N-benzoyl-N'-[2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarbonyl]hydrazine | 328240-52-4

• 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: N-benzoyl-N'-[2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarbonyl]hydrazine
• 英文别名: N'-[3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl]benzohydrazide
• CAS: 328240-52-4
• 化学式: C₁₅H₁₆Cl₂N₂O₂
• 分子量: 327.21
• InChiKey: OANPQHUNRIQGRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  58.2
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-benzoyl-N'-[2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarbonyl]hydrazine 在 三氯氧磷 作用下， 反应 3.0h， 生成 trans-2-[2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropyl]-5-phenyl-1,3,4-oxadiazole
  参考文献：
  名称：

  Synthesis and Quantitative Structure−Activity Relationships of New 2,5-Disubstituted-1,3,4-oxadiazoles

  摘要：

  Fourteen new 2,5-disubstituted-1,3,4-oxadiazoles, namely (i) six 2- [2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropyl] -5-substituted-1,3,4-oxadiazoles and (ii) eight 2-substituted-phenoxymethyl-5-substituted-aryl-1,3,4-oxadiazoles, were synthesized and evaluated for their insect growth regulatory activity against second-instar larvae of armyworm (Pseudaletia separata Walker). Two of these compounds (7 and 8) showed good insecticidal activities, with LC50 values of 14.33 and 15.85 mug/mL, respectively. Steric parameters (e.g., the molecular length d and the ratio of the nonpolar surface area and polar surface area V-1/V-2) and semiempirical quantum parameters (e.g., the molecular total energy E-t and the lowest unoccupied molecular orbital energy E-LUMO and so on) of these compounds, as well as those of six other 2,5-disubstituted-1,3,4-oxadiazoles reported, were acquired by the molecular modeling method and the PM3-SCF-MO method, respectively. With the help of the synthons' activity contribution method based on the Free-Wilson approach in its Fujita-Ban variant, quantitative structure-activity relationships were studied by regressing half-lethal concentrations against the above parameters.

  DOI：

  10.1021/jf0007941
• 作为产物：
  描述：

  3-(2,2-二氯乙烯基)-2,2-二甲基环丙烷羧酸甲酯 在 碳酸氢钠 、 一水合肼 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 生成 N-benzoyl-N'-[2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarbonyl]hydrazine
  参考文献：
  名称：

  Synthesis and Quantitative Structure−Activity Relationships of New 2,5-Disubstituted-1,3,4-oxadiazoles

  摘要：

  Fourteen new 2,5-disubstituted-1,3,4-oxadiazoles, namely (i) six 2- [2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropyl] -5-substituted-1,3,4-oxadiazoles and (ii) eight 2-substituted-phenoxymethyl-5-substituted-aryl-1,3,4-oxadiazoles, were synthesized and evaluated for their insect growth regulatory activity against second-instar larvae of armyworm (Pseudaletia separata Walker). Two of these compounds (7 and 8) showed good insecticidal activities, with LC50 values of 14.33 and 15.85 mug/mL, respectively. Steric parameters (e.g., the molecular length d and the ratio of the nonpolar surface area and polar surface area V-1/V-2) and semiempirical quantum parameters (e.g., the molecular total energy E-t and the lowest unoccupied molecular orbital energy E-LUMO and so on) of these compounds, as well as those of six other 2,5-disubstituted-1,3,4-oxadiazoles reported, were acquired by the molecular modeling method and the PM3-SCF-MO method, respectively. With the help of the synthons' activity contribution method based on the Free-Wilson approach in its Fujita-Ban variant, quantitative structure-activity relationships were studied by regressing half-lethal concentrations against the above parameters.

  DOI：

  10.1021/jf0007941