5-[6-(phenylcarbamoyl)hexyl]sulfanylpentanoic acid ethyl ester | 860315-15-7

• 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: 5-[6-(phenylcarbamoyl)hexyl]sulfanylpentanoic acid ethyl ester
• 英文别名: Ethyl 5-(7-anilino-7-oxoheptyl)sulfanylpentanoate
• CAS: 860315-15-7
• 化学式: C₂₀H₃₁NO₃S
• 分子量: 365.537
• InChiKey: CZBZHNWGZNEIRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-[6-(phenylcarbamoyl)hexyl]sulfanylpentanoic acid ethyl ester 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以81%的产率得到5-(6-phenylcarbamoylhexane-1-sulfinyl)pentanoic acid ethyl ester
  参考文献：
  名称：

  Design and synthesis of non-hydroxamate histone deacetylase inhibitors: identification of a selective histone acetylating agent

  摘要：

  A series of suberoylanilide hydroxamic acid (SAHA)-based non-hydroxamates was designed, synthesized, and evaluated for their histone deacetylase (HDAC) inhibitory activity. Among these, methyl sulfoxide 15 inhibited HDACs in enzyme assays and caused hyperacetylation of histone H4 while not inducing the accumulation of acetylated alpha-tubulin in HCT116 cells. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.04.002
• 作为产物：
  描述：

  thioacetic acid S-(6-phenylcarbamoyl-hexyl) ester 在 sodium hydroxide 、 sodium ethanolate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 0.5h， 生成 5-[6-(phenylcarbamoyl)hexyl]sulfanylpentanoic acid ethyl ester
  参考文献：
  名称：

  Design and synthesis of non-hydroxamate histone deacetylase inhibitors: identification of a selective histone acetylating agent

  摘要：

  A series of suberoylanilide hydroxamic acid (SAHA)-based non-hydroxamates was designed, synthesized, and evaluated for their histone deacetylase (HDAC) inhibitory activity. Among these, methyl sulfoxide 15 inhibited HDACs in enzyme assays and caused hyperacetylation of histone H4 while not inducing the accumulation of acetylated alpha-tubulin in HCT116 cells. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.04.002