Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Biocides; animal or insect repellents or attractants
Reexamination Certificate
1999-03-25
2003-02-04
Levy, Neil S. (Department: 1617)
Drug, bio-affecting and body treating compositions
Preparations characterized by special physical form
Biocides; animal or insect repellents or attractants
C424S405000, C514S519000, C514S520000, C514S521000, C514S522000, C514S531000, C514S427000
Reexamination Certificate
active
06514510
ABSTRACT:
TECHNICAL FIELD
This invention relates to insecticidal and miticidal compositions characterized by mixing 4-bromo-2-(4-chlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)-pyrrole-3-carbonitrile (hereinafter may be referred to as Compound A) and known natural pyrethroid insecticidal ingredients and/or synthetic pyrethroid insecticidal ingredients. The insecticidal and miticidal compositions of the invention can be effectively applied in the agrohorticultural field.
BACKGROUND ART
Compound A, which is an active ingredient of the insecticidal and miticidal composition of the invention, is an insecticidal and miticidal agent against agrohorticultural pests and is known to be effective against insects such as Hemiptera pests such as leaf-hoppers (Doltocephalidae), Lepidoptera pests such as diamond back moth (
Plutella xylostella
), common cutworm (
Spodoptera litura
) and apple leafminer (
Phyllonorycter ringoniella
) and Thysanoptera pests such as Thrips palmi and yellow tea thrips (
Spritothrips dorsalis
) and agrohorticultural pests such as mites such as two-spotted spider mite (
Tetranychus urticae koch
), Kanzawa spidermite (
Tetranychus kanzawai kishida
) and
Aculops pele
-
kassi.
The second active ingredient of the insecticidal and miticidal composition of the invention is a pyrethroid insecticidal ingredient, of which the following compounds are representative:
As a known natural pyrethroid insecticidal ingredient, the extracted ingredient of pyrethrum, a mixture containing (Z)-(S)-2-methyl4-oxo-3-(penta-2,4-dienyl)cyclopent-2-enyl (IR)-trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (Pyrethrin I) and (Z)-(S)-2-methyl-4-oxo-3-(penta-2,4-dienyl)cyclo-pent-2-enyl (E)-(IR)-trans-3-(2-methoxycarbonylprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate (Pyrethrin II) and the like is mentioned.
As synthetic pyrethroid insecticidal ingredients,
2-(4-ethoxyphenyl)-2-methylpropyl 3-phenoxybenzyl ether (Ethofenprox),
(RS)-&agr;-cyano-3-phenoxybenzyl (Z)-(1RS,3RS)-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylate (Cyhalothrin),
(RS)-&agr;-cyano4-fluoro-3-phenoxybenzyl (1RS,3RS; 1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (Cyfluthrin),
(RS)-&agr;-cyano-3-phenoxybenzyl (1RS,3RS,1RS,3RS)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopro-panecarboxylate (Cypermethrin),
4-ethoxyphenyl[3-(4-fluoro-3-phenoxyphenyl)propyl]dimethylsilane (Silafluofen),
(S)-&agr;-cyano-3-phenoxybenzyl (1R,3S)-2,2-dimethyl-3-[(RS)1,2,2,2-tetrabromoethyl]cyclopropanecarboxylate (Tralomethrin),
2-(4-bromodifluoromethoxyphenyl)-2-methylpropyl 3-phenoxybenzyl ether (Halfenprox),
2-methylbiphenyl-3-ylmethyl (Z)-(1RS,3RS)-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecar-boxylate (Bifenthrin),
(RS)-&agr;-cyano-3-phenoxybenzyl 2,2,3,3-tetramethyl-cyclopropanecarboxylate (Fenpropathrin),
(RS)-&agr;-cyano-3-phenoxybenzyl (RS)-2-(4-chlorophenyl)-3-methylbutyrate (Fenvalerate),
(RS)-&agr;-cyano-3-phenoxybenzyl (S)-2-(4-difluoromethoxyphenyl)-3-methylbutyrate (Flucythrinate),
(RS)-&agr;-cyano-3-phenoxy-benzyl N-(2-chloro-&agr;,&agr;,&agr;,&agr;-trifluoro-p-tolyl)-D-valinate (Fluvalinate), 3-phenoxybenzyl (1RS,3RS; 1RS,3RS)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (Permethrin) and the like are mentioned.
