• Title/Summary/Keyword: new 1-(phenoxymethyl) benzotriazoles

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Synthesis and quantitative structure-activity relationships(QSAR) analysis of 1-(phenoxymethyl) benzotriazole derivatives as new fungicide (새로운 항균제(抗菌劑)로서 1-(phenoxymethyl)benzotriazole 유도체(誘導體)의 합성(合成)과 정량적(定量的) 구조활성관계(構造活性關係)(QSAR) 분석(分析))

  • Sung, Nack-Do;Lim, Chi-Hwan;Choi, Woo-Young;Ko, Thoug-Sung;Kwon, Ki-Sung
    • Applied Biological Chemistry
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    • v.33 no.3
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    • pp.231-238
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    • 1990
  • The structure-antifungal activity correlations between the structure of fourteen new 1-(phenoxymethyl)benzotriazoles (I) (Y=0), 1-(thiophenoxymethyl)benzotriazoles (ll) (Y=S) and 1-(azidomethyl)benzotriazole (III) derivatives were synthesized, and their activity, fifty percent inhibition of mycelial growth($pI_{50}$), in vitro against Pyricularia oryzae, Fusarium axysporum f.sp sesami, Valsa ceratosperma and Botrytis cinerea were investigated using a generalized QSAR method. The activity of (I) was superior In those of (II) and (III). The effect of the substituents (X) on the phenoxy group (I) was rationalized by a parabolic function of electronic (${\sigma}$), steric ($B_1$) and hydrophobic parameter(${\pi}$), and hydrogen bonding (HB). Where the optimal values of substituent on the fungicidal activity againt P. oryzae and F. axysporum f.sp.sesami are $B_1=1.40A;(H)$ and ${\pi}=0.07{\sim}0.15;(H)$, and those of substituent on the fungicidal activity against V. ceratosperma and B. cinerea are ${\sigma}=0.23{\sim}0.28;\;(C1),\;{\pi}=0.70;$ (C1), respectively. The most effective compound ( I a) and ( I d) were examined in this study.

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