Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Reexamination Certificate
2002-06-20
2002-10-29
Robinson, Allen J. (Department: 1616)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
C514S063000, C514S521000
Reexamination Certificate
active
06472417
ABSTRACT:
The present invention relates to a termite control composition for soil treatment containing a 3-cyano-1-(substituted phenyl)-pyrazole derivative and a pyrethroid compound as effective ingredients.
The pyrazole derivatives as effective ingredients of the termite control composition of the present invention are known compounds described in European patent publication 0295117 as well as in the international patent publications WO 93/06089 and 94/21606, which disclose that the compounds have a pesticidal effect on arthropods, vegetable nematodes, protozoan pests, and other pests. Many other pesticidal compounds can be used in combination with N-phenyl pyrazole derivatives. Pyrethroid compounds such as cyfluthrin, cypermethrin, deltamethrin, fenpropathrin, fenvalerate, and permethrin are recited among many possibilities without any reference to any specific effect in any conditions.
A first object of the instant invention is to provide synergistic compositions of 3-cyano-1-(substituted phenyl)-pyrazole derivatives.
Another object of the instant invention is to provide specific compositions which have an improved activity against pests, especially against insects.
Another object of the instant invention is to provide specific compositions which have an improved activity against termites.
There are mainly two types of termite control methods: namely, wood application by applying a control agent to wood, and soil treatment by spraying a control agent on the soil and/or under the floor. For existing houses, since the application of the agent to wood is rather difficult, soil treatment is generally used. In many cases, however, termites pass through the treated layer and eat the wood, and therefore, it is desired to develop a termite control agent which has both the termite control effect and the ability to prevent termites from passing through the pesticidally treated layer.
A further object of the instant invention is to provide a novel termite control composition (preferably for soil treatment) which has a strong termite control effect as well as the ability to prevent termites from passing through the pesticidally treated layer.
It has been found that these goals may be reached by means of the compositions of the instant invention.
The compositions of the present invention comprise, as effective ingredients, a pyrethroid compound and a compound of formula (I)
1[4-R
1
2,6-(R
2
)
p
phenyl]3-cyano-4-[R
4
-S(O)
n
]5-R
5
pyrazole (I)
wherein:
R
1
is halogen, lower haloalkyl, lower haloalkoxy or SF
5
(lower being an integer from 1 to 4, preferably one),
R
2
is halogen, the various R
2
being identical or different,
R
1
is halogen, lower alkyl or haloalkyl,
R
5
is halogen, lower alkyl or amino,
n is 0 or 1 or 2; p is 1 or 2 or 3 or 4, preferably 2.
Halo before the name of a radical means that this radical may be substituted by one or more halogen atoms.
A preferred compound of formula (I) is 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulphinylpyrazole (Compound A).
The compositions of the invention comprise a synergistic amount of active ingredients.
Pyrethroid compounds which can be used in the present invention include all kinds of pyrethroids, especially pyrethroids other than cyfluthrin, cypermethrin, deltamethrin, fenpropathrin, fenvalerate, and permethrin. Advantageously, pyrethroids which can be used in the invention are compounds selected from a group consisting of the following pyrethroid compounds, even though not limited to these pyrethroid compounds:
1. Allethrin [dl-3-allyl-2-methyl-4-oxo-2-cyclopentenyl-dl-cis, trans-chrysanthemate]
2. Ethofenprox [2-(4-ethoxyphenyl)-2-methylpropyl-3-phenoxybenzyl ether]
3. Cycloprothrin [(RS)-a-cyano-3-phenoxybenzyl (RS)-2,2-dichloro-1-(4-ethoxyphenyl)cyclopropane carboxylate]
4. Cyhalothrin [(RS)-a-cyano-3-phenoxybenzyl (Z)-(1RS, 3RS) 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropane carboxylate]
