0.0031 68 45 0.0125 0.0031 0.0031 80 45
B12.2: Alternate solanr.
89/162
Solution IZM solution % of activity action 1,001 + AZO (1: 1) dadePPm ppm ppm observed expected(Colby)
0.0008 330.0016 46 0.0002 0.0002 5 0.0016 0.0016 8 0.0031 0.0031 140.0008 0.0016 0.0016 58 38 0.0016 0.0002 0.0002 78 48 0.0016 0.0031 0.0031 77 53
B12.3: Monographella nivalis:
IZM Solution Solution% of activation
1.001 + AZO (1: 1) expected observed ppm ppm expected ppm (Colby)
0.0031 10.0063 10.0250 00.0500 29 0.0063 0.0063 790.0031 0.0063 0.0063 100 79 0.0063 0.0063 0.0063 93 79 0.0250 0.0063 0.0063 100 79 0.0500 0.0063 0.0063 98 85
90/162
B12.4: Rhizoctonia solanr.
IZM Solution Solution% of activation
1,001 + AZO (1: 1) dade PPm PPm expected observed ppm (Colby)
0.0063 00.0125 00.0250 00.0500 00.1000 30.2000 17 0.0125 0.0125 54 0.0250 0.0250 69 0.0500 0.0500 850.0063 0.0125 0.0125 91 54 0.0125 0.0250 0.0250 88 69 0.0250 0.0250 0.0250 96 69 0.0250 0.0500 0.0500 100 85 0.0500 0.0125 0.0125 60 54 0.0500 0.0250 0.0250 76 69 0.0500 0.0500 0.0500 95 85 0.1000 0.0250 0.0250 84 70 0.1000 0.0500 0.0500 100 85 0.2000 0.0250 0.0250 87 74 0.2000 0.0500 0.0500 99 87
Table B13:
91/162
Abbreviations are defined as follows:
1,001 = compound No. 1,001
IZM = isopyrazam
PTC: protioconazole
B13.1: Alternate sol to nr.
1,001 solution IZM solution +% activation
PTC (1: 1) expected observed ppm ppm ppm (Colby)
0.0008 200.0016 510.0031 78 0.0004 0.0004 16 0.0008 0.0008 5 0.0016 0.0016 10 0.0031 0.0031 120.0008 0.0004 0.0004 45 32 0.0008 0.0008 0.0008 48 23 0.0008 0.0016 0.0016 60 27 0.0016 0.0016 0.0016 65 56 0.0016 0.0031 0.0031 65 57 0.0031 0.0004 0.0004 96 82
B13.2: Monographella nivalis:
1,001 solution IZM solution +% activation
PTC (1: 1) expected observed ppm ppm ppm (Colby)
0.0250 80.1000 61 0.0125 0.0125 0 0.0500 0.0500 210.0250 0.0500 0.0500 51 27 0.1000 0.0125 0.0125 87 61
92/162
B13.3: Rhizoctonia solanr.
1,001 solution IZM solution +% activation
PTC (1: 1) expected observed ppm ppm ppm (Colby)
0.0250 00.0500 00.2000 0 0.0500 0.0500 370.0250 0.0500 0.0500 55 37 0.0500 0.0500 0.0500 58 37 0.2000 0.0500 0.0500 61 37
Table B14:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
IZM = isopyrazam
TCZ: tebuconazole
B14.1: Gâumannomyces graminis'.
1,001 solution IZM solution +% activation
TCZ (1: 1) expected observed ppm ppm ppm (Colby)
0.1000 120.2000 0 0.1000 0.1000 0 0.1000 0.1000 510.1000 0.1000 0.1000 76 57 0.2000 0.1000 0.1000 100 51
B14.2: Alternaria solani:
1,001 solution IZM + solution
TCZ (1: 1)% activity activity
93/162 ppm ppm observed expected ppm (Colby)
0.0004 90.0008 240.0016 520.0031 83 0.0002 0.0002 7 0.0004 0.0004 7 0.0008 0.0008 9 0.0016 0.0016 6 0.0031 0.0031 170.0004 0.0004 0.0004 24 15 0.0008 0.0008 0.0008 37 31 0.0008 0.0016 0.0016 49 29 0.0016 0.0002 0.0002 73 56 0.0016 0.0016 0.0016 62 55 0.0016 0.0031 0.0031 80 61 0.0031 0.0004 0.0004 94 84
B14.3: Monographella nivalis:
1,001 solution IZM solution +% activation
TCZ (1: 1) expected observed ppm ppm ppm (Colby)
0.0500 170.1000 67 0.0063 0.0063 0 0.0125 0.0125 00.0500 0.0063 0.0063 34 17 0.1000 0.0125 0.0125 81 67
B14.4: Rhizoctonia solani:
94/162
1,001 solution IZM + solutionTCZ (1: 1) % of activationdade ppm ppm expected observed ppm(Colby)
0.0125 00.0250 00.0500 30.1000 7 0.0250 0.0250 28 0.0500 0.0500 76 0.1000 0.1000 780.0125 0.0250 0.0250 57 28 0.0250 0.0500 0.0500 87 76 0.0500 0.1000 0.1000 97 78 0.1000 0.1000 0.1000 89 79
Table B15:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
IZM = isopyrazam
PYS: pyraclostrobin
B15.1: Alternate sol to nr.
1,001 solution IZM solution +% activity share
PYS (2: 1) ppm ppm ppm observed expected (Colby)
0.0008 360.0016 560.0031 82 0.0005 0.0003 2 0.0010 0.0005 11 0.0021 0.0010 0 0.0042 0.0021 100.0008 0.0021 0.0010 65 36 0.0016 0.0005 0.0003 79 57
95/162
0.0016 0.0010 0.0005 79 61 0.0016 0.0021 0.0010 78 56 0.0016 0.0042 0.0021 82 60 0.0031 0.0042 0.0021 94 84
B15.2: Monographella nivalis ·.
1,001 solution IZM solution +% activity share
PYS (2: 1) ppm ppm ppm observed expected (Colby)
0.0500 170.1000 63 0.0168 0.0083 270.0500 0.0168 0.0083 54 40 0.1000 0.0168 0.0083 94 73
B15.3: Rhizoctonia solanr.
1,001 solution IZM solution +% activity share
PYS (2: 1) ppm ppm ppm observed expected (Colby)
0.0031 50.0063 00.0125 00.0250 00.0500 9 0.0084 0.0041 11 0.0168 0.0083 580.0031 0.0084 0.0041 37 15 0.0063 0.0084 0.0041 49 11 0.0063 0.0168 0.0083 72 58 0.0125 0.0084 0.0041 43 11 0.0125 0.0168 0.0083 87 58
96/162
0.0250 0.0084 0.0041 50 11 0.0250 0.0168 0.0083 72 58 0.0500 0.0084 0.0041 40 19 0.0500 0.0168 0.0083 77 62
Table B16:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
IZM = isopyrazam
TFS: trifloxystrobin
B16.1: Gâumannomyces graminis;
1,001 solution IZM solution +% activation
TFS (2: 1) expected observed ppm ppm ppm (Colby)
0.2000 16 0.0670 0.0330 14 0.1340 0.0660 140.2000 0.0670 0.0330 75 28 0.2000 0.1340 0.0660 85 60
B16.2: Alternate solanr.
