1-氰基-3-(3-氯-苯基)-丙烷 | 22991-04-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-氰基-3-(3-氯-苯基)-丙烷
• 英文名称: 1-Cyan-3-(3-chlor-phenyl)-propan
• 英文别名: 4-(m-Chlorophenyl)butyronitrile；4-(3-Chlorophenyl)butanenitrile
• CAS: 22991-04-4
• 化学式: C₁₀H₁₀ClN
• mdl: MFCD09744536
• 分子量: 179.649
• InChiKey: SVKNGXBNBPVTSG-UHFFFAOYSA-N

物化性质

• 沸点：
  116-125 °C(Press: 5 Torr)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-氰基-3-(3-氯-苯基)-丙烷 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 4-(3-chlorophenyl)-1,-butylamine
  参考文献：
  名称：

  Structure−Activity Relationships for the Binding of Arylpiperazines and Arylbiguanides at 5-HT₃ Serotonin Receptors

  摘要：

  Arylpiperazines are nonselective agents that bind at 5-HT3 serotonin receptors with moderate to high affinity, whereas 1-phenylbiguanide is a low-affinity but more selective 5-HT3 agonist. In an attempt to enhance the affinity of the latter agent, and working with the assumption that similarities might exist between the binding of the two types of agents, we formulated structure-activity relationships for the binding of the arylpiperazines and then incorporated those substituents, leading to high affinity for the arylpiperazines, into 1-phenylbiguanide. A subsequent investigation examined the structure-activity relationships of the arylbiguanides and identified arylguanidines as a novel class of 5-HT3 ligands. Although curious similarities exist between the structure-activity relationships of the arylpiperazines, arylbiguanides, and arylguanidines, it cannot be concluded that all three series of compounds are binding in the same manner. Furthermore, upon investigating pairs of compounds in the three series, the arylpiperazines behaved as 5-HT3 antagonists (von Bezold-Jarisch assay) whereas the arylbiguanides and arylguanidines acted as 5-HT3 agonists.

  DOI：

  10.1021/jm9603936
• 作为产物：
  描述：

  乙基3-(3-氯苯基)丙酸酯 在 吡啶 、 lithium aluminium tetrahydride 、 氯化亚砜 作用下， 以 乙醚 、 乙醇 为溶剂， 生成 1-氰基-3-(3-氯-苯基)-丙烷
  参考文献：
  名称：

  Homocyclic Ring Closures via Benzyne Intermediates. A New Synthesis of 1-Substituted Benzocyclobutenes¹

  摘要：

  DOI：

  10.1021/jo01058a019

文献信息

• Structure−Activity Relationships for the Binding of Arylpiperazines and Arylbiguanides at 5-HT₃ Serotonin Receptors
  作者：Małgorzata Dukat、Ashraf A. Abdel-Rahman、Abd M. Ismaiel、Stacy Ingher、Milt Teitler、Laszlo Gyermek、Richard A. Glennon

  DOI：10.1021/jm9603936

  日期：1996.1.1

  Arylpiperazines are nonselective agents that bind at 5-HT3 serotonin receptors with moderate to high affinity, whereas 1-phenylbiguanide is a low-affinity but more selective 5-HT3 agonist. In an attempt to enhance the affinity of the latter agent, and working with the assumption that similarities might exist between the binding of the two types of agents, we formulated structure-activity relationships for the binding of the arylpiperazines and then incorporated those substituents, leading to high affinity for the arylpiperazines, into 1-phenylbiguanide. A subsequent investigation examined the structure-activity relationships of the arylbiguanides and identified arylguanidines as a novel class of 5-HT3 ligands. Although curious similarities exist between the structure-activity relationships of the arylpiperazines, arylbiguanides, and arylguanidines, it cannot be concluded that all three series of compounds are binding in the same manner. Furthermore, upon investigating pairs of compounds in the three series, the arylpiperazines behaved as 5-HT3 antagonists (von Bezold-Jarisch assay) whereas the arylbiguanides and arylguanidines acted as 5-HT3 agonists.
• Homocyclic Ring Closures via Benzyne Intermediates. A New Synthesis of 1-Substituted Benzocyclobutenes¹
  作者：J. F. Bunnett、Joseph A. Skorcz

  DOI：10.1021/jo01058a019

  日期：1962.11