ethyl 4-(2,3-dihydro-1H-inden-1-yl)piperazine-1-carboxylate | 187221-24-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: ethyl 4-(2,3-dihydro-1H-inden-1-yl)piperazine-1-carboxylate
• CAS: 187221-24-5
• 化学式: C₁₆H₂₂N₂O₂
• 分子量: 274.363
• InChiKey: UAPRDDYQUXLFJI-UHFFFAOYSA-N

物化性质

• 沸点：
  386.7±37.0 °C(Predicted)
• 密度：
  1.168±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 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-(2,3-dihydro-1H-inden-1-yl)piperazine-1-carboxylate 在 氢氧化钾 、 potassium carbonate 、 一水合肼 、 三乙胺 、 sodium iodide 作用下， 以 甲醇 、 氯仿 、 乙腈 为溶剂， 反应 28.0h， 生成 N-[2-[4-(2,3-dihydro-1H-inden-1-yl)piperazin-1-yl]ethyl]-4-methylbenzamide
  参考文献：
  名称：

  New Benzocycloalkylpiperazines, Potent and Selective 5-HT_1A Receptor Ligands

  摘要：

  A series of 1-(benzocycloalkyl)-4-(benzamidoalkyl)piperazine derivatives was prepared in order to obtain compounds with a high affinity and selectivity for 5-HT1A receptors. The modifications of aromatic substituents, the length of the alkyl chain, and the size of the ring were explored. Most of N-(1,2,3,4-tetrahydronaphthyl)-N'-(benzamidoethyl)piperazines (32-37) were bound to 5-HT1A receptors in a nanomolar range and presented a high degree of selectivity. After resolution, levorotatory enantiomers showed affinity and selectivity higher than those of dextrorotatory ones for 5-HT1A sites. The agonist type activity of selected derivatives was also confirmed in vitro on the inhibition of the activation of adenylate cyclase induced by forskolin and, in vivo, on the induction of the lower lip retraction in rats.

  DOI：

  10.1021/jm950759z
• 作为产物：
  描述：

  2,3-二氢-1H-茚-1-醇 在 氯化亚砜 、 potassium carbonate 、 sodium iodide 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 25.0h， 生成 ethyl 4-(2,3-dihydro-1H-inden-1-yl)piperazine-1-carboxylate
  参考文献：
  名称：

  Synthesis of 1-[w-[(Arylamino)carbonyl]-alkyl]-4-(benzocycloalkyl)piperazines

  摘要：

  DOI：

  10.3987/com-97-7736

文献信息

• New Benzocycloalkylpiperazines, Potent and Selective 5-HT_1A Receptor Ligands
  作者：Youssef El Ahmad、Elisabeth Laurent、Philippe Maillet、Akram Talab、Jean François Teste、Raymond Dokhan、Gilles Tran、Roland Ollivier

  DOI：10.1021/jm950759z

  日期：1997.3.1

  A series of 1-(benzocycloalkyl)-4-(benzamidoalkyl)piperazine derivatives was prepared in order to obtain compounds with a high affinity and selectivity for 5-HT1A receptors. The modifications of aromatic substituents, the length of the alkyl chain, and the size of the ring were explored. Most of N-(1,2,3,4-tetrahydronaphthyl)-N'-(benzamidoethyl)piperazines (32-37) were bound to 5-HT1A receptors in a nanomolar range and presented a high degree of selectivity. After resolution, levorotatory enantiomers showed affinity and selectivity higher than those of dextrorotatory ones for 5-HT1A sites. The agonist type activity of selected derivatives was also confirmed in vitro on the inhibition of the activation of adenylate cyclase induced by forskolin and, in vivo, on the induction of the lower lip retraction in rats.
• Synthesis of 1-[w-[(Arylamino)carbonyl]-alkyl]-4-(benzocycloalkyl)piperazines
  作者：Roland Ollivier、Youssef El-Ahmad、Philippe Maillet、Elisabeth Laurent、Akram Talab、Gilles Tran

  DOI：10.3987/com-97-7736

  日期：——