(S)-2-(2-(3-methyl-2-oxoquinoxalin-1(2H)-yl)acetamido)-3-phenylpropanoyl chloride | 1221568-17-7

• 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: (S)-2-(2-(3-methyl-2-oxoquinoxalin-1(2H)-yl)acetamido)-3-phenylpropanoyl chloride
• CAS: 1221568-17-7
• 化学式: C₂₀H₁₈ClN₃O₃
• 分子量: 383.834
• InChiKey: YJKJAYSAWMXYLW-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  81.06
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-2-(2-(3-methyl-2-oxoquinoxalin-1(2H)-yl)acetamido)-3-phenylpropanoyl chloride 、 3,4-二氟苯胺 在 potassium tert-butylate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以44.3%的产率得到(S)-N-(3,4-difluorophenyl)-2-((3-methyl-2-oxoquinoxalin-1(2H)-yl)acetamido)-3-phenylpropanamide
  参考文献：
  名称：

  Novel matrix metalloproteinase inhibitors derived from quinoxalinone scaffold (Part I)

  摘要：

  A series of quinoxalinone peptidomimetic derivatives was designed, synthesized, and assayed for their inhibitory activities on metalloproteinase-2 (MMP-2) and aminopeptidase N (APN). The results showed that all of these quinoxalinone derivatives displayed highly selective inhibition against MMP-2 as compared with APN, with IC50 values in the micromole range. Compound A3 showed comparable MMP-2 inhibitory activities than the positive control LY52, which might be used as a potential lead in future research on anticancer agents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.008
• 作为产物：
  描述：

  (S)-2-(2-(3-methyl-2-oxoquinoxalin-1(2H)-yl)acetamido)-3-phenylpropanoic acid 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 反应 5.0h， 以88.7%的产率得到(S)-2-(2-(3-methyl-2-oxoquinoxalin-1(2H)-yl)acetamido)-3-phenylpropanoyl chloride
  参考文献：
  名称：

  Novel matrix metalloproteinase inhibitors derived from quinoxalinone scaffold (Part I)

  摘要：

  A series of quinoxalinone peptidomimetic derivatives was designed, synthesized, and assayed for their inhibitory activities on metalloproteinase-2 (MMP-2) and aminopeptidase N (APN). The results showed that all of these quinoxalinone derivatives displayed highly selective inhibition against MMP-2 as compared with APN, with IC50 values in the micromole range. Compound A3 showed comparable MMP-2 inhibitory activities than the positive control LY52, which might be used as a potential lead in future research on anticancer agents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.008