N¹-phenyl-N⁸-(2-thioxo-1,3-dithiol-4-carbonyloxy)octanediamide | 1155413-96-9

• 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: N¹-phenyl-N⁸-(2-thioxo-1,3-dithiol-4-carbonyloxy)octanediamide
• 英文别名: ACS 90；N1-phenyl-N8-(2-thioxo-1,3-dithiole-4-carbonyloxy)octanediamide；[(8-Anilino-8-oxooctanoyl)amino] 2-sulfanylidene-1,3-dithiole-4-carboxylate
• CAS: 1155413-96-9
• 化学式: C₁₈H₂₀N₂O₄S₃
• 分子量: 424.566
• InChiKey: YJEUTZGFMDZKJK-UHFFFAOYSA-N

物化性质

• 密度：
  1.38±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  167
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  acide dithiole-1,3 thioxo-2 carboxylique-4 、 伏立诺他 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以31%的产率得到N¹-phenyl-N⁸-(2-thioxo-1,3-dithiol-4-carbonyloxy)octanediamide
  参考文献：
  名称：

  New aryldithiolethione derivatives as potent histone deacetylase inhibitors

  摘要：

  A series of dithiolethione derivatives was synthesized and the in vitro HDAC inhibitory activity was tested. The most active compounds, 1 and 2, exhibited an IC50 in nM range with a strong hyperacetylation of histone H4 in A549 cells. The HDAC inhibitory activity comparable to that of SAHA and the inhibition of A549 cell proliferation suggest that these compounds are worthy of further studies as potential anticancer agents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.011

文献信息

• [EN] NEW ANTICANCER COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS ANTICANCERS
  申请人：SULFIDRIS S R L

  公开号：WO2009065926A3

  公开（公告）日：2009-07-30
• New aryldithiolethione derivatives as potent histone deacetylase inhibitors
  作者：Valerio Tazzari、Graziella Cappelletti、Manolo Casagrande、Elena Perrino、Luigi Renzi、Piero Del Soldato、Anna Sparatore

  DOI：10.1016/j.bmc.2010.05.011

  日期：2010.6.15

  A series of dithiolethione derivatives was synthesized and the in vitro HDAC inhibitory activity was tested. The most active compounds, 1 and 2, exhibited an IC50 in nM range with a strong hyperacetylation of histone H4 in A549 cells. The HDAC inhibitory activity comparable to that of SAHA and the inhibition of A549 cell proliferation suggest that these compounds are worthy of further studies as potential anticancer agents. (C) 2010 Elsevier Ltd. All rights reserved.