Insecticidal mixtures

Details Insecticidal mixtures Insecticidal mixtures

1998-09-14

1999-09-28

Robinson, Allen J.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Heterocyclic carbon compounds containing a hetero ring...

514242, A01N 4364, A61K 31535

Patent

active

059589221

DESCRIPTION:

BRIEF SUMMARY
BACKGROUND OF THE INVENTION

This invention pertains to synergistic insecticidal mixtures comprising combinations of methyl pymetrozine, their agriculturally suitable compositions and methods for the use of such compositions to control insect pests of plants.
Insecticide applications that can be applied at as low a dose as possible and be effective in controlling pest species of insects while causing as little harm as possible to beneficial insects and minimal disturbance in the environment are in demand by the farming community. Insects are very destructive to crop plants and can result in significant loss of crop yield and quality, which results in economic loss to the grower and increased costs to the consumer. Combinations of insecticides are typically used to broaden the spectrum of insect control or enhance the level of control of any given species through additive effect. Certain rare combinations surprisingly give a greater-than-additive or synergistic effect. Such a valuable combination has now been discovered.
FR 2720230-A1 discloses combinations of pymetrozine with certain classes of insecticides said to be synergistic. This reference does not disclose mixtures of pymetrozine with methyl describe or suggest the remarkable synergistic efficacy of said mixtures.


SUMMARY OF THE INVENTION

This invention pertains to mixtures comprising methyl including the enantiomer (S)-methyl alone and in admixture with its antipode (R)-methyl in combination with pymetrozine 2H)-one, Formula II), agricultural compositions containing them, and their use as insecticides. ##STR1##


DETAILED DESCRIPTION OF THE INVENTION

Combinations of methyl pymetrozine have now been found to provide control of certain insects which is substantially and surprisingly enhanced over the expected simply additive control by said components.
Methyl a foliar insecticide being developed by DuPont for control of numerous insect pests of agricultural crops including, but not limited to, insects from the order Lepidoptera (e.g., diamondback moth, cabbage looper, beet armyworm, fall armyworm, Heliothis spp.). Formula I also provides control or partial control and suppression of numerous insect pests of agricultural crops including, but not limited to, insects of the order Coleoptera (e.g., colorado potato beetle, weevils), Homoptera (e.g., aphids, leafhoppers), Hemiptera (e.g., plant bugs, stink bugs, lygus bugs), and Thysanoptera (e.g., thrips). The Formula I compound is particularly effective against Lepidopteran insects, on which it acts through both feeding and contact and has moderate residual properties.
Particularly useful for superior insecticidal activity and ease of manufacture and formulation is a 75:25 ratio of the enantiomer (S)-methyl in admixture with its antipode (R)-methyl This enantiomeric mixture is also referred to as (S,R)-methyl stereoisomer mixture.
Methyl including the enantiomers comprising it, can be prepared as described in WO 92/11249 and WO 95/29171. A synthesis involves the reaction of the amine of Formula 1 with the carbamyl chloride of Formula 2 in an inert solvent such as methyl acetate in the presence of a suitable base such as saturated aqueous sodium hydrogen carbonate. ##STR2##
Pymetrozine is an insecticide product of Ciba-Geigy, marketed for the control of Homopterous insects including, but not limited to, aphids (e.g., Aphis gossypii, Myzus persicae, Brevicoryne brassicae, Hydaphis pseudobrassicae, Acyrthosiphon pisum, Aphis craccivora, Aphis fabae, Macrosiphum rosae, Macrosiphum euphorbiae, Hyalopterus amygdali, Brachycaudus persicaecola, Aphis pomi, Sappaphis piricola, Aphis citricola, Toxoptera citricida, Toxoptera aurantii, Phorodon humuli), whitefly (e.g., Bemisia tabaci, Trialeurodes vaporariorum), planthoppers (e.g., Nilaparvata lugens, Laodelphax striatellus), and leafhoppers (e.g., Erythroneura sp.). (See C. R. Fluckiger, H. Kristinsson, R. Senn, A. Rindlisbacher, H. Buholzer and G. Voss, "CGA 215'944--A novel agent to control aphids and whiteflies" in Brighton Crop Protection Conference--Pests

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