N'-(2,6-difluorobenzoyl)-N-(4-(trifluoromethoxy)phenylaminothio)-N-(4-(trifluoromethoxy)phenyl)urea | 921943-64-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N'-(2,6-difluorobenzoyl)-N-(4-(trifluoromethoxy)phenylaminothio)-N-(4-(trifluoromethoxy)phenyl)urea
• 英文别名: 2,6-difluoro-N-[[4-(trifluoromethoxy)anilino]sulfanyl-[4-(trifluoromethoxy)phenyl]carbamoyl]benzamide
• CAS: 921943-64-8
• 化学式: C₂₂H₁₃F₈N₃O₄S
• 分子量: 567.416
• InChiKey: GFCNYOIDPOPWHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  2-氯苯甲酰异氰酸酯 、 N'-(2,6-difluorobenzoyl)-N-(4-(trifluoromethoxy)phenylaminothio)-N-(4-(trifluoromethoxy)phenyl)urea 以 二氯甲烷 为溶剂， 以62.3%的产率得到1-(((3'-(2'-Chlorobenzoyl)-1'-(4'-(trifluoromethoxy)phenyl)urea)-1'-yl)thio)-3-(2,6-difluorobenzoyl)-1-(4-(trifluoromethoxy)phenyl)urea
  参考文献：
  名称：

  Design, Synthesis, and Insecticidal Activities of New N-Benzoyl-N′-phenyl-N′-sulfenylureas

  摘要：

  A series of new N-alkylaminothio, N-arylaminothio (or dithio), and N,N-thio (or dithio) derivatives of N-benzoyl-N-phenylureas were designed and synthesized as insect-growth regulators with sulfur dichloride or disulfur dichloride as the original reactant. The new compounds were identified by H-1 nuclear magnetic resonancee (NMR) spectroscopy, elemental analysis [or high-resolution mass spectrometry (HRMS)], and single-crystal X-ray diffraction analysis. The X-ray results demonstrated that there exist N-S-N or N-S-S-N bonds in these new compounds. In comparison to the parent N-benzoyl-N-phenylureas, these derivatives displayed better solubility. The insecticidal activities of the target compounds were evaluated. The results of bioassays showed that compounds 1-24 retained the larvicidal activities of the corresponding benzoylphenylureas (BPUs) and some compounds exhibited better larvicidal activities against oriental armyworm and mosquitoes than the parent BPUs. The larvicidal activities of the selected target compounds 1 and 24 against diamondback moth were better than that of the corresponding parent compounds E and triflumuron.

  DOI：

  10.1021/jf900324a
• 作为产物：
  描述：

  bis(4-(trifluoromethoxy)phenylamine) sulfide 、 2,6-二氟苯甲酰异氰酸酯 以 二氯甲烷 为溶剂， 以74.9%的产率得到N'-(2,6-difluorobenzoyl)-N-(4-(trifluoromethoxy)phenylaminothio)-N-(4-(trifluoromethoxy)phenyl)urea
  参考文献：
  名称：

  Design, Synthesis, and Insecticidal Activities of New N-Benzoyl-N′-phenyl-N′-sulfenylureas

  摘要：

  A series of new N-alkylaminothio, N-arylaminothio (or dithio), and N,N-thio (or dithio) derivatives of N-benzoyl-N-phenylureas were designed and synthesized as insect-growth regulators with sulfur dichloride or disulfur dichloride as the original reactant. The new compounds were identified by H-1 nuclear magnetic resonancee (NMR) spectroscopy, elemental analysis [or high-resolution mass spectrometry (HRMS)], and single-crystal X-ray diffraction analysis. The X-ray results demonstrated that there exist N-S-N or N-S-S-N bonds in these new compounds. In comparison to the parent N-benzoyl-N-phenylureas, these derivatives displayed better solubility. The insecticidal activities of the target compounds were evaluated. The results of bioassays showed that compounds 1-24 retained the larvicidal activities of the corresponding benzoylphenylureas (BPUs) and some compounds exhibited better larvicidal activities against oriental armyworm and mosquitoes than the parent BPUs. The larvicidal activities of the selected target compounds 1 and 24 against diamondback moth were better than that of the corresponding parent compounds E and triflumuron.

  DOI：

  10.1021/jf900324a

文献信息

• Design, Synthesis, and Insecticidal Activities of New <i>N</i>-Benzoyl-<i>N</i>′-phenyl-<i>N</i>′-sulfenylureas
  作者：Ranfeng Sun、Yonglin Zhang、Li Chen、Yongqiang Li、Qingshan Li、Haibin Song、Runqiu Huang、Fuchun Bi、Qingmin Wang

  DOI：10.1021/jf900324a

  日期：2009.5.13

  A series of new N-alkylaminothio, N-arylaminothio (or dithio), and N,N-thio (or dithio) derivatives of N-benzoyl-N-phenylureas were designed and synthesized as insect-growth regulators with sulfur dichloride or disulfur dichloride as the original reactant. The new compounds were identified by H-1 nuclear magnetic resonancee (NMR) spectroscopy, elemental analysis [or high-resolution mass spectrometry (HRMS)], and single-crystal X-ray diffraction analysis. The X-ray results demonstrated that there exist N-S-N or N-S-S-N bonds in these new compounds. In comparison to the parent N-benzoyl-N-phenylureas, these derivatives displayed better solubility. The insecticidal activities of the target compounds were evaluated. The results of bioassays showed that compounds 1-24 retained the larvicidal activities of the corresponding benzoylphenylureas (BPUs) and some compounds exhibited better larvicidal activities against oriental armyworm and mosquitoes than the parent BPUs. The larvicidal activities of the selected target compounds 1 and 24 against diamondback moth were better than that of the corresponding parent compounds E and triflumuron.