1H-indole-2,3-dione-3-(N,N-diethylthiosemicarbazone) | 6507-39-7

• 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: 1H-indole-2,3-dione-3-(N,N-diethylthiosemicarbazone)
• 英文别名: 1,1-diethyl-3-[(2-oxoindol-3-yl)amino]thiourea
• CAS: 6507-39-7
• 化学式: C₁₃H₁₆N₄OS
• 分子量: 276.362
• InChiKey: IUJJMOJALWFGDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.56
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  56.73
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 1H-indole-2,3-dione-3-(N,N-diethylthiosemicarbazone) 、 1-(4-硝基苯基)哌嗪 生成 1,1-diethyl-3-[(Z)-[1-[[4-(4-nitrophenyl)piperazin-1-yl]methyl]-2-oxoindol-3-ylidene]amino]thiourea
  参考文献：
  名称：

  Synthesis and evaluation of anti-HIV activity of isatin β-thiosemicarbazone derivatives

  摘要：

  On the basis of pharmacophoric modelling studies of existing NNRTIs, a series of isatin beta-thiosemicarbazonc derivatives was synthesized and evaluated for their anti-HIV activity in HTLV-IIIB strain in the CEM cell line. Three compounds showed significant anti-HIV activity, whereupon compound 6 was found to be the most active compound with an EC50 value of 2.62 mu M and a selectivity index of 17.41, while not being cytotoxic to the cell line at a CC50 value of 44.90 mu M. Other tested compounds exhibited marked activity below their toxicity threshold. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.046
• 作为产物：
  描述：

  N,N-二乙基肼硫代酰胺 、 靛红 在 溶剂黄146 作用下， 生成 1H-indole-2,3-dione-3-(N,N-diethylthiosemicarbazone)
  参考文献：
  名称：

  Synthesis and evaluation of anti-HIV activity of isatin β-thiosemicarbazone derivatives

  摘要：

  On the basis of pharmacophoric modelling studies of existing NNRTIs, a series of isatin beta-thiosemicarbazonc derivatives was synthesized and evaluated for their anti-HIV activity in HTLV-IIIB strain in the CEM cell line. Three compounds showed significant anti-HIV activity, whereupon compound 6 was found to be the most active compound with an EC50 value of 2.62 mu M and a selectivity index of 17.41, while not being cytotoxic to the cell line at a CC50 value of 44.90 mu M. Other tested compounds exhibited marked activity below their toxicity threshold. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.046

文献信息

• Synthetic and spectroscopic investigations of N(4)-substituted isatin thiosemicarbazones and their copper(II) complexes
  作者：Gordon A. Bain、Douglas X. West、Jacqueline Krejci、Jesús Valdés-s-Martinez、Simón Hernández-Ortega、Rubén A. Toscano

  DOI：10.1016/s0277-5387(96)00323-3

  日期：1997.1

  A series of N(4)-substituted thiosemicarbazones of isatin were synthesized and their copper(II) complexes prepared from copper(II) chloride. X-ray crystal structures of two of the thiosemicarbazones, isatin 3-(hexamethylenimylthiosemicarbazone) and isatin 3-(N(4)-ethylthiosemicarbazone), have been solved and are compared with a previously published structure of isatin 3-(N(4)-p-tolythiosemicarbazone). The coordination chemistry of the copper(II) complexes of these and other isatin thiosemicarbazones is reported and discussed. Copyright (C) 1996 Elsevier Science Ltd
• Synthesis and evaluation of anti-HIV activity of isatin β-thiosemicarbazone derivatives
  作者：Tanushree Ratan Bal、Balasubramani Anand、Perumal Yogeeswari、Dharmarajan Sriram

  DOI：10.1016/j.bmcl.2005.07.046

  日期：2005.10

  On the basis of pharmacophoric modelling studies of existing NNRTIs, a series of isatin beta-thiosemicarbazonc derivatives was synthesized and evaluated for their anti-HIV activity in HTLV-IIIB strain in the CEM cell line. Three compounds showed significant anti-HIV activity, whereupon compound 6 was found to be the most active compound with an EC50 value of 2.62 mu M and a selectivity index of 17.41, while not being cytotoxic to the cell line at a CC50 value of 44.90 mu M. Other tested compounds exhibited marked activity below their toxicity threshold. (c) 2005 Elsevier Ltd. All rights reserved.