3-benzoyl-7-methyl-N-(prop-2-yn-1-yl)indolizine-1-carboxamide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-benzoyl-7-methyl-N-(prop-2-yn-1-yl)indolizine-1-carboxamide
• 英文别名: 3-benzoyl-7-methyl-N-prop-2-ynylindolizine-1-carboxamide
• 化学式: C₂₀H₁₆N₂O₂
• 分子量: 316.359
• InChiKey: XFMOTJCJYLQUTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  50.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-methyl-1-(2-oxo-2-phenylethyl)pyridinium bromide 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 3-benzoyl-7-methyl-N-(prop-2-yn-1-yl)indolizine-1-carboxamide
  参考文献：
  名称：

  Novel indolizine derivatives with unprecedented inhibitory activity on human farnesyltransferase

  摘要：

  The rational structural modification of new substituted indolizin-3-yl(phenyl) methanones 1a-i, 2a-i and 3a-i has greatly improved human farnesyltransferase inhibition. The para-bromophenyl analog 2f bearing an ester unit on the indolizine ring demonstrates the highest inhibition potential, with IC50 value of 1.3 +/- 0.2 mu M. The amidic series 1a-i proves to be the most promising for future modulations, particularly at the triple bond level. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.10.044

文献信息

• Novel indolizine derivatives with unprecedented inhibitory activity on human farnesyltransferase
  作者：Carmen Dumea、Dalila Belei、Alina Ghinet、Joëlle Dubois、Amaury Farce、Elena Bîcu

  DOI：10.1016/j.bmcl.2014.10.044

  日期：2014.12

  The rational structural modification of new substituted indolizin-3-yl(phenyl) methanones 1a-i, 2a-i and 3a-i has greatly improved human farnesyltransferase inhibition. The para-bromophenyl analog 2f bearing an ester unit on the indolizine ring demonstrates the highest inhibition potential, with IC50 value of 1.3 +/- 0.2 mu M. The amidic series 1a-i proves to be the most promising for future modulations, particularly at the triple bond level. (C) 2014 Elsevier Ltd. All rights reserved.