(S)-methyl 6-(2-(2-(3-methyl-2-oxoquinoxalin-1(2H)-yl)acetamido)-3-phenylpropanamido)hexanoate | 1221568-35-9

• 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)-methyl 6-(2-(2-(3-methyl-2-oxoquinoxalin-1(2H)-yl)acetamido)-3-phenylpropanamido)hexanoate
• 英文别名: methyl 6-[[(2S)-2-[[2-(3-methyl-2-oxoquinoxalin-1-yl)acetyl]amino]-3-phenylpropanoyl]amino]hexanoate
• CAS: 1221568-35-9
• 化学式: C₂₇H₃₂N₄O₅
• 分子量: 492.575
• InChiKey: FYQQYLSRRUUUHM-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  36
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (6-甲氧基-6-氧代己基)胺 、 (S)-2-(2-(3-methyl-2-oxoquinoxalin-1(2H)-yl)acetamido)-3-phenylpropanoyl chloride 在 potassium tert-butylate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以67.1%的产率得到(S)-methyl 6-(2-(2-(3-methyl-2-oxoquinoxalin-1(2H)-yl)acetamido)-3-phenylpropanamido)hexanoate
  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

文献信息

• Novel matrix metalloproteinase inhibitors derived from quinoxalinone scaffold (Part I)
  作者：Yonggang Li、Jian Zhang、Wenfang Xu、Huawei Zhu、Xun Li

  DOI：10.1016/j.bmc.2010.01.008

  日期：2010.2

  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.