3-[1-(4-chlorobenzyl)-1H-indol-3-yl]-N-(4-nitrophenyl)propanamide | 1246747-53-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-[1-(4-chlorobenzyl)-1H-indol-3-yl]-N-(4-nitrophenyl)propanamide
• 英文别名: 3-[1-[(4-chlorophenyl)methyl]indol-3-yl]-N-(4-nitrophenyl)propanamide
• CAS: 1246747-53-4
• 化学式: C₂₄H₂₀ClN₃O₃
• 分子量: 433.894
• InChiKey: JJPXEFKUBDVJJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  79.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[1-(4-chlorobenzyl)-1H-indol-3-yl]-N-(4-nitrophenyl)propanamide 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 为溶剂， 20.0 ℃ 、1.0 MPa 条件下， 以45%的产率得到N-(4-aminophenyl)-3-[1-[(4-chlorophenyl)methyl]indol-3-yl]propanamide
  参考文献：
  名称：

  Synthesis of N-aryl-3-(indol-3-yl)propanamides and their immunosuppressive activities

  摘要：

  N-Aryl-3-(indol-3-yl)propanamides were synthesized and their immunosuppressive activities were evaluated. This study highlighted the promising potency of 3-[1-(4-chlorobenzyl)-1H-indol-3-yl]-N-(4-nitrophenyl) propanamide 15 which exhibited a significant inhibitory activity on murine splenocytes proliferation assay in vitro and on mice delayed-type hypersensitivity (DTH) assay in vivo. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.001
• 作为产物：
  描述：

  4-硝基苯胺 、 3-<1-(4-chlorobenzyl)indol-3-yl>propionic acid 在 2-氯-1-甲基吡啶碘化物 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 3-[1-(4-chlorobenzyl)-1H-indol-3-yl]-N-(4-nitrophenyl)propanamide
  参考文献：
  名称：

  Synthesis of N-aryl-3-(indol-3-yl)propanamides and their immunosuppressive activities

  摘要：

  N-Aryl-3-(indol-3-yl)propanamides were synthesized and their immunosuppressive activities were evaluated. This study highlighted the promising potency of 3-[1-(4-chlorobenzyl)-1H-indol-3-yl]-N-(4-nitrophenyl) propanamide 15 which exhibited a significant inhibitory activity on murine splenocytes proliferation assay in vitro and on mice delayed-type hypersensitivity (DTH) assay in vivo. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.001

文献信息

• Synthesis of N-aryl-3-(indol-3-yl)propanamides and their immunosuppressive activities
  作者：Francis Giraud、Pascal Marchand、Delphine Carbonnelle、Michael Sartor、François Lang、Muriel Duflos

  DOI：10.1016/j.bmcl.2010.07.001

  日期：2010.9

  N-Aryl-3-(indol-3-yl)propanamides were synthesized and their immunosuppressive activities were evaluated. This study highlighted the promising potency of 3-[1-(4-chlorobenzyl)-1H-indol-3-yl]-N-(4-nitrophenyl) propanamide 15 which exhibited a significant inhibitory activity on murine splenocytes proliferation assay in vitro and on mice delayed-type hypersensitivity (DTH) assay in vivo. (C) 2010 Elsevier Ltd. All rights reserved.