4-Bromo-3-cyclopropyl-1-ethoxy-7-methoxy-2,1lambda5-benzoxaphosphinine 1-oxide | 1075798-15-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-Bromo-3-cyclopropyl-1-ethoxy-7-methoxy-2,1lambda5-benzoxaphosphinine 1-oxide
• 英文别名: 4-bromo-3-cyclopropyl-1-ethoxy-7-methoxy-2,1λ5-benzoxaphosphinine 1-oxide
• CAS: 1075798-15-0
• 化学式: C₁₄H₁₆BrO₄P
• 分子量: 359.156
• InChiKey: FJVULKWLDRRSSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  diethyl (2-cyclopropylethynyl-5-methoxyphenyl)phosphonate 在 四丁基溴化铵 、 copper(ll) bromide 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 4-Bromo-3-cyclopropyl-1-ethoxy-7-methoxy-2,1lambda5-benzoxaphosphinine 1-oxide
  参考文献：
  名称：

  Phosphaisocoumarins as a new class of potent inhibitors for pancreatic cholesterol esterase

  摘要：

  Due to the importance of pancreatic cholesterol esterase (CEase) as a potential target in atherosclerosis and for the development of hypocholesterolemic agents, there are increasing interests in designing and synthesizing CEase inhibitors. In the present study, we prepared forty-five isocoumarin phosphorus analogues (i.e., phosphaisocoumarins) and investigated the inhibition of these compounds on the CEase. The results showed that some phosphaisocoumarins could act as potent inhibitors of CEase. The most potent inhibitors, compounds 9d, 10a and 12e give IC(50) values of 4.8 mu M, 2.3 mu M and 1.9 mu M, respectively. The inhibition mechanism and kinetic characterization studies indicate that they are reversible competitive inhibitors. (C) 2010 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2010.01.038

文献信息

• Phosphaisocoumarins as a new class of potent inhibitors for pancreatic cholesterol esterase
  作者：Baojian Li、Binhua Zhou、Hailiang Lu、Lin Ma、Ai-Yun Peng

  DOI：10.1016/j.ejmech.2010.01.038

  日期：2010.5

  Due to the importance of pancreatic cholesterol esterase (CEase) as a potential target in atherosclerosis and for the development of hypocholesterolemic agents, there are increasing interests in designing and synthesizing CEase inhibitors. In the present study, we prepared forty-five isocoumarin phosphorus analogues (i.e., phosphaisocoumarins) and investigated the inhibition of these compounds on the CEase. The results showed that some phosphaisocoumarins could act as potent inhibitors of CEase. The most potent inhibitors, compounds 9d, 10a and 12e give IC(50) values of 4.8 mu M, 2.3 mu M and 1.9 mu M, respectively. The inhibition mechanism and kinetic characterization studies indicate that they are reversible competitive inhibitors. (C) 2010 Published by Elsevier Masson SAS.