5'-amino-8'-nitro-2-oxo-2',3'-dihydro-1'H,2H-spiro[acenaphthylene-1,7'-imidazo[1,2-a]pyridine]-6'-carbonitrile | 1541898-78-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5'-amino-8'-nitro-2-oxo-2',3'-dihydro-1'H,2H-spiro[acenaphthylene-1,7'-imidazo[1,2-a]pyridine]-6'-carbonitrile
• 英文别名: 5-amino-8-nitro-2'-oxospiro[2,3-dihydro-1H-imidazo[1,2-a]pyridine-7,1'-acenaphthylene]-6-carbonitrile
• CAS: 1541898-78-5
• 化学式: C₁₉H₁₃N₅O₃
• 分子量: 359.344
• InChiKey: PVKXLBKYESHPJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  27
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  苊醌 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 5'-amino-8'-nitro-2-oxo-2',3'-dihydro-1'H,2H-spiro[acenaphthylene-1,7'-imidazo[1,2-a]pyridine]-6'-carbonitrile
  参考文献：
  名称：

  Design, synthesis and insecticidal activity of spiro heterocycle containing neonicotinoid analogs

  摘要：

  Spiro heterocycles frequently occur in bioactive molecules. In the pursuit of neonicotinoids with Spiro heterocycles, three types of novel neonicotinoids with spirobenzofuranone, spirooxindole or spiroacenaphythylenone framework were designed and synthesized. Insecticidal evaluation showed that some of spirobenzofuranone containing neonicotinoids exhibited moderate activity against cowpea aphid, armyworm or brown planthopper. (C) 2013 Xu-Sheng Shao and Zhong Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.12.004

文献信息

• Application of PEG-400 as a green biodegradable polymeric medium for the catalyst-free synthesis of spiro-dihydropyridines and their use as acetyl and butyrylcholinesterase inhibitors
  作者：Ammar Maryamabadi、Alireza Hasaninejad、Najmeh Nowrouzi、Gholamhossein Mohebbi、Behvar Asghari

  DOI：10.1016/j.bmc.2016.02.019

  日期：2016.3

  A simple, efficient and green approach for the synthesis of spiro-dihydropyridines derivatives by one-pot multi-component reaction of isatin or acenaphthoquinone derivatives (1 equiv) with malononitrile (1 equiv) and N,N′-substituted-2-nitroethene-1,1-diamines (1 equiv) in PEG-400 under catalyst-free conditions is described. This method provides several advantages such as environmental friendliness

  一种简单，有效且绿色的方法，是通过一锅多组分的靛红或萘醌衍生物（1当量）与丙二腈（1当量）和N，N合成螺二氢吡啶衍生物描述了在无催化剂条件下在PEG-400中的'-取代的-2-硝基乙烯-1,1-二胺（1当量）。该方法具有许多优点，例如环境友好，反应时间短和生物重要化合物合成的简单后处理程序。在体外和计算机上研究了合成的化合物抑制乙酰基和丁酰胆碱酯酶的能力。所有化合物均显示出对乙酰和丁酰胆碱酯酶的中等至高水平活性。体外和计算机模拟研究之间具有良好的相关性。
• Design, synthesis and insecticidal activity of spiro heterocycle containing neonicotinoid analogs
  作者：Nan-Yang Chen、Li-Ping Ren、Min-Ming Zou、Zhi-Ping Xu、Xu-Sheng Shao、Xiao-Yong Xu、Zhong Li

  DOI：10.1016/j.cclet.2013.12.004

  日期：2014.2

  Spiro heterocycles frequently occur in bioactive molecules. In the pursuit of neonicotinoids with Spiro heterocycles, three types of novel neonicotinoids with spirobenzofuranone, spirooxindole or spiroacenaphythylenone framework were designed and synthesized. Insecticidal evaluation showed that some of spirobenzofuranone containing neonicotinoids exhibited moderate activity against cowpea aphid, armyworm or brown planthopper. (C) 2013 Xu-Sheng Shao and Zhong Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.