2-(6-bromo-2-oxoindolin-3-ylidene)hydrazine-1-carbothioamide | 4341-54-2

• 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: 2-(6-bromo-2-oxoindolin-3-ylidene)hydrazine-1-carbothioamide
• 英文别名: [(6-bromo-2-oxoindol-3-yl)amino]thiourea
• CAS: 4341-54-2
• 化学式: C₉H₇BrN₄OS
• 分子量: 299.151
• InChiKey: YDSJKOXSHZUNPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.94
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  79.51
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  6-溴靛红 、 氨基硫脲 在 盐酸 作用下， 生成 2-(6-bromo-2-oxoindolin-3-ylidene)hydrazine-1-carbothioamide
  参考文献：
  名称：

  10.1016/j.bioorg.2024.107481

  摘要：

  DOI：

  10.1016/j.bioorg.2024.107481

文献信息

• Isatin thiazoles as antidiabetic: Synthesis, in vitro enzyme inhibitory activities, kinetics, and in silico studies
  作者：Mehwish Solangi、Kanwal、Khalid M. Khan、Sridevi Chigurupati、Faiza Saleem、Urooj Qureshi、Zaheer Ul‐Haq、Almas Jabeen、Shatha G. Felemban、Fatima Zafar、Shahnaz Perveen、Muhammad Taha、Saurabh Bhatia

  DOI：10.1002/ardp.202100481

  日期：2022.6

  Diabetes mellitus is one of the most prevalent diseases nowadays. Several marketed drugs are available for the cure and treatment of diabetes, but there is still a dire need of introducing compatible drug molecules with lesser side effects. The current study is based on the synthesis of isatin thiazole derivatives 4–30 via the Hantzsch reaction. The synthetic compounds were characterized using different

  糖尿病是当今最流行的疾病之一。几种已上市的药物可用于治疗和治疗糖尿病，但仍然迫切需要引入副作用较小的相容药物分子。目前的研究基于通过 Hantzsch 反应合成靛红噻唑衍生物4-30 。使用不同的光谱技术对合成化合物进行了表征，并评估了它们的 α-淀粉酶和 α-葡糖苷酶抑制潜力。在 27 种靛红噻唑中，有 5 种（4、5、10、12和16）对 α-淀粉酶具有良好的活性，IC 50值在 22.22 ± 0.02–27.01 ± 0.06 µM 范围内，对于 α-葡萄糖苷酶， IC 50这些化合物的值分别在 20.76 ± 0.17–27.76 ± 0.17 µM 范围内。借助分子对接研究，研究了酶活性位点内活性分子的结合相互作用。此外，还进行了动力学研究以检查合成分子的作用机制。还检查了化合物3a、4、5、10、12和16的细胞毒性作用，发现它们是无细胞毒性的。因此，几种分子被确定为良好的抗
• Design and synthesis of anti-breast cancer agents from 4-piperazinylquinoline: A hybrid pharmacophore approach
  作者：V. Raja Solomon、Changkun Hu、Hoyun Lee

  DOI：10.1016/j.bmc.2010.01.001

  日期：2010.2

  A novel class of 4-piperazinylquinoline derivatives based on the isatin scaffold were designed by molecular hybridization approach and synthesized for biological evaluation. Subsequently, the compounds were examined for their cytotoxic effects on two human breast tumor cell lines, MDA-MB468 and MCF7, and two non-cancer breast epithelial cell lines, 184B5 and MCF10A. Although all compounds examined were quite effective on the breast cancer cell lines examined, the compound 4-bromo-1-[4(7-chloro-quinolin-4-yl)-piperazin-1-ylmethyl]-1H-indole-2,3-dione (5b) and N-1-[4-(7-trifluoromethylquinolin4-yl)]-piperazin-1-ylmethyl-4-chloro-1H-indole-2,3-dione-3-thiosemicarbazone (8a) emerged as the most active among this series. It appeared that both 5b and 8a caused apoptosis to MCF7 cancer cells, but not MCF10A non-cancer cells. Thus, 4-piperazinylquinoline linked isatin analog can serve as the prototype molecule for further development of a new class of anti-breast cancer agents. (C) 2010 Elsevier Ltd. All rights reserved.