2-chloro-5-((2-(2-(furan-2-yl)-1-nitrovinyl)-4,5-dihydro-1H-imidazol-1-yl)methyl)pyridine | 1182839-81-1

• 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: 2-chloro-5-((2-(2-(furan-2-yl)-1-nitrovinyl)-4,5-dihydro-1H-imidazol-1-yl)methyl)pyridine
• 英文别名: 2-chloro-5-((2-(2-(furan-2-yl)-1-nitrovinyl)-4,5-dihydroimidazol-1-yl)-methyl) pyridine；2-chloro-5-((2-(2-(furan-2-yl)-1-nitrovinyl)-4,5-dihydroimidazol-1-yl)-methyl)pyridine；2-Chloro-5-[[2-[2-(furan-2-yl)-1-nitroethenyl]-4,5-dihydroimidazol-1-yl]methyl]pyridine；2-chloro-5-[[2-[2-(furan-2-yl)-1-nitroethenyl]-4,5-dihydroimidazol-1-yl]methyl]pyridine
• CAS: 1182839-81-1
• 化学式: C₁₅H₁₃ClN₄O₃
• 分子量: 332.746
• InChiKey: FIHVLDPFRWDEQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  87.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-chloro-5-((2-(2-(furan-2-yl)-1-nitrovinyl)-4,5-dihydro-1H-imidazol-1-yl)methyl)pyridine 、 ((4-(二甲基氨基)苯基)亚甲基)甲烷-1,1-二甲腈 以 乙酸乙酯 为溶剂， 生成 1-[(6-Chloropyridin-3-yl)methyl]-5-[4-(dimethylamino)phenyl]-7-(furan-2-yl)-8-nitro-2,3,5,7-tetrahydroimidazo[1,2-a]pyridine-6,6-dicarbonitrile
  参考文献：
  名称：

  Designing Tetrahydroimidazo[1,2-a]pyridine Derivatives via Catalyst-free Aza-Diels−Alder Reaction (ADAR) and Their Insecticidal Evaluation

  摘要：

  A series of tetrahydroimidazo[1,2-a]pyridine derivatives were synthesized by the reaction of 2-vinyl-4,5-dihydroimidazole derivatives with substituted benzylidenemalononitrile via a catalyst-free aza-Diels-Alder reaction. Insecticidal activities of target compounds were tested against pea aphids (Aphis craccivora), which showed that activities were strongly influenced by the substituents and their positions. Especially, the introduction of a fluoro group at the 2- position increased activities.

  DOI：

  10.1021/jf100645y
• 作为产物：
  描述：

  N'-((6-chloropyridin-3-yl)methyl)ethane-1,2-diamine 在 盐酸 、 三乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 生成 2-chloro-5-((2-(2-(furan-2-yl)-1-nitrovinyl)-4,5-dihydro-1H-imidazol-1-yl)methyl)pyridine
  参考文献：
  名称：

  Designing Tetrahydroimidazo[1,2-a]pyridine Derivatives via Catalyst-free Aza-Diels−Alder Reaction (ADAR) and Their Insecticidal Evaluation

  摘要：

  A series of tetrahydroimidazo[1,2-a]pyridine derivatives were synthesized by the reaction of 2-vinyl-4,5-dihydroimidazole derivatives with substituted benzylidenemalononitrile via a catalyst-free aza-Diels-Alder reaction. Insecticidal activities of target compounds were tested against pea aphids (Aphis craccivora), which showed that activities were strongly influenced by the substituents and their positions. Especially, the introduction of a fluoro group at the 2- position increased activities.

  DOI：

  10.1021/jf100645y

文献信息

• NITROGENOUS HETEROCYCLIC COMPOUNDS WITH INSECTICIDAL ACTIVITY, AND THE PREPARATION AND USE THEREOF
  申请人：Li Zhong

  公开号：US20100298346A1

  公开（公告）日：2010-11-25

  The present invention relates to nitro-containing heterocyclic or ring-opening nitrogenous compounds of formula (A), wherein R 1 , R 2 , R 3 , R 4 , R 5 , Y, Z, and W are as defined in the specification. The present invention discloses the preparation and the uses of a novel insecticide. Said compound and the derivatives thereof have high insecticidal activity to farm insects including homoptera and Lepidoptera pests, such as aphis, fulgorides, aleyrodids, leafhopper, commom thrips, cotton bollworm, cabbage caterpillar, cabbage moth, cotton leafworm, armyworn and so on.

  本发明涉及具有以下结构式（A）的含硝基杂环或开环含氮化合物，其中R1、R2、R3、R4、R5、Y、Z和W如规范中所定义。本发明揭示了一种新型杀虫剂的制备和用途。所述化合物及其衍生物对包括同翅目和鳞翅目害虫在内的农作物害虫具有高杀虫活性，如蚜虫、食蝽、粉虱、叶蝉、普通蓟马、棉铃虫、甘蓝青虫、甘蓝夜蛾、棉叶虫、军蠶等。
• NITROGENOUS HETEROCYCLIC COMPOUND WITH INSECTICIDAL ACTIVITY AND ITS PREPARATION AND USE
  申请人：East China University of Science and Technology

  公开号：EP2281812B1

  公开（公告）日：2014-01-22
• Facile three-component synthesis and insecticidal evaluation of hexahydroimidazo[1,2-a]pyridine derivatives
  作者：Ye-Feng Fan、Wen-Wen Zhang、Xu-Sheng Shao、Zhi-Ping Xu、Xiao-Yong Xu、Zhong Li

  DOI：10.1016/j.cclet.2014.10.019

  日期：2015.1

  A series of new hexahydroimidazo[1,2-a]pyridine derivatives were synthesized via convenient and practical three-component reactions. Preliminary bioassays showed that majority of the target compounds exhibited moderate to excellent insecticidal activity against cowpea aphids (Aphis craccivora). Among them, compound 9I demonstrated significant activity with LC50 value of 0.00918 mmol/L which was about 3.8-fold higher than that of imidacloprid (IMI). Furthermore, the study of stereostructure-activity relationship of four isomers of 9k indicated that configuration played a key role in insecticidal activity of these compounds. (C) 2014 Zhong Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. All rights reserved.
• Designing Tetrahydroimidazo[1,2-<i>a</i>]pyridine Derivatives via Catalyst-free Aza-Diels−Alder Reaction (ADAR) and Their Insecticidal Evaluation
  作者：Wenwen Zhang、Yinbo Chen、Weidong Chen、Zewen Liu、Zhong Li

  DOI：10.1021/jf100645y

  日期：2010.5.26

  A series of tetrahydroimidazo[1,2-a]pyridine derivatives were synthesized by the reaction of 2-vinyl-4,5-dihydroimidazole derivatives with substituted benzylidenemalononitrile via a catalyst-free aza-Diels-Alder reaction. Insecticidal activities of target compounds were tested against pea aphids (Aphis craccivora), which showed that activities were strongly influenced by the substituents and their positions. Especially, the introduction of a fluoro group at the 2- position increased activities.