ethyl 4-(4-methoxyphenethyl)piperazine-1-carboxylate | 59698-34-9

• 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: ethyl 4-(4-methoxyphenethyl)piperazine-1-carboxylate
• 英文别名: 4-(4-methoxy-phenethyl)-piperazine-1-carboxylic acid ethyl ester；4-(4-Methoxy-phenaethyl)-piperazin-1-carbonsaeure-aethylester；Ethyl 4-[2-(4-methoxyphenyl)ethyl]piperazine-1-carboxylate
• CAS: 59698-34-9
• 化学式: C₁₆H₂₄N₂O₃
• 分子量: 292.378
• InChiKey: BDIAQOXUWDKVNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 4-(4-methoxyphenethyl)piperazine-1-carboxylate 在 三乙胺 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 30.0h， 生成 astemizole
  参考文献：
  名称：

  Astemizole analogues with reduced hERG inhibition as potent antimalarial compounds

  摘要：

  Astemizole is a H-1-antagonist endowed with antimalarial activity, but has hERG liabilities. Systematic structural modifications of astemizole led to the discovery of analogues that display very potent activity as inhibitors of the growth of the Plasmodium parasite, but show a decreased hERG inhibition, when compared to astemizole. These compounds can be used as starting point for the development of a new class of antimalarials. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2017.10.004
• 作为产物：
  描述：

  N-哌嗪甲酸乙酯 、 2-(4-甲氧苯基)-氯乙烷 在 sodium carbonate 作用下， 以 水 、 乙腈 为溶剂， 反应 15.0h， 以52%的产率得到ethyl 4-(4-methoxyphenethyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Astemizole analogues with reduced hERG inhibition as potent antimalarial compounds

  摘要：

  Astemizole is a H-1-antagonist endowed with antimalarial activity, but has hERG liabilities. Systematic structural modifications of astemizole led to the discovery of analogues that display very potent activity as inhibitors of the growth of the Plasmodium parasite, but show a decreased hERG inhibition, when compared to astemizole. These compounds can be used as starting point for the development of a new class of antimalarials. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2017.10.004

文献信息

• Morren et al., Bulletin des Societes Chimiques Belges, 1951, vol. 60, p. 282,288
  作者：Morren et al.

  DOI：——

  日期：——
• JILEK J. O; METYSOVA J.; NEMEC J.; SEDIVY Z.; POMYKACEK J.; PROTIVA M., COLLECT. CZECH. CHEM. COMMUNS. <CCCC-AK>, 1975, 40, NO 11, 3386-3398
  作者：JILEK J. O、 METYSOVA J.、 NEMEC J.、 SEDIVY Z.、 POMYKACEK J.、 PROTIVA M.

  DOI：——

  日期：——