Electric lamp and discharge devices: consumable electrodes – With economizer
Patent
1994-08-01
1995-09-19
Ramsuer, Robert W.
Electric lamp and discharge devices: consumable electrodes
With economizer
314407, 5483674, 5483694, 5483701, A01N 4356, C07D23118
Patent
active
054515980
DESCRIPTION:
BRIEF SUMMARY
This application is a 371 of PCT/GB92/01636 Sep. 8, 1992.
This invention relates to heterocyclic compounds and in particular to pyrazole compounds to processes for their preparation and to their use as insecticides.
European Patent Application 0 295 117 discloses N-phenylypyazole derivatives having anthropodicidal, plant nematocidal, anthelmintic and anti-protozoal properties of general formula (i) wherein R.sup.1 represents cyano, nitro, halogen, acetyl or formyl; R.sup.2 represents R.sup.5 SO.sub.2, R.sup.5 SO or R.sup.5 S in which R.sup.5 is optionally halogen substituted alkyl, alkenyl or alkynyl; R.sup.3 represents a hydrogen atom or a group NR.sup.6 R.sup.7 wherein R.sup.6 and R.sup.7 each represent hydrogen, alkyl, alkenylalkyl, alkynylalkyl, formyl, optionally halogen substituted alkoxycarbonyl or alkoxymethyleneamino, halogen or R.sup.6 and R.sup.7 together form a cyclic imide and R.sup.4 represents a substituted phenyl group.
European Patent Application 0 418 016 discloses similar N-phenylpyrazole derivatives of general formula (ii), wherein A represents an halogen atom chosen among iodine, bromine, the hydrogen atom or an amino group and m is the integer 1 or 2 with the exclusion of the compounds wherein A represents an amino group and n is zero.
The efficacy of certain insecticides against the target species, for example public health pests such as flies and cockroaches, may be reduced dramatically over a period of years as the target species develop resistance to the insecticide. Thus the presence of resistant strains of housefly and other public health pests in many parts of the world can be a serious problem and limits the use of insecticides such as lindane/dieldrin and more generally the general class of insecticides known as cyclodienes. Resistance can persist many years after an insecticide has ceased to be in widespread use and what is more, resistant strains of the target species may also prove to be resistant to novel insecticides. Such "cross-resistance" may mean that even a novel insecticide is effective only against susceptible strains of the target species and has relatively little effect on resistant strains. This can prove a serious limitation.
The present invention provides a class of novel insecticides which maintain a significant activity against lindane/dieldrin-resistant strains of public health pests.
According to the present invention there is provided a compound of formula (I) wherein R.sup.1 is hydrogen, halogen, or a group NR.sup.4 R.sup.5 wherein R.sup.4 and R.sup.5 are independently selected from hydrogen or alkyl; R.sup.2 is a group --S(O).sub.n R.sup.6 wherein n is 0, 1 or 2 and R.sup.6 is a haloalkyl group; R.sup.3 is --CN or is a group CX--NY.sup.1 Y.sup.2 wherein X is 0 or S or S.dbd.0; and Y.sup.1 and Y.sup.2 are independently selected from hydrogen, nitro, amino or alkyl optionally substituted by halogen, by cycloalkyl, by formyl, by C.sub.2-7 alkanoyl, by C.sub.4-7 cycloalkylcarbonyl, by C.sub.2-7 alkoxycarbonyl, by C.sub.2-7 haloalkoxycarbonyl, by an aryl group or by an aromatic heterocyclic group or Y.sup.1 and Y.sup.2 together with the nitrogen to which they are attached form an aliphatic heterocyclic group containing from 4 to 8 atoms in the ring and optionally substituted by halogen or alkyl or Y.sup.1 and Y.sup.2 together form the group .dbd.CHY.sup.3 wherein Y.sup.3 is alkyl, C.sup.2-6 alkenyl, aryl, an aromatic heterocycle, or amino optionally substituted by alkyl or Y.sup.1 is hydrogen and Y.sup.2 is alkoxycarbonyl, alkylcarbonyl, optionally substituted aralkyl or a group --S(O).sub.n R.sup.6 where R.sup.6 and n are as hereinbefore defined; and R.sup.7 and R.sup.8, which may be the same or different, are halogen.
The term "alkyl" is used herein includes straight or branched chain alkyl groups, preferably containing up to 6 carbon atoms, for example from 1 to carbon atoms. This applies also to alkyl moieties contained in other groups such as "haloalkyl" groups. The term "cycloalkyl" used herein refers to a carbocyclic ring suitably having from 3 to 10
REFERENCES:
Sheppard, J. A. C. S. 84, 3604-3075 (1962).
Jesith et al., Journal of Fluorine Chemistry 54, 111 (1991 (Abstract).
Ackerman Joel G.
Ramsuer Robert W.
Zeneca Limited
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