Formamidine-S-carbamates: a new procarbamate analog with improved ovicidal and acaricidal activities

Eya, Bryan K.; Fukuto, T. R.

doi:10.1021/jf00072a004

Cited by 11 publications

(2 citation statements)

References 9 publications

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“…However, they are toxic to mammals. Eya has reported that formamidine-S-carbamates possess improved ovicidal and acarcidal activities and are less toxic to mice than the methylcarbamates (5). Many biscarbamoyl sulfide derivatives of methylcarbamate insecticides have also been reported to retain the good insecticidal activity of the parent methylcarbamate but were substantially less toxic to the white mouse (6).…”

Section: Introductionmentioning

confidence: 99%

Insecticidal Benzoylphenylurea-S-Carbamate: A New Propesticide with Two Effects of Both Benzoylphenylureas and Carbamates

Chen

Huang

Wang

et al. 2007

J. Agric. Food Chem.

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New propesticides with two effects of both benzoylphenylureas and carbamates were designed and synthesized by the key intermediate N-chlorosulfenyl-N-methylcarbamate, which was prepared for the first time. These benzoylphenylurea-S-carbamates were identified by 1H NMR spectroscopy and elemental analyses. The bioactivities of the new compounds were evaluated. These benzoylphenylurea-S-carbamates exhibited excellent larvicidal activities against Oriental armyworm, some of which were good as compared to the parent benzoylphenylureas. Toxicity assays indicated that these benzoylphenylurea-S-carbamates had knockdown activities of carbamates at higher concentrations and insect growth regulator activities of benzoylphenylureas at lower concentrations. We found that the title compounds exhibited good systemic larvicidal activities against Oriental armyworm, which were especially advantageous when combating sucking pests. Some of these title compounds can kill aphids and mosquitoes as well.

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Section: Introductionmentioning

confidence: 99%

Insecticidal Benzoylphenylurea-S-Carbamate: A New Propesticide with Two Effects of Both Benzoylphenylureas and Carbamates

Chen

Huang

Wang

et al. 2007

J. Agric. Food Chem.

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“…2 Studies on organophosphate ovicidal activity on above-ground pests include those against eggs of Musca domestica (L.), 3 Oncopeltus fasciatus (Dallas),4 Sanninoidea exitiosa (Say),5 Pieris brassicae (L.)6 and Dysdercus koenigii (F.),7 while carbamate activity has been studied against eggs of Acheta domesticus (L.), 8 Hylemya brassicae (Bouche )9 and Heliothis virescens (F.), for example. 10 In one of the very few "ovicidalÏ studies on soil pests, carbofuran and terbufos were tested against Diabrotica spp.11 although larval, rather than egg, mortality was actually assessed.…”

Section: Introductionmentioning

confidence: 99%

Activity of Soil Insecticides on Eggs ofDiabrotica undecimpunctata howardi:Effects on Embryological Development and Influence of Egg Age

Michaelides¹,

Wright

1997

Pestic. Sci.

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: The activity of teÑuthrin, carbofuran, terbufos and dieldrin in soil against eggs of di †erent ages of the southern corn rootworm, Diabrotica undecimpunctata howardi (Barber) (Coleoptera : Chrysomelidae) was determined. Embryological development following treatment with these insecticides was also investigated to determine the stage of developmental arrest. Generally, younger eggs were found to be more susceptible, dieldrin being the least and teÑuthrin the most potent ovicide of combined egg age mortalities. Terbufos and carbofuran were relatively inactive against older eggs compared with teÑuthrin. Terbufos stopped embryonic development at the time when acetylcholine esterase activity has been shown to commence. Carbofuran, dieldrin and teÑuthrin slowed but did not arrest embryonic development, although the two former compounds prevented eclosion to a greater degree than teÑuthrin, suggesting death during absorption of serosal Ñuids at eclosion. Neonate emergence following treatment of eggs with teÑuthrin resulted in death within a few hours. The results are discussed in relation to insecticidal action and permeability changes of egg membrane structure with age.

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Propesticides

Ujváry¹

2002

Encyclopedia of Agrochemicals

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For most pesticides, the chemically intact active ingredient of the marketed formulation is responsible for the biological activity at the molecular level. In some cases, however, the actual substance responsible for the desired effect is a chemically transformed product of the pesticide that was applied in the field. Such transformations are activation processes usually involving enzymes characteristic to the target organism, but the conversion can occur in the environment and by nonenzymatic processes. The expected biological activity is typically observable only in studies with whole organisms or in the field. The increase in selective toxicity for the target and nontarget organisms results from differential uptake, translocation, and metabolism of such pesticide precursors or propesticides. Selectivity, thus, increased safety, of neurotoxic insecticides can be achieved by incorporation of specific sulfur functionalities into the parent compound. Differential phytotoxicity of several classes of herbicides is based on selective oxidative and hydrolytic degradations in various plants. Hydrolysis and reduction are involved in the bioactivation of several profungicides. Bioactivation processes are also important for some organic and inorganic rodenticides. Although in many cases the propesticide nature of a compound was discovered during structure optimization and metabolism studies, there are several examples where incorporation of metabolically labile moieties into an insufficiently selective lead compound was crucial for commercial development.

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Formamidine-S-carbamates: a new procarbamate analog with improved ovicidal and acaricidal activities

Cited by 11 publications

References 9 publications

Insecticidal Benzoylphenylurea-S-Carbamate: A New Propesticide with Two Effects of Both Benzoylphenylureas and Carbamates

Insecticidal Benzoylphenylurea-S-Carbamate: A New Propesticide with Two Effects of Both Benzoylphenylureas and Carbamates

Activity of Soil Insecticides on Eggs ofDiabrotica undecimpunctata howardi:Effects on Embryological Development and Influence of Egg Age

Propesticides

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