ethyl 5-[[4-[(2-methylpropan-2-yl)oxycarbonylamino]benzoyl]amino]-1H-indole-2-carboxylate | 284662-75-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: ethyl 5-[[4-[(2-methylpropan-2-yl)oxycarbonylamino]benzoyl]amino]-1H-indole-2-carboxylate
• CAS: 284662-75-5
• 化学式: C₂₃H₂₅N₃O₅
• 分子量: 423.469
• InChiKey: HAWCDTSZRSNOBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  110
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 5-[[4-[(2-methylpropan-2-yl)oxycarbonylamino]benzoyl]amino]-1H-indole-2-carboxylate 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  一类新的高度细胞毒性二酮哌嗪。

  摘要：

  描述了发现具有强力细胞毒性活性的新型二酮哌嗪类的发现。

  DOI：

  10.1016/s0960-894x(00)00152-9
• 作为产物：
  描述：

  5-氨基吲哚-2-甲酸乙酯 、 N-BOC-4-氨基苯甲酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以62%的产率得到ethyl 5-[[4-[(2-methylpropan-2-yl)oxycarbonylamino]benzoyl]amino]-1H-indole-2-carboxylate
  参考文献：
  名称：

  一类新的高度细胞毒性二酮哌嗪。

  摘要：

  描述了发现具有强力细胞毒性活性的新型二酮哌嗪类的发现。

  DOI：

  10.1016/s0960-894x(00)00152-9

文献信息

• Total Synthesis of Distamycin A and 2640 Analogues:  A Solution-Phase Combinatorial Approach to the Discovery of New, Bioactive DNA Binding Agents and Development of a Rapid, High-Throughput Screen for Determining Relative DNA Binding Affinity or DNA Binding Sequence Selectivity
  作者：Dale L. Boger、Brian E. Fink、Michael P. Hedrick

  DOI：10.1021/ja994192d

  日期：2000.7.1

  solution-phase synthesis of distamycin A and its extension to the preparation of 2640 analogues are described. Thus, solution-phase synthesis techniques with reaction workup and purification employing acid/base liquid−liquid extractions were used in the multistep preparation of distamycin A (8 steps, 40% overall yield) and a prototypical library of 2640 analogues providing intermediates and final products that

  描述了远霉素 A 的液相合成的发展及其对 2640 类似物制备的扩展。因此，采用酸/碱液-液萃取进行反应后处理和纯化的液相合成技术用于多步制备偏霉素 A（8 步，40% 总产率）和 2640 类似物的原型库，提供中间体和最终产品在常规反应规模上纯度≥95%。公开了一种简单、快速和高通量的 DNA 结合亲和力筛选的补充开发，该筛选基于来自预结合溴化乙锭置换的荧光损失，适用于评估对 DNA 均聚物或特定序列的相对或绝对结合亲和力。发夹寡核苷酸）。使用发夹寡核苷酸，
• Assessment of solution-phase positional scanning libraries based on distamycin A for the discovery of new DNA binding agents
  作者：Dale L. Boger、Michael A. Dechantsreiter、Takahiro Ishii、Brian E. Fink、Michael P. Hedrick

  DOI：10.1016/s0968-0896(00)00137-1

  日期：2000.8

  The solution-phase synthesis of two 1000-membered positional scanning libraries of distamycin A analogues is described enlisting acid/base liquid-liquid extractions for isolation and purification of all intermediates and final products. The results of their screening for functional activity (L1210 cytotoxic potency) and DNA binding affinity were compared with those derived from libraries containing the same compound members but prepared in a smaller 10-compound mixture format. The positional scanning libraries, which are substantially less demanding to prepare, allowed the accurate detection of the glob;ll observations and the clearly more potent activities, but more subtle discoveries and less distinguishable activities were not detected. This is a natural consequence of testing the larger 100-compound mixtures and the relative insensitivity of the assays to the contribution of any single, uniquely acting compound in the mixture. Thus, the disadvantages associated with the loss of some information contained within the library must be balanced against the advantages of the ease of library synthesis and judged in light of the library screening objectives. (C) 2000 Elsevier Science Ltd. All rights reserved.
• A new class of highly cytotoxic diketopiperazines
  作者：Dale L Boger、Brian E Fink、Michael P Hedrick

  DOI：10.1016/s0960-894x(00)00152-9

  日期：2000.5

  The discovery of a novel class of diketopiperazines possessing potent cytotoxic activity is described.

  描述了发现具有强力细胞毒性活性的新型二酮哌嗪类的发现。