Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Ester doai
Reexamination Certificate
2002-01-28
2002-09-17
Robinson, Allen J. (Department: 1616)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Ester doai
C514S617000
Reexamination Certificate
active
06451855
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to novel fungicidal compositions for the treatment to phytopathogenic diseases of crop plants, especially phytopathogenic fungi, and to a method of combating phytopathogenic diseases on crop plants.
BACKGROUND OF THE INVENTION
It is known that certain strobilurin derivatives have biological activity against phytopathogenic fungi, e.g. from EP-A-460575 where their properties and methods of preparation are described. On the other hand anilide, carbamate and aminoacid amide fungicides are widely known as plant fungicides for application in various crops of cultivated plants. However, crop tolerance and activity against phytopathogenic plant fungi do not always satisfy the needs of agricultural practice in many incidents and aspects.
SUMMARY OF THE INVENTION
The present invention provides a method of combating phytopathogenic disease on a crop plant which comprises applying to the crop plant and/or its locus an effective amount of a combination of 2-[&agr;-{[(&agr;-methyl-3-trifluoromethyl-benzyl)imino]-oxy}-o-tolyl]-glyoxalic acid methyl ester-O-methyloxime (I) and at least one compound selected from a broad variety of other plant fungicides. The combinations exhibit synergistic fungicidal activity and are particularly effective in combating or preventing diseases of crop plants.
It has now been found that the use of
a) 2-[&agr;-{[(&agr;-methyl-3-trifluoromethyl-benzyl)imino]-oxy}-o-tolyl]-glyoxalic acid methyl ester-O-methyloxime, compound I (EP-460575) in association with
b) either a compound of formula IIA
an anilide of formula IIB (EP-545099)
wherein R
1
is fluorine or chlorine; or
a carbamate of formula IIC (WO-96/01256 and WO-96/01258)
wherein X is N or CH, and R
2
is 4-CH
3
, 4-Cl or 2,4-dichloro; or
a compound IID (EP-278595)
methyl(2)-2-{2-[6-(trifluoromethyl)pyrid-2-yloxymethyl]-phenyl}-3-methoxyacrylate; or
a compound IIE (EP-477631)
(E)-N-methyl-2-[2-(2,5-dimethyylphenoxymethyl)phenyl]-2-methoxy-iminoacetimide; or
a compound of formula IIF (WO-95/21154)
wherein R
3
is methyl or ethyl; or
a (S)-valinamide of formula IIG (EP-398072, EP-610764, DE-4321897, WO-96/07638)
wherein R
4
is isopropyl, sec.-butyl or tert.-butyl, and
R
5
is 4-chlorophenyl, 4-methylphenyl, 4-methoxyphenyl or &bgr;-naphthyl, and wherein the asymmetric center is preferably (R); or
a (S)-valinamide of formula IIH (WO-94/25432, WO-96/04252)
wherein R
6
is isopropyl, sec.-butyl or tert.-butyl, R
7
is halogen, methyl or methoxy and n is 0,1 or 2; or
a compound IIJ (EP-596254)
N-methyl-2-[2-{&agr;-methyl-3-(trifluoromethyl)benzyloximinomethyl}phenyl]-2-methoximinoacetamide; or
a compound of formula IIK (EP-381330)
wherein R
8
is halogen or C
1
-C
4
-alkyl, preferably chlorine; or
a compound IIL
N-(3′-(1′-chloro-3-methyl2′-oxopentan))-3,5-dichloro-4-methylbenzamide (EP-600629); or
a compound IIM (EP-551048 and WO 96/03044)
(S)-1-anilino-4-methyl-2-methylthio-4-phenylimidazolin-5-one; or
a compound of formula IIN (WO 98/25465)
a compound of formula IIP (W098/20003)
a compound IIQ
N-methyl-2-[&agr;-{[(&agr;-methyl-3-trifluoromethyl-benzyl)imino]-oxy}-o-tolyl]-glyoxalic acidamide-O-methyloxime (EP 569384)
is particularly effective in combating or preventing fungal diseases of crop plants. These combinations exhibit synergistic fungicidal activity.
The combinations according to the invention may also comprise more than one of the active components b), if broadening of the spectrum of disease control is desired.
