5-Acetyl-2-(2methyl-5-aminophenoxy) pyridine | 1809098-75-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Acetyl-2-(2methyl-5-aminophenoxy) pyridine
• 英文别名: 1-[6-(5-amino-2-methylphenoxy)pyridin-3-yl]ethanone
• CAS: 1809098-75-6
• 化学式: C₁₄H₁₄N₂O₂
• 分子量: 242.277
• InChiKey: WIDJYEBNKPRZGT-UHFFFAOYSA-N

物化性质

• 沸点：
  426.8±45.0 °C(Predicted)
• 密度：
  1.191±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  65.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-Acetyl-2-(2methyl-5-aminophenoxy) pyridine 、 4-amino-6-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 8.0h， 以41%的产率得到(E)-6-methyl-[4-[1-(6-(5-amino-2-methylphenoxy)pyridin-3-yl)ethylidene]amino]-4,5-dihydro-1,2,4-triazin-3(2H)-one
  参考文献：
  名称：

  Additive effects on the improvement of insecticidal activity: Design, synthesis, and insecticidal activity of novel pymetrozine derivatives

  摘要：

  A series of new pymetrozine analogues containing both methyl on the imine carbon and phenoxy group at the pyridine ring were designed and synthesized. Their insecticidal activities against bean aphid (Aphis craccivora), mosquito larvae (Culex pipiens pallens), cotton bollworm (Helicoverpa armigera), corn borer (Ostrinia nubilalis) and oriental armyworm (Mythimna separata) were evaluated. The results of bioassays indicated that most of the target compounds showed good insecticidal activity against bean aphid; especially, IIIf (80%) and IIIl (80%) exhibited higher aphicidal activity than pymetrozine (30%) at 5 mg/kg, and the two compounds still showed 20% and 30% mortality at 2.5 mg/kg, respectively, whereas pymetrozine displayed no activity at the same concentration. These compounds exhibited a completely different structure-activity relationship to that of known pymetrozine derivatives, in which it is thought introducing alkyl group on the imine carbon could be detrimental to the activities. Our new result suggested that the methyl on the imine carbon and phenoxy group at the pyridine ring of phenoxy group may play additive effects on the improvement of aphicidal activity. Besides this, compound IIIs, containing an allyl at the para position of phenoxy group, exhibited excellent insecticidal activity against mosquito larvae, lepidoptera pests cotton bollworm, corn borer and oriental armyworm. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.08.017