Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Reexamination Certificate
1999-04-07
2001-07-03
Qazi, Sabiha N. (Department: 1616)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
C549S200000, C549S429000, C549S488000, C549S491000, C549S492000, C549S495000, C549S480000, C514S471000, C514S472000, C514S461000, C514S277000, C546S283400, C546S284700, C546S281700, C424S405000
Reexamination Certificate
active
06255340
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to a pesticidal composition which comprises prallethrin and a neonicotinoid compound as active ingredients.
BACKGROUND OF THE ARTS
Prallethrin is a known insecticidal compound and described in The Pesticide Manual 10
th
edition, page 827 (British Crop Protection Council 1994). Its chemical name is (S)-2-methyl-4-oxo-3-prop2-ynylcyclopent-2-enyl (1R)-cis,trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate. Neonicotinoid compounds include amidine compounds and guanidine compounds having a nitro, cyano or trifluoroacetyl group, and described in, for example, U.S. Pat. No. 5,532,365, U.S. Pat. No. 4,742,060, U.S. Pat. No. 4,849,432, U.S. Pat. No. 5,034,404, U.S. Pat. No. 5,750,548, U.S. Pat. No. 5,304,566, EP-428941A and so on.
SUMMARY OF THE INVENTION
The present invention provides a pesticidal composition that is effective for controlling harmful pests, especially arthropods.
The present composition comprises prallethrin and the neonicotinoid compound described below as active ingredients and clearly shows a synergistic effect. The neonicotinoid compounds utilized in the present invention are represented in the following formulas (1), (2) or (3):
wherein, A represents a 6-chloro-3-pyridyl, 2-chloro-5-thiazolyl, tetrahydrofuran-2-yl, tetrahydrofuran-3-yl, 5-methyltetrahydrofuran-3-yl 3-pyridyl, 6-bromo-3-pyridyl, 3-cyanophenyl 2-methyl-5-thiazolyl, 2-phenyl-5-thiazolyl or 2-bromo-5-thiazolyl group;
R
1
represents a hydrogen atom, methyl, ethyl, formyl or acetyl group;
R
2
represents a methyl, amino, methylamino, N,N-dimethylamino, ethylamino, N,N-diethylamino, N-methyl-N-ethylamino, 1-pyrrolidinyl, (6-chloro-3-pyridyl)methylamino or N-methyl-N-(6-chloro-3-pyridyl)methylamino group;
R
3
represents a methyl, ethyl, propyl, propenyl or propynyl group;
X represents a nitrogen atom or CH group;
Y represents a cyano, nitro or trifluoroacetyl group;
Z represents a NH group or sulfur atom;
D represents an oxygen atom or —N(CH
3
)— group;
m represents 0 or 1; and
n represents 2 or 3.
DETAILED DESCRIPTION OF THE INVENTION
The examples of the neonicotinoid compounds of the formula (1) in the present composition include (E)-N
1
-[(6-chloro-3-pyridyl)methyl]-N
2
-cyano-N
1