1,001 solution IZM solution +% activation
TFS (2: 1) expected observed ppm ppm ppm (Colby)
0.0008 40 0.0005 0.0003 0 0.0010 0.0005 0 0.0021 0.0010 120.0008 0.0005 0.0003 50 40 0.0008 0.0010 0.0005 52 40 0.0008 0.0021 0.0010 60 47
97/162
B16.3: Fusarium culmorum:
1,001 solution IZM solution +% activation
TFS (2: 1) expected observed ppm ppm ppm (Colby)
0.0250 260.0500 460.1000 500.2000 56 0.0084 0.0041 6 0.0335 0.0165 9 0.0670 0.0330 4 0.1340 0.0660 4 0.1340 0.0660 20.0250 0.0084 0.0041 41 30 0.0250 0.0335 0.0165 46 32 0.0250 0.0670 0.0330 68 28 0.0500 0.0335 0.0165 58 51 0.0500 0.0670 0.0330 70 48 0.0500 0.1340 0.0660 78 47 0.1000 0.0670 0.0330 62 52 0.1000 0.1340 0.0660 77 51 0.2000 0.0335 0.0165 67 60 0.2000 0.0670 0.0330 66 57 0.2000 0.1340 0.0660 75 57
B16.4: Monographella nivalis:
1,001 solution
IZM + solution
TFS (2: 1)% activity activity
PPm
PPm ppm observed expected (Colby)
98/162
0.0004 2 0.0010 0.0005 420.0004 0.0010 0.0005 64 44
B16.5: Rhizoctonia solani:
1,001 solution IZM solution +% activation
TFS (2: 1) expected observed ppm ppm ppm (Colby)
0.0063 00.0125 00.0250 00.0500 110.1000 0 0.0084 0.0041 0 0.0168 0.0083 30.0063 0.0168 0.0083 88 3 0.0125 0.0084 0.0041 35 0 0.0250 0.0168 0.0083 74 3 0.0500 0.0168 0.0083 45 14 0.1000 0.0168 0.0083 64 3
Table B17:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
IZM = isopyrazam
FDL: fludioxonil
B17.1: Alternaria solani
1,001 solution IZM solution% of activation + FDL (1: 2)
PPm PPm PPm observed expected (Col-by) 0.0008 25
99/162
0.0016 57 0.0001 0.0003 0 0.0003 0.0005 9 0.0010 0.0021 1 0.0021 0.0042 00.0008 0.0001 0.0003 49 25 0.0008 0.0003 0.0005 42 32 0.0008 0.0010 0.0021 44 26 0.0016 0.0001 0.0003 79 57 0.0016 0.0010 0.0021 78 57 0.0016 0.0021 0.0042 76 57
B17.2: Fusarium culmorum:
1,001 solution IZM solution% activation + FDL (1: 2) expected ppm ppm ppm observed expected (Colby)
0.0063 90.0125 160.0250 270.0500 460.2000 54 0.0041 0.0084 3 0.0083 0.0168 6 0.0165 0.0335 0 0.0330 0.0670 2 0.0660 0.1340 2 0.0660 0.1340 480.0063 0.0083 0.0168 48 15 0.0125 0.0165 0.0335 28 16 0.0250 0.0165 0.0335 96 27 0.0250 0.0330 0.0670 60 28 0.0500 0.0041 0.0084 55 48
100/162
0.0500 0.0330 0.0670 79 47 0.0500 0.0660 0.1340 100 72 0.2000 0.0660 0.1340 100 76
B17.3: Monographella nivalis:
1,001 solution IZM solution+ FDL (1: 2) % of activationdade ppm ppm expected ppm observed (Col-
by)
0.1000 73 0.0083 0.0168 00.1000 0.0083 0.0168 80 73
B17.4: Rhizoctonia solani:
1,001 solution IZM solution% activation + FDL (1: 2) expected ppm ppm ppm observed expected (Colby)
0.0250 00.0500 60.1000 0 0.0330 0.0670 810.0250 0.0330 0.0670 96 81 0.0500 0.0330 0.0670 96 82 0.1000 0.0330 0.0670 96 81
Table B18:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
IZM = isopyrazam
CPL: ciprodinil
101/162
B18.1: Alternaria solani
1,001 solution IZM solution +% activity share
CPL (1: 2) ppm ppm ppm observed expected (Colby)
0.0016 60 0.0001 0.0003 12 0.0003 0.0005 1 0.0010 0.0021 1 0.0021 0.0042 80.0016 0.0001 0.0003 73 65 0.0016 0.0003 0.0005 67 61 0.0016 0.0010 0.0021 68 60 0.0016 0.0021 0.0042 72 63
B18.2: Monographella nivalis:
1,001 solution IZM solution +% activity share
CPL (1: 2) ppm ppm ppm observed expected (Colby)
0.0031 00.0063 0 0.0041 0.0084 240.0031 0.0041 0.0084 78 24 0.0063 0.0041 0.0084 51 24
B18.3: Rhizoctonia solani:
1,001 solution IZM solution +% activity share
CPL (1: 2) ppm ppm ppm observed expected (Colby)
0.0125 200.0250 00.0500 0
102/162
0.0165 0.0335 470.0125 0.0165 0.0335 77 58 0.0250 0.0165 0.0335 71 47 0.0500 0.0165 0.0335 54 47
B18.4: Septaria tritici:
1,001 solution IZM solution +% activity share
CPL (1: 2) ppm ppm ppm observed expected (Colby)
0.0016 62 0.0001 0.0003 00.0016 0.0001 0.0003 69 62
Table B19:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
IZM = isopyrazam
FLN: fluazinam
B19.1: Gâumannomyces graminis'.
IZM Solution Solution + FLN% of action
1.001 (1: 3) ppm activity ppm ppm observed expected (Colda by)
0.0500 00.1000 10.2000 0 0.0500 0.1500 76 0.0500 0.1500 300.0500 0.0500 0.1500 95 30 0.1000 0.0500 0.1500 83 31 0.2000 0.0500 0.1500 90 30
B19.2: Alternaria solani:
103/162
IZM + FLN Solution Solution
1.001 (1: 3) ppm ppm% of action ppm activity observed (Colda by)
0.0004 110.0008 290.0016 65 0.0001 0.0003 5 0.0002 0.0006 0 0.0004 0.0012 16 0.0008 0.0023 16 0.0016 0.0047 100.0004 0.0001 0.0003 28 15 0.0008 0.0001 0.0003 47 33 0.0008 0.0004 0.0012 46 40 0.0008 0.0008 0.0023 46 40 0.0016 0.0002 0.0006 72 65 0.0016 0.0016 0.0047 78 69
B19.3: Monographella nivalis:
IZM Solution Solution + FLN% of action
1.001 (1: 3) ppm activity ppm ppm observed expected (Colda by)
0.0250 30.0500 120.1000 630.2000 90 0.0063 0.0188 3 0.0250 0.0750 80.0250 0.0250 0.0750 95 10 0.0500 0.0250 0.0750 55 19 0.1000 0.0063 0.0188 80 65
104/162
0.1000 0.0250 0.0750 92 66 0.2000 0.0250 0.0750 100 90
Table B20:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
DFZ = diphenoconazole
AZO: azoxystrobin
B20.1: Gâumannomyces graminis:
Solution of 1,001% Solution of activity share
DFZ + AZO (1: 1) ppm ppm ppm observed expected (Colby)
0.0125 00.0250 00.0500 00.2000 0 0.0125 0.0125 54 0.0250 0.0250 420.0125 0.0125 0.0125 60 54 0.0125 0.0250 0.0250 72 42 0.0250 0.0250 0.0250 76 42 0.0500 0.0250 0.0250 79 42 0.2000 0.0250 0.0250 63 42
B20.2: Monographella nivalis:
Solution of 1,001% Solution of activity share
DFZ + AZO (1: 1) ppm ppm ppm observed expected (Colby)
0.0500 6 0.0063 0.0063 390.0500 0.0063 0.0063 79 42
105/162
B20.3: Rhizoctonia solani:
1,001 solution Solution % of activity actionDFZ + AZO (1: 1) PPm PPm observed ppm expected (Colby)
0.0500 0 0.0500 0.0500 330.0500 0.0500 0.0500 52 33
B20.4: Septoria tritici:
Solution of 1,001% Solution of activity share
DFZ + AZO (1: 1) ppm ppm ppm observed expected (Colby)
0.0016 35 0.0004 0.0004 50.0016 0.0004 0.0004 47 38
Table B21:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
DFZ = diphenoconazole
PTC = protioconazole
B21.1: Rhizoctonia solanr.
DFZ Solution Solution +% activation
1,001 PTC (1: 1) expected ppm ppm expected observed ppm (Colby)
0.0500 0 0.1000 0.1000 15
106/162
I 0.0500 I ________ 0.1000 ________ | 0.1000 | 52 | 15
Table B22:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
DFZ = diphenoconazole
TCZ = tebuconazole
B22.1: Monographella nivalis'.
Solution Solution % of activity action 1,001 DFZ + TCZ life of (1: 1) PPm PPm observed ppm expected
(Colby)
0.1000 46 0.0125 0.0125 10.1000 0.0125 0.0125 59 46
Table B23:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
DFZ = diphenoconazole
PYS = pyraclostrobin
B23.1: Monographella nivalis'.
Solution Solution in % of activation 1,001 DFZ + PYS dade (2: 1) PPm PPm PPm observed expected(Colby)
0.0250 00.0500 6 0.0670 0.0330 580.0250 0.0670 0.0330 85 58 0.0500 0.0670 0.0330 87 61
Table B24:
Abbreviations are defined as follows:
107/162
1,001 = compound No. 1,001
DFZ = diphenoconazole
TFS = trifloxystrobin
B24.1: Alternaria solani
Solution Solution in % of activation 1,001 DFZ + TFS dade(2: 1) PPm PPm PPm expected observed (Col- by)
0.0016 40 0.0003 0.0001 00.0016 0.0003 0.0001 66 40
B24.2: Monographella nivalis:
Solution Solution in % of activation 1,001 DFZ + TFS dade(2: 1) PPm PPm PPm expected observed (Col
by)
0.0008 00.0016 00.0031 00.0063 0 0.0010 0.0005 15 0.0021 0.0010 49 0.0042 0.0021 790.0008 0.0010 0.0005 27 15 0.0016 0.0021 0.0010 64 49 0.0016 0.0042 0.0021 92 79 0.0031 0.0042 0.0021 90 79 0.0063 0.0042 0.0021 94 79
B24.3: Botrytis
108/162 cine tea:
Solution Solution in % of activation 1,001 DFZ + TFS dade(2: 1) PPm PPm PPm expected observed (Col- by)
