methyl 8-oxo-8-((5-phenethyl-1,3,4-thiadiazol-2-yl)amino)octanoate | 1338208-92-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: methyl 8-oxo-8-((5-phenethyl-1,3,4-thiadiazol-2-yl)amino)octanoate
• 英文别名: Methyl 8-oxo-8-[[5-(2-phenylethyl)-1,3,4-thiadiazol-2-yl]amino]octanoate
• CAS: 1338208-92-6
• 化学式: C₁₉H₂₅N₃O₃S
• 分子量: 375.492
• InChiKey: XHHPDFVCAJXSTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 8-oxo-8-((5-phenethyl-1,3,4-thiadiazol-2-yl)amino)octanoate 在 盐酸羟胺 、 potassium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 以74%的产率得到N1-hydroxy-N8-(5-phenethyl-1,3,4-thiadiazol-2-yl)octanediamide
  参考文献：
  名称：

  Design, synthesis and preliminary bioactivity studies of 1,3,4-thiadiazole hydroxamic acid derivatives as novel histone deacetylase inhibitors

  摘要：

  Histone deacetylase (HDAC) inhibitors have emerged as a new class of anticancer agents, targeting the biological processes including cell cycle, apoptosis and differentiation. In the present study, a series of 1,3,4-thiadiazole based hydroxamic acids were developed as potent HDAC inhibitors. Some of them showed good inhibitory activity in HDAC enzyme assay and potent growth inhibition in some tumor cell lines. Among them, compound 6i (IC50 = 0.089 mu M), exhibited better inhibitory effect compared with SAHA (IC50 = 0.15 mu M). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.04.032
• 作为产物：
  描述：

  辛二酸单甲酯 在 氯化亚砜 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 methyl 8-oxo-8-((5-phenethyl-1,3,4-thiadiazol-2-yl)amino)octanoate
  参考文献：
  名称：

  Design, synthesis and preliminary bioactivity studies of 1,3,4-thiadiazole hydroxamic acid derivatives as novel histone deacetylase inhibitors

  摘要：

  Histone deacetylase (HDAC) inhibitors have emerged as a new class of anticancer agents, targeting the biological processes including cell cycle, apoptosis and differentiation. In the present study, a series of 1,3,4-thiadiazole based hydroxamic acids were developed as potent HDAC inhibitors. Some of them showed good inhibitory activity in HDAC enzyme assay and potent growth inhibition in some tumor cell lines. Among them, compound 6i (IC50 = 0.089 mu M), exhibited better inhibitory effect compared with SAHA (IC50 = 0.15 mu M). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.04.032