ethyl 5-(6-oxo-11H-benzo[c][1]benzazepin-5-yl)pentanoate | 1396161-07-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: ethyl 5-(6-oxo-11H-benzo[c][1]benzazepin-5-yl)pentanoate
• CAS: 1396161-07-1
• 化学式: C₂₁H₂₃NO₃
• 分子量: 337.419
• InChiKey: PFXDOLILJZJIGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 5-(6-oxo-11H-benzo[c][1]benzazepin-5-yl)pentanoate 在 羟胺 作用下， 以 甲醇 、 水 为溶剂， 生成 N-hydroxy-5-(6-oxo-11H-benzo[c][1]benzazepin-5-yl)pentanamide
  参考文献：
  名称：

  Set-up of a new series of HDAC inhibitors: the 5,11-dihydrodibenzo[b,e]azepin-6-ones as privileged structures

  摘要：

  We report here the strategy used in our research group to find a new class of histone deacetylase (HDAC) inhibitors.A series of 5,11-dihydrodibenzo[b,e]azepine-6-ones alkylated on the amide nitrogen with an alkyl chain bearing an hydroxamic acids moiety at the end, has been designed (based upon the general motif for HDAC inhibitors), synthesized and tested.This allowed us to identify a new series of submicromolar HDAC inhibitors, which showed antiproliferative activity on HCT-116 colon carcinoma cells. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.067
• 作为产物：
  描述：

  5H-二苯并[b,e]氮杂卓-6,11-二酮 在 2-[[三(羟甲基)甲基]氨基]乙磺酸 、 sodium hydride 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 ethyl 5-(6-oxo-11H-benzo[c][1]benzazepin-5-yl)pentanoate
  参考文献：
  名称：

  Set-up of a new series of HDAC inhibitors: the 5,11-dihydrodibenzo[b,e]azepin-6-ones as privileged structures

  摘要：

  We report here the strategy used in our research group to find a new class of histone deacetylase (HDAC) inhibitors.A series of 5,11-dihydrodibenzo[b,e]azepine-6-ones alkylated on the amide nitrogen with an alkyl chain bearing an hydroxamic acids moiety at the end, has been designed (based upon the general motif for HDAC inhibitors), synthesized and tested.This allowed us to identify a new series of submicromolar HDAC inhibitors, which showed antiproliferative activity on HCT-116 colon carcinoma cells. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.067

文献信息

• Set-up of a new series of HDAC inhibitors: the 5,11-dihydrodibenzo[b,e]azepin-6-ones as privileged structures
  作者：Mario Bigioni、Alessandro Ettorre、Patrizia Felicetti、Sandro Mauro、Cristina Rossi、Carlo Alberto Maggi、Elena Marastoni、Monica Binaschi、Massimo Parlani、Daniela Fattori

  DOI：10.1016/j.bmcl.2012.07.067

  日期：2012.9

  We report here the strategy used in our research group to find a new class of histone deacetylase (HDAC) inhibitors.A series of 5,11-dihydrodibenzo[b,e]azepine-6-ones alkylated on the amide nitrogen with an alkyl chain bearing an hydroxamic acids moiety at the end, has been designed (based upon the general motif for HDAC inhibitors), synthesized and tested.This allowed us to identify a new series of submicromolar HDAC inhibitors, which showed antiproliferative activity on HCT-116 colon carcinoma cells. (C) 2012 Elsevier Ltd. All rights reserved.