2-(3-(4-acetoxyphenyl)-propenoyl-amino)-isobutyric acid 5-fluorotryptamide | 940290-26-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(3-(4-acetoxyphenyl)-propenoyl-amino)-isobutyric acid 5-fluorotryptamide
• CAS: 940290-26-6
• 化学式: C₂₅H₂₆FN₃O₄
• 分子量: 451.498
• InChiKey: YHQQVHDWLFIMJB-IZZDOVSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  100.29
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(3-(4-acetoxyphenyl)-propenoyl-amino)-isobutyric acid 5-fluorotryptamide 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以95%的产率得到(E)-N-(1-(2-(5-fluoro-1H-indol-3-yl)ethylamino)-2-methyl-1-oxopropan-2-yl)-3-(4-hydroxyphenyl)acrylamide
  参考文献：
  名称：

  N-(3-(4-Hydroxyphenyl)-propenoyl)-amino acid tryptamides as SIRT2 inhibitors

  摘要：

  A series of N-(3-(4-hydroxyphenyl)-propenoyl)-amino acid tryptamides was based on a previously reported new SIRT2 inhibitor from our group, and it was designed to study if the molecular size of the compound could be reduced. The most potent compounds, N-(3-(4-hydroxyphenyl)-propenoyl)-2-aminoisobutyric acid tryptamide and N-(3-(4-hydroxyphenyl)-propenoyl)-L-alanine tryptamide, were equipotent, 30% smaller in molecular weight, and slightly more selective (SIRT2/SIRT1) than the parent compound. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.023
• 作为产物：
  描述：

  2-[(benzyloxycarbonyl)amino]-isobutyric acid 5-fluorotryptamide 在 palladium on activated charcoal 氢气 、 氯甲酸乙酯 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 74.0h， 生成 2-(3-(4-acetoxyphenyl)-propenoyl-amino)-isobutyric acid 5-fluorotryptamide
  参考文献：
  名称：

  N-(3-(4-Hydroxyphenyl)-propenoyl)-amino acid tryptamides as SIRT2 inhibitors

  摘要：

  A series of N-(3-(4-hydroxyphenyl)-propenoyl)-amino acid tryptamides was based on a previously reported new SIRT2 inhibitor from our group, and it was designed to study if the molecular size of the compound could be reduced. The most potent compounds, N-(3-(4-hydroxyphenyl)-propenoyl)-2-aminoisobutyric acid tryptamide and N-(3-(4-hydroxyphenyl)-propenoyl)-L-alanine tryptamide, were equipotent, 30% smaller in molecular weight, and slightly more selective (SIRT2/SIRT1) than the parent compound. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.023