N-(2-(5-fluoro-1H-indol-3-yl)ethyl)-4-(trifluoromethoxy)benzamide | 1014700-20-9

• 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: N-(2-(5-fluoro-1H-indol-3-yl)ethyl)-4-(trifluoromethoxy)benzamide
• 英文别名: N-[2-(5-fluoro-1H-indol-3-yl)ethyl]-4-(trifluoromethoxy)benzamide
• CAS: 1014700-20-9
• 化学式: C₁₈H₁₄F₄N₂O₂
• 分子量: 366.315
• InChiKey: KKNXLXURTFSILT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  54.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-氟色胺 、 4-(三氟甲氧基)苯甲酰氯 生成 N-(2-(5-fluoro-1H-indol-3-yl)ethyl)-4-(trifluoromethoxy)benzamide
  参考文献：
  名称：

  Synthesis of benzamide derivatives as TRPV1 antagonists

  摘要：

  From hit compounds identified by high throughput screening (HTS), we have found compound 1 as a lead TRPV1 antagonist and confirmed its potential as a treatment for pain. Compound 1 has led to potent TRPV1 antagonistic benzamide derivatives ((+/-)-2: human IC50 = 23 nM, (+/-)-3: human IC50 = 14 nM in the capsaicin-induced calcium influx assay) containing indole and naphthyl moieties, obtained by elaboration of the tryptamine scaffold or via bioisosteric replacements. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.12.007

文献信息

• Synthesis of benzamide derivatives as TRPV1 antagonists
  作者：Yuji Shishido、Madoka Jinno、Takafumi Ikeda、Fumitaka Ito、Masaki Sudo、Naoya Makita、Atsuko Ohta、Ayako Iki-Taki、Takashi Ohmi、Yoshihito Kanai、Tetsuya Tamura、Masato Shimojo

  DOI：10.1016/j.bmcl.2007.12.007

  日期：2008.2

  From hit compounds identified by high throughput screening (HTS), we have found compound 1 as a lead TRPV1 antagonist and confirmed its potential as a treatment for pain. Compound 1 has led to potent TRPV1 antagonistic benzamide derivatives ((+/-)-2: human IC50 = 23 nM, (+/-)-3: human IC50 = 14 nM in the capsaicin-induced calcium influx assay) containing indole and naphthyl moieties, obtained by elaboration of the tryptamine scaffold or via bioisosteric replacements. (C) 2008 Elsevier Ltd. All rights reserved.