2-(4-(4-methoxybenzyl)piperazin-1-yl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl)acetamide | 1164101-52-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(4-(4-methoxybenzyl)piperazin-1-yl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl)acetamide
• 英文别名: 2-[4-[(4-methoxyphenyl)methyl]piperazin-1-yl]-N-(3-oxo-4H-1,4-benzoxazin-7-yl)acetamide
• CAS: 1164101-52-3
• 化学式: C₂₂H₂₆N₄O₄
• 分子量: 410.473
• InChiKey: LZQNBVKELZIZHB-UHFFFAOYSA-N

物化性质

• 熔点：
  175-176 °C
• 沸点：
  661.7±55.0 °C(predicted)
• 密度：
  1.283±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  83.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-(4-甲氧苄基)哌嗪 、 2-chloro-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl)acetamide 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以48%的产率得到2-(4-(4-methoxybenzyl)piperazin-1-yl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl)acetamide
  参考文献：
  名称：

  Synthesis of 2-(4-substitutedmethylpiperazin-1-yl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl)acetamides and their positive inotropic evaluation

  摘要：

  In an attempt to search for more potent positive inotropic agents, a series of 2-(4-substitutedmethylpiperazin-1-yl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl)acetamides were synthesized and their positive inotropic activities were evaluated by measuring left atrium stroke volume on isolated rabbit heart preparations. Several compounds showed favorable activities compared with the standard drug, milrinone, among which 2-(4-(4-methylbenzyl)piperazin-1-yl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl) acetamide 4e showed the most potent activity with the 5.09 +/- 0.00% increased stroke volume (milrinone 1.67 +/- 0.64%) at a concentration of 1 X 10(-5) M in our in vitro study. The chronotropic effects of those compounds having significant inotropic effects were also evaluated in this work. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.08.006

文献信息

• Synthesis of 2-(4-substitutedmethylpiperazin-1-yl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl)acetamides and their positive inotropic evaluation
  作者：Xue-Kun Liu、Xun Cui、Lan Hong、Liang-Peng Sun、Zhe-Shan Quan、Hu-Ri Piao

  DOI：10.1016/j.ejmech.2008.08.006

  日期：2009.7

  In an attempt to search for more potent positive inotropic agents, a series of 2-(4-substitutedmethylpiperazin-1-yl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl)acetamides were synthesized and their positive inotropic activities were evaluated by measuring left atrium stroke volume on isolated rabbit heart preparations. Several compounds showed favorable activities compared with the standard drug, milrinone, among which 2-(4-(4-methylbenzyl)piperazin-1-yl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl) acetamide 4e showed the most potent activity with the 5.09 +/- 0.00% increased stroke volume (milrinone 1.67 +/- 0.64%) at a concentration of 1 X 10(-5) M in our in vitro study. The chronotropic effects of those compounds having significant inotropic effects were also evaluated in this work. (C) 2008 Elsevier Masson SAS. All rights reserved.