S-(9-anilino-2,9-dioxononyl) ethanethioate | 885664-68-6

• 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: S-(9-anilino-2,9-dioxononyl) ethanethioate
• CAS: 885664-68-6
• 化学式: C₁₇H₂₃NO₃S
• 分子量: 321.441
• InChiKey: OCDCFMXSXAYLLI-UHFFFAOYSA-N

物化性质

• 沸点：
  527.9±35.0 °C(Predicted)
• 密度：
  1.150±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  88.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  S-(9-anilino-2,9-dioxononyl) ethanethioate 在 sodium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 反应 6.0h， 以83%的产率得到8-oxo-N-phenyl-9-sulfanylnonanamide
  参考文献：
  名称：

  Carbonyl- and sulfur-containing analogs of suberoylanilide hydroxamic acid: Potent inhibition of histone deacetylases

  摘要：

  Suberoylanilide hydroxamic acid (SAHA), an inhibitor of histone deacetylase, is used in clinical trials for a variety of advanced cancers. Twelve new analogs of SAHA were synthesized and tested as in vitro inhibitors of isolated histone deacetylases (HDACS) and in vivo inhibitors of interferon regulated transcriptional responses (a marker for HDAC activity). The analogs containing an alpha-mercaptoketone or an alpha-thioacetoxyketone were more potent than SAHA in both assays. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.047
• 作为产物：
  描述：

  8-壬烯酸 在 jones reagent 、 1-羟基苯并三唑 、 溶剂黄146 、 达卡巴嗪 、 N,N-二异丙基乙胺 、 间氯过氧苯甲酸 、 potassium bromide 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.17h， 生成 S-(9-anilino-2,9-dioxononyl) ethanethioate
  参考文献：
  名称：

  Carbonyl- and sulfur-containing analogs of suberoylanilide hydroxamic acid: Potent inhibition of histone deacetylases

  摘要：

  Suberoylanilide hydroxamic acid (SAHA), an inhibitor of histone deacetylase, is used in clinical trials for a variety of advanced cancers. Twelve new analogs of SAHA were synthesized and tested as in vitro inhibitors of isolated histone deacetylases (HDACS) and in vivo inhibitors of interferon regulated transcriptional responses (a marker for HDAC activity). The analogs containing an alpha-mercaptoketone or an alpha-thioacetoxyketone were more potent than SAHA in both assays. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.047

文献信息

• Carbonyl- and sulfur-containing analogs of suberoylanilide hydroxamic acid: Potent inhibition of histone deacetylases
  作者：Wenxin Gu、Inna Nusinzon、Ronald D. Smith、Curt M. Horvath、Richard B. Silverman

  DOI：10.1016/j.bmc.2005.12.047

  日期：2006.5

  Suberoylanilide hydroxamic acid (SAHA), an inhibitor of histone deacetylase, is used in clinical trials for a variety of advanced cancers. Twelve new analogs of SAHA were synthesized and tested as in vitro inhibitors of isolated histone deacetylases (HDACS) and in vivo inhibitors of interferon regulated transcriptional responses (a marker for HDAC activity). The analogs containing an alpha-mercaptoketone or an alpha-thioacetoxyketone were more potent than SAHA in both assays. (c) 2006 Elsevier Ltd. All rights reserved.