N'-hydroxy-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]pentanediamide | 1435894-22-6

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 环庚三烯酮
• 英文名称: N'-hydroxy-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]pentanediamide
• CAS: 1435894-22-6
• 化学式: C₂₅H₃₀N₂O₈
• 分子量: 486.522
• InChiKey: SCJHIANVXFDJFN-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  132
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  秋水仙碱 在 4-二甲氨基吡啶 、 O-(四氢-2H-吡喃-2-基)羟基胺 、 二碳酸二叔丁酯 、 水 、 三乙胺 、 O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate 、 lithium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 28.5h， 生成 N'-hydroxy-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]pentanediamide
  参考文献：
  名称：

  The discovery of colchicine-SAHA hybrids as a new class of antitumor agents

  摘要：

  A novel class of colchicine-SAHA hybrids were designed and synthesised based on the synergistic antitumor effect of tubulin inhibitors and histone deacetylases (HDAC) inhibitors. To the best of our knowledge, this is the first design of molecules that are dual inhibitors of tubulin and HDAC. Biological evaluations of these compounds included the inhibitory activity of HDAC, in vitro cell cycle analysis in BEL-7402 cells as well as cytotoxicity in five cancer cell lines. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.03.049

文献信息

• The discovery of colchicine-SAHA hybrids as a new class of antitumor agents
  作者：Xuan Zhang、Jie Zhang、Linjiang Tong、Yu Luo、Mingbo Su、Yi Zang、Jia Li、Wei Lu、Yi Chen

  DOI：10.1016/j.bmc.2013.03.049

  日期：2013.6

  A novel class of colchicine-SAHA hybrids were designed and synthesised based on the synergistic antitumor effect of tubulin inhibitors and histone deacetylases (HDAC) inhibitors. To the best of our knowledge, this is the first design of molecules that are dual inhibitors of tubulin and HDAC. Biological evaluations of these compounds included the inhibitory activity of HDAC, in vitro cell cycle analysis in BEL-7402 cells as well as cytotoxicity in five cancer cell lines. (C) 2013 Elsevier Ltd. All rights reserved.