(Z)-7-fluoro-8-mercapto-N-phenyloct-6-enamide | 1217193-82-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-7-fluoro-8-mercapto-N-phenyloct-6-enamide
• 英文别名: (Z)-7-fluoro-N-phenyl-8-sulfanyloct-6-enamide
• CAS: 1217193-82-2
• 化学式: C₁₄H₁₈FNOS
• 分子量: 267.367
• InChiKey: WUPYIFWVONCULU-GHXNOFRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  30.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (Z)-7-(phenylcarbamoyl)-2-fluorohept-2-enylacetylsulfane 在 甲醇 、 potassium carbonate 作用下， 反应 2.0h， 以78%的产率得到(Z)-7-fluoro-8-mercapto-N-phenyloct-6-enamide
  参考文献：
  名称：

  Fluoroalkene modification of mercaptoacetamide-based histone deacetylase inhibitors

  摘要：

  Inhibitors of histone deacetylases (HDAC) are emerging as a promising class of anti-cancer agents. The mercaptoacetoamide-based inhibitors are reported to be less toxic than hydroxamate and are worthy of further consideration. Therefore, we have designed a series of analogs as potential inhibitors of HDACs, in which the mercaptoacetamide group was replaced by (mercaptomethyl) fluoroalkene, and their HDAC inhibitory activity was evaluated. Subnanomolar inhibition was observed for all synthetic compounds. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.12.005