N-(4-fluorophenyl)-4-methoxy-N-piperidin-4-ylbenzamide | 1048265-36-6

• 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: N-(4-fluorophenyl)-4-methoxy-N-piperidin-4-ylbenzamide
• CAS: 1048265-36-6
• 化学式: C₁₉H₂₁FN₂O₂
• 分子量: 328.386
• InChiKey: CQOJDXDZTJPOTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  41.57
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2,3-环氧丙基-4-甲氧基苯基醚 、 N-(4-fluorophenyl)-4-methoxy-N-piperidin-4-ylbenzamide 以 甲醇 为溶剂， 生成 N-(4-Fluoro-phenyl)-N-{1-[2-hydroxy-3-(4-methoxy-phenoxy)-propyl]-piperidin-4-yl}-4-methoxy-benzamide
  参考文献：
  名称：

  The design, preparation and SAR of novel small molecule sodium (Na + ) channel blockers

  摘要：

  A parallel strategy incorporating predictive modeling of both sodium site 2 blocking activity and cytochrome P450 CYP2D6 enzyme activity as well as experimental data from ADME profiling (eADME) has been applied to the design of new small molecule sodium channel blockers. New structural motifs were identified, which combined sodium channel activity with decreased ADME liabilities. Compounds 10h (site 2, IC50=531 nM) and 7j (site 2, IC50=149 nM) were identified from two structural classes as sodium channel blockers with favorable in vitro eADME profiles. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.078
• 作为产物：
  描述：

  1-Boc-4-(4-氟苯氨基)-哌啶 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 N-(4-fluorophenyl)-4-methoxy-N-piperidin-4-ylbenzamide
  参考文献：
  名称：

  The design, preparation and SAR of novel small molecule sodium (Na + ) channel blockers

  摘要：

  A parallel strategy incorporating predictive modeling of both sodium site 2 blocking activity and cytochrome P450 CYP2D6 enzyme activity as well as experimental data from ADME profiling (eADME) has been applied to the design of new small molecule sodium channel blockers. New structural motifs were identified, which combined sodium channel activity with decreased ADME liabilities. Compounds 10h (site 2, IC50=531 nM) and 7j (site 2, IC50=149 nM) were identified from two structural classes as sodium channel blockers with favorable in vitro eADME profiles. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.078

文献信息

• The design, preparation and SAR of novel small molecule sodium (Na + ) channel blockers
  作者：Mark A Ashwell、Jean-Marc Lapierre、Alan Kaplan、Jenny Li、Christopher Marr、Jin Yuan

  DOI：10.1016/j.bmcl.2004.02.078

  日期：2004.5

  A parallel strategy incorporating predictive modeling of both sodium site 2 blocking activity and cytochrome P450 CYP2D6 enzyme activity as well as experimental data from ADME profiling (eADME) has been applied to the design of new small molecule sodium channel blockers. New structural motifs were identified, which combined sodium channel activity with decreased ADME liabilities. Compounds 10h (site 2, IC50=531 nM) and 7j (site 2, IC50=149 nM) were identified from two structural classes as sodium channel blockers with favorable in vitro eADME profiles. (C) 2004 Elsevier Ltd. All rights reserved.