1-(2,2-dimethylpropanoyl)-1H-indole-2,3-dione | 41042-23-3

• 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: 1-(2,2-dimethylpropanoyl)-1H-indole-2,3-dione
• 英文别名: 1-(2,2-dimethyl-propionyl)-indole-2,3-dione；1-(2,2-Dimethylpropanoyl)indoline-2,3-dione；1-(2,2-dimethylpropanoyl)indole-2,3-dione
• CAS: 41042-23-3
• 化学式: C₁₃H₁₃NO₃
• 分子量: 231.251
• InChiKey: USPRGZWPOZXNDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  靛红 、 三甲基乙酰氯 在 KF-Celite 作用下， 以 2-甲基四氢呋喃 为溶剂， 反应 12.0h， 以88%的产率得到1-(2,2-dimethylpropanoyl)-1H-indole-2,3-dione
  参考文献：
  名称：

  Eco-friendly chemoselective N-functionalization of isatins mediated by supported KF in 2-MeTHF

  摘要：

  一种简单、多功能且环保的对异喹啉的官能化方法。

  DOI：

  10.1039/c5gc01002k

文献信息

• Discovery and Structure Optimization of a Series of Isatin Derivatives as<i>Mycobacterium tuberculosis</i>Chorismate Mutase Inhibitors
  作者：Variam U. Jeankumar、Reshma Alokam、Jonnalagadda P. Sridevi、Priyanka Suryadevara、Siddharth S. Matikonda、Santosh Peddi、Seedarala Sahithi、Mallika Alvala、Perumal Yogeeswari、Dharmarajan Sriram

  DOI：10.1111/cbdd.12265

  日期：2014.4

  In this study, the crystal structure of the Mycobacterium tuberculosis (MTB) enzyme chorismate mutase (CM) bound to transition state analogue (PDB: 2FP2) was used as a framework for virtual screening of the BITS‐Pilani in‐house database (2500 compounds) to identify new scaffold. We identified isatin as novel small molecule MTB CM inhibitors; further twenty‐four isatin derivatives were synthesized and evaluated in vitro for their ability to inhibit MTB CM, and activity against M. tuberculosis as steps towards the derivation of structure–activity relationships (SAR) and lead optimization. Compound 3‐(4‐nitrobenzylidene)indolin‐2‐one, 24 emerged as the most promising lead with an IC50 of 1.01 ± 0.22 μm for purified CM and MIC of 23.5 μm for M. tuberculosis, with little or no cytotoxicity.
• Eco-friendly chemoselective N-functionalization of isatins mediated by supported KF in 2-MeTHF
  作者：Ashenafi Damtew Mamuye、Serena Monticelli、Laura Castoldi、Wolfgang Holzer、Vittorio Pace

  DOI：10.1039/c5gc01002k

  日期：——

  A simple, versatile and eco-friendly approach to the functionalization of isatins.

  一种简单、多功能且环保的对异喹啉的官能化方法。