10-((6-chloropyrid-3-yl)methyl)-4-nitro-9-oxa-11, 12-dihydroimidazo-[2,3-a]-bicyclo-[3,3,1]-non-3-ene | 1203791-45-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 10-((6-chloropyrid-3-yl)methyl)-4-nitro-9-oxa-11, 12-dihydroimidazo-[2,3-a]-bicyclo-[3,3,1]-non-3-ene
• 英文别名: 10-((6-chloropyrid-3-yl)methyl)-4-nitro-9-oxa-11,12-dihydroimidazo-[2,3-a]-bicyclo-[3,3,1]-non-3-ene；10-[(6-chloropyrid-3-yl)methyl]-4-nitro-9-oxa-11,12-dihydroimidazo-[2,3-a]-bicyclo-[3,3,1]-non-3-ene；(1R,8S)-5-[(6-chloropyridin-3-yl)methyl]-7-nitro-12-oxa-2,5-diazatricyclo[6.3.1.02,6]dodec-6-ene
• CAS: 1203791-45-0
• 化学式: C₁₅H₁₇ClN₄O₃
• 分子量: 336.778
• InChiKey: XFRZOMVOLXEWIA-WCQYABFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  74.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氯-5-[[(2Z)-2-(硝基亚甲基)咪唑烷-1-基]甲基]吡啶 、 戊二醛 在 盐酸 作用下， 以 水 、 乙腈 为溶剂， 以76%的产率得到10-((6-chloropyrid-3-yl)methyl)-4-nitro-9-oxa-11, 12-dihydroimidazo-[2,3-a]-bicyclo-[3,3,1]-non-3-ene
  参考文献：
  名称：

  DIVALENT AND OXABRIDGED HETEROCYCLIC NEONICOTINOID COMPOUNDS AND PREPARATION METHODS THEREOF

  摘要：

  本文揭示了由二醛构建的硝基咪虫啉类和二价及氧桥杂环新烟碱类化合物的亚硝基甲烯类似物，其制备方法和用途。提供了由式（A）或（B）表示的化合物及其光学异构体或农业化学上可接受的盐。还揭示了包含所述化合物、其光学异构体或农业化学上可接受的盐的农药组合物，所述农药组合物的用途以及所述化合物、其光学异构体或农业化学上可接受的盐的制备方法。这些化合物及其衍生物对多种农林害虫具有高效的杀虫活性，包括同翅目和鳞翅目害虫，如蚜虫、叶蝉、白粉虱、跳小蜂、普通蓟马、棉铃虫、菜青虫、小菜蛾、棉叶虫和军农虫。

  公开号：

  US20120245126A1

文献信息

• Divalent and Oxabridged Neonicotinoids Constructed by Dialdehydes and Nitromethylene Analogues of Imidacloprid: Design, Synthesis, Crystal Structure, and Insecticidal Activities
  作者：Xusheng Shao、Hua Fu、Xiaoyong Xu、Xinglei Xu、Zewen Liu、Zhong Li、Xuhong Qian

  DOI：10.1021/jf902531y

  日期：2010.3.10

  A series of divalent and oxabridged neonicotinoids were synthesized by reactions of nitromethylene analogues of imidacloprid and dialdehydes, and their structures were confirmed by H-1 NMR, C-13 NMR, high-resolution mass spectroscopy, and X-ray diffraction analysis. The bioassays indicated that some of them were endowed with excellent insecticidal activities against cowpea aphid (Aphis craccivora), armyworm (Pseudaletia separata Walker), and brown planthopper (Nilaparvata lugens). Divalent neonicotinoid 6 and oxabridged 8a had higher activities than imidacloprid against cowpea aphids and armyworm; furthermore, the activity of 8a was 40.4-fold higher than that of imidacloprid against imidacloprid-resistant brown planthopper.
• US8809319B2
  申请人：——

  公开号：US8809319B2

  公开（公告）日：2014-08-19
• DIVALENT AND OXABRIDGED HETEROCYCLIC NEONICOTINOID COMPOUNDS AND PREPARATION METHODS THEREOF
  申请人：Qian Xuhong

  公开号：US20120245126A1

  公开（公告）日：2012-09-27

  Nitromethylene analogues of imidacloprid and divalent and oxabridged heterocyclic neonicotinoid compounds constructed by dialdehydes, preparation methods and uses thereof are disclosed. Compounds represented by formula (A) or (B), their optical isomers or agrochemically acceptable salts are provided. Agrochemical compositions comprising the said compounds, their optical isomers or agrochemically acceptable salts, the uses of the said agrochemical compositions and the preparation methods of the said compounds, their optical isomers or agrochemically acceptable salts are also disclosed. The compounds and their derivatives have high insecticidal activities to several farming and forestry pests including homoptera and lepidoptera pests, such as aphis , fulgorid, whitefly, leafhopper, common thrips, cotton bollworm, cabbage caterpillar, cabbage moth, cotton leafworm and armyworm.

  本文揭示了由二醛构建的硝基咪虫啉类和二价及氧桥杂环新烟碱类化合物的亚硝基甲烯类似物，其制备方法和用途。提供了由式（A）或（B）表示的化合物及其光学异构体或农业化学上可接受的盐。还揭示了包含所述化合物、其光学异构体或农业化学上可接受的盐的农药组合物，所述农药组合物的用途以及所述化合物、其光学异构体或农业化学上可接受的盐的制备方法。这些化合物及其衍生物对多种农林害虫具有高效的杀虫活性，包括同翅目和鳞翅目害虫，如蚜虫、叶蝉、白粉虱、跳小蜂、普通蓟马、棉铃虫、菜青虫、小菜蛾、棉叶虫和军农虫。