5. Cyfluthrin [(RS)-a-cyano-4-fluoro-3-phenoxybenzyl (1RS, 3RS)-(1RS, 3RS)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylate]
6. Cypermethrin [(RS)-a-cyano-3-phenoxybenzyl (1RS,3RS)-(1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylate]
7. Pyrethrin
8. Tralomethrin [(S)-a-cyano-3-phenoxybenzyl (1R,3S)-2,2-dinethyl-3-(1,2,2,2-tetrabromoethyl)cyclopropane carboxylate]
9. Fenvalerate [(RS)-a-cyano-3-phenoxybenzyl (RS)-2-(4-chlorophenyl)-3-methylbutanoate]
10. Fenpropathrin [(RS)-a-cyano-3-phenoxybenzyl-2,2,3,3-tetramethylcyclopropane carboxylate]
11. Flucythrinate [(RS)-a-cyano-3-phenoxybenzyl-(S)-2-(4-difluoromethoxyphenyl)-3-methyl butylate]
12. Permethrin [3-phenoxybenzyl (1RS,3RS)-(1RS,3RS)-(2,2-dichlorovinyl)-2,2-diimethylcyclopropane carboxylate]
13. Bifenthrin [2-methylbiphenyl-3-yl-methyl (Z)-1RS,3RS)-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2-2-dimnethylcyclopropane carboxylate]
14. Silafluofen [4-ethoxyphenyl-[3-(3-phenoxy-4-fluorophenyl)propyl](dimnethyl)silane]
15. Lesmethrin [5-benzyl-3-furylmethyl dl-cis, trans-chrysanthemate]
16. Tefluthrin [2,3,5,6-tetrafluoro-4-methylbenzyl-(1RS)-cis-3-(Z-2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropane carboxylate]
17. Acrinathrin [(S)-a-cyano-3-phenoxybenzyl (Z)-(1R,3S)-2,2-dimnethyl-3-[2-(2,2,2-trifluoro-1-trifluoromethylethoxycarbonyl)vinyl]cyclopropane carboxylate]
18. Prarethrin [(RS)-2-methyl-4-oxo-3-prop-2-enylcyclopent-2-enyl (1RS)-cis,trans-2,2-dinethyl-3-(2-methylprop-i-enyl)cyclopropane carboxylate]
19. Cismethrin [5-benzyl-3-furylmethyl (1R)-trans-2,2-dimnethyl-3-(2-methylprop-1-enyl)cyclopropane carboxylate]
20. d-Phenothrin [3-phenoxybenzyl (1RS)-cis, trans-2,2-dimnethyl-3-(2-methylprop-1-enyl)cyclopropane carboxylate]
21. Deltamethrin [(S)-cyano-3-phenoxybenzyl (1R)cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropane carboxylate]
22. Tetramethrin [cyclohex-1-ene-1,2-dicarboximide methyl (1RS,3RS, 1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane carboxylate].
The synergistic compositions of the invention are compositions wherein the ratio by weight of the pyrethroid compound to the compound of formula (I) is between 0.1 and 10, preferably between 0.5 and 5.
The synergistic compositions of the invention are compositions, which are most useful for termite control, preferably with soil treatment. Thus, the invention is also directed to a method of control of pests, especially of termites, which comprises applying an effective amount of the compositions according to the invention, as herein described.
The liquid compositions of the invention generally comprises 0.001 to 50% (all percentages are by weight in the instant specification, unless specifically indicated otherwise) of compound of formula (I), preferably from 0.005 to 10%. The concentrated compositions which are those used for storage and commercial purposes comprise generally from 1 to 20% of this compound of formula (I).
When the compositions for soil treatment of the present invention are used for termite control, especially for soil treatment and/or for treating under-floor soil, the quantity of the effective ingredient may be within a range between 0.01 g and 7 g, preferably between 0.1 g and 5 g per square meter. For wood treatment, such as timber or all kind of wood, the method of control of pests, especially of termites, according to the invention is impregnating the wood by means of a composition as hereinbefore defined.
The application of the compositions of the invention to animals is generally made at 0.1 to 100 mg, preferably at 2 to 20 mg per kilogram of body weight of the animal.
The termite control composition of the present invention has a high significant termite control effect on house damaging termites, for example
Coptotermes formosanusus
(Shiraki),
Reticulitermes speratus
(Kolbe), an
Odontotermes formosanusus
(Shiraki), and
Cryptotermes domesticus
(Havil
Kodama Hiroshi
Wada Yasuhiro
Yamaguchi Rikio
Burns Doane Swecker & Mathis L.L.P.
Rhone-Poulenc Agrochimie
Robinson Allen J.
LandOfFree
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