N-(2-chloroethyl)-1-naphthamide | 50342-11-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(2-chloroethyl)-1-naphthamide
• 英文别名: N-(2-chloroethyl)naphthalene-1-carboxamide
• CAS: 50342-11-5
• 化学式: C₁₃H₁₂ClNO
• 分子量: 233.697
• InChiKey: SKHPXYRDTNNQTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-苄基哌啶 、 N-(2-chloroethyl)-1-naphthamide 在 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 以43%的产率得到N-(2-(4-benzylpiperidin-1-yl)ethyl)-1-naphthamide
  参考文献：
  名称：

  Design and synthesis of 4-benzylpiperidine carboxamides as dual serotonin and norepinephrine reuptake inhibitors

  摘要：

  A series of 4-benzylpiperidine carboxamides were designed and synthesized, and tested for their dual (serotonin and norepinephrine) reuptake inhibition. The synthesis of 4-benzylpiperidine carboxamides involved two main steps: amidation and substitution. Derivatives with 3 carbon linker displayed better activity than with 2 carbon linker. 4-Biphenyl- and 2-naphthyl-substituted derivatives 7e and 7j showed greater dual reuptake inhibition than standard drug venlafaxine HCl. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.08.022
• 作为产物：
  描述：

  1-萘甲酸 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-(2-chloroethyl)-1-naphthamide
  参考文献：
  名称：

  Design and synthesis of 4-benzylpiperidine carboxamides as dual serotonin and norepinephrine reuptake inhibitors

  摘要：

  A series of 4-benzylpiperidine carboxamides were designed and synthesized, and tested for their dual (serotonin and norepinephrine) reuptake inhibition. The synthesis of 4-benzylpiperidine carboxamides involved two main steps: amidation and substitution. Derivatives with 3 carbon linker displayed better activity than with 2 carbon linker. 4-Biphenyl- and 2-naphthyl-substituted derivatives 7e and 7j showed greater dual reuptake inhibition than standard drug venlafaxine HCl. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.08.022