0.0063 690.0125 83 0.0168 0.0083 240.0063 0.0168 0.0083 85 77 0.0125 0.0168 0.0083 98 87
Table B25:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
DFZ = diphenoconazole
FDL = Fludioxonil
B25.1: Fusarium culmorum
Solution Solution % of activity action 1,001 DFZ + FDL dade (1: 2) PPm PPm observed ppm expected (Col
by)
0.0250 270.0500 50 0.0165 0.0335 8 0.0330 0.0670 10 0.0660 0.1340 750.0250 0.0165 0.0335 51 33 0.0500 0.0330 0.0670 88 55 0.0500 0.0660 0.1340 99 87
B25.2. Botrytis
109/162
cinerea Solution Solution % of activity action 1,001 DFZ + FDL dade (1: 2) PPm PPm observed ppm expected (Col
by)
0.0031 540.0063 690.0125 84 0.0041 0.0084 11 0.0083 0.0168 220.0031 0.0041 0.0084 65 59 0.0063 0.0041 0.0084 91 72 0.0063 0.0083 0.0168 100 76 0.0125 0.0041 0.0084 96 86 0.0125 0.0083 0.0168 100 88
Table B26:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
DFZ = diphenoconazole
CPL = Ciprodinil
B26.1: Alternaria solani
Solution DFZ + solution % of activity action 1,001 CPL (1: 2) dadePPm PPm observed ppm expected (Col
by)
0.0016 57 0.0001 0.0003 00.0016 0.0001 0.0003 67 57
B26.2: Fusarium culmorum
110/162
Solution DFZ + solution % of activity action 1,001 CPL (1: 2) dadePPm PPm observed ppm expected (Col
by)
0.0250 29 0.0021 0.0042 40.0250 0.0021 0.0042 47 32
Table B27:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
DFZ = diphenoconazole
FLN = Fluazinam
B27.1: Fusarium culmorum
DFZ Solution + FLN% Activation Solution
1,001 (1: 3) expected observed ppm ppm ppm (Colby)
0.0250 270.0500 49 0.0016 0.0047 6 0.0031 0.0094 40.0250 0.0016 0.0047 41 32 0.0500 0.0031 0.0094 57 51
B27.2: Monographella nivalis
DFZ Solution + FLN% Activation Solution
1,001 (1: 3) expected observed ppm ppm ppm (Colby)
0.0500 60.1000 270.2000 87
111/162
0.0500 0.1500 00.0500 0.0500 0.1500 78 6 0.1000 0.0500 0.1500 83 27 0.2000 0.0500 0.1500 97 87
B27.3: Botrytis cine tea
Solution DFZ + FLN solution % of activity action 1,001 (1: 3) life ofPPm PPm observed ppm expected(Colby)
0.0016 490.0031 570.0063 630.0125 89 0.0004 0.0012 3 0.0016 0.0047 2 0.0031 0.0094 2 0.0063 0.0188 5 0.0125 0.0375 60.0016 0.0016 0.0047 74 50 0.0031 0.0031 0.0094 84 58 0.0063 0.0004 0.0012 74 65 0.0063 0.0031 0.0094 85 64 0.0063 0.0063 0.0188 100 65 0.0125 0.0063 0.0188 99 89 0.0125 0.0125 0.0375 100 89
Table B28:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
AZ = azoxystrobin
PTC = Protioconazole
B28.1: Gâumannomyces graminis
112/162
AZO + PTC% Solution Solution
1,001 (1: 1) expected ppm ppm expected observed ppm (Colby)
0.0031 00.0125 00.0250 00.0500 00.1000 00.2000 0 0.0063 0.0063 17 0.0250 0.0250 60 0.0500 0.0500 66 0.1000 0.1000 66 0.1000 0.1000 660.0031 0.0063 0.0063 40 17 0.0125 0.0250 0.0250 67 60 0.0250 0.0063 0.0063 41 17 0.0250 0.0500 0.0500 76 66 0.0500 0.1000 0.1000 77 66 0.1000 0.0250 0.0250 71 60 0.1000 0.1000 0.1000 75 66 0.2000 0.1000 0.1000 78 66
B28.2: Alternaria solani
AZO + PTC% Solution Solution
1,001 (1: 1) expected ppm ppm expected observed ppm (Colby)
0.0016 24 0.0002 0.0002 5 0.0016 0.0016 60.0016 0.0002 0.0002 40 28 0.0016 0.0016 0.0016 44 29
113/162
B28.3: Fusarium culmorum
Solution AZO + PTC solution % of activity action 1,001 (1: 1) life ofPPm PPm observed ppm expected(Colby)
0.0500 550.1000 56 0.1000 0.1000 550.0500 0.1000 0.1000 100 80 0.1000 0.1000 0.1000 97 80
B28.4: Monographella nivalis
AZO + PTC% Solution Solution
1,001 (1: 1) expected ppm ppm expected observed ppm (Colby)
0.0016 00.0031 20.0125 20.0500 6 0.0031 0.0031 18 0.0063 0.0063 630.0016 0.0031 0.0031 45 18 0.0031 0.0063 0.0063 93 64 0.0125 0.0063 0.0063 73 64 0.0500 0.0063 0.0063 95 65
Table B29:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
AZ = azoxystrobin
TCZ = Tebuconazole
114/162
B29.1: Gâumannomyces graminis
AZO Solution + TCZ% Activation Solution
1,001 (1: 1) expected ppm ppm expected observed ppm (Colby)
0.0250 20.0500 00.1000 00.2000 0 0.0031 0.0031 4 0.0250 0.0250 44 0.0500 0.0500 690.0250 0.0031 0.0031 41 6 0.0250 0.0250 0.0250 58 45 0.0500 0.0250 0.0250 66 44 0.0500 0.0500 0.0500 79 69 0.1000 0.0500 0.0500 78 69 0.2000 0.0250 0.0250 53 44
B29.2: Monographella nivalis
Solution AZO + TCZ solution % of activity action 1,001 (1: 1) life ofPPm PPm observed ppm expected(Colby)
0.0250 0 0.0063 0.0063 620.0250 0.0063 0.0063 73 62
B29.3: Septoria triticiAZO + TCZ Solution Solution1,001 (1: 1) % of activationlife of ppm ppm ppm expected expected(Colby) 0.0008 17
115/162
0.0016 400.0031 88 0.0016 0.0016 0 0.0031 0.0031 12 0.0063 0.0063 30.0008 0.0016 0.0016 22 17 0.0016 0.0031 0.0031 68 47 0.0031 0.0063 0.0063 95 89
Table B30:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
AZ = azoxystrobin
PYS = Pyraclostrobin
B30.1: Gâumannomyces graminis
AZO + PYS% Solution Solution
1,001 (2: 1) expected ppm ppm expected observed ppm (Colby)
0.0031 70.0125 00.0250 00.0500 10.1000 40.2000 0 0.0084 0.0041 40 0.0168 0.0083 51 0.0335 0.0165 55 0.0670 0.0330 53 0.1340 0.0660 53 0.1340 0.0660 620.0031 0.0084 0.0041 52 45 0.0125 0.0168 0.0083 60 51 0.0125 0.0335 0.0165 66 55
116/162
0.0250 0.0084 0.0041 53 40 0.0250 0.0335 0.0165 72 55 0.0250 0.0670 0.0330 80 53 0.0500 0.0335 0.0165 64 56 0.0500 0.0670 0.0330 66 54 0.1000 0.0335 0.0165 72 57 0.1000 0.0670 0.0330 69 55 0.1000 0.1340 0.0660 75 63 0.2000 0.0335 0.0165 64 55 0.2000 0.0670 0.0330 61 53 0.2000 0.1340 0.0660 68 62
B30.2: Alternaria solani
Solution AZO + PYS solution % of activity action 1,001 (2: 1) life ofPPm PPm observed ppm expected(Colby)
0.0016 31 0.0021 0.0010 11 0.0042 0.0021 70.0016 0.0021 0.0010 58 38 0.0016 0.0042 0.0021 58 36
B30.3: Fusarium culmorum
AZO + PYS% Solution Solution
1,001 (2: 1) expected ppm ppm expected observed ppm (Colby)
0.0250 280.0500 550.1000 56 0.0670 0.0330 0 0.1340 0.0660 8
117/162
0.0250 0.0670 0.0330 43 28 0.0500 0.0670 0.0330 61 55 0.0500 0.1340 0.0660 66 58 0.1000 0.1340 0.0660 69 60
B30.4: Monographella nivalis
AZO + PYS% Solution Solution
1,001 (2: 1) expected ppm ppm expected observed ppm (Colby)
0.0016 00.0031 0 0.0021 0.0010 31 0.0042 0.0021 520.0016 0.0021 0.0010 61 31 0.0016 0.0042 0.0021 61 52 0.0031 0.0042 0.0021 82 52
Table B31:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
AZ = azoxystrobin
TFS = Trifloxystrobin
B31.1: Gâumannomyces graminis
AZO + TFS% Solution Solution
1,001 (2: 1) expected ppm ppm expected observed ppm (Colby)
0.0063 00.0125 00.0250 40.0500 00.2000 3
118/162
0.0084 0.0041 41 0.0168 0.0083 61 0.0335 0.0165 440.0063 0.0084 0.0041 51 41 0.0063 0.0168 0.0083 67 61 0.0125 0.0084 0.0041 56 41 0.0125 0.0168 0.0083 69 61 0.0125 0.0335 0.0165 76 44 0.0250 0.0335 0.0165 75 46 0.0500 0.0335 0.0165 53 44 0.2000 0.0335 0.0165 72 46
B31.2: Alternaria solani
Solution AZO + TFS solution % of activity action 1,001 (2: 1) life ofPPm PPm observed ppm expected(Colby)
0.0008 1 0.0003 0.0001 0 0.0005 0.0003 5 0.0010 0.0005 00.0008 0.0003 0.0001 39 1 0.0008 0.0005 0.0003 34 5 0.0008 0.0010 0.0005 42 1
B31.3: Fusarium culmorum
AZO + TFS% Solution Solution
1,001 (2: 1) expected ppm ppm expected observed ppm (Colby)
0.0125 110.0250 290.0500 52
119/162
0.1000 520.2000 59 0.0335 0.0165 11 0.0670 0.0330 7 0.1340 0.0660 70.0125 0.0335 0.0165 42 20 0.0250 0.0335 0.0165 58 36 0.0250 0.0670 0.0330 73 34 0.0500 0.0335 0.0165 64 57 0.0500 0.0670 0.0330 74 56 0.0500 0.1340 0.0660 77 56 0.1000 0.0670 0.0330 72 55 0.1000 0.1340 0.0660 78 55 0.2000 0.0670 0.0330 71 62 0.2000 0.1340 0.0660 75 62
B31.4: Monographella nivalis
Solution AZO + TFS solution % of activity action 1,001 (2: 1) life ofPPm PPm observed ppm expected(Colby)
