1-[4-(3-氨基-苄氧基)-苯基]-乙酮 | 103981-32-4

• 中文名称: 1-[4-(3-氨基-苄氧基)-苯基]-乙酮
• 英文名称: 4-acetophenyl 3-aminobenzyl ether
• 英文别名: 1-[4-[(3-Aminophenyl)methoxy]phenyl]ethanone
• CAS: 103981-32-4
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: VGRPSCMGMNFJFD-UHFFFAOYSA-N

物化性质

• 沸点：
  444.4±25.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[4-(3-氨基-苄氧基)-苯基]-乙酮 、 丙二酸二甲酯 反应 2.0h， 以75%的产率得到Methyl 3-[3-[(4-acetylphenoxy)methyl]anilino]-3-oxopropanoate
  参考文献：
  名称：

  Synthesis and antiallergic activity of a novel series of 5-lipoxygenase inhibitors

  摘要：

  A series of novel substituted [[(phenoxymethyl)phenyl]amino]oxoalkanoic acid esters have been synthesized. These compounds were tested in vitro for their ability to inhibit the synthesis of 5-hydroxyeicosatetraenoic acid and leukotriene (LT) B4 from rat polymorphonuclear leukocytes (PMN) and in vivo as inhibitors ovalbumin- (OA) and LTD4-induced bronchospasm in the guinea pig. Compounds 5-12 and 25 had IC50's between 1 and 5.6 microM in the rat PMN 5-lipoxygenase assay. Compounds 1, 3, and 16 inhibited OA-induced bronchoconstriction (61%, 64%, and 57%, respectively), but only 1 showed activity against LTD4-induced bronchoconstriction. When tested against LTD4-induced contraction of isolated guinea pig tracheal spiral strips, 1 was a competitive inhibitor with a pKB of 4.94.

  DOI：

  10.1021/jm00161a031
• 作为产物：
  描述：

  3-硝基溴苄 在 盐酸 、 铁粉 、 potassium carbonate 、 caesium carbonate 作用下， 以 乙醇 为溶剂， 反应 15.5h， 生成 1-[4-(3-氨基-苄氧基)-苯基]-乙酮
  参考文献：
  名称：

  Synthesis and antiallergic activity of a novel series of 5-lipoxygenase inhibitors

  摘要：

  A series of novel substituted [[(phenoxymethyl)phenyl]amino]oxoalkanoic acid esters have been synthesized. These compounds were tested in vitro for their ability to inhibit the synthesis of 5-hydroxyeicosatetraenoic acid and leukotriene (LT) B4 from rat polymorphonuclear leukocytes (PMN) and in vivo as inhibitors ovalbumin- (OA) and LTD4-induced bronchospasm in the guinea pig. Compounds 5-12 and 25 had IC50's between 1 and 5.6 microM in the rat PMN 5-lipoxygenase assay. Compounds 1, 3, and 16 inhibited OA-induced bronchoconstriction (61%, 64%, and 57%, respectively), but only 1 showed activity against LTD4-induced bronchoconstriction. When tested against LTD4-induced contraction of isolated guinea pig tracheal spiral strips, 1 was a competitive inhibitor with a pKB of 4.94.

  DOI：

  10.1021/jm00161a031

文献信息

• Chemoselective hydrogenation of nitrobenzyl ethers to aminobenzyl ethers catalyzed by palladium–nickel bimetallic nanoparticles
  作者：Wenwen Chen、Hailin Bao、Dingsheng Wang、Xinyan Wang、Yadong Li、Yuefei Hu

  DOI：10.1016/j.tet.2015.10.037

  日期：2015.12

  A highly efficient and chemoselective hydrogenation of nitrobenzyl ethers to aminobenzyl ethers was developed by using a novel palladium nickel bimetallic nanocatalyst. Since the catalytic selectivity was resulted from the synergistic effects between two metals rather than the traditional catalyst poisons, the hydrogenation proceeded smoothly under additive-free conditions. Thus, the work-up procedure was as simple as to recover the catalyst by a magnetic separation and then to evaporate the solvent. (C) 2015 Elsevier Ltd. All rights reserved.