Quantitative structure–activity studies of optically active 2‐methoxy‐1,3,2‐oxazaphospholidine 2‐sulfides against Musca domestica L

Akinori Hirashima, Morifusa Eto

研究成果: ジャーナルへの寄稿記事

3 引用 (Scopus)

抄録

The quantitative relationship between the structure of optically active 4‐substituted 2‐methoxy‐1,3,2‐oxazaphospholidine 2‐sulfides (4‐RMOS) and their insecticidal activity on the house fly, Musca domestica L., was analysed using reported physicochemical parameters and regression analysis. The configuration at the C4 atom was more important for insecticidal activity than that at the phosphorus atom, since the coefficient of the dummy parameter for the C4‐ configuration was larger than that for the configuration of the phosphorus atom: (S)c(R)p diastereoisomers showed the highest insecticidal activity, and the activity decreased in the order of (S)c(R)p > (S)c(S)p > (R)c(R)p > (R)c(S)p. The electronic nature of the substituent at the C4 position was the most important, followed by the steric and hydrophobic effects: the more electron‐donating, the less bulky and the more hydrophobic the 4‐substituent, the higher the insecticidal activity. Thus the highest activity was obtained for the isopropyl derivatives, and the activity decreased in the order of isopropyl > isobutyl > ethyl > sec‐butyl > benzyl > phenyl > methyl > tert‐butyl.

元の言語英語
ページ(範囲)329-332
ページ数4
ジャーナルPesticide Science
34
発行部数4
DOI
出版物ステータス出版済み - 1 1 1992

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Houseflies
Musca domestica
Phosphorus
diastereomers
phosphorus
Diptera
electronics
regression analysis
Regression Analysis

All Science Journal Classification (ASJC) codes

  • Applied Microbiology and Biotechnology

これを引用

Quantitative structure–activity studies of optically active 2‐methoxy‐1,3,2‐oxazaphospholidine 2‐sulfides against Musca domestica L. / Hirashima, Akinori; Eto, Morifusa.

:: Pesticide Science, 巻 34, 番号 4, 01.01.1992, p. 329-332.

研究成果: ジャーナルへの寄稿記事

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abstract = "The quantitative relationship between the structure of optically active 4‐substituted 2‐methoxy‐1,3,2‐oxazaphospholidine 2‐sulfides (4‐RMOS) and their insecticidal activity on the house fly, Musca domestica L., was analysed using reported physicochemical parameters and regression analysis. The configuration at the C4 atom was more important for insecticidal activity than that at the phosphorus atom, since the coefficient of the dummy parameter for the C4‐ configuration was larger than that for the configuration of the phosphorus atom: (S)c(R)p diastereoisomers showed the highest insecticidal activity, and the activity decreased in the order of (S)c(R)p > (S)c(S)p > (R)c(R)p > (R)c(S)p. The electronic nature of the substituent at the C4 position was the most important, followed by the steric and hydrophobic effects: the more electron‐donating, the less bulky and the more hydrophobic the 4‐substituent, the higher the insecticidal activity. Thus the highest activity was obtained for the isopropyl derivatives, and the activity decreased in the order of isopropyl > isobutyl > ethyl > sec‐butyl > benzyl > phenyl > methyl > tert‐butyl.",
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