0.0004 00.0008 0 0.0010 0.0005 370.0004 0.0010 0.0005 64 37 0.0008 0.0010 0.0005 55 37
B31.5: Septoria tritici
AZO + TFS% Solution Solution
1,001 (2: 1) expected ppm ppm expected observed ppm (Colby)
0.0016 44 0.0042 0.0021 65
120/162
0.0016 0.0042 0.0021 I 95 I 80 B31.6: Botrytis cinerea Solution1,001 AZO + TFS solution(2: 1)% of activitylife of action PPm PPm PPm observed expected(Colby)
0.0008 290.0016 51 0.0021 0.0010 18 0.0042 0.0021 340.0008 0.0021 0.0010 65 42 0.0016 0.0042 0.0021 76 68
Table B32:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
AZ = azoxystrobin
FDL = Fludioxonil
B32.1: Gâumannomyces graminis
AZO + FDL% Solution Solution
1,001 (1: 2) expected observed ppm ppm ppm (Colby)
0.0063 100.0125 10.0250 60.0500 00.1000 00.2000 0 0.0041 0.0084 11 0.0083 0.0168 34 0.0165 0.0335 55
121/162
0.0660 0.1340 630.0063 0.0041 0.0084 35 20 0.0125 0.0041 0.0084 38 11 0.0125 0.0083 0.0168 63 35 0.0250 0.0083 0.0168 48 38 0.0500 0.0660 0.1340 70 63 0.1000 0.0083 0.0168 49 34 0.1000 0.0165 0.0335 63 55 0.2000 0.0165 0.0335 66 55
B32.2: Alternaria solani
AZO + FDL% Solution Solution
1,001 (1: 2) expected observed ppm ppm ppm (Colby)
0.0016 380.0031 69 0.0003 0.0005 0 0.0005 0.0010 0 0.0010 0.0021 1 0.0021 0.0042 00.0016 0.0003 0.0005 69 38 0.0016 0.0005 0.0010 45 38 0.0016 0.0021 0.0042 74 38 0.0031 0.0010 0.0021 77 69
B32.3: Fusarium culmorum
AZO + FDL% Solution Solution
1,001 (1: 2) expected observed ppm ppm ppm (Colby)
0.0250 240.0500 51
122/162
0.1000 550.2000 57 0.0330 0.0670 0 0.0660 0.1340 0 0.0660 0.1340 100.0250 0.0330 0.0670 47 24 0.0500 0.0330 0.0670 84 51 0.0500 0.0660 0.1340 83 56 0.1000 0.0330 0.0670 71 55 0.1000 0.0660 0.1340 95 59 0.2000 0.0330 0.0670 65 57 0.2000 0.0660 0.1340 91 61
B32.4: Rhizoctonia solani
Solution AZO + FDL solution % of activity action 1,001 (1: 2) life ofPPm PPm observed ppm expected(Colby)
0.0500 110.1000 10 0.0330 0.0670 0 0.0660 0.1340 200.0500 0.0330 0.0670 58 11 0.0500 0.0660 0.1340 76 29 0.1000 0.0660 0.1340 94 28
B32.5: Botrytis cinerea
AZO + FDL% Solution Solution
1,001 (1: 2) expected observed ppm ppm ppm (Colby)
0.0031 630.0063 85 0.0041 0.0084 10
123/162
0.0083 0.0168 360.0031 0.0041 0.0084 79 66 0.0063 0.0083 0.0168 100 90
Table B33:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
AZ = azoxystrobin
CPL = Ciprodinil
B33.1: Gâumannomyces graminis
AZO Solution Solution + CPL% activation
1,001 (1: 2) expected observed ppm ppm ppm (Colby)
0.0125 00.0250 00.0500 00.1000 00.2000 2 0.0083 0.0168 50 0.0165 0.0335 43 0.0330 0.0670 560.0125 0.0083 0.0168 65 50 0.0125 0.0165 0.0335 81 43 0.0250 0.0165 0.0335 65 43 0.0250 0.0330 0.0670 83 56 0.0500 0.0330 0.0670 73 56 0.1000 0.0165 0.0335 61 43 0.2000 0.0330 0.0670 64 57
B33.2: Alternaria solani
AZO + CPL Solution Solution
1,001 (1: 2)% activity activity
124/162
PPm
PPm ppm observed expected (Colby)
0.0008 90.0016 44 0.0001 0.0003 0 0.0003 0.0005 30.0008 0.0001 0.0003 26 9 0.0008 0.0003 0.0005 35 11 0.0016 0.0003 0.0005 53 45
B33.3: Monographella nivalis
Solution AZO + CPL solution % of activity action 1,001 (1: 2) life ofPPm PPm observed ppm expected(Colby)
0.0031 00.0063 00.0125 0 0.0041 0.0084 290.0031 0.0041 0.0084 61 29 0.0063 0.0041 0.0084 58 29 0.0125 0.0041 0.0084 43 29
Table B34:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
AZ = azoxystrobin
FLN = Fluazinam
B34.1: Gâumannomyces graminis
AZO Solution + FLN% Activation Solution
1,001 (1: 3) expected observed ppm ppm ppm (Colby)
125/162
0.0063 00.0125 00.0250 40.0500 00.2000 0 0.0063 0.0188 20 0.0125 0.0375 48 0.0250 0.0750 570.0063 0.0063 0.0188 55 20 0.0125 0.0063 0.0188 50 20 0.0125 0.0125 0.0375 71 48 0.0250 0.0250 0.0750 77 59 0.0500 0.0250 0.0750 74 57 0.2000 0.0250 0.0750 81 57
B34.2: Monographella nivalis
AZO Solution + FLN% Activation Solution
1,001 (1: 3) expected observed ppm ppm ppm (Colby)
0.0031 00.0063 00.0125 00.0250 0 0.0031 0.0094 170.0031 0.0031 0.0094 98 17 0.0063 0.0031 0.0094 71 17 0.0125 0.0031 0.0094 51 17 0.0250 0.0031 0.0094 42 17
B34.3: Septoria tritici
AZO + FLN Solution Solution
1,001 (1: 3)% activity activity
126/162 ppm ppm observed expected ppm (Colby)
0.0008 360.0016 53 0.0008 0.0023 2 0.0016 0.0047 60.0008 0.0008 0.0023 54 37 0.0016 0.0016 0.0047 75 56
B34.4: Botrytis cinerea
Solution AZO + FLN solution % of activity action 1,001 (1: 3) life ofPPm PPm observed ppm expected(Colby)
0.0031 73 0.0031 0.0094 20.0031 0.0031 0.0094 90 74
Table B35:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
PTC = Protioconazole
TCZ = Tebuconazole
B35.1: Gâumannomyces graminis
Solution PTC + solution % of activity action 1,001 TCZ 1: 1 life ofPPm PPm observed ppm expected (Colby)
0.0250 70.0500 90.1000 17 0.0500 0.0500 0 0.1000 0.1000 53
127/162
0.0250 0.0500 0.0500 57 7 0.0500 0.1000 0.1000 88 58 0.1000 0.1000 0.1000 100 61
B35.2: Alternaria solani
Solution PTC + solution % of activity action 1,001 TCZ 1: 1 life ofPPm PPm observed ppm expected (Colby)
0.0016 70.0063 75 0.0031 0.0031 13 0.0063 0.0063 60.0016 0.0031 0.0031 44 19 0.0063 0.0031 0.0031 87 78 0.0063 0.0063 0.0063 89 76
B35.3: Fusarium culmorum
Solution PTC + solution % of activity action 1,001 TCZ 1: 1 life ofPPm PPm observed ppm expected (Colby)
0.0125 70.0250 46 0.0250 0.0250 31 0.0500 0.0500 400.0125 0.0250 0.0250 59 36 0.0250 0.0500 0.0500 100 67
B35.4: Monographella nivalis
PTC Solution Solution +% of activation
1,001
TCZ 1: 1 life
128/162 ppm ppm observed expected ppm (Colby)
0.0125 0 0.0250 0.0250 00.0125 0.0250 0.0250 91 0
Table B36:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
PTC = Protioconazole
PYS = Pyraclostrobin
B36.1: Gâumannomyces graminis
Solution PTC + solution % of activity action 1,001 PYS 2: 1 life ofPPm PPm observed ppm expected (Colby)
0.0500 7 0.1340 0.0660 410.0500 0.1340 0.0660 100 46
B36.2: Fusarium culmorum
Solution PTC + solution % of activity action 1,001 PYS 2: 1 life ofPPm PPm observed ppm expected (Colby)
0.0250 29 0.0042 0.0021 10.0250 0.0042 0.0021 46 30
B36.3: Monographella nivalis
Solution
1,001
PTC + solution
PYS 2: 1% action activity
129/162 ppm ppm observed expected ppm (Colby)
0.0031 20.0063 0 0.0084 0.0041 30 0.0168 0.0083 900.0031 0.0084 0.0041 51 32 0.0063 0.0084 0.0041 39 30 0.0063 0.0168 0.0083 99 90
Table B37:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
PTC = Protioconazole
TFS = Trifloxystrobin
B37.1: Fusarium culmorum
Solution PTC + Solution % of activation 1,001 TFS 2: 1 life ofPPm ppm ppm observed expected(Colby)
0.0125 100.0250 27 0.0335 0.0165 16 0.0670 0.0330 410.0125 0.0335 0.0165 39 24 0.0250 0.0670 0.0330 96 57
B37.2: Monographella nivalis
PTC Solution Solution +% of activation
1,001 TFS 2: 1 expected ppm ppm expected observed ppm (Colby)
0.0004 0
130/162
0.0005 0.0003 810.0004 0.0005 0.0003 95 81
Table B38:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
PTC = Protioconazole
FDL = Fludioxonil
B38.1: Alternaria solani
PTC Solution Solution +% of activation
1,001 FDL 1: 2 expected ppm ppm ppm expected observed (Colby)
0.0008 40.0016 140.0031 46 0.0005 0.0010 0 0.0010 0.0021 0 0.0021 0.0042 60.0008 0.0005 0.0010 27 4 0.0008 0.0010 0.0021 25 4 0.0016 0.0021 0.0042 42 18 0.0031 0.0021 0.0042 75 49
B38.2: Fusarium culmorum
Solution PTC + solution % of activity action 1,001 FDL 1: 2 life ofPPm PPm observed ppm expected (Colby)
0.0125 90.0250 280.0500 52 0.0165 0.0335 9
131/162
0.0330 0.0670 120.0125 0.0165 0.0335 34 17 0.0250 0.0165 0.0335 44 35 0.0250 0.0330 0.0670 62 37 0.0500 0.0330 0.0670 64 57
B38.3: Botrytis cinerea
