(S)-4-allyl-3-benzyl-1-(naphthalen-1-ylmethyl)-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione | 951326-78-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-4-allyl-3-benzyl-1-(naphthalen-1-ylmethyl)-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione
• CAS: 951326-78-6
• 化学式: C₃₀H₂₆N₂O₂
• 分子量: 446.549
• InChiKey: YMWCOOGKQOLWJM-NDEPHWFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.63
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  40.62
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  [tert-butoxycarbonyl(pent-4-enoyl)amino] tert-butyl carbonate 、 (S)-4-allyl-3-benzyl-1-(naphthalen-1-ylmethyl)-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 反应 48.0h， 生成
  参考文献：
  名称：

  Design, synthesis and biological evaluation of 1,4-benzodiazepine-2,5-dione-based HDAC inhibitors

  摘要：

  New histone deacetylase inhibitors have been synthesized and evaluated for their activity against non-small lung cancer cell line H661. These compounds have been designed with diversely substituted 1,4-benzodiazepine-2,5-dione moieties as cyclic peptide mimic cap structures, and a hydroxamate side chain. Biological evaluations demonstrated that benzodiazepine-based HDACi bearing an aromatic substituent at the N1 position exhibited promising anti proliferative and HDAC-inhibitory activities. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.067
• 作为产物：
  描述：

  (S)-3-benzyl-1-(naphthalen-1-ylmethyl)-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione 、 3-溴丙烯 在 aluminum oxide 、 potassium fluoride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 48.0h， 以99%的产率得到(S)-4-allyl-3-benzyl-1-(naphthalen-1-ylmethyl)-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione
  参考文献：
  名称：

  Design, synthesis and biological evaluation of 1,4-benzodiazepine-2,5-dione-based HDAC inhibitors

  摘要：

  New histone deacetylase inhibitors have been synthesized and evaluated for their activity against non-small lung cancer cell line H661. These compounds have been designed with diversely substituted 1,4-benzodiazepine-2,5-dione moieties as cyclic peptide mimic cap structures, and a hydroxamate side chain. Biological evaluations demonstrated that benzodiazepine-based HDACi bearing an aromatic substituent at the N1 position exhibited promising anti proliferative and HDAC-inhibitory activities. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.067