cyano[3-(4-nitrophenoxy)phenyl]methyl 1R-cis-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropanecarboxylate | 474457-44-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: cyano[3-(4-nitrophenoxy)phenyl]methyl 1R-cis-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropanecarboxylate
• 英文别名: [cyano-[3-(4-nitrophenoxy)phenyl]methyl] (1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate
• CAS: 474457-44-8
• 化学式: C₂₂H₁₈Br₂N₂O₅
• 分子量: 550.203
• InChiKey: MLAUKHANMJLKJW-DXCJPMOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  cyano[3-(4-nitrophenoxy)phenyl]methyl 1R-cis-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropanecarboxylate 在 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 0.58h， 以64%的产率得到cyano[3-(4-aminophenoxy)phenyl]methyl 1R-cis-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropanecarboxylate
  参考文献：
  名称：

  Enzyme-Linked Immunosorbent Assay for the Pyrethroid Deltamethrin

  摘要：

  A competitive enzyme-linked immunosorbent assay (ELISA) for the detection of deltamethrin was developed. Two haptens, cyano[3 (4 aminophenoxy)phenyl]methyl 1R cis 3 (2,2-dibromoethenyl) 2,2- dimethylcyclopropanecarboxylate and 3 [(+/-) cyano[1R cis 3 (2,2-dibromoethenyl) 2,2-dimethylcyclopropan ecarbonyloxy]methyl]phenoxyacetic acid, were synthesized and conjugated with thyroglobulin as immunogens. Four antisera were generated and screened against six different coating antigens. The assay that was the most sensitive for deltamethrin was optimized and characterized. The I-50 for deltamethrin was 17.5 +/- 3.6 mug/L, and the lower detection limit was 1.1 +/- 0.5 mug/L. This ELISA assay had relatively low cross reactivities with other major pyrethroids such as permethrin phenothrin, bioresmethrin cyfluthrin, and cypermethrin. Methanol was found to be the best organic cosolvent for this ELISA, with optimal sensitivity observed at a concentration of 40% (v/v). The assay parameters were unchanged at pH values between 5.0 and 8.0 whereas higher ionic strengths strongly suppressed the absorbances. To increase the sensitivity of the overall method, a C-18 sorbent based solid phase extraction was used for river water samples. River water samples fortified with deltamethrin were analyzed according to this method. Good recoveries and correlation with spike levels were observed.

  DOI：

  10.1021/jf0207629
• 作为产物：
  描述：

  3-(4-硝基苯氧基)苯甲醛 在 吡啶 、 zinc(II) iodide 作用下， 以 氯仿 为溶剂， 反应 3.0h， 生成 cyano[3-(4-nitrophenoxy)phenyl]methyl 1R-cis-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropanecarboxylate
  参考文献：
  名称：

  Enzyme-Linked Immunosorbent Assay for the Pyrethroid Deltamethrin

  摘要：

  A competitive enzyme-linked immunosorbent assay (ELISA) for the detection of deltamethrin was developed. Two haptens, cyano[3 (4 aminophenoxy)phenyl]methyl 1R cis 3 (2,2-dibromoethenyl) 2,2- dimethylcyclopropanecarboxylate and 3 [(+/-) cyano[1R cis 3 (2,2-dibromoethenyl) 2,2-dimethylcyclopropan ecarbonyloxy]methyl]phenoxyacetic acid, were synthesized and conjugated with thyroglobulin as immunogens. Four antisera were generated and screened against six different coating antigens. The assay that was the most sensitive for deltamethrin was optimized and characterized. The I-50 for deltamethrin was 17.5 +/- 3.6 mug/L, and the lower detection limit was 1.1 +/- 0.5 mug/L. This ELISA assay had relatively low cross reactivities with other major pyrethroids such as permethrin phenothrin, bioresmethrin cyfluthrin, and cypermethrin. Methanol was found to be the best organic cosolvent for this ELISA, with optimal sensitivity observed at a concentration of 40% (v/v). The assay parameters were unchanged at pH values between 5.0 and 8.0 whereas higher ionic strengths strongly suppressed the absorbances. To increase the sensitivity of the overall method, a C-18 sorbent based solid phase extraction was used for river water samples. River water samples fortified with deltamethrin were analyzed according to this method. Good recoveries and correlation with spike levels were observed.

  DOI：

  10.1021/jf0207629