Solution PTC + solution % of activity action 1,001 FDL 1: 2 life ofPPm PPm observed ppm expected (Colby)
0.0016 210.0031 420.0063 64 0.0021 0.0042 4 0.0041 0.0084 1 0.0083 0.0168 250.0016 0.0021 0.0042 29 24 0.0031 0.0041 0.0084 69 43 0.0063 0.0041 0.0084 77 64 0.0063 0.0083 0.0168 96 73
Table B39:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
PTC = Protioconazole
CPL = Ciprodinil
B39.1: Monographella nivalis
Solution PTC + solution % of activity action 1,001 CPL 1: 2 life ofPPm PPm observed ppm expected (Colby)
0.0031 00.0063 0
132/162
0.0125 2 0.0041 0.0084 18 0.0083 0.0168 680.0031 0.0041 0.0084 45 18 0.0063 0.0041 0.0084 39 18 0.0063 0.0083 0.0168 86 68 0.0125 0.0083 0.0168 81 68
B39.2: Septaria tritici
Solution PTC + solution % of activity action 1,001 CPL 1: 2 life ofPPm PPm observed ppm expected (Colby)
0.0016 59 0.0001 0.0003 30.0016 0.0001 0.0003 78 60
B39.3: Botrytis cinerea
Solution PTC + solution % of activity action 1,001 CPL 1: 2 life ofPPm PPm observed ppm expected (Colby)
0.0031 390.0063 64 0.0003 0.0005 0 0.0010 0.0021 0 0.0021 0.0042 0 0.0041 0.0084 00.0031 0.0003 0.0005 54 39 0.0031 0.0010 0.0021 46 39 0.0031 0.0041 0.0084 68 39 0.0063 0.0021 0.0042 76 64 0.0063 0.0041 0.0084 73 64
133/162
Table B40:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
PTC = Protioconazole
FLN = Fluazinam
B40.1: Alternaria solani
Solution PTC + solution % of activity action 1,001 FLN 1: 3 life ofPPm PPm observed ppm expected (Colby)
0.0016 250.0031 50 0.0016 0.0047 5 0.0031 0.0094 50.0016 0.0016 0.0047 45 29 0.0031 0.0016 0.0047 62 53 0.0031 0.0031 0.0094 64 53
B40.2: Monographella nivalis
PTC + Solution Solution
1,001 FLN 1: 3% expected ppm ppm ppm observed observed activity (Colby)
0.0031 20.0063 00.0125 20.0250 30.0500 0 0.0031 0.0094 13 0.0063 0.0188 380.0031 0.0031 0.0094 28 14 0.0063 0.0063 0.0188 98 38
134/162
0.0125 0.0063 0.0188 84 39 0.0250 0.0063 0.0188 61 40 0.0500 0.0063 0.0188 66 38
B40.3: Septaria tritici
Solution PTC + solution % of activity action 1,001 FLN 1: 3 life ofPPm PPm observed ppm expected (Colby)
0.0016 600.0031 89 0.0001 0.0003 0 0.0031 0.0094 00.0016 0.0001 0.0003 70 60 0.0031 0.0031 0.0094 99 89
B40.4: Botrytis cinerea
Solution PTC + solution % of activity action 1,001 FLN 1: 3 life ofPPm PPm observed ppm expected (Colby)
0.0016 260.0031 480.0063 660.0125 88 0.0016 0.0047 6 0.0031 0.0094 9 0.0063 0.0188 200.0016 0.0016 0.0047 60 30 0.0031 0.0016 0.0047 57 51 0.0031 0.0031 0.0094 96 52 0.0063 0.0031 0.0094 91 69 0.0063 0.0063 0.0188 100 73
135/162
0.0125 0.0063 0.0188 99 90
Table B41:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
TCZ = Tebuconazole
PYS = Pyraclostrobin
B41.1: Alternaria solani
Solution TCZ + solution % of activity action 1,001 PYS 2: 1 life ofPPm PPm observed ppm expected (Colby)
0.0016 490.0031 81 0.0042 0.0021 5 0.0084 0.0041 170.0016 0.0042 0.0021 78 52 0.0031 0.0084 0.0041 94 84
B41.2: Monographella nivalis
Solution TCZ + solution % of activity action 1,001 PYS 2: 1 life ofPPm PPm observed ppm expected (Colby)
0.0031 100.0063 140.0125 40.0250 230.0500 400.1000 67 0.0042 0.0021 23 0.0084 0.0041 10 0.0168 0.0083 32
136/162
0.0031 0.0042 0.0021 48 31 0.0031 0.0084 0.0041 64 19 0.0063 0.0084 0.0041 100 22 0.0063 0.0168 0.0083 90 42 0.0125 0.0168 0.0083 100 35 0.0250 0.0168 0.0083 66 48 0.0500 0.0084 0.0041 51 46 0.0500 0.0168 0.0083 77 59 0.1000 0.0168 0.0083 96 78
B41.3: Botrytis cinerea
Solution TCZ + solution % of activity action 1,001 PYS2: 1 life ofPPm PPm observed ppm expected (Colby)
0.0008 330.0016 540.0031 730.0063 88 0.0005 0.0003 3 0.0021 0.0010 0 0.0042 0.0021 0 0.0084 0.0041 70.0008 0.0021 0.0010 52 33 0.0016 0.0021 0.0010 78 54 0.0016 0.0042 0.0021 96 54 0.0031 0.0005 0.0003 81 74 0.0031 0.0021 0.0010 80 73 0.0031 0.0042 0.0021 98 73 0.0031 0.0084 0.0041 100 75 0.0063 0.0042 0.0021 97 88 0.0063 0.0084 0.0041 99 89
Table B42:
137/162
Abbreviations are defined as follows: 1.001 = compound No. 1.001
TCZ = Tebuconazole
TFS = Trifloxystrobin
B42.1: Alternaria solani
Solution TCZ + solution % of activity action 1,001 TFS 2: 1 life ofPPm PPm observed ppm expected (Colby)
0.0004 100.0008 300.0016 54 0.0010 0.0005 10 0.0021 0.0010 17 0.0042 0.0021 90.0004 0.0010 0.0005 30 19 0.0008 0.0021 0.0010 44 42 0.0016 0.0042 0.0021 74 58
B42.2: Fusarium culmorum
Solution TCZ + solution % of activity action 1,001 TFS 2: 1 life ofPPm PPm observed ppm expected (Colby)
0.0125 160.0250 340.0500 540.1000 580.2000 59 0.0042 0.0021 1 0.0168 0.0083 1 0.0335 0.0165 2 0.0670 0.0330 6
138/162
0.1340 0.0660 6 0.1340 0.0660 80.0125 0.0168 0.0083 42 17 0.0125 0.0335 0.0165 58 18 0.0250 0.0042 0.0021 51 35 0.0250 0.0168 0.0083 51 35 0.0250 0.0335 0.0165 66 36 0.0250 0.0670 0.0330 71 39 0.0500 0.0168 0.0083 60 54 0.0500 0.0335 0.0165 69 55 0.0500 0.0670 0.0330 78 57 0.0500 0.1340 0.0660 75 57 0.1000 0.0335 0.0165 72 59 0.1000 0.0670 0.0330 78 61 0.1000 0.1340 0.0660 80 61 0.2000 0.0335 0.0165 75 60 0.2000 0.0670 0.0330 76 62 0.2000 0.1340 0.0660 83 63
B42.3: Rhizoctonia solani
Solution TCZ + solution % of activity action 1,001 TFS2: 1 life ofPPm PPm observed ppm expected (Colby)
0.0250 00.0500 00.1000 15 0.0670 0.0330 35 0.1340 0.0660 130.0250 0.0670 0.0330 51 35 0.0500 0.1340 0.0660 68 13 0.1000 0.1340 0.0660 52 26
139/162
B42.4: Septaria tritici
TCZ Solution Solution +% activation
1,001 TFS 2: 1 expected ppm ppm expected observed ppm (Colby)
0.0004 90.0008 240.0016 64 0.0010 0.0005 10 0.0021 0.0010 340.0004 0.0010 0.0005 27 17 0.0008 0.0010 0.0005 65 32 0.0008 0.0021 0.0010 80 50 0.0016 0.0010 0.0005 88 67 0.0016 0.0021 0.0010 86 76
B42.5: Botrytis cinerea
Solution TCZ + solution % of activity action 1,001 TFS2: 1 life ofPPm PPm observed ppm expected (Colby)
0.0008 240.0016 450.0031 76 0.0021 0.0010 15 0.0042 0.0021 320.0008 0.0021 0.0010 72 35 0.0016 0.0021 0.0010 88 53 0.0016 0.0042 0.0021 98 62 0.0031 0.0021 0.0010 89 79 0.0031 0.0042 0.0021 99 83
140/162
Table B43:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
TCZ = Tebuconazole
FDL = Fludioxonil
B43.1: Alternaria solani
Solution TCZ + solution% of activity action 1,001 FDL 1: 2life ofPPm PPm PPm observed expected (Colby)
0.0016 45 0.0001 0.0003 0 0.0021 0.0042 00.0016 0.0001 0.0003 54 45 0.0016 0.0021 0.0042 78 45
B43.2: Fusarium culmorum
TCZ + Solution Solution
1,001 FDL 1: 2% expected ppm ppm ppm observed observed activity (Colby)
0.0250 340.0500 550.1000 550.2000 61 0.0330 0.0670 1 0.0660 0.1340 1 0.0660 0.1340 250.0250 0.0330 0.0670 56 34 0.0500 0.0330 0.0670 89 56 0.0500 0.0660 0.1340 100 67 0.1000 0.0330 0.0670 81 56 0.1000 0.0660 0.1340 97 66
141/162
0.2000 0.0330 0.0670 76 61 0.2000 0.0660 0.1340 98 71
B43.3: Monographella nivalis
TCZ Solution Solution +% activation
1,001 FDL1: 2 expected ppm ppm ppm observed expected (Colby)
0.0063 10.0125 40.0250 140.0500 11 0.0041 0.0084 24 0.0083 0.0168 700.0063 0.0083 0.0168 95 70 0.0125 0.0083 0.0168 98 71 0.0250 0.0041 0.0084 55 35 0.0250 0.0083 0.0168 100 74 0.0500 0.0041 0.0084 59 33
B43.4: Botrytis cinerea
Solution TCZ + solution% of activity action 1,001 FDL 1: 2life ofPPm PPm PPm observed expected (Colby)
0.0008 360.0016 510.0031 80 0.0005 0.0010 0 0.0010 0.0021 12 0.0021 0.0042 37 0.0041 0.0084 220.0008 0.0005 0.0010 42 36
142/162
0.0016 0.0021 0.0042 91 69 0.0031 0.0010 0.0021 94 82 0.0031 0.0041 0.0084 100 84
Table B44:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
TCZ = Tebuconazole
CPL = Ciprodinil
B44.1: Alternaria solani
TCZ Solution Solution +% activation
1,001 CPL 1: 2 expected ppm ppm expected observed ppm (Colby)
