6-[N-(6-chloro-3-pyridinylmethyl)-N-ethylamino]-1-methyl-4-(4-isopropylphenyl)-5-nitro-1,2,3,4-tetrahydropyridin-2-one

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 6-[N-(6-chloro-3-pyridinylmethyl)-N-ethylamino]-1-methyl-4-(4-isopropylphenyl)-5-nitro-1,2,3,4-tetrahydropyridin-2-one
• 英文别名: 6-[(6-Chloropyridin-3-yl)methyl-ethylamino]-1-methyl-5-nitro-4-(4-propan-2-ylphenyl)-3,4-dihydropyridin-2-one；6-[(6-chloropyridin-3-yl)methyl-ethylamino]-1-methyl-5-nitro-4-(4-propan-2-ylphenyl)-3,4-dihydropyridin-2-one
• 化学式: C₂₃H₂₇ClN₄O₃
• 分子量: 442.945
• InChiKey: ABOUTOYHRDACCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  82.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氯-5-乙胺基甲基吡啶 在 哌啶 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 0.5h， 生成 6-[N-(6-chloro-3-pyridinylmethyl)-N-ethylamino]-1-methyl-4-(4-isopropylphenyl)-5-nitro-1,2,3,4-tetrahydropyridin-2-one
  参考文献：
  名称：

  具有四氢吡啶酮固定顺式构型的新型杀虫剂类似物：合成、杀虫活性和分子对接研究

  摘要：

  To make further researches on the diversity of nitenpyram analogues with a cis-nitromethylene configuration, a series of cis-nitenpyram analogues (3a-q) with tetrahydropyridone-fixed cis-configuration were designed and synthesized. Preliminary bioassays showed that most of the designed nitenpyram analogues exhibited good insecticidal activity at 100 mg/L against Nilaparvata lugens and Myzus persicae, while analogues 3n afforded the best in vitro activity. Modeling the ligand-receptor complexes by molecular docking study revealed the analogues 3 with various substituents on phenyl show their different binding affinities to the insect nAChR, which also explained the structure-activity relationships observed in vitro.

  DOI：

  10.3987/com-13-12766

文献信息

• NOVEL NITENPYRAM ANALOGUES WITH TETRAHYDROPYRIDONE FIXED CIS-CONFIGURATION: SYNTHESIS, INSECTICIDAL ACTIVITIES, AND MOLECULAR DOCKING STUDIES
  作者：Chuan-Wen Sun、Jing Wang、Ying Wu、Shi-Bin Nan、Wang-Geng Zhang

  DOI：10.3987/com-13-12766

  日期：——

  To make further researches on the diversity of nitenpyram analogues with a cis-nitromethylene configuration, a series of cis-nitenpyram analogues (3a-q) with tetrahydropyridone-fixed cis-configuration were designed and synthesized. Preliminary bioassays showed that most of the designed nitenpyram analogues exhibited good insecticidal activity at 100 mg/L against Nilaparvata lugens and Myzus persicae, while analogues 3n afforded the best in vitro activity. Modeling the ligand-receptor complexes by molecular docking study revealed the analogues 3 with various substituents on phenyl show their different binding affinities to the insect nAChR, which also explained the structure-activity relationships observed in vitro.