N-(4-methylbenzyl)-3-(1-(benzylamino)-2-methyl-1-oxopropan-2-yl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-6-carboxamide | 1622400-77-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: N-(4-methylbenzyl)-3-(1-(benzylamino)-2-methyl-1-oxopropan-2-yl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-6-carboxamide
• 英文别名: 3-[1-(benzylamino)-2-methyl-1-oxopropan-2-yl]-N-[(4-methylphenyl)methyl]-2,4-dioxo-1,5-dihydro-1,5-benzodiazepine-6-carboxamide
• CAS: 1622400-77-4
• 化学式: C₂₉H₃₀N₄O₄
• 分子量: 498.582
• InChiKey: OKPFWGKRVMRXJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基-3-硝基苯甲酸 在 15% palladium on carbon 、 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 甲醇 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 0.08h， 生成 N-(4-methylbenzyl)-3-(1-(benzylamino)-2-methyl-1-oxopropan-2-yl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-6-carboxamide
  参考文献：
  名称：

  Discovery of novel 1,5-benzodiazepine-2,4-dione derivatives as potential anticancer agents

  摘要：

  A series of novel 1,5-benzodiazepine-2,4-dione derivatives with C-6 amide substituents were designed and synthesized using three-component reactions. The preliminary assays showed that most of them displayed moderate to good antitumor activities against human lung carcinoma (A549), human breast epithelial carcinoma (MCF-7), human colon carcinoma (HCT116), human cervical carcinoma (Hela) and Lewis lung carcinoma (2LL). Exhilaratingly, the activity level of 6m rivaled that of 5-Fluorouracil (5-Fu) against MCF-7 cell lines, which might be used as novel lead scaffold for potential anticancer development.

  DOI：

  10.1016/j.bmcl.2014.06.041

文献信息

• Discovery of novel 1,5-benzodiazepine-2,4-dione derivatives as potential anticancer agents
  作者：Yinbo Chen、Vanminh Le、Xiaoyong Xu、Xusheng Shao、Jianwen Liu、Zhong Li

  DOI：10.1016/j.bmcl.2014.06.041

  日期：2014.8

  A series of novel 1,5-benzodiazepine-2,4-dione derivatives with C-6 amide substituents were designed and synthesized using three-component reactions. The preliminary assays showed that most of them displayed moderate to good antitumor activities against human lung carcinoma (A549), human breast epithelial carcinoma (MCF-7), human colon carcinoma (HCT116), human cervical carcinoma (Hela) and Lewis lung carcinoma (2LL). Exhilaratingly, the activity level of 6m rivaled that of 5-Fluorouracil (5-Fu) against MCF-7 cell lines, which might be used as novel lead scaffold for potential anticancer development.