0.0016 35 0.0001 0.0003 8 0.0003 0.0005 0 0.0005 0.0010 0 0.0010 0.0021 4 0.0021 0.0042 50.0016 0.0001 0.0003 57 40 0.0016 0.0003 0.0005 52 35 0.0016 0.0005 0.0010 47 35 0.0016 0.0010 0.0021 64 38 0.0016 0.0021 0.0042 52 39
B44.2: Monographella nivalis
TCZ Solution Solution +% activation
1,001 CPL 1: 2 expected ppm ppm expected observed ppm (Colby)
0.0016 40.0031 0
143/162
0.0063 3 0.0021 0.0042 10 0.0041 0.0084 520.0016 0.0021 0.0042 35 14 0.0031 0.0041 0.0084 97 52 0.0063 0.0041 0.0084 91 53
Table B45:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
TCZ = Tebuconazole
FLN = Fluazinam
B45.1: Alternaria solani
TCZ Solution Solution +% activation
1,001 FLN 1: 3 expected ppm ppm expected observed ppm (Colby)
0.0008 100.0016 400.0031 76 0.0001 0.0003 0 0.0002 0.0006 0 0.0004 0.0012 0 0.0008 0.0023 5 0.0016 0.0047 10 0.0031 0.0094 220.0008 0.0004 0.0012 27 10 0.0016 0.0001 0.0003 50 40 0.0016 0.0008 0.0023 46 43 0.0016 0.0016 0.0047 66 45 0.0031 0.0002 0.0006 88 76 0.0031 0.0016 0.0047 90 78 0.0031 0.0031 0.0094 92 81
144/162
B45.2: Monographella nivalis
Solution TCZ + solution % of activity action 1,001 FLN 1: 3 life ofPPm PPm observed ppm expected (Colby)
0.0016 20.0031 00.0063 50.0125 50.0250 60.0500 9 0.0016 0.0047 0 0.0031 0.0094 450.0016 0.0016 0.0047 31 2 0.0031 0.0031 0.0094 90 45 0.0063 0.0031 0.0094 73 48 0.0125 0.0031 0.0094 79 48 0.0250 0.0016 0.0047 29 6 0.0500 0.0031 0.0094 84 50
B45.3: Botrytis cinerea
Solution TCZ + solution % of activity action 1,001 FLN 1: 3 life ofPPm PPm observed ppm expected (Colby)
0.0008 360.0016 680.0031 86 0.0004 0.0012 3 0.0008 0.0023 8 0.0016 0.0047 6 0.0031 0.0094 100.0008 0.0004 0.0012 59 38 0.0008 0.0008 0.0023 85 41
145/162
0.0016 0.0008 0.0023 94 71 0.0016 0.0016 0.0047 99 70 0.0031 0.0016 0.0047 99 87 0.0031 0.0031 0.0094 100 88
Table B46:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
PYS = Pyraclostrobin
TFS = Trifloxystrobin
B46.1: Alternaria solani
Solution PYS + solution % of activity action 1,001 1: 1 TFS life ofPPm PPm observed ppm expected (Colby)
0.0016 530.0031 73 0.0002 0.0002 0 0.0008 0.0008 0 0.0031 0.0031 13 0.0063 0.0063 200.0016 0.0002 0.0002 65 53 0.0016 0.0031 0.0031 67 59 0.0031 0.0008 0.0008 80 73 0.0031 0.0031 0.0031 86 76 0.0031 0.0063 0.0063 89 78
B46.2: Monographella nivalis
Solution of PYS Solution +% of activation
1,001 TFS 1: 1 ppm ppm ppm observed expected (Colby)
0.0016 1
146/162
0.0031 20.0063 00.0250 7 0.0031 0.0031 25 0.0063 0.0063 660.0016 0.0031 0.0031 37 26 0.0031 0.0063 0.0063 98 67 0.0063 0.0031 0.0031 55 25 0.0063 0.0063 0.0063 76 66 0.0250 0.0063 0.0063 100 69
B46.3: Septoria tritici
Solution PYS + solution % of activity action 1,001 1: 1 TFS life ofPPm PPm observed ppm expected (Colby)
0.0016 53 0.0004 0.0004 0 0.0016 0.0016 1 0.0031 0.0031 10.0016 0.0004 0.0004 61 53 0.0016 0.0016 0.0016 60 54 0.0016 0.0031 0.0031 66 54
B46.4: Botrytis cine tea
Solution PYS + solution % of activity action 1,001 1: 1 TFS life ofPPm PPm observed ppm expected (Colby)
0.0016 43 0.0002 0.0002 3 0.0008 0.0008 00.0016 0.0002 0.0002 52 45 0.0016 0.0008 0.0008 51 43
147/162
Table B47:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
PYS = Pyraclostrobin
FDL = Fludioxonil
B47.1: Alternaria solanI
Solution PYS + solution % of activity action 1,001 FDL 1: 4 life ofPPm PPm observed ppm expected (Colby)
0.0016 53 0.0013 0.0050 20.0016 0.0013 0.0050 71 54
B47.2: Septoria tritici
Solution PYS + solution % of activity action 1,001 FDL 1: 4 life ofPPm PPm observed ppm expected (Colby)
0.0008 150.0016 53 0.0006 0.0025 14 0.0013 0.0050 390.0008 0.0006 0.0025 48 26 0.0016 0.0013 0.0050 90 71
B47.3: Botrytis cinerea
Solution PYS + solution % of activity action 1,001 FDL 1: 4 life ofPPm PPm observed ppm expected (Colby)
0.0016 420.0031 68 0.0013 0.0050 16
148/162
0.0025 0.0100 380.0016 0.0013 0.0050 88 51 0.0031 0.0013 0.0050 93 73 0.0031 0.0025 0.0100 99 80
Table B48:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
PYS = Pyraclostrobin
CPL = Ciprodinil
B48.1: Alternaria solani
Solution PYS + solution % of activity action 1,001 CPL 1: 4 life ofPPm PPm observed ppm expected (Colby)
0.0008 240.0016 46 0.0001 0.0003 8 0.0003 0.0013 1 0.0006 0.0025 2 0.0013 0.0050 20.0008 0.0006 0.0025 34 26 0.0016 0.0001 0.0003 59 50 0.0016 0.0003 0.0013 55 47 0.0016 0.0006 0.0025 59 48 0.0016 0.0013 0.0050 70 48
B48.2: Fusarium culmorum
Solution PYS + solution % of activity action 1,001 CPL 1: 4 life ofPPm PPm observed ppm expected (Colby)
0.0125 100.0250 32
149/162
0.0500 590.1000 560.2000 60 0.0100 0.0400 12 0.0200 0.0800 8 0.0400 0.1600 8 0.0400 0.1600 350.0125 0.0100 0.0400 36 20 0.0250 0.0100 0.0400 46 40 0.0250 0.0200 0.0800 56 37 0.0500 0.0400 0.1600 100 73 0.1000 0.0200 0.0800 73 60 0.1000 0.0400 0.1600 98 71 0.2000 0.0400 0.1600 98 74
B48.3: Monographella nivalis
Solution PYS + solution % of activity action 1,001 CPL 1: 4 life ofPPm PPm observed ppm expected (Colby)
0.0250 150.0500 21 0.0050 0.0200 0 0.0200 0.0800 0 0.0400 0.1600 460.0250 0.0200 0.0800 48 15 0.0500 0.0050 0.0200 58 21 0.0500 0.0400 0.1600 85 57
B48.4: Rhizoctonia solani
Solution PYS + solution % of activity action 1,001 CPL 1: 4 life ofPPm PPm PPm observed expected (Colby) 0.0500 0
150/162
0.2000 0 0.0400 0.1600 16 0.0400 0.1600 610.0500 0.0400 0.1600 76 61 0.2000 0.0400 0.1600 72 61
B48.5: Septoria tritici
Solution PYS + solution % of activity action 1,001 CPL 1: 4 life ofPPm PPm observed ppm expected (Colby)
0.0016 58 0.0013 0.0050 00.0016 0.0013 0.0050 67 58
B48.6: Botrytis cinerea
Solution PYS + solution % of activity action 1,001 CPL 1: 4 life ofPPm PPm observed ppm expected (Colby)
0.0008 300.0016 590.0031 76 0.0002 0.0006 3 0.0006 0.0025 7 0.0013 0.0050 0 0.0025 0.0100 210.0008 0.0002 0.0006 44 32 0.0008 0.0006 0.0025 41 35 0.0016 0.0013 0.0050 91 59 0.0031 0.0006 0.0025 91 78 0.0031 0.0013 0.0050 85 76 0.0031 0.0025 0.0100 99 81
Table B49:
151/162
Abbreviations are defined as follows: 1.001 = compound No. 1.001
PYS = Pyraclostrobin
FLN = Fluazinam
B49.1: Monographella nivalis
Solution PYS + solution % of activity action 1,001 FLN 1: 6 life ofPPm PPm observed ppm expected (Colby)
0.0031 6 0.0018 0.0107 130.0031 0.0018 0.0107 86 18
B49.2: Botrytis cinerea
Solution PYS + solution % of activity action 1,001 FLN 1: 6 life ofPPm PPm observed ppm expected (Colby)
0.0016 48 0.0002 0.0013 0 0.0009 0.0054 00.0016 0.0002 0.0013 53 48 0.0016 0.0009 0.0054 56 48
Table B50:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
TFS = Trifloxystrobin
FDL = Fludioxonil
B50.1: Fusarium culmorum
TFS Solution Solution +% activation
1,001 FDL 1: 4 expected ppm ppm ppm observed expected
152/162 (Colby)
0.0125 110.0250 330.0500 560.1000 590.2000 65 0.0050 0.0200 2 0.0100 0.0400 20 0.0200 0.0800 290.0125 0.0050 0.0200 51 12 0.0125 0.0100 0.0400 50 28 0.0250 0.0050 0.0200 50 34 0.0250 0.0100 0.0400 62 46 0.0250 0.0200 0.0800 100 53 0.0500 0.0200 0.0800 93 69 0.1000 0.0200 0.0800 88 71 0.2000 0.0200 0.0800 93 76
B50.2: Monographella nivalis
Solution TFS + solution % of activity action 1,001 FDL 1: 4 life ofPPm PPm observed ppm expected (Colby)
0.0004 00.0008 3 0.0003 0.0013 440.0004 0.0003 0.0013 67 44 0.0008 0.0003 0.0013 73 46
B50.3: Rhizoctonia solani
Solution TFS + solution % of activity action 1,001 FDL 1: 4 life ofPPm PPm PPm observed expected (Colby) 0.1000 0
153/162
0.2000 0 0.0400 0.1600 30 0.0400 0.1600 650.1000 0.0400 0.1600 99 65 0.2000 0.0400 0.1600 96 65
B50.4: Septaria tritici
Solution TFS + solution % of activity action 1,001 FDL 1: 4 life ofPPm PPm observed ppm expected (Colby)
