ethyl 6-(4-anilyl)triazolylhexanoate | 1202186-11-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 6-(4-anilyl)triazolylhexanoate
• CAS: 1202186-11-5
• 化学式: C₁₆H₂₂N₄O₂
• 分子量: 302.376
• InChiKey: MKSQYULLOIACQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  22.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  83.03
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 6-(4-anilyl)triazolylhexanoate 在 盐酸 、 水 、 sodium nitrite 、 sodium azide 作用下， 反应 4.0h， 以400 mg的产率得到ethyl 6-(4-azidophenyl)triazolylhexanoate
  参考文献：
  名称：

  Design and synthesis of novel histone deacetylase inhibitor derived from nuclear localization signal peptide

  摘要：

  We describe herein the synthesis and characterization of a new class of histone deacetylase (HDAC) inhibitors derived from conjugation of a suberoylanilide hydroxamic acid-like aliphatic-hydroxamate pharmacophore to a nuclear localization signal peptide. We found that these conjugates inhibited the histone deacetylase activities of HDACs 1, 2, 6, and 8 in a manner similar to suberoylanilide hydroxamic acid (SAHA). Notably, compound 7b showed a threefold improvement in HDAC 1/2 inhibition, a threefold increase in HDAC 6 selectivity and a twofold increase in HDAC 8 selectivity when compared to SAHA. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.028
• 作为产物：
  描述：

  6-叠氮基己酸乙酯 、 4-乙炔基苯胺 在 copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以90%的产率得到ethyl 6-(4-anilyl)triazolylhexanoate
  参考文献：
  名称：

  Design and synthesis of novel histone deacetylase inhibitor derived from nuclear localization signal peptide

  摘要：

  We describe herein the synthesis and characterization of a new class of histone deacetylase (HDAC) inhibitors derived from conjugation of a suberoylanilide hydroxamic acid-like aliphatic-hydroxamate pharmacophore to a nuclear localization signal peptide. We found that these conjugates inhibited the histone deacetylase activities of HDACs 1, 2, 6, and 8 in a manner similar to suberoylanilide hydroxamic acid (SAHA). Notably, compound 7b showed a threefold improvement in HDAC 1/2 inhibition, a threefold increase in HDAC 6 selectivity and a twofold increase in HDAC 8 selectivity when compared to SAHA. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.028