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Systemic fungicidal and insecticidal activities of 1- and 2-[bis (dimethylamido)phosphoryl]-3-alkyl-5-anilino-1,2,4-triazoles

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Abstract

The compounds referred to in the title have been investigated for fungicidal, insecticidal and acaricidal activities in laboratory and greenhouse tests. Several representatives of this class of compounds were active against powdery mildew on apple, cucumber, and barley, and against aphids and spider mites, both when applied to the leaves and when added to the nutrient solutions of test plants. Treatment of leaf halves resulted in protection of the entire leaves. A striking difference in pesticidal activity was observed between two series of isomers. Representatives of the series with the phosphoryl group in the 1-position showed much greater pesticidal activities than their corresponding isomers with the phosphoryl group in the 2-position. The optimum activity within the two homologous series (R-H, CH3 ... C6H13) was determined: generally the lower homologues (R-H, CH3, C2H5 and i-C3H7) showed the greatest pesticidal activity in the systemic tests. After leaf-application the influence of the length of R was less pronounced or even reversed.

Samenvatting

De in de titel genoemde stoffen zijn onderzocht op fungicide, insecticide en acaricide werking in laboratorium en kasproeven. Verscheidene vertegenwoordigers van dit type verbindingen waren werkzaam tegen echte meeldauw van appel, komkommer en gerst, en tegen bladluizen en spint, dit zowel na toepassing op de bladeren als na toevoeging aan de voedingsoplossingen van proefplanten. Behandeling van bladhelften resulteerde in bescherming van de gehele bladeren. Een opvallend verschil werd waargenomen tussen de werking van twee reeksen isomeren. Vertegenwoordigers van de reeks met de fosforylgroep op de 1-plaats waren veel werkzamer dan hun isomeren met de fosforylgroep op de 2-plaats. Het optimum binnen de twee homologe reeksen (R-H, CH3 ... C6H13) werd bepaald: in het algemeen waren de lagere homologen (R-H, CH3; C2H5 en i-C3H7) het werkzaamst in de systemische proeven. Na een preventieve bladbespuiting was de invloed van de lengte van R minder uitgesproken of zelfs omgekeerd.

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References

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Tempel, A., Meltzer, J. & van den Bos, B.G. Systemic fungicidal and insecticidal activities of 1- and 2-[bis (dimethylamido)phosphoryl]-3-alkyl-5-anilino-1,2,4-triazoles. Netherlands Journal of Plant Pathology 74, 133–139 (1968). https://doi.org/10.1007/BF01995923

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