0.0008 270.0016 56 0.0006 0.0025 10 0.0013 0.0050 210.0008 0.0006 0.0025 47 34 0.0016 0.0006 0.0025 78 60 0.0016 0.0013 0.0050 73 65
B50.5: Botrytis cinerea
TFS + Solution Solution
1.001 FDL1: 4% expected ppm ppm ppm observed observed activity (Colby)
0.0008 90.0016 260.0031 49 0.0006 0.0025 6 0.0013 0.0050 33 0.0025 0.0100 370.0008 0.0006 0.0025 22 14 0.0016 0.0013 0.0050 78 50 0.0031 0.0025 0.0100 89 68
Table B51:
154/162
Abbreviations are defined as follows: 1.001 = compound No. 1.001
TFS = Trifloxystrobin
CPL = Ciprodinil
B51.1: Fusarium culmorum
Solution of PYS Solution +% of activation
1,001 CPL 1: 4 expected ppm ppm expected observed ppm (Colby)
0.0250 290.0500 540.1000 570.2000 58 0.0100 0.0400 7 0.0200 0.0800 6 0.0400 0.1600 6 0.0400 0.1600 80.0250 0.0100 0.0400 56 34 0.0250 0.0200 0.0800 70 33 0.0500 0.0100 0.0400 64 57 0.0500 0.0200 0.0800 77 56 0.0500 0.0400 0.1600 80 58 0.1000 0.0100 0.0400 67 60 0.1000 0.0200 0.0800 77 60 0.1000 0.0400 0.1600 84 61 0.2000 0.0200 0.0800 73 60 0.2000 0.0400 0.1600 83 62
B51.2: Monographella nivalis
Solution PYS + solution % of activity action 1,001 CPL 1: 4 life ofPPm PPm PPm observed expected (Colby) 0.0004 2
155/162
0.0008 00.0016 00.0031 20.0125 0 0.0003 0.0013 46 0.0006 0.0025 880.0004 0.0003 0.0013 98 48 0.0008 0.0003 0.0013 93 46 0.0008 0.0006 0.0025 98 88 0.0016 0.0006 0.0025 98 88 0.0031 0.0006 0.0025 97 88 0.0125 0.0006 0.0025 97 88
B51.3: Septoria tritici
Solution PYS + solution % of activity action 1,001 CPL 1: 4 life ofPPm PPm observed ppm expected (Colby)
0.0008 180.0016 47 0.0006 0.0025 10 0.0013 0.0050 250.0008 0.0006 0.0025 34 26 0.0016 0.0013 0.0050 78 60
Table B52:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
TFS = Trifloxystrobin
FLN = Fluazinam
B52.1: Alternaria solani
Solution
1,001
PPm
Solution
TFS + FLN 1: 6
PPm% of expected expected ppm activity
156/162 (Colby)
0.0016 210.0031 57 0.0009 0.0054 50.0016 0.0009 0.0054 48 25 0.0031 0.0009 0.0054 82 59
B52.2: Fusarium culmorum
Solution Solution% of activity action 1,001 TFS + FLN 1: 6life ofPPm PPm PPm observed expected
(Colby)
0.0125 60.0250 26 0.0072 0.0428 23 0.0143 0.0857 300.0125 0.0072 0.0428 40 28 0.0250 0.0143 0.0857 58 48
B52.3: Monographella nivalis
Solution Solution% of activity action 1,001 TFS + FLN 1: 6life ofPPm PPm PPm observed expected
(Colby)
0.0004 30.0063 2 0.0002 0.0013 380.0004 0.0002 0.0013 97 40 0.0063 0.0002 0.0013 85 39
B52.4: Botrytis cinerea
Solution Solution% of activity action 1,001 TFS + FLN 1: 6life ofPPm PPm PPm observed expected (Colby)
157/162
0.0016 290.0031 580.0063 74 0.0009 0.0054 18 0.0018 0.0107 760.0016 0.0009 0.0054 84 42 0.0031 0.0009 0.0054 91 65 0.0031 0.0018 0.0107 100 90 0.0063 0.0009 0.0054 88 79
Table B53:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
FDL = Fludioxonil
CPL = Ciprodinil
B53.1: Fusarium culmorum
FDL Solution Solution + CPL% activation
1,001 (1: 1) expected ppm ppm expected observed ppm (Colby)
0.0500 490.1000 590.2000 55 0.1000 0.1000 8 0.1000 0.1000 60.0500 0.1000 0.1000 81 51 0.1000 0.1000 0.1000 85 62 0.2000 0.1000 0.1000 84 58
B53.2: Monographella nivalis
FDL Solution Solution + CPL% activation
1,001 (1: 1) expected ppm ppm expected observed ppm (Colby)
158/162
0.0063 00.0125 0 0.0125 0.0125 260.0063 0.0125 0.0125 67 26 0.0125 0.0125 0.0125 46 26
B53.3: Botrytis cinerea
FDL Solution Solution + CPL% activation
1,001 (1: 1) expected ppm ppm expected observed ppm (Colby)
0.0016 490.0031 710.0063 87 0.0031 0.0031 3 0.0063 0.0063 4 0.0125 0.0125 160.0016 0.0031 0.0031 61 50 0.0031 0.0063 0.0063 91 72 0.0063 0.0063 0.0063 97 87 0.0063 0.0125 0.0125 100 89
Table B54:
Abbreviations are defined as follows: 1.001 = compound No. 1.001
FDL = Fludioxonil
FLN = Fluazinam
B54.1: Alternaria solani
159/162
Solution of FDL + FLN% Activation Solution
1,001 (2: 3) expected ppm ppm expected observed ppm (Colby)
0.0008 42 0.0002 0.0002 30.0008 0.0002 0.0002 65 44
B54.2: Fusarium culmorum
Solution of FDL + FLN% Activation Solution
1,001 (2: 3) expected ppm ppm expected observed ppm (Colby)
0.0500 510.1000 550.2000 60 0.0400 0.0600 0 0.0800 0.1200 0 0.0800 0.1200 150.0500 0.0400 0.0600 64 51 0.0500 0.0800 0.1200 87 59 0.1000 0.0400 0.0600 61 55 0.1000 0.0800 0.1200 87 62 0.2000 0.0400 0.0600 75 60 0.2000 0.0800 0.1200 88 66
B54.3: Monographella nivalis
Solution of FDL + FLN% Activation Solution
1,001 (2: 3) expected ppm ppm expected observed ppm (Colby)
0.0500 30.1000 22 0.0100 0.0150 5
160/162
0.0200 0.0300 0 0.0400 0.0600 1 0.0800 0.1200 670.0500 0.0400 0.0600 38 4 0.0500 0.0800 0.1200 100 68 0.1000 0.0100 0.0150 39 26 0.1000 0.0200 0.0300 46 22 0.1000 0.0400 0.0600 68 23 0.1000 0.0800 0.1200 94 74
B54.4: Botrytis cinerea
Solution of FDL + FLN% Activation Solution
1,001 (2: 3) expected ppm ppm expected observed ppm (Colby)
0.0008 340.0031 750.0063 89 0.0002 0.0002 9 0.0050 0.0075 4 0.0100 0.0150 80.0008 0.0002 0.0002 61 40 0.0031 0.0050 0.0075 89 76 0.0063 0.0050 0.0075 98 90 0.0063 0.0100 0.0150 100 90
Table B55:
Abbreviations are defined as follows:
1,001 = compound No. 1,001
CPL = Ciprodinil
FLN = Fluazinam
B55.1: Alternaria solani
161/162
Solution Solution CPL + FLN% activation
1,001 (2: 3) expected ppm ppm expected observed ppm (Colby)
0.0016 55 0.0002 0.0002 0 0.0003 0.0005 90.0016 0.0002 0.0002 69 55 0.0016 0.0003 0.0005 69 59
B55.2: Fusarium culmorum
Solution Solution CPL + FLN% activation
1,001 (2: 3) expected ppm ppm expected observed ppm (Colby)
0.0250 160.2000 51 0.0025 0.0038 0 0.0200 0.0300 00.0250 0.0025 0.0038 44 16 0.2000 0.0200 0.0300 60 51
B55.3: Monographella nivalis
AZO Solution + FLN% Activation Solution
1,001 (2: 3) expected ppm ppm expected observed ppm (Colby)
0.1000 190.2000 79 0.0100 0.0150 2 0.0200 0.0300 280.1000 0.0100 0.0150 41 21 0.2000 0.0200 0.0300 90 85
162/162
B55.4: Septoria tritici
AZO Solution + FLN% Activation Solution
1,001 (2: 3) expected ppm ppm expected observed ppm (Colby)
0.0016 63 0.0002 0.0002 50.0016 0.0002 0.0002 82 65
B55.5: Botrytis cinerea
Solution Solution CPL + FLN% activation
1,001 (2: 3) expected ppm ppm expected observed ppm (Colby)
0.0016 380.0031 530.0063 660.0125 83 0.0013 0.0019 1 0.0050 0.0075 4 0.0100 0.0150 40.0016 0.0013 0.0019 58 38 0.0031 0.0050 0.0075 76 55 0.0063 0.0050 0.0075 94 67 0.0063 0.0100 0.0150 100 67 0.0125 0.0013 0.0019 94 84 0.0125 0.0050 0.0075 97 84 0.0125 0.0100 0.0150 100 84
1/5
权利要求:
Claims (6)
[1]
1. Adequate composition to control diseases caused by phytopathogenic fungi, characterized by the fact that it comprises as component (A) 3- (difluoromethyl) -N-methoxy-1-methyl-N- [1-methyl-2 (2,4 , 6-trichlorophenyl) ethyl] pyrazole-4-carboxamide; and as component (B) a compound selected from the group consisting of: the compound of formula (VII)

(VII), isopyrazam, diphenoconazole, azoxystrobin, protioconazole, tebuconazole, pyraclostrobin, trifloxystrobin, fludioxonil and cyprodinil;
and as component (C) a compound selected from the group consisting of: isopyrazam, diphenoconazole, azoxystribine, protioconazole, tebuconazole, pyraclostrobin, trifloxystrobin, fludioxonil and cyprodinil; provided that, in each composition, component (B) is different from component (C);
where the weight ratio of (A) to (B + C) is 2000: 1 to 1: 1000.
[2]
2. Composition, according to claim 1, characterized by the fact that the weight ratio of (A) to (B + C) is
4: 1 to 1: 4.
[3]
3. Composition according to claim 2, characterized by the fact that the weight ratio of component (B) to component (C) is from 2: 1 to 1: 6.
