Synthesis and Insecticidal Activity of Alkylated N-Benzoyl-N′-Phenylureas and Their Toxicity to Aquatic Invertebrate

Alkylation of the nitrogen atoms in the urea moiety of N-benzoyl-N′-phenylureas was extensively carried out, and the alkylated molecules showed the remarkably decreased toxicity against the aqueous invertebrate. From the 1H-NMR studies, it was suggested that the intramolecular association complex wa...

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Published inJournal of Pesticide Science Vol. 23; no. 3; pp. 250 - 254
Main Authors MORITA, Masayuki, KOYANAGI, Tohru, FUJII, Yasuhiro
Format Journal Article
LanguageJapanese
Published Pesticide Science Society of Japan 20.08.1998
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ISSN1348-589X
1349-0923
DOI10.1584/jpestics.23.250

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Summary:Alkylation of the nitrogen atoms in the urea moiety of N-benzoyl-N′-phenylureas was extensively carried out, and the alkylated molecules showed the remarkably decreased toxicity against the aqueous invertebrate. From the 1H-NMR studies, it was suggested that the intramolecular association complex was formed in the solution of the non-alkylated N-benzoyl-N′-phenylurea, while such an association was not observed in the alkylated compounds. And it was assumed that the lack of these interactions might be related to the decrease in the toxicity to the aqueous invertebrate. Among the alkylated derivatives, N-benzoyl-N′-methyl-N′-phenylurea showed the highest insecticidal activity. As to the phenyl portion, phenoxyphenyl or biphenyl group substituted with lipophilic groups was favorable.
ISSN:1348-589X
1349-0923
DOI:10.1584/jpestics.23.250