N-hydroxy-4-[1-[4-(1,3-oxazol-5-yl)phenyl]sulfonylpiperidin-4-yl]butanamide | 1350447-57-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-hydroxy-4-[1-[4-(1,3-oxazol-5-yl)phenyl]sulfonylpiperidin-4-yl]butanamide
• CAS: 1350447-57-2
• 化学式: C₁₈H₂₃N₃O₅S
• 分子量: 393.464
• InChiKey: WGISCGSLSUFHGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  methyl 4-(piperidin-4-yl)butanoate 在 盐酸羟胺 、 N,N-二异丙基乙胺 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 N-hydroxy-4-[1-[4-(1,3-oxazol-5-yl)phenyl]sulfonylpiperidin-4-yl]butanamide
  参考文献：
  名称：

  4-N-Hydroxy-4-[1-(sulfonyl)piperidin-4-yl]-butyramides as HDAC inhibitors

  摘要：

  A series of N-substituted 4-alkylpiperidine hydroxamic acids, corresponding to the basic structure of histone deacetylase (HDAC) inhibitors (zinc binding moiety-linker-capping group) has been previously reported by our group. Linker length and aromatic capping group connection were systematically varied to find the optimal geometric parameters. A new series of submicromolar inhibitors was thus identified, which showed antiproliferative activity on HCT-116 colon carcinoma cells.We report here the second part of the strategy used in our research group to find a new class of HDAC inhibitors, namely the SAR study for the compounds bearing a sulfonyl group on the piperidine nitrogen. In the present work, we have considered both sulfonamides and sulfonyl ureas. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.042