三氟乙基硫醚(亚砜)类化合物的设计、合成及其杀螨活性研究
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摘要
为了寻找高效、低毒、低残留的环境友好型杀螨剂,应用"骨架跃迁"策略,设计、合成了一系列结构新颖的三氟乙基硫醚(亚砜)类化合物。其结构经1H NMR、LC-MS等确证。初步生物活性数据表明,部分化合物对朱砂叶螨具有较好的生物活性,其中化合物FA-6及FA-7在质量浓度6.25mg/L时防效可达70%,可作为先导化合物进行深入研究。
In order to discover new acaricides with high activity, low toxicity and low residue, a series of novel trifluoro ethyl thioether(sulfoxide) derivatives were designed and synthesized utilizing the "scaffold hopping". The targeted compounds were characterized by1 H NMR, LC-MS. Preliminary bioactivity data indicated that several compounds had good acaricidal activity against Tetranychus cinnabini. The mortality rates of compound FA-6 and FA-7 were more than 70% at a dose of6.25 mg/L, and the two compounds could be used as lead compounds for further research.
In order to discover new acaricides with high activity, low toxicity and low residue, a series of novel trifluoro ethyl thioether(sulfoxide) derivatives were designed and synthesized utilizing the "scaffold hopping". The targeted compounds were characterized by1 H NMR, LC-MS. Preliminary bioactivity data indicated that several compounds had good acaricidal activity against Tetranychus cinnabini. The mortality rates of compound FA-6 and FA-7 were more than 70% at a dose of6.25 mg/L, and the two compounds could be used as lead compounds for further research.
引文
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[2]匡海源.我国重要农业害螨的发生与防治[J].农药, 1996, 35(8):6-11.
[3]杨国璋.杀虫杀螨剂——丁氟螨酯[J].世界农药, 2013, 35(6):59-60.
[4]陈万义,王龙根,李钟华.新农药的研发——方法·进展[M].北京:化学工业出版社, 2007.
[5]吴志兵,何雪峰,蔡桦,等. N-(1,4-二取代吡唑基)-杂环酰胺类化合物的合成及抗植病真菌生物活性[J].农药, 2013, 52(1):11-12.
[6]柏再苏,王大翔.杂环、基因工程和二十一世纪的农药[J].农药,1998(6):2-6.
[7]郭丽琴,马海军,沈晓霞,等. N-取代芳基四氢苯甲酰胺类化合物的合成与生物活性研究[J].现代农药, 2004, 3(1):15-16; 23.
[8]吴志兵,何雪峰,蔡桦,等. 1, 2, 3-噻二唑酰胺类化合物的合成与生物活性研究[J].化学研究与应用, 2013, 25(8):1165-1166.
[9] Toriyabe K, Takefuji N, Minoru I, et al. 3-Arylphenyl Sulfide Derivative and Insecticide and Miticide:WO, 9955668[P].1998-04-27.
[10] Toriyabe K, Tetsya A, Tarutani M, et al. Biphenyl Sulfide Compounds and Insecticides and Miticides:WO, 2007034755[P].2005-09-21.
[11] Satoru O, Katsuya K, Keiji K, et al. 3-Alkoxy-1-phenylpyrazole Derivative and Pest Control Agent:WO, 2009051245[P].2007-10-18.
[12] Toriyabe K J, Yamaguchi M, Ltous Y S, et al. 3-Triazolylphenyl Sulfide Derivative and Insecticide Acaricide Nematicide Containing the Same as Active in Gradient:WO, 2006043635[P].2004-10-02.
[13] Gross S, Koerber K, Von D W, et al. 3-Arylquinazolln-4-one Compounds for Combating Invertebrate Pests, WO, 2010100189[P].2010-09-10.
[14] Alig B, Cerezo-Galvez S, Fischer R, et al. Aryl Sulfide Derivatives and Aryl Sulfoxide Derivatives as Acaricides and Insecticides:WO,2014095979[P]. 2014-06-26.
[15]张立新,张静,班兰凤,等.一种苯基硫醚类化合物及其用途:CN,201510697757.5[P]. 2015-10-23.
[16]张立新,张静,班兰凤,等.一种联苯类化合物及其应用:WO,2017067500[P]. 2017-04-27.