2-chloro-N-(1-oxo-1,2,4,5-tetrahydro-[1,2,4]triazolo[4,3-a]quinolin-7-yl)acetamide | 1384110-71-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-chloro-N-(1-oxo-1,2,4,5-tetrahydro-[1,2,4]triazolo[4,3-a]quinolin-7-yl)acetamide
• CAS: 1384110-71-7
• 化学式: C₁₂H₁₁ClN₄O₂
• 分子量: 278.698
• InChiKey: BMYZQXBKGUWPID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.84
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  79.78
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(4-氯苄基)哌嗪 、 2-chloro-N-(1-oxo-1,2,4,5-tetrahydro-[1,2,4]triazolo[4,3-a]quinolin-7-yl)acetamide 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 10.0h， 生成 2-[4-[(4-chlorophenyl)methyl]piperazin-1-yl]-N-(1-oxo-4,5-dihydro-2H-[1,2,4]triazolo[4,3-a]quinolin-7-yl)acetamide
  参考文献：
  名称：

  Synthesis and positive inotropic evaluation of N-(1-oxo-1,2,4,5-tetrahydro-[1,2,4]triazolo[4,3-a]quinolin-7-yl)acetamides bearing piperazine and 1,4-diazepane moieties

  摘要：

  Two series of N-(1-oxo-1,2,4,5-tetrahydro-[1,2,4]triazolo[4,3-a]quinolin-7-yl)acetamides bearing piperazine and 1,4-diazepane moieties were synthesized and screened for their positive inotropic activity by measuring left atrium stroke volume on isolated rabbit heart preparations. Most of the derivatives exhibited better in vitro positive inotropic activity than the existing drug, milrinone, among which 2-(4-(4-chlorobenzyl)-1,4-diazepan-1-yl)-N-(1-oxo-1,2,4,5-tetrahydro-[1,2,4] triazolo[4,3-a]quinolin-7-yl) acetamide 6c proved to be the most potent with 15.48 +/- 0.27% increased stroke volume (milrinone: 2.46 +/- 0.07%) at a concentration of 3 x 10 (5) M. The chronotropic effects of the compounds that exhibited inotropic effects were also evaluated. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.049
• 作为产物：
  描述：

  6-氨基-3,4-二氢-2(1H)-喹啉酮 在 tetraphosphorus decasulfide 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 、 环己醇 为溶剂， 反应 6.0h， 生成 2-chloro-N-(1-oxo-1,2,4,5-tetrahydro-[1,2,4]triazolo[4,3-a]quinolin-7-yl)acetamide
  参考文献：
  名称：

  Synthesis and positive inotropic evaluation of N-(1-oxo-1,2,4,5-tetrahydro-[1,2,4]triazolo[4,3-a]quinolin-7-yl)acetamides bearing piperazine and 1,4-diazepane moieties

  摘要：

  Two series of N-(1-oxo-1,2,4,5-tetrahydro-[1,2,4]triazolo[4,3-a]quinolin-7-yl)acetamides bearing piperazine and 1,4-diazepane moieties were synthesized and screened for their positive inotropic activity by measuring left atrium stroke volume on isolated rabbit heart preparations. Most of the derivatives exhibited better in vitro positive inotropic activity than the existing drug, milrinone, among which 2-(4-(4-chlorobenzyl)-1,4-diazepan-1-yl)-N-(1-oxo-1,2,4,5-tetrahydro-[1,2,4] triazolo[4,3-a]quinolin-7-yl) acetamide 6c proved to be the most potent with 15.48 +/- 0.27% increased stroke volume (milrinone: 2.46 +/- 0.07%) at a concentration of 3 x 10 (5) M. The chronotropic effects of the compounds that exhibited inotropic effects were also evaluated. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.049