1-[4-(2-chloro-α,α,α-trifluoro-4-tolyloxy)-2-fluorophenyl]-3-[2,6-difluoro-3-(2-carbonylethyl)benzoyl]urea | 229178-79-4

• 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: 1-[4-(2-chloro-α,α,α-trifluoro-4-tolyloxy)-2-fluorophenyl]-3-[2,6-difluoro-3-(2-carbonylethyl)benzoyl]urea
• CAS: 229178-79-4
• 化学式: C₂₄H₁₅ClF₆N₂O₅
• 分子量: 560.837
• InChiKey: WGNVVOOCSONMJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.55
• 重原子数：
  38.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  104.73
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-羟基丁二酰亚胺 、 1-[4-(2-chloro-α,α,α-trifluoro-4-tolyloxy)-2-fluorophenyl]-3-[2,6-difluoro-3-(2-carbonylethyl)benzoyl]urea 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 以57%的产率得到1-[4-(2-chloro-α,α,α-trifluoro-4-tolyloxy)-2-fluorophenyl]-3-[2,6-difluoro-3-(2-carbonylethyl)benzoyl]urea N-hydroxysuccinimide ester
  参考文献：
  名称：

  Development of a Compound-Specific ELISA for Flufenoxuron and an Improved Class-Specific Assay for Benzoylphenylurea Insect Growth Regulators

  摘要：

  This study describes immunochemical approaches for the compound-specific detection of flufenoxuron and class-specific detection of benzoylphenylurea (BPU) insecticides. With the aim of developing a highly specific immunoassay for flufenoxuron, a hapten was synthesized by introducing a spacer arm at the 2,6-difluoro substituent aromatic ring of a flufenoxuron derivative. An IC50 value of 2.4 ppb was obtained for flufenoxuron, with detection of the other four BPUs being more than 4000-fold less sensitive. For the development of class-specific ELISA for five BPUs, a new approach was used for the hapten preparation in which a butanoic acid linkage was introduced into the 3,5-dichloro-substitued aniline ring of chlorfluazuron analogue. Although the resultant ELISA still exhibited slightly differing cross-reactions for these five BPUs, this method had broader specificity than the previously reported polyclonal antibody-based ELISA. Spike and recovery studies for five BPUs in soil and water indicated that both the compound- and class-specific ELISAs were able to quantitatively detect BPU residues in soil and water. This study also provided additional insights into the influence of the immunizing hapten structure on the specificities of the antibodies obtained.

  DOI：

  10.1021/jf9812984
• 作为产物：
  描述：

  2,6-difluoro-3-[2-(ethoxycarbonyl)vinyl]benzamide 在 platinum(IV) oxide 氢氧化钾 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 、 苯 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 7.0h， 生成 1-[4-(2-chloro-α,α,α-trifluoro-4-tolyloxy)-2-fluorophenyl]-3-[2,6-difluoro-3-(2-carbonylethyl)benzoyl]urea
  参考文献：
  名称：

  Development of a Compound-Specific ELISA for Flufenoxuron and an Improved Class-Specific Assay for Benzoylphenylurea Insect Growth Regulators

  摘要：

  This study describes immunochemical approaches for the compound-specific detection of flufenoxuron and class-specific detection of benzoylphenylurea (BPU) insecticides. With the aim of developing a highly specific immunoassay for flufenoxuron, a hapten was synthesized by introducing a spacer arm at the 2,6-difluoro substituent aromatic ring of a flufenoxuron derivative. An IC50 value of 2.4 ppb was obtained for flufenoxuron, with detection of the other four BPUs being more than 4000-fold less sensitive. For the development of class-specific ELISA for five BPUs, a new approach was used for the hapten preparation in which a butanoic acid linkage was introduced into the 3,5-dichloro-substitued aniline ring of chlorfluazuron analogue. Although the resultant ELISA still exhibited slightly differing cross-reactions for these five BPUs, this method had broader specificity than the previously reported polyclonal antibody-based ELISA. Spike and recovery studies for five BPUs in soil and water indicated that both the compound- and class-specific ELISAs were able to quantitatively detect BPU residues in soil and water. This study also provided additional insights into the influence of the immunizing hapten structure on the specificities of the antibodies obtained.

  DOI：

  10.1021/jf9812984