5-bromo-7-chloroisatin | 613656-97-6

• 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: 5-bromo-7-chloroisatin
• 英文别名: 5-bromo-7-chloro-indoline-2,3-dione；5-Brom-7-chlor-indolin-2,3-dion；5-bromo-7-chloro-1H-indole-2,3-dione
• CAS: 613656-97-6
• 化学式: C₈H₃BrClNO₂
• mdl: MFCD03618553
• 分子量: 260.474
• InChiKey: UTTYWJPFQPXSJI-UHFFFAOYSA-N

物化性质

• 密度：
  1.919±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硫酸 、 碘 作用下， 生成 5-bromo-7-chloroisatin
  参考文献：
  名称：

  DE255775

  摘要：

  公开号：

文献信息

• Synthesis and Antiproliferatory Activities Evaluation of Multi-Substituted Isatin Derivatives
  作者：Ying Ding、Lianbo Zhao、Ying Fu、Lei Hao、Yupeng Fu、Yuan Yuan、Peng Yu、Yuou Teng

  DOI：10.3390/molecules26010176

  日期：——

  reaction. The structures of these derivatives were confirmed by 1H-NMR, 13C-NMR, and HR-MS. Inhibition of proliferation activities of these derivatives against human leukemia cells (K562), human hepatocellular carcinoma cells (HepG2) and human colon carcinoma cells (HT-29) were evaluated in vitro using the MTT assay. Among the series, compound 4l exhibited strong antiproliferatory activities against K562,

  利用强大的桑德迈尔反应合成了一系列多取代靛红衍生物。这些衍生物的结构均通过1H-NMR、13C-NMR和HR-MS证实。使用MTT测定体外评估这些衍生物对人白血病细胞(K562)、人肝细胞癌细胞(HepG2)和人结肠癌细胞(HT-29)增殖活性的抑制作用。其中，化合物4l对K562、HepG2和HT-29细胞表现出较强的抗增殖活性，IC50值分别为1.75、3.20和4.17 μM。随后评价化合物4l在K562细胞中的形态学、生长抑制和凋亡作用、在HepG2细胞中的伤口愈合作用以及在HUVEC细胞的基质凝胶中的管形成作用。所有结果表明化合物4l可以作为进一步研究中潜在的抗肿瘤剂。
• Chlorination of isatins with trichloroisocyanuric acid
  作者：Bárbara V Silva、Pierre M Esteves、Angelo C Pinto

  DOI：10.1590/s0103-50532011000200010

  日期：——

  Isatin and its derivatives have been extensively reported in the literature as having range of potential pharmacological compounds. The Sandmeyer method is the most widely used for isatin synthesis and furnishes different substituted isatins, usually with high yields. Although efficient, the Sandmeyer route has certain limitations, such as the formation of a mixture of regiosiomers and low yields depending on the type and position of the substituent. Thus, overcome these limitations, it is preferable that some derivative isatins be obtained by alternative methods. This article has investigated the chlorination of isatin derivatives using trichloroisocyanuric acid [1,3,5-trichloro-1,3,5-triazine-2,4,6-(1H,3H,5H)-trione or TCCA] at different reaction conditions.