Composition for controlling harmful bio-organisms and method...

Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Biocides; animal or insect repellents or attractants

Reexamination Certificate

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C424S406000, C424S419000, C514S385000, C514S396000, C514S762000, C514S400000

Reexamination Certificate

active

06375965

ABSTRACT:

TECHNICAL FIELD
This invention relates to a composition having markedly enhanced controlling effects on harmful bio-organisms, especially curative and/or preventive effects on plant diseases, and are useful in agriculture and horticulture; a method for controlling harmful bio-organisms using the composition; and a method for enhancing the harmful bio-organism controlling effects of a harmful bio-organism controlling agent.
BACKGROUND ART
With reference to a combination of active ingredients (a) and (b) used in the present invention (hereinafter described), EP Patent No. 298196 teaches that the imidazole compound used in the present invention as active ingredient (a) is useful as a harmful bio-organism controlling agent, referring to the possibility of using the compound in combination with other fungicides if desired. EP Patent No. 298196 adds that a combined use of an imidazole compound structurally similar to the imidazole compound used in the present invention as active ingredient (a) with other fungicides, such as cyanoacetamide compounds (e.g., 1-(2-cyano-2-methoxyiminoacetyl)-3-ethylurea) and organic chlorine compounds (e.g., tetrachloroisophthalonitrile), brings about enhanced effects. Furthermore, EP Patent No. 337103 discloses a harmful bio-organism controlling agent containing at least one imidazole compound structurally similar to the imidazole compound used in the present invention as an active ingredient and at least one active ingredient selected from a cyanoacetamide compound, an organic chlorine compound (including tetrachloroisophthalonitrile) a phenylamide compound (including methyl N-(2-methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate), a cinnamic acid compound, a copper compound, and an organophosphorus compound (including Fosetyl-Aluminum).
Reviewing these patents in view of the present invention, they do not describe nor suggest a combination of the imidazole compound as active ingredient (a) and an inorganic phosphorus compound, a &bgr;-methoxyacrylate compound or an oxazolidinedione compound. Neither do they describe nor suggest the pronouncedly excellent controlling effects which may be possessed by a composition comprising the imidazole compound as one active ingredient and at least one member selected from the group consisting of a cyanoacetamide compound, an organic chlorine compound, a phenylamide compound, a cinnamic acid compound, a copper compound, and an organophosphorus compound as the other active ingredient.
With respect to a combination of active ingredient (a) and activity-enhancing ingredient (c) (hereinafter described), EP Patent No. 298196 describes usefulness of the imidazole compound of the present invention as a harmful bio-organism controlling agent, teaching that this compound can be formulated into various forms together with adjuvants. JP-A-Heisei-3-11003 (the term “JP-A” as used herein means an “unexamined published Japanese patent application”) discloses a method for controlling harmful bio-organisms comprising applying an aqueous dispersion containing at least one of the imidazole compounds of the present invention and a sorbitan higher fatty acid ester surface active agent.
The imidazole compound represented by formula (I) and many other conventional harmful bio-organism controlling agents have their several characteristics in the controlling effects. Some produce insufficient effects on some harmful bio-organisms, or some are less effective in curing than in prevention, or some have relatively short duration in residual effect. Therefore, cases are sometimes met with in which their controlling effects on harmful bio-organisms are insufficient in practice in some uses. Further, although the imidazole compound of formula (I) exhibits excellent fungicidal effects on Phycomycetes, it tends to fail to produce sufficient curative and/or preventive effects depending on the situation of the development of a disease. From this aspect, too, enhancement has been desired.
On the other hand, in practical application of a harmful bio-organism controlling agent comprising the imidazole compound of formula (I), it is desirable to minimize the amount of the compound to be used for cost saving while trying to control a plurality of harmful bio-organisms different in kind, the time of disease breakout or the time of occurrence as much as possible. Further, while the harmful bio-organism controlling agent containing the imidazole compound of formula (I) as an active ingredient is particularly excellent in preventive effect, it has been-demanded to enhance its curative effect.
DISCLOSURE OF THE INVENTION
The inventors of the present invention have studied in order to settle the above-mentioned problems and have found as a result that a combined use of the imidazole compound of formula (I) as active ingredient (a) and a specific compound as active ingredient (b) produces unexpected results such that the respective amounts of the compounds can be reduced or the respective control spectra are broadened as compared with their individual use. They have also found that a combined use of active ingredient (a) with activity-enhancing ingredient (c) brings about marked enhancement in controlling effect, particularly curative effect, as compared with the use of active ingredient (a) alone, thereby making it possible to reduce the amount of active ingredient (a). The present invention has been reached based on these findings.
The present invention relates to a composition for controlling harmful bio-organisms comprising
(a) at least one imidazole compound represented by formula (I):
 wherein
R represents a lower alkyl group or a lower alkoxy group; and
n represents an integer of 1 to 5, as an active ingredient, and
(b) at least one inorganic phosphorus compound and/or at least one fungicide for Phycomycetes as an active ingredient or
(c) a spreader as an activity-enhancing ingredient.
BEST MODE FOR PRACTICING INVENTION
In formula (I), the lower alkyl group or the alkyl moiety of the lower alkoxy group as represented by R includes an alkyl group having 1 to 6 carbon atoms, such as methyl, ethyl, propyl, butyl, pentyl or hexyl, which may have either a straight chain or a branched chain. When n is 2 or greater, the plural Rs may be the same or different.
The imidazole compounds represented by formula (I) include the following compounds:
4-chloro-2-cyano-1-dimethylsulfamoyl-5-(4-methylphenyl)imidazole (Compound No. 1);
4-chloro-2-cyano-1-dimethylsulfamoyl-5-(4-methoxyphenyl)imidazole (Compound No. 2);
4-chloro-2-cyano-1-dimethylsulfamoyl-5-(4-ethylphenyl)imidazole (Compound No. 3); and
4-chloro-2-cyano-1-dimethylsulfamoyl-5-(3-methyl-4-methoxyphenyl)imidazole (Compound No. 4).
The imidazole compounds of formula (I) can be prepared by known processes disclosed, e.g., in EP Patent No. 298196 or EP-A-705823.
The inorganic phosphorus compounds as active ingredient (b) include phosphoric acid, phosphorous acid, hypophosphorous acid, condensed phosphoric acid, condensed phosphorous acid, and salts thereof. The salts include those with light metals (specific gravity: less than 4), such as alkali metals, alkaline-earth meals, aluminum, etc.; heavy metals (specific gravity: 4 or more), such as zinc, copper, nickel, manganese, etc.; and substituted or unsubstituted ammonium salts.
Salts of phosphoric acid include primary phosphates (e.g., sodium dihydrogenphosphate, potassium dihydogenphosphate, aluminum dihydrogenphosphate, ammonium dihydrogenphosphate, calcium dihydrogenphosphate), secondary phosphates (e.g., disodium hydrogenphosphate, dipotassium hydrogenphosphate, diammonium hydrogenphosphate, dimagnesium hydrogenphosphate), and tertiary phosphates (e.g., trisodium phosphate, tripotassium phosphate, zinc phosphate, aluminum phosphate, ammonium phosphate, ammonium magnesium phosphate, magnesium phosphate, calcium phosphate).
Salts of phosphorous acid include primary or secondary phosphites (e.g., sodium primary or secondary phosphite, potassium primary or secondary phosphite, calcium primary or secondary phosphite).
Salts of hypophosphorous acid include sodium hypop

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