Petition 870190097412, of 09/30/2019, p. 12/17
2/5
[4]
4. Composition, according to claim 1, characterized by the fact that it is selected from the group:
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + the compound of the formula VII + isopyrazam;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + the compound of the formula VII + diphenoconazole;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + the compound of the formula VII + azoxystrobin;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + the compound of the formula VII + protioconazole;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + the compound of the formula VII + tebuconazole;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + the compound of the formula VII + pyraclostrobin;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + the compound of the formula VII + trifloxystrobin;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + the compound of the formula VII + fludioxonil;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + the compound of the formula VII + cyprodinil;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6Petition 870190097412, of 09/30/2019, page 13/17
3/5 trichlorophenyl) ethyl] pyrazol-4-carboxamide + isopyrazam + diphenoconazole;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + isopyrazam + azoxystrobin;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + isopyrazam + protioconazole;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + isopyrazam + tebuconazole;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + isopyrazam + pyraclostrobin;
3- (difluoromethyl) -N-methoxy-1-methyl-N- [1-methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + isopyrazam + trifloxystrobin;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + isopyrazam + fludioxonil;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + isopyrazam + cyprodinil;
3- (difluoromethyl) -N-methoxy-1-methyl-N- [1-methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + diphenoconazole + azoxystrobin;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + diphenoconazole + protioconazole;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + diphenoconazole + tebuconazole;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + diphenoconazole + pyraclostrobin;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + diphenoconazole + trifloxystrobin;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + diphenoconazole + fludioxonil;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + diphenoconazole + cyprodinil;
Petition 870190097412, of 09/30/2019, p. 14/17
4/5
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + azoxystrobin + protioconazole;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + azoxystrobin + tebuconazole;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + azoxystrobin + pyraclostrobin;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + azoxystrobin + trifloxystrobin;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + azoxystrobin + fludioxonil;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + azoxystrobin + cyprodinil;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + protioconazole + tebuconazole;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + protioconazole + pyraclostrobin;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + protioconazole + trifloxystrobin;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + protioconazole + fludioxonil;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + protioconazole + cyprodinil;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + tebuconazole + pyraclostrobin;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + tebuconazole + trifloxystrobin;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + tebuconazole + fludioxonil;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + tebuconazole + cyprodinil;
Petition 870190097412, of 09/30/2019, p. 15/17
[5]
5/5
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + pyraclostrobin + trifloxystrobin;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + pyraclostrobin + fludioxonil;
3- (difluoromethyl) -N-methoxy-1-methyl-N- [1-methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + pyraclostrobin + cyprodinil;
3- (difluoromethyl) -N-methoxy-1-methyl-N- [1-methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + trifloxystrobin + fludioxonil;
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + trifloxystrobin + cyprodinil; and
3- (difluoromethyl) - N-methoxy-1 - methyl- N- [1 - methyl-2- (2,4,6trichlorophenyl) ethyl] pyrazol-4-carboxamide + fludioxonil + cyprodinil.
5. Method of controlling diseases in useful plants or in their propagation material caused by phytopathogenic fungi, characterized by the fact that it comprises application to useful plants, their locus or their propagation material of a composition as defined in claim 1.
[6]
6. Method of protection of natural substances of plant and / or animal origin, which have been removed from their natural life cycle, and / or their processed forms, characterized by the fact that it comprises application to said natural substances of plant and / or origin animal or its processed forms of a combination of components (A), (B) and (C) as defined in claim 1.
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同族专利:
公开号 | 公开日
BR112015001618A2|2017-07-04|
IN2015DN00301A|2015-06-12|
EA026895B1|2017-05-31|
JP2018080172A|2018-05-24|
US10136644B2|2018-11-27|
US20150181877A1|2015-07-02|
KR102077088B1|2020-02-13|
UA115560C2|2017-11-27|
CN106614611A|2017-05-10|
CN106614612A|2017-05-10|
EP2877025A1|2015-06-03|
CN104486949B|2017-03-08|
CO7180221A2|2015-02-09|
CN106614610B|2020-04-24|
JP6446527B2|2018-12-26|
CN106614620A|2017-05-10|
WO2014016279A1|2014-01-30|
JP6457056B2|2019-01-23|
CA2879911A1|2014-01-30|
AR091905A1|2015-03-11|
ES2728167T3|2019-10-22|
US9808007B2|2017-11-07|
AU2013295098A1|2015-02-05|
CA2879911C|2021-03-30|
CN106614610A|2017-05-10|
ZA201500379B|2016-01-27|
JP2018070636A|2018-05-10|
US20190150442A1|2019-05-23|
AU2013295098B2|2016-06-23|
EP2877025B1|2019-03-06|
JP2018070637A|2018-05-10|
JP6446526B2|2018-12-26|
TWI639382B|2018-11-01|
US20170156326A1|2017-06-08|
UY34950A|2014-02-28|
US10201159B2|2019-02-12|
TW201417711A|2014-05-16|
US20170156325A1|2017-06-08|
JP2015522635A|2015-08-06|
EA201500173A1|2015-07-30|
JP2018070635A|2018-05-10|
US10588315B2|2020-03-17|
CN104486949A|2015-04-01|
KR20150038337A|2015-04-08|
JP6258317B2|2018-01-10|
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法律状态:
2018-03-06| B06F| Objections, documents and/or translations needed after an examination request according art. 34 industrial property law|
2018-03-13| B06F| Objections, documents and/or translations needed after an examination request according art. 34 industrial property law|
2018-03-20| B06I| Technical and formal requirements: publication cancelled|Free format text: ANULADA A PUBLICACAO CODIGO 6.6.1 NA RPI NO 2462 DE 13/03/2018 POR TER SIDO INDEVIDA. |
2019-07-02| B07A| Technical examination (opinion): publication of technical examination (opinion)|
2020-01-28| B09A| Decision: intention to grant|
2020-02-18| B16A| Patent or certificate of addition of invention granted|Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 23/07/2013, OBSERVADAS AS CONDICOES LEGAIS. |
优先权:
申请号 | 申请日 | 专利标题
EP12177995.3|2012-07-26|
EP12177995|2012-07-26|
PCT/EP2013/065480|WO2014016279A1|2012-07-26|2013-07-23|Fungicidal compositions|
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