-methylacetamidine, N-[(6-chloro-3-pyridyl)methyl]-N-ethyl-N′-methyl-2-nitro-1,1-ethylidenediamine, 1-(6-chloro-3-pyridyl)methyl-3-methyl-2-cyanoguanidine, 1-(6-chloro-3-pyridyl)methyl-1,3-dimethyl-2-cyanoguanidine, 1-(6-chloro-3-pyridyl)methyl-1-ethyl-3-methyl-2-cyanoguanidine, 1-(6-chloro-3-pyridyl)methyl-1,3-dimethyl-3-(6-chloro-3-pyridyl)methyl-2-cyanoguanidine, 1-(6-chloro-3-pyridyl)methyl-3-methyl-2-nitroguanidine, 1-(6-chloro-3-pyridyl)methyl-3,3-dimethyl-2-nitroguanidine, 1-(6-chloro-3-pyridyl)methyl-1-methyl-2-nitroguanidine, 1-(6-chloro-3-pyridyl)methyl-1,3-dimethyl-2-nitroguanidine, 1-(6-chloro-3-pyridyl)methyl-3-ethyl-2-nitroguanidine, 1-(6-chloro-3-pyridyl)methyl-3-(6-chloro-3-pyridyl)methyl-2-nitroguanidine, 1-(6-chloro-3-pyridyl)methyl-3-methyl-2-trifluoroacetylguanidine, 1-(6-chloro-3-pyridyl)methyl-1-ethyl-3-methyl-2- nitroguanidine, 1-(6chloro-3-pyridyl)methyl-1,3,3-trimethyl-2-nitroguanidine, 1-(6-chloro-3-pyridyl)methyl-2-nitroguanidine, 1-(6-chloro-3-pyridyl)methyl-1-ethyl-2-nitroguanidine, 1-(3-pyridyl)methyl-3-methyl-2-nitroguanidine, 1-(6-bromo-3-pyridyl)methyl-3-methyl-2-nitroguanidine, 1-(2-chloro-5-thiazolyl)methyl-3-methyl-2-nitroguanidine, 1-(3-cyanophenyl)-3-methyl-2-nitroguanidine, 1-(4-chlorophenyl)methyl-3-methyl-2-nitroguanidine, 1-(6-chloro-3-pyridyl)methyl-3,3-dimethyl-1-formyl-2-nitroguanidine, 1-(6-chloro-3-pyridyl)methyl-3,3-dimethyl-1-acetyl-2-nitroguanidine, 1-(6-chloro-3-pyridyl)-3-methyl-2-cyanoguanidine, 1-(2-chloro-5-thiazolyl)methyl-3,3-dimethyl-2-nitroguanidine, 1-(2-chloro-5-thiazolyl)methyl-1-ethyl-3-methyl-2-nitroguanidine, 1-(2-chloro-5-thiazolyl)methyl-1-acetyl-3,3-dimethyl-2-nitroguanidine, 1-(6-chloro-3-pyridyl)methyl-1-methyl-2-trifluoroacetylguanidine, 1-(2-chloro-5-thiazolyl)methyl-1,3-dimethyl-2-nitroguanidine, 1-(2-chloro-5-thiazolyl)methyl-1-methyl-2-nitroguanidine, 1-(5-thiazolyl)methyl-3-methyl-2-nitroguanidine, 1-(2-methyl-5-thiazolyl)methyl-3,3-dimethyl-2-nitroguanidine, 1-(2-methyl-5-thiazolyl)methyl-3-methyl-2-nitroguanidine, 1-(2-phenyl-5-thiazolyl)methyl-3-methyl-2-nitroguanidine, 1-(2-chloro-5-thiazolyl)methyl-3,3-diethyl-2-nitroguanidine, 1-(2-chloro-5-thiazolyl)methyl-3-methyl-3-ethyl-2-nitroguanidine, 1-(2-chloro-5-thiazolyl)methyl-3-(1-pyrrolidinyl)-2-nitroguanidine, 1-(2-chloro-5-thiazolyl)methyl-1,3,3-trimethyl-2-nitroguanidine, 1-(2-bromo-5-thiazolyl)methyl-3-methyl-2-nitroguanidine, 1-(2-bromo-5-thiazolyl)methyl-3,3-dimethyl-2-nitroguanidine, 1-(2-chloro-5-thiazolyl)methyl-3-methyl-2-cyanoguanidine, 1-(tetrahydrofuran-3-yl)methyl-3-methyl-2-nitroguanidine and 1-(tetrahydrofuran-2-yl)methyl-3-methyl-2-nitroguanidine.
The examples of the neonicotinoid compounds of the formula (2) in the present composition include 1-[(6-chloro-3-pyridyl)methyl]-N-nitro-2-imidazolidineimine, 3-[(6-chloro-3-pyridyl)methyl]-N-cyano-2-thiazolidineimine and 1-[(6-chloro-3-pyridyl)methyl]-N-nitrotetrahydropyrimidine-2-imine.
