ethyl 2-(4-(benzo[b]thiophene-3-carboxamido)-2-(3-fluoro-4-methoxybenzoyl)phenylamino)-2-oxoacetate | 1374760-92-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 2-(4-(benzo[b]thiophene-3-carboxamido)-2-(3-fluoro-4-methoxybenzoyl)phenylamino)-2-oxoacetate
• CAS: 1374760-92-5
• 化学式: C₂₇H₂₁FN₂O₆S
• 分子量: 520.538
• InChiKey: LIMWOUNWJMJYBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.03
• 重原子数：
  37.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  110.8
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-(4-(benzo[b]thiophene-3-carboxamido)-2-(3-fluoro-4-methoxybenzoyl)phenylamino)-2-oxoacetate 在 sodium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.5h， 以71%的产率得到2-(4-(benzo[b]thiophene-3-carboxamido)-2-(3-fluoro-4-methoxybenzoyl)phenylamino)-2-oxoacetic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of novel human Pin1 inhibitors with benzophenone skeleton

  摘要：

  A series of novel benzophenone derivatives were prepared and their inhibitory activities were evaluated on hPin1. Of all the synthesized compounds, the most active compound displayed inhibitory activities with an IC50 value of 5.99 mu mol/L. Preliminary structure-activity relationships were analyzed in details and the binding mode of the titled compounds was predicted using FlexX algorithm. The results of this research will shed light on further design and optimization of novel small molecule Pin1 inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.03.005
• 作为产物：
  描述：

  2-氟苯甲醚 在 aluminum (III) chloride 、 palladium 10% on activated carbon 、 氨 、 氢气 、 N,N-二异丙基乙胺 作用下， 以 三氟乙醇 、 水 、 甲苯 为溶剂， 20.0~150.0 ℃ 、1.24 MPa 条件下， 反应 40.0h， 生成 ethyl 2-(4-(benzo[b]thiophene-3-carboxamido)-2-(3-fluoro-4-methoxybenzoyl)phenylamino)-2-oxoacetate
  参考文献：
  名称：

  Synthesis and biological evaluation of novel human Pin1 inhibitors with benzophenone skeleton

  摘要：

  A series of novel benzophenone derivatives were prepared and their inhibitory activities were evaluated on hPin1. Of all the synthesized compounds, the most active compound displayed inhibitory activities with an IC50 value of 5.99 mu mol/L. Preliminary structure-activity relationships were analyzed in details and the binding mode of the titled compounds was predicted using FlexX algorithm. The results of this research will shed light on further design and optimization of novel small molecule Pin1 inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.03.005