[1,1'-Biphenyl]-4-yl 4-(2-methylquinolin-4-yl)piperazine-1-carboxylate | 1420814-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: [1,1'-Biphenyl]-4-yl 4-(2-methylquinolin-4-yl)piperazine-1-carboxylate
• 英文别名: (4-phenylphenyl) 4-(2-methylquinolin-4-yl)piperazine-1-carboxylate
• CAS: 1420814-46-5
• 化学式: C₂₇H₂₅N₃O₂
• 分子量: 423.514
• InChiKey: VJMDOENKGACNEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  45.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对羟基联苯 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 [1,1'-Biphenyl]-4-yl 4-(2-methylquinolin-4-yl)piperazine-1-carboxylate
  参考文献：
  名称：

  Selective inhibitors and tailored activity probes for lipoprotein-associated phospholipase A2

  摘要：

  Lipoprotein-associated phospholipase A(2) (Lp-PLA(2) or PLA(2)G7) binds to low-density lipoprotein (LDL) particles, where it is thought to hydrolyze oxidatively truncated phospholipids. Lp-PLA(2) has also been implicated as a pro-tumorigenic enzyme in human prostate cancer. Several inhibitors of Lp-PLA(2) have been described, including darapladib, which is currently in phase 3 clinical development for the treatment of atherosclerosis. The selectivity that darapladib and other Lp-PLA(2) inhibitors display across the larger serine hydrolase family has not, however, been reported. Here, we describe the use of both general and tailored activity-based probes for profiling Lp-PLA(2) and inhibitors of this enzyme in native biological systems. We show that both darapladib and a novel class of structurally distinct carbamate inhibitors inactivate Lp-PLA(2) in mouse tissues and human cell lines with high selectivity. Our findings thus identify both inhibitors and chemoproteomic probes that are suitable for investigating Lp-PLA(2) function in biological systems. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.061