ethyl <4-(3-phenyl-2-propenyl)-1-piperazinyl> carboxylate | 82387-46-0

• 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-(3-phenyl-2-propenyl)-1-piperazinyl> carboxylate
• 英文别名: Ethyl 4-(3-phenylprop-2-enyl)piperazine-1-carboxylate
• CAS: 82387-46-0
• 化学式: C₁₆H₂₂N₂O₂
• 分子量: 274.363
• InChiKey: SDZFZKQYQJLNKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl <4-(3-phenyl-2-propenyl)-1-piperazinyl> carboxylate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 72.0h， 以16%的产率得到N-肉桂基哌嗪
  参考文献：
  名称：

  Synthesis and pharmacological study of new calcium antagonists, analogues of cinnarizine and flunarizine

  摘要：

  Several phosphonic diethyl esters were synthesized and their calcium antagonistic activity evaluated in vitro. The diethyl phosphonate group was condensed on substituted [diphenylmethyl], [(2-benzofuranyl)phenylmethyl], [(4-(diphenylmethyl-1 piperazinyl) methyl], [4-(4-diphenylmethyl-1-piperazinyl methyl) phenylmethyl], and [4-(3-phenyl-2-propenyl)-1-piperazinyl methyl] groups. Despite the presence of the diethyl phosphonate moiety and the benzhydrylpiperazinyl group, both present in potent calcium antagonist structures, only 1 of the 19 synthesized compounds exhibited a calcium antagonistic profile.

  DOI：

  10.1016/0223-5234(93)90049-k
• 作为产物：
  描述：

  N-哌嗪甲酸乙酯 、 肉桂基氯 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 生成 ethyl <4-(3-phenyl-2-propenyl)-1-piperazinyl> carboxylate
  参考文献：
  名称：

  Synthesis and pharmacological study of new calcium antagonists, analogues of cinnarizine and flunarizine

  摘要：

  Several phosphonic diethyl esters were synthesized and their calcium antagonistic activity evaluated in vitro. The diethyl phosphonate group was condensed on substituted [diphenylmethyl], [(2-benzofuranyl)phenylmethyl], [(4-(diphenylmethyl-1 piperazinyl) methyl], [4-(4-diphenylmethyl-1-piperazinyl methyl) phenylmethyl], and [4-(3-phenyl-2-propenyl)-1-piperazinyl methyl] groups. Despite the presence of the diethyl phosphonate moiety and the benzhydrylpiperazinyl group, both present in potent calcium antagonist structures, only 1 of the 19 synthesized compounds exhibited a calcium antagonistic profile.

  DOI：

  10.1016/0223-5234(93)90049-k

文献信息

• Synthesis and pharmacological study of new calcium antagonists, analogues of cinnarizine and flunarizine
  作者：S Younes、G Baziard-Mouysset、G de Saqui-Sannes、JL Stigliani、M Payard、R Bonnafous、J Tisne-Versailles

  DOI：10.1016/0223-5234(93)90049-k

  日期：1993.1

  Several phosphonic diethyl esters were synthesized and their calcium antagonistic activity evaluated in vitro. The diethyl phosphonate group was condensed on substituted [diphenylmethyl], [(2-benzofuranyl)phenylmethyl], [(4-(diphenylmethyl-1 piperazinyl) methyl], [4-(4-diphenylmethyl-1-piperazinyl methyl) phenylmethyl], and [4-(3-phenyl-2-propenyl)-1-piperazinyl methyl] groups. Despite the presence of the diethyl phosphonate moiety and the benzhydrylpiperazinyl group, both present in potent calcium antagonist structures, only 1 of the 19 synthesized compounds exhibited a calcium antagonistic profile.