The above-mentioned compounds are known to be effective against agrohorticultural pests such as insects such as Hemiptera, Lepidoptera and Coleoptera insects or mites.
Hitherto, insecticidal and miticidal agents have been developed in order to control various pests such as agrohorticultural pests or hygienic pests and have been used in practice alone or in mixtures.
However, pests which have acquired resistance against various agents have been appearing as a result or the repeated use of these agents.
In particular, spider mites (Tetranychidae) have a propensity to easily develop resistance against pesticidal agents due to their ability to deposit large numbers of eggs and produce large numbers of generations which, themselves, require only a few days for development, high mutation rate and frequent inbreeding, due to minimal migration. For these reasons, two-spotted spider mite (
Tetranychus urticae koch
), Kanzawa spider mite (
Tetranychus kanzawai kishida
),
Aculops pelekassi,
and the like have acquired resistance, to some degree, against almost all existing pesticidal agents.
Therefore, in order to prevent and control the damage caused by spider mites, the development of a new insecticidal and miticidal agent which shows a high effect against spider mites which have acquired resistance against the conventional miticidal agents is highly desirable.
However, to invent an insecticidal and miticidal composition which shows no cross-resistance with existing insecticidal and miticidal agents, has no toxicity problems and has little negative impact on the environment, is extremely difficult. Moreover, a period of nearly ten years is required for a development of an invention.
Therefore, in order to apply an effective agent for an extended time, a rotational application of agents with different mechanisms of action has been adopted for good pest management practice. However, this approach does not necessarily give satisfactory results.
After a resistance problem has occurred, a countermeasure to resistance using a combination of insecticidal and miticidal agents has been studied. However, a high synergistic action has not always been found. On the other hand, Compound A, which is an active ingredient of the insecticidal and miticidal composition of the invention, was brought on the market quite recently and shows a high miticidal effect now even in a single use.
However, from the history of resistance problems of almost all miticidal agents in the past, it is likely that a similar problem might occur with Compound A, also.
The object of this invention is to provide a miticidal composition which demonstrates a high level of control against spider mites which have acquired resistance against Compound A
DISCLOSURE OF THE INVENTION
In order to provide a countermeasure to a resistance problem in spider mites against Compound A before such a problem occurs, the synergistic action with the existing insecticidal, miticidal and fungicidal agents was studied using resistant species which have been artificially established in the laboratory by selecting spider mites which have been treated with Compound A.
Thus, it has now been found that a composition which contains Compound A in combination with a pyrethroid insecticidal ingredient(s) demonstrates a joint action or synergistic effect which could not be foreseen from each individual ingredient and is very effective as an insecticidal and miticidal composition, resulting in the achievement of this invention.
Therefore, the main point of the present invention resides in insecticidal and miticidal compositions characterized by containing as active ingredients, the insecticidal and miticidal agent 4-bromo-2-(4-chlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)-pyrrole-3-carbonitrile (Compound A) and a pyrethroid insecticidal ingredient(s).
Representative spider mites controlled by the present invention are: two-spotted spider mite (
Tetranychus urticae koch
),
Tetranychus cinnabarinus
(Boisduval), Kanzawa spider mite (
Tetranychus Kanzawaikishida
), hawthorn spider mite (
Tetranychus viennensiszacher
), and the like.
Advantageously, the insecticidal and miticidal composition of the invention shows not only a synergistic miticidal effect against the above-mentioned spider mites, but also demonstrates simultaneous control of troublesome pests on fruit trees, for example, citrus, apple and pear, such as leaf roller moths (Tortricidae), Carposinidae, leaf miner moths (Lyonetiidae), plant bugs (Pentatomidae), aphids (Aphididae), leafhoppers (Deltociphalidae) and thrips (Thripidae); on tea plants such as leaf roller moths, aphids and thrips; on vegetables such as diamond back moths (
Plutella xylostella
), Mamestra brassicae, leaf beetles (Chrysomelidae), aphids, whiteflies (Aleyrodidae
LandOfFree
Insecticidal and miticidal compositions does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Insecticidal and miticidal compositions, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Insecticidal and miticidal compositions will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3156693