The active ingredient combinations are effective against phytopathogenic fungi belonging to the following classes: Ascomycetes (e.g. Venturia, Podosphaera, Erysiphe, Monilinia, Mycosphaerella, Uncinula); Basidiomycetes (e.g. the genus Hemileia, Rhizoctonia, Puccinia); Fungi imperfecti (e.g. Botrytis, Helminthosporium, Rhynchosporium, Fusarium, Seotoria, Cercospora, Altemaria, Pyricularia and Pseudocercosporella herpotrichoides (Tapesia spp.)); Oomycetes (e.g. Phytophthora, Peronospora, Bremia, Pythium, Plasmopara).
Target crops for the areas of indication disclosed herein comprise within the scope of this invention e.g. the following species of plants: cereals (wheat, barley, rye, oats, rice, sorghum and related crops); beet (sugar beet and fodder beet); pomes, stone fruit and soft fruit (apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries and blackberries); leguminous plants (beans, lentils, peas, soybeans); oil plants (rape, mustard, poppy, olives, sunflowers, coconut, castor oil plants, cocoa beans, groundnuts); cucumber plants (marrows, cucumbers, melons); fibre plants (cotton, flax, hemp, jute); citrus fruit (oranges, lemons, grapefruit, mandarins); vegetables (spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, paprika); lauraceae (avocados, cinnamon, camphor); or plants such as maize, tobacco, nuts, coffee, sugar cane, tea, vines, hops, bananas and natural rubber plants, as well as ornamentals (flowers, shrubs, broad-leaved trees and evergreens, such as conifers). This list does not represent any limitation.
The combinations according to the present invention are particularly effective against Phytophthora, Peronospora, Bremia, Pythium and Plasmopara, in particular against pathogens of monocotyledoneous plants such as cereals, including wheat and barley.
The amount of combination of the invention to be applied, will depend on various factors such as the compound employed, the subject of the treatment (plant, soil, seed), the type of treatment (e.g. spraying, dusting, seed dressing), the purpose of the treatment (prophylactic or therapeutic), the type of fungi to be treated and the application time. Particularly preferred mixing partners of the compound I are those which comprise as component b) a compound IIB, IIG, IIH, IIK or IIL.
Another preferred mixing partners of the compound I are those which comprise as component b) a compound IIM, IIN, IIP or IIQ.
Another embodiment of the present invention is represented by those combination which comprise as component a) the compound I and as component b) a compound IIC, IID, IIE, IIF or IIJ.
Another combination is represented by the mixture comprising as component a) the compound I and as component b) the compound of the formula IIA.
It has been found that the use of compound I in combination with the compounds of formula II surprisingly and substantially enhances the effectiveness of the latter against fungi, and vice versa. Additionally, the method of the invention is effective against a wider spectrum of such fungi that can be combated with the active ingredients of this method when used solely. The weight ratio of a):b) is so selected as to give a synergistic fungicidal action. In general the weight ratio of a):b) is between 10:1 and 1:20. The synergistic action of the composition is apparent from the fact that the fungicidal action of the composition of a) +b) is greater than the sum of the fungicidal actions of a) and b).
Where the component b) is the compound IIA the weight ratio of a):b) is for example between 6:1 and 1:6, especially 2:1 and 1:2.
Where the component b) is a compound of formula IIB the weight ratio of a):b) is for example between 5:1 and 1:20, especially 2:1 and 1:20, and more preferably 1:1 to 1:10.
Where component b) is a compound of formula IIC, the weight ratio of a):b) is for example between 5:1 and 1:5, especially 3:1 and 1:3, and more preferably 2:1 and 1:2.
Where component b) is the compound IID, the weight ratio of a):b) is for example between 5:1 and 1:5, especially 3:1 and 1:3, and more preferably 2:1 and 1:2.
Where component b) is the compound IIE, the weight ratio of a):b) is for example between 5:1 and 1:5, especially 3:1 and 1:3, and more preferably 2:1 and 1:2.
Where component b) is a compound of formula IIF, the weight ratio of a):b) is for example between 5:1 and 1:5, especially 3:1 and 1:3, and more preferably 2:1 and 1:2.
Where com
Leadbitter Neil
Zurflüh René
Bayer AKtiengesellschaft
Gil Joseph C.
Mrozinski, Jr. John E.
Robinson Allen J.
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