2-(5,6,7,8-tetrahydro-naphthalen-2-yl)-imidazo[1,2-a]pyridine | 881040-63-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-(5,6,7,8-tetrahydro-naphthalen-2-yl)-imidazo[1,2-a]pyridine
• 英文别名: 2-(5,6,7,8-tetrahydronaphthalen-2-yl)imidazo[1,2-a]pyridine
• CAS: 881040-63-7
• 化学式: C₁₇H₁₆N₂
• mdl: MFCD04966985
• 分子量: 248.327
• InChiKey: FPJMWIGZUHNDRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  吡啶 、 在 copper(l) iodide 、 氧气 作用下， 以 N-甲基吡咯烷酮 为溶剂， 以83%的产率得到2-(5,6,7,8-tetrahydro-naphthalen-2-yl)-imidazo[1,2-a]pyridine
  参考文献：
  名称：

  乙酸铜酮肟与吡啶的铜催化有氧氧化环化反应合成咪唑并[1,2-a]吡啶

  摘要：

  摘要 已开发出铜（I）催化的酮肟肟乙酸酯与简单的吡啶的好氧氧化偶联，用于合成咪唑并[1,2- a ]吡啶。该反应可耐受各种官能团，并且在温和条件下以高收率提供了一系列有价值的咪唑并[1,2- a ]吡啶。 已开发出铜（I）催化的酮肟肟乙酸酯与简单的吡啶的好氧氧化偶联，用于合成咪唑并[1,2- a ]吡啶。该反应可耐受各种官能团，并且在温和条件下以高收率提供了一系列有价值的咪唑并[1,2- a ]吡啶。

  DOI：

  10.1055/s-0035-1561950

文献信息

• Modulation of carcinogen metabolizing enzymes by new fused heterocycles pendant to 5,6,7,8-tetrahydronaphthalene derivatives
  作者：Nehal A. Hamdy、Amira M. Gamal-Eldeen、Hatem A. Abdel-Aziz、Issa M.I. Fakhr

  DOI：10.1016/j.ejmech.2009.10.027

  日期：2010.2

  The treatment of 2-bromo-1-(5,6,7,8-tetrahydro-naphthalen-2-yl)-ethanone (1) with pyridine, 2-methylpyridine or 4-methylpyridine afforded their corresponding pyridinum bromides 3a-c. The latter salts reacted with activated acetylene to give the corresponding indolizine derivatives 6a-c. Imidazo[1,2-a]pyridine 9a,b, quinoxaline 15, imidazo[1,2-b][1,2,4]triazole 18 and imidazo[1,2-a]benzimidazole 21 derivatives were prepared from 1 as a starting material. The investigation of the derivative influence on the carcinogen metabolizing enzymes and in the tumor initiation process revealed that 3a-c were strong inducers of epoxide hydrolase (mEH), and that 3a was an inducer of glutathione S-transferases (GSTs) and glutathione (GSH) and a potent scavenger of ROO center dot and OH center dot and inhibited the induced DNA damage, while 3b was a scavenger of ROO center dot and a moderate inhibitor of DNA damage. Additionally, 6a-c significantly induced quinine reductase (QR) activity, whereas 6b induced GSTs, and 6c elevated GSH content, while both of 6b and 6c scavenged OH center dot and inhibited the DNA damage. On the other hand, 9a possessed a moderate scavenging activity of ROO center dot and inhibitory effect on the induced DNA damage, while 18 was a strong inducer of QR activity, scavenger of OH center dot, and inhibitor of the DNA damage and 2 was a significant inhibitor of cytochrome P-450 1A (Cyp1A) and was an inducer of GSTs, and GSH, and a moderate inhibitor of the DNA damage. (C) 2009 Elsevier Masson SAS. All rights reserved.
• Copper-Catalyzed Aerobic Oxidative Cyclization of Ketoxime Acetates with Pyridines for the Synthesis of Imidazo[1,2-a]pyridines
  作者：Zhi-Hui Ren、Zheng-Hui Guan、Mi-Na Zhao、Yukun Yi、Yao-Yu Wang

  DOI：10.1055/s-0035-1561950

  日期：——

  copper(I)-catalyzed aerobic oxidative coupling of ketoxime acetates with simple pyridines for the synthesis of imidazo[1,2-a]pyridines has been developed. This reaction tolerates a wide range of functional groups and it affords a series of valuable imidazo[1,2-a]pyridines in high yields under mild conditions. A copper(I)-catalyzed aerobic oxidative coupling of ketoxime acetates with simple pyridines for the synthesis

  摘要 已开发出铜（I）催化的酮肟肟乙酸酯与简单的吡啶的好氧氧化偶联，用于合成咪唑并[1,2- a ]吡啶。该反应可耐受各种官能团，并且在温和条件下以高收率提供了一系列有价值的咪唑并[1,2- a ]吡啶。 已开发出铜（I）催化的酮肟肟乙酸酯与简单的吡啶的好氧氧化偶联，用于合成咪唑并[1,2- a ]吡啶。该反应可耐受各种官能团，并且在温和条件下以高收率提供了一系列有价值的咪唑并[1,2- a ]吡啶。