Design, synthesis, crystal structure and bioactivity evaluation of novel diethyl (arylfuranyl)(arylpyrazolylamino)methanephosphonates

<p>A series of novel arylpyrazole derivatives containing aminomethanephosphonate and phenylfuran moieties were designed, synthesized and characterized by <sup>1</sup>H NMR, <sup>31</sup>P NMR and IR spectroscopy and elemental analyses. The single crystal structure of diethyl [5-(4-chlorophenyl)furan-2-yl][3-cyano-1-(2,3,4-trifluorophenyl)-1<i>H</i>-pyrazol-5-ylamino]methanephosphonate (<b>4l</b>) was determined by X-ray diffraction. Preliminary bioassays showed that these phosphonates exhibit satisfactory insecticidal activities against <i>Culexpipiens</i> and <i>Musca domestica</i> at 0.1%. In particular, compound <b>4l</b> exhibited a most promising KT50 value, which is superior to that of Dextraltetramethrin® and similar to Prallehtrin®. The structure-activity relationship was also preliminarily investigated.</p>