The examples of the neonicotinoid compounds of the formula (3) in the present composition include 3-[(2-chloro-5-thiazolyl)methyl]-5-methyl-4-nitroiminotetrahydro-1,3,5-oxadiazine, 3,5-dimethyl-1-[(6-chloro-3-pyridyl)methyl]-2-nitroiminohexahydro-1,3,5-triazine, 3,5-dimethyl-1-[(2-chloro-5-thiazolyl)methyl]-2-nitroiminohexahydro-1,3,5-triazine, 3-ethyl-5-methyl-1-[(6-chloro-3-pyridyl)methyl]-2-nitroiminohexahydro-1,3,5-triazine, 3-n-propyl-5-methyl-1-[(6-chloro-3-pyridyl)methyl]-2-nitroiminohexahydro-1,3,5-triazine, 3-n-propyl-5-methyl-1-[(2-chloro-5-thiazolyl)methyl]-2-nitroiminohexahydro-1,3,5-triazine, 3-(2-propenyl)-5-methyl-1-[(6-chloro-3-pyridyl)methyl]-2-nitroiminohexahydro-1,3,5-triazine and 3-(2-propynyl)-5-methyl-1-[(6-chloro-3-pyridyl)methyl]-2-nitroiminohexahydro-1,3,5-triazine.
The targeted pests controlled by the present composition are, for example, the following arthropods: pillbugs and Isopoda (sowbugs) such as
Oniscus asellus, Armadillidium vulgare
(Latreille pillbug) and
Porcellio scarber;
Diplopoda such as
Blanilus guttulatus
(millepede); Chilopoda such as
Geophilus carpophagus, Scutigera spp., Scolopendra subspini
and
Thereunema spp.;
Symphyla such as
Scutigerella immaculata;
Thysanura (bristletails) such as
Ctenolepisma villosa
(oriental silverfish) and
Lepisma saccharina
(silverfish); Psocoptera such as
Trogium pulsatorium
(larger pale booklice); Collembola (snowfleas) such as
Onichiurus armatus;
Isoptera (termites) such as Mastotermitidae, Termopsidae (e.g. Zootermopsis, Archotermopsis, Hodotermopsis, Porotemes), Kalotermitidae (e.g. Kalotermes, Neotermes, Cryptotermes, Incisitermes, Glyptotermes), Hodotermitidae (e.g. Hodotermes, Microhodotermes, Anacanthotermes), Rhinotermitidae (e.g. Reticulitermes, Heterotermes, Coptotermes, Schedolinotermes), Serritermitidae and Termitidae (e.g. Anitermes, Drepanotermes, Hopitalitermes, Trinervitermes, Macrotermes, Odontotermes, Microtermes, Nasutitermes, Pericapritermes, Anoplotermes); Dictyoptera (cockroaches) such as
Blatta orientalis
(oriental cockroach),
Periplaneta americana
(American cockroach),
Periplaneta fuliginosa
(smokybrown cockroach),
Leucophaea maderae
and
Blattella germanica
(German cockroach); Orthoptera such as
Gryllotapa spp.
(mole cricket),
Acheta domesticus, Teleogryllus emma
(field cricket),
Locusta migratoria
(asiatic locust/oriental migratory locust),
Melanoplus differentialis
and
Schistocera gregaria;
Dermaptera (earwigs) such as
Labidura riparia
and
Forficula auricularia;
Anoplura such as
Phthirus pubis, Pediculus humanus, Haematopinus sulus, Linognathus spp.
and
Solenopotes spp.;
Mallophaga such as
Trichodectes spp., Tromenopon spp., Bovicola spp.
and
Felicola spp.;
Thysanoptera (thrips) such as
Frankiniell
Birch & Stewart Kolasch & Birch, LLP
Qazi Sabiha N.
Sumitomo